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Chemistry

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Also known as: L-dopa, 59-92-7, Dopar, 3,4-dihydroxy-l-phenylalanine, 3-hydroxy-l-tyrosine, Bendopa
Molecular Formula
C9H11NO4
Molecular Weight
197.19  g/mol
InChI Key
WTDRDQBEARUVNC-LURJTMIESA-N
FDA UNII
46627O600J

Etilevodopa
The naturally occurring form of DIHYDROXYPHENYLALANINE and the immediate precursor of DOPAMINE. Unlike dopamine itself, it can be taken orally and crosses the blood-brain barrier. It is rapidly taken up by dopaminergic neurons and converted to DOPAMINE. It is used for the treatment of PARKINSONIAN DISORDERS and is usually given with agents that inhibit its conversion to dopamine outside of the central nervous system.
Levodopa is an Aromatic Amino Acid.
1 2D Structure

Etilevodopa

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
(2S)-2-amino-3-(3,4-dihydroxyphenyl)propanoic acid
2.1.2 InChI
InChI=1S/C9H11NO4/c10-6(9(13)14)3-5-1-2-7(11)8(12)4-5/h1-2,4,6,11-12H,3,10H2,(H,13,14)/t6-/m0/s1
2.1.3 InChI Key
WTDRDQBEARUVNC-LURJTMIESA-N
2.1.4 Canonical SMILES
C1=CC(=C(C=C1CC(C(=O)O)N)O)O
2.1.5 Isomeric SMILES
C1=CC(=C(C=C1C[C@@H](C(=O)O)N)O)O
2.2 Other Identifiers
2.2.1 UNII
46627O600J
2.3 Synonyms
2.3.1 MeSH Synonyms

