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Chemistry

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Also known as: 103577-45-3, Prevacid, Agopton, Limpidex, Lanzor, Bamalite
Molecular Formula
C16H14F3N3O2S
Molecular Weight
369.4  g/mol
InChI Key
MJIHNNLFOKEZEW-UHFFFAOYSA-N
FDA UNII
0K5C5T2QPG

Lansoprazole
A 2,2,2-trifluoroethoxypyridyl derivative of timoprazole that is used in the therapy of STOMACH ULCERS and ZOLLINGER-ELLISON SYNDROME. The drug inhibits H(+)-K(+)-EXCHANGING ATPASE which is found in GASTRIC PARIETAL CELLS. Lansoprazole is a racemic mixture of (R)- and (S)-isomers.
Lansoprazole is a Proton Pump Inhibitor. The mechanism of action of lansoprazole is as a Proton Pump Inhibitor. The physiologic effect of lansoprazole is by means of Inhibition Gastric Acid Secretion.
1 2D Structure

Lansoprazole

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
2-[[3-methyl-4-(2,2,2-trifluoroethoxy)pyridin-2-yl]methylsulfinyl]-1H-benzimidazole
2.1.2 InChI
InChI=1S/C16H14F3N3O2S/c1-10-13(20-7-6-14(10)24-9-16(17,18)19)8-25(23)15-21-11-4-2-3-5-12(11)22-15/h2-7H,8-9H2,1H3,(H,21,22)
2.1.3 InChI Key
MJIHNNLFOKEZEW-UHFFFAOYSA-N
2.1.4 Canonical SMILES
CC1=C(C=CN=C1CS(=O)C2=NC3=CC=CC=C3N2)OCC(F)(F)F
2.2 Other Identifiers
2.2.1 UNII
0K5C5T2QPG
2.3 Synonyms
2.3.1 MeSH Synonyms

1. 2-(((3-methyl-4-(2,2,2-trifluoroethoxy)-2-pyridyl)methyl)sulfinyl)benzimidazole

2. Ag 1749

3. Ag-1749

4. Ag1749

5. Agopton

6. Bamalite

7. Lansol

8. Lansoprazol

9. Lansoprazole Sodium

10. Lansoprazoles

11. Lanzor

12. Monolitum

13. Ogast

14. Ogastro

15. Opiren

16. Prevacid

17. Prezal

18. Pro Ulco

19. Promeco

20. Sodium, Lansoprazole

21. Takepron

22. Ulpax

23. Zoton

2.3.2 Depositor-Supplied Synonyms

1. 103577-45-3

2. Prevacid

3. Agopton

4. Limpidex

5. Lanzor

6. Bamalite

7. Monolitum

8. Takepron

9. Ogastro

10. Lansoprazol

11. Opiren

12. Zoton

13. Prevacid Solutab

14. Lanzopral

15. Ag-1749

16. Lanproton

17. Lansopep

18. Lasoprol

19. Mesactol

20. Aprazol

21. Blason

22. Ketian

23. Lancid

24. Lanston

25. Ogast

26. Lanz

27. Lanzoprazole

28. Lansoprazolum

29. Lansox

30. Prevacid Iv

31. Prevonco

32. Ag 1749

33. A-65006

34. Lanzo

35. Prevacid 24hr

36. Ogastoro

37. 2-[[3-methyl-4-(2,2,2-trifluoroethoxy)pyridin-2-yl]methylsulfinyl]-1h-benzimidazole

38. Chebi:6375

39. Prezal

40. Pro Ulco

41. 2-(((3-methyl-4-(2,2,2-trifluoroethoxy)-2-pyridyl)methyl)sulfinyl)benzimidazole

42. Compraz

43. Ilsatec

44. Prosogan

45. Suprecid

46. Dakar

47. Promp

48. Zoprol

49. Nsc-758638

50. Tak-390mr

51. 0k5c5t2qpg

52. Mls000069705

53. 1261394-42-6

54. Lanzol-30

55. 2-(((3-methyl-4-(2,2,2-trifluoroethoxy)-2-pyridinyl)methyl)sulfinyl)-1h-benzimidazole

56. 2-(((3-methyl-4-(2,2,2-trifluoroethoxy)pyridin-2-yl)methyl)sulfinyl)-1h-benzo[d]imidazole

57. 2-[[3-methyl-4-(2,2,2-trifluoroethoxy)-2-pyridyl]methylsulfinyl]-1h-benzimidazole

58. Ncgc00015615-02

59. Smr000058469

60. Lansoprazol [inn-spanish]

61. Lansoprazolum [inn-latin]

62. Cas-103577-45-3

63. Dsstox_cid_3200

64. Mls-0003247.0001

65. Prevacid Naprapac

66. 1h-benzimidazole, 2-(((3-methyl-4-(2,2,2-trifluoroethoxy)-2-pyridinyl)methyl)sulfinyl)-

67. 1h-benzimidazole, 2-[[[3-methyl-4-(2,2,2-trifluoroethoxy)-2-pyridinyl]methyl]sulfinyl]-

68. 2-({[3-methyl-4-(2,2,2-trifluoroethoxy)pyridin-2-yl]methyl}sulfinyl)-1h-benzimidazole

69. 2-[[[3-methyl-4-(2,2,2-trifluoroethoxy)-2-pyridinyl]methyl]sulfinyl]-1h-benzimidazole

