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Chemistry

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Also known as: 79794-75-5, Claritin, Alavert, Loratidine, Clarityn, Lisino
Molecular Formula
C22H23ClN2O2
Molecular Weight
382.9  g/mol
InChI Key
JCCNYMKQOSZNPW-UHFFFAOYSA-N
FDA UNII
7AJO3BO7QN

Loratadine
A second-generation histamine H1 receptor antagonist used in the treatment of allergic rhinitis and urticaria. Unlike most classical antihistamines (HISTAMINE H1 ANTAGONISTS) it lacks central nervous system depressing effects such as drowsiness.
1 2D Structure

Loratadine

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
ethyl 4-(13-chloro-4-azatricyclo[9.4.0.03,8]pentadeca-1(11),3(8),4,6,12,14-hexaen-2-ylidene)piperidine-1-carboxylate
2.1.2 InChI
InChI=1S/C22H23ClN2O2/c1-2-27-22(26)25-12-9-15(10-13-25)20-19-8-7-18(23)14-17(19)6-5-16-4-3-11-24-21(16)20/h3-4,7-8,11,14H,2,5-6,9-10,12-13H2,1H3
2.1.3 InChI Key
JCCNYMKQOSZNPW-UHFFFAOYSA-N
2.1.4 Canonical SMILES
CCOC(=O)N1CCC(=C2C3=C(CCC4=C2N=CC=C4)C=C(C=C3)Cl)CC1
2.2 Other Identifiers
2.2.1 UNII
7AJO3BO7QN
2.3 Synonyms
2.3.1 MeSH Synonyms

1. 4-(8-chloro-5,6-dihydro-11h-benzo(5,6)cyclohepta(1,2-b)pyridin-11-ylidene)-1-piperidinecarboxylic Acid Ethyl Ester

2. Alavert

3. Claritin

4. Clarium

5. Sch 29851

6. Sch-29851

7. Sch29851

2.3.2 Depositor-Supplied Synonyms

1. 79794-75-5

2. Claritin

3. Alavert

4. Loratidine

5. Clarityn

6. Lisino

7. Clarityne

8. Loracert

9. Loradex

10. Bonalerg

11. Claritine

12. Fristamin

13. Histaloran

14. Lertamine

15. Lorastine

16. Sch 29851

17. Civeran

18. Loranox

19. Versal

20. Anhissen

21. Sch-29851

22. Ethyl 4-(8-chloro-5,6-dihydro-11h-benzo[5,6]cyclohepta[1,2-b]pyridin-11-ylidene)piperidine-1-carboxylate

23. Mfcd00672869

24. Loratyne

25. Ethyl 4-(8-chloro-5,6-dihydro-11h-benzo(5,6)cyclohepta(1,2-b)pyridin-11-ylidene)-1-piperidinecarboxylate

26. Allertidin

27. Claratyne

28. Polaratyne

29. Restamine

30. Aerotina

31. Alerpriv

32. Biloina

33. Lesidas

34. Loradif

35. Lorantis

36. Loraver

37. Lorfast

38. Loritine

39. Lowadina

40. Nularef

41. Optimin

42. Sanelor

43. Sensibit

44. Sohotin

45. Velodan

46. 7ajo3bo7qn

47. Lergy

48. Pylor

49. Tadine

50. Chembl998

51. Zeos

52. Nsc-758628

53. Sinhistan Dy

54. Bedix Loratadina

55. Talorat Dy

56. Claritin Reditabs

57. Clarinase Reperabs

58. Mls000069647

59. 1-piperidinecarboxylic Acid, 4-(8-chloro-5,6-dihydro-11h-benzo(5,6)cyclohepta(1,2-b)pyridin-11-ylidene)-, Ethyl Ester

60. Ethyl 4-{13-chloro-4-azatricyclo[9.4.0.0^{3,8}]pentadeca-1(11),3(8),4,6,12,14-hexaen-2-ylidene}piperidine-1-carboxylate

61. Loratadinum [latin]

62. Claritin Reditab

63. Loratadina [spanish]

64. Clarityne-d

65. Bay76-2211

66. 1-piperidinecarboxylic Acid, 4-(8-chloro-5,6-dihydro-11h-benzo[5,6]cyclohepta[1,2-b]pyridin-11-ylidene)-, Ethyl Ester

