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

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 
• 93-08-3 methyl 2-naphthyl ketone 
• 2243-83-6 2-naphthaloyl chloride 
• 93-09-4 naphthalene-2-carboxylate 

Downstream Products

• 71009-17-1 1-[2-hydroxy-2-(2-naphthyl)ethyl]imidazole 
• 1345407-10-4 2-(1H-imidazole-1-yl)-1-(2-naphthyl)ethane-1-one N-(4-chlorophenyl)thiosemicarbazone 
• 1345407-09-1 2-(1H-imidazole-1-yl)-1-(2-naphthyl)ethane-1-one N-(3-chlorophenyl)thiosemicarbazone 
• 1345407-07-9 2-(1H-imidazole-1-yl)-1-(2-naphthyl)ethane-1-one N-phenylsemicarbazone 

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, in vivo anticonvulsant testing, and molecular modeling studies of new nafimidone derivatives

An estimated 50 million people suffer epilepsy worldwide and 30% of the cases do not respond to current antiepileptic drugs (AEDs). Here, we report synthesis and anticonvulsant screening of new derivatives of nafimidone, a well-known member of (arylakyl)azole anticonvulsants. The compounds showed promising protection against maximal electroshock (MES)-induced seizures in mice and rats when administered via intraperitoneal (ip) and oral route. Especially, 5b, 5c, and 5i displayed outstanding activity in rats in MES test when given ip (ED50: 16.0, 15.8, and 11.8 mg/kg, respectively). Additionally, 5l was active against 6 Hz and corneal-kindled mice models. Behavioral toxicity of the compounds was very low and their therapeutic indexes were high compared to some currently available AEDs. A number of pharmaceutically relevant descriptors and properties were predicted for the compounds in silico in comparison with a set of known drugs. Favorable results were obtained such as good blood–brain barrier permeability and high oral absorption, as well as drug-likeness. 5l was found to show affinity to the benzodiazepine binding site of A-type GABA receptor via molecular docking simulations.

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.

Synthesis and anticonvulsant evaluation of some novel (thio)semicarbazone derivatives of arylalkylimidazole

A number of novel 2-(1H-imidazole-1-yl)-1-aryl-substituted ethane-1-one N-substituted phenyl(thio)semicarbazones (1-14) were synthesized to test for their anticonvulsant activity against the two seizure models, maximal electroshock (MES) and subcutaneous

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.

Aromatic ethers of 1-aryl 2-(1H-azolyl)ethanol: study of antifungal activity

Aromatic ethers related to antifungal azole miconazole were synthesized and tested against various strains of Candida.We found that activity is related to the nature of the aromatic ring and the position of substituents on this ring.Activity is more strongly dependent on the substituent in the 2-position of the ethyl chain on the aromatic group linked through the oxygen.Triazoles were always less potent than the corresponding imidazole analogues. - Keywords: imidazole; 1,2,4-triazole; antifungal activity; yeast; structure-activity relationship

Novel 5-substituted 3-(2-naphthalenyl)-3-(1H-imidazol-1-ylmethyl)-2-methylisoxazolidine derivatives

The synthesis and antifungal activity of a series of novel 5-substituted 3-(2-naphthalenyl)-3-(1H-imidazol-1-ylmethyl)-2-methylisoxazolidine derivatives are described. When tested in vitro in solid agar assays, some of the compounds demonstrated moderate to potent activity against Trichophyton rubrum and Candida albicans.

1-(Naphthylalkyl)-1H-imidazole derivatives, a new class of anticonvulsant agents

Potent anticonvulsant activity has been demonstrated for a large number of 1-(naphthylalkyl)-1H-imidazoles containing a variety of functional groups in the alkylene bridge. The presence of a small oxygen function in the bridge, in general, confers a high

1-(Naphthylethyl)imidazole derivatives

Compounds of the formula STR1 wherein Z is hydroxymethylene, esterified hydroxymethylene, carbonyl, or ketal-, thioketal- or hemithioketal- protected carbonyl, and the pharmaceutically acceptable acid addition salts thereof, are useful as anticonvulsant a