70. Dsstox_rid_76922

71. Dsstox_gsid_23200

72. Prevacid I.v.

73. Tak 390mr

74. Lansophed

75. Lanzol

76. Lanzul

77. 2-((3-methyl-4-(2,2,2-trifluoroethoxy)pyridin-2-yl)methylsulfinyl)-1h-benzo[d]imidazole

78. 2-[[[3-methyl-4-(2,2,2-trifluoroethoxy)-2-pyridyl]methyl]sulfinyl]benzimidazole

79. Prevacid (tn)

80. 2-({3-methyl-4-(2,2,2-trifluoroethoxy)-2-pyridyl)methyl} Sulphinylbenzimidazole;2-({3-methyl-4-(2,2,2-trifluoroethoxy)-2-pyridyl)methyl} Sulphinylbenzimidazole

81. Hsdb 7204

82. Sr-01000000169

83. A 65006

84. Unii-0k5c5t2qpg

85. Brn 4333393

86. Lanfast

87. Lapraz

88. 2-{[3-methyl-4-(2,2,2-trifluoroethoxy)pyridin-2-yl]methylsulfinyl}-1h-benzimidazole

89. Abt-006

90. Lansoprazole,(s)

91. 2-(((3-methyl-4-(2,2,2-trifluoroethoxy)pyridin-2-yl)methyl)sulfinyl)-1h-benzimidazole

92. Lansoprazole [usan:usp:inn:ban]

93. Mfcd00866873

94. Cg-4801

95. Spectrum_001580

96. Cpd000058469

97. Prevacid Delayed Release

98. Opera_id_1676

99. Prestwick0_001072

100. Prestwick1_001072

101. Prestwick2_001072

102. Prestwick3_001072

103. Spectrum2_000444

104. Spectrum3_000295

105. Spectrum4_000856

106. Spectrum5_001521

107. Dexlansoprazole-[13c6]

108. Lansoprazole [mi]

109. Lopac-l-8533

110. Lansoprazole [inn]

111. Lansoprazole [jan]

112. Chembl480

113. L 8533

114. Lansoprazole [hsdb]

115. Lansoprazole [usan]

116. Cid_3883

117. Lansoprazole [vandf]

118. Lopac0_000709

119. Schembl22365

120. Bspbio_001084

121. Bspbio_001830

122. Kbiogr_001491

123. Kbioss_002060

124. Lansoprazole [mart.]

125. Lansoprazole Impurity Standard

126. Mls000759405

127. Mls001074170

128. Mls001424235

129. (+/-)-lansoprazole

130. Bidd:gt0006

131. Divk1c_000920

132. Lansoprazole [usp-rs]

133. Lansoprazole [who-dd]

134. Spectrum1503926

135. Spbio_000488

136. Spbio_002992

137. Bpbio1_001194

138. Gtpl7208

139. Dtxsid4023200

140. Bdbm47032

141. Hms502n22

142. Kbio1_000920

143. Kbio2_002060

144. Kbio2_004628

145. Kbio2_007196

146. Kbio3_001330

147. Lansoprazole (jp17/usp/inn)

148. 2-[(r)-[3-methyl-4-(2,2,2-trifluoroethoxy)pyridin-2-yl]methylsulfinyl]-1h-benzimidazole

149. 2-[(s)-[3-methyl-4-(2,2,2-trifluoroethoxy)pyridin-2-yl]methylsulfinyl]-1h-benzimidazole

150. Levolansoprazole;(-)-lansoprazole

151. Ninds_000920

152. Hms1571g06

153. Hms1922m04

154. Hms2052f05

155. Hms2093m07

156. Hms2098g06

157. Hms2234b10

158. Hms3262m19

159. Hms3264e12

160. Hms3269d15

161. Hms3371e21

162. Hms3394f05

163. Hms3413j05

164. Hms3654j17

165. Hms3677j05

166. Hms3715g06

167. Lansoprazole [orange Book]

168. Pharmakon1600-01503926

169. Pharmakon1600-01504282

170. Lansoprazole [ep Monograph]

171. Act03358

172. Bcp22331

173. Bcp34129

174. Lansoprazole For Peak Identification

175. Lansoprazole [usp Monograph]

176. Tox21_110184

177. Tox21_301023

178. Tox21_500709

179. Bbl029072

180. Bdbm50070208

181. Ccg-39952

182. Nsc758638

183. Nsc758710

184. Prevpac Component Lansoprazole

185. S1354

186. Stk621169

187. Akos005554811

188. Tox21_110184_1

189. Ac-1233

190. Cs-1847

191. Db00448

192. Ks-1075

193. Lansoprazole, >=98% (tlc), Powder

194. Lp00709

195. Nc00411

196. Nsc 758638

197. Sb19127

198. Sdccgsbi-0050687.p004

199. 2-[({3-methyl-4-[(2,2,2-trifluoroethyl)oxy]pyridin-2-yl}methyl)sulfinyl]-1h-benzimidazole

200. 2-{[3-methyl-4-(2,2,2-trifluoroethoxy)pyridin-2-yl]methanesulfinyl}-1h-1,3-benzodiazole

