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Chemistry

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Also known as: 28860-95-9, Lodosyn, Carbidopa anhydrous, (s)-(-)-carbidopa, (s)-carbidopa, S-(-)-carbidopa
Molecular Formula
C10H14N2O4
Molecular Weight
226.23  g/mol
InChI Key
TZFNLOMSOLWIDK-JTQLQIEISA-N
FDA UNII
KR87B45RGH

Carbidopa
An inhibitor of DOPA DECARBOXYLASE that prevents conversion of LEVODOPA to dopamine. It is used in PARKINSON DISEASE to reduce peripheral adverse effects of LEVODOPA. It has no anti-parkinson activity by itself.
1 2D Structure

Carbidopa

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
(2S)-3-(3,4-dihydroxyphenyl)-2-hydrazinyl-2-methylpropanoic acid
2.1.2 InChI
InChI=1S/C10H14N2O4/c1-10(12-11,9(15)16)5-6-2-3-7(13)8(14)4-6/h2-4,12-14H,5,11H2,1H3,(H,15,16)/t10-/m0/s1
2.1.3 InChI Key
TZFNLOMSOLWIDK-JTQLQIEISA-N
2.1.4 Canonical SMILES
CC(CC1=CC(=C(C=C1)O)O)(C(=O)O)NN
2.1.5 Isomeric SMILES
C[C@](CC1=CC(=C(C=C1)O)O)(C(=O)O)NN
2.2 Other Identifiers
2.2.1 UNII
KR87B45RGH
2.3 Synonyms
2.3.1 MeSH Synonyms

1. Carbidopa, (r)-isomer

2. Carbidopa, (s)-isomer

3. Lodosin

4. Lodosyn

5. Methyldopahydrazine

6. Mk 485

7. Mk 486

8. Mk-485

9. Mk-486

10. Mk485

11. Mk486

2.3.2 Depositor-Supplied Synonyms

1. 28860-95-9

2. Lodosyn

3. Carbidopa Anhydrous

4. (s)-(-)-carbidopa

5. (s)-carbidopa

6. S-(-)-carbidopa

7. Alpha-methyldopahydrazine

8. L-alpha-methyldopahydrazine

9. N-aminomethyldopa

10. Carbidopum

11. Carbidopum [inn-latin]

12. Carbidopa (anhydrous)

13. S(-)-carbidopa

14. Mk 486

15. (2s)-3-(3,4-dihydroxyphenyl)-2-hydrazinyl-2-methylpropanoic Acid

16. Carbidopa [inn]

17. L-3-(3,4-dihydroxyphenyl)-2-methyl-2-hydrazinopropionic Acid

18. (2s)-3-(3,4-dihydroxyphenyl)-2-hydrazino-2-methylpropanoic Acid

19. (-)-l-alpha-hydrazino-3,4-dihydroxy-alpha-methylhydrocinnamic Acid

20. (s)-3-(3,4-dihydroxyphenyl)-2-hydrazinyl-2-methylpropanoic Acid

21. Kr87b45rgh

22. (alphas)-alpha-hydrazino-3,4-dihydroxy-alpha-methylbenzenepropanoic Acid

23. Chebi:39585

24. 28860-95-9 (anhydrous)

25. Ncgc00024596-05

26. Hadrazino-alpha-methyldopa

27. C-dopa

28. 3,3,3-trideuterio-2-[dideuterio-(3,4-dihydroxyphenyl)methyl]-2-hydrazinylpropanoic Acid

