BUCILLAMINE

ChemicalBook > CAS DataBase List > BUCILLAMINE

Product Name: BUCILLAMINE
CAS No.: 65002-17-7
Chemical Name: BUCILLAMINE
Synonyms: rimatil;sa96;de-019;Tiobutarit;BUCILLAMINE;thiobutarit;BUCILLAMINE USP/EP/BP;N-(2-Mercaptoisobutyryl)cysteine;n-(2-mercaptoisobutyryl)-l-cysteine;C7H13NO3S2 BUCILLAMINE 65002-17-7
CBNumber: CB7377213
Molecular Formula: C7H13NO3S2
Formula Weight: 223.31
MOL File: 65002-17-7.mol

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BUCILLAMINE Property

Melting point:: 119-123°C
alpha: D25 +32.3° (c = 1.0 in ethanol)
Boiling point:: 438.0±45.0 °C(Predicted)
Density: 1.3934 (rough estimate)
refractive index: 1.6370 (estimate)
storage temp.: Hygroscopic, -20°C Freezer, Under Inert Atmosphere
solubility: DMSO (Very Slightly), Ethanol (Slightly), Methanol (Slightly), Water (Slightly)
pka: 3.01±0.10(Predicted)
form: Solid
color: White to Pale Yellow
Stability:: Air Sensitive, Hygroscopic, Unstable in Solution
CAS DataBase Reference: 65002-17-7(CAS DataBase Reference)

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Safety

Toxicity: LD50 in mice (mg/kg): 2285 i.p.; 989.6 i.v. (Fujita, 1981)

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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

TRC

Product number: B689375
Product name: Bucillamine
Packaging: 250mg
Price: $105
Updated: 2021/12/16

Biosynth Carbosynth

Product number: FB19345
Product name: Bucillamine
Packaging: 250mg
Price: $107.5
Updated: 2021/12/16

American Custom Chemicals Corporation

Product number: API0004075
Product name: BUCILLAMINE
Purity: 95.00%
Packaging: 25MG
Price: $215.25
Updated: 2021/12/16

Biosynth Carbosynth

Product number: FB19345
Product name: Bucillamine
Packaging: 500mg
Price: $295
Updated: 2021/12/16

Matrix Scientific

Product number: 143894
Product name: (R)-3-Mercapto-2-(2-mercapto-2-methylpropanamido)-propanoic acid
Purity: 95%
Packaging: 1g
Price: $296
Updated: 2021/12/16

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BUCILLAMINE Chemical Properties,Usage,Production

Description

Bucillamine is an orally active immunomodulator useful in the treatment of rheumatoid arthritis. Its potencies in inhibiting collagenase activity and inactivating rheumatoid factor far exceed those of penicillamine. In man, bucillamine reportedly brings about significant improvements over placebo in erythrocyte sedimentation, grip power, joint swelling and duration of morning stiffness.

Chemical Properties

Off-White Solid

Originator

Santen (Japan)

Uses

An antirheumatic agent.

Definition

ChEBI: Bucillamine is an organic molecular entity.

Manufacturing Process

Preparation of N-(2-benzylmercaptoisobutyryl)-S-benzyl-L-cysteine:
1). 73.9 g of S-benzyl-L-cysteine were dissolved in 700 ml of 1 N sodium hydroxide solution. The solution was cooled in an ice bath and stirred. 2- Benzylmercaptoisobutyryl chloride, which was obtained by reacting 63.1 g of 2-benzylmercaptoisobutyric acid with 39.3 g of thionyl chloride, was added dropwise to this solution. The resulting mixture was then stirred for one hour, acidified with hydrochloric acid and extracted with ethyl acetate. The extract was washed with water, dried over sodium sulfate and evaporated to dryness.
The residue was chromatographed on silica gel with benzene/ethylacetate (1:1) as an eluant. The eluate was evaporated to dryness and an oily residue weighing 46.9 g, representing a yield of 74%, was obtained. 2). The obtained in (1) above were dissolved in 500 ml of liquid ammonia and 21.1 g of metallic sodium were added slowly with stirring. After completion of reaction, 59.4 g of ammonium chloride were added and thereafter the ammonia was removed by distillation. Water was added to the residue to dissolve the solid. The resulting water layer was separated, washed with ethyl acetate, and acidified with hydrochloric acid under cooling. The precipitates thus obtained were extracted with ethyl acetate. The extract was washed with water, dried over sodium sulfate and evaporated to dryness. The product weighed 43.6 g, representing a yield of 88%. After recrystallization from ethyl acetate, the desired compound, melting at 139°-140°C, was obtained. [α]D 25=+32.3° (c=1.0, ethanol).

brand name

Rimatil

Therapeutic Function

Antirheumatic, Immunomodulator

BUCILLAMINE Preparation Products And Raw materials

Raw materials

Silica gel 2-MERCAPTOISOBUTYRIC ACID S-Benzyl-L-cysteine Ethyl phenylacetate Ammonium chloride Isobutyryl chloride Thionyl chloride Ammonia

Preparation Products

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View Lastest Price from BUCILLAMINE manufacturers

Dideu Industries Group Limited

Product: BUCILLAMINE 65002-17-7
Price: US $1.10/g
Min. Order: 1g
Purity: 99.9%
Supply Ability: 100 Tons Min
Release date: 2021-06-15

Career Henan Chemical Co

Product: BUCILLAMINE 65002-17-7
Price: US $1.00/KG
Min. Order: 1KG
Purity: 98%
Supply Ability: 200kg
Release date: 2019-08-30

65002-17-7, BUCILLAMINERelated Search:

I-BUT-CYS-OH BUCILLAMINE Tiopronin

sa96

thiobutarit

BUCILLAMINE

(R)-3-Mercapto-2-(2-Mercapto-2-MethylpropanaMido)propanoic acid

de-019

L-Cysteine, N-(2-mercapto-2-methyl-1-oxopropyl)-

N-(2-Mercaptoisobutyryl)cysteine

Tiobutarit

(2R)-3-mercapto-2-[(2-mercapto-2-methyl-1-oxopropyl)amino]propanoic acid

n-(2-mercapto-2-methyl-1-oxopropyl)-l-cystein

n-(2-mercapto-2-methyl-1-oxopropyl)-l-cysteine

n-(2-mercapto-2-methylpropanoyl)-l-cysteine

n-(2-mercapto-2-methylpropionyl)-l-cysteine

n-(2-mercaptoisobutyryl)-l-cysteine

rimatil

BUCILLAMINE USP/EP/BP

C7H13NO3S2 BUCILLAMINE 65002-17-7

65002-17-7

C7H13NO3S2

Amino Acids & Derivatives

Chiral Reagents

Intermediates & Fine Chemicals

Pharmaceuticals