Structure via PubChem · Public domain (PubChem)
1,4-dihydropyridine
Sign in to save1,4-Dihydropyridine (DHP) is an organic compound with the formula CH2(CH=CH)2NH. The parent compound is uncommon, 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.
Chemical data
- Formula
- C5H7N
- Molecular weight
- 81.12 g/mol
- IUPAC name
- 1,4-dihydropyridine
- SMILES
- C1C=CNC=C1
- InChIKey
- YNGDWRXWKFWCJY-UHFFFAOYSA-N
- XLogP
- 1.2
- Polar surface area
- 12 Ų
- H-bond donors
- 1
- H-bond acceptors
- 1
- Formal charge
- 0
via PubChem
Research
2,536 papers- 1,4-Dihydropyridine: A Dependable Heterocyclic Ring with the Promising and the Most Anticipable Therapeutic Effects.Mini reviews in medicinal chemistry · 2019
- Current Status on 1,4-Dihydropyridine Derivatives against Human Pathogenic Parasites.Current medicinal chemistry · 2023
- Genotoxic and genoprotective effects of 1,4-dihydropyridine derivatives: a brief review.Arhiv za higijenu rada i toksikologiju · 2023
- 1,4-Dihydropyridine Derivatives: Dihydronicotinamide Analogues-Model Compounds Targeting Oxidative Stress.Oxidative medicine and cellular longevity · 2016
- Atypical 1,4-dihydropyridine derivatives, an approach to neuroprotection and memory enhancement.Pharmacological research · 2016
via PubMed
Wikidata facts
- Mass
- 81.058
Show 3 more facts
- chemical formula
- C₅H₇N
- canonical SMILES
- C1C=CNC=C1
- subject has role
- calcium channel blocker
via Wikidata · CC0
~1 min read
Encyclopedic overview
5 sectionsContents
- Properties and reactions
- Hantzsch ester
- See also
- References
- External links
1,4-Dihydropyridine (DHP) is an organic compound with the formula CH2(CH=CH)2NH. The parent compound is uncommon, 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.
==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.
Excerpted from Wikipedia’s “1,4-dihydropyridine” article, available under the CC BY-SA 4.0 licence.