Mebetide

Base Information

• Chemical Name: Mebetide
• CAS No.: 360-81-6
• Molecular Formula: C8H8N2O2S
• Molecular Weight: 196.23
• NSC Number: 634166
• DSSTox Substance ID: DTXSID00189561
• Nikkaji Number: J65.457D
• Wikidata: Q83061695
• Pharos Ligand ID: 91PCMRTKGQLH
• ChEMBL ID: CHEMBL1993421
• Mol file: 360-81-6.mol

Synonyms:Mebetide;360-81-6;3-Methyl-2H-1,2,4-benzothiadiazine 1,1-dioxide;3-methyl-4H-1lambda6,2,4-benzothiadiazine 1,1-dioxide;CHEMBL1993421;3-Metil-2H-1,2,4-benzotiodiazina 1,1-diossido [Italian];3-Metil-2H-1,2,4-benzotiodiazina 1,1-diossido;2H-1,2,4-Benzothiadiazine, 3-methyl-, 1,1-dioxide;3-methyl-4h-1,2,4-benzothiadiazine 1,1-dioxide;SCHEMBL5625588;SCHEMBL10118553;DTXSID00189561;BDBM50207541;AKOS026705781;NSC-634166;LS-40429;NCI60_011351;3-methyl-4h-1,2,4-benzothiadiazine-1,1-dioxide;SR-01000410090;SR-01000410090-1;3-methyl-4H-benzo[e][1,2,4]thiadiazine 1,1-dioxide;F0913-0097;3-methyl-1,2-dihydro-1,2,4-benzothiadiazine-1,1-dioxide

Chemical Property of Mebetide

Chemical Property:

• Vapor Pressure: 7.36E-06mmHg at 25°C
• Melting Point: 264 - 267°C
• Boiling Point: 376.2°Cat760mmHg
• Flash Point: 181.3°C
• PSA: 66.91000
• Density: 1.47g/cm³
• LogP: 1.87360
• Storage Temp.: Refrigerator
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• XLogP3: 0.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 196.03064868
• Heavy Atom Count: 13
• Complexity: 329

Purity/Quality:

98% ^*data from raw suppliers

DeschloroDiazoxide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=NS(=O)(=O)C2=CC=CC=C2N1
• Uses: 3-Methyl-4H-1,2,4-benzothiadiazine 1,1-dioxide functions in structure activity relations analysis of benzothiadiazine compounds as hyperglycemic agents by correlating with the reduction in urine output in vivo and insulin production both in vivo and in vitro. Also functions as an antihypertensive agent.

Technology Process of Mebetide

There total 22 articles about Mebetide which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 98.0%

N-[(2-bromophenyl)sulfonyl]ethanimidamide (1310552-54-5) → 3-methyl-4H-1,2,4-benzothiadiazine 1,1-dioxide (360-81-6)

Guidance literature:

With copper(l) iodide; N,N`-dimethylethylenediamine; In N,N-dimethyl-formamide; at 80 ℃; for 8h; Inert atmosphere;

DOI:10.1016/j.tet.2011.06.063

Reference yield: 98.0%

N-(1-aminoethylidene)-2-bromobenzenesulfonamide (1310552-54-5) → 3-methyl-4H-1,2,4-benzothiadiazine 1,1-dioxide (360-81-6)

Guidance literature:

With copper(l) iodide; potassium carbonate; N,N`-dimethylethylenediamine; In N,N-dimethyl-formamide; at 70 ℃; for 8h; Inert atmosphere;

DOI:10.1080/00397911.2010.494815

Reference yield: 96.0%

N-((2-fluorophenyl)sulfonyl)ethanimidamide (1327160-59-7) → 3-methyl-4H-1,2,4-benzothiadiazine 1,1-dioxide (360-81-6)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 80 ℃; for 8h;

DOI:10.1016/j.tet.2011.06.063

upstream raw materials:

2H-1,2,4-benzothiadiazin-3(4H)-one 1,1-dioxide

acetic anhydride

2-acetylamino-benzenesulfonic acid acetylamide

2-(acetylamino)benzenesulfonamide

Downstream raw materials:

diazoxide

Refernces

• 1、 -. "Method for preparing diazoxide". Paragraph 0018; 0025; 0027. . Retrieved 2020/04/02.
• 2、 Cherepakha, Artem,Kovtunenko, Vladimir O.,Tolmachev, Andrey,Lukin, Oleg,Nazarenko, Konstantin G.. "Facile synthesis of 4H-1,2,4-benzothiadiazine-1,1-dioxides". experimental part. p. 1977 - 1989. Retrieved 2011/06/23.