6291-51-6

Usage

Type of compound

Thioamide derivative of quinoline

Uses

Production of pharmaceuticals, agrochemicals, and dyes; potential biological activities including antimicrobial and antiviral properties

Physical properties

Yellow solid, soluble in organic solvents, melting point of around 154-155°C

Safety precautions

Can be harmful if swallowed or inhaled, may cause skin and eye irritation upon contact

Upstream product

• 83-54-5 1-methyl-4-quinolone 
• 18436-77-6 4-chloro-1-methylquinolin-1-ium iodide 
• 17356-08-0 thiourea 
• 46000-25-3 4-methylthioisoquinoline 
• 529-37-3 4(1H)-quinolinone 
• 51812-96-5 4-mercaptoquinoline 
• 611-35-8 4-chloroquinoline 
• 611-36-9 quinolin-4-ol 
• 74-87-3 methylene chloride 

Downstream Products

• 180625-58-5 N-phenylsulfonyl-S-(1-methyl-1,4-dihydro-4-chinolyliden)sulfimid 
• 180625-60-9 N,N'-bis(p-tolylsulfonyl)-1-methylchinolinium-4-sulfinamidinat 
• 139710-90-0 2-(4-methoxybenzoyl)-1-methyl-4-quinolone 
• 139710-81-9 2-benzoyl-1-methylquinolin-4(1H)-one 
• 72299-77-5 2-(1,4-Dihydro-1-methylquinilyden-4-yl)-1-phenylethanone 
• 139710-89-7 2-(α-hydroxy-4-methoxybenzyl)-1-methylquinoline-4-thione 
• 139710-87-5 2--1-methylquinoline-4-thione 

Relevant academic research and scientific papers

Carbon-sulfur and carbon-selenium double bond formation through thiolysis and selenolysis of 4-methylsulfanyl-substituted pyridinium and quinolinium halides

4-Methylsulfurylpyridinium and -quinolinium salts 3 and 4 with alkyl groups such as methyl, allyl, benzyl, ethoxycarbonylmethyl, benzoylmethyl on the nitrogen atom were prepared by the Menschutkin-type reaction and some of them caused to react under either the thiolysis or selenolysis reaction conditions. N-Substituted pyridine-4-thiones 5a-c and quinoline-4-thiones 6a-e were formed at different rates in high isolated yield. On the other hand, two N-alkyl-4-selenopyridone 7a,b together with three 4-selenoquinolones 8a,b,c were also produced in high chemical purity and characterized spectroscopically. In addition, 4-sulfanylpyridone 12 and 4-selenopyridone 13 with a N-tert-butyl group were obtained via Zincke' s salt 9. The overall process provides a useful alternative to the otherwise difficult direct N-alkylation of thioxo- and selenoxopyridine systems.

Hetero-ring Lithiation of N-Methyl-4-quinolone and N-Methylquinoline-4-thione

Lithiation of 1-methyl-4-quinolone and 1-methylquinoline-4-thione with lithium diisopropylamide (LDA) at -78 deg C takes place at C-2.The resulting lithio-species react with a variety of electrophiles to give 2-substituted-4-quinolones and -quinolines-4-thiones respectively. 1-Methylquinoline-4-thione is easily converted into 1-methyl-4-quinolone in protic solution.

1-dethia-2-thia-cephalosporanic acids

1-dethia-2-thia-cephalosporanic acids of the formula STR1 wherein R is selected from the group consisting of STR2 Rb --NH--and STR3 Ra is an organic radical Ri and Rj are individually selected from the group consisting of hydrogen, aliphatic, aromatic and heterocycle or taken together with the nitrogen atom form an optionally substituted heterocycle, Rb is optionally substituted carbocyclic or heterocyclic aryl, R1B is --[CH=CH]n1 --CH2 --S--Rm, n1 is 0, 1 or 2, Rm is an unsaturated radical including a positively charged and doubly bonded nitrogen atom and bonded to the sulfur atom through a carbon atom, R4 is hydrogen or methoxy, n2 is 0, 1 or 2 and A is selected from the group consisting of hydrogen, alkali metal ion, or alkaline earth metal ion, magnesium ion, ammonium ion, an organic amine base and an ester group or --COOA is --COO- and their non-toxic, pharmaceutically acceptable acid addition salts, having antibiotic activity.