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=1S/C5H11NO2S/c1-5(2,9)3(6)4(7)8/h3,9H,6H2,1-2H3,(H,7,8)/t3-/m0/s1
InChI key:InChIKey=VVNCNSJFMMFHPL-VKHMYHEASA-N
SMILES:O=C(O)C(N)C(S)(C)C
- 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
- See more synonyms
- <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