1,4-Dihydropyridine

changed 422213266 1,4-Dihydropyridine.png skin-invert-image correct ?? 80 Skeletal formula of dihydropyridine Dihydropyridine-3D-balls.png bg-transparent 120 Ball-and-stick model of the dihydropyridine molecule 1,4-Dihydropyridine 1,4-dihydropyridine - Compound Summary https://pubchem.ncbi.nlm.nih.gov/compound/104822 Pubchem Compound National Center for Biotechnology Information 1 November 2011 US 27 March 2005 Identification and Related Records 3337-17-5 correct ?? correct FDA 7M8K3P6I89 104822 94619 correct chemspider 1,4-dihydropyridine C1C=CNC=C1 1S/C5H7N/c1-2-4-6-5-3-1/h2-6H,1H2 correct chemspider YNGDWRXWKFWCJY-UHFFFAOYSA-N correct chemspider C 5 H 7 N 81.1158 g mol−1 1,4-Dihydropyridine (DHP) is an organic compound with the formula CH2(CH=CH)2NH. The parent compound is uncommon,10.3987/REV-87-370 Synthesis of 1,4-Dihydropyridines by Cyclocondensation Reactions 1988 Duburs Gunãrs Sausins Alvils Heterocycles 27 269 free but derivatives of 1,4-dihydropyridine are important commercially and biologically. The pervasive cofactors NADH and NADPH are derivatives of 1,4-dihydropyridine. Dihydropyridine calcium channel blockers are a class of L-type calcium channel blockers used in the treatment of hypertension. 1,2-Dihydropyridines are also known.10.1021/cr00048a004 Recent advances in the chemistry of dihydropyridines 1982 Stout David M. Meyers A. I. Chemical Reviews 82 2 223–24310.1039/B101371H Recent developments in the chemistry of dihydropyridines 2002 Lavilla Rodolfo Journal of the Chemical Society, Perkin Transactions 1 9 1141–1156 Properties and reactions A recurring feature of 1,4-dihydropyridines is the presence of substituents at the 2- and 6-positions. Dihydropyridines are enamines, which otherwise tend to tautomerize or hydrolyze.June 2023 The dominant reaction of dihydropyridines is their ease of oxidation. In the case of dihydropyridines with hydrogen as the substituent on nitrogen, oxidation yields pyridines: CH2(CH=CR)2NH → C5H3R2N + H2 The naturally occurring dihydropyridines NADH and NADPH contain N-alkyl groups. Therefore, their oxidation does not yield pyridine, but N-alkylpyridinium cations: CH2(CH=CR)2NR' → C5H3R2NR' + H− Hantzsch ester thumb|left|Chemical structure of Hantzsch's ethyl ester, a well-known dihydropyridine. Hantzsch ester10.1021/ed100171g Rapid and Convenient Synthesis of the 1,4-Dihydropyridine Privileged Structure 2010 Cheung Lawrence L. W. Styler Sarah A. Dicks Andrew P. Journal of Chemical Education 87 6 628–630 2010JChEd..87..628C See also Dihydropyridine receptor Ryanodine receptor References External links Dihydropyridines