271597-75-2

Basic information

• Product Name: ETHYL 2-METHYL-6-P-TOLYLPYRIDINE-3-CARBOXYLATE
• Synonyms: ETHYL 2-METHYL-6-P-TOLYLPYRIDINE-3-CARBOXYLATE
• CAS NO: 271597-75-2
• Molecular Formula: C₁₆H₁₇NO₂
• Molecular Weight: 255.31
• Mol File: 271597-75-2.mol
• Article Data: 9

Chemical Properties

• Appearance: /
• CAS DataBase Reference: ETHYL 2-METHYL-6-P-TOLYLPYRIDINE-3-CARBOXYLATE(CAS DataBase Reference)
• NIST Chemistry Reference: ETHYL 2-METHYL-6-P-TOLYLPYRIDINE-3-CARBOXYLATE(271597-75-2)
• EPA Substance Registry System: ETHYL 2-METHYL-6-P-TOLYLPYRIDINE-3-CARBOXYLATE(271597-75-2)

Safety Data

• Hazardous Substances Data: 271597-75-2(Hazardous Substances Data)

Upstream product

• 18103-98-5 (E)-3-(dimethylamino)-1-p-tolylprop-2-en-1-one 
• 141-97-9 ethyl acetoacetate 
• 37166-45-3 1-(4''methylphenyl)-3-(trimethylsilyl)prop-2-ynone 
• 626-34-6 ethyl aminocrotonate 
• 874-60-2 4-methyl-benzoyl chloride 
• 18103-98-5 3-dimethylamino-1-(4-methyl-phenyl)-2-propen-1-one 
• 104-87-0 4-methyl-benzaldehyde 
• 132589-36-7 1-(4-methylphenyl)prop-2-yn-1-ol 
• 14377-02-7 3-oxo-3-p-tolyl-propionaldehyde 

Downstream Products

• 717838-40-9 2-methyl-6-p-tolyl-nicotinic acid 
• 925005-65-8 2-methyl-6-(4-tolyl)nicotinohydrazide 
• 1408420-65-4 (Z)-2-methyl-N'-(2-oxoindolin-3-ylidene)-6-(4-tolyl)nicotinohydrazide 
• 1408420-69-8 (Z)-2-methyl-N'-(2-oxoindolin-5-chloro-3-ylidene)-6-(4-tolyl)nicotinohydrazide 

Relevant articles and documents

Consecutive three- and four-component coupling-Bagley-Bohlmann-Rahtz syntheses of tri- and tetrasubstituted pyridines

The concatenation of the modified Sonogashira alkynone synthesis and the Bagley-Bohlmann-Rahtz pyridine synthesis gives novel consecutive three- and four-component coupling-Bagley-Bohlmann-Rahtz (cBBR) syntheses of tri- and tetrasubstituted pyridines in a one-pot fashion. With these processes 15 differently substituted 3-ethoxycarbonyl 2-methylpyridines can be readily obtained in modest to moderate yields.

Design, synthesis and antitubercular activity of certain nicotinic acid hydrazides

Three series of 6-Aryl-2-methylnicotinohydrazides 4a-i, N'-Arylidene-6-(4-bromophenyl)-2-methylnicotino hydrazides 7a-f, and N'-(un/substituted 2-oxoindolin-3-ylidene)-6-(4-fluorophenyl)-2-methylnicotinohydrazides 8a-c were synthesized and evaluated for their potential in vitro antimycobacterial activity against M.Tuberculosis. The results showed that isatin hydrazides 8a-c are remarkably more active than the parent hydrazide 4c. Hydrazides 8b and 8c exhibited the highest activity among all the tested compounds (MIC = 12.5 and 6.25 μg/mL, respectively). Compounds 8b and 8c were also devoid of apparent cytotoxicity to HT-29, PC-3, A549, HepG2 and MCF-7 cancer cell lines. Besides, 8b and 8c showed good drug-likeness scores of 0.62 and 0.41, respectively. Those two isatin hydrazides could offer an excellent framework for future development to obtain more potent antitubercular agents. The SAR study suggested that lipophilicity of the synthesized derivatives is a crucial element that accounts for their antimycobacterial activity. Finally, a theoretical kinetic study was established to predict the ADME of the active derivatives.

Design, synthesis and pharmacophoric model building of novel substituted nicotinic acid hydrazones with potential antiproliferative activity

Novel 6-aryl-2-methylnicotinic acid hydrazides 4a-c and their corresponding hydrazones 5a-c and 6a-i were synthesized. X-ray single crystal diffraction of 6h confirmed the chemical structure of hydrazones 6a-i. Antiproliferative activity of the synthetic compounds was investigated against K562 leukemia cell lines. Variable cell growth inhibitory activities were obtained with IC 50 range from 24.99 to 66.78 μM where the compound 6c exhibited the maximum activity. Structure activity relationship analysis has been performed and a common pharmacophore model for the synthesized derivatives has been obtained by using the pharmacophore elucidation module of the software MOE. The best model obtained is characterized by two projected locations of potential H-bond donors (F3 and F4) and two Aromatic annotations (F1 and F2).