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CAS No 52-67-5 , (2S)-2-amino-3-methyl-3-sulfanylbutanoic acid

  • Name: (2S)-2-amino-3-methyl-3-sulfanylbutanoic acid
  • Synonyms: penicillamine; Cuprimine;D-Penicillamine;(2S)-2-amino-3-methyl-3-sulfanylbutanoic acid; Mercaptyl; 3-Mercapto-D-valine; Depen; Mercaptovaline; Cuprenil; Metalcaptase; Artamine;
  • CAS Registry Number:
  • Melting Point: 212 ºC
  • Flash Point: 106.1°C
  • Boiling Point: 251.8°Cat760mmHg
  • Density: 1.204g/cm3
  • Refractive index: -63 ° (C=1, 1mol/L NaOH)
  • Alpha: -65 º (C=5, 1M NAOH, ON DRY)
  • Water Solubility: 11.1 G/100 ML (20 ºC)
  • Safety Statements: Poison by intraperitoneal route. Moderately toxic by subcutaneous and intravenous routes. Mildly toxic by ingestion. An experimental teratogen. Human systemic effects by ingestion: agranulocytosis, dermatitis, fever, hemorrhage, increased body temperature, dermatitis, leukopenia, proteinuria, thrombocytopenia. Human teratogenic effects by an unspecified route: developmental abnormalities of the craniofacial areas, skin, and skin appendages, and body wall. Experimental reproductive effects. Questionable human carcinogen producing leukemia. Mutation data reported. Used in the treatment of rheumatoid arthritis, metal poisonings, and cystinuria. When heated to decomposition it emits very toxic fumes of NOx and SOx. See also MERCAPTANS.
  • Hazard Symbols: Xi,T,Xn
  • HS Code: 29309016
  • Flash Point: 106.1°C
  • EINECS: 200-148-8
  • Molecular Weight: 149.21134
  • InchiKey: VVNCNSJFMMFHPL-VKHMYHEASA-N
  • InChI: InChI=1S/C5H11NO2S/c1-5(2,9)3(6)4(7)8/h3,9H,6H2,1-2H3,(H,7,8)/t3-/m0/s1
  • Risk Statements: S24/25
  • Molecular Formula: C5H11NO2S
  • Molecular Structure:CAS No:52-67-5 (2S)-2-amino-3-methyl-3-sulfanylbutanoic acid
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52-67-5 D-Penicillamine

  • D-Penicillamine
  • Germany chemcube UG [Manufacturer]
  • Tel: +49 (22 08) 7 75 04 06
  • Fax: +49 (22 08) 7 75 02 30 /
    +49 (32 12) 1 00 74 76
  • Address: chemcube UG
    Salierweg 1
    53859 Niederkassel
    Germany ,Germany
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52-67-5 D-Penicillamine

  • China Chemrio International Limited [Manufacturer]
  • Tel: +86 574 2789 1268/ +86-139 5789 5864 (mobile)
  • Fax: +86 574 2789 1266
  • Address: Chemrio International Limited
    Room 611-612, Wante Business Center
    No.487 Yangmuqi Road,
    Hi-tech Park Ningbo, 315040,China ,China
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52-67-5 D(-)-Penicillamine

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52-67-5 H-D-Pen-OH

  • H-D-Pen-OH
  • United States Chem-Impex International, Inc. [Manufacturer]
  • Tel: 630 766 2112
  • Fax: 630 766 2218
  • Address: 935 Dillon Drive Wood Dale IL 60191 USA ,United States
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52-67-5 D(-)-Penicillamine

  • United States HBCChem, Inc. [Manufacturers]
  • Tel: +1-510-219-6317
  • Fax: +1-510-675-0318
  • Address: Union City,CaliforniaUnited States
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52-67-5 D-Penicillamine

  • D-Penicillamine
  • Hong kong Frapp's Pharma (Hongkong) Co.,Ltd [Manufacturer]
  • Tel: +852 8130 0917
  • Fax: +852 8130 0927
  • Address: Room 801,Mongkok Harbour Centre,638 Shanghai Street,Mongkok,Kowloon,Hongkang518001 MongkokHONG KONG Mongkok,Hong kong
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52-67-5 Penicilllamine

  • Penicilllamine
  • China Sunkingchem Pharmaceutical Co., Ltd. [Manufacturer]
  • Tel: +86-28-88007744
  • Fax: +86-28-85193812
  • Address: A-703, Gaofa Building, Jiuxing Road 6#, Hi-Tech Zone 610041, Chengdu, Sichuan, China.610041 ChengduCHINA Chengdu,China
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52-67-5 D(-)-Penicillamine

  • China Fast Pharm Co.,Ltd [Manufacturers]
  • Tel: 8602133538380
  • Fax: 86-021-32082820
  • Address: No.17#-6D. 830 Lane,Maotai Road Shanghai,SH200336,China Shanghai,ShanghaiChina
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52-67-5 D-(-)-Penicillamine, 99%

  • D-(-)-Penicillamine, 99%
  • Belgium Alkemi [Manufacturer]
  • Tel: +32 9 340 49 49
  • Fax: +32 9 340 49 47
  • Address: Poststraat, 82 B-9160 Lokeren Belgium ,Belgium
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52-67-5 D(-)-Penicillamine

