65141-47-1

Basic information

• Product Name: p-Nicorandil
• Synonyms: p-Nicorandil;2-IsonicotinaMidoethyl nitrate;N-(2-Nitrooxyethyl)isonicotinaMide;N-[2-(Nitrooxy)ethyl]-4-pyridinecarboxaMide
• CAS NO: 65141-47-1
• Molecular Formula: C8H9N3O4
• Molecular Weight: 211.17476
• Product Categories: Aromatics;Heterocycles;Impurities;Intermediates & Fine Chemicals;Pharmaceuticals
• Mol File: 65141-47-1.mol

Chemical Properties

• Boiling Point: 456.7±25.0 °C(Predicted)
• Appearance: /
• Density: 1.331±0.06 g/cm3(Predicted)
• Storage Temp.: -20°C
• Solubility: Acetone (Slightly), DMSO (Slightly)
• PKA: 12.38±0.46(Predicted)
• CAS DataBase Reference: p-Nicorandil(CAS DataBase Reference)
• NIST Chemistry Reference: p-Nicorandil(65141-47-1)
• EPA Substance Registry System: p-Nicorandil(65141-47-1)

Safety Data

• Hazardous Substances Data: 65141-47-1(Hazardous Substances Data)

Usage

Uses

A positional isomeric impurity of the antianginal Nicorandil (N398500).

Upstream product

• 100-48-1 pyridine-4-carbonitrile 
• 54120-68-2 2-(pyridine-4-yl)-4,5-dihydrooxazole 
• 6265-74-3 isonicotinic acid N-(β-hydroxyethyl)amide 
• 55-22-1 pyridine-4-carboxylic acid 
• 646-02-6 2-aminoethanol nitrate 
• 39178-35-3 isonicotinoyl chloride hydrochloride 

Relevant articles and documents

Highly efficient synthesis of β-nitrate ester carboxamides through the ring-opening of 2-oxazolines

A novel method for the synthesis of β-nitrate ester carboxamides using non-corrosive tert-butyl nitrite (TBN) as the nitro source and easily available oxygen as the oxidant has been developed. Variously substituted 2-oxazolines were efficiently ring-opened to deliver the corresponding products in excellent yields. Notably, this reaction provides fast access to pharmaceuticals such as nicorandil.

Synthesis, antinociceptive activity and pharmacokinetic profiles of nicorandil and its isomers

Nicorandil (N-(2-hydroxyethyl)nicotinamide nitrate) is an antianginal drug, which activates guanylyl cyclase and opens the ATP-dependent K+ channels, actions that have been suggested to mediate its vasodilator activity. We synthesized nicorandil and its two isomers, which vary in the positions of the side chain containing the nitric oxide (NO) donor, and also their corresponding denitrated metabolites. The activities of these compounds were evaluated in an experimental model of pain in mice. Pharmacokinetic parameters of nicorandil and its isomers, as well as the plasma concentrations of the corresponding denitrated metabolites and also nicotinamide and nitrite were determined. Nicorandil exhibited the highest antinociceptive activity, while the ortho-isomer was the least active. Nicorandil and para-nicorandil, which induced higher plasma concentrations of nitrite, exhibited higher antinociceptive activity, which suggests that the release of NO may mediate this activity.

Electronic device

PROBLEM TO BE SOLVED: To avoid breakage and display failure of a display panel when strong pressure is applied to an exterior member by releasing the charge adhering to the display panel to the ground level. SOLUTION: This electronic device includes the display panel 6 arranged between a conductive chassis 10 and exterior members 1 and 2, frames 5 and 8 that are made of conductive material and hold the display panel 6, and a reinforcement member 9 that is arranged along the outer periphery of the frames and abuts on the exterior member on the exterior member side of the display panel and frames. The frames have an extending section 8a gripped between the chassis and the reinforcement member. The chassis has a projection 10b, and the reinforcement member and the projection have engaging mechanisms 9a and 10a. The reinforcement member is arranged along the outer periphery of the frames in an elastically deformed state, and holds the engagement of the engaging mechanisms with a force caused by the elastic deformation. An elastic member 4 for pressing the frames onto the chassis is arranged between the exterior member and the frames. COPYRIGHT: (C)2010,JPOandINPIT

Synthesis and the crystal structures of N-(2-nitroxyethyl)isonicotinamide and its complexes with PdCl2 and PtCl2 as potential antitumor medicines

Previously unknown N-(2-nitroxyethyl)isonicotinamide was synthesized by the reaction of isonicotinoyl chloride with 2-nitroxyethylamine and was used as a ligand in the reactions with PdCl2 and PtCl2 to prepare new complexes, viz., trans-bis[(2-nitroxyethyl)isonicotinamide-N]dichloropalladium(11) and ci.s-bis[(2-nitroxyethyl)isonicotinamide-N]dichloroplatinum(11), respectively. The structures of the ligand and the resulting complexes were established by X-ray diffraction analysis.