CAS 52-67-5

(-)-Penicillamine

Description:

(-)-Penicillamine is a chelating agent and a derivative of penicillin, primarily used in the treatment of conditions such as rheumatoid arthritis and Wilson's disease, where it helps to remove excess copper from the body. It is an amino acid with a thiol group, which allows it to form complexes with metal ions, enhancing its therapeutic effects. The substance is characterized by its chiral nature, existing as a single enantiomer, which is the biologically active form. (-)-Penicillamine is typically administered orally and is known for its ability to bind to heavy metals, facilitating their excretion. It has a relatively low solubility in water and is sensitive to light and air, necessitating proper storage conditions. Common side effects may include gastrointestinal disturbances and skin reactions, and its use requires monitoring due to potential toxicity and interactions with other medications. Overall, (-)-Penicillamine plays a significant role in managing specific medical conditions through its unique chemical properties.

Formula: C₅H₁₁NO₂S

InChI: InChI=1/C5H11NO2S/c1-6(2)4(3-9)5(7)8/h4,9H,3H2,1-2H3,(H,7,8)

InChI key: InChIKey=VVNCNSJFMMFHPL-VKHMYHEASA-N

SMILES: [C@@H](C(C)(C)S)(C(O)=O)N

Synonyms:

• (-)-Penicillamine
• (2S)-2-Azaniumyl-3-methyl-3-sulfanylbutanoate
• (2S)-2-amino-3-methyl-3-sulfanylbutanoic acid
• (S)-3,3-Dimethylcysteine
• (S)-Penicillamine
• 2-Amino-3-mercapto-3-methylbutanoic acid
• 3,3-Dimethyl-D-cysteine
• 3-Mercapto-<span class="text-smallcaps">D</span>-valine
• 3-Mercapto-D-valine
• <span class="text-smallcaps">D</span>-(-)-Penicillamine
• <span class="text-smallcaps">D</span>-3-Mercaptovaline
• <span class="text-smallcaps">D</span>-Mercaptovaline
• <span class="text-smallcaps">D</span>-Penamine
• <span class="text-smallcaps">D</span>-Valine, 3-mercapto-
• Artamin
• Cuprenil
• Cuprimine
• Cupripen
• D-3-Mercaptovaline
• D-Mercaptovaline
• D-Penamine
• D-Penicillin
• D-Valine, 3-mercapto-
• D-minus-penicillamine free base
• DPA
• Depamine
• Depen
• Dimethylcysteine
• H-D-Pen-OH
• Kuprenil
• Mercaptyl
• Metalcaptase
• N,N-dimethylcysteine
• Nsc 81549
• Pendramine
• Penicilamina
• Penicillamin
• Penicillamine, D-(-)-
• Penicilllamine
• Perdolat
• Reduced <span class="text-smallcaps">D</span>-penicillamine
• Reduced D-penicillamine
• Reduced penicillamine
• Sufirtan
• Trolovol
• Valine, 3-mercapto-, <span class="text-smallcaps">D</span>-
• Valine, 3-mercapto-, D-
• β-Thiovaline
• D-(-)-Penicillamine
• D-Penicillamine
• 3-mercapto-d-valin
• D(-)-2-AMINO-3-MERCAPTO-3-METHYLBUTANOIC ACID
• DISTAMINE
• (S)-2-AMINO-3-MERCAPTO-3-METHYL-BUTYRIC ACID
• alpha-amino-beta-methyl-beta-mercaptobutyricacid
• D-BETA,BETA-DIMETHYLCYSTEINE
• (S)-Penicillamin
• D[-]-2-AMINO-3-MERCAPTO-3-METHYLBUTANOIC ACID
• 3-Sulfanylvaline
• D-BETA-MERCAPTOVALINE

D-Penicillamine

CAS: 52-67-5

Formula: C₅H₁₁NO₂S

Purity: >98.0%(T)

Color and Shape: White to Almost white powder to crystal

Molecular weight: 149.21

Ref: 3B-P0147

D-(-)-Penicillamine, 98%

CAS: 52-67-5

It is used mainly as chelating agent in heavy metal poisoning as in lead, mercury and copper poisoning. It is used in Wilson's disease. It  is used in pharmacy as chelating agent and as immunosuppressant for treating rheumatoid arthritis by reducing the number of T cells, inhibiting the macrophages,

Formula: C₅H₁₁NO₂S

Purity: 98%

Color and Shape: Powder, White to pale cream

Molecular weight: 149.21

Ref: 02-A11446

PENICILLAMINE CRS

CAS: 52-67-5

PENICILLAMINE CRS

Formula: C₅H₇NO₃

Color and Shape: Powder

Molecular weight: 129.114

Ref: 41-P0310000

Penicillamine

CAS: 52-67-5

Thioglycolic acid and mercaptocarboxylic acids

Formula: C₅H₁₁NO₂S

Color and Shape: White Off-White Powder

Molecular weight: 149.21 g/mol

Ref: 45-1501006

Penicillamine

CAS: 52-67-5

Penicillamine (Artamine), possessing antineoplastic properties, induces apoptosis by a p53-mediated mechanism and inhibits angiogenesis by chelating with copper