  • China Shanghai Hanhong Chemical Co., Ltd. [, Manufacturer, Trading Company, Agent]
  • Tel: +86-(21)-64762736, 64531573
  • Fax: +86-(21)-54291107
  • Address: 206-209, NO.1 Building , NO.245,Jiachuan Road, Xuhui District, Shanghai, Xuhui District,ShanghaiChina
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References of (2S)-2-amino-3-methyl-3-sulfanylbutanoic acid
Title: Penicillamine
CAS Registry Number: 52-67-5
CAS Name: 3-Mercapto-D-valine
Synonyms: (S)-3,3-dimethylcysteine; a-amino-b-methyl-b-mercaptobutyric acid; DMC; b-thiovaline; D-penicillamine
Trademarks: Cuprimine (Merck & Co.); Cupripen (Rubio); Depen (Wallace Labs.); D-Penamine (Dista); Distamine (Dista); Mercaptyl (Knoll); Metalcaptase (Heyl); Reumacillin (Leiras); Sufortan (Sanfer); Trisorcin (Merckle); Trolovol (Dexo)
Molecular Formula: C5H11NO2S
Molecular Weight: 149.21
Percent Composition: C 40.25%, H 7.43%, N 9.39%, O 21.45%, S 21.49%
Literature References: Characteristic degradation product of penicillin type antibiotics. Active as copper chelating agent and as a disease modifying antirheumatic drug (DMARD). Prepn by hydrolysis of penicillins: E. P. Abraham et al., Nature 151, 107 (1943). Review of syntheses of DL-form and enantiomers: H. M. Crooks in The Chemistry of Penicillin, H. T. Clarke et al., Eds. (Princeton Univ. Press, 1949) pp 455-472; W. M. Weigert et al., Angew. Chem. Int. Ed. 14, 330 (1975). Polymorphism of D-form: J. A. G. Vidler, J. Pharm. Pharmacol. 28, 662 (1976). Toxicity data: Veis et al., Antibiotiki 14, 837 (1969). General reviews: I. A. Jaffe in Pharmacological and Biochemical Properties of Drug Substances Vol. 2, M. E. Goldberg, Ed. (Am. Pharm. Assoc., Washington, DC, 1979) pp 465-478; C. C. Chiu, L. T. Grady, Anal. Profiles Drug Subs. 10, 601-637 (1981). Review of assay methods: N. Kucharczyk, S. Shahiniam, J. Rheumatol. 8, Suppl. 7, 28-34 (1981); of metabolism and pharmacology: D. Perrett, ibid. 41-50; of clinical pharmacokinetics: D. A. Joyce, Pharmacol. Ther. 42, 405-427 (1989). Clinical trial in Wilson's disease: A. Czlonkowska et al., J. Neurol. 243, 269 (1996). Review of clinical experience in rheumatoid arthritis: R. Munro, H. A. Capell, Br. J. Rheumatol. 36, 104-109 (1997).
Properties: White or practically white, crystalline powder. mp 202-206° (Weigert). [a]D25 -63° (c = 0.1 in pyridine). Freely sol in water; slightly sol in alcohol. Insol in ether, acetone, benzene, carbon tetrachloride. LD50 in rats (mg/kg): >10000 orally, >660 i.p. (Jaffe).
Melting point: mp 202-206° (Weigert)
Optical Rotation: [a]D25 -63° (c = 0.1 in pyridine)
Toxicity data: LD50 in rats (mg/kg): >10000 orally, >660 i.p. (Jaffe)
 
Derivative Type: Hydrochloride
CAS Registry Number: 2219-30-9
Trademarks: Pemine (Lilly)
Molecular Formula: C5H11NO2S.HCl
Molecular Weight: 185.67
Percent Composition: C 32.34%, H 6.51%, N 7.54%, O 17.23%, S 17.27%, Cl 19.09%
Properties: Hygroscopic crystals, dec 177.5°. [a]D25 -63° (1N NaOH). Freely sol in water, sol in ethanol. Aq solns are comparatively stable at pH 2-4. LD50 i.v. in mice: 2289 mg/kg (Veis).
Optical Rotation: [a]D25 -63° (1N NaOH)
Toxicity data: LD50 i.v. in mice: 2289 mg/kg (Veis)
 
Derivative Type: DL-Form
CAS Registry Number: 52-66-4
Properties: Crystals, dec 201°. pK: 1.8 (carboxyl); 7.9 (a-amino); 10.5 (b-thiol). LD50 orally in rats: 365 mg/kg (Jaffe).
pKa: pK: 1.8 (carboxyl); 7.9 (a-amino); 10.5 (b-thiol)
Toxicity data: LD50 orally in rats: 365 mg/kg (Jaffe)
 
Derivative Type: DL-Form hydrochloride
CAS Registry Number: 22572-05-0
Properties: Crystals, dec 145-148°.
 
Derivative Type: L-Form
CAS Registry Number: 1113-41-3
Properties: Crystals, mp 190-194°. [a]D25 +63° (in 1N NaOH). LD50 i.p. in rats: 350 mg/kg (Jaffe).
Melting point: mp 190-194°
Optical Rotation: [a]D25 +63° (in 1N NaOH)
Toxicity data: LD50 i.p. in rats: 350 mg/kg (Jaffe)
 
Therap-Cat: Antirheumatic. Chelating agent (copper); Wilson's Disease treatment.
Keywords: Antiarthritic/Antirheumatic; Chelating Agent; Wilson's Disease Treatment.