26975-80-4

Basic information

• Product Name: 2-amino-3-methyl-5,5-diphenyl-3,5-dihydro-4H-imidazol-4-one
• Synonyms: 2-amino-3-methyl-5,5-diphenyl-3,5-dihydro-4H-imidazol-4-one
• CAS NO: 26975-80-4
• Molecular Weight: 265.315
• Mol File: 26975-80-4.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 417.6±55.0 °C(Predicted)
• Density: 1.21±0.1 g/cm3(Predicted)
• CAS DataBase Reference: 2-amino-3-methyl-5,5-diphenyl-3,5-dihydro-4H-imidazol-4-one(CAS DataBase Reference)
• NIST Chemistry Reference: 2-amino-3-methyl-5,5-diphenyl-3,5-dihydro-4H-imidazol-4-one(26975-80-4)
• EPA Substance Registry System: 2-amino-3-methyl-5,5-diphenyl-3,5-dihydro-4H-imidazol-4-one(26975-80-4)

Safety Data

• Hazardous Substances Data: 26975-80-4(Hazardous Substances Data)

Upstream product

• 22661-87-6 1-methylguanidine hydrochloride 
• 134-81-6 benzil 
• 22544-72-5 3-methyl-2-methylsulfanyl-5,5-diphenyl-3,5-dihydro-imidazol-4-one 
• 26975-70-2 2-amino-5,5-diphenylimidazolin-4-one 
• 74-88-4 methyl iodide 

Relevant articles and documents

Design, synthesis and evaluation of 2-amino-imidazol-4-one derivatives as potent β-site amyloid precursor protein cleaving enzyme 1 (BACE-1) inhibitors

Inhibition of β-site amyloid precursor protein cleaving enzyme 1 (BACE1) to prevent brain β-amyloid (Aβ) peptide's formation is a potential effective approach to treat Alzheimer's disease. In this report we described a structure-based optimization of a series of BACE1 inhibitors derived from an iminopyrimidinone scaffold W-41 (IC50 = 7.1 μM) by Wyeth, which had good selectivity and brain permeability but low activity. The results showed that occupying the S3 cavity of BACE1 enzyme could be an effective strategy to increase the biological activity, and five compounds exhibited stronger inhibitory activity and higher liposolubility than W-41, with L-5 was the most potent inhibitor against BACE1 (IC50 = 0.12 μM, logP = 2.49).

Synthesis and Anticonvulsant Activity of 2-Iminohydantoins

Iminohydantoins selectively substituted at position C-5 and their 1-carbobenzoxy derivatives have been synthesized, and their anticonvulsant activity was evaluated in mice.In general, the more lipophilic 1-carbobenzoxy iminohydantoins were more potent than the unsubstituted counterparts.Evaluation of the individual enantiomers of the chiral iminohydantoins showed that the anticonvulsant activity resided primarily in the S isomers.In this study, (S)-(+)-1-carbobenzoxy-5-isobutyl-2-iminohydantoin (9a) was the most active member.This compound was not nearly as active as phenythoin against electrically induced convulsions, but was also active against pentylenetetrazole-induced seizures, suggesting a broader clinical potential.The closest analogue of phenytoin, viz., 5,5-diphenyl-2-iminohydantoin (1), failed to show any significant activity.Methylation on N-3 or the imino nitrogen of 1 also did not provide a compound with substantial activity. 2-Thiophenytoin was not active against electoshock seizures and showed only a weak activity against pentylenetetrazole.This study suggested that the structure-activity relationship of 2-iminohydantoins was quite different from that of 2-hydantoins.