CAS Number21187-98-4
SynonymsGlyzide; Diaprel; N-(4-Methylbenzenesulfonyl)-N'-(3-azabicyclo[3.3.0]oct-3-yl)urea; Nordialex; 1-[3-Azabicyclo[3.3.0]oct-3-yl]-3-p-toluenesulfonylurea; Glimicron; 1-(3-Azabicyclo[3.3.0]oct-3-yl)-3-p-tolylsulphonylurea; S-1702; MFCD00409893; 1-(Hexahydrocyclopenta[c]pyrrol-2(1H)-yl)-3-(p-tolylsulfonyl)urea; s852; Gliclazide; N-[[(Hexahydrocyclopenta[c]pyrrol-2(1H)-yl)amino]carbonyl]-4-methylbenzenesulfonamide; se1702; Glinormax; N-(Hexahydrocyclopenta[c]pyrrol-2(1H)-ylcarbamoyl)-4-methylbenzenesulfonamide; 1-(3-Azabicyclo[3.3.0]oct-3-yl)-3-(p-tolylsulfonyl)urea; Diamicron; N-[(hexahydrocyclopenta[c]pyrrol-2(1H)-ylamino)carbonyl]-4-methylbenzenesulfonamide; EINECS 244-260-5
Molecular FormulaC15H21N3O3S
Molecular Weight323.410
Purity98.00%
Density1.4±0.1 g/cm3
Melting Point163-169 °C(lit.)
Appearancewhite powder
EINECS244-260-5
Symbol
Signal WordWarning
| Chemical & Physical Properties | |
|---|---|
| CAS Number | 21187-98-4 |
| Catalog No. | 2A-9038625 |
| Chinese Name | 格列齐特 |
| Synonyms | Glyzide; Diaprel; N-(4-Methylbenzenesulfonyl)-N'-(3-azabicyclo[3.3.0]oct-3-yl)urea; Nordialex; 1-[3-Azabicyclo[3.3.0]oct-3-yl]-3-p-toluenesulfonylurea; Glimicron; 1-(3-Azabicyclo[3.3.0]oct-3-yl)-3-p-tolylsulphonylurea; S-1702; MFCD00409893; 1-(Hexahydrocyclopenta[c]pyrrol-2(1H)-yl)-3-(p-tolylsulfonyl)urea; s852; Gliclazide; N-[[(Hexahydrocyclopenta[c]pyrrol-2(1H)-yl)amino]carbonyl]-4-methylbenzenesulfonamide; se1702; Glinormax; N-(Hexahydrocyclopenta[c]pyrrol-2(1H)-ylcarbamoyl)-4-methylbenzenesulfonamide; 1-(3-Azabicyclo[3.3.0]oct-3-yl)-3-(p-tolylsulfonyl)urea; Diamicron; N-[(hexahydrocyclopenta[c]pyrrol-2(1H)-ylamino)carbonyl]-4-methylbenzenesulfonamide; EINECS 244-260-5 |
| Molecular Formula | C15H21N3O3S |
| Molecular Weight | 323.410 |
| Purity | 98.00 |
| Density | 1.4±0.1 g/cm3 |
| Melting Point | 163-169 °C(lit.) |
| Appearance | white powder |
| Water Solubility | methylene chloride: soluble |
| Storage Condition | Place in a tight storage container |
| Application | Gliclazide is a whole-cell β-cell ATP-sensitive potassium flow blocker with an IC50 of 184 nM. |
| EINECS | 244-260-5 |
| HTC | 2935009090 |
| SMILES | [S](=O)(=O)(NC(=O)NN2CC3C(C2)CCC3)c1ccc(cc1)C |
| 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) |
| InChI Key | BOVGTQGAOIONJV-UHFFFAOYSA-N |
| NACRES Code | NA.24 |
| UNSPSC | 41116107 |
| Hazard Symbols | transportation |
| MSDS | msds/38625_1_21187_98_4.pdf |
| Bioactivity | Gliclazide is a whole-cell beta-cell ATP-sensitive potassium currents blocker with an IC50 of 184 nM.Target: Potassium Channelgliclazide further characterize its mechanism of hypoglycemic effect: the observed improvements in insulin sensitivity and in GLUT4 translocation indicate that gliclazide counters the hydrogen peroxide-induced insulin resistance in 3T3L1 adipocytes and also would further augment the hypoglycemic effect of this drug as insulinotropic sulfonylurea [1]. Gliclazide blocked whole-cell beta-cell KATP currents with an IC50 of 184 ± 30 nmol/l (n = 6-10) but was much less effective in cardiac and smooth muscle (IC50s of 19.5 ± 5.4 micromol/l (n = 6-12) and 37.9 ± 1.0 micromol/l (n = 5-10), respectively). In all three tissues, the action of the drug on whole-cell KATP currents was rapidly reversible. In inside-out patches on beta-cells, gliclazide (1 micromol/l) produced a maximum of 66 ± 13 % inhibition (n = 5), compared with more than 98 % block in the whole-cell configuration. Gliclazide is a high-potency sulphonylurea which shows specificity for the pancreatic beta-cell KATP channel over heart and smooth muscle. In this respect, it differs from glibenclamide [2]. Related Catalog Signaling Pathways >> Membrane Transporter/Ion Channel >> Potassium Channel Research Areas >> Cardiovascular Disease References [1]. Shimoyama, T., et al., Gliclazide protects 3T3L1 adipocytes against insulin resistance induced by hydrogen peroxide with restoration of GLUT4 translocation. Metabolism, 2006. 55(6): p. 722-30. [2]. Lawrence, C.L., et al., Gliclazide produces high-affinity block of KATP channels in mouse isolated pancreatic beta cells but not rat heart or arterial smooth muscle cells. Diabetologia, 2001. 44(8): p. 1019-25. Chemical & Physical Properties Density 1.4±0.1 g/cm3 Melting Point 163-169 °C(lit.) Molecular Formula C15H21N3O3S Molecular Weight 323.410 Exact Mass 323.130371 PSA 86.89000 LogP 1.57 Index of Refraction 1.624 InChIKey BOVGTQGAOIONJV-UHFFFAOYSA-N SMILES Cc1ccc(S(=O)(=O)NC(=O)NN2CC3CCCC3C2)cc1 Storage condition -20°C Freezer Water Solubility methylene chloride: soluble |
| Use of | Properties Articles63 Name gliclazide Synonym More Synonyms Gliclazide Biological Activity Related Catalog Signaling Pathways >> Membrane Transporter/Ion Channel >> Potassium Channel Research Areas >> Cardiovascular Disease References [2]. Lawrence, C.L., et al., Gliclazide produces high-affinity block of KATP channels in mouse isolated pancreatic beta cells but not rat heart or arterial smooth muscle cells. Diabetologia, 2001. 44(8): p. 1019-25. Chemical & Physical Properties Molecular Formula C15H21N3O3S Exact Mass 323.130371 PSA 86.89000 Index of Refraction 1.624 InChIKey BOVGTQGAOIONJV-UHFFFAOYSA-N Water Solubility methylene chloride: soluble |
| Tax Rebate | 9.0% |
| Supervision | None MFN tariff: 6.5% Ordinary tariff: 35.0% |
| Transport Info | Product name: Purity: 99.0% |
| MSDS Transport Info | Module 14. Shipping information 14.1 UN dangerous goods number European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.2 Names specified by the United Nations (UN) 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 Dangerous Regulations: No International Maritime Transport Dangerous Regulations Maritime Pollutants: No International Air Transport Risk Regulations: No 14.6 Special reminder to users No data available |
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