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Substance Name: Sulfalene [USAN:INN]
RN: 152-47-6
UNII: T6BL4ZC15G
InChIKey: KXRZBTAEDBELFD-UHFFFAOYSA-N

Note

  • Long-acting plasma-bound sulfonamide used for respiratory and urinary tract infections and also for malaria.

Molecular Formula

  • C11-H12-N4-O3-S

Molecular Weight

  • 280.3068
 

Classification Codes

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

Name of Substance

  • Sulfalene
  • Sulfalene [USAN:INN]

MeSH Heading

  • Sulfalene

Synonyms

  • 2-(p-Aminobenzenesulfanamide)-3-methoxypyrazine
  • 2-(p-Aminobenzenesulfonamido)-3-methoxypyrazine
  • 2-Methoxy-3-sulfanilamidopyrazine
  • 2-Sulfanilamide 3-methoxy-pyrazine
  • 2-Sulfanilamido-3-methoxypyrazine
  • 3-Methoxy-2-sulfanilamidopyrazine
  • 3-Methoxy-2-sulfapyrazine
  • 3-Methoxypyrazine sulfanilamide
  • 4-Amino-N-(3-methoxypyrazinyl)benzenesulfonamide
  • 5-25-12-00574 (Beilstein Handbook Reference)
  • AS 18908
  • Benzenesulfonamide, 4-amino-N-(3-methoxypyrazinyl)-
  • BRN 0622512
  • Dalysep
  • EINECS 205-804-7
  • F.I. 5978
  • Farmitalia 204/122
  • FI 5978
  • Kelfizin
  • Kelfizina
  • Kelfizine
  • Kelfizine W
  • Longum
  • N(sup 1)-(3-Methoxy-2-pyrazinyl)sulfanilamide
  • N(sup 1)-(3-Methoxypyrazinyl)sulfanilamide
  • N(sup1)-(3-Methoxy-2-pyrazinyl)sulfanilamide
  • N(sup1)-(3-Methoxypyrazinyl)sulfanilamide
  • N1-(3-Methoxypyrazinyl)sulfanilamide
  • NSC 110433
  • NSC-110433
  • Polycidal
  • Pyrazine, 2-sulfanilamido-3-methoxy-
  • SMP
  • SMP2
  • Solfametopirazina
  • Solfametopirazina [DCIT]
  • Sulfalen
  • Sulfalene
  • Sulfaleno
  • Sulfaleno [INN-Spanish]
  • Sulfalenum
  • Sulfalenum [INN-Latin]
  • Sulfamethopyrazine
  • Sulfamethoxypyrazine
  • Sulfametopyrazine
  • Sulfanilamide, N'-(3-methoxypyrazinyl)-
  • Sulfanilamide, N(sup 1)-(3-methoxy-2-pyrazinyl)-
  • Sulfanilamide, N(sup 1)-(3-methoxypyrazinyl)-
  • Sulfapyrazinemethoxine
  • Sulfapyrazinemethoxyine
  • Sulfapyrazinemethoxyne
  • UNII-T6BL4ZC15G
  • WR 4629

Systematic Names

  • Benzenesulfonamide, 4-amino-N-(3-methoxypyrazinyl)-
  • Sulfalene
  • Sulfanilamide, N(sup 1)-(3-methoxypyrazinyl)-
  • Sulfanilamide, N1-(3-methoxypyrazinyl)- (8CI)

Registry Numbers

CAS Registry Number

  • 152-47-6

FDA UNII

  • T6BL4ZC15G

System Generated Number

  • 0000152476

Structure Descriptors

InChI

1S/C11H12N4O3S/c1-18-11-10(13-6-7-14-11)15-19(16,17)9-4-2-8(12)3-5-9/h2-7H,12H2,1H3,(H,13,15)

InChIKey

KXRZBTAEDBELFD-UHFFFAOYSA-N

Smiles

COc1c(nccn1)NS(=O)(=O)c2ccc(cc2)N

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
dog LDLo intravenous 132mg/kg (132mg/kg) VASCULAR: BP LOWERING NOT CHARACTERIZED IN AUTONOMIC SECTION Chemotherapy Vol. 14, Pg. 37, 1969.
mouse LD50 intravenous 893mg/kg (893mg/kg)   Archives Internationales de Pharmacodynamie et de Therapie. Vol. 127, Pg. 58, 1960.
mouse LD50 oral 1292mg/kg (1292mg/kg)   Archives Internationales de Pharmacodynamie et de Therapie. Vol. 127, Pg. 58, 1960.
mouse LD50 subcutaneous 1590mg/kg (1590mg/kg)   Drugs in Japan Vol. 6, Pg. 390, 1982.
rat LD50 intravenous 1790mg/kg (1790mg/kg)   Drugs in Japan Vol. 6, Pg. 390, 1982.
rat LD50 oral 2739mg/kg (2739mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 11, Pg. 459, 1961.
rat LD50 subcutaneous 2120mg/kg (2120mg/kg)   Drugs in Japan Vol. 6, Pg. 390, 1982.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 176 deg C   EXP
log P (octanol-water) 0.7 (none)   EXP
Water Solubility 4030 mg/L 25 EST
Vapor Pressure 8.35E-09 mm Hg 25 EST
Henry's Law Constant 2.41E-14 atm-m3/mole 25 EST
Atmospheric OH Rate Constant 2.82E-11 cm3/molecule-sec 25 EST

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