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Substance Name: Glyburide [USAN:USP]
RN: 10238-21-8
UNII: SX6K58TVWC
InChIKey: ZNNLBTZKUZBEKO-UHFFFAOYSA-N
Note
- An antidiabetic sulfonylurea derivative with actions similar to those of chlorpropamide.An antidiabetic sulfonylurea derivative with actions like those of chlorpropamide.
Molecular Formula
- C23-H28-Cl-N3-O5-S
Molecular Weight
- 494.0092
- All
- Classifications
- Links to Resources
- Names & Synonyms
- Registry Numbers
- Structure Descriptors
- Toxicity
- Physical Properties
Classification Codes
- Antidiabetic
- Antiviral (COVID-19)
- Drug / Therapeutic Agent
- Human Data
- Hypoglycemic Agents
- Reproductive Effect
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Names and Synonyms
Name of Substance
- Glibenclamide [INN]
- Glyburide
- Glyburide [USAN:USP]
MeSH Heading
- Glyburide
Synonyms
- 1-((p-(2-(5-Chloro-o-anisamido)ethyl)phenyl)sulfonyl)-3-cyclohexylurea
- 1-(p-(2-(5-Chloro-2-methoxybenzamido)ethyl)benzenesulfonyl)-3-cyclohexylurea
- 5-Chloro-N-(2-(4-((((cyclohexylamino)carbonyl)amino)sulfonyl)phenyl)ethyl)-2-methoxybenzamide
- Adiab
- Apo-Glibenclamide
- Azuglucon
- Bastiverit
- Benclamin
- Benzamide, 5-chloro-N-(2-(4-((((cyclohexylamino)carbonyl)amino)sulfonyl)phenyl)ethyl)-2-methoxy-
- Betanase
- Betanese 5
- BRN 2230085
- Calabren
- Cytagon
- Daonil
- Debtan
- Diabeta
- Dibelet
- Duraglucon
- EINECS 233-570-6
- Euclamin
- Euglucan
- Euglucon
- Euglucon 5
- Euglykon
- GBN 5
- Gen-Glybe
- Gewaglucon
- Gilemal
- Glamide
- Gliban
- Gliben
- Glibenbeta
- Glibenclamid AL
- Glibenclamid Basics
- Glibenclamid Fabra
- Glibenclamid Genericon
- Glibenclamid Heumann
- Glibenclamid Riker M.
- Glibenclamid-Cophar
- Glibenclamid-Ratiopharm
- Glibenclamida
- Glibenclamida [INN-Spanish]
- Glibenclamide
- Glibenclamidum
- Glibenclamidum [INN-Latin]
- Glibenil
- Glibens
- Glibesyn
- Glibet
- Glibetic
- Glibil
- Gliboral
- Glicem
- Glidiabet
- Glimel
- Glimide
- Glisulin
- Glitisol
- Glubate
- Gluben
- Glucobene
- Glucohexal
- Glucolon
- Glucomid
- Glucoremed
- Glucoven
- Glyben
- Glybenclamide
- Glybenzcyclamide
- Glyburide
- Glyburide (micronized)
- Glycomin
- Glynase
- HB 419
- Hemi-Daonil
- Hexaglucon
- Humedia
- Lederglib
- Libanil
- Lisaglucon
- Maninil
- Med-Glionil
- Melix
- Micronase
- Micronized glyburide
- Miglucan
- N-(4-(2-(5-Chloro-2-methoxybenzamido)ethyl)phenylsulfonyl)-N'-cyclohexylurea
- N-(4-(beta-(2-Methoxy-5-chlorbenzamido)-aethyl)-benzolsulfonyl)-N'-cyclohexyl-harnstoff
- Nadib
- Neogluconin
- Norglicem 5
- Normoglucon
- Novo-Glyburide
- NSC 759618
- Orabetic
- Pira
- Praeciglucon
- Prodiabet
- Renabetic
- RP-1127
- Semi-daonil
- Semi-Euglucon
- Semi-Gliben-Puren N
- Sugril
- Suraben
- Tiabet
- U 26452
- U-26,452
- UNII-SX6K58TVWC
- UR 606
- Urea, 1-(p-(2-(5-chloro-2-methoxybenzamido)ethyl)benzenesulfonyl)-3-cyclohexyl-
