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Substance Name: Neoarsphenamine [INN:NF]
RN: 457-60-3
UNII: O7K7R0O4BG
InChIKey: CXFGBOZIEIIEIH-UHFFFAOYSA-M

Note

  • Very toxic former antisyphilitic agent still used occasionally for infections, including those in animals; it produces skin sensitization & has become a tool in the study of immunologic tolerance as a hapten.

Molecular Formula

  • C13-H14-As2-N2-O4-S.Na

Molecular Weight

  • 466.1557
 

Classification Codes

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

Name of Substance

  • Neoarsphenamine
  • Neoarsphenamine [INN:NF]

Synonyms

  • ((5-(3-Amino-4-hydroxyphenyl)arseno)-2-hydroxyanilino)methanol sulfoxylate sodium
  • 3,3'-Diamino-4,4'-dihydroxyarsenobenzenemethylenesulfoxylate sodium
  • AI3-14551
  • Arsevan
  • Arsphenamine methylenesulfoxylic acid sodium salt
  • Collunovar
  • EINECS 207-273-7
  • Miarsenol
  • Neo-gargarol liquidum
  • Neo-I.C.I.
  • Neoarsfenamin
  • Neoarsfenamin [Czech]
  • Neoarsfenamina
  • Neoarsfenamina [DCIT]
  • Neoarsoluin
  • Neoarsphenamine
  • Neoarsphenaminum
  • Neoarsphenaminum [INN-Latin]
  • Neosalvarsan
  • Novarsenobenzol
  • Novarsenobillon
  • Novarsenol
  • Novarsenolum
  • UNII-O7K7R0O4BG

Systematic Names

  • Neoarsphenamine
  • Sodium 3,3'-diamino-4,4'-dihydroxyarsenobenzene-N-formaldehydesulfoxylate
  • Sulfoxylic acid, mono(((5-((3-amino-4-hydroxyphenyl)diarsenyl)-2-hydroxyphenyl)amino)methyl) ester, monosodium salt

Registry Numbers

CAS Registry Number

  • 457-60-3

FDA UNII

  • O7K7R0O4BG

System Generated Number

  • 0000457603

Molecular Formulas

Molecular Formula

  • C13-H14-As2-N2-O4-S.Na

Molecular Formula Fragments

  • C13-H14-As2-N2-O4-S
  • COMPONENT
  • Na

Structure Descriptors

InChI

1S/C13H14As2N2O4S.Na/c16-10-5-8(1-3-12(10)18)14-15-9-2-4-13(19)11(6-9)17-7-21-22-20;/h1-6,17-20H,7,16H2;/q;+1/p-1

InChIKey

CXFGBOZIEIIEIH-UHFFFAOYSA-M

Smiles

c1cc(c(cc1/[As]=[As]\c2ccc(c(c2)NCOS[O-])O)N)O.[Na+]

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
guinea pig LDLo intraperitoneal 75mg/kg (75mg/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 370mg/kg (370mg/kg)   Therapie. Vol. 2, Pg. 28, 1947.
mouse LDLo intraperitoneal 75mg/kg (75mg/kg)   Journal of Pharmacology and Experimental Therapeutics. Vol. 9, Pg. 354, 1917.
mouse LDLo subcutaneous 100mg/kg (100mg/kg)   Journal of Pharmacology and Experimental Therapeutics. Vol. 9, Pg. 354, 1917.
rabbit LDLo intravenous 150mg/kg (150mg/kg)   Journal of Pharmacology and Experimental Therapeutics. Vol. 9, Pg. 354, 1917.
rat LD50 intravenous 318mg/kg (318mg/kg) LUNGS, THORAX, OR RESPIRATION: DYSPNEA Journal of Pharmacology and Experimental Therapeutics. Vol. 73, Pg. 12, 1941.
rat LDLo intraperitoneal 50mg/kg (50mg/kg)   Journal of Pharmacology and Experimental Therapeutics. Vol. 9, Pg. 354, 1917.
rat LDLo subcutaneous 75mg/kg (75mg/kg)   Journal of Pharmacology and Experimental Therapeutics. Vol. 9, Pg. 354, 1917.