67. 1398065-63-8

68. Ethyl 4-(13-chloro-4-azatricyclo[9.4.0.03,8]pentadeca-1(11),3(8),4,6,12,14-hexaen-2-ylidene)piperidine-1-carboxylate

69. Ethyl 4-(8-chloro-5,6-dihydrobenzo[1,2]cyclohepta[2,4-b]pyridin-11-ylidene)piperidine-1-carboxylate

70. Children's Claritin

71. Ncgc00015619-09

72. Loratadinum

73. Loratadina

74. Smr000058255

75. Clarityne Dy Repetabs

76. Dsstox_cid_3224

77. Dsstox_rid_76931

78. Dsstox_gsid_23224

79. Loratadine Redidose

80. Ethyl 4-(8-chloro-5,6-dihydro-11h-benzo[5,6]cyclohepta[1,2-b]pyridin-11-ylidene)-1-piperidinecarboxylate

81. Claritin Hives Relief

82. Bactimicina Allergy

83. Claritin (tn)

84. Claritin Hives Relief Reditab

85. Cas-79794-75-5

86. Hsdb 3578

87. Sr-01000075968

88. Unii-7ajo3bo7qn

89. Cronopen

90. Flonidan

91. Klaritin

92. Loratadine-form1

93. Topcare Childrens Allergy Relief

94. Loratadinei-p25

95. Loratadine,(s)

96. Loratadine [usan:usp:inn:ban]

97. Loratadine- Bio-x

98. Loratadine-form2-he

99. Spectrum_001496

100. Tocris-1944

101. Loratadine [mi]

102. Loratadine [inn]

103. Loratadine [jan]

104. Loratadinei-0deg(l13)

105. Opera_id_1868

106. Spectrum2_001584

107. Spectrum3_000740

108. Spectrum4_000177

109. Spectrum5_001650

110. Lopac-l-9664

111. Loratadine [hsdb]

112. Loratadine [usan]

113. Loratadine-d5(ethyl-d5)

114. Loratadinei-p80(l13)

115. Loratadine [vandf]

116. L 9664

117. Loratadine [mart.]

118. Loratadinei-m100(l13)

119. Loratadinei-m173(l13)

120. Schembl4596

121. Loratadine [usp-rs]

122. Loratadine [who-dd]

123. Lopac0_000680

124. Oprea1_027965

125. Regid_for_cid_3957

126. Bspbio_002300

127. Kbiogr_000693

128. Kbioss_001976

129. Loratadine (jan/usp/inn)

130. Mls000758260

131. Mls001148466

132. Mls001423984

133. Bidd:gt0198

134. Divk1c_000792

135. Spectrum1503712

136. Spbio_001548

137. Chebi:6538

138. Gtpl7216

139. Dtxsid2023224

140. Loratadine [ep Impurity]

141. Loratadine [orange Book]

142. Bdbm22876

143. Hms502h14

144. Kbio1_000792

145. Kbio2_001976

146. Kbio2_004544

147. Kbio2_007112

148. Kbio3_001520

149. Loratadine [ep Monograph]

150. Ninds_000792

151. Hms2051g11

152. Hms2090o18

153. Hms2093i15

154. Hms2235g23

155. Hms3262g21

156. Hms3268m16

157. Hms3371d13

158. Hms3393g11

159. Hms3412n06

160. Hms3654l17

161. Hms3676n06

162. Hms3714e09

163. Loratadine [usp Monograph]

164. Pharmakon1600-01503712

165. Zinc537931

166. Loratadine 0.1 Mg/ml In Methanol

167. Act04775

168. Amy15355

169. Bcp22338

170. Tox21_110185

171. Tox21_301532

172. Tox21_500680

173. Bbl010757

174. Ccg-39362

175. Dl-436

176. Nsc721075

177. Nsc758628

178. S1358

179. Stk574925

180. Akos005499513

181. Claritin-d Component Loratadine

182. Loratadine (desloratadine Impurity E)

183. Loratadine, >=98% (hplc), Powder

184. Tox21_110185_1

185. Ab06849

186. Ac-2086

187. Bcp9000858

188. Ccg-100786

189. Cs-0887

190. Db00455

191. Ks-1079

192. Lp00680

193. Nc00036

194. Nsc 721075

195. Nsc 758628

196. Nsc-721075

197. Sdccgsbi-0050659.p004

198. Idi1_000792

199. Ncgc00015619-01

200. Ncgc00015619-02

201. Ncgc00015619-03

202. Ncgc00015619-04

203. Ncgc00015619-05

204. Ncgc00015619-06

205. Ncgc00015619-07

206. Ncgc00015619-08

207. Ncgc00015619-10

208. Ncgc00015619-11

209. Ncgc00015619-12

210. Ncgc00015619-13

211. Ncgc00015619-26

212. Ncgc00023125-02

213. Ncgc00023125-04

214. Ncgc00023125-05

215. Ncgc00023125-06

216. Ncgc00023125-07

217. Ncgc00255171-01

218. Ncgc00261365-01

219. 4-(8-chloro-5,6-dihydro-11h-benzo[5,6]cycloheptal[1,2-b]pyridin-11-ylidene-1-piperidinecarboxylic Acid Ethyl Ester

