L-(+)-Penicillamine

Modify Date: 2024-01-03 17:04:10

L-(+)-Penicillamine Structure
L-(+)-Penicillamine structure
Common Name L-(+)-Penicillamine
CAS Number 52-66-4 Molecular Weight 149.211
Density 1.2±0.1 g/cm3 Boiling Point 251.8±35.0 °C at 760 mmHg
Molecular Formula C5H11NO2S Melting Point 208-212ºC
MSDS Chinese USA Flash Point 106.1±25.9 °C
Symbol GHS07
GHS07
Signal Word Warning

 Use of L-(+)-Penicillamine


DL-Penicillamine [(±)-Penicillamine] is a copper chelating agent. DL-Penicillamine has antidotal effects in thallotoxicosis rats when co-treated with Prussian blue (HY-106594A). DL-Penicillamine can cause pyridoxine deficiency and then induce optic axial neuritis. DL-Penicillamine can also depress primary immune response[1][2][3].

 Names

Name penicillamine
Synonym More Synonyms

 L-(+)-Penicillamine Biological Activity

Description DL-Penicillamine [(±)-Penicillamine] is a copper chelating agent. DL-Penicillamine has antidotal effects in thallotoxicosis rats when co-treated with Prussian blue (HY-106594A). DL-Penicillamine can cause pyridoxine deficiency and then induce optic axial neuritis. DL-Penicillamine can also depress primary immune response[1][2][3].
Related Catalog
In Vivo DL-Penicillamine (25 mg/kg; i.p.; twice daily, for 5 days) has antidotal effects in thallotoxicosis rats when co-treated with Prussian blue (HY-106594A)[2]. Animal Model: Male Wistar rats, NIH strain (intoxicated by i.p. injection of 32 mg/kg thallium (I) acetate)[2] Dosage: 25 mg/kg Administration: i.p.; twice daily, for 5 days Result: Decreased slightly the thallium content in blood, organs and brain. Increased the probability survival when co-treated with Prussian blue (50 mg/kg; p.o.).

 Chemical & Physical Properties

Density 1.2±0.1 g/cm3
Boiling Point 251.8±35.0 °C at 760 mmHg
Melting Point 208-212ºC
Molecular Formula C5H11NO2S
Molecular Weight 149.211
Flash Point 106.1±25.9 °C
Exact Mass 149.051056
PSA 102.12000
LogP 0.93
Vapour Pressure 0.0±1.1 mmHg at 25°C
Index of Refraction 1.528
Storage condition 2-8°C

 Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
YV9445000
CHEMICAL NAME :
Valine, 3-mercapto-, DL-
CAS REGISTRY NUMBER :
52-66-4
BEILSTEIN REFERENCE NO. :
2039817
LAST UPDATED :
199709
DATA ITEMS CITED :
5
MOLECULAR FORMULA :
C5-H11-N-O2-S
MOLECULAR WEIGHT :
149.23
WISWESSER LINE NOTATION :
QVYZX1&1&SH

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
365 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
209 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
358 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value

MUTATION DATA

TYPE OF TEST :
Phage inhibition capacity
TEST SYSTEM :
Bacteria - Escherichia coli
DOSE/DURATION :
100 mg/L
REFERENCE :
APMBAY Applied Microbiology. (Washington, DC) V.1-30, 1953-75. For publisher information, see AEMIDF. Volume(issue)/page/year: 12,234,1964 *** REVIEWS *** TOXICOLOGY REVIEW PBPSDY Pharmacological and Biochemical Properties of Drug Substances. (American Pharmaceutical Assoc., 2215 Constitution Ave., NW, Washington, DC 20037) V.1- 1977- Volume(issue)/page/year: 2,465,1979

