64212-22-2

Basic information

• Product Name: Nafimidone
• Synonyms: Nafimidone;2-[(1H-Imidazol-1-yl)acetyl]naphthalene;2-Imidazolyl-2'-acetonaphthone;2-(1H-Imidazol-1-yl)-1-(1-naphthalenyl)ethanone;2-Imidazol-1-yl-2'-acetonaphthone;70891-37-1 (Mono-hydrochloride);Brn 0523776;Ethanone, 2-(1H-imidazol-1-yl)-1-(1-naphthalenyl)-
• CAS NO: 64212-22-2
• Molecular Formula: C₁₅H₁₂N₂O
• Molecular Weight: 236.27
• Mol File: 64212-22-2.mol
• Article Data: 11

Chemical Properties

• Boiling Point: 491°C at 760 mmHg
• Flash Point: 250.8°C
• Appearance: /
• Density: 1.17g/cm³
• Vapor Pressure: 8.67E-10mmHg at 25°C
• Refractive Index: 1.632
• CAS DataBase Reference: Nafimidone(CAS DataBase Reference)
• NIST Chemistry Reference: Nafimidone(64212-22-2)
• EPA Substance Registry System: Nafimidone(64212-22-2)

Safety Data

• Hazardous Substances Data: 64212-22-2(Hazardous Substances Data)

Usage

Uses

Anticonvulsan.

InChI:InChI=1/C15H12N2O/c18-15(10-17-8-7-16-11-17)14-6-5-12-3-1-2-4-13(12)9-14/h1-9,11H,10H2

Upstream product

• 288-32-4 1H-imidazole 
• 6967-92-6 2-(diazoacetyl)naphthalene 
• 613-54-7 2-Bromo-2'-acetonaphthone 
• 93-09-4 naphthalene-2-carboxylate 
• 2243-83-6 2-naphthaloyl chloride 
• 93-08-3 methyl 2-naphthyl ketone 

Downstream Products

• 1415690-65-1 (E)-1-(2-naphthyl)-2-(imidazol-1-yl)ethanone O-cyclohexanecarbonyloxime hydrochloride 
• 1415690-48-0 C₂₂H₂₃N₃O₂*ClH 
• 1345407-10-4 2-(1H-imidazole-1-yl)-1-(2-naphthyl)ethane-1-one N-(4-chlorophenyl)thiosemicarbazone 
• 71009-17-1 1-[2-hydroxy-2-(2-naphthyl)ethyl]imidazole 

Relevant articles and documents

Diaryl-containing imidazole compound and preparation method and medical application thereof

The invention discloses a diaryl-containing imidazole compound. The invention further discloses application of the diaryl-containing imidazole compound to preparation of drugs for preventing or treating Alzheimer's disease. The inventor screens butyrylcholine esterase and IDO1 as carriers for inhibiting the activity to evaluate the effect of the diaryl imidazole compound to treat Alzheimer's disease, and finds that the diaryl imidazole compound has good in vitro activity, and can be further developed as a precursor substance for performing the Alzheimer's disease resistant effect by inhibitingthe activity of cholinesterase. (The formula is shown in the description).

Synthesis of some novel 1-(2-naphthyl)-2-(imidazol-1-yl)ethanone oxime ester derivatives and evaluation of their anticonvulsant activity

Twenty-three new oxime ester derivatives of nafimidone were synthesized with the prospect of potential anticonvulsant activities. MES and ScM tests were employed for their anticonvulsant activities and rotorod test for neurological deficits. Eighteen compounds were found to be protective against MES seizures. Alkyl (1-8) and arylalkyl (9, 10) oxime ester derivatives were found to be more active than aryl oxime ester derivatives (11-23). Five compounds (2, 3, 7, 9, 10), which were protective at 0.5 h at the doses of 30 mg/kg and higher in MES test, showed the highest activity. Compound 17 was the most active one in ScM test at all dose levels at 4 h.

An efficient and convenient method for synthesis of 1-substituted imidazoles

A convenient method for the synthesis 1-substituted imidazoles was developed by the reaction of α-bromoketone with lithium imidazolide. The reaction gave the desired products in improved yields without the formation of 1,3-disubstituted imidazolium salts. Treatment of bromoacetaldehyde ethylene acetal, 2-(bromomethyl)tetrahydro-2H-pyran, and N-(bromomethyl)phthalimide with lithium imidazolide also gave the corresponding 1-substituted imidazole in good to excellent yields. Direct reaction of α-bromoketone with imidazole as control experiment afforded undesired 1,3-disubstituted imidazolium salts with the desired mono-substituted products.