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59-53-0

59-53-0 Structure

59-53-0 Structure
IdentificationBack Directory
[Name]

N-ACETYL-DL-PENICILLAMINE
[CAS]

59-53-0
[Synonyms]

usafhj-2
N-ACETYL PENICILLAMINE
N-Acetyl-DL-penicilamine
N-ACETYL-3-MERCAPTOVALINE
N-ACETYL-DL-PENICILLAMINE
ACETYL-DL-PENICILLAMINE, N-
N-Acetyl-DL-penicillamine,98%
N-ACETYL-DL-PENICILLAMINE 98%
N-acetyl-3-mercapto-,DL-Valine
ACETYL-DL-PENICILLAMINE, N-(RG)(CALL)
N-Acetyl-DL-penicillamine hemihydarate
2-acetamido-3-methyl-3-sulfanylbutanoic acid
rac-(R*)-2-(Acetylamino)-3-mercapto-3-methylbutanoic acid
N-Acetyl-3,3-dimethyl-DL-cysteine~N-Acetyl-3-mercapto-DL-valine
N-Acetyl-D-penicillamine;N-Acetyl-3-mercapto-D-valine;N-Acetylpenicillamine
[EINECS(EC#)]

200-434-2
[Molecular Formula]

C7H13NO3S
[MDL Number]

MFCD00004855
[MOL File]

59-53-0.mol
[Molecular Weight]

191.25
Chemical PropertiesBack Directory
[Appearance]

White crystalline powder
[Melting point ]

186-189 °C (dec.)(lit.)
[density ]

1.2684 (rough estimate)
[refractive index ]

1.6370 (estimate)
[storage temp. ]

2-8°C
[solubility ]

DMF: 30 mg/ml,DMSO: 30 mg/ml,DMSO:PBS (pH 7.2) (1:7): 0.12 mg/ml,Ethanol: 5 mg/ml
[form ]

A crystalline solid
[pka]

pK1: 9.90 (30°C)
Hazard InformationBack Directory
[Chemical Properties]

White crystalline powder
[Uses]

2-(acetylamino)-3-mercapto-3-methylbutanoic acid is an amino acid derivative.
[Purification Methods]

Both forms are recrystallised from hot H2O. A pure sample of the D-form is obtained after five recrystallisations. [Crooks in The Chemistry of Penicillin Clarke, Johnson and Robinson eds, Princeton University Press, 470 1949, Review: Chain et al. Antibiotics (Oxford University Press) 2 1949, Beilstein 4 III 1662.]
Safety DataBack Directory
[Safety Statements ]

22-24/25
[WGK Germany ]

3
[RTECS ]

YV9380000
[F ]

10-23
Raw materials And Preparation ProductsBack Directory
[Raw materials]

Valine, 3-mercapto-, methyl ester-->4-Thiazolecarboxylic acid, 4,5-dihydro-2,5,5-trimethyl--->2-acetamido-3-methyl-3-(nitrososulfanyl)butanoic acid-->DL-PENICILLAMINE-->Acetic anhydride
[Preparation Products]

(R)-2-Amino-3-mercapto-3-methylbutanoic acid-->N-ACETYL-3-MERCAPTO-D-VALINE
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