201. Idi1_000920

202. Lansoprazole Component Of Prevpac

203. Ncgc00015615-01

204. Ncgc00015615-03

205. Ncgc00015615-04

206. Ncgc00015615-05

207. Ncgc00015615-06

208. Ncgc00015615-07

209. Ncgc00015615-08

210. Ncgc00015615-09

211. Ncgc00015615-10

212. Ncgc00015615-11

213. Ncgc00015615-12

214. Ncgc00015615-14

215. Ncgc00015615-15

216. Ncgc00023826-03

217. Ncgc00023826-04

218. Ncgc00023826-05

219. Ncgc00023826-06

220. Ncgc00023826-07

221. Ncgc00254925-01

222. Ncgc00261394-01

223. Ncgc00381720-13

224. Bl166173

225. Hy-13662

226. Sbi-0050687.p003

227. Ab00052388

228. Eu-0100709

229. Ft-0610894

230. Ft-0670721

231. Ft-0670722

232. L0233

233. Sw197226-4

234. D00355

235. F20528

236. Ab00052388-17

237. Ab00052388_18

238. Ab00052388_19

239. 577l453

240. A800764

241. A921066

242. Q254296

243. J-007154

244. Sr-01000000169-2

245. Sr-01000000169-6

246. Sr-01000000169-9

247. Brd-a49172652-001-05-7

248. Brd-a49172652-001-13-1

249. F2173-0222

250. Lansoprazole, British Pharmacopoeia (bp) Reference Standard

251. Lansoprazole, European Pharmacopoeia (ep) Reference Standard

252. Lansoprazole, United States Pharmacopeia (usp) Reference Standard

253. (+)-2-[[[3-methyl-4-(2,2,2-trifluoroethoxy)-2-pyridinyl]methyl]sulfinyl]-1h-benzimidazole

254. 2-({[3-methyl-4-(2,2,2-trifluoroethoxy)pyridin-2-yl]methane}sulfinyl)-1h-1,3-benzodiazole

255. 2-[[ [3-methyl-4-(2,2,2-trifluoroethoxy)-2-pyridyl]methyl]sulfinyl]-1h-benzimidazole

256. 2-[[[3-methyl-4-(2,2,2-trifluoro-ethoxy)-2-pyridinyl]methyl]-sulfinyl]1h-benzimidazole

257. 2-[[[3-methyl-4-(2,2,2-trifluoroethoxy)-2-pyridinyl]methyl]sulfinyl]benzimidazole

258. 2-[[[3-methyl-4-(2,2,2-trifluoroethoxy)-2-pyridyl]methyl]sulfinyl]-1h-benzimidazole

259. 2-[[3-methyl-4-(2,2,2-trifluoroethoxy)-2-pyridinyl]methylsulfinyl]-1h-benzimidazole

260. 2-[[3-methyl-4-(2,2,2-trifluoroethoxy)pyrid-2-yl]methylsulfinyl]benzimidazole

261. 2-[[3-methyl-4-[2,2,2-tris(fluoranyl)ethoxy]pyridin-2-yl]methylsulfinyl]-1h-benzimidazole

262. 2-[3-methyl-4-(2,2,2-trifluoro-ethoxy)-pyridin-2-ylmethanesulfinyl]-1h-benzimidazole

263. 2-[3-methyl-4-(2,2,2-trifluoro-ethoxy)-pyridin-2-ylmethanesulfinyl]-benzimidazole

264. 2-[3-methyl-4-(2,2,2-trifluoro-ethoxy)pyridin-2-ylmethanesulfinyl]-benzimidazole

265. 2-[3-methyl-4-(2,2,2-trifluoroethoxy)pyridin-2-yl-methanesulfinyl]-1h-benzimidazole

266. 2-[3-methyl-4-(2,2,2-trifluoroethoxy)pyridin-2-ylmethanesulfinyl]-1h-benzimidazole

267. Lansoprazole For Peak Identification, European Pharmacopoeia (ep) Reference Standard

268. 1h-benzimidazole, 2-[(s)-[[3-methyl-4-(2,2,2-trifluoroethoxy)-2-pyridinyl]methyl]sulfinyl]-

269. 2-[[[3-methyl-4-(2,2,2-trifluoro-ethoxy)-pyridin-2-yl]methyl]sulfinyl]-1h-benzo[d]imidazole

2.4 Create Date
2005-03-25
3 Chemical and Physical Properties
Molecular Weight 369.4 g/mol
Molecular Formula C16H14F3N3O2S
XLogP32.8
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count8
Rotatable Bond Count5
Exact Mass369.07588236 g/mol
Monoisotopic Mass369.07588236 g/mol
Topological Polar Surface Area87.1 Ų
Heavy Atom Count25
Formal Charge0
Complexity480
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count1
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count1
4 Drug and Medication Information
4.1 Drug Information
1 of 4  
Drug NameLansoprazole
PubMed HealthLansoprazole (By mouth)
Drug ClassesGastric Acid Secretion Inhibitor
Drug LabelThe active ingredient in lansoprazole delayed-release capsules USP is lansoprazole, a substituted benzimidazole, 2-[[[3-methyl-4-(2,2,2-trifluoroethoxy)-2-pyridyl]methyl]sulfinyl] benzimidazole, a compound that inhibits gastric acid secretion. Lansop...
Active IngredientLansoprazole
Dosage FormCapsule, delayed rel pellets
RouteOral
Strength30mg; 15mg
Market StatusOver the Counter; Prescription
CompanyWockhardt; Mylan Pharms; Krka Tovarna Zdravil; Natco Pharma; Sandoz; Sun Pharma Global; Perrigo R And D; Teva Pharms; Zydus Hlthcare; Dr Reddys Labs; Wockhardt Usa

