(2R)-3-(3,4-dihydroxyphenyl)-2-hydrazinyl-2-methylpropanoic acid

• ChemBase ID: 163638
• Molecular Formular: C10H14N2O4
• Molecular Mass: 226.22916
• Monoisotopic Mass: 226.09535694
• SMILES: c1cc(c(cc1C[C@](C)(C(=O)O)NN)O)O
• Canonical SMILES: NN[C@@](C(=O)O)(Cc1ccc(c(c1)O)O)C
• 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-/m1/s1
• InChIKey: TZFNLOMSOLWIDK-SNVBAGLBSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-3-(3,4-dihydroxyphenyl)-2-hydrazinyl-2-methylpropanoic acid
• IUPAC Traditional name: (2R)-3-(3,4-dihydroxyphenyl)-2-hydrazinyl-2-methylpropanoic acid
• Synonyms: (αS)-α-Hydrazino-3,4-dihydroxy-α-methylbenzenepropanoic Acid; (-)-L-α-Hydrazino-3,4-dihydroxy-α-methylhydrocinamic Acid; (S)-Carbidopa; 1-α-(3,4-Dihydroxybenzyl)-α-hydrazinopropionic Acid; Carbidopa; HMD; Hydrazino-α-methyldopa; L-3-(3,4-Dihydroxyphenyl)-2-methyl-2-hydrazinopropionic Acid; L-α-(3,4-Dihydroxybenzyl)-α-hydrazinopropionic Acid; L-α-Methyl-β-(3,4-dihydroxyphenyl)-α-hydrazinopropionic Acid; L-α-Methyldopahydrazine; Lodosin; Lodosyn; MK 486; N-Aminomethyldopa; α-Hydrazino-α-methyl-β-(3,4-dihydroxyphenyl)propionic Acid; α-Methyldopahydrazine; (S)-(-)-Carbidopa

Database IDs

• CAS Number: 28860-95-9
• PubChem SID: 162257773
• PubChem CID: 676113

CALCULATED PROPERTIES

• Acid pKa: 3.5892224
• H Acceptors: 6
• H Donor: 5
• LogD (pH = 5.5): -1.3181038
• LogD (pH = 7.4): -2.5354536
• Log P: -1.1881938
• Molar Refractivity: 68.7683 cm^3
• Polarizability: 22.328514 Å^3
• Polar Surface Area: 115.81 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - C175985

(S)-(-)-Carbidopa is a peripheral decarboxylase inhibitor that is commonly used in combination with L-DOPA (D533751) for treatment of Parkinsonism. S(-)-Carbidopa ( has also been shown to prolong the elimination half-life of L-DOPA from blood plasma and s

REFERENCES

• Henry, G.M. et al.: Psychosom. Med., 38, 95 (1976)
• Leguire, L.E. et al.: Invest. Ophthalmol. Vis. Sci. 34, 3090 (1976)
• Deleu, D. et al.: Naun. Schmied. Arch. Pharmacol. 348: 576 (1976)