79455-30-4

Basic information

• Product Name: Nicaraven
• Synonyms: n,n'-propylenedinicotinamide;NICARAVEN;1,2-bis(nicotinamido)propane;AVS;N,N'-(1-Methylethylene)bis(pyridine-3-carboxamide);N,N'-(1-Methylethylene)bisnicotinamide;N,N'-Propylenebis(nicotinamide);N,N'-Propylenebisnicotinamide
• CAS NO: 79455-30-4
• Molecular Formula: C₁₅H₁₆N₄O₂
• Molecular Weight: 284.31314
• EINECS: 1806241-263-5
• Product Categories: Inhibitors
• Mol File: 79455-30-4.mol
• Article Data: 4

Chemical Properties

• Melting Point: 156-157°
• Boiling Point: 635.9 °C at 760 mmHg
• Flash Point: 338.4 °C
• Appearance: /
• Density: 1.213 g/cm³
• Vapor Pressure: 4.53E-16mmHg at 25°C
• Refractive Index: 1.584
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• CAS DataBase Reference: Nicaraven(CAS DataBase Reference)
• NIST Chemistry Reference: Nicaraven(79455-30-4)
• EPA Substance Registry System: Nicaraven(79455-30-4)

Safety Data

• Hazardous Substances Data: 79455-30-4(Hazardous Substances Data)

Usage

Description

Nicaraven is an antioxidant that exhibits hydroxyl radical scavenging activity in vitro. Nicaraven (1-3 mg/kg per min, i.v.) reduces occurrence of chronic cerebral vasospasms in a dose-dependent manner in a canine model of subarachnoid hemorrhage. In a canine model of warm hepatic ischemia and reperfusion injury, nicaraven (2 mg/kg per min, i.v.) reduces liver enzyme release and inhibits lipid peroxidation and neutrophil infiltration in the liver. Nicaraven (100 mg/kg per day, i.p.) also decreases plasma levels of the inflammatory cytokines Il-6 and Tnf-α and the urinary levels of 8-oxo-2''-deoxyguanosine, a marker of DNA oxidation, in a mouse model of radiation-induced injury.

InChI:InChI=1/C15H16N4O2/c1-11(19-15(21)13-5-3-7-17-10-13)8-18-14(20)12-4-2-6-16-9-12/h2-7,9-11H,8H2,1H3,(H,18,20)(H,19,21)

Upstream product

• 6959-48-4 3-chloromethylpyridinium chloride 
• 78-90-0 1,2-diaminopropan 
• 59-67-6 nicotinic acid 
• 93-60-7 methyl 3-pyridinecarboxylate 

Downstream Products

• 59-67-6 nicotinic acid 
• 98-92-0 nicotinamide 

Relevant articles and documents

Metabolism of 2(R,S)-1,2-Bis(nicotinamido) propane, a new agent with anti-vasospasm activity, in rats and rabbits

1. The metabolic fate of the new Anti-vasospasm Substance (AVS), 2(R,S)- 1,2-bis(nicotinamido)propane (CAS 79455-30-4), was studied using 14C- labelled drug in rats and rabbits by thin-layer chromatography, mass spectrometry and nuclear magnetic resonance. 2. More than 75 % of the radioactivity was observed in the urine when 14C-AVS was given intravenously to rabbits and rats, showing that the major route of excretion of AVS and its metabolites is via the kidney. 3. Marked species differences were observed in the metabolism of AVS in rats and rabbits. In rabbits, the major metabolites were 6- or 6'-monopyridone (23.5% of dose), and there were a few minor metabolites such as the mono N- or N1 -oxide of two pyridine rings. In rats, however, only approximately 5 % of the radioactivity was due to metabolites, mainly the N-oxide. 4. Formation of AVS monopyridone by rabbit liver cytosol was much higher than in rats, and was markedly inhibited by the aldehyde oxidase inhibitor, menadione. The difference between rats and rabbits in oxidase activity giving the AVS monopyridone metabolite correlated well with that measured by the general assay method for aldehyde oxidase. These results suggest that the species difference in AVS metabolism between rats and rabbits is mainly due to the difference in aldehyde oxidase activity, which is involved in formation of the monopyridone.

Process for purification of 1,2-bis(nicotinamido)propane

A novel process for purifying crude 1,2-bis(nicotinamido)propane obtained by the reaction of nicotinic acid with 1,2-propanediamine. This process comprises forming 1,2-bis(nicotinamido)propane dinitrate from the crude 1,2-bis(nicotinamido)propane, suspending the dinitrate in an organic solvent, adding an alkali or an alkaline solution to the suspension to dissociate the free 1,2-bis(nicotinamido)propane, extracting it from the suspension with a solvent, and removing the solvent to isolate the purified product. According to this process, crude 1,2-bis(nicotinamido)propane can be efficiently purified to give the product having a high purity.