25508-17-2

Basic information

• Product Name: Carbamimidothioic acid, benzoyl-, methyl ester
• CAS NO: 25508-17-2
• Molecular Formula: C9H10N2OS
• Molecular Weight: 194.257
• Mol File: 25508-17-2.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: Carbamimidothioic acid, benzoyl-, methyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Carbamimidothioic acid, benzoyl-, methyl ester(25508-17-2)
• EPA Substance Registry System: Carbamimidothioic acid, benzoyl-, methyl ester(25508-17-2)

Safety Data

• Hazardous Substances Data: 25508-17-2(Hazardous Substances Data)

Upstream product

• 24786-18-3 dimethyl N-benzoyldithiocarbonimidate 
• 98-88-4 benzoyl chloride 
• 204584-81-6 N-benzoyl-N'-butyloxycarbonyl-S-methylisothiourea 
• 4338-95-8 S-methylthiouronium iodide 
• 65-85-0 benzoic acid 
• 23405-15-4 benzoic acid N-hydroxysuccinimide ester 
• 21406-30-4 N-Benzoylamino-dithiokohlensaeuremethylester 
• 98-91-9 thiobenzoic acid 
• 14527-26-5 2-methylisothiourea sulphate 
• 100-52-7 benzaldehyde 
• 7664-41-7 ammonia 
• 2986-19-8 carbamimidothioic acid methyl ester 
• 614-23-3 N-benzoylthiourea 
• 77-78-1 dimethyl sulfate 

Downstream Products

• 124882-44-6 1,5-diphenyl-1H-1,2,4-triazol-3-amine 
• 41813-97-2 1,3-diphenyl-1,2,4-triazol-5-amine 

Relevant articles and documents

Regioselective microwave synthesis and derivatization of 1,5-diaryl-3-amino-1,2,4-triazoles and a study of their cholinesterase inhibition properties

Herein we describe the development of an efficient one-pot regioselective synthesis protocol to obtain N-protected or N-deprotected 1,5-diaryl-3-amino-1,2,4-triazoles from N-acyl-N-Boc-carbamidothioates. This improved protocol using microwave irradiation and low reaction times (up to 1 h) furnished desired compounds in yields ranging from 50 to 84%. This chemistry is useful for a variety of aromatic groups with electronically diverse substituents. The design and correct derivation of the amino group led to compounds able to inhibit cholinesterases with good IC50 of up to 1 μM. Also, the mode of action (mixed-type) and SAR analysis for this series of compounds was described by means of kinetic and molecular modelling evaluations, showing potential for this class of compounds as new scaffolds for this biological activity.

Antibiotic for methicillin resistant bacteria

The present invention is directed to anti-bacterial and anti-tumor agents and the synthesis thereof.

Reactions with N-Acylimino-dithiocarbonic-acid-diesters

Reactions of N-acylimino-dithiocarbonic-acid-S,S-diesters 1 with nucleophilic compounds present new possibilities to synthesize heterocycles.With amines 1a reacts by mono- and disubstitution, respectively, of methylthio-groups to isothioureas 2 and guanidines 3, with 1,2-binucleophilic arenes to benzoheterocycles 4, with aliphatic diamines to imidazolines 5, pyrimidines 6, diazepines 7 and the hexamethylene-diamine-derivatives 8. 1a reacts also with hydrazines to 1,2,4-triazoles 9 and with hydrazides to the thiosemicarbazones 10 or 1,3,4-oxadiazoles 11.Heterocyclisations of 1 with guanidines, thiourea, salts of thiourea and amidines give the 1,3,5-triazines 12, 14, 15 and 16.N-benzoyl-dithiocarbonic-acid-methylester -amid reacts with CH-acidic compounds to thiazoles 17.The structures of the final products are determined by i.r.-, 1H-n.m.r.-, u.v.- and mass-spectras.