Glibenclamide structure, CAS 10238-21-8

Glibenclamide

CAS Number10238-21-8

Synonymsglybenzcyclamide; Glybenclamide; Daonil; MFCD00056625; 5-Chloro-N-(2-{4-[(cyclohexylcarbamoyl)sulfamoyl]phenyl}ethyl)-2-methoxybenzamide; Glyburide; Diabeta; Euglucon; Micronase; EINECS 233-570-6; 5-Chloro-N-[4-(3-cyclohexylureidosulfonyl)phenethyl]-2-methoxybenzamide; Glynase; Glibenclamide; 5-chloro-N-[2-[4-(cyclohexylcarbamoylsulfamoyl)phenyl]ethyl]-2-methoxybenzamide; 5-Chloro-N-(4-(N-(cyclohexylcarbamoyl)sulfamoyl)phenethyl)-2-methoxybenzamide

Molecular FormulaC23H28ClN3O5S

Molecular Weight494.00

Purity99%

Density1.4±0.1 g/cm3

Boiling Point705.7±70.0 °C at 760 mmHg

Melting Point173-175°C

Flash Point

AppearanceWhite or almost white crystalline powder

EINECS233-570-6

MSDSChineseEnglish

SymbolTransport

Signal WordWarning

Cat. No.: 2A-9010753 Purity: 99%
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Quality Control of [ 10238-21-8 ] Purity: 99% SDS Specification MoL