- Yuglucon
Systematic Names
- Benzamide, 5-chloro-N-(2-(4-((((cyclohexylamino)carbonyl)amino)sulfonyl)phenyl)ethyl)-2-methoxy-
- Glibenclamide
- Urea, 1-((p-(2-(chloro-o-anisamido)ethyl)phenyl)sulfonyl)-3-cyclohexyl-
Registry Numbers
CAS Registry Number
- 10238-21-8
FDA UNII
- SX6K58TVWC
System Generated Number
- 0010238218
Structure Descriptors
InChI
InChI=1S/C23H28ClN3O5S/c1-32-21-12-9-17(24)15-20(21)22(28)25-14-13-16-7-10-19(11-8-16)33(30,31)27-23(29)26-18-5-3-2-4-6-18/h7-12,15,18H,2-6,13-14H2,1H3,(H,25,28)(H2,26,27,29)InChIKey
ZNNLBTZKUZBEKO-UHFFFAOYSA-NSmiles
COc1ccc(Cl)Toxicity
Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
---|---|---|---|---|---|
dog | LD50 | oral | > 10gm/kg (10000mg/kg) | Arzneimittel-Forschung. Drug Research. Vol. 19, Pg. 1404, 1969. | |
guinea pig | LD50 | oral | > 15gm/kg (15000mg/kg) | Arzneimittel-Forschung. Drug Research. Vol. 19, Pg. 1404, 1969. | |
man | TDLo | oral | 209mg/kg/4Y-I (209mg/kg) | LIVER: "JAUNDICE, CHOLESTATIC" GASTROINTESTINAL: NAUSEA OR VOMITING LIVER: OTHER CHANGES | Western Journal of Medicine. Vol. 168, Pg. 274, 1998. |
mouse | LD50 | intraperitoneal | 2700mg/kg (2700mg/kg) | Pharmaceutical Chemistry Journal Vol. 29, Pg. 265, 1995. | |
mouse | LD50 | oral | 3250mg/kg (3250mg/kg) | Arzneimittel-Forschung. Drug Research. Vol. 16, Pg. 1640, 1966. | |
mouse | LD50 | subcutaneous | > 20gm/kg (20000mg/kg) | SKIN AND APPENDAGES (SKIN): "DERMATITIS, OTHER: AFTER SYSTEMIC EXPOSURE" | Oyo Yakuri. Pharmacometrics. Vol. 4, Pg. 247, 1970. |
rabbit | LD | oral | > 20gm/kg (20000mg/kg) | BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) LUNGS, THORAX, OR RESPIRATION: DYSPNEA | Oyo Yakuri. Pharmacometrics. Vol. 4, Pg. 247, 1970. |
rat | LD50 | intraperitoneal | 3750mg/kg (3750mg/kg) | Arzneimittel-Forschung. Drug Research. Vol. 19, Pg. 1413, 1969. | |
rat | LD50 | intraperitoneal | 3750mg/kg (3750mg/kg) | BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD LUNGS, THORAX, OR RESPIRATION: DYSPNEA | Arzneimittel-Forschung. Drug Research. Vol. 19, Pg. 1413, 1969. |
rat | LD50 | oral | > 20gm/kg (20000mg/kg) | Arzneimittel-Forschung. Drug Research. Vol. 19, Pg. 1413, 1969. | |
rat | LD50 | subcutaneous | > 20gm/kg (20000mg/kg) | Arzneimittel-Forschung. Drug Research. Vol. 19, Pg. 1413, 1969. | |
women | TDLo | oral | 147ug/kg (0.147mg/kg) | ENDOCRINE: HYPOGLYCEMIA BEHAVIORAL: COMA | Drug Intelligence and Clinical Pharmacy. Vol. 18, Pg. 142, 1984. |
Physical Properties
Physical Property | Value | Units | Temp (deg C) | Source |
---|---|---|---|---|
Melting Point | 169 | deg C | EXP | |
log P (octanol-water) | 4.790 | (none) | EST | |
Water Solubility | 4 | mg/L | 27 | EXP |
Atmospheric OH Rate Constant | 4.00E-11 | cm3/molecule-sec | 25 | EST |
Physical property data is provided to ChemIDplus by SRC, Inc.