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Substance Name: Gliclazide [INN:BAN:DCF:JAN]
RN: 21187-98-4
UNII: G4PX8C4HKV
InChIKey: BOVGTQGAOIONJV-BETUJISGSA-N

Note

  • An oral sulfonylurea hypoglycemic agent which stimulates insulin secretion.

Molecular Formula

  • C15-H21-N3-O3-S

Molecular Weight

  • 323.4149
 

Classification Codes

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

Name of Substance

  • Gliclazide
  • Gliclazide [INN:BAN:DCF:JAN]

MeSH Heading

  • Gliclazide

Synonyms

  • 1-(3-Azabicyclo(3.3.0)oct-3-yl)-3-(p-tolylsulfonyl)urea
  • 1-(Hexahydrocyclopenta(c)pyrrol-2(1H)-yl)-3-(p-tolylsulfonyl)urea
  • Benzenesulfonamide, N-(((hexahydrocyclopenta(c)pyrrol-2(1H)-yl)amino)carbonyl)-4-methyl-
  • BRN 1657836
  • Diamicron
  • EINECS 244-260-5
  • Gliclazida
  • Gliclazida [INN-Spanish]
  • Gliclazide
  • Gliclazidum
  • Gliclazidum [INN-Latin]
  • Glimicron
  • N-(4-Methylbenzenesulfonyl)-N'-(3-azabicyclo(3.3.0)oct-3-yl)urea
  • Nordialex
  • S 1702
  • S 852
  • SE 1702
  • UNII-G4PX8C4HKV

Systematic Names

  • 1-(3-Azabicyclo(3.3.0)oct-3-yl)-3-(p-tolylsulfonyl)urea
  • Benzenesulfonamide, N-(((hexahydrocyclopenta(c)pyrrol-2(1H)-yl)amino)carbonyl)-4-methyl-
  • Gliclazide
  • Urea, 1-(hexahydrocyclopenta(c)pyrrol-2(1H)-yl)-3-(p-tolylsulfonyl)-

Registry Numbers

CAS Registry Number

  • 21187-98-4

FDA UNII

  • G4PX8C4HKV

System Generated Number

  • 0021187984

Structure Descriptors

InChI

1S/C15H21N3O3S/c1-11-5-7-14(8-6-11)22(20,21)17-15(19)16-18-9-12-3-2-4-13(12)10-18/h5-8,12-13H,2-4,9-10H2,1H3,(H2,16,17,19)/t12-,13+

InChIKey

BOVGTQGAOIONJV-BETUJISGSA-N

Smiles

Cc1ccc(cc1)S(=O)(=O)NC(=O)NN2C[C@@H]3CCC[C@@H]3C2

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal > 1gm/kg (1000mg/kg)   European Journal of Medicinal Chemistry--Chimie Therapeutique. Vol. 17, Pg. 81, 1982.
mouse LD50 intravenous 295mg/kg (295mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX)
Yakuri to Chiryo. Pharmacology and Therapeutics. Vol. 8, Pg. 2661, 1980.
mouse LD50 oral 3gm/kg (3000mg/kg)   Indian Drugs. Vol. 15, Pg. 161, 1978.
mouse LD50 subcutaneous 1034mg/kg (1034mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

SENSE ORGANS AND SPECIAL SENSES: LACRIMATION: EYE
Yakuri to Chiryo. Pharmacology and Therapeutics. Vol. 8, Pg. 2661, 1980.
rat LD50 intravenous 382mg/kg (382mg/kg) BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX)

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD
Yakuri to Chiryo. Pharmacology and Therapeutics. Vol. 8, Pg. 2661, 1980.
rat LD50 oral 3gm/kg (3000mg/kg)   Indian Drugs. Vol. 15, Pg. 161, 1978.
rat LD50 subcutaneous > 1gm/kg (1000mg/kg)   Yakuri to Chiryo. Pharmacology and Therapeutics. Vol. 8, Pg. 2661, 1980.
women TDLo oral 9600ug/kg/24D (9.6mg/kg)   Internal Medicine. Vol. 33, Pg. 163, 1994.
women TDLo oral 9600ug/kg/24D (9.6mg/kg) KIDNEY, URETER, AND BLADDER: URINE VOLUME DECREASED

LUNGS, THORAX, OR RESPIRATION: ACUTE PULMONARY EDEMA
Internal Medicine. Vol. 33, Pg. 163, 1994.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 181 deg C   EXP
log P (octanol-water) 2.120 (none)   EST
Atmospheric OH Rate Constant 2.26E-11 cm3/molecule-sec 25 EST

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