2 of 4  
Drug NamePrevacid
PubMed HealthNaproxen (By mouth)
Drug ClassesAnalgesic, Antimigraine, Antirheumatic, Central Nervous System Agent, Musculoskeletal Agent
Drug LabelThe active ingredient in PREVACID Delayed-Release Capsules and PREVACID SoluTab Delayed-Release Orally Disintegrating Tablets is lansoprazole, a substituted benzimidazole, 2-[[[3-methyl-4-(2,2,2-trifluoroethoxy)-2-pyridyl] methyl] sulfinyl] benzimida...
Active IngredientLansoprazole
Dosage FormCapsule, delayed rel pellets; Tablet, delayed release, orally disintegrating
RouteOral
Strength30mg; 15mg
Market StatusPrescription
CompanyTakeda Pharms Usa

3 of 4  
Drug NameLansoprazole
PubMed HealthLansoprazole (By mouth)
Drug ClassesGastric Acid Secretion Inhibitor
Drug LabelThe active ingredient in lansoprazole delayed-release capsules USP is lansoprazole, a substituted benzimidazole, 2-[[[3-methyl-4-(2,2,2-trifluoroethoxy)-2-pyridyl]methyl]sulfinyl] benzimidazole, a compound that inhibits gastric acid secretion. Lansop...
Active IngredientLansoprazole
Dosage FormCapsule, delayed rel pellets
RouteOral
Strength30mg; 15mg
Market StatusOver the Counter; Prescription
CompanyWockhardt; Mylan Pharms; Krka Tovarna Zdravil; Natco Pharma; Sandoz; Sun Pharma Global; Perrigo R And D; Teva Pharms; Zydus Hlthcare; Dr Reddys Labs; Wockhardt Usa

4 of 4  
Drug NamePrevacid
PubMed HealthNaproxen (By mouth)
Drug ClassesAnalgesic, Antimigraine, Antirheumatic, Central Nervous System Agent, Musculoskeletal Agent
Drug LabelThe active ingredient in PREVACID Delayed-Release Capsules and PREVACID SoluTab Delayed-Release Orally Disintegrating Tablets is lansoprazole, a substituted benzimidazole, 2-[[[3-methyl-4-(2,2,2-trifluoroethoxy)-2-pyridyl] methyl] sulfinyl] benzimida...
Active IngredientLansoprazole
Dosage FormCapsule, delayed rel pellets; Tablet, delayed release, orally disintegrating
RouteOral
Strength30mg; 15mg
Market StatusPrescription
CompanyTakeda Pharms Usa

4.2 Therapeutic Uses

Antiulcerative

O'Neil, M.J. (ed.). The Merck Index - An Encyclopedia of Chemicals, Drugs, and Biologicals. 13th Edition, Whitehouse Station, NJ: Merck and Co., Inc., 2001., p. 961


Lansoprazole is indicated for the short-term treatment of heartburn and other symptoms associated with gastroesophageal reflux disease (GERD). Lansoprazole is indicated for the short-term (up to 8 weeks) treatment for symptom relief and healing of all grades of erosive esophagitis (associated with GERD). Lansoprazole may be indicated for an additional 8 weeks of treatment of patients in whom healing has not occurred. If erosive esophagitis recurs, an additional course of lansoprazole treatment may be considered. Lansoprazole also is indicated to maintain healing of erosive esophagitis. /Included in US product labeling/

Thomson.Micromedex. Drug Information for the Health Care Professional. 24th ed. Volume 1. Plus Updates. Content Reviewed by the United States Pharmacopeial Convention, Inc. Greenwood Village, CO. 2004., p. 1724


Lansoprazole is indicated for short-term (up to 8 weeks) treatment in patients with active benign gastric ulcer. /Included in US product labeling/

Thomson.Micromedex. Drug Information for the Health Care Professional. 24th ed. Volume 1. Plus Updates. Content Reviewed by the United States Pharmacopeial Convention, Inc. Greenwood Village, CO. 2004., p. 1724


Lansoprazole is indicated for short-term (up to 4 weeks) treatment for symptom relief and healing in patients with active duodenal ulcer. Lansoprazole also is indicated to maintain healing of duodenal ulcers. /Included in US product labeling/

Thomson.Micromedex. Drug Information for the Health Care Professional. 24th ed. Volume 1. Plus Updates. Content Reviewed by the United States Pharmacopeial Convention, Inc. Greenwood Village, CO. 2004., p. 1724


For more Therapeutic Uses (Complete) data for LANSOPRAZOLE (6 total), please visit the HSDB record page.


4.3 Drug Warning

Worldwide, over 10,000 patients have been treated with lansoprazole in Phase 2-3 trials involving various dosages and durations of treatment. The adverse reaction profiles for prevacid delayed-release capsules and prevacid for delayed-release oral suspension are similar. In general, lansoprazole treatment has been well-tolerated in both short-term and long-term trials. ... The most commonly reported possibly or probably treatment-related adverse event during maintenance therapy was diarrhea.

Physicians Desk Reference. 58th ed. Thomson PDR. Montvale, NJ 2004., p. 3211


An 85-year-old white man presented with an upper gastrointestinal hemorrhage from a gastric ulcer. His platelet count was normal on admission. He was started on oral lansoprazole 60 mg twice daily and, on hospital day 2, his platelet count decreased to 102 x 10(3)/mm(3); on hospital day 3, the platelet count was 36 x 10(3)/mm(3). Lansoprazole was discontinued, and the platelet count returned to normal. He has not had any further episodes of thrombocytopenia to date. After exclusion of other causes, the onset of thrombocytopenia after administration of lansoprazole, the resolution of the adverse reaction after discontinuation of the drug, and the fact that no other medicines were introduced during this time frame lead us to believe that this was most likely an idiosyncratic thrombocytopenic response to lansoprazole. To date, this is the first reported case of what appears to be isolated thrombocytopenia associated with lansoprazole.

