Skip to main content

Penicillamine

ADVERTISEMENT
Identification
Molecular formula
C5H11NO2S
CAS number
52-67-5
IUPAC name
2-acetamido-3-methyl-3-sulfanyl-butanoic acid
State
State

Penicillamine is typically in a solid state at room temperature. It is stable under normal conditions but should be kept in a dry place to prevent degradation.

Melting point (Celsius)
206.00
Melting point (Kelvin)
479.00
Boiling point (Celsius)
257.50
Boiling point (Kelvin)
530.60
General information
Molecular weight
149.21g/mol
Molar mass
149.2110g/mol
Density
1.3960g/cm3
Appearence

Penicillamine appears as a white or off-white crystalline powder. It is odorless and is known for its use as a drug, particularly in the treatment of rheumatoid arthritis and Wilson's disease.

Comment on solubility

Solubility of 2-acetamido-3-methyl-3-sulfanyl-butanoic acid

The solubility of 2-acetamido-3-methyl-3-sulfanyl-butanoic acid can be influenced by various factors, including polarity, molecular structure, and the nature of the solvent employed. This compound, with its unique functional groups, presents interesting characteristics:

  • Polarity: The presence of both an amino group and a carboxylic acid suggests that the compound is polar, which generally enhances solubility in polar solvents such as water.
  • Functional Groups: The acetamido and sulfanyl groups could provide additional interactions (like hydrogen bonding) in solution, potentially increasing solubility.
  • Hydrophobic Characteristics: The methyl group contributes to hydrophobicity, which may limit solubility in highly polar solvents.

In practical terms, it is likely that this compound would display a moderate level of solubility in aqueous solutions, likely dissolving better at elevated temperatures or with the addition of organic solvents that can facilitate interactions with both the polar and non-polar regions of the molecule.

Overall, when assessing solubility, one must consider these varied factors, as the interplay between them can lead to quite different solubility behaviors under different conditions. Thus, “the whole is greater than the sum of its parts” is an apt description of how these molecular characteristics affect solubility!

Interesting facts

Interesting Facts about 2-Acetamido-3-methyl-3-sulfanyl-butanoic Acid

2-Acetamido-3-methyl-3-sulfanyl-butanoic acid is a fascinating compound primarily due to its structural and functional diversity. Here are some intriguing aspects:

  • Amino Acids Connection: This compound bears resemblance to amino acids, specifically how it incorporates both amide and thiol groups within its structure. These functional groups are essential in various biochemical processes.
  • Biological Roles: Compounds similar in structure are often involved in metabolic pathways. The presence of both amide and thiol functionalities can hint at its potential roles as a metabolite or its involvement in protein synthesis.
  • Sulfur Chemistry: The thio group (–SH) opens doors to unique reactivity. Sulfur-containing compounds are known for their biological significance. They often participate in redox reactions, which can be crucial in cellular functions.
  • Research Potential: Due to its unique properties, this compound could be a candidate for pharmaceutical research, particularly in drug design targeting metabolic disorders or conditions that involve amino acid metabolism.
  • Structural Variants: Scientists often explore derivatives of such compounds to enhance their efficacy. Modifying the acetamido or methyl groups may lead to interesting analogs with varied biological activities.
  • Trivia: The name of the compound itself reflects its complex structure. As one breaks down the nomenclature, it provides insight into how the compound is constructed, showcasing how chemistry can convey information through terminology.

Overall, 2-acetamido-3-methyl-3-sulfanyl-butanoic acid serves as an example of the intricate relationship between structure and function in chemical compounds. Its diverse functionalities not only contribute to its potential applications in research but also highlight the beauty of chemistry in understanding life’s molecular architecture.

Synonyms
N-Acetyl-3-mercapto-DL-valine
N-Acetyl-dl-penicillamine
59-53-0
2-acetamido-3-methyl-3-sulfanylbutanoic acid
2-acetamido-3-methyl-3-sulfanyl-butanoic acid
USAF HJ-2
N-Acetyl-D,L-penicillamine
DL-Valine, N-acetyl-3-mercapto-
2-Acetamido-3-mercapto-3-methylbutanoic acid
MFCD00004855
8WNQ1H4H9T
NSC-28039
NSC-92752
Valine, N-acetyl-3-mercapto-, DL-
90580-84-0
DL-N-acetylpenicillamine
N-ACETYL PENICILLAMINE
N-Acetyl-3-sulfanylvaline #
Valine, N-acetyl-3-mercapto-
2-(acetylamino)-3-mercapto-3-methylbutanoic acid
UNII-8WNQ1H4H9T
EINECS 200-434-2
BRN 2327356
N-Acetyl-3-sulfanylvaline
CHEMBL1225
SCHEMBL521764
orb1692262
DTXSID90870390
N-ACETYLPENICILLAMINE [MI]
N-ACETYLPENICILLAMINE, DL-
NSC28039
NSC92752
NSC 28039
NSC 92752
AKOS002434089
AKOS016901002
HY-W060216
SB74492
N-ACETYLPENICILLAMINE, (+/-)-
AS-11387
FA158666
DB-255602
CS-0052070
NS00014886
NS00085928
ST50308143
EN300-39455
P18093
2-(acetylamino)-3-methyl-3-sulfanylbutanoic acid
Q27271126
Z239134016