Tolbutamide structure, CAS 64-77-7

Tolbutamide

CAS Number64-77-7

Synonyms3-butyl-1-(4-methylphenyl)sulfonyl urea; Orinase; Diabetol; Dolipol; Diaben; N'-4-Methylbenzenesulfonyl-N''-butylurea; Artosin; 1-butyl-3-(4-methylphenyl)sulfonylurea; Tolbutamidum; Rastinon; MFCD00027169; Willbutamide; [3H]-Tolbutamide; 1-(p-toluenesulfonyl)-3-n-butyl-urea; N'-Butyl-N-[(4-methylphenyl)sulfonyl]carbamimidic acid; N-(Butylcarbamoyl)-4-methylbenzenesulfonamide; Tolbutamide; EINECS 200-594-3; Dirastan; Glyconon; 4-11-00-00396 (Beilstein Handbook Reference); Butamide

Molecular FormulaC12H18N2O3S

Molecular Weight270.35

Purity97.0-103.0%

Density1.2±0.1 g/cm3

Boiling Point430.0±38.0 °C at 760 mmHg

Melting Point128-130°C

Flash Point

AppearanceWhite crystalline powder

EINECS200-594-3

MSDSChineseEnglish

SymbolTransport

Signal WordWarning

Cat. No.: 2A-9012763 Purity: 97.0-103.0%
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Quality Control of [ 64-77-7 ] Purity: 97.0-103.0% SDS Specification MoL

Chemical & Physical Properties
CAS Number64-77-7
Catalog No.2A-9012763
Chinese Name甲苯磺丁脲
Synonyms3-butyl-1-(4-methylphenyl)sulfonyl urea; Orinase; Diabetol; Dolipol; Diaben; N'-4-Methylbenzenesulfonyl-N''-butylurea; Artosin; 1-butyl-3-(4-methylphenyl)sulfonylurea; Tolbutamidum; Rastinon; MFCD00027169; Willbutamide; [3H]-Tolbutamide; 1-(p-toluenesulfonyl)-3-n-butyl-urea; N'-Butyl-N-[(4-methylphenyl)sulfonyl]carbamimidic acid; N-(Butylcarbamoyl)-4-methylbenzenesulfonamide; Tolbutamide; EINECS 200-594-3; Dirastan; Glyconon; 4-11-00-00396 (Beilstein Handbook Reference); Butamide
Molecular FormulaC12H18N2O3S
Molecular Weight270.35
Purity97.0-103.0
Density1.2±0.1 g/cm3
Boiling Point430.0±38.0 °C at 760 mmHg
Melting Point128-130°C
AppearanceWhite crystalline powder
Storage ConditionThis product should be sealed and stored in a dry
ApplicationTolbutamide is a first-generation potassium channel blocker and an orally active hypoglycemic compound of the sulfonylurea class.
EINECS200-594-3
HTC2935009090
PubChem ID329826629
MDL NumberMFCD00027169
SMILESCCCCNC(=O)NS(=O)(=O)c1ccc(C)cc1
InChI1S/C12H18N2O3S/c1-3-4-9-13-12(15)14-18(16,17)11-7-5-10(2)6-8-11/h5-8H,3-4,9H2,1-2H3,(H2,13,14,15)
InChI KeyJLRGJRBPOGGCBT-UHFFFAOYSA-N
Beilstein/REAXYS1984428
NACRES CodeNA.24
UNSPSC41116107
Hazard SymbolsTransport
MSDSmsds/12763_1_64_77_7.pdf
BioactivityTolbutamide is a first generation potassium channel blocker, sulfonylurea oral hypoglycemic drug.Target: Potassium ChannelTolbutamide is an oral antihyperglycemic agent used for the treatment of non-insulin-dependent diabetes mellitus (NIDDM). Tolbutamide act by stimulating β cells of the pancreas to release insulin. Sulfonylureas increase both basal insulin secretion and meal-stimulated insulin release. Tolbutamide belongs to a class of medications called sulfonylureas. Tolbutamide inhibits both the basal and the cyclic AMP-stimulated protein kinase activities and the IC50 of Tolbutamide is 4 mM. Similar Tolbutamide concentrations are required for half maximal inhibition of in vitro lipolysis induced by hormones (norepinephrine and ACTH) or by dibutyryl cyclic AMP plus theophylline. Tolbutamide also inhibits both soluble and membrane-bound protein kinase from canine heart. The Tolbutamide inhibition of adipose tissue cyclic AMP-dependent protein kinase is one possible explanation for the antilipolytic effects of this drug [1]. Tolbutamide inhibits C6-glioma cell proliferation by increasing Cx43, which correlates with a reduction in pRb phosphorylation due to the up-regulation of the Cdk inhibitors p21 and p27 [2]. Related Catalog Signaling Pathways >> Autophagy >> Autophagy Signaling Pathways >> Membrane Transporter/Ion Channel >> Potassium Channel Research Areas >> Metabolic Disease References [1]. Wray, H.L. and A.W. Harris, Adenosine 3', 5'-monophosphate-dependent protein kinase in adipose tissue: inhibition by tolbutamide. Biochem Biophys Res Commun, 1973. 53(1): p. 291-4. [2]. Sanchez-Alvarez, R., et al., Tolbutamide reduces glioma cell proliferation by increasing connexin43, which promotes the up-regulation of p21 and p27 and subsequent changes in retinoblastoma phosphorylation. Glia, 2006. 54(2): p. 125-34. Chemical & Physical Properties Density 1.2±0.1 g/cm3 Boiling Point 430.0±38.0 °C at 760 mmHg Melting Point 128-130°C Molecular Formula C12H18N2O3S Molecular Weight 270.348 Flash Point 213.9±26.8 °C Exact Mass 270.103821 PSA 83.65000 LogP 2.93 Vapour Pressure 0.0±1.1 mmHg at 25°C Index of Refraction 1.557 InChIKey JLRGJRBPOGGCBT-UHFFFAOYSA-N SMILES CCCCNC(=O)NS(=O)(=O)c1ccc(C)cc1 Stability Stable. Combustible.
Use ofProperties Articles111 Name tolbutamide Synonym More Synonyms Tolbutamide Biological Activity Related Catalog Signaling Pathways >> Autophagy >> Autophagy Signaling Pathways >> Membrane Transporter/Ion Channel >> Potassium Channel Research Areas >> Metabolic Disease References [1]. Wray, H.L. and A.W. Harris, Adenosine 3', 5'-monophosphate-dependent protein kinase in adipose tissue: inhibition by tolbutamide. Biochem Biophys Res Commun, 1973. 53(1): p. 291-4. [2]. Sanchez-Alvarez, R., et al., Tolbutamide reduces glioma cell proliferation by increasing connexin43, which promotes the up-regulation of p21 and p27 and subsequent changes in retinoblastoma phosphorylation. Glia, 2006. 54(2): p. 125-34. Chemical & Physical Properties Molecular Formula C12H18N2O3S Exact Mass 270.103821 PSA 83.65000 Index of Refraction 1.557 InChIKey JLRGJRBPOGGCBT-UHFFFAOYSA-N Stability Stable. Combustible.
Tax Rebate9.0%
SupervisionNone MFN tariff: 6.5% Ordinary tariff: 35.0%
Transport InfoProduct name: Purity: 99.0%
MSDS Transport InfoModule 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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