Zlabek JA, Anderson CG: Ann Pharmacother 36 (5): 809-11 (2002)


Studies in elderly patients indicate that the clearance of lansoprazole is decreased in the elderly, resulting in a 50 to 100% increase in the elimination half-life. Because the mean half-life in the elderly remains between 1.9 and 2.9 hours, repeated once-daily dosing does not result in accumulation of lansoprazole. However, subsequent doses higher than 30 mg a day should not be administered unless additional gastric acid suppression is necessary.

Thomson.Micromedex. Drug Information for the Health Care Professional. 24th ed. Volume 1. Plus Updates. Content Reviewed by the United States Pharmacopeial Convention, Inc. Greenwood Village, CO. 2004., p. 1725


Diarrhea is one of the most frequently reported adverse events during proton pump inhibitor use in any setting. Because of the limited available information, this study was set up with the aim of assessing the incidence and characteristics of diarrhea and to investigate possible associated co-factors in proton pump inhibitor users in daily practice. Data were used from a prospective, observational study in which 10,008 lansprazole users were followed over time (1994-1998). The study was designed according to the SAMM guidelines. A nested case-control design was used to compare proton pump inhibitor users reporting diarrhea with those reporting no diarrhea. The frequency of diarrhea was 3.7% and the incidence density 10.7 per 1000 patients months of proton pump inhibitor use. The diarrhea was most commonly loose and occurred on average 4.4 times per day. The analysis of co-factors revealed that patients with concomitant use of oral antibiotics and patients reporting neurological and/or dermatological adverse events, were at risk of developing diarrhea during proton pomp inhibitor use.

PMID:12512247 Claessens AA et al; Pharmacoepidemiol Drug Saf 11 (8): 703-8 (2002)


For more Drug Warnings (Complete) data for LANSOPRAZOLE (8 total), please visit the HSDB record page.


4.4 Drug Indication

Lansoprazole is used to reduce gastric acid secretion and is approved for short term treatment of active gastric ulcers, active duodenal ulcers, erosive reflux oesophagitis, symptomatic gastroesophageal reflux disease, and non-steroidal anti-inflammatory drug (NSAID) induced gastric and duodenal ulcers. It may be used in the maintenance and healing of several gastric conditions including duodenal ulcers, NSAID related gastric ulcers, and erosive esophagitis. Lansoprazole prevents recurrence of gastric ulcers in patients who have a documented history of gastric ulcers who also use NSAIDs chronically. Predictably, it is also useful in the management of hypersecretory conditions including Zollinger-Ellison syndrome. Lansoprazole is effective at eradicating H. pylori when used in conjunction with amoxicillin and clarithromycin (triple therapy) or with amoxicillin alone (dual therapy).


FDA Label


5 Pharmacology and Biochemistry
5.1 Pharmacology

Lansoprazole decreases gastric acid secretion by targeting H+,K+-ATPase, which is the enzyme that catalyzes the final step in the acid secretion pathway in parietal cells. Conveniently, lansoprazole administered any time of day is able to inhibit both daytime and nocturnal acid secretion. The result is that lansoprazole is effective at healing duodenal ulcers, reduces ulcer-related pain, and offers relief from symptoms of heartburn Lansoprazole also reduces pepsin secretion, making it a useful treatment option for hypersecretory conditions such as Zollinger-Ellison syndrome.


5.2 MeSH Pharmacological Classification

Proton Pump Inhibitors

Compounds that inhibit H(+)-K(+)-EXCHANGING ATPASE. They are used as ANTI-ULCER AGENTS and sometimes in place of HISTAMINE H2 ANTAGONISTS for GASTROESOPHAGEAL REFLUX. (See all compounds classified as Proton Pump Inhibitors.)


Anti-Ulcer Agents

Various agents with different action mechanisms used to treat or ameliorate PEPTIC ULCER or irritation of the gastrointestinal tract. This has included ANTIBIOTICS to treat HELICOBACTER INFECTIONS; HISTAMINE H2 ANTAGONISTS to reduce GASTRIC ACID secretion; and ANTACIDS for symptomatic relief. (See all compounds classified as Anti-Ulcer Agents.)


5.3 FDA Pharmacological Classification
5.3.1 Active Moiety
LANSOPRAZOLE
5.3.2 FDA UNII
0K5C5T2QPG
5.3.3 Pharmacological Classes
Proton Pump Inhibitor [EPC]; Proton Pump Inhibitors [MoA]; Inhibition Gastric Acid Secretion [PE]
5.4 ATC Code

A02BC03

S76 | LUXPHARMA | Pharmaceuticals Marketed in Luxembourg | Pharmaceuticals marketed in Luxembourg, as published by d'Gesondheetskeess (CNS, la caisse nationale de sante, www.cns.lu), mapped by name to structures using CompTox by R. Singh et al. (in prep.). List downloaded from https://cns.public.lu/en/legislations/textes-coordonnes/liste-med-comm.html. Dataset DOI:10.5281/zenodo.4587355


A - Alimentary tract and metabolism

A02 - Drugs for acid related disorders

A02B - Drugs for peptic ulcer and gastro-oesophageal reflux disease (gord)

A02BC - Proton pump inhibitors

A02BC03 - Lansoprazole


5.5 Absorption, Distribution and Excretion

Absorption

The oral bioavailability of lansoprazole is reported to be 80-90% and the peak plasma concentration(Cmax) is achieved about 1.7 hours after oral dosing. Food reduces the absorption of lansoprazole (both Cmax and AUC are reduced by 50-70%); therefore, patients should be instructed to take lansoprazole before meals.


