ChemicalBook > CAS DataBase List > L-Penicillamine

L-Penicillamine

Product Name
L-Penicillamine
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
Formula Weight
149.21
MOL File
1113-41-3.mol
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L-Penicillamine Property

Melting point:
206 °C (dec.)(lit.)
alpha 
61.9 º (C=0.5 IN 1 M NAOH)
Boiling point:
251.8±35.0 °C(Predicted)
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)
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Safety

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)
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
196312
Product name
L-Penicillamine
Purity
99%
Packaging
1g
Price
$77.7
Updated
2024/03/01
Sigma-Aldrich
Product number
196312
Product name
L-Penicillamine
Purity
99%
Packaging
5g
Price
$264
Updated
2024/03/01
TCI Chemical
Product number
P1370
Product name
L-Penicillamine
Purity
>98.0%(T)
Packaging
1g
Price
$43
Updated
2021/12/16
TCI Chemical
Product number
P1370
Product name
L-Penicillamine
Purity
>98.0%(T)
Packaging
5g
Price
$93
Updated
2021/12/16
Alfa Aesar
Product number
L13923
Product name
L-(+)-Penicillamine, 98+%
Packaging
250mg
Price
$0
Updated
2021/12/16
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L-Penicillamine Chemical Properties,Usage,Production

Chemical Properties

white to almost white crystalline powder

Uses

L-Penicillamine is a metabolite of penicillin. L-Penicillamine is used in the treatment of Wilson’s disease, Cystinuria, Scleroderma and arsenic poisoning.

Uses

Metal-chelating agent

Uses

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

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.

Definition

ChEBI: The L-enantiomer of penicillamine.

reaction suitability

reaction type: solution phase peptide synthesis

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

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L-Penicillamine Suppliers

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View Lastest Price from L-Penicillamine manufacturers

R&D Scientific Inc.
Product
L-Penicillamine 1113-41-3
Price
US $1200.00/g
Min. Order
1g
Purity
98
Supply Ability
5000 Kg
Release date
2025-03-04
Henan Fengda Chemical Co., Ltd
Product
L-Penicillamine 1113-41-3
Price
US $8.00-3.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
g-kg-tons, free sample is available
Release date
2024-04-03
PNP Biotech Co. Ltd
Product
L-penicillamine 1113-41-3
Price
US $0.00/KG
Min. Order
25KG
Purity
98%
Supply Ability
Inquiry
Release date
2022-09-29

1113-41-3, L-PenicillamineRelated Search:

L-Valine POTASSIUM THIOGLYCOLATE Mercaptoacetic acid 2-Ethylhexyl mercaptoacetate 6-Mercaptopurine 3-Mercaptopropionic acid Calcium thioglycolate (1'R,3'S,3S,5R,6R)-5-AMINO-2-AMINOMETHYL-6-(4,6-DIAMINO-2,3-DIHYDROXY-CYCLOHEXYLOXY)-TETRAHYDRO-PYRAN-3,4-DIOL Sodium thioglycolate 3-mercapto-L-valine hydrochloride 3-(4-acetylphenyl)-2-aminopropanoic acid hydrochloride 3-METHOXY-L-PHENYLALANINE (S)-2-AMino-3-(3-iodophenyl)propanoic acid 3-Methylphenyl-L-alanine L-3-Chlorophenylalanine L-3-Cyanophenylalanine 2-Chloro-L-phenylalanine L-2-Bromophenylalanine

  • 3-MERCAPTO-L-VALINE
  • 3-THIOL-VALINE
  • 3,3-DIMETHYL-L-CYSTEINE
  • 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
  • H-PEN-OH
  • BETA,BETA-DIMETHYL-L-CYSTEINE
  • PENICILLAMINE(L-)
  • <small>L</small>-Penicillamine
  • L-Penicillamine≥ 99.0% (Titration: anhydrous basis)
  • Penicillamine Impurity 4(L-Penicillamine)
  • (2R)-2-amino-3-methyl-3-sulfanylbutanoic acid
  • 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)
  • l-valin
  • 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%
  • L-Penicillamine&gt
  • L-Valine, 3-mercapto-
  • L-Penicillamine ISO 9001：2015 REACH
  • L-(+)-B2
  • -mercaptovaline
  • 3-Sulfanyl-L-Valine
  • -Penicillamine
  • L-PENCILLAMINE
  • <sc>L</sc>-Penicillamine
  • 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