1. 3 Hydroxy L Tyrosine

2. 3-hydroxy-l-tyrosine

3. Dopaflex

4. Dopar

5. L 3,4 Dihydroxyphenylalanine

6. L Dopa

7. L-3,4-dihydroxyphenylalanine

8. L-dopa

9. Larodopa

10. Levopa

2.3.2 Depositor-Supplied Synonyms

1. L-dopa

2. 59-92-7

3. Dopar

4. 3,4-dihydroxy-l-phenylalanine

5. 3-hydroxy-l-tyrosine

6. Bendopa

7. Larodopa

8. Levopa

9. 3,4-dihydroxyphenylalanine

10. Brocadopa

11. Cidandopa

12. Insulamina

13. Maipedopa

14. Dopaidan

15. Dopalina

16. Dopasol

17. Eldopal

18. Eldopar

19. Pardopa

20. Prodopa

21. Syndopa

22. 3-(3,4-dihydroxyphenyl)-l-alanine

23. (-)-dopa

24. Dihydroxy-l-phenylalanine

25. Helfo-dopa

26. Dopaflex

27. Deadopa

28. Dopal-fher

29. Doparkine

30. Dopaston

31. Dopastral

32. Eldopatec

33. Eurodopa

34. Doparl

35. Doprin

36. Veldopa

37. L-3,4-dihydroxyphenylalanine

38. (2s)-2-amino-3-(3,4-dihydroxyphenyl)propanoic Acid

39. Levedopa

40. Levodopum

41. L-o-hydroxytyrosine

42. L-tyrosine, 3-hydroxy-

43. Dopa

44. (-)-3-(3,4-dihydroxyphenyl)-l-alanine

45. Ledopa

46. 3,4-dihydroxyphenyl-l-alanine

47. Dopaston Se

48. Beta-(3,4-dihydroxyphenyl)-l-alanine

49. L-(o-dihydroxyphenyl)alanine

50. L-(-)-dopa

51. L-3-hydroxytyrosine

52. L-beta-(3,4-dihydroxyphenyl)alanine

53. Weldopa

54. Parda

55. L-dihydroxyphenylalanine

56. L-3-(3,4-dihydroxyphenyl)alanine

57. (s)-2-amino-3-(3,4-dihydroxyphenyl)propanoic Acid

58. Ro 4-6316

59. Beta-(3,4-dihydroxyphenyl)alanine

60. Inbrija

61. Cvt-301

62. Alanine, 3-(3,4-dihydroxyphenyl)-, L-

63. Dihydroxyphenylalanine

64. Component Of Sinemet

65. Dopar (tn)

66. Chebi:15765

67. Beta-(3,4-dihydroxyphenyl)-alpha-l-alanine

68. L-beta-(3,4-dihydroxyphenyl)-alpha-alanine

69. Alanine, 3-(3,4-dihydroxyphenyl)-, (-)-

70. L(-)-dopa

71. (-)-(3,4-dihydroxyphenyl)alanine

72. Nsc-118381

73. L-.beta.-(3,4-dihydroxyphenyl)alanine

74. Chembl1009

75. .beta.-(3,4-dihydroxyphenyl)-l-alanine

76. L-(3,4-dihydroxyphenyl)alanine

77. L-tyrosine, 3-hydroxy-, Homopolymer

78. Nsc118381

79. .beta.-(3,4-dihydroxyphenyl)alanine

80. Cas-59-92-7

81. Ncgc00016270-04

82. Biodopa

83. Cerepap

84. Laradopa

85. Sobiodopa

86. L-(3,4-dihydroxyphenyl)-.alpha.-alanine

87. 46627o600j

88. Mfcd00002598

89. V-1512

90. C9h11no4

91. Helfo Dopa

92. 65170-01-6

93. Beta-(3,4-dihydroxyphenyl)-alpha-alanine

94. Atamet

95. Levodopum [inn-latin]

96. Bdbm50130192

97. L-o-dihydroxyphenylalanine

98. L Dopa

99. L-3

100. Ccris 3766

101. Hsdb 3348

102. Wln: Qvyz1r Cq Dq

103. 3,4-dihydroxyphenylalanine (van)

