89152-86-3

Basic information

• Product Name: C-(2-P-TOLYL-THIAZOL-4-YL)-METHYLAMINE
• Synonyms: C-(2-P-TOLYL-THIAZOL-4-YL)-METHYLAMINE;(2-p-Tolyl-thiazol-4-yl)methylamine;[2-(4-Methylphenyl)-1,3-thiazol-4-yl]methylamine;[2-(4-methylphenyl)-1,3-thiazol-4-yl]methanamine;[2-(4-methylphenyl)-4-thiazolyl]methanamine;[2-(4-methylphenyl)thiazol-4-yl]methanamine;[2-(4-methylphenyl)thiazol-4-yl]methylamine;2-(4-methylphenyl)-4-Thiazolemethanamine
• CAS NO: 89152-86-3
• Molecular Formula: C11H12N2S
• Molecular Weight: 204.29
• Mol File: 89152-86-3.mol
• Article Data: 5

Chemical Properties

• Appearance: /
• CAS DataBase Reference: C-(2-P-TOLYL-THIAZOL-4-YL)-METHYLAMINE(CAS DataBase Reference)
• NIST Chemistry Reference: C-(2-P-TOLYL-THIAZOL-4-YL)-METHYLAMINE(89152-86-3)
• EPA Substance Registry System: C-(2-P-TOLYL-THIAZOL-4-YL)-METHYLAMINE(89152-86-3)

Safety Data

• Hazard Codes: Xi
• HazardClass: IRRITANT
• Hazardous Substances Data: 89152-86-3(Hazardous Substances Data)

Usage

General Description

C-(2-P-tolyl-thiazol-4-yl)-methylamine is a chemical compound that consists of a thiazole ring with a p-tolyl substituent attached at the 2-position, and a methylamine group attached at the 4-position. Thiazole is a five-membered heterocyclic compound containing both sulfur and nitrogen atoms, and is commonly found in various pharmaceuticals and agrochemicals due to its versatile biological activity. The p-tolyl group adds flexibility and steric hindrance to the molecule, which can impact its pharmacological properties. C-(2-P-tolyl-thiazol-4-yl)-methylamine may have potential applications in drug discovery and development, particularly as a building block for the synthesis of novel bioactive compounds. Further research is needed to fully understand the properties and potential uses of this chemical.

Upstream product

• 2362-62-1 4-methylthiobenzamide 
• 99-94-5 p-Toluic acid 
• 619-55-6 para-methylbenzamide 
• 35199-18-9 4-chloromethyl-2-(4-methyl-phenyl)-thiazole 

Relevant articles and documents

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, DFT study and antifungal activity of the derivatives of pyrazolecarboxamide containing thiazole or oxazole ring

Pyrazolecarboxamide fungicides are one of the most important classes of agricultural fungicides, which belong to succinodehydrogenase inhibitors (SDHIS). To discover new pyrazolecarboxamide analogues with broad spectrum and high activity, a class of new compounds of pyrazole carboxamide derivatives containing thiazole or oxazole ring were designed by scaffold hopping and bioisosterism, and 36 pyrazole carboxamide derivatives with antifungal activity were synthesized. Those compounds were evaluated against five phytopathogenic fungi, Gibberella zeae, Phytophythora capsici, Sclerotonia sclerotiorum, Erysiphe graminis and Puccinia sorghi. The results indicated that most of the compounds displayed good fungicidal activities, especially against E. graminis. Theoretical calculations were carried out at the B3LYP/6-31G (d, p) level and the full geometry optimization was carried out using the 6-31G (d, p) basis set, and the frontier orbital energy, atomic net charges, molecular docking were discussed, and the structure-activity relationships were also studied.

Design, synthesis and biological evaluation of 1H-pyrazole-5-carboxamide derivatives as potential fungicidal and insecticidal agents

A series of novel 1H-pyrazole-5-carboxamide compounds containing the phenyl thiazole moiety were designed and synthesized by a facile method, and their structures were characterized by 1H NMR, mass spectrometry and elemental analysis. Bioassay results showed that most of the title compounds showed potent fungicidal activities against Erysiphe graminis and insecticidal activity against Aphis fabae. Especially, compound 9b has EC50 values of 3.04 mg/L against Erysiphe graminis, of which the fungicidal activity is better than that of the commercial fungicide Thifluzamide and Azoxystrobinare; compound 9l has LC50 values of 3.81 mg/L against Aphis fabae, which was comparable with the commercial insecticide Tolfenpyrad. It is suggested that 1H-pyrazole-5-carboxamide compounds containing the phenyl thiazole moiety could be considered as a precursor structure for further design of pesticides. Graphical Abstract: A series of novel 1H-pyrazole-5-carboxamide compounds containing the phenyl thiazole moiety were designed and synthesized by a facile method, and their structures were characterized by 1H NMR, mass spectrometry and elemental analysis. Bioassay results showed that most of the title compounds showed potent fungicidal activities against Erysiphe graminis and insecticidal activity against Aphis fabae. Especially, compound 9b has EC50 values of 3.04 mg/L against Erysiphe graminis, of which the fungicidal activity is better than that of the commercial fungicide Thifluzamide and Azoxystrobinare; compound 9l has LC50 values of 3.81 mg/L against Aphis fabae, which was comparable with the commercial insecticide Tolfenpyrad. It is suggested that 1H-pyrazole-5-carboxamide compounds containing the phenyl thiazole moiety could be considered as a precursor structure for further design of pesticides.[Figure not available: see fulltext.]