Route of Elimination

A reported 14-23% of a lansoprazole is eliminated in the urine with this percentage range including both conjugated and unconjugated hydroxylated metabolites.


Volume of Distribution

The apparent volume of distribution of lansoprazole is 0.4 L/kg.


Clearance

The reported clearance of lansoprazole is 400-650 mL/min.


Very high (around 97%) /protein binding/; protein binding remains constant over the concentration range of 0.05 to 5 ug/mL. In patient with renal function impairment, protein binding may be decreased by 1 to 1.5%.

Thomson.Micromedex. Drug Information for the Health Care Professional. 24th ed. Volume 1. Plus Updates. Content Reviewed by the United States Pharmacopeial Convention, Inc. Greenwood Village, CO. 2004., p. 1725


Distributed in tissue, particularly gastric parietal cells. Apparent oral volume of distribution following administration of 30 mg of lansoprazole is about 0.5 L/kg.

Thomson.Micromedex. Drug Information for the Health Care Professional. 24th ed. Volume 1. Plus Updates. Content Reviewed by the United States Pharmacopeial Convention, Inc. Greenwood Village, CO. 2004., p. 1725


Since lansoprazole is acid-labile, it is administered as a capsule containing enter-coated granules to prevent gastric decomposition and to increase bioavailability. Once lansoprazole has left the stomach, absorption is rapid and relatively complete, with absolute bioavailability over 80%. Bioavailability may be decreased if lansoprazole is administered within 30 minutes of food intake as compared to that of a fasting state. Absorption may be delayed in patients with hepatic cirrhosis.

Thomson.Micromedex. Drug Information for the Health Care Professional. 24th ed. Volume 1. Plus Updates. Content Reviewed by the United States Pharmacopeial Convention, Inc. Greenwood Village, CO. 2004., p. 1725


Elimination: Renal: Approximately 14 to 25% of a dose of lansoprazole is excreted in the urine, as conjugated and unconjugated hydroxylated metabolites. Less than 1% of unchanged lansoprazole is detectable in the urine. Biliary/fecal: Approximately two-thirds of a dose of lansoprazole is detected as metabolites in the feces. In dialysis: Lansoprazole and its metabolites are not significantly dialyzed; no appreciable fraction is removed by hemodialysis. Note: Elimination is prolonged in healthy elderly subjects, in adult and elderly patient with mild renal impairment, and in patients with severe liver disease.

Thomson.Micromedex. Drug Information for the Health Care Professional. 24th ed. Volume 1. Plus Updates. Content Reviewed by the United States Pharmacopeial Convention, Inc. Greenwood Village, CO. 2004., p. 1725


For more Absorption, Distribution and Excretion (Complete) data for LANSOPRAZOLE (6 total), please visit the HSDB record page.


5.6 Metabolism/Metabolites

Lansoprazole is predominantly metabolized in the liver by CYP3A4 and CYP2C19. The resulting major metabolites are 5-hydroxy lansoprazole and the sulfone derivative of lansoprazole.


Lansoprazole is extensively metabolized in the liver to two main excretory metabolites that are inactive. In the acidic environment of the gastric parietal cell, lansoprazole is converted to two active compounds that inhibit acid secretion by (H+,K+)-ATPase within the parietal cell canaliculus, but that are not present in the systemic circulation.

Thomson.Micromedex. Drug Information for the Health Care Professional. 24th ed. Volume 1. Plus Updates. Content Reviewed by the United States Pharmacopeial Convention, Inc. Greenwood Village, CO. 2004., p. 1725


5.7 Biological Half-Life

One source reports the half life of lansoprazole to be 0.9 - 1.6 hours, while another source cites 0.9 - 2.1 hours. The general consensus is that lansoprazole has a short half life and is approximately 2 hours or less. These numbers may be misleading since it suggests that lansoprazole has a short duration of action when in practice, lansoprazole can effectively inhibit acid secretion for ~24 hours due to it's mechanism of action.


Elimination: Normal renal function: Approximately 1.5 hours. Renal function impairment: Shortened elimination half-life. Elderly patients: 1.9 to 2.9 hours. Hepatic function impairment: 3.2 to 7.2 hours.

Thomson.Micromedex. Drug Information for the Health Care Professional. 24th ed. Volume 1. Plus Updates. Content Reviewed by the United States Pharmacopeial Convention, Inc. Greenwood Village, CO. 2004., p. 1725


5.8 Mechanism of Action

As a PPI, lansoprazole is a prodrug and requires protonation via an acidic environment to become activated. Once protonated, lansoprazole is able to react with cysteine residues, specifically Cys813 and Cys321, on parietal H+,K+-ATPase resulting in stable disulfides. PPI's in general are able to provide prolonged inhibition of acid secretion due to their ability to bind covalently to their targets.


Lansoprazole is a selective and irreversible proton pump inhibitor. In the acidic environment of the gastric parietal cell, lansoprazole is converted to active sulphenamide derivatives that bind to the sulfhydryl group of (H+, K+)-adenosine triphosphatase ((H+,K+)-ATPase), also known as the proton pump (H+,K+)-ATPase catalyzes the final step in the gastric acid secretion pathway. Lansoprazole's inhibition of (H+,K+)-ATPase results in inhibition of both centrally and peripherally mediated gastric acid secretion. The inhibitory effect is dose-related. Lansoprazole inhibits both basal and stimulated gastric acid secretion regardless of the stimulus.

