ChemicalBook > Product Catalog >API >Hormones and the Endocrine System >Pancreatic hormone and blood sugar regulation >TOLAZAMIDE

TOLAZAMIDE

TOLAZAMIDE Structure
CAS No.
1156-19-0
Chemical Name:
TOLAZAMIDE
Synonyms
U-17835;diabewas;tolanase;tolinase;Tolonase;norglycin;nsc-70762;olazamide;nci-c03327;TOLAZAMIDE
CBNumber:
CB9355686
Molecular Formula:
C14H21N3O3S
Molecular Weight:
311.4
MOL File:
1156-19-0.mol
Modify Date:
2023/6/8 9:02:53

TOLAZAMIDE Properties

Melting point 162-164°C
Boiling point 300°C (rough estimate)
Density 1.2228 (rough estimate)
refractive index 1.6740 (estimate)
storage temp. Sealed in dry,Room Temperature
solubility Very slightly soluble in water; freely soluble in chloroform; soluble in acetone; slightly soluble in ethanol (96%).
form Solid
pka 3.6(at 25℃)
color White to Off-White
Water Solubility 65.4mg/L(30 ºC)
CAS DataBase Reference 1156-19-0(CAS DataBase Reference)
EPA Substance Registry System Tolazamide (1156-19-0)

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS08
Signal word  Danger
Hazard statements  H370
Precautionary statements  P260-P264-P270-P307+P311-P321-P405-P501
Hazard Codes  Xn
Risk Statements  22
Safety Statements  36
WGK Germany  3
RTECS  YT4400000
HS Code  2935904000
Toxicity LD50 in rats, mice (mg/kg): >5000 orally, 2239 i.p. (Dulin)
NFPA 704
0
1 0

TOLAZAMIDE Chemical Properties,Uses,Production

Description

Tolazamide is a first generation sulfonylurea that inhibits sulfonylurea receptor 1 (SUR1) linked to the inwardly rectifying potassium channel (KIR6.2; IC50 = 4.2 μM in HEK293 cells transfected with the human receptor). It has no effect on glucose uptake in L6 rat skeletal muscle cells when used at a concentration of 0.6 mg/mL but enhances glucose uptake two-fold when used in combination with insulin. In vivo, tolazamide (128 mg/kg) reduces glomerulosclerosis and albumin excretion in a rat model of insulin-dependent diabetes induced by streptozotocin . Formulations containing tolazamide have been used in the treatment of type 2 diabetes.

Chemical Properties

White Solid

Uses

Labelled Tolazamide, an antidiabetic.

Definition

ChEBI: An N-sulfonylurea that is 1-tosylurea in which a hydrogen attached to the nitrogen at position 3 is replaced by an azepan-1-yl group. A hypoglycemic agent, it is used for the treatment of type 2 diabetes mellitus.

General Description

Tolazamide is N-[[(hexahydro-1H-azepin-1-yl)amino]carbonyl]-4-methylbenzenesulfonamide; or 1-(hexahydro-1H-azepin-1-yl)-3-(p-tolylsulfonyl)urea; or 1-(4-methylphenylsulfonyl)-3-(hexahydro-1H-azepin-1-yl)urea (generic).Tolazamide incorporates a fully saturated azepine moietythat is but weakly basic, with a pKa of~3.32 The pKa of thesulfonylurea group lies within the typical range; thus, inareas of the duodenum wherein the pH falls within the rangeof 4 to 5, the uncharged form of the drug is the predominantspecies, and its lipophilicity lends to rapid absorption bypassive diffusion.

Air & Water Reactions

TOLAZAMIDE may be sensitive to prolonged exposure to air. Insoluble in water.

Reactivity Profile

TOLAZAMIDE is an amide. Amides/imides react with azo and diazo compounds to generate toxic gases. Flammable gases are formed by the reaction of organic amides/imides with strong reducing agents. Amides are very weak bases (weaker than water). Imides are less basic yet and in fact react with strong bases to form salts. That is, they can react as acids. Mixing amides with dehydrating agents such as P2O5 or SOCl2 generates the corresponding nitrile. The combustion of these compounds generates mixed oxides of nitrogen (NOx). TOLAZAMIDE is incompatible with acids. .