104. Sr-01000075384

105. Einecs 200-445-2

106. Nsc 118381

107. L-3,4-dihydrophenylalanine

108. Dopastone

109. Dopicar

110. Prolopa

111. (2s)-2-amino-3-(3,4-dihydroxyphenyl)propanoate

112. Unii-46627o600j

113. Prestwick_185

114. Levodopa (sinemet)

115. L-dopa; Levodopa

116. Madopa (salt/mix)

117. Levodopa [usan:usp:inn:ban:jan]

118. Spectrum_000454

119. 4-dihydroxyphenylalanine

120. Levodopa [hsdb]

121. Levodopa [usan]

122. Levodopa [inn]

123. Levodopa [jan]

124. Carbidopa Ep Impurity A

125. Levodopa [mi]

126. Levodopa [vandf]

127. Prestwick0_000017

128. Prestwick1_000017

129. Prestwick2_000017

130. Prestwick3_000017

131. Spectrum2_000496

132. Spectrum4_000539

133. Spectrum5_001899

134. Lopac-d-9628

135. Levodopa (jp15/usp)

136. Dsstox_cid_3209

137. Levodopa [mart.]

138. Bmse000322

139. Epitope Id:150927

140. Levodopa [usp-rs]

141. Levodopa [who-dd]

142. Levodopa [who-ip]

143. Dopa, L-

144. 3, 4-dihydroxyphenylalanine

145. Alanine,4-dihydroxyphenyl)-

146. Dsstox_rid_76926

147. Levodopa [ema Epar]

148. Dsstox_gsid_23209

149. Lopac0_000454

150. Schembl22655

151. Bspbio_000053

152. Bspbio_002354

153. Kbiogr_001177

154. Kbioss_000934

155. L-4-5-dihydroxyphenylalanine

156. Mls000028514

157. Bidd:gt0158

158. Divk1c_000452

159. Spectrum2300205

160. Levodopa (jp17/usp/inn)

161. Spbio_000391

162. Spbio_001974

163. Dhivy Component Levodopa

164. Duopa Component Levodopa

165. Levodopa [ep Impurity]

166. Levodopa [orange Book]

167. Bpbio1_000059

168. Gtpl3639

169. Levodopa [ep Monograph]

170. Rytary Component Levodopa

171. B-(3,4-dihydroxyphenyl)alanine

172. Dtxsid9023209

173. Levodopa [usp Monograph]

174. Wln: Qvyz1r Cq Dq -l

175. 3, 4-dihydroxy-l-phenylalanine

176. Bdbm60928

177. Hms501g14

178. Kbio1_000452

179. Kbio2_000934

180. Kbio2_003502

181. Kbio2_006070

182. Parcopa Component Levodopa

183. Stalevo Component Levodopa

184. Levodopum [who-ip Latin]

185. Alanine,4-dihydroxyphenyl)-, L-

186. Carbilev Component Levodopa

187. Corbilta Component Levodopa

188. Dopasnap Component Levodopa

189. Ipx203 Component Levodopa

190. L-(3, 4-dihydroxyphenyl)alanine

191. Ninds_000452

192. Hms1568c15

193. Hms1922j14

194. Hms2090o08

195. Hms2093n04

196. Hms2095c15

197. Hms2230b04

198. Hms3261k10

199. Hms3712c15

200. Levodopa Component Of Dhivy

201. Levodopa Component Of Duopa

202. Pharmakon1600-02300205

203. Zinc895199

204. H-phe{3,4-(oh)2}-oh

205. Hy-n0304

206. Ipx-203 Component Levodopa

207. Levodopa Component Of Rytary

208. Levodopa;3,4-dihydroxyphenylalanine

209. B-(3,4-dihydroxyphenyl)-l-alanine

210. Inbrija (levodopa Inhalation Powder)

211. Levodopa Component Of Parcopa

212. Levodopa Component Of Sinemet

213. Levodopa Component Of Stalevo

214. Tox21_110338

215. Tox21_500454

216. Ccg-39571

217. L-3-(3,4-dihydroxy-phenyl)alanine

218. L-3-(3,4-dihydroxyphenyl)-alanine

219. Nsc759573

220. Pdsp1_001541

221. Pdsp2_001525

222. S1726

223. Alanine, 3-(3,4-dihydroxyphenyl)-

224. Alanine,4-dihydroxyphenyl)-, (-)-

225. Levodopa Component Of Carbilev

226. Levodopa Component Of Corbilta

227. Levodopa Component Of Dopasnap

228. Akos010396267

229. B-(3,4-dihydroxyphenyl)-a-l-alanine

230. L-b-(3,4-dihydroxyphenyl)-a-alanine

231. .beta.-(3, 4-dihydroxyphenyl)alanine

232. Ac-8432

233. Am82124

234. Cs-1945

235. Db01235

236. Lp00454

237. Nsc-759573

238. Sdccgmls-0066924.p001

239. Sdccgsbi-0050439.p004

240. Idi1_000452

241. Ncgc00015384-01

242. Ncgc00016270-01

243. Ncgc00016270-06

244. Ncgc00016270-07

245. Ncgc00016270-09

246. Ncgc00016270-10

247. Ncgc00016270-22

248. Ncgc00093869-04

249. Ncgc00261139-01

250. As-13287

251. Bp-12850

252. Smr000058312

253. Sbi-0050439.p003

254. L-(3, 4-dihydroxyphenyl)-.alpha.-alanine

255. D0600

256. D9628

257. Eu-0100454

258. N1648

259. 59l927

260. Alanine, 3-(3, 4-dihydroxyphenyl)-, (-)-

261. C00355

262. D 9628

263. D00059

264. D70595

265. 3,4-dihydroxy-l-phenylalanine, >=98% (tlc)

266. Ab00052418-06

267. Ab00052418-07

268. Ab00052418_08

269. Ab00052418_09

270. A832543

271. Q300989

272. Q-201294

273. Sr-01000075384-1

274. Sr-01000075384-4

275. Sr-01000075384-6

276. Sr-01000075384-7

277. (s)-2-amino-3-(3,4-dihydroxy-phenyl)-propionic Acid

278. F0347-4695

279. Levodopa, British Pharmacopoeia (bp) Reference Standard

280. Levodopa, European Pharmacopoeia (ep) Reference Standard

281. Z1762772338

282. (2s)-2-amino-3-(3,4-dihydroxyphenyl)propanoic Acidl-dopa

283. 1e83f927-c221-46aa-b90a-81b33c5f3868

284. 3,4-dihydroxy-l-phenylalanine, Vetec(tm) Reagent Grade, 98%

285. Levodopa Component Of Levodopa/carbidopa/entacapone Orion

286. Levodopa, United States Pharmacopeia (usp) Reference Standard

287. Levodopa/carbidopa/entacapone Orion Component Levodopa

288. 3,4-dihydroxy-l-phenylalanine, Certified Reference Material, Tracecert(r)

289. Levodopa, Pharmaceutical Secondary Standard; Certified Reference Material

290. 122769-74-8

291. L-methyldopa ; (2s)-2-amino-3-(3,4-dihydroxyphenyl)-2-methylpropanoic Acid; 3-(3,4-dihydroxyphenyl)-?-methyl-l-alanine; 3-hydroxy-a-methyl-l-tyrosine

2.4 Create Date
2004-09-16
3 Chemical and Physical Properties
Molecular Weight 197.19 g/mol
Molecular Formula C9H11NO4
XLogP3-2.7
Hydrogen Bond Donor Count4
Hydrogen Bond Acceptor Count5
Rotatable Bond Count3
Exact Mass197.06880783 g/mol
Monoisotopic Mass197.06880783 g/mol
Topological Polar Surface Area104 Ų
Heavy Atom Count14
Formal Charge0
Complexity209
Isotope Atom Count0
Defined Atom Stereocenter Count1
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count1
4 Drug and Medication Information
4.1 Therapeutic Uses

Levodopa is indicated to alleviate symptoms and allow more normal body movements with improved muscle control in the treatment of idiopathic Parkinson's disease, postencephalitic parkinsonism, or symptomatic parkinsonism that may follow injury to the nervous system by carbon monoxide intoxication or manganese intoxication. It is also indicated in parkinsonism associated with cerebral arteriosclerosis. /Included in US product labeling/

MICROMEDEX Thomson Health Care. USPDI - Drug Information for the Health Care Professional 21 st ed. Volume 1. MICROMEDEX Thomson Health Care, Englewood, CO. 2001. Content Reviewed and Approved by the U.S. Pharmacopeial Convention, Inc., p. 1902


Levodopa, the metabolic precursor of dopamine, is the single most effective agent in the treatment of Parkinson's Disease.

