2103-88-0

Usage

Uses

4-Phenyl-2-mercaptothiazole is used in the synthesis of novel azabicyclo derivatives.

Synthesis Reference(s)

Synthetic Communications, 23, p. 1455, 1993 DOI: 10.1080/00397919308011236

InChI:InChI=1/C9H7NS2/c11-9-10-8(6-12-9)7-4-2-1-3-5-7/h1-6H,(H,10,11)

Upstream product

• 513-74-6 ammonium dithiocarbamate 
• 532-27-4 1-chloroacetophenone 
• 507-09-5 thioacetic acid 
• 5399-30-4 2-oxo-2-phenylethylthiocyanate 
• 70-11-1 α-bromoacetophenone 
• 7257-94-5 1-phenyl-2-(p-tolylsulfonyloxy)ethanone 
• 98-86-2 acetophenone 
• 53983-40-7 triethylammonium dithiocarbamate 
• 857618-06-5 dithiocarbamic acid phenacyl ester 
• 60-29-7 diethyl ether 
• 1826-23-9 2-chloro-4-phenylthiazole 
• 333-20-0 potassium thioacyanate 
• 17356-08-0 thiourea 
• 79069-32-2 phenyl(phenylethynyl)iodonium tosylate 

Downstream Products

• 76098-78-7 2-(benzylthio)-4-phenylthiazole 
• 101423-29-4 2-((4-chlorobenzyl)thio)-4-phenylthiazole 
• 15208-27-2 (4-phenyl-thiazol-2-ylmercapto)-acetic acid 
• 5316-75-6 1-phenyl-2-(4-phenyl-thiazol-2-ylsulfanyl)-ethanone 
• 2103-86-8 2-methylmercapto-4-phenylthiazole 
• 23349-44-2 bis(4-phenylthiazol-2-yl) disulfide 
• 69390-10-9 2-(butylthio)-4-phenylthiazole 
• 5316-74-5 2-ethylsulfanyl-4-phenyl-thiazole 
• 22997-19-9 4-(4-phenyl-thiazol-2-ylsulfanyl)-butan-2-one 
• 22997-20-2 4-(4-phenyl-2-thioxo-thiazol-3-yl)-butan-2-one 
• 18711-80-3 3-(4-phenyl-thiazol-2-ylsulfanyl)-propionitrile 
• 18711-90-5 3-(4-phenyl-thiazol-2-ylsulfanyl)-propionic acid methyl ester 
• 20753-43-9 4-phenyl-3H-thiazole-2-thione; mercury(II) salt 
• 16741-06-3 4-phenyl-thiazol-2-yl tetra-O-acetyl-β-D-1-thio-glucopyranoside 

Relevant academic research and scientific papers

Hypervalent iodine in synthesis; 60: A novel method for the synthesis of 2-mercaptothiazoles by cyclocondensation of alkynyl(phenyl)iodonium salts and ammonium dithiocarbamate

A novel method for the synthesis of 2-mercaptothiazoles is achieved by cyclocondensation of alkynyl(phenyl)iodonium salts with ammonium dithiocarbamate. A reaction mechanism is proposed.

Synthesis of 4- and 5-arylthiazolinethiones as inhibitors of indoleamine 2,3-dioxygenase

Docking studies of 4-phenylthiazolinethione on human IDO1 suggest complexation of the heme iron by the exocyclic sulfur atom further reinforced by hydrophobic interactions of the phenyl ring within pocket A of the enzyme. On this basis, chemical modifications were proposed to increase inhibition activity. Synthetic routes had to be adapted and optimized to yield the desired substituted 4- and 5-arylthiazolinethiones. Their biological evaluation shows that 5-aryl regioisomers are systematically less potent than the corresponding 4-aryl analogs. Substitution on the phenyl ring does not significantly increase inhibition potency, except for 4-Br and 4-Cl derivatives.

