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Substance Name: Sulfisoxazole [USP:JAN]
RN: 127-69-5
UNII: 740T4C525W
InChIKey: NHUHCSRWZMLRLA-UHFFFAOYSA-N

Note

  • A short-acting sulfonamide antibacterial with activity against a wide range of gram- negative and gram-positive organisms.

Molecular Formula

  • C11-H13-N3-O3-S

Molecular Weight

  • 267.3077
 

Classification Codes

Classification Codes

  • Anti-Infective Agents
  • Antibacterial
  • Drug / Therapeutic Agent
  • Mutation Data
  • Reproductive Effect
  • Tumor Data

Superlist Classification Code

  • Overall Carcinogenic Evaluation: Group 3

Names and Synonyms

Name of Substance

  • Sulfafurazole [INN]
  • Sulfisoxazole
  • Sulfisoxazole [USP:JAN]

MeSH Heading

  • Sulfisoxazole

Synonyms

  • 3,4-Dimethyl-5-sulfanilamidoisoxazole
  • 3,4-Dimethyl-5-sulfonamidoisoxazole
  • 3,4-Dimethyl-5-sulphanilamidoisoxazole
  • 3,4-Dimethyl-5-sulphonamidoisoxazole
  • 3,4-Dimethylisoxazole-5-sulfanilamide
  • 3,4-Dimethylisoxazole-5-sulphanilamide
  • 4-27-00-04747 (Beilstein Handbook Reference)
  • 4-Amino-N-(3,4-dimethyl-5-isoxazolyl)benzenesulphonamide
  • 5-(4-Aminophenylsulfonamido)-3,4-dimethylisoxazole
  • 5-(p-Aminobenzenesulfonamido)-3,4-dimethylisoxazole
  • 5-(p-Aminobenzenesulphonamido)-3,4-dimethylisoxazole
  • 5-Sulfanilamido-3,4-dimethylisoxazole
  • 5-Sulphanilamido-3,4-dimethyl-isoxazole
  • Accuzole
  • AI3-24003
  • Alphazole
  • Amidoxal
  • Azo Gantrisin
  • Benzenesulfonamide, 4-amino-N-(3,4-dimethyl-5-isoxazolyl)-
  • BRN 0263871
  • CCRIS 568
  • Chemouag
  • Cosoxazole
  • Dorsulfan
  • Dorsulfan warthausen
  • EINECS 204-858-9
  • Entusil
  • Entusul
  • Gantrisin
  • Gantrisine
  • Gantrisona
  • Gantrosan
  • HSDB 797
  • Isoxamin
  • J-Sul
  • Koro-sulf
  • N'-(3,4)Dimethylisoxazol-5-yl-sulphanilamide
  • N(sup 1)-(3,4-Dimethyl-5-isoxazolyl)sulfanilamide
  • N(sup 1)-(3,4-Dimethyl-5-isoxazolyl)sulphanilamide
  • N(sup1)-(3,4-Dimethyl-5-isoxazolyl)sulfanilamide
  • N1-(3,4-Dimethyl-5-isoxazolyl)sulfanilamide
  • NCI-C50022
  • Neazolin
  • Neoxazol
  • Norilgan-S
  • Novazolo
  • Novosaxazole
  • NSC 13120
  • NSC 683536
  • NU 445
  • Pancid
  • Renosulfan
  • Roxosul
  • Roxosul tablets
  • Saxosozine
  • sk-Soxazole
  • Sodizole
  • Solfafurazolo
  • Solfafurazolo [DCIT]
  • Sosol
  • Soxamide
  • Soxazole
  • Soxisol
  • Soxitabs
  • Soxo
  • Soxomide
  • Stansin
  • Sulbio
  • Sulfadimethylisoxazole
  • Sulfafurazol
  • Sulfafurazole
  • Sulfafurazolum
  • Sulfafurazolum [INN-Latin]
  • Sulfagan
  • Sulfaisoxazole
  • Sulfalar
  • Sulfapolar
  • Sulfasol
  • Sulfazin
  • Sulfazin (VAN)
  • Sulfisin
  • Sulfisoxasole
  • Sulfisoxazol
  • Sulfisoxazole
  • Sulfisoxazole dialamine
  • Sulfisoxazolum
  • Sulfizin
  • Sulfizol
  • Sulfizole
  • Sulfofurazole
  • Sulfoxol
  • Sulphadimethylisoxazole
  • Sulphafurazole
  • Sulphafurazolum
  • Sulphaisoxazole
  • Sulsoxin
  • Thiasin
  • TL-Azole
  • U.S.-67
  • UNII-740T4C525W
  • Unisulf
  • Urisoxin
  • Uritrisin
  • Urogan
  • V-Sul
  • Vagilia

Systematic Names

  • Benzenesulfonamide, 4-amino-N-(3,4-dimethyl-5-isoxazolyl)-
  • Sulfafurazole
  • Sulfanilamide, N(sup 1)-(3,4-dimethyl-5-isoxazolyl)-
  • Sulfanilamide, N1-(3,4-dimethyl-5-isoxazolyl)-
  • Sulfisoxazole

Superlist Names

  • Sulfisoxazole
  • Sulphisoxazole

Mixture Name

  • Azo Gantrisin

Registry Numbers

CAS Registry Number

  • 127-69-5

FDA UNII

  • 740T4C525W

Other Registry Number

  • 207522-06-3

Related Registry Numbers

  • 2200-44-4 (mono-hydrochloride salt)
  • 6155-81-3 (mono-lithium salt)

System Generated Number

  • 0000127695

Structure Descriptors

InChI

1S/C11H13N3O3S/c1-7-8(2)13-17-11(7)14-18(15,16)10-5-3-9(12)4-6-10/h3-6,14H,12H2,1-2H3

InChIKey

NHUHCSRWZMLRLA-UHFFFAOYSA-N

Smiles

Cc1c(noc1NS(=O)(=O)c2ccc(cc2)N)C

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal > 5gm/kg (5000mg/kg)   Drugs in Japan Vol. 6, Pg. 391, 1982.
mouse LD50 intravenous 2500mg/kg (2500mg/kg)   Japanese Journal of Toxicology. Vol. 4, Pg. 105, 1991.
mouse LD50 oral 6800mg/kg (6800mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 15, Pg. 1441, 1965.
rabbit LD50 oral 20gm/kg (20000mg/kg)   Drugs in Japan Vol. 6, Pg. 391, 1982.
rat LD50 oral 10gm/kg (10000mg/kg)   Drugs in Japan Vol. 6, Pg. 391, 1982.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 191 deg C   EXP
log P (octanol-water) 1.01 (none)   EXP
Water Solubility 300 mg/L 37 EXP
Vapor Pressure 5.08E-08 mm Hg 25 EST
Henry's Law Constant 1.06E-12 atm-m3/mole 25 EST
Atmospheric OH Rate Constant 3.24E-11 cm3/molecule-sec 25 EST

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