Hardman, J.G., L.E. Limbird, P.B., A.G. Gilman. Goodman and Gilman's The Pharmacological Basis of Therapeutics. 10th ed. New York, NY: McGraw-Hill, 2001., p. 555


LEVODOPA AFFORDS ONLY SYMPTOMATIC RELIEF OF PARKINSONISM. IF DRUG IS STOPPED, ALL PREEXISTING SYMPTOMS GRADUALLY RETURN WITHIN WK OR TWO; UPON RESUMPTION OF L-DOPA THERAPY AFTER PERIOD OF WITHDRAWAL, PREVIOUS THERAPEUTIC RESPONSE IS REESTABLISHED AFTER WK OR MORE.

Goodman, L.S., and A. Gilman. (eds.) The Pharmacological Basis of Therapeutics. 5th ed. New York: Macmillan Publishing Co., Inc., 1975., p. 235


...L-DOPA...HAS BEEN MORE CONSISTENTLY EFFECTIVE IN TREATMENT OF CHRONIC MANGANESE POISONING THAN IN PARKINSON'S DISEASE.

Doull, J., C.D. Klaassen, and M. D. Amdur (eds.). Casarett and Doull's Toxicology. 2nd ed. New York: Macmillan Publishing Co., 1980., p. 450


For more Therapeutic Uses (Complete) data for LEVODOPA (17 total), please visit the HSDB record page.


4.2 Drug Warning

PT WITH CARDIAC ARRHYTHMIAS OR HISTORY OF MYOCARDIAL INFARCTION SHOULD UNDERGO INITIAL THERAPY WITH LEVODOPA ONLY IN FACILITY EQUIPPED FOR INTENSIVE CORONARY CARE. ...DIABETIC PT...SHOULD BE CAREFULLY MONITORED FOR ANY NECESSITY TO MODIFY THEIR REGIMEN. CAUTION ALSO NECESSARY IN PT WITH HISTORY OF PEPTIC ULCER, CONVULSIONS...

Goodman, L.S., and A. Gilman. (eds.) The Pharmacological Basis of Therapeutics. 5th ed. New York: Macmillan Publishing Co., Inc., 1975., p. 233


DISCONTINUATION OF LEVODOPA THERAPY FOR 6-24 HR PRIOR TO GENERAL ANESTHESIA IS RECOMMENDED... SAFETY OF L-DOPA DURING PREGNANCY HAS NOT BEEN ESTABLISHED, HOWEVER, INFANTS SHOULD NOT BE NURSED BY MOTHERS RECEIVING DRUG SINCE IT MAY APPEAR IN MILK. ...DRUG MAY INHIBIT LACTATION.

Goodman, L.S., and A. Gilman. (eds.) The Pharmacological Basis of Therapeutics. 5th ed. New York: Macmillan Publishing Co., Inc., 1975., p. 233


...IS CONTRAINDICATED IN PATIENTS WITH NARROW-ANGLE GLAUCOMA, ACUTE PSYCHOSIS, OR SEVERE PSYCHONEUROSIS. IT SHOULD NOT BE ADMIN TO PT WITH UNCOMPENSATED ENDOCRINE, RENAL, HEPATIC, CARDIOVASCULAR, OR PULMONARY DISEASE. /USE/...EXTREME CAUTION IN PT WITH ASTHMA OR EMPHYSEMA WHO MAY REQUIRE SYMPATHOMIMETIC DRUGS.

Goodman, L.S., and A. Gilman. (eds.) The Pharmacological Basis of Therapeutics. 5th ed. New York: Macmillan Publishing Co., Inc., 1975., p. 233


SINCE LEVODOPA THERAPY...ASSOC WITH INCR GROWTH OF MELANOMA, PT WITH KNOWN MELANOMAS OR PIGMENTED LESIONS SHOULD BE CAREFULLY MONITORED FOR CHANGES IN SUCH LESIONS & DRUG WITHDRAWN IF CHANGES OCCUR.

Goodman, L.S., and A. Gilman. (eds.) The Pharmacological Basis of Therapeutics. 5th ed. New York: Macmillan Publishing Co., Inc., 1975., p. 233


For more Drug Warnings (Complete) data for LEVODOPA (49 total), please visit the HSDB record page.


4.3 Drug Indication

Levodopa on its own is formulated as an oral inhalation powder indicated for intermittent treatment of off episodes in Parkinson's patients who are already being treated with carbidopa and levodopa. Levodopa is most commonly formulated as an oral tablet with a peripheral dopa decarboxylase inhibitor indicated for treatment of Parkinson's disease, post-encephalitic parkinsonism, and symptomatic parkinsonism following carbon monoxide intoxication or manganese intoxication.


FDA Label


Inbrija is indicated for the intermittent treatment of episodic motor fluctuations (OFF episodes) in adult patients with Parkinsons disease (PD) treated with a levodopa/dopa-decarboxylase inhibitor.


5 Pharmacology and Biochemistry
5.1 Pharmacology

Levodopa is able to cross the blood-brain barrier while dopamine is not. The addition of a peripheral dopa decarboxylase inhibitor prevents the conversion of levodopa to dopamine in the periphery so that more levodopa can reach the blood-brain barrier. Once past the blood-brain barrier, levodopa is converted to dopamine by aromatic-L-amino-acid decarboxylase.


