Alpha 2.0
Login Register
» Articles » PMID: 22969683

6-(4-Amino-phen-yl)-4-(4-eth-oxy-phen-yl)-2-meth-oxy-nicotinonitrile

Overview
Journal Acta Crystallogr Sect E Struct Rep Online
Date 2012 Sep 13
PMID 22969683
Citations 2
Authors
Thitipone Suwunwong
Suchada Chantrapromma
Hoong-Kun Fun
Affiliations
Soon will be listed here.
Abstract

In the title mol-ecule, C(21)H(19)N(3)O(2), the central pyridine ring makes dihedral angles of 14.46 (9) and 34.67 (8)° with the 4-amino- and 4-eth-oxy-substituted benzene rings, respectively. The eth-oxy group is essentially coplanar with the attached benzene ring [C-O-C-C torsion angle = 178.70 (16)°] as is the meth-oxy group with the pyridine ring [C-O-C-N torsion angle = -3.0 (3)°]. In the crystal, mol-ecules are linked by N-H⋯N hydrogen bonds into chains along [201]. Weak C-H⋯O hydrogen bonds and C-H⋯π inter-actions are also present.

Citing Articles

6-(4-Amino-phen-yl)-2-meth-oxy-4-phenyl-nicotino-nitrile.

Suwunwong T, Chantrapromma S, Quah C, Fun H Acta Crystallogr Sect E Struct Rep Online. 2014; 69(Pt 12):o1816-7.

PMID: 24454245 PMC: 3885069. DOI: 10.1107/S1600536813031437.

6-Meth-oxy-4-(2,4,5-tri-meth-oxy-phen-yl)-2,2'-bi-pyridine-5-carbo-nitrile.

Chantrapromma S, Suwunwong T, Ruanwas P, Quah C, Fun H Acta Crystallogr Sect E Struct Rep Online. 2013; 69(Pt 10):o1500-1.

PMID: 24098197 PMC: 3790375. DOI: 10.1107/S1600536813023891.

References
1.
El-Sayed H, Moustafa A, Haikal A, Abu-El-Halawa R, El Ashry E . Synthesis, antitumor and antimicrobial activities of 4-(4-chlorophenyl)-3-cyano-2-(β-O-glycosyloxy)-6-(thien-2-yl)-nicotinonitrile. Eur J Med Chem. 2011; 46(7):2948-54. DOI: 10.1016/j.ejmech.2011.04.019. View
2.
Brandt W, Mologni L, Preu L, Lemcke T, Gambacorti-Passerini C, Kunick C . Inhibitors of the RET tyrosine kinase based on a 2-(alkylsulfanyl)-4-(3-thienyl)nicotinonitrile scaffold. Eur J Med Chem. 2010; 45(7):2919-27. DOI: 10.1016/j.ejmech.2010.03.017. View
3.
Kim K, Rhee S, Kim H, Jung W, Yang S, Kim S . KR-62436, 6-{2-[2-(5-cyano-4,5-dihydropyrazol-1-yl)-2-oxoethylamino]ethylamino}nicotinonitrile, is a novel dipeptidyl peptidase-IV (DPP-IV) inhibitor with anti-hyperglycemic activity. Eur J Pharmacol. 2005; 518(1):63-70. DOI: 10.1016/j.ejphar.2005.05.030. View
4.
Spek A . Structure validation in chemical crystallography. Acta Crystallogr D Biol Crystallogr. 2009; 65(Pt 2):148-55. PMC: 2631630. DOI: 10.1107/S090744490804362X. View
5.
Kamal A, Khan M, Reddy K, Rohini K . Synthesis of a new class of 2-anilino substituted nicotinyl arylsulfonylhydrazides as potential anticancer and antibacterial agents. Bioorg Med Chem. 2006; 15(2):1004-13. DOI: 10.1016/j.bmc.2006.10.027. View