61607-68-9

Usage

Uses

Used in Pharmaceutical Industry:
1-[2-(Dimethylamino)ethyl]-1H-tetrazole-5-thiol is used as an impurity in the production of Cefotiam, a semi-synthetic cephalosporin antibiotic. Its presence is significant as it can affect the quality and efficacy of the antibiotic, necessitating monitoring and control during the manufacturing process to ensure the safety and effectiveness of the final product.

InChI:InChI=1/C5H11N5S/c1-9(2)3-4-10-5(11)6-7-8-10/h3-4H2,1-2H3,(H,6,8,11)

Upstream product

• 66309-55-5 [2-(dimethylamino)ethyl]carbamodithioic acid methyl ester 
• 7097-89-4 2-dimethylaminoethyl isothiocyanate 
• 4648-54-8 trimethylsilylazide 

Downstream Products

• 61607-66-7 (6R,7R)-7-amino-3-[((1-(2-(methylamino)ethyl)-1H-tetrazol-5-yl)thio)methyl]-8-oxo-5-thia-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid 

Relevant academic research and scientific papers

Synthesis method of 1-(2-dimethylaminoethyl)-1H-5-sulfydryl-tetrazole

The invention relates to a synthesis method of 1-(2-dimethylaminoethyl)-1H-5-sulfydryl-tetrazole. The synthesis method comprises the following steps: (1) with sodium N, N-dimethyl ethylenediamine dithiocarboxylate and sodium azide as raw materials, water as a reaction solvent and an alkaline solution as a catalyst, carrying out heating reflux, and after the reaction is finished, neutralizing the reaction solution with an acid to obtain a crude 1-(2-dimethylaminoethyl)-1H-5-sulfydryl-tetrazoleproduct; and (2) recrystallizing the crude 1-(2-dimethylaminoethyl)-1H-5-sulfydryl-tetrazole product obtained in step (1) through a recrystallization solution to obtain the 1-(2-dimethylaminoethyl)-1H-5-sulfydryl-tetrazole finished product, wherein the recrystallization solution is a mixed solution ofmethylbenzene and water. The product prepared by the method has the advantages of high purity and high yield, the reaction process is safe, and the method is a green and environment-friendly synthesisprocess.

Synthesis method of 1-(2-dimethylaminoethyl)-5-mercaptotetrazole

The invention belongs to the technical field of medicines, and particularly relates to a synthesis method of 1-(2-dimethylaminoethyl)-5-mercaptotetrazole. The method comprises the following steps: reacting N, N-dimethylethylenediamine with thiophosgene to obtain isothiocyanate, reacting isothiocyanate with azidotrimethylsilane to obtain 1-(2-dimethylaminoethyl)-5-mercaptotetrazole hydrochloride, dissolving 1-(2-dimethylaminoethyl)-5-mercaptotetrazole hydrochloride in water, and carrying out decolorizing and crystallizing to obtain 1-(2-dimethylaminoethyl)-5-mercaptotetrazole. According to themethod, the isothiocyanate is synthesized from the N, N-dimethylethylenediamine and the thiophosgene through a one-step method, so that the synthesis process is simplified and the yield is greatly increased; non-toxic azidotrimethylsilane is used for replacing virulent sodium azide in the cyclization process, so that the safety of the process is improved, and the method is more suitable for industrial amplification.

NOVEL QUINOXALINE DERIVATIVES

This invention relates to a novel compound represented by the following Chemical Formula 1, a process for preparing it, and its pharmaceutically approved salt comprising it as an active ingredient. The compound of this invention is GLP 1 receptor regulating low molecular weight compound useful for treatment of metabolic diseases such as diabetes and obesity by regulating the function of glucagon like peptide 1 receptor (GLP 1 receptor) for the disease or disorder carried by GLP 1 since it has the effects on a drop of blood sugar and an improvement of insulin resistance

Synthesis and biological properties of new 1β-methylcarbapenems having tetrazolothioether moiety

The synthesis and biological activities of a series of new 1β-methylcarbapenems 1a-1 having tetrazolothioether moiety at C-5 position of pyrrolidine were described. Among these compounds, 1c showed the most potent antibacterial activity and advanced pharmacokinetics compared with imipenem and meropenem. (C) 2000 Elsevier Science Ltd. All rights reserved.

Cephalosporin derivatives and bactericides containing the same

Cephalosporin compounds represented by the following formula (I) and pharmaceutically acceptable salts thereof have a broad bactericidal spectrum against various pathogenic bacteria including Psuedomonas aeruginosa and are useful as bactericidal remedies for pathogenic diseases of human and animals: STR1 wherein A represents an unsubstituted or substituted pyridylthio group of a formula (I-1); STR2 or an unsubstituted or substituted pyridiniumthio group of a formula (I-2): STR3 or an unsubstituted or substituted pyridinium group of a formula (I-3); STR4 or a 5- or 6-membered heterocyclicthio or bicycloheterocyclicthio group of a formula (I-4):

7-[2-(2-Imino-4-thiazolin-4-yl)-2-(syn)-hydroxy-iminoacetamido]-cephalosporins

Disclosed are 2-(syn)-hydroxyimino-acetamide derivatives of the formula: STR1 wherein Y is hydrogen, hydroxyl, an acyloxy, carbamoyloxy, a quaternary ammonium or a nitrogen-containing heterocyclic ring-substituted thio group; or pharmaceutically acceptable salts or esters thereof are useful as antibacterial agents. Also disclosed are processes for producing them.

7-[2-(2-Aminothiazol-4-yl)-2-(syn)-methoxyiminoacetamido] cephalosporins

A 7-[2-(2-aminothiazol-4-yl)-2-(syn)-methoxyiminoacetamido] cephalosporin derivative of the formula; STR1 wherein R3 is hydrogen or a residue of a nucleophilic compound; R2 NH is an amino group which may optionally be protected, pharmaceutically acceptable salt or ester thereof, is found to have excellent anti-bacterial activity against a broad spectrum of bacteria inclusive of gram-negative bacteria such as Escherichia coli, Serratia marcescens, Proteus rettgeri, Enterobacter cloacae and Citrobacter freundii. Thus, this compound may be used for an antibacterial agent in therapeutical purposes.

Solid cephalosporin salt

A solid cephalosporin derivative having the formula: STR1 wherein X is chlorine or bromine, n is a number from zero to 6, is found to have high stability in storage and may be used as an active component of an antimicrobial composition.

A new cephalosporin. SCE-963: 7-[2-(2-aminothiazol-4-yl)-acetamido]-3- [[[1-(2-dimethylaminoethyl)-1h-tetrazol-5-yl]-thio]methyl]ceph-3-em-4-carboxylic acid. Chemistry and structure-activity relationships

The synthesis and the in vitro and in vivo antimicrobial activities of a series of 7-[2-(2-aminothiazol-4-yl)acetamido]cephalosporins (1) having varied 3-substituents, such as methyl, hydroxymethyl, acetoxymethyl, pyridiniomethyl and heterocyclicthiomethyls, are described. The derivates having five membered heterocyclicthiomethyls exhibited strong inhibitory activities against Gram-negative organisms including some strains od Escherichia coli and Proteus morganii which are insensitive to cefazolin and cephaloridine. Pronounced activities were noted with 7-[2-(2-aminothiazol-4-yl)-acetamido]-3-[[[1-(2-dimethylaminoethyl)-1H-tetra zol-5-yl]thio]methyl]ceph-3-em-4-carboxylic acid (1y;SCE-963).