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l-Penicillamine

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Name

l-Penicillamine

EINECS 214-203-9
CAS No. 1113-41-3 Density 1.204g/cm3
PSA 102.12000 LogP 0.80700
Solubility N/A Melting Point 206 ºC (dec.)
Formula C5H11 N O2 S Boiling Point 251.8°Cat760mmHg
Molecular Weight 149.214 Flash Point 106.1°C
Transport Information N/A Appearance N/A
Safety A poison by intraperitoneal route. Mutation data reported. When heated to decomposition it emits toxic vapors of NOx and SOx. Risk Codes R36/37/38   
Molecular Structure Molecular Structure of 1113-41-3 (L-Penicillamine) Hazard Symbols
Synonyms

Valine,3-mercapto-, L- (8CI); (+)-Penicillamine; (R)-Penicillamine; L-Penicillamine;NSC 241261

Article Data 11

l-Penicillamine Synthetic route

C5H11NO2S*C4H6O6

1113-41-3

L-penicillamine

Conditions
ConditionsYield
With triethylamine In ethanol at 20℃;95.2%
884311-05-1

N-formyl-L-penicillamine

1113-41-3

L-penicillamine

Conditions
ConditionsYield
With hydrogenchloride
2510-38-5

N-acetyl-D-penicillamine

1113-41-3

L-penicillamine

Conditions
ConditionsYield
With hydrogenchloride
54536-38-8

S-benzyl-L-penicillamine

1113-41-3

L-penicillamine

Conditions
ConditionsYield
With ammonia; sodium
71-23-8

propan-1-ol

58167-41-2

Penicillamine thiyl radical

A

1113-41-3

L-penicillamine

B

5723-77-3

1-hydroxy-propyl

Conditions
ConditionsYield
With perchloric acid In water Rate constant; Ambient temperature;
64-17-5

ethanol

58167-41-2

Penicillamine thiyl radical

A

2348-46-1

ethanol radical

B

1113-41-3

L-penicillamine

Conditions
ConditionsYield
With perchloric acid In water Rate constant; Ambient temperature;
107-21-1

ethylene glycol

58167-41-2

Penicillamine thiyl radical

A

1113-41-3

L-penicillamine

B

3250-66-6

1,2-dihydroxy-ethyl

Conditions
ConditionsYield
With perchloric acid In water Rate constant; Ambient temperature;
67-63-0

isopropyl alcohol

58167-41-2

Penicillamine thiyl radical

A

1113-41-3

L-penicillamine

B

5131-95-3

2-hydroxy-2-propyl radical

Conditions
ConditionsYield
With perchloric acid In water Rate constant; Ambient temperature;
(-)(R)-2.2.5.5-tetramethyl-3-formyl-thiazolidine-carboxylic acid-(4)

(-)(R)-2.2.5.5-tetramethyl-3-formyl-thiazolidine-carboxylic acid-(4)

1113-41-3

L-penicillamine

Conditions
ConditionsYield
With hydrogenchloride unter CO2;
107-10-8

propylamine

heptakis(2,3,6-tri-O-methyl)-β-cyclodextrin, complex with l-penicillamine

heptakis(2,3,6-tri-O-methyl)-β-cyclodextrin, complex with l-penicillamine

A

1113-41-3

L-penicillamine

B

heptakis(2,3,6-tri-O-methyl)-β-cyclodextrin, complex with n-propylamine

heptakis(2,3,6-tri-O-methyl)-β-cyclodextrin, complex with n-propylamine

Conditions
ConditionsYield
In methanol; water Kinetics;

l-Penicillamine Chemical Properties

 Molecular Structure of l-Penicillamine (CAS NO.1113-41-3):

IUPAC Name: (2R)-2-amino-3-methyl-3-sulfanylbutanoic acid
Empirical Formula: C5H11NO2
Molecular Weight: 149.2113 
Index of Refraction: 1.527 
Surface Tension: 48.1 dyne/cm 
Density: 1.204 g/cm3 
Flash Point: 106.1 °C 
Enthalpy of Vaporization: 53.85 kJ/mol 
Boiling Point: 251.8 °C at 760 mmHg 
Vapour Pressure: 0.00631 mmHg at 25°C 
Product Categories:Amino Acids ; Biochemistry ; non-Proteinorganic Amino Acids
Synonyms of l-Penicillamine (CAS NO.1113-41-3): 2-Amino-3-mercapto-3-methylbutanoic acid ; alpha-Amino-beta-methyl-beta-mercaptobutyric acid ; valine, 3-mercapto- ; (+-)-penicillamine ; 3-Mercapto-l-valine ; 3-Thiol-valine ; 3,3-Dimethyl-l-cysteine;L-beta,beta-dimethylcysteine ; L-beta-mercaptovaline ; L-(+)-penicillamine ; L-penicillamine ; L(+)-2-amino-3-mercapto-3-methylbutanoic acid  

l-Penicillamine Toxicity Data With Reference

1.    

mic-sat 5 µmol/plate

    MUREAV    Mutation Research. 224 (1989),89.
2.    

mic-sat 4 µmol/plate

    BCPCA6    Biochemical Pharmacology. 34 (1985),3725.
3.    

mic-esc 250 µLg/plate

    MUREAV    Mutation Research. 467 (2000),41.
4.    

ipr-rat LD50:350 mg/kg

    PBPSDY    Pharmacological and Biochemical Properties of Drug Substances. 2 (1979),465.

l-Penicillamine Safety Profile

A poison by intraperitoneal route. Mutation data reported. When heated to decomposition it emits toxic vapors of NOx and SOx.
Hazard Codes: IrritantXi,HarmfulXn
Risk Statements :36/37/38-40-20/21/22 
R36/37/38:Irritating to eyes, respiratory system and skin. 
R40:Limited evidence of a carcinogenic effect.
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed.
Safety Statements :26-36-22 
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 
S36:Wear suitable protective clothing. 
S22:Do not breathe dust.
 

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