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Substance Name: Glisoxepide [INN:BAN:DCF]
RN: 25046-79-1
UNII: H7SC0I332I
InChIKey: ZKUDBRCEOBOWLF-UHFFFAOYSA-N

Note

  • Oral sulfonylurea hypoglycemic agent which stimulates insulin secretion.

Classification Code

  • Drug / Therapeutic Agent

Molecular Formula

  • C20-H27-N5-O5-S

Molecular Weight

  • 449.529
 
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Names and Synonyms

Name of Substance

  • Glisoxepide
  • Glisoxepide [INN:BAN:DCF]

Synonyms

  • 1-(Hexahydro-1H-azepin-1-yl)-3-((p-(2-(5-methyl-3-isoxazolecarboxamido)ethyl)phenyl)sulfonyl)urea
  • Bay B 4231
  • BRN 0592109
  • BS 4231
  • EINECS 246-579-5
  • FBB 4231
  • Glisepin
  • Glisoxepid
  • Glisoxepida
  • Glisoxepida [INN-Spanish]
  • Glisoxepida [Spanish]
  • Glisoxepide
  • Glisoxepidum
  • Glisoxepidum [INN-Latin]
  • Pro-Diaban
  • RP 22410
  • UNII-H7SC0I332I

Systematic Names

  • 1-(Hexahydro-1H-azepin-1-yl)-3-((p-(2-(5-methyl-3-isoxazolecarboxamido)ethyl)phenyl)sulfonyl)urea
  • 3-Isoxazolecarboxamide, N-(2-(4-(((((hexahydro-1H-azepin-1-yl)amino)carbonyl)amino)sulfonyl)phenyl)ethyl)-5-methyl-
  • Glisoxepide

Registry Numbers

CAS Registry Number

  • 25046-79-1

FDA UNII

  • H7SC0I332I

System Generated Number

  • 0025046791

Structure Descriptors

InChI

InChI=1S/C20H27N5O5S/c1-15-14-18(23-30-15)19(26)21-11-10-16-6-8-17(9-7-16)31(28,29)24-20(27)22-25-12-4-2-3-5-13-25/h6-9,14H,2-5,10-13H2,1H3,(H,21,26)(H2,22,24,27)

InChIKey

ZKUDBRCEOBOWLF-UHFFFAOYSA-N

Smiles

Cc1onc(c1)C(=O)NCCc2ccc(cc2)S(=O)(=O)NC(=O)NN3CCCCCC3

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
cat LD50 oral > 4gm/kg (4000mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 24, Pg. 409, 1974.
dog LD50 oral > 2gm/kg (2000mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 24, Pg. 409, 1974.
mouse LD50 intravenous 283mg/kg (283mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

LUNGS, THORAX, OR RESPIRATION: CYANOSIS

LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES		 Arzneimittel-Forschung. Drug Research. Vol. 24, Pg. 409, 1974.
mouse LD50 oral > 10gm/kg (10000mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 24, Pg. 409, 1974.
rabbit LD50 oral > 4gm/kg (4000mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 24, Pg. 409, 1974.
rat LD50 intravenous 196mg/kg (196mg/kg) LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

LUNGS, THORAX, OR RESPIRATION: CYANOSIS		 Arzneimittel-Forschung. Drug Research. Vol. 24, Pg. 409, 1974.
rat LD50 oral > 10gm/kg (10000mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 24, Pg. 409, 1974.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 189 deg C   EXP
log P (octanol-water) 2.500 (none)   EST
Atmospheric OH Rate Constant 5.16E-11 cm3/molecule-sec 25 EST

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