5.2 MeSH Pharmacological Classification

Antiparkinson Agents

Agents used in the treatment of Parkinson's disease. The most commonly used drugs act on the dopaminergic system in the striatum and basal ganglia or are centrally acting muscarinic antagonists. (See all compounds classified as Antiparkinson Agents.)


Dopamine Agents

Any drugs that are used for their effects on dopamine receptors, on the life cycle of dopamine, or on the survival of dopaminergic neurons. (See all compounds classified as Dopamine Agents.)


5.3 FDA Pharmacological Classification
5.3.1 Active Moiety
LEVODOPA
5.3.2 FDA UNII
46627O600J
5.3.3 Pharmacological Classes
Aromatic Amino Acid [EPC]; Amino Acids, Aromatic [CS]
5.4 ATC Code

N04BA01


N04BA02

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


N - Nervous system

N04 - Anti-parkinson drugs

N04B - Dopaminergic agents

N04BA - Dopa and dopa derivatives

N04BA01 - Levodopa


5.5 Absorption, Distribution and Excretion

Absorption

Orally inhaled levodopa reaches a peak concentration in 0.5 hours with a bioavailability than is 70% that of the immediate release levodopa tablets with a peripheral dopa decarboxylase inhibitor like carbidopa or benserazide.


Route of Elimination

After 48 hours, 0.17% of an orally administered dose is recovered in stool, 0.28% is exhaled, and 78.4% is recovered in urine


Volume of Distribution

168L for orally inhaled levodopa.


Clearance

Intravenously administered levodopa is cleared at a rate of 14.2mL/min/kg in elderly patients and 23.4mL/min/kg in younger patients. When given carbidopa, the clearance of levodopa was 5.8mL/min/kg in elderyly patients and 9.3mL/min/kg in younger patients.


...DRUG...MAY APPEAR IN MILK.

Goodman, L.S., and A. Gilman. (eds.) The Pharmacological Basis of Therapeutics. 5th ed. New York: Macmillan Publishing Co., Inc., 1975., p. 233


AFTER IP INJECTION INTO MICE, BIOTRANSFORMATION OF 60% OF RADIOACTIVELY LABELLED DL-DOPA TAKES PLACE WITHIN 10 MIN, & PEAK DOPAMINE LEVELS ARE REACHED 20 MIN AFTER ADMIN. ...APPROX 0.1% OF DOSE WAS PRESENT IN THE BRAIN AS (14)C-L-DOPA OR (14)C-DOPAMINE. /DL-DOPA/

The Chemical Society. Foreign Compound Metabolism in Mammals. Volume 2: A Review of the Literature Published Between 1970 and 1971. London: The Chemical Society, 1972., p. 213


MORE THAN 95% OF LEVODOPA IS DECARBOXYLATED IN PERIPHERY BY WIDELY DISTRIBUTED EXTRACEREBRAL AROMATIC L-AMINO ACID DECARBOXYLASE. ...LITTLE UNCHANGED DRUG REACHES CEREBRAL CIRCULATION & PROBABLY LESS THAN 1% PENETRATES INTO CNS.

Goodman, L.S., and A. Gilman. (eds.) The Pharmacological Basis of Therapeutics. 5th ed. New York: Macmillan Publishing Co., Inc., 1975., p. 230


MOST IS CONVERTED TO DOPAMINE... DOPAMINE METABOLITES ARE RAPIDLY EXCRETED IN URINE, ABOUT 80% OF RADIOACTIVELY LABELED DOSE BEING RECOVERED WITHIN 24 HR. ... THESE METABOLITES /3,4-DIHYDROXYPHENYLACETIC ACID & 3-METHOXY-4-HYDROXYPHENYLACETIC ACID/, AS WELL AS SMALL AMT OF LEVODOPA & DOPAMINE, ALSO APPEAR IN CEREBROSPINAL FLUID.

Goodman, L.S., and A. Gilman. (eds.) The Pharmacological Basis of Therapeutics. 5th ed. New York: Macmillan Publishing Co., Inc., 1975., p. 231


For more Absorption, Distribution and Excretion (Complete) data for LEVODOPA (11 total), please visit the HSDB record page.


5.6 Metabolism/Metabolites

Levodopa is either converted to dopamine by aromatic-L-amino-acid decarboxylase or O-methylated to 3-O-methyldopa by catechol-O-methyltransferase. 3-O-methyldopa cannot be metabolized to dopamine. Once levodopa is converted to dopamine, it is converted to sulfated or glucuronidated metabolites, epinephrine E, or homovanillic acid through various metabolic processes. The primary metabolites are 3,4-dihydroxyphenylacetic acid (13-47%) and homovanillic acid (23-39%).


