Bucillamine
Title: Bucillamine
CAS Registry Number: 65002-17-7
CAS Name: N-(2-Mercapto-2-methyl-1-oxopropyl)-L-cysteine
Additional Names: N-(2-mercapto-2-methylpropanoyl)-L-cysteine; N-(2-mercaptoisobutyryl)-L-cysteine; tiobutarit; thiobutarit
Manufacturers' Codes: DE-019; SA-96
Trademarks: Rimatil (Santen)
Molecular Formula: C7H13NO3S2
Molecular Weight: 223.31
Percent Composition: C 37.65%, H 5.87%, N 6.27%, O 21.49%, S 28.72%
Literature References: Disease modifying antirheumatic drug (DMARD) which modulates the immune response; structurally related to tiopronin, q.v. Prepn: T. Fujita et al., DE 2709820; eidem, US 4305958 (1977, 1981 both to Santen); M. Oya et al., Chem. Pharm. Bull. 29, 940 (1981). GC-MS determn in blood: K. Matsuura et al., J. Mass Spectrom. Soc. Jpn. 46, 25 (1998). Clinical immunopharmacology: H. Matsuno et al., Drugs Exp. Clin. Res. 19, 205 (1993). Clinical trials in rheumatoid arthritis: M. Yasuda et al., Clin. Rheumatol. 13, 446 (1994); H. A. Kim, Y. W. Song, Rheumatol. Int. 17, 5 (1997).
Properties: Crystals from ethyl acetate, mp 139-140°. [a]D25 +32.3° (c = 1.0 in ethanol). LD50 in mice (mg/kg): 2285 i.p.; 989.6 i.v. (Fujita, 1981).
Melting point: mp 139-140°
Optical Rotation: [a]D25 +32.3° (c = 1.0 in ethanol)
Toxicity data: LD50 in mice (mg/kg): 2285 i.p.; 989.6 i.v. (Fujita, 1981)
Therap-Cat: Antirheumatic.
Keywords: Antiarthritic/Antirheumatic; Immunomodulator.

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