CAS No 28860-95-9 , (2S)-3-(3,4-dihydroxyphenyl)-2-hydrazinyl-2-methylpropanoic acid

Title: Carbidopa
CAS Registry Number: 28860-95-9
CAS Name: (aS)-a-Hydrazino-3,4-dihydroxy-a-methylbenzenepropanoic acid monohydrate
Synonyms: (-)-L-a-hydrazino-3,4-dihydroxy-a-methylhydrocinnamic acid monohydrate; a-hydrazino-a-methyl-b-(3,4-dihydroxyphenyl)propionic acid monohydrate; L-a-(3,4-dihydroxybenzyl)-a-hydrazinopropionic acid monohydrate; a-methyldopahydrazine; HMD
Manufacturers' Codes: MK-486
Trademarks: Lodosyn (Merck & Co.)
Molecular Formula: C10H14N2O4.H2O
Molecular Weight: 244.24
Percent Composition: C 49.18%, H 6.60%, N 11.47%, O 32.75%
Literature References: Peripheral decarboxylase inhibitor. Prepn of DL-form: Pfister, FR M1553 (1962 to Merck & Co.), C.A. 59, 12921e (1963); Sletzinger et al., J. Med. Chem. 6, 101 (1963); GB 940596; Chemerda et al., US 3462536 (1963, 1969 both to Merck & Co.). Synthesis of the L-form: Karady et al., DE 2062285; DE 2062332 (both 1971 to Merck & Co.), C.A. 75, 118122t, 118120r (1971); eidem, J. Org. Chem. 36, 1946, 1949 (1971). Inhibition of dopa decarboxylase: Porter et al., Biochem. Pharmacol. 11, 1067 (1962); Moran, Sourkes, J. Pharmacol. Exp. Ther. 148, 252 (1962); Watanabe et al., Clin. Pharmacol. Ther. 11, 740 (1970). Only the L-form is pharmacologically active: Lotti, Porter, J. Pharmacol. Exp. Ther. 172, 406 (1970).
Properties: Crystals from hot water, mp 203-205° (dec). [a]D -17.3° (methanol). Also reported as mp 208°.
Melting point: mp 203-205° (dec); mp 208°
Optical Rotation: [a]D -17.3° (methanol)
 
Derivative Type: Combination with levodopa
CAS Registry Number: 57308-51-7
Synonyms: Co-careldopa
Trademarks: Isicom (Desitin); Nacom (Merck & Co.); Sinemet (Merck & Co.)
 
Derivative Type: DL-Form
Properties: Tan fluffy crystals, mp 206-208° (dec). uv max (methanol): 282.5 nm (e 2940).
Melting point: mp 206-208° (dec)
Absorption maximum: uv max (methanol): 282.5 nm (e 2940)
 
Therap-Cat: In combination with levodopa as antiparkinsonian.
Keywords: Antiparkinsonian.