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Chemistry

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Also known as: 1421-65-4, L-3,4-dihydroxyphenylalanine methyl ester hydrochloride, Melevodopa hydrochloride, Methyl l-dopa hydrochloride, L-dopa methyl ester hydrochloride, Levodopa methyl ester hydrochloride

Molecular Formula

C₁₀H₁₄ClNO₄

Molecular Weight

247.67 g/mol

InChI Key

WFGNJLMSYIJWII-FJXQXJEOSA-N

FDA UNII

JFU1A8866V

1 2D Structure

Levodopa Methyl Ester

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

methyl (2S)-2-amino-3-(3,4-dihydroxyphenyl)propanoate;hydrochloride

2.1.2 InChI

InChI=1S/C10H13NO4.ClH/c1-15-10(14)7(11)4-6-2-3-8(12)9(13)5-6;/h2-3,5,7,12-13H,4,11H2,1H3;1H/t7-;/m0./s1

2.1.3 InChI Key

WFGNJLMSYIJWII-FJXQXJEOSA-N

2.1.4 Canonical SMILES

COC(=O)C(CC1=CC(=C(C=C1)O)O)N.Cl

2.1.5 Isomeric SMILES

COC(=O)[C@H](CC1=CC(=C(C=C1)O)O)N.Cl

2.2 Other Identifiers

2.2.1 UNII

JFU1A8866V

2.3 Synonyms

2.3.1 MeSH Synonyms

1. Dl-dopa Methyl Ester

2. Dopa Methyl Ester, (d)-isomer

3. L-dopa Methyl Ester

4. Levodopa Methyl Ester

5. Levodopa Methyl Ester Hydrochloride

6. Levodopa Methyl Ester Hydrochloride, (dl)-isomer

7. Melevodopa

8. Methyl L-dopa

2.3.2 Depositor-Supplied Synonyms

1. 1421-65-4

2. L-3,4-dihydroxyphenylalanine Methyl Ester Hydrochloride

3. Melevodopa Hydrochloride

4. Methyl L-dopa Hydrochloride

5. L-dopa Methyl Ester Hydrochloride

6. Levodopa Methyl Ester Hydrochloride

7. L-tyrosine, 3-hydroxy-, Methyl Ester, Hydrochloride

8. L-dopa Me Ester Hydrochloride

9. L-tyrosine, 3-hydroxy-, Methyl Ester, Hydrochloride (1:1)

10. Mfcd00038958

11. Alanine, 3-(3,4-dihydroxyphenyl)-, Methyl Ester, Hydrochloride, L-

12. St 41769

13. St-41769

14. Jfu1a8866v

15. 3,4-dihydroxyphenyl-l-alanine Methyl Ester Hydrochloride

16. Methyl L-3-(3,4-dihydroxyphenyl)alaninate Hydrochloride

17. Ncgc00093792-01

18. Alanine, 3-(3,4-dihydroxyphenyl)-, Methyl Ester, Hydrochloride

19. L-3,4-dihydroxyphenylalanine Methyl Ester Hcl

20. Dsstox_cid_25763

21. Dsstox_rid_81105

22. Dsstox_gsid_45763

23. 3,4-dihydroxy-l-phenylalanine Methyl Ester Hydrochloride

24. Methyl (2s)-2-amino-3-(3,4-dihydroxyphenyl)propanoate;hydrochloride

25. Cas-1421-65-4

26. Unii-jfu1a8866v

27. Nsc-295453

28. Mls002153271

29. Schembl453411

30. Chembl1255756

31. Dtxsid4045763

32. Act09358

33. Amy31294

34. Tox21_111221

35. Tox21_500356

36. H-phe{3,4-(oh)2}-ome.hcl

37. L-dopa Methyl Ester (hydrochloride)

38. Akos015912904

39. Tox21_111221_1

40. Ccg-221660

41. Cs-w012679

42. Lp00356

43. Nsc 295453

44. Ncgc00162132-03

45. Ncgc00261041-01

46. As-10467

47. Smr001230709

48. Eu-0100356

49. D 1507

50. I10411

51. L-3,4-dihydroxyphenylalanine Benzyl Ester

52. Sr-01000075804

53. J-007612

54. Sr-01000075804-1

55. Q27281493

56. 3-(3,4-dihydroxyphenyl)-l-alanine Methyl Ester Hydrochloride

57. L-3,4-dihydroxyphenylalanine Methyl Ester Hydrochloride, Solid

58. Methyl (s)-2-amino-3-(3,4-dihydroxyphenyl)propanoate Hydrochloride

2.4 Create Date

2006-10-25

3 Chemical and Physical Properties

Molecular Formula	C₁₀H₁₄ClNO₄
Molecular Weight	247.67 g/mol
Hydrogen Bond Donor Count	4
Hydrogen Bond Acceptor Count	5
Rotatable Bond Count	4
Exact Mass	247.0611356 g/mol
Monoisotopic Mass	247.0611356 g/mol
Topological Polar Surface Area	92.8 Å²
Heavy Atom Count	16
Formal Charge	0
Complexity	222
Isotope Atom Count	0
Defined Atom Stereocenter Count	1
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	2

4 Pharmacology and Biochemistry

4.1 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.)

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