L-Penicillamine

L-Penicillamine Structure
CAS No.
1113-41-3
Chemical Name:
L-Penicillamine
Synonyms
l-valin;H-PEN-OH;3-MERCAPTO-L-VALINE;3,3-DIMETHYL-L-CYSTEINE;L-Pen-OH;L-(+)-B2;NSC 241261;3-Mercapto-;3-THIOL-VALINE;-Penicillamine
CBNumber:
CB6302922
Molecular Formula:
C5H11NO2S
Molecular Weight:
149.21
MOL File:
1113-41-3.mol
MSDS File:
SDS
Modify Date:
2024/4/3 12:01:51

L-Penicillamine Properties

Melting point 206 °C (dec.)(lit.)
Boiling point 251.8±35.0 °C(Predicted)
alpha 61.9 º (C=0.5 IN 1 M NAOH)
Density 1.113 (estimate)
refractive index 63 ° (C=1, 1mol/L NaOH)
storage temp. Keep in dark place,Inert atmosphere,Room temperature
solubility Aqueous Base (Sparingly), DMSO (Slightly, Heated), Water (Slightly)
pka 2.13±0.12(Predicted)
form Crystalline Powder
color White to almost white
optical activity [α]24/D +61.9°, c = 0.5 in 1 M NaOH
Merck 14,7088
BRN 1722374
Stability Hygroscopic
InChIKey VVNCNSJFMMFHPL-GSVOUGTGSA-N
CAS DataBase Reference 1113-41-3(CAS DataBase Reference)

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS07
Signal word  Danger
Hazard statements  H302-H315-H319-H335
Precautionary statements  P280h-P305+P351+P338
Hazard Codes  Xi,Xn
Risk Statements  36/37/38-40-20/21/22
Safety Statements  26-36-22-24/25
WGK Germany  2
RTECS  YV9445500
HS Code  29309090
Toxicity LD50 i.p. in rats: 350 mg/kg (Jaffe)
NFPA 704
1
2 0

L-Penicillamine price More Price(2)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich(India) 196312 L-Penicillamine 99% 1113-41-3 1G ₹4817.13 2022-06-14 Buy
Sigma-Aldrich(India) 196312 L-Penicillamine 99% 1113-41-3 5G ₹18976.23 2022-06-14 Buy
Product number Packaging Price Buy
196312 1G ₹4817.13 Buy
196312 5G ₹18976.23 Buy

L-Penicillamine Chemical Properties,Uses,Production

Chemical Properties

white to almost white crystalline powder

Uses

As a Penicillin metabolite, L-Penicillamine can be used in the treatment of Wilson’s disease, Cystinuria, Scleroderma and arsenic poisoning.

Definition

ChEBI: The L-enantiomer of penicillamine.

Indications

Penicillamine (Cuprimine) can be used to treat acute, severe rheumatoid arthritis, producing reductions in joint pain, edema, and stiffness.The response to penicillamine is usually delayed (4–12 weeks), and remissions can last several months after withdrawal of treatment. Radiographic evidence of this drug’s efficacy is limited; thus, penicillamine is seldom used to treat rheumatoid arthritis.

Mechanism of action

The mechanism of action of penicillamine is unknown, but some evidence suggests that it may involve the inhibition of angiogenesis, synovial fibroblast proliferation, or transcriptional activation. Because penicillamine can chelate copper and promote its excretion, it is used to treat Wilson’s disease (hepatolenticular degeneration) and has also been used in mercury and lead intoxication.

Pharmacology

Penicillamine is readily absorbed from the GI tract and is rapidly excreted in the urine, largely as the intact molecule. Gradually increasing its dose minimizes side effects, which necessitate discontinuance of penicillamine therapy in perhaps one-third of patients. The most common side effects are maculopapular pruritic dermatitis, GI upset, loss of taste sensation, mild to occasionally severe thrombocytopenia and leukopenia,and mild proteinuria, which at times may progress to the nephritic syndrome. Discontinuance of therapy usually results in a rapid disappearance of side effects.

Safety Profile

A poison by intraperitoneal route. Mutation data reported. Whenheated to decomposition it emits toxic vapors of NOx and SOx.

Purification Methods

Same as preceding entry for its enantiomer. [Beilstein 4 IV 3228.]

L-Penicillamine Preparation Products And Raw materials

Raw materials

Preparation Products

Global( 220)Suppliers
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Jiangxi Chiyan Biopharmaceutical Technology Co.,Ltd. +86-18616643091 +86-18616643091 China 246 58 Inquiry
3-THIOL-VALINE TIMTEC-BB SBB000102 L-BETA,BETA-DIMETHYLCYSTEINE L-BETA-MERCAPTOVALINE L-(+)-PENICILLAMINE L-PENICILLAMINE L(+)-2-AMINO-3-MERCAPTO-3-METHYLBUTANOIC ACID H-BETA,BETA-DIMETHYL-CYS-OH H-CYS(3-ME 2)-OH BETA,BETA-DIMETHYL-L-CYSTEINE PENICILLAMINE(L-) L-Penicillamine L-Penicillamine≥ 99.0% (Titration: anhydrous basis) 3-mercapto-l-valin L-(+)-PENICILLAMINE, 98+% L-PENICILLAMINE 99.5+% 3,3-Dimethyl-L-cysteine~3-Mercapto-L-valine (R)-Penicillamine L-Valine, 3-mercapto- (9CI) NSC 241261 Valine, 3-mercapto-, L- (8CI) 3,3-Dimethyl-L-cysteine, 3-Mercapto-L-valine, L-(+)-2-Amino-3-mercapto-3-methylbutanoic acid 3,3-Dimethyl-L-cysteine, 3-Mercapto-L-valine, L-(+)-2-Amino-3-mercapto-3-methylbutanoic acid β,β-Dimethyl-L-cysteine [R,(+)]-2-Amino-3-mercapto-3-methylbutyric acid L-(+)-β-mercaptovaline 3-Mercapto- L-PenicillaMine-d6 L-beta,beta-Dimethylcysteine L-beta-Mercaptovaline H-b,b-DiMethyl-Cys-OH, H-b-Mercapto-Val-OH L-Pen-OH L-PenicillaMine 99% Penicillamine Impurity 4(L-Penicillamine) (2R)-2-amino-3-methyl-3-sulfanylbutanoic acid L-Penicillamine> L-Valine, 3-mercapto- L-Penicillamine ISO 9001:2015 REACH L-(+)-B2 -mercaptovaline 3-MERCAPTO-L-VALINE 3,3-DIMETHYL-L-CYSTEINE H-PEN-OH l-valin 3-Sulfanyl-L-Valine L-(+)-β-mercaptovaline -Penicillamine L-PENCILLAMINE 1113-41-3 AMINE Specialty Synthesis Peptide Synthesis Unnatural Amino Acid Derivatives Amino Acids & Derivatives Intermediates & Fine Chemicals Pharmaceuticals Amino Acids Biochemistry non-Proteinorganic Amino Acids 1