Formula: C₅H₁₁NO₂S

Purity: 99.69% - 99.8%

Color and Shape: Fine White Or Practically White Crystalline Powder Solid

Molecular weight: 149.21

Ref: TM-T0983

D-Penicillamine

CAS: 52-67-5

Formula: C₅H₁₁NO₂S

Purity: 98%

Color and Shape: Solid

Molecular weight: 149.2113

Ref: IN-DA0038OE

D-Penicillamine, Ph. Eur. grade

CAS: 52-67-5

Formula: C₅H₁₁NO₂S

Purity: ≤ 0.1%

Color and Shape: White or almost white crystalline powder

Molecular weight: 149.21

Ref: 7W-GA1554

Penicillamine

CAS: 52-67-5

Penicillamine

Purity: ≥98%

Molecular weight: 149.21g/mol

Ref: 54-BUP19801

D-Penicillamine

CAS: 52-67-5

Formula: C₅H₁₁NO₂S

Purity: 98.0 - 101.0 % (dried basis)

Color and Shape: White to off-white powder

Molecular weight: 149.21

Ref: 7W-GA2413

3-Thio-D-valine

CAS: 52-67-5

3-Thio-D-valine

Formula: C₅H₁₁NO₂S

Purity: 98%

Color and Shape: white solid

Molecular weight: 149.21g/mol

Ref: 54-OR18365

D-Penicillamine, USP grade

CAS: 52-67-5

Formula: C₅H₁₁NO₂S

Purity: 97.0 - 102.0 %

Color and Shape: White to off-white powder or solid

Molecular weight: 149.21

Ref: 7W-GA5612

D-Penicillamine

CAS: 52-67-5

Formula: C₅H₁₁NO₂S

Molecular weight: 149.21

Ref: 4Z-P-891

D-Penicillamine-d6

Controlled Product

CAS: 52-67-5

Applications D-Penicillamine-d6 is the isotope labelled analog of D-Penicillamine which is a Penicillin metabolite used in the treatment of Wilson’s disease, Cystinuria, Scleroderma and arsenic poisoning.
References Marti-Prats, L., et al.: Neurosci. Lett., 483, 143 (2010), Singh, A., et al.: J. Pharm. Sci., 99, 3931 (2010), Everette, J., et al.: J. Agric. Food Chem., 58, 8139 (2010),

Formula: C₅D₆H₅NO₂S

Color and Shape: Neat

Molecular weight: 155.248

Ref: TR-P223002

D-Penicillamine

CAS: 52-67-5

Applications A Penicillin metabolite used in the treatment of Wilson’s disease, Cystinuria, Scleroderma and arsenic poisoning.
References Marti-Prats, L., et al.: Neurosci. Lett., 483, 143 (2010); Singh, A., et al.: J. Pharm. Sci., 99, 3931 (2010); Everette, J., et al.: J. Agric. Food Chem., 58, 8139 (2010);

Formula: C₅H₁₁NO₂S

Color and Shape: Neat

Molecular weight: 149.21

Ref: TR-P223000

D-Penicillamine

CAS: 52-67-5

D-Penicillamine is a nonsteroidal anti-inflammatory drug that is used to treat bowel disease, including ulcerative colitis and Crohn's disease. It has also been used as a treatment for schizophrenia that is unresponsive to other treatments. D-Penicillamine binds covalently to reactive oxygen species (ROS), thereby preventing their interaction with proteins and DNA. The binding of ROS by D-penicillamine can be monitored using electrochemical impedance spectroscopy (EIS). The compound has also been shown to reduce the expression of bcl-2 protein in human cells, which may result in increased oxidative injury and rates of cell proliferation. D-Penicillamine has been shown to have therapeutic benefits for patients with primary sclerosing cholangitis, myocardial infarcts, or preparative high performance liquid chromatography (HPLC) analysis.

Formula: C₅H₁₁NO₂S

Purity: Min 97%

Color and Shape: White Powder

Molecular weight: 149.21 g/mol

Ref: 3D-FP26792

H-D-Pen-OH

CAS: 52-67-5

M06142 - H-D-Pen-OH

Formula: C₅H₁₁NO₂S

Purity: 95%

Color and Shape: Solid, White to off-white crystalline powder

Molecular weight: 149.21

Ref: 10-M06142

D-Penicillamine-d6 (Racemic)

Controlled Product

CAS: 1795786-79-6, 2714436-24-3, 52-67-5

Formula: C₅H₅D₆NO₂S

Color and Shape: Neat

Molecular weight: 155.25

Ref: TR-P223006