116548-04-0Relevant articles and documents
Synthesis of novel pyrido[3′,2′:4,5]furo[3,2-d]pyrimidine derivatives and their cytotoxic activity
Naresh Kumar,Malla Reddy,Nagendar,Kurumurthy,Shanthan Rao,Karnewar, Santosh,Kotamraju, Srigiridhar,Narsaiah
, p. 1531 - 1535 (2015)
The 3-amino-6-(trifluoromethyl)furo[2,3-b]pyridine-2-carbohydrazide (5) was prepared from 3-cyano-6-trifluoromethyl-2(1H)pyridone (2) in series of steps via selective O-alkylation, Thorpe-Ziegler cyclization followed by reaction with hydrazine hydrate. The 2-carbohydrazide (5) was further reacted with aliphatic acids under different reaction temperatures to form a series of novel N-acylfuro[2,3-b]pyridine-2-carbohydrazide (6) and pyrido[3′,2′:4,5]furo[3,2-d]pyrimidine derivatives (7). All the compounds 6 and 7 were screened for cytotoxic activity against breast carcinoma MD Anderson-Metastatic Breast (MDA-MB) 231 (aggressive) cell lines at 10 μM concentration. Compounds 6a, 6b, and 6c showed promising activity.
Synthesis, cytotoxicity, antimicrobial and anti-biofilm activities of novel pyrazolo[3,4-b]pyridine and pyrimidine functionalized 1,2,3-triazole derivatives
Nagender,Malla Reddy,Naresh Kumar,Poornachandra,Ganesh Kumar,Narsaiah
, p. 2905 - 2908 (2014)
A series of novel pyrazolo[3,4-b]pyridine and pyrimidine functionalized 1,2,3-triazole derivatives 8a-g and 9a-g were prepared starting from 6-trifluoromethylpyridine-2(1H)one 2 via selective O-alkylation, followed by cyclisation using hydrazine hydrate to obtain 6-(trifluoromethyl)-1H-pyrazolo[3, 4-b]pyridin-3-amine 4. Compound 4 was diazotized followed by reaction with sodium azide, resulted in 3-azido-6-(trifluoromethyl)-1H-pyrazolo[3,4-b]pyridine 5. Compound 5 was further cyclized with N-/O-propargylated pyrimidine derivatives under Sharpless conditions and obtained compounds 6 and 7, respectively. Each set of compounds 6 and 7 were alkylated with different alkyl halides and obtained respective products 8 and 9. All the products were screened for cytotoxicity against four human cancer cell lines such as A549-Lung (CCL-185), MCF7-Breast (HTB-22), DU145-Prostate (HTB-81) and HeLa-Cervical (CCL-2), compounds 9d, 9e and 9f which showed promising activity have been identified. The products were also screened for antimicrobial, anti bio-film and MBC activities. Promising compounds in each case have been identified.
2-(Halogenated Phenyl) acetamides and propanamides as potent TRPV1 antagonists
Ann, Jihyae,Bahrenberg, Gregor,Blumberg, Peter M.,Choi, Sun,Christoph, Thomas,Do, Nayeon,Frank-Foltyn, Robert,Ha, Heejin,Jeong, Jin Ju,Kang, Jin Mi,Kim, Changhoon,Kwon, Sun Ok,Lee, Jeewoo,Lee, Sunho,Lesch, Bernhard,Stockhausen, Hannelore,Vu, Thi Ngoc Lan,Yoon, Sanghee
, (2021/07/28)
A series consisting of 117 2-(halogenated phenyl) acetamide and propanamide analogs were investigated as TRPV1 antagonists. The structure–activity analysis targeting their three pharmacophoric regions indicated that halogenated phenyl A-region analogs exhibited a broad functional profile ranging from agonism to antagonism. Among the compounds, antagonists 28 and 92 exhibited potent antagonism toward capsaicin for hTRPV1 with Ki[CAP] = 2.6 and 6.9 nM, respectively. Further, antagonist 92 displayed promising analgesic activity in vivo in both phases of the formalin mouse pain model. A molecular modeling study of 92 indicated that the two fluoro groups in the A-region made hydrophobic interactions with the receptor.
