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L-Penicillamine

L-Penicillamine structure

CAS No:
1113-41-3
Formula:
C5H11NO2S
Chemical Name:
L-Penicillamine
Synonyms:
L-Valine,3-mercapto-;Valine,3-mercapto-,L-;3-Mercapto-L-valine;L-Penicillamine;(R)-Penicillamine;(+)-Penicillamine;NSC 241261;(R)-2-Amino-3-mercapto-3-methylbutanoic acid;(2R)-2-Amino-3-methyl-3-sulfanylbutanoic acid;16414-53-2;73706-37-3
Categories:
Pharmaceutical Intermediates > Heterocyclic Compound

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Description

white to almost white crystalline powderChEBI: The L-enantiomer of penicillamine.

L-penicillamine is the L-enantiomer of penicillamine. It is an enantiomer of a D-penicillamine.

L-Penicillamine Basic Attributes

Molecular Weight：

149.21

Exact Mass：

149.21

EC Number：

214-203-9

UNII：

NO1YIB7OIG

NSC Number：

757265

HScode：

29309090

Characteristics

PSA：

102.12000

XLogP3：

0.93

Density：

1.113 (estimate)

Melting Point：

190-194 °C

Boiling Point：

251.8±35.0 °C(Predicted)

Flash Point：

106.1±25.9 °C

Refractive Index：

63 ° (C=1, 1mol/L NaOH)

Storage Conditions：

Store at RT.

Vapor Pressure：

0.00631mmHg at 25°C

Toxicity：

LD50 i.p. in rats: 350 mg/kg (Jaffe)

Safety Information

Transport codes：

NONH for all modes of transport

wgk germany：

hazard class code：

R36/37/38

safety instructions：

26-36-22-24/25

RTECS Number：

YV9445500

Marks：

Xi,Xn

Precautionary statement(s)：

P261-P305 + P351 + P338

Hazard Statements：

H315-H319-H335

GHS Classification：

|Warning|H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]|P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, and P501|Aggregated GHS information provided by 47 companies from 4 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

L-Penicillamine Use and Manufacturing

As a Penicillin metabolite, L-Penicillamine can be used in the treatment of Wilson’s disease, Cystinuria, Scleroderma and arsenic poisoning. The mechanism of action of penicillamine is unknown, but some evidence suggests that it may involve the inhibition of angiogenesis, synovial fibroblast proliferation, or transcriptional activation. Because penicillamine can chelate copper and promote its excretion, it is used to treat Wilson’s disease (hepatolenticular degeneration) and has also bee

Computed Properties

Molecular Weight:149.21
XLogP3:-1.8
Hydrogen Bond Donor Count:3
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:2
Exact Mass:149.05104977
Monoisotopic Mass:149.05104977
Topological Polar Surface Area:64.3
Heavy Atom Count:9
Complexity:124
Defined Atom Stereocenter Count:1
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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