29. Smr000058235

30. Ccris 5093

31. Sr-01000597655

32. Einecs 249-271-9

33. Unii-kr87b45rgh

34. Benzenepropanoic Acid, .alpha.-hydrazino-3,4-dihydroxy-.alpha.-methyl-, (s)-

35. Alpha-hydrazino-alpha-methyl-beta-(3,4-dihydroxyphenyl)propionic Acid

36. L-alpha-methyl-alpha-hydrazino-beta-(3,4-dihydroxyphenylpropionic Acid

37. L-alpha-methyl-beta-(3,4-dihydroxyphenyl)-alpha-hydrazinopropionic Acid

38. Mfcd00069231

39. Nd0611

40. Tocris-0455

41. C-126

42. Dsstox_cid_2735

43. Carbidopa [who-dd]

44. Dsstox_rid_76707

45. Dsstox_gsid_22735

46. Lopac0_000382

47. Schembl35084

48. Mls000069628

49. Mls002207014

50. S-(-)-carbidopa Monohydrate

51. Gtpl5159

52. Carbidopa, L- Anhydrous

53. Carbidopa Anhydrous [mi]

54. Chembl1201236

55. Dtxsid4022735

56. Hms2089b12

57. Hms3266a20

58. Hms3411m13

59. Hms3655g20

60. Hms3675m13

61. Hms3713l10

62. Hms3884m14

63. Hy-b0311

64. Tox21_110910

65. (2s)-3-(3,4-dihydroxyphenyl)-2-hydrazino-2-methyl-propanoic Acid

66. Bdbm50418773

67. Nsc751137

68. S1891

69. Zinc19168887

70. Akos015969657

71. Benzenepropanoic Acid, Alpha-hydrazino-3,4-dihydroxy-alpha-methyl-, (s)-

72. Hydrocinnamic Acid, Alpha-hydrazino-3,4-dihydroxy-alpha-methyl-, L-

73. Ac-1676

74. Ccg-204476

75. Db00190

76. Sdccgmls-0072919.p025

77. Mls-0072919

78. Smp1_000057

79. Ncgc00024596-01

80. Ncgc00024596-03

81. Ncgc00024596-06

82. Ncgc00024596-07

83. Ncgc00024596-08

84. As-16862

85. Bc164279

86. Mls-0072919.p013

87. Cas-28860-95-9

88. Eu-0100382

89. Sw199080-2

90. 60c959

91. Ab00441332-05

92. Ab00441332-06

93. Ab00441332_07

94. Ab00441332_08

95. Sr-01000597655-1

96. Sr-01000597655-3

97. Sr-01000597655-5

98. Sr-01000597655-9

99. Brd-k78712176-001-07-5

100. Benzenepropanoic Acid, A-hydrazino-3,4-dihydroxy-a-methyl-

101. (-)-l-alpha-hydrazino-3,4-dihydroxy-alpha-methylhydrocinamic Acid

102. (s)-?-hydrazino-?-methyl-?-(3,4-dihydroxyphenyl)propionic Acid

103. (s)-3-(3,4-dihydroxyphenyl)-2-hydrazino-2-methylpropionic Acid

104. (s)-3-(3,4-dihydroxyphenyl)-2-hydrazinyl-2-methylpropanoicacid

105. (2s)-3-(3,4-dihydroxyphenyl)-2-hydrazinyl-2-methyl-propanoic Acid

106. (2s)-3-(3,4-dihydroxyphenyl)-2-hydrazino-2-methylpropionic Acid Monohydrate

107. Benzenepropanoic Acid, .alpha.-hydrazinyl-3,4-dihydroxy-.alpha.-methyl-, (.alpha.s)-

108. Kinson; 3-(3,4-dihydroxy-phenyl)-2-hydrazino-2-methyl-propionic Acid

109. 1426847-87-1

2.4 Create Date
2005-06-24
3 Chemical and Physical Properties
Molecular Weight 226.23 g/mol
Molecular Formula C10H14N2O4
XLogP3-2.2
Hydrogen Bond Donor Count5
Hydrogen Bond Acceptor Count6
Rotatable Bond Count4
Exact Mass226.09535693 g/mol
Monoisotopic Mass226.09535693 g/mol
Topological Polar Surface Area116 Ų
Heavy Atom Count16
Formal Charge0
Complexity261
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 Drug Information
1 of 4  
Drug NameCarbidopa
PubMed HealthCarbidopa (By mouth)
Drug ClassesAntiparkinsonian
Drug LabelCarbidopa and levodopa extended release tablets are extended release combination of carbidopa and levodopa for the treatment of Parkinsons disease and syndrome.Carbidopa, an inhibitor of aromatic amino acid decarboxylation, is a white, crystalline...
Active IngredientCarbidopa
Dosage FormTablet
RouteOral
Strength25mg
Market StatusPrescription
CompanyAmerigen Pharms

2 of 4  
Drug NameLodosyn
PubMed HealthCarbidopa (By mouth)
Drug ClassesAntiparkinsonian
Drug LabelCarbidopa, an inhibitor of aromatic amino acid decarboxylation, is a white, crystalline compound, slightly soluble in water, with a molecular weight of 244.3. It is designated chemically as ()-L--hydrazino--methyl--(3,4-dihydroxybenzene) pro...
Active IngredientCarbidopa
Dosage FormTablet
RouteOral
Strength25mg
Market StatusPrescription
CompanyAton

3 of 4  
Drug NameCarbidopa
PubMed HealthCarbidopa (By mouth)
Drug ClassesAntiparkinsonian
Drug LabelCarbidopa and levodopa extended release tablets are extended release combination of carbidopa and levodopa for the treatment of Parkinsons disease and syndrome.Carbidopa, an inhibitor of aromatic amino acid decarboxylation, is a white, crystalline...
Active IngredientCarbidopa
Dosage FormTablet
RouteOral
Strength25mg
Market StatusPrescription
CompanyAmerigen Pharms

4 of 4  
Drug NameLodosyn
PubMed HealthCarbidopa (By mouth)
Drug ClassesAntiparkinsonian
Drug LabelCarbidopa, an inhibitor of aromatic amino acid decarboxylation, is a white, crystalline compound, slightly soluble in water, with a molecular weight of 244.3. It is designated chemically as ()-L--hydrazino--methyl--(3,4-dihydroxybenzene) pro...
Active IngredientCarbidopa
Dosage FormTablet
RouteOral
Strength25mg
Market StatusPrescription
CompanyAton

4.2 Drug Indication

Carbidopa is indicated with [levodopa] for the treatment of symptoms of idiopathic Parkinson disease, postencephalitic parkinsonism and symptomatic parkinsonism followed by carbon monoxide or manganese intoxication. The combination therapy is administered for the reduction of [levodopa]-driven nausea and vomiting. The product of carbidopa should be used in patients where the combination therapy of carbidopa/[levodopa] provide less than the adequate daily dosage. As well carbidopa can be used in patients where the dosages of carbidopa and [levodopa] require individual titration.


FDA Label