MOST IS CONVERTED TO DOPAMINE... BIOTRANSFORMATION OF DOPAMINE PROCEEDS RAPIDLY...EXCRETION PRODUCTS, 3,4-DIHYDROXYPHENYLACETIC ACID...& 3-METHOXY-4-HYDROXYPHENYLACETIC ACID... SOME BIOCHEMICAL EVIDENCE INDICATES THAT ACCELERATION OF LEVODOPA METABOLISM OCCURS DURING PROLONGED THERAPY, POSSIBLY DUE TO ENZYME INDUCTION.

Goodman, L.S., and A. Gilman. (eds.) The Pharmacological Basis of Therapeutics. 5th ed. New York: Macmillan Publishing Co., Inc., 1975., p. 230


MORE THAN 95%...IS DECARBOXYLATED...BY...AROMATIC L-AMINO ACID DECARBOXYLASE. ... A SMALL AMT /OF L-DOPA/ IS METHYLATED TO 3-O-METHYL-DOPA... MOST IS CONVERTED TO DOPAMINE, SMALL AMT OF WHICH IN TURN ARE METABOLIZED TO NOREPINEPHRINE & EPINEPHRINE.

Goodman, L.S., and A. Gilman. (eds.) The Pharmacological Basis of Therapeutics. 5th ed. New York: Macmillan Publishing Co., Inc., 1975., p. 230


...IS ESTIMATED THAT ABOUT THREE FOURTHS OF DIETARY METHIONINE IS UTILIZED FOR METABOLISM OF LARGE THERAPEUTIC DOSES OF LEVODOPA.

Goodman, L.S., and A. Gilman. (eds.) The Pharmacological Basis of Therapeutics. 5th ed. New York: Macmillan Publishing Co., Inc., 1975., p. 231


LEVODOPA (L-DOPA) IS FORMED IN MAMMALS FROM L-TYROSINE AS INTERMEDIARY METABOLITE IN ENZYMATIC SYNTHESIS OF CATECHOLAMINES.

Goodman, L.S., and A. Gilman. (eds.) The Pharmacological Basis of Therapeutics. 5th ed. New York: Macmillan Publishing Co., Inc., 1975., p. 228


5.7 Biological Half-Life

2.3 hours for orally inhaled levodopa. Oral levodopa has a half life of 50 minutes but when combined with a peripheral dopa decarboxylase inhibitor, the half life is increased to 1.5 hours.


THE HALF-LIFE IN PLASMA IS SHORT (1-3 HR).

Hardman, J.G., L.E. Limbird, P.B., A.G. Gilman. Goodman and Gilman's The Pharmacological Basis of Therapeutics. 10th ed. New York, NY: McGraw-Hill, 2001., p. 555


5.8 Mechanism of Action

Levodopa by various routes crosses the blood brain barrier, is decarboxylated to form dopamine. This supplemental dopamine performs the role that endogenous dopamine cannot due to a decrease of natural concentrations and stimulates dopaminergic receptors.


MOST WIDELY ACCEPTED THEORY IS THAT LEVODOPA INCR LEVEL OF DOPAMINE & THUS ACTIVATION OF DOPAMINE RECEPTORS IN EXTRA-PYRAMIDAL CENTERS IN THE BRAIN (PRIMARILY IN CAUDATE NUCLEUS & SUBSTANTIA NIGRA).

Evaluations of Drug Interactions. 2nd ed. and supplements. Washington, DC: American Pharmaceutical Assn., 1976, 1978., p. 124


The present data indicate that the major effects observed after administration of exogenous levodopa are not due to a direct action of levodopa on dopamine receptors, or to extrastriatal release of dopamine, but to conversion of levodopa to dopamine by serotonergic terminals and probably some intrastriatal cells.

PMID:11274784 Lopez A et al; Neuroscience 103(3) : 639-651 (2001)


EFFECTS OF LEVODOPA ON HUMAN & MURINE MELANOMA CELLS EXAMINED. WHEN EXPONENTIALLY GROWING CELLS WERE EXPOSED TO L-DOPA, CHARACTERISTIC INHIBITION OF THYMIDINE INCORPORATION OBSERVED.

PMID:6768447 WICK MM; CANCER RES 40 (5): 1414 (1980)


IN RATS, DOPAMINERGIC AGONISTS ALL CAUSED DECR IN SERUM PROLACTIN LEVELS.