 Safety Information

Symbol GHS07
GHS07
Signal Word Warning
Hazard Statements H302-H315-H319-H335
Precautionary Statements P261-P305 + P351 + P338
Personal Protective Equipment dust mask type N95 (US);Eyeshields;Faceshields;Gloves
Hazard Codes Xn:Harmful;
Risk Phrases R22
Safety Phrases S26;S36
RIDADR NONH for all modes of transport
WGK Germany 3
RTECS YV9445000
HS Code 2930909090

 Synthetic Route

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L-(+)-Penicillamine Structure

L-(+)-Penicillamine

CAS#:52-66-4

Literature: Nakajima, Suanne; Zhenwei, Miao; Sun, Ying; Tang, Datong; Xu, Guoyou; Porter, Brian; Or, Yat Sun; Wang, Zhe Patent: US2004/266668 A1, 2004 ; Location in patent: Page/Page column 56 ;

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L-(+)-Penicillamine Structure

L-(+)-Penicillamine

CAS#:52-66-4

Literature: Tatsuoka; Miyamoto Yakugaku Zasshi, 1949 , vol. 69, p. 294,297 Chem.Abstr., 1950 , p. 2513 Full Text Show Details Leach; Hunter Biochemical Preparations, 1953 , vol. 3, p. 111,114 Anm. 7 Full Text Show Details Crooks Chem.Penicillin, , S. 466

~%

L-(+)-Penicillamine Structure

L-(+)-Penicillamine

CAS#:52-66-4

Literature: Tatsuoka; Miyamoto Yakugaku Zasshi, 1949 , vol. 69, p. 294,297 Chem.Abstr., 1950 , p. 2513

~%

L-(+)-Penicillamine Structure

L-(+)-Penicillamine

CAS#:52-66-4

Literature: Munro, Andrew P.; Williams, D. Lyn H. Journal of the Chemical Society. Perkin Transactions 2, 2000 , # 9 p. 1794 - 1797

~%

L-(+)-Penicillamine Structure

L-(+)-Penicillamine

CAS#:52-66-4

Literature: Kessler, David P.; Ghebre-Sellassie, Isaac; Knevel, Adelbert M.; Hem, Stanley L. Journal of the Chemical Society, Perkin Transactions 2: Physical Organic Chemistry (1972-1999), 1981 , p. 1247 - 1251

~%

L-(+)-Penicillamine Structure

L-(+)-Penicillamine

CAS#:52-66-4

Literature: Schaefer, K.; Asmus, K.-D. Journal of Physical Chemistry, 1981 , vol. 85, # 7 p. 852 - 855

~%

L-(+)-Penicillamine Structure

L-(+)-Penicillamine

CAS#:52-66-4

Literature: Merck and Co. Inc. Patent: US2516240 , 1946 ;

~%

L-(+)-Penicillamine Structure

L-(+)-Penicillamine

CAS#:52-66-4

Literature: Holmes, Anthony J.; Williams, D. Lyn H. Journal of the Chemical Society. Perkin Transactions 2, 2000 , # 8 p. 1639 - 1644

~%

L-(+)-Penicillamine Structure

L-(+)-Penicillamine

CAS#:52-66-4

Literature: Surdhar, Parminder S.; Mezyk, Stephen P.; Armstrong, David A. Journal of Physical Chemistry, 1989 , vol. 93, # 8 p. 3360 - 3363

 Customs

HS Code 2930909090
Summary 2930909090. other organo-sulphur compounds. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:30.0%

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 Synonyms

2-Amino-3-mercapto-3-methylbutanoic acid
3-mercapto-L-valine
3-Sulfanyl-L-valine
EINECS 200-147-2
L-Penicillamine
DL-β,β-Dimethylcysteine
(R)-penicillamine
DL-β-Mercaptovaline
DL-Penicillamine
DL-Beta,Beta-Dimethylcysteine
DL-.β.-Mercaptovaline
(2R)-2-amino-3-mercapto-3-methyl-butyric acid
(2R)-2-amino-3-mercapto-3-methylbutanoic acid
MFCD00004856
L-Valine, 3-mercapto-
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