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Substance Name: Arsphenamine [USP]
RN: 139-93-5
UNII: 8BAJ8WP85I
InChIKey: VLAXZGHHBIJLAD-UHFFFAOYSA-N

Note

  • An organoarsenic compound that was commonly used for treating SYPHILIS and other diseases.

Molecular Formula

  • C12-H12-As2-N2-O2.2Cl-H

Molecular Weight

  • 439.0046
 

Classification Codes

  • Anti-Bacterial Agents
  • Anti-Infective Agents
  • Antitreponemal Agents
  • Drug / Therapeutic Agent
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Names and Synonyms

Name of Substance

  • Arsphenamine
  • Arsphenamine [USP]

MeSH Heading

  • Arsphenamine

Synonyms

  • 3,3'-Diamino-4,4'-dihydroxyarsenobenzene dihydrochloride
  • 4,4'-(1,2-Diarsenediyl)bis(2-aminophenol) dihydrochloride
  • 606
  • Arsabenzosol
  • Arsaminol
  • Arsenobenzene, 3,3'-diamino-4,4'-dihydroxy-, dihydrochloride
  • Arsenobenzol dihydrochloride
  • Arsenphenolamine hydrochloride
  • Arsfenamin
  • Arsfenamin [Czech]
  • Arsphenamine
  • Diarsenol
  • Ehrlich 606
  • EINECS 205-386-6
  • Eparsenol
  • Kharsivan
  • Novarsol
  • NSC 3097
  • Phenarsenamine
  • Phenol, 4,4'-arsenobis(2-amino-
  • Salavarsan
  • Salvarsan
  • Sanluol
  • Six hundred six
  • Tanvarsan
  • UNII-8BAJ8WP85I
  • X 109

Systematic Names

  • 6,6'-Dihydroxy-3,3'-diarsene-1,2-diyldianilinium dichloride
  • Phenol, 4,4'-(1,2-diarsenediyl)bis(2-amino)-, dihydrochloride
  • Phenol, 4,4'-(1,2-diarsenediyl)bis(2-amino-, dihydrochloride (9CI)
  • Phenol, 4,4'-arsenobis(2-amino-, dihydrochloride

Registry Numbers

CAS Registry Number

  • 139-93-5

FDA UNII

  • 8BAJ8WP85I

System Generated Number

  • 0000139935

Molecular Formulas

Molecular Formula

  • C12-H12-As2-N2-O2.2Cl-H

Molecular Formula Fragments

  • C12-H12-As2-N2-O2
  • Cl-H
  • COMPONENT

Structure Descriptors

InChI

InChI=1S/C12H12As2N2O2.2ClH/c15-9-5-7(1-3-11(9)17)13-14-8-2-4-12(18)10(16)6-8;;/h1-6,17-18H,15-16H2;2*1H

InChIKey

VLAXZGHHBIJLAD-UHFFFAOYSA-N

Smiles

Cl.Cl.Nc1cc(ccc1O)[As]=[As]c2ccc(O)c(N)c2

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
cat LDLo intravenous 36mg/kg (36mg/kg)   Archiv fuer Experimentelle Pathologie und Pharmakologie. Vol. 72, Pg. 241, 1913.
guinea pig LDLo intraperitoneal 50mg/kg (50mg/kg)   Journal of Pharmacology and Experimental Therapeutics. Vol. 9, Pg. 354, 1917.
guinea pig LDLo subcutaneous 75mg/kg (75mg/kg)   Journal of Pharmacology and Experimental Therapeutics. Vol. 9, Pg. 354, 1917.
mouse LD50 intravenous 200mg/kg (200mg/kg)   Therapie. Vol. 2, Pg. 28, 1947.
mouse LDLo intraperitoneal 162mg/kg (162mg/kg)   Journal of Pharmacology and Experimental Therapeutics. Vol. 9, Pg. 354, 1917.
mouse LDLo oral 2gm/kg (2000mg/kg)   Journal of Pharmacology and Experimental Therapeutics. Vol. 76, Pg. 358, 1942.
mouse LDLo subcutaneous 125mg/kg (125mg/kg)   Journal of Pharmacology and Experimental Therapeutics. Vol. 9, Pg. 354, 1917.
rabbit LDLo intravenous 112mg/kg (112mg/kg)   Journal of Pharmacology and Experimental Therapeutics. Vol. 9, Pg. 354, 1917.
rat LD oral > 500mg/kg (500mg/kg)   National Academy of Sciences, National Research Council, Chemical-Biological Coordination Center, Review. Vol. 5, Pg. 12, 1953.
rat LD50 intravenous 37mg/kg (37mg/kg) LUNGS, THORAX, OR RESPIRATION: DYSPNEA Journal of Pharmacology and Experimental Therapeutics. Vol. 73, Pg. 12, 1941.
rat LDLo intraperitoneal 112mg/kg (112mg/kg)   Journal of Pharmacology and Experimental Therapeutics. Vol. 9, Pg. 354, 1917.
rat LDLo subcutaneous 175mg/kg (175mg/kg)   Journal of Pharmacology and Experimental Therapeutics. Vol. 9, Pg. 354, 1917.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 190 dec deg C   EXP
log P (octanol-water) 1.860 (none)   EST
Atmospheric OH Rate Constant 1.48E-10 cm3/molecule-sec 25 EST

Physical property data is provided to ChemIDplus by SRC, Inc.