Chemical & Physical Properties
CAS Number10238-21-8
Catalog No.2A-9010753
Chinese Name格列苯脲
Synonymsglybenzcyclamide; Glybenclamide; Daonil; MFCD00056625; 5-Chloro-N-(2-{4-[(cyclohexylcarbamoyl)sulfamoyl]phenyl}ethyl)-2-methoxybenzamide; Glyburide; Diabeta; Euglucon; Micronase; EINECS 233-570-6; 5-Chloro-N-[4-(3-cyclohexylureidosulfonyl)phenethyl]-2-methoxybenzamide; Glynase; Glibenclamide; 5-chloro-N-[2-[4-(cyclohexylcarbamoylsulfamoyl)phenyl]ethyl]-2-methoxybenzamide; 5-Chloro-N-(4-(N-(cyclohexylcarbamoyl)sulfamoyl)phenethyl)-2-methoxybenzamide
Molecular FormulaC23H28ClN3O5S
Molecular Weight494.00
Purity99
Density1.4±0.1 g/cm3
Boiling Point705.7±70.0 °C at 760 mmHg
Melting Point173-175°C
AppearanceWhite or almost white crystalline powder
Storage ConditionSeal in a cool, dry place.
ApplicationGlibenclamide (Glyburide) is a sulfonylurea compound that regulates insulin production.
EINECS233-570-6
HTC2935009090
PubChem ID329823281
MDL NumberMFCD00056625
SMILESCOc1ccc(Cl)cc1C(=O)NCCc2ccc(cc2)S(=O)(=O)NC(=O)NC3CCCCC3
InChI1S/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)
InChI KeyZNNLBTZKUZBEKO-UHFFFAOYSA-N
NACRES CodeNA.24
UNSPSC41116107
Hazard SymbolsTransport
MSDSmsds/10753_1_10238_21_8.pdf
BioactivityGlibenclamide(Glyburide) is a sulfonylurea compound that modulates insulin production. IC50 value:Target:Sulfonylureas bind to ATP-dependent K+ channels in beta cells of the pancreas, depolarizing them and stimulating the release of Ca2+, which in turn stimulates insulin production. Glibenclamide, a sulphonylurea oral hypoglycaemic agent is a widely used antagonist of cromakalim-activated K+ channels in smooth muscle. Binding of Gli to SUR produces the closure of KATP channels and the inhibition of their activity. Glibenclamide is widely used for treatment of type 2-diabetes and it has been signaled as antiproliferative in several tumor cell lines. Related Catalog Signaling Pathways >> Autophagy >> Autophagy Signaling Pathways >> Membrane Transporter/Ion Channel >> Potassium Channel Research Areas >> Metabolic Disease References [1]. Núnez M, Medina V, Cricco G, et al. Glibenclamide inhibits cell growth by inducing G0/G1 arrest in the human breast cancer cell line MDA-MB-231. BMC Pharmacol Toxicol. 2013 Jan 11;14(1):6. [2]. Soydan N, Bretzel RG, Fischer B, et al. Reduced capacity of heart rate regulation in response to mild hypoglycemia induced by glibenclamide and physical exercise in type 2 diabetes. Metabolism. 2013 Jan 11. pii: S0026-0495(12)00456-8. [3]. Sokolovska J, Isajevs S, Sugoka O, et al. Comparison of the Effects of Glibenclamide on Metabolic Parameters, GLUT1 Expression, and Liver Injury in Rats With Severe and Mild Streptozotocin-Induced Diabetes Mellitus. Medicina (Kaunas). 2012;48(10):532-43. [4]. Gangji AS, Cukierman T, Gerstein HC et al. A systematic review and meta-analysis of hypoglycemia and cardiovascular events: a comparison of glyburide with other secretagogues and with insulin. Diabetes Care. 2007 Feb;30(2):389-94. Chemical & Physical Properties Density 1.4±0.1 g/cm3 Boiling Point 705.7±70.0 °C at 760 mmHg Melting Point 173-175°C Molecular Formula C23H28ClN3O5S Molecular Weight 494.004 Flash Point 380.6±35.7 °C Exact Mass 493.143829 PSA 121.98000 LogP 5.19 Vapour Pressure 0.0±2.4 mmHg at 25°C Index of Refraction 1.623 InChIKey ZNNLBTZKUZBEKO-UHFFFAOYSA-N SMILES COc1ccc(Cl)cc1C(=O)NCCc1ccc(S(=O)(=O)NC(=O)NC2CCCCC2)cc1
Use ofGlibenclamide(Glyburide) is a sulfonylurea compound that modulates insulin production. IC50 value:Target:Sulfonylureas bind to ATP-dependent K+ channels in beta cells of the pancreas, depolarizing them and stimulating the release of Ca2+, which in turn stimulates insulin production. Glibenclamide, a sulphonylurea oral hypoglycaemic agent is a widely used antagonist of cromakalim-activated K+ channels in smooth muscle. Binding of Gli to SUR produces the closure of KATP channels and the inhibition of their activity. Glibenclamide is widely used for treatment of type 2-diabetes and it has been signaled as antiproliferative in several tumor cell lines. Properties Articles139 Name glyburide Synonym More Synonyms Glibenclamide Biological Activity Description Glibenclamide(Glyburide) is a sulfonylurea compound that modulates insulin production. IC50 value:Target:Sulfonylureas bind to ATP-dependent K+ channels in beta cells of the pancreas, depolarizing them and stimulating the release of Ca2+, which in turn stimulates insulin production. Glibenclamide, a sulphonylurea oral hypoglycaemic agent is a widely used antagonist of cromakalim-activated K+ channels in smooth muscle. Binding of Gli to SUR produces the closure of KATP channels and the inhibition of their activity. Glibenclamide is widely used for treatment of type 2-diabetes and it has been signaled as antiproliferative in several tumor cell lines. Related Catalog Signaling Pathways >> Autophagy >> Autophagy Signaling Pathways >> Membrane Transporter/Ion Channel >> Potassium Channel Research Areas >> Metabolic Disease References [2]. Soydan N, Bretzel RG, Fischer B, et al. Reduced capacity of heart rate regulation in response to mild hypoglycemia induced by glibenclamide and physical exercise in type 2 diabetes. Metabolism. 2013 Jan 11. pii: S0026-0495(12)00456-8. [3]. Sokolovska J, Isajevs S, Sugoka O, et al. Comparison of the Effects of Glibenclamide on Metabolic Parameters, GLUT1 Expression, and Liver Injury in Rats With Severe and Mild Streptozotocin-Induced Diabetes Mellitus. Medicina (Kaunas). 2012;48(10):532-43. [4]. Gangji AS, Cukierman T, Gerstein HC et al. A systematic review and meta-analysis of hypoglycemia and cardiovascular events: a comparison of glyburide with other secretagogues and with insulin. Diabetes Care. 2007 Feb;30(2):389-94. Chemical & Physical Properties Exact Mass 493.143829 PSA 121.98000 Index of Refraction 1.623 InChIKey ZNNLBTZKUZBEKO-UHFFFAOYSA-N
Tax Rebate9.0%
SupervisionNone MFN tariff: 6.5% Ordinary tariff: 35.0%
Transport InfoShipping Name: UN
MSDS Transport InfoModule 14. Shipping information 14.1 United Nations number European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.2 United Nations shipping name European Land Transport Dangerous Regulations: Non-dangerous goods IMDG Code: Non-dangerous goods International air transport dangerous goods regulations: non-dangerous goods 14.3 Transport hazard categories European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.4 Package group European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.5 Environmental hazards European Land Transport Danger Regulations: No International Maritime Danger Regulations International Air Transport Danger Regulations: No Marine pollutants (yes/no): No 14.6 Special precautions No data available
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