220. Bl164637

221. Hy-17043

222. Loratadine Component Of Claritin-d

223. Nci60_041473

224. Sy052751

225. Bcp0726000007

226. Sbi-0050659.p003

227. Eu-0100680

228. Ft-0627976

229. L0223

230. Sw197416-3

231. D00364

232. Ab00053224-15

233. Ab00053224-16

234. Ab00053224_17

235. Ab00053224_18

236. 794l755

237. L000667

238. Q424049

239. Q-100833

240. Sr-01000075968-1

241. Sr-01000075968-3

242. Sr-01000075968-4

243. Sr-01000075968-6

244. Brd-k82795137-001-02-3

245. Brd-k82795137-001-10-6

246. Z1741979837

247. Loratadine, British Pharmacopoeia (bp) Reference Standard

248. Loratadine, European Pharmacopoeia (ep) Reference Standard

249. Loratadine, United States Pharmacopeia (usp) Reference Standard

250. Loratadine, Pharmaceutical Secondary Standard; Certified Reference Material

251. Loratadine For System Suitability, European Pharmacopoeia (ep) Reference Standard

252. 1-piperidenecarboxylic Acid,6-duhydro-11h-benzo [5,6]cyclohepta[1,2-b]-pyridin-11-ylidene)-, Ethyl Ester

253. 1-piperidinecarboxylic Acid,4-(8-chloro-5,6-dihydro-11h-benzo[5,6]cyclohepta[1,2-b]pyridin-11-ylidene)-, Ethyl Ester

254. 11-[n-(ethoxycarbonyl)-4-piperidylidene]-8-chloro-6,11-dihydro-5h-benzo-[5,6]cyclohepta[1,2-b]pyridine

255. 4-(8-chloro-5,6-dihydro-11h-benzo[5,6]cyclohepta[1,2-b]pyridin-11-ylidene)-1-piperidinecarboxylic Acid Ethyl Ester

256. 4-(8-chloro-5,6-dihydro-benzo[5,6]cyclohepta[1,2-b]pyridin-11-ylidene)-piperidine-1-carboxylic Acid Ethyl Ester

257. 4-(8-chloro-5,6-dihydrobenzo[5,6]cyclohepta[1,2-b]pyridin-11-ylidene)piperidine-1-carboxylic Acid Ethyl Ester

258. 8-chloro-11-(1-ethoxycarbonyl-4-piperidylidene)-6,11-dihydro-5h-benzo[5,6]cyclohepta[1,2-b]pyridine

259. 8-chloro-6,11-dihydro-11-(1- Ethoxycarbonyl-4-piperidylidene)-5h-benzo[5,6]cyclohepta[1,2-b]pyridine

260. 8-chloro-6,11-dihydro-11-(1-ethoxycarbonyl-4-piperidylidene)-5h-benzo[5,6]cyclohepta[1,2-b]pyridine

261. Ethyl 4-(8-chloro-5,6-dihydro-11h-benzo[5,6]cyclohepta[1,2-b]pyridin-11-ylidine)-1-piperidinecarboxylate

262. Loratadine Impurity C;4-(4,8-dichloro-5,6-dihydro-11h-benzo(5,6)cyclohepta(1,2-b)pyridin-11-ylidene)-1-piperidinecarboxylic Acid Ethyl Ester

2.4 Create Date
2005-03-25
3 Chemical and Physical Properties
Molecular Weight 382.9 g/mol
Molecular Formula C22H23ClN2O2
XLogP35.2
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count3
Rotatable Bond Count2
Exact Mass382.1448057 g/mol
Monoisotopic Mass382.1448057 g/mol
Topological Polar Surface Area42.4 Ų
Heavy Atom Count27
Formal Charge0
Complexity569
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count1
4 Drug and Medication Information
4.1 Drug Information
1 of 18