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Substance Name: Sulfadoxine [USAN:USP:INN:BAN:JAN]
RN: 2447-57-6
UNII: 88463U4SM5
InChIKey: PJSFRIWCGOHTNF-UHFFFAOYSA-N

Note

  • A long acting sulfonamide that is used, usually in combination with other drugs, for respiratory, urinary tract, and malarial infections.

Molecular Formula

  • C12-H14-N4-O4-S

Molecular Weight

  • 310.3326
 

Classification Codes

  • Anti-Infective Agents
  • Anti-Infective Agents, Urinary
  • Antibacterial
  • Antimalarials
  • Antiparasitic Agents
  • Antiprotozoal Agents
  • Drug / Therapeutic Agent
  • Renal Agents
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Names and Synonyms

Name of Substance

  • Sulfadoxine
  • Sulfadoxine [USAN:USP:INN:BAN:JAN]

MeSH Heading

  • Sulfadoxine

Synonyms

  • 4-Amino-N-(5,6-dimethoxy-4-pyrimidinyl)benzenesulfonamide
  • 4-Sulfanilamido-5,6-dimethoxypyrimidine
  • 5-25-13-00306 (Beilstein Handbook Reference)
  • 6-(4-Aminobenzenesulfonamido)-4,5-dimethoxypyrimidine
  • BRN 0625453
  • EINECS 219-504-9
  • Fanasil
  • Fanzil
  • N'-(5,6-Dimethoxy-4-pyrimidyl)sulfanilamide
  • N(sup 1)-(5,6-Dimethoxy-4-pyrimidinyl)sulfanilamide
  • N1-(5,6-Dimethoxy-4-pyrimidinyl)sulfanilamide
  • Ro 4-4393
  • Solfadossina
  • Solfadossina [DCIT]
  • Sulfadoxina
  • Sulfadoxina [INN-Spanish]
  • Sulfadoxine
  • Sulfadoxinum
  • Sulfadoxinum [INN-Latin]
  • Sulforthomidine
  • Sulphadoxine
  • Sulphormethoxine
  • UNII-88463U4SM5
  • WR 4873

Systematic Names

  • Benzenesulfonamide, 4-amino-N-(5,6-dimethoxy-4-pyrimidinyl)-
  • Sulfadoxine

Mixture Name

  • Fansidar

Registry Numbers

CAS Registry Number

  • 2447-57-6

FDA UNII

  • 88463U4SM5

System Generated Number

  • 0002447576

Structure Descriptors

InChI

1S/C12H14N4O4S/c1-19-10-11(14-7-15-12(10)20-2)16-21(17,18)9-5-3-8(13)4-6-9/h3-7H,13H2,1-2H3,(H,14,15,16)

InChIKey

PJSFRIWCGOHTNF-UHFFFAOYSA-N

Smiles

c1(c(c(ncn1)OC)OC)NS(c1ccc(N)cc1)(=O)=O

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
dog LDLo intravenous 60mg/kg (60mg/kg) VASCULAR: BP LOWERING NOT CHARACTERIZED IN AUTONOMIC SECTION Chemotherapy Vol. 14, Pg. 37, 1969.
mouse LD50 intraperitoneal 2900mg/kg (2900mg/kg)   Chemotherapy Vol. 14, Pg. 195, 1969.
mouse LD50 oral 5200mg/kg (5200mg/kg)   Chemotherapy Vol. 14, Pg. 195, 1969.
mouse LD50 subcutaneous 2900mg/kg (2900mg/kg)   Chemotherapy Vol. 14, Pg. 195, 1969.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 190-194 deg C   EXP
log P (octanol-water) 0.7 (none)   EXP
Water Solubility 2700 mg/L 25 EST
Vapor Pressure 1.59E-09 mm Hg 25 EST
Henry's Law Constant 1.42E-15 atm-m3/mole 25 EST
Atmospheric OH Rate Constant 2.83E-11 cm3/molecule-sec 25 EST

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