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Bucillamine

Bucillamine structure

CAS No:
65002-17-7
Formula:
C7H13NO3S2
Chemical Name:
Bucillamine
Synonyms:
L-Cysteine,N-(2-mercapto-2-methyl-1-oxopropyl)-;N-(2-Mercapto-2-methyl-1-oxopropyl)-L-cysteine;SA 96;N-(2-Mercapto-2-methylpropanoyl)-L-cysteine;N-(2-Mercapto-2-methylpropionyl)-L-cysteine;Thiobutarit;N-(2-Mercaptoisobutyryl)cysteine;Bucillamine;Tiobutarit;Rimatil;DE 019;(2R)-2-(2-Methyl-2-sulfanylpropanamido)-3-sulfanylpropanoic acid;(R)-3-Mercapto-2-(2-mercapto-2-methylpropanamido)propanoic acid
Categories:
Active Pharmaceutical Ingredients > Antipyretic Analgesics

Description

Off-White Solid

Bucillamine is an organic molecular entity.|Bucillamine has been used in trials studying the treatment and prevention of Gout and Rheumatoid Arthritis.|Bucillamine is an orally bioavailable derivative of the endogenous amino acid cysteine with two donatable thiol groups, with potential antioxidant and anti-inflammatory activities. Upon oral administration, bucillamine enters cells rapidly via the same pathway as cysteine and replenishes the thiol group in glutathione (GSH), thereby increasing intracellular GSH levels and GSH activity. GSH is an antioxidant and plays an important protective role in oxidative stress and injury. Bucillamine may have additional anti-inflammatory effects, though the mechanisms of action have yet to be fully elucidated.

Bucillamine Basic Attributes

Molecular Weight：

223.31

Exact Mass：

223.31

UNII：

R80LRA5WTF

DSSTox ID：

DTXSID2048587

NCI Thesaurus Code：

C83561

ATC Code：

M - Musculo-skeletal system

HScode：

2930909090

Characteristics

PSA：

68.4

XLogP3：

1.28

Density：

1.3±0.1 g/cm3

Melting Point：

139-140 °C

Boiling Point：

438.0±45.0 °C at 760 mmHg

Flash Point：

218.7±28.7 °C

Refractive Index：

1.553

Storage Conditions：

Hygroscopic, -20°C Freezer, Under Inert Atmosphere

Toxicity：

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

Specific rotation：

D25 +32.3° (c = 1.0 in ethanol)

Safety Information

Packing level：

III

Hazard category：

6.1

Transport codes：

UN 3146 6.1/PG 3

wgk germany：

hazard class code：

R23/24/25:Toxic by inhalation, in contact with skin and if swallowed . R50/53:Very Toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment .

safety instructions：

S26-S27-S28-S45-S60-S61

Marks：

T,N,Xi

Drug Information

MeSH：

Anti-inflammatory agents that are non-steroidal in nature. In addition to anti-inflammatory actions, they have analgesic, antipyretic, and platelet-inhibitory actions.They act by blocking the synthesis of prostaglandins by inhibiting cyclooxygenase, which converts arachidonic acid to cyclic endoperoxides, precursors of prostaglandins. Inhibition of prostaglandin synthesis accounts for their analgesic, antipyretic, and platelet-inhibitory actions; other mechanisms may contribute to their anti-inflammatory effects. (See all compounds classified as Anti-Inflammatory Agents, Non-Steroidal.)|Naturally occurring or synthetic substances that inhibit or retard oxidation reactions. They counteract the damaging effects of oxidation in animal tissues. (See all compounds classified as Antioxidants.)

MeSH Entry Terms：

2-mercapto-2-methylpropanoyl-L-cysteine

Bucillamine Use and Manufacturing

An antirheumatic agent.

Computed Properties

Molecular Weight:223.3
XLogP3:0.4
Hydrogen Bond Donor Count:4
Hydrogen Bond Acceptor Count:5
Rotatable Bond Count:4
Exact Mass:223.03368562
Monoisotopic Mass:223.03368562
Topological Polar Surface Area:68.4
Heavy Atom Count:13
Complexity:218
Defined Atom Stereocenter Count:1
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

Material

Ammonium chloride

Ammonia

Thionyl chloride

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