Synthesis of novel azabicyclo derivatives containing a thiazole moiety and their biological activity against pine-wood nematodes

To explore a new skeleton with nematicidal activity, a series of novel azabicyclo derivatives containing a thiazole moiety were designed, synthesized and evaluated for their nematicidal activities. The bioassay results against pine-wood nematodes (Bursaphelenchus xylophilus) showed that most of the title compounds displayed nematicidal activity at a concentration of 40 mg/L. Especially, the title compounds2-((8-methyl-8-azabicyclo[3.2.1]octan-3-yl)oxy)-4-(4-chlorophenyl)thiazole (7e), 2-((8-methyl-8-azabicyclo[3.2.1]octan-3-yl)thio)-4-phenylthiazole (10a) and 2-((8-methyl-8-azabicyclo [3.2.1]octan-3-yl)thio)-4-(4-chlorophenyl)thiazole (10e) exhibited more than 90% mortality against Bursaphelenchus xylophilus.

5 - Hydroxy indoles containing heterocyclic ring derivative and its use

The present invention relates to a heterocyclic ring-containing 5-hydroxy indole derivative as represented by formula I, comprising a racemate of the derivative, an optical isomer of same, and a pharmaceutically acceptable salt and/or hydrate thereof, where substituent R1, R2, X, Y, and Z have the meanings as provided in the description. The compound of formula I is applicable in preparing a medicament for treatment and/or prevention of viral infections, and particularly for preparing an anti-hepatitis B virus medicament and anti-influenza virus medicament.

An approach to the synthesis of 4-aryl and 5-aryl substituted thiazole-2(3: H)-thiones employing flow processing

A method for the preparation of 4-aryl and 5-aryl substituted thiazole-2(3H)-thiones is described. Flow processing is employed as a tool, and supported acids and bases used to facilitate both the synthetic strategy and product isolation. The methodology is applicable to a range of substrates.

2-[3H-THIAZOL-2-YLIDINEMETHYL]PYRIDINES AND RELATED COMPOUNDS AND THEIR USE

The present invention pertains to certain 2-[3H-thiazol-2-ylidinemethyl]pyridine compounds and analogs thereof, which, inter alia, inhibit cell proliferation, treat cancer, etc., and more specifically to compounds of the following formula, wherein RA1, RA2, RA3, RA4, RB1, RB2, RNA, RNB, and X? are as defined herein: The present invention also pertains to pharmaceutical compositions comprising such compounds, and the use of such compounds and compositions, both in vitro and in vivo, to inhibit cell proliferation, and in the treatment of proliferative conditions such as cancer, etc.

A facile synthesis of thiazole-2(3H)-thiones through [hydroxy(tosyloxy) iodo]benzene

A one-pot facile synthesis of thiazole-2(3H)-thiones (4) has been achieved by hypervalent iodine oxidation of ketones (1) using [hydroxy (tosyloxy)iodo]benzene, followed by the treatment of the reaction mixture with dithiocarbamate salts (3) The intermediate α-tosyloxy-ketones (2) have also been isolated and converted to the target compounds.

Hypervalent iodine in synthesis. 48. A one-pot convenient procedure for the synthesis of 2-mercaptothiazoles by cyclocondensation of ketones with [hydroxy(tosyloxy)iodo]-benzene and ammonium dithiocarbamate

α-Tosyloxylation of ketones with [hydroxy(tosyloxy)iodo]-benzene (HTIB), followed by treatment with ammonium dithiocarbamate, provides a one-pot convenient procedure for the synthesis of 2-mercaptothiazoles with good yields.

Hypervalent iodine in organic synthesis: One pot facile syntheses of α-thiocyanatoacetophenones, 2-hydroxy-, and 2-mercapto-4-arylthiazoles using [hydroxy (tosyloxy)iodo]benzene

Hypervalent iodine oxidation of acetophenones (1a-1e) with [hydroxy(tosyloxy)iodo]benze, followed by treatment with potassium thiocyanate offers a new facile synthesis of corresponding α-thiocyanatoacetophenones (3a-3e). Cyclization of 3a-3e, thus generated in situ, using AcOH/H2O and H2NC(S)NH2/HCl provides one pot facile syntheses of 2-hydroxy-, and 2-mercapto-4-arylthiazoles (4 and 5) respectively.

Cephalosporin compounds and antibacterial agents

Cephalosporin compounds of the formula (I): STR1 wherein R1 and R2 may be the same or different and are a hydrogen atom or a lower alkyl group of 1-5 carbon atoms and A is a hydrogen atom or a nucleophilic compound residue or pharmacologically acceptable salts thereof have excellent antibacterial activity against Gram positive and Gram negative microorganisms.