Bucillamine - CAS 65002-17-7
Category: APIs
Molecular Formula:
C7H13NO3S2
Molecular Weight:
223.305
COA:
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Description:
Bucillamine is an antirheumatic agent mainly used in Japan and Korea.
Appearance:
White to Off-white Soild
Synonyms:
2-[(2-methyl-2-sulfanylpropanoyl)amino]-3-sulfanylpropanoic acid; Bucillamine; DE-019; DE 019; DE019; SA96; Thiobutarit; Tiobutarit; Rimatil.
MSDS:
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Melting Point:
119-123°C
InChIKey:
VUAFHZCUKUDDBC-BYPYZUCNSA-N
InChI:
InChI=1S/C7H13NO3S2/c1-7(2,13)6(11)8-4(3-12)5(9)10/h4,12-13H,3H2,1-2H3,(H,8,11)(H,9,10)/t4-/m0/s1
Canonical SMILES:
CC(C)(C(=O)NC(CS)C(=O)O)S
1.Kinetics of ABTS derived radical cation scavenging by bucillamine, cysteine, and glutathione. Catalytic effect of Cu(2+) ions.
Valent I1, Topoľská D2, Valachová K2, Bujdák J3, Šoltés L2. Biophys Chem. 2016 May;212:9-16. doi: 10.1016/j.bpc.2016.02.006. Epub 2016 Mar 3.
Kinetics of reduction of the stable radical cation derived from 2,2'-azino-bis(3-ethylbenzothiazoline-6-sulphonic acid (ABTS) in reaction with the anti-rheumatic drug bucillamine (BUC) and two reference thiols - cysteine (Cys) and glutathione (GSH) was followed spectrophotometrically in acidic medium with 10-fold molar excess of the reductant. Decay of the radical is governed by pseudo-first order kinetics with small deviation in the case of GSH. H(+) ions displayed second order inhibition of the reaction with all the studied compounds. The reaction of BUC exhibits zero order kinetics to the radical at lower acidities with a moderate acceleration of the reaction rate by H(+) ions. A significant catalytic effect of Cu(2+) ions on the reactions with all the reductants was observed. The most sensitive to Cu(2+)-catalysis was the reaction of BUC with the radical cation, while Cu(2+) ions showed much lower effect on the reaction with GSH. The presence of EDTA strongly inhibited the reactions and equalized the reaction rates for all the reductants.
2.Inhibition of radiographic joint damage in rheumatoid arthritis patients in DAS28 remission using single- or combined with methotrexate non biological disease-modifying antirheumatic drug therapy in routine clinical practice.
Katayama K1, Okubo T, Sato T, Ito H, Fukai R, Baba H. Mod Rheumatol. 2015 Jan;25(1):50-5. doi: 10.3109/14397595.2014.924385. Epub 2014 Jul 1.
OBJECTIVE: We retrospectively investigated the inhibitory effect on radiographic joint damage (RJD) for non-biological disease-modifying antirheumatic drug (non-bioDMARD) monotherapy or methotrexate (MTX) combination therapy for rheumatoid arthritis (RA) in the disease activity score with 28 joint counts with erythrocyte sedimentation rate (DAS28) remission.
3.Bucillamine-induced membranous nephropathy with crescent formation in a patient with rheumatoid arthritis: case report and literature review.
Manabe S1, Banno M1, Nakano M1, Fujii T1, Fujiwara M2, Kita Y2, Nitta K3, Hatano M1. Case Rep Nephrol Dial. 2014 Oct 29;5(1):30-8. doi: 10.1159/000368826.
Bucillamine is a disease-modifying antirheumatic drug that is structurally similar to D-penicillamine. The major renal side effect of bucillamine and D-penicillamine is proteinuria caused by membranous nephropathy (MN). In addition to MN, combined crescent formation has been occasionally reported in D-penicillamine-induced MN, while crescent formation has been rarely reported in bucillamine-treated cases. Here, we describe a 76-year-old female who presented with nephrotic syndrome and rapidly progressive glomerulonephritis. She was receiving bucillamine as initial treatment for recently diagnosed rheumatoid arthritis, and renal biopsy showed MN with crescent formation. To the best of our knowledge, this is the first report of bucillamine-induced MN with crescent formation in the English literature.
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CAS 65002-17-7 Bucillamine

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