Fire Hazard

Flash point data for TOLAZAMIDE are not available; however, TOLAZAMIDE is probably combustible.

TOLAZAMIDE Preparation Products And Raw materials

Raw materials

Preparation Products

Global( 141)Suppliers
Supplier Tel Country ProdList Advantage Inquiry
CLEARSYNTH LABS LTD. +91-22-45045900 Hyderabad, India 6351 58 Inquiry
A.J Chemicals 91-9810153283 New Delhi, India 6124 58 Inquiry
Pharmaffiliates Analytics and Synthetics P. Ltd +91-172-5066494 Haryana, India 6773 58 Inquiry
Triveni chemicals 08048762458 New Delhi, India 6093 58 Inquiry
ATK CHEMICAL COMPANY LIMITED +undefined-21-51877795 China 32760 60 Inquiry
career henan chemical co +86-0371-86658258 +8613203830695 China 29826 58 Inquiry
TargetMol Chemicals Inc. +1-781-999-5354 +1-00000000000 United States 19892 58 Inquiry
Hefei TNJ Chemical Industry Co.,Ltd. 0551-65418671 China 34571 58 Inquiry
Finetech Industry Limited +86-27-87465837 +8618971612321 China 9624 58 Inquiry
Zhejiang J&C Biological Technology Co.,Limited +1-2135480471 +1-2135480471 China 10522 58 Inquiry
1-(hexahydro-1-azepinyl)-3-p-tolylsulfonylurea 1-(hexahydro-1h-azepin-1-yl)-3-(p-tolylsulfonyl)-ure 1-(hexahydro-1h-azepin-1-yl)-3-(p-tolylsulfonyl)urea 4-(p-tolylsulfonyl)-1,1-hexamethylenesemicarbazide Tolazamide Solution, 100ppm diabewas n-(((hexahydro-1h-azepin-1-yl)-amino)carbonyl)-4-methyl-benzenesulfonamid n-(p-toluenesulfonyl)-n’-hexamethyleniminourea n,((hexahydro-1h-azepin-1-yl)amino)carbonyl)-4-methyl-benzenesulfonamid n-[[(hexahydro-1h-azepin-1-yl)-amino]carbonyl]-4-methylbenzenesulfonamide nci-c03327 norglycin nsc-70762 tolanase tolazolamide tolinase SALOR-INT L254916-1EA N-[[(HEXAHYDRO-1H-AZEPINYL)AMINO]CARBONYL]-4-METHYLBENZENESULFONAMIDE U-17835 TOLAZAMIDE LABOTEST-BB LT00772329 1-[HEXAHYDRO-1H-AZEPIN-1-YL]-3-[P-TOLUENESULFONYL]UREA Tolonase Tolazamide (200 mg) TOLAZAMIDE;NSC 70762 1-(4-Methylphenylsulfonyl)-3-(hexahydro-1H-azepin-1-yl)urea Benzenesulfonamide, N-[[(hexahydro-1H-azepin-1-yl)amino]carbonyl]-4-methyl- Tolbutamide EP Impurity C Tolbutamide Impurity 3 (Tolbutamide EP Impurity C) TOLAZAMIDE USP/EP/BP 1-(azepan-1-yl)-3-(4-methylbenzenesulfonyl)urea 1-(azepan-1-yl)-3-(4-methylphenyl)sulfonylurea Tolazamide (1668001) BRN 2938799 BRN-2938799 4-chloro-3-[5-(2-hydroxyphenyl)-4,5-dihydro-1H-pyrazol-7-yl]phenol N-(Azepan-1-ylcarbamoyl)-4-methylbenzenesulfonamide 1-azepan-1-yl-3-[(4-methylphenyl)sulfonyl]urea (tolazamide) olazamide Tolbutamide Impurity C 1156-19-0 C14H21N3O3S Stimulates pancreatic islet cells to secrete insulin; blocks ATP-sensitive K+ channels. Cell Signaling and Neuroscience Cell Biology BioChemical Voltage-gated Ion Channels Potassium Channel Modulators Ion Channels Monovalent Ion Channels Amines Aromatics Intermediates & Fine Chemicals Pharmaceuticals Sulfur & Selenium Compounds TOLINASE