HOROWSKI R ET AL; ARCH TOXICOL (SUPPL 2): 93 (1979)


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18-Jan-2021
28-Aug-2024
KGS
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Average Price (USD/KGS)

Number of Transactions

Total Quantity (KGS)

Total Value (USD)

Quantity (KGS) & Unit rate (USD/KGS) over time

API Imports and Exports

Importing Country Total Quantity
(KGS)
Average Price
(USD/KGS)
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DRUG PRODUCT COMPOSITIONS

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DOSAGE - TABLET;ORAL - 10MG;100MG

USFDA APPLICATION NUMBER - 17555

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DOSAGE - TABLET;ORAL - 25MG;100MG

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DOSAGE - TABLET;ORAL - 25MG;250MG

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DOSAGE - TABLET, EXTENDED RELEASE;ORAL - 25MG...DOSAGE - TABLET, EXTENDED RELEASE;ORAL - 25MG;100MG **Federal Register determination that product was not discontinued or withdrawn for safety or effectiveness reasons**

USFDA APPLICATION NUMBER - 19856

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DOSAGE - TABLET, EXTENDED RELEASE;ORAL - 50MG...DOSAGE - TABLET, EXTENDED RELEASE;ORAL - 50MG;200MG **Federal Register determination that product was not discontinued or withdrawn for safety or effectiveness reasons**

USFDA APPLICATION NUMBER - 19856

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DOSAGE - CAPSULE, EXTENDED RELEASE;ORAL - 23....DOSAGE - CAPSULE, EXTENDED RELEASE;ORAL - 23.75MG;95MG

USFDA APPLICATION NUMBER - 203312

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DOSAGE - CAPSULE, EXTENDED RELEASE;ORAL - 36....DOSAGE - CAPSULE, EXTENDED RELEASE;ORAL - 36.25MG;145MG

USFDA APPLICATION NUMBER - 203312

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DOSAGE - CAPSULE, EXTENDED RELEASE;ORAL - 48....DOSAGE - CAPSULE, EXTENDED RELEASE;ORAL - 48.75MG;195MG

USFDA APPLICATION NUMBER - 203312

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DOSAGE - CAPSULE, EXTENDED RELEASE;ORAL - 61....DOSAGE - CAPSULE, EXTENDED RELEASE;ORAL - 61.25MG;245MG

USFDA APPLICATION NUMBER - 203312

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DOSAGE - TABLET;ORAL - 12.5MG;200MG;50MG

USFDA APPLICATION NUMBER - 21485

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DOSAGE - TABLET;ORAL - 18.75MG;200MG;75MG

USFDA APPLICATION NUMBER - 21485

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DOSAGE - TABLET;ORAL - 25MG;200MG;100MG

USFDA APPLICATION NUMBER - 21485

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DOSAGE - TABLET;ORAL - 31.25MG;200MG;125MG

USFDA APPLICATION NUMBER - 21485

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DOSAGE - TABLET;ORAL - 37.5MG;200MG;150MG

USFDA APPLICATION NUMBER - 21485

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DOSAGE - TABLET;ORAL - 50MG;200MG;200MG

USFDA APPLICATION NUMBER - 21485

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Finished Drug Prices

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01

Brand Name : Duodopa

U.S.A
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26th North American ISSX
Not Confirmed

Etilevodopa; Carbidopa

Dosage Form : Levodopa+Carbidopa 20Mg/Ml + 5Mg...

Dosage Strength : 7 bags intestinal gel 100 ml 20 mg/ml + 5 ...

Price Per Pack (Euro) : 1,126.05

Published in :

Country : Italy

RX/OTC/DISCN : Class H

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02

Brand Name : Corbilta

Finland
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26th North American ISSX
Not Confirmed

Etilevodopa; Carbidopa; Entacapone

Dosage Form : Levodopa+Carbidopa+Entacapone 10...

Dosage Strength : 100 CPR 100 mg + 25 mg + 200 mg

Price Per Pack (Euro) : 57.86

Published in :

Country : Italy

RX/OTC/DISCN : Class A

Fermion Orion Company Banner

03

Brand Name : Duodopa

U.S.A
arrow
26th North American ISSX
Not Confirmed

Etilevodopa

Dosage Form : Intestinalgel

Dosage Strength : 20 mg/ml/5 mg/ml

Price Per Pack (Euro) : 868.11

Published in :

Country : Norway

RX/OTC/DISCN :

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04

Brand Name : Duodopa

U.S.A
arrow
26th North American ISSX
Not Confirmed

Etilevodopa

Dosage Form : Intestinalgel

Dosage Strength : 20 mg/ml/5 mg/ml

Price Per Pack (Euro) : 570.22

Published in :

Country : Norway

RX/OTC/DISCN :

Abbvie Company Banner

05

Brand Name : Stalevo

Finland
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26th North American ISSX
Not Confirmed

Etilevodopa

Dosage Form : Antic-calc Tablet, Film Coated

Dosage Strength : 125 mg/31,25 mg/200 mg

Price Per Pack (Euro) : 73.777

Published in :

Country : Norway

RX/OTC/DISCN :

Fermion Orion Company Banner

06

Brand Name : Stalevo

Finland
arrow
26th North American ISSX
Not Confirmed

Etilevodopa

Dosage Form : Antic-calc Tablet, Film Coated

Dosage Strength : 175mg/43,75mg/200mg

Price Per Pack (Euro) : 73.909

Published in :

Country : Norway

RX/OTC/DISCN :