Thomson.Micromedex. Drug Information for the Health Care Professional. 24th ed. Volume 1. Plus Updates. Content Reviewed by the United States Pharmacopeial Convention, Inc. Greenwood Village, CO. 2004., p. 1724


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01-Jan-2022
30-Jun-2025
KGS
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DOSAGE - CAPSULE, DELAYED REL PELLETS;ORAL - ...DOSAGE - CAPSULE, DELAYED REL PELLETS;ORAL - 15MG **Federal Register determination that product was not discontinued or withdrawn for safety or effectiveness reasons**

USFDA APPLICATION NUMBER - 20406

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DOSAGE - CAPSULE, DELAYED REL PELLETS;ORAL - ...DOSAGE - CAPSULE, DELAYED REL PELLETS;ORAL - 30MG

USFDA APPLICATION NUMBER - 20406

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DOSAGE - CAPSULE, DELAYED REL PELLETS;ORAL - ...DOSAGE - CAPSULE, DELAYED REL PELLETS;ORAL - 15MG

USFDA APPLICATION NUMBER - 22327

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DOSAGE - CAPSULE, TABLET, CAPSULE, DELAYED RE...DOSAGE - CAPSULE, TABLET, CAPSULE, DELAYED REL PELLETS;ORAL - 500MG;500MG;30MG **Federal Register determination that product was not discontinued or withdrawn for safety or effectiveness reasons**

USFDA APPLICATION NUMBER - 50757

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ABOUT THIS PAGE

Looking for 103577-45-3 / Lansoprazole API manufacturers, exporters & distributors?

Lansoprazole manufacturers, exporters & distributors 1

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PharmaCompass offers a list of Lansoprazole API manufacturers, exporters & distributors, which can be sorted by GMP, USDMF, JDMF, KDMF, CEP (COS), WC, Price,and more, enabling you to easily find the right Lansoprazole manufacturer or Lansoprazole supplier for your needs.

Send us enquiries for free, and we will assist you in establishing a direct connection with your preferred Lansoprazole manufacturer or Lansoprazole supplier.

PharmaCompass also assists you with knowing the Lansoprazole API Price utilized in the formulation of products. Lansoprazole API Price is not always fixed or binding as the Lansoprazole Price is obtained through a variety of data sources. The Lansoprazole Price can also vary due to multiple factors, including market conditions, regulatory modifications, or negotiated pricing deals.

API | Excipient name

Lansoprazole

Synonyms

103577-45-3, Prevacid, Agopton, Limpidex, Lanzor, Bamalite

Cas Number

103577-45-3

Unique Ingredient Identifier (UNII)

0K5C5T2QPG

About Lansoprazole

A 2,2,2-trifluoroethoxypyridyl derivative of timoprazole that is used in the therapy of STOMACH ULCERS and ZOLLINGER-ELLISON SYNDROME. The drug inhibits H(+)-K(+)-EXCHANGING ATPASE which is found in GASTRIC PARIETAL CELLS. Lansoprazole is a racemic mixture of (R)- and (S)-isomers.

Agopton Manufacturers

A Agopton manufacturer is defined as any person or entity involved in the manufacture, preparation, processing, compounding or propagation of Agopton, including repackagers and relabelers. The FDA regulates Agopton manufacturers to ensure that their products comply with relevant laws and regulations and are safe and effective to use. Agopton API Manufacturers are required to adhere to Good Manufacturing Practices (GMP) to ensure that their products are consistently manufactured to meet established quality criteria.

click here to find a list of Agopton manufacturers with USDMF, JDMF, KDMF, CEP, GMP, COA and API Price related information on PhamaCompass.

Agopton Suppliers

A Agopton supplier is an individual or a company that provides Agopton active pharmaceutical ingredient (API) or Agopton finished formulations upon request. The Agopton suppliers may include Agopton API manufacturers, exporters, distributors and traders.

click here to find a list of Agopton suppliers with USDMF, JDMF, KDMF, CEP, GMP, COA and API Price related information on PharmaCompass.

Agopton USDMF

A Agopton DMF (Drug Master File) is a document detailing the whole manufacturing process of Agopton active pharmaceutical ingredient (API) in detail. Different forms of Agopton DMFs exist exist since differing nations have different regulations, such as Agopton USDMF, ASMF (EDMF), JDMF, CDMF, etc.

A Agopton DMF submitted to regulatory agencies in the US is known as a USDMF. Agopton USDMF includes data on Agopton's chemical properties, information on the facilities and procedures used, and details about packaging and storage. The Agopton USDMF is kept confidential to protect the manufacturer’s intellectual property.

click here to find a list of Agopton suppliers with USDMF on PharmaCompass.

Agopton JDMF

The Pharmaceuticals and Medical Devices Agency (PMDA) established the Japan Drug Master File (JDMF), also known as the Master File (MF), to permit Japanese and foreign manufacturers of drug substances, intermediates, excipients, raw materials, and packaging materials (‘Products’) to voluntarily register confidential information about the production and management of their products in Japan.

The Agopton Drug Master File in Japan (Agopton JDMF) empowers Agopton API manufacturers to present comprehensive information (e.g., production methods, data, etc.) to the review authority, i.e., PMDA (Pharmaceuticals & Medical Devices Agency).

PMDA reviews the Agopton JDMF during the approval evaluation for pharmaceutical products. At the time of Agopton JDMF registration, PMDA checks if the format is accurate, if the necessary items have been included (application), and if data has been attached.

click here to find a list of Agopton suppliers with JDMF on PharmaCompass.

