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Substance Name: Carbutamide [INN:BAN]
RN: 339-43-5
UNII: E3K8P4869P
InChIKey: VDTNNGKXZGSZIP-UHFFFAOYSA-N

Note

  • A sulfonylurea antidiabetic agent with similar actions and uses to CHLORPROPAMIDE. (From Martindale, The Extra Pharmacopoeia, 30th ed, p277).

Molecular Formula

  • C11-H17-N3-O3-S

Molecular Weight

  • 271.3393
 

Classification Codes

  • Drug / Therapeutic Agent
  • Hypoglycemic Agents
  • Reproductive Effect
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Names and Synonyms

Name of Substance

  • 1-Butyl-3-sulfanilylurea
  • Carbutamide
  • Carbutamide [INN:BAN]

MeSH Heading

  • Carbutamide

Synonyms

  • 1-Butyl-3-sulfanilylurea
  • 1-n-Butyl-3-sulfanilylurea
  • 4-14-00-02667 (Beilstein Handbook Reference)
  • 4-Amino-N-((butylamino)carbonyl)benzenesulfonamide
  • Alentin
  • Aminophenurobutane
  • BRN 2218915
  • Bucarban
  • Bucrol
  • Bukarban
  • Burcol
  • Butisulfina
  • BZ 55
  • Ca 1022
  • Carbutamid
  • Carbutamida
  • Carbutamida [INN-Spanish]
  • Carbutamide
  • Carbutamidum
  • Carbutamidum [INN-Latin]
  • Diabetin
  • Diabetoplex
  • Diaboral
  • Diabutan
  • EINECS 206-424-4
  • Emedan
  • Glucidoral
  • Glucofren
  • Glybutamide
  • HSDB 5488
  • Inbuton
  • Invenol
  • N'-(4-Aminophenylsulfonyl)-N-butylurea
  • N'-(Butylcarbamoyl)sulfanilamide
  • N(sup 1)-(Butylcarbamoyl)sulfanilamide
  • N(sup 1)-Sulfanilyl-N(sup 2)-butylcarbamide
  • N(sup 1)-Sulfanilyl-N(sup 2)-butylurea
  • N-(4-Aminobenzenesulfonyl)-N'-butylurea
  • N-Butyl-N'-sulfanilylurea
  • N-Butylsulfanilylurea
  • N-Sulfanilyl N'butyluree
  • N-Sulfanilyl N'butyluree [French]
  • N-Sulfanilyl-N'-butylurea
  • Nadisan
  • Nadizan
  • Norboral
  • NSC 242409
  • Oranil
  • Oranyl
  • Orasulin
  • Sulfanilamide, N1-(butylcarbamoyl)-
  • Sulfonamide carbutamide
  • U 6987
  • U-6987
  • UNII-E3K8P4869P

Systematic Names

  • 1-Butyl-3-sulfanilylurea
  • Benzenesulfonamide, 4-amino-N-((butylamino)carbonyl)-
  • Carbutamide
  • Urea, 1-butyl-3-sulfanilyl-

Registry Numbers

CAS Registry Number

  • 339-43-5

FDA UNII

  • E3K8P4869P

Other Registry Number

  • 1331317-37-3

System Generated Number

  • 0000339435

Structure Descriptors

InChI

InChI=1S/C11H17N3O3S/c1-2-3-8-13-11(15)14-18(16,17)10-6-4-9(12)5-7-10/h4-7H,2-3,8,12H2,1H3,(H2,13,14,15)

InChIKey

VDTNNGKXZGSZIP-UHFFFAOYSA-N

Smiles

CCCCNC(=O)NS(=O)(=O)c1ccc(N)cc1

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 250mg/kg (250mg/kg)   National Technical Information Service. Vol. AD691-490,
mouse LD50 intravenous 1920mg/kg (1920mg/kg) BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX)

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD		 Diabetes. Vol. 6, Pg. 2, 1957.
mouse LD50 oral 2800mg/kg (2800mg/kg)   Farmakologiya i Toksikologiya Vol. 25, Pg. 93, 1962.
mouse LD50 subcutaneous 2640mg/kg (2640mg/kg)   Diabetes. Vol. 6, Pg. 2, 1957.
rat LD50 intravenous 980mg/kg (980mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX)		 Diabetes. Vol. 6, Pg. 2, 1957.
rat LD50 oral 4400mg/kg (4400mg/kg)   French Demande Patent Document. Vol. #2390165,

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 144.5 deg C   EXP
log P (octanol-water) 1.01 (none)   EXP
Water Solubility 535 mg/L 37 EXP
Vapor Pressure 3.16E-09 mm Hg 25 EST
Henry's Law Constant 8.11E-14 atm-m3/mole 25 EST
Atmospheric OH Rate Constant 3.25E-11 cm3/molecule-sec 25 EST

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