Fermion Orion Company Banner

07

Brand Name : Stalevo

Finland
arrow
26th North American ISSX
Not Confirmed

Etilevodopa

Dosage Form : Antic-calc Tablet, Film Coated

Dosage Strength : 200 mg/50 mg/200 mg

Price Per Pack (Euro) : 32.527

Published in :

Country : Norway

RX/OTC/DISCN :

Fermion Orion Company Banner

08

Brand Name : Stalevo

Finland
arrow
26th North American ISSX
Not Confirmed

Etilevodopa

Dosage Form : Antic-calc Tablet, Film Coated

Dosage Strength : 200 mg/50 mg/200 mg

Price Per Pack (Euro) : 73.909

Published in :

Country : Norway

RX/OTC/DISCN :

Fermion Orion Company Banner

09

Brand Name : Stalevo

Finland
arrow
26th North American ISSX
Not Confirmed

Etilevodopa

Dosage Form : Antic-calc Tablet, Film Coated

Dosage Strength : 75 mg/18.75 mg/200 mg

Price Per Pack (Euro) : 73.777

Published in :

Country : Norway

RX/OTC/DISCN :

Fermion Orion Company Banner

10

Brand Name : Stalevo

Finland
arrow
26th North American ISSX
Not Confirmed

Etilevodopa

Dosage Form : Antic-calc Tablet, Film Coated

Dosage Strength : 100 mg/25 mg/200 mg

Price Per Pack (Euro) : 32.527

Published in :

Country : Norway

RX/OTC/DISCN :

Fermion Orion Company Banner
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Annual Reports

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01

Brand Name : Duodopa

U.S.A
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26th North American ISSX
Not Confirmed

Levodopa

Main Therapeutic Indication : CNS & Anesthesia

Currency : USD

2020 Revenue in Millions : 494

2019 Revenue in Millions : 461

Growth (%) : 7

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02

Brand Name : Duodopa

U.S.A
arrow
26th North American ISSX
Not Confirmed

Levodopa

Main Therapeutic Indication : Neurology

Currency : USD

2021 Revenue in Millions : 511

2020 Revenue in Millions : 494

Growth (%) : 3

Abbvie Company Banner

03

Brand Name : Duodopa

U.S.A
arrow
26th North American ISSX
Not Confirmed

Levodopa

Main Therapeutic Indication : Neurology

Currency : USD

2022 Revenue in Millions : 458

2021 Revenue in Millions : 511

Growth (%) : -10

Abbvie Company Banner

04

Brand Name : Duodopa

U.S.A
arrow
26th North American ISSX
Not Confirmed

Levodopa

Main Therapeutic Indication : Neurology

Currency : USD

2023 Revenue in Millions : 468

2022 Revenue in Millions : 458

Growth (%) : 2

Abbvie Company Banner

05

Brand Name : Duodopa

U.S.A
arrow
26th North American ISSX
Not Confirmed

Levodopa

Main Therapeutic Indication : CNS & Anesthesia

Currency : USD

2019 Revenue in Millions : 461

2018 Revenue in Millions : 430

Growth (%) : 7

Abbvie Company Banner

06

Brand Name : Madopar

Levodopa

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26th North American ISSX
Not Confirmed

Brand Name : Madopar

Switzerland
arrow
26th North American ISSX
Not Confirmed

Levodopa

Main Therapeutic Indication : CNS & Anesthesia

Currency : USD

2019 Revenue in Millions : 378

2018 Revenue in Millions : 351

Growth (%) : 8

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07

Brand Name : Madopar

Levodopa

arrow
26th North American ISSX
Not Confirmed

Brand Name : Madopar

Switzerland
arrow
26th North American ISSX
Not Confirmed

Levodopa

Main Therapeutic Indication : CNS & Anesthesia

Currency : USD

2020 Revenue in Millions : 402

2019 Revenue in Millions : 409

Growth (%) : -2

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08

Brand Name : Madopar

Levodopa and Benserazide

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26th North American ISSX
Not Confirmed

Brand Name : Madopar

Switzerland
arrow
26th North American ISSX
Not Confirmed

Levodopa and Benserazide

Main Therapeutic Indication : Neurology

Currency : USD

2021 Revenue in Millions : 424

2020 Revenue in Millions : 383

Growth (%) : 9

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09

Brand Name : Sinemet

Levodopa

arrow
26th North American ISSX
Not Confirmed

Brand Name : Sinemet

U.S.A
arrow
26th North American ISSX
Not Confirmed

Levodopa

Main Therapeutic Indication : Neurology

Currency : USD

2021 Revenue in Millions : 71

2020 Revenue in Millions : 77

Growth (%) : -8

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10

Brand Name : Madopar

Levodopa

arrow
26th North American ISSX
Not Confirmed

Brand Name : Madopar

Switzerland
arrow
26th North American ISSX
Not Confirmed

Levodopa

Main Therapeutic Indication : Neurology

Currency : USD

2022 Revenue in Millions : 414

2021 Revenue in Millions : 424

Growth (%) : -2

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