Agopton KDMF

In Korea, the Ministry of Food and Drug Safety (MFDS) is in charge of regulating pharmaceutical products and services.

Pharmaceutical companies submit a Agopton Drug Master File in Korea (Agopton KDMF) to the MFDS, which includes comprehensive information about the production, processing, facilities, materials, packaging, and testing of Agopton. The MFDS reviews the Agopton KDMF as part of the drug registration process and uses the information provided in the Agopton KDMF to evaluate the safety and efficacy of the drug.

After submitting a Agopton KDMF to the MFDS, the registered manufacturer can provide importers or distributors with the registration number without revealing confidential information to Korean business partners. Applicants seeking to register their Agopton API can apply through the Korea Drug Master File (KDMF).

click here to find a list of Agopton suppliers with KDMF on PharmaCompass.

Agopton CEP

A Agopton CEP of the European Pharmacopoeia monograph is often referred to as a Agopton Certificate of Suitability (COS). The purpose of a Agopton CEP is to show that the European Pharmacopoeia monograph adequately controls the purity of Agopton EP produced by a given manufacturer. Suppliers of raw materials can prove the suitability of Agopton to their clients by showing that a Agopton CEP has been issued for it. The manufacturer submits a Agopton CEP (COS) as part of the market authorization procedure, and it takes on the role of a Agopton CEP holder for the record. Additionally, the data presented in the Agopton CEP (COS) is managed confidentially and offers a centralized system acknowledged by numerous nations, exactly like the Agopton DMF.

A Agopton CEP (COS) is recognised by all 36 nations that make up the European Pharmacopoeia Convention. Agopton CEPs may be accepted in nations that are not members of the Ph. Eur. at the discretion of the authorities there.

click here to find a list of Agopton suppliers with CEP (COS) on PharmaCompass.

Agopton WC

A Agopton written confirmation (Agopton WC) is an official document issued by a regulatory agency to a Agopton manufacturer, verifying that the manufacturing facility of a Agopton active pharmaceutical ingredient (API) adheres to the Good Manufacturing Practices (GMP) regulations of the importing country. When exporting Agopton APIs or Agopton finished pharmaceutical products to another nation, regulatory agencies frequently require a Agopton WC (written confirmation) as part of the regulatory process.

click here to find a list of Agopton suppliers with Written Confirmation (WC) on PharmaCompass.

Agopton NDC

National Drug Code is a comprehensive database maintained by the FDA that contains information on all drugs marketed in the US. This directory includes information about finished drug products, unfinished drug products, and compounded drug products, including those containing Agopton as an active pharmaceutical ingredient (API).

Finished drug products

The FDA updates the NDC directory daily. The NDC numbers for Agopton API and other APIs are published in this directory by the FDA.

Unfinished drugs

The NDC unfinished drugs database includes product listing information submitted for all unfinished drugs, such as active pharmaceutical ingredients (APIs), drugs intended for further processing and bulk drug substances for compounding.

Pharmaceutical companies that manufacture Agopton as an active pharmaceutical ingredient (API) must furnish the FDA with an updated record of all drugs that they produce, prepare, propagate, compound, or process for commercial distribution in the US at their facilities.

Compounded drug products

The NDC directory also contains data on finished compounded human drug products that contain Agopton and are produced by outsourcing facilities. While these outsourcing facilities are not mandated to assign a Agopton NDC to their finished compounded human drug products, they may choose to do so.

click here to find a list of Agopton suppliers with NDC on PharmaCompass.

Agopton GMP

Agopton Active pharmaceutical ingredient (API) is produced in GMP-certified manufacturing facility.

GMP stands for Good Manufacturing Practices, which is a system used in the pharmaceutical industry to make sure that goods are regularly produced and monitored in accordance with quality standards. The FDA’s current Good Manufacturing Practices requirements are referred to as cGMP or current GMP which indicates that the company follows the most recent GMP specifications. The World Health Organization (WHO) has its own set of GMP guidelines, called the WHO GMP. Different countries can also set their own guidelines for GMP like China (Chinese GMP) or the EU (EU GMP).

PharmaCompass offers a list of Agopton GMP manufacturers, exporters & distributors, which can be sorted by USDMF, JDMF, KDMF, CEP (COS), WC, API price, and more, enabling you to easily find the right Agopton GMP manufacturer or Agopton GMP API supplier for your needs.

Agopton CoA

A Agopton CoA (Certificate of Analysis) is a formal document that attests to Agopton's compliance with Agopton specifications and serves as a tool for batch-level quality control.

Agopton CoA mostly includes findings from lab analyses of a specific batch. For each Agopton CoA document that a company creates, the USFDA specifies specific requirements, such as supplier information, material identification, transportation data, evidence of conformity and signature data.

Agopton may be tested according to a variety of international standards, such as European Pharmacopoeia (Agopton EP), Agopton JP (Japanese Pharmacopeia) and the US Pharmacopoeia (Agopton USP).

Inform the supplier about your product requirements, specifying if you need a product with particular monograph like EP (Ph. Eur.), USP, JP, BP, or any other quality. In addition, clarify whether you need hydrochloride (HCl), anhydricum, base, micronisatum or a specific level of purity. To find reputable suppliers, utilize the filters and select those certified by GMP, FDA, or any other certification as per your requirement.
For your convenience, we have listed synonyms and CAS numbers to help you find the best supplier. The use of synonyms and CAS numbers can be helpful in identifying potential suppliers, but it is crucial to note that they might not always indicate the exact same product. It is important to confirm the product details with the supplier before making a purchase to ensure that it meets your requirements.
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