53515-19-8

Basic information

• Product Name: 2-METHYL-THIOBENZAMIDE
• Synonyms: SPECS AB-131/41020567;CHEMBRDG-BB 4009956;2-METHYL-THIOBENZAMIDE;AKOS B029535;1-[(amino-l4-sulfonylidyne) methyl] -2-methylbenzene;Benzenecarbothioamide, 2-methyl- (9CI);2-METHYLBENZENE-1-CARBOTHIOAMIDE;2-methylbenzothioamide
• CAS NO: 53515-19-8
• Molecular Formula: C₈H₉NS
• Molecular Weight: 151.23
• EINECS: 604-604-1
• Product Categories: THIOAMIDE
• Mol File: 53515-19-8.mol
• Article Data: 15

Chemical Properties

• Melting Point: 142 °C
• Boiling Point: 266 °C at 760 mmHg
• Flash Point: 114.7 °C
• Appearance: Powder
• Density: 1.143 g/cm₃
• Vapor Pressure: 0.00887mmHg at 25°C
• Refractive Index: 1.633
• CAS DataBase Reference: 2-METHYL-THIOBENZAMIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-METHYL-THIOBENZAMIDE(53515-19-8)
• EPA Substance Registry System: 2-METHYL-THIOBENZAMIDE(53515-19-8)

Safety Data

• Statements: 36/37/38
• Safety Statements: 26-36/37/39
• Hazardous Substances Data: 53515-19-8(Hazardous Substances Data)

Usage

General Description

2-Methyl-Thiobenzamide is a chemical compound that is recognized for its applications in the field of chemistry. It is predominantly used as a reagent or starting material in chemical synthesis for the preparation of various pharmaceutical drugs or substances. This synthesized chemical falls under the category of organosulfur compounds, which means it contains carbon-sulfur bond. It has the molecular formula of C8H9NS, suggesting it is composed of carbon, hydrogen, nitrogen and sulfur atoms. The precise structural arrangement of these atoms gives 2-Methyl-Thiobenzamide its unique chemical properties to react with other chemicals in specific ways.

InChI:InChI=1/C8H9NS/c1-6-4-2-3-5-7(6)8(9)10/h2-5H,1H3,(H2,9,10)

Upstream product

• 64-17-5 ethanol 
• 529-19-1 2-Methylbenzonitrile 
• 933-88-0 ortho-toluoyl chloride 
• 118-90-1 ortho-methylbenzoic acid 
• 527-85-5 o-Methylbenzamid 

Downstream Products

• 1424328-61-9 C₉H₇NOS₂ 
• 885278-51-3 2-o-tolylthiazole-4-carboxylic acid ethyl ester 
• 1292943-25-9 ethyl 4-(o-tolyl)thiazole-2-carboxylate 
• 54001-11-5 ethyl 4-methyl-2-(o-tolyl)thiazole-5-carboxylate 
• 53514-96-8 [4-(4-chloro-phenyl)-2-o-tolyl-thiazol-5-yl]-acetic acid 
• 23821-65-0 (4-thiophen-2-yl-2-o-tolyl-thiazol-5-yl)-acetic acid 
• 23821-76-3 (4-phenyl-2-o-tolyl-thiazol-5-yl)-acetic acid 
• 23821-75-2 [4-(4-methoxy-phenyl)-2-o-tolyl-thiazol-5-yl]-acetic acid 
• 23822-05-1 (4-naphthalen-2-yl-2-o-tolyl-thiazol-5-yl)-acetic acid 
• 94523-89-4 Inneres Salz der 3--propan-sulfonsaeure-(1) 
• 529-19-1 2-Methylbenzonitrile 

Relevant articles and documents

Aerobic Visible-Light Induced Intermolecular S?N Bond Construction: Synthesis of 1,2,4-Thiadiazoles from Thioamides under Photosensitizer-Free Conditions

Aerobic visible-light induced intermolecular S?N bond construction has been achieved without the addition of photosensitizer, metal, or base. With this strategy, 1,2,4-thiadiazoles can be obtained from thioamides. Preliminary mechanistic investigation suggested that the excited state of thioamides undergoes a single-electron-transfer (SET) process to afford thioamidyl radicals, which can be further transformed into a 1,2,4-thiadiazole through desulfurization and oxidative cyclization. The reaction has good functional group tolerance and represents a green method for the construction of S?N bonds.

Design, synthesis and fungicidal activity evaluation of novel pyrimidinamine derivatives containing phenyl-thiazole/oxazole moiety

Diflumetorim is a member of pyrimidinamine fungicides that possess excellent antifungal activities. Nevertheless, as reported that the activity of diflumetorim to corn rust (Puccinia sorghi) was not ideal (EC50 = 53.26 mg/L). Herein, a series of novel pyrimidinamine derivatives containing phenyl-thiazole/oxazole moiety were designed based on our previous study and the structural characteristics of diflumetorim, synthesized and bioassayed to discover novel fungicides with excellent antifungal activities. Among these compounds, T18 gave the optimal fungicidal activity, which respectively offers control effects with EC50 values of 0.93 mg/L against P. sorghi and 1.24 mg/L against E. graminis, significantly superior to commercial fungicides diflumetorim, tebuconazole, and flusilazole. Cell cytotoxicity results suggested that compound T18 has lower toxicities than diflumetorim. Furthermore, DFT calculation indicated that the phenyl-thiazole/oxazole moiety plays an unarguable role in the improvement of activity, which will contribute to designing and developing more potent compounds in the future.

Design, synthesis and Structure-activity relationship studies of new thiazole-based free fatty acid receptor 1 agonists for the treatment of type 2 diabetes

The free fatty acid receptor 1 (FFA1/GPR40) has attracted interest as a novel target for the treatment of type 2 diabetes. Several series of FFA1 agonists including TAK-875, the most advanced compound terminated in phase III studies due to concerns about liver toxicity, have been hampered by relatively high molecular weight and lipophilicity. Aiming to develop potent FFA1 agonists with low risk of liver toxicity by decreasing the lipophilicity, the middle phenyl of TAK-875 was replaced by 11 polar five-membered heteroaromatics. Subsequently, systematic exploration of SAR and application of molecular modeling, leads to the identification of compound 44, which was an excellent FFA1 agonist with robustly hypoglycemic effect both in normal and type 2 diabetic mice, low risks of hypoglycemia and liver toxicity even at the twice molar dose of TAK-875. Meanwhile, two important findings were noted. First, the methyl group in our thiazole series occupied a small hydrophobic subpocket which had no interactions with TAK-875. Furthermore, the agonistic activity revealed a good correlation with the dihedral angle between thiazole core and the terminal benzene ring. These results promote the understanding of ligand-binding pocket and might help to design more promising FFA1 agonists.