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Substance Name: Tolazamide [USAN:USP:INN:BAN:JAN]
RN: 1156-19-0
UNII: 9LT1BRO48Q
InChIKey: OUDSBRTVNLOZBN-UHFFFAOYSA-N

Note

  • A sulphonylurea hypoglycemic agent with actions and uses similar to those of CHLORPROPAMIDE.

Molecular Formula

  • C14-H21-N3-O3-S

Molecular Weight

  • 311.4039
 

Classification Codes

  • Antidiabetic
  • Drug / Therapeutic Agent
  • Human Data
  • Hypoglycemic Agents
  • Mutation Data
  • Tumor Data

Names and Synonyms

Name of Substance

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

MeSH Heading

  • Tolazamide

Synonyms

  • 1-(Hexahydro-1-azepinyl)-3-p-tolylsulfonylurea
  • 1-(Hexahydro-1H-azepin-1-yl)-3-(p-tolylsulfonyl)urea
  • 4-(p-Tolylsulfonyl)-1,1-hexamethylenesemicarbazide
  • 5-20-04-00062 (Beilstein Handbook Reference)
  • AI3-50826
  • Benzenesulfonamide, N-(((hexahydro-1H-azepin-1-yl)-amino)carbonyl)-4-methyl-
  • Benzenesulfonamide, N-(((hexahydro-1H-azepin-1-yl)amino)carbonyl)-4-methyl-
  • BRN 1323565
  • CCRIS 591
  • Diabewas
  • EINECS 214-588-3
  • HSDB 3192
  • N-(((Hexahydro-1H-azepin-1-yl)-amino)carbonyl)-4-methylbenzenesulfonamide
  • N-(p-Toluenesulfonyl)-N'-hexamethyleniminourea
  • NCI-C03327
  • Norglycin
  • NSC 70762
  • NSC-70762
  • Tolanase
  • Tolazamida
  • Tolazamida [INN-Spanish]
  • Tolazamide
  • Tolazamidum
  • Tolazamidum [INN-Latin]
  • Tolazolamide
  • Tolinase
  • U 17835
  • U-17835
  • UNII-9LT1BRO48Q
  • Urea, 1-(hexahydroazepin-1-yl)-3-p-tolylsulfonyl-

Systematic Names

  • Benzenesulfonamide, N-(((hexahydro-1H-azepin-1-yl)amino)carbonyl)-4-methyl-
  • Tolazamide
  • Urea, 1-(hexahydro-1H-azepin-1-yl)-3-(p-tolylsulfonyl)-

Superlist Name

  • Tolazamide

Registry Numbers

CAS Registry Number

  • 1156-19-0

FDA UNII

  • 9LT1BRO48Q

System Generated Number

  • 0001156190

Structure Descriptors

InChI

1S/C14H21N3O3S/c1-12-6-8-13(9-7-12)21(19,20)16-14(18)15-17-10-4-2-3-5-11-17/h6-9H,2-5,10-11H2,1H3,(H2,15,16,18)

InChIKey

OUDSBRTVNLOZBN-UHFFFAOYSA-N

Smiles

Cc1ccc(cc1)S(=O)(=O)NC(=O)NN2CCCCCC2

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 1gm/kg (1000mg/kg)   Journal of Medicinal Chemistry. Vol. 24, Pg. 1521, 1981.
mouse LD50 oral 1gm/kg (1000mg/kg)   Journal of Medicinal Chemistry. Vol. 24, Pg. 1521, 1981.
rat LD50 oral > 5gm/kg (5000mg/kg)   Drugs in Japan Vol. 6, Pg. 511, 1982.
women TDLo oral 256mg/kg/3W-I (256mg/kg) LIVER: LIVER FUNCTION TESTS IMPAIRED

LIVER: "JAUNDICE, OTHER OR UNCLASSIFIED"
Gastroenterology. Vol. 89, Pg. 192, 1985.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 170-173 deg C   EXP
log P (octanol-water) 2.69 (none)   EXP
Water Solubility 65.4 mg/L 30 EXP
Vapor Pressure 1.07E-09 mm Hg 25 EST
Henry's Law Constant 1.36E-12 atm-m3/mole 25 EST
Atmospheric OH Rate Constant 3.02E-11 cm3/molecule-sec 25 EST

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