312312-82-6

Basic information

• Product Name: 7-Phenyl-6,7-dihydrocyclopenta[e][1,3]oxazine-2,4(3H,5H)-dione
• Synonyms: 7-Phenyl-6,7-dihydrocyclopenta[e][1,3]oxazine-2,4(3H,5H)-dione
• CAS NO: 312312-82-6
• Molecular Weight: 229.235
• Mol File: 312312-82-6.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: 7-Phenyl-6,7-dihydrocyclopenta[e][1,3]oxazine-2,4(3H,5H)-dione(CAS DataBase Reference)
• NIST Chemistry Reference: 7-Phenyl-6,7-dihydrocyclopenta[e][1,3]oxazine-2,4(3H,5H)-dione(312312-82-6)
• EPA Substance Registry System: 7-Phenyl-6,7-dihydrocyclopenta[e][1,3]oxazine-2,4(3H,5H)-dione(312312-82-6)

Safety Data

• Hazardous Substances Data: 312312-82-6(Hazardous Substances Data)

Upstream product

• 825-54-7 cyclopent-1-en-1-ylbenzene 
• 1198-34-1 2-Phenylcyclopentanone 
• 100-58-3 phenylmagnesium bromide 
• 120-92-3 cyclopentanone 
• 1924-30-7 diethyl 2-phenylhexanedioate 
• 312312-81-5 2-Amino-7-phenyl-6,7-dihydrocyclopenta[e][1,3]oxazin-4(5H)-one 
• 312312-75-7 ethyl 3-phenyl-2-oxocyclopentane-1-carboxylate 
• 4553-07-5 ethyl phenylcyanoacetate 
• 140-29-4 phenylacetonitrile 

Downstream Products

• 312312-85-9 7-phenyl-6,7-dihydro-1H-cyclopenta[d]pyrimidine-2,4-(3H,5H)-dione 
• 1263868-25-2 2-chloro-N-methyl-7-phenyl-6,7-dihydro-5H-cyclopenta[d]pyrimidin-4-amine 

Relevant articles and documents

Identification and Preclinical Evaluation of the Bicyclic Pyrimidine γ-Secretase Modulator BMS-932481

A triazine hit identified from a screen of the BMS compound collection was optimized for potency, in vivo activity, and off-target profile to produce the bicyclic pyrimidine γ-secretase modulator BMS-932481. The compound showed robust reductions of Aβsub

COMPOUNDS FOR THE REDUCTION OF β-AMYLOID PRODUCTION

The present disclosure provides a series of compounds of the formula (I), which modulate β-amyloid peptide (β-ΑΡ) production and are useful in the treatment of Alzheimer's Disease and other conditions affected by β-amyloid peptide (β-ΑΡ) production.

Synthesis of annelated analogues of 6-benzyl-1-(ethoxymethyl)-5-isopropyluracil (MKC-442) using 1,3-oxazine-2,4(3H)-diones as key intermediates

Condensation of ethyl 3-phenyl-2-oxocyclopentanecarboxylate 5 with 2-(S-methylthio)isourea followed by hydrolysis with HC1 gave 6,7-dihydro-7-phenylcyclopenta[e][1,3]oxazine-2,4(3H,5H)-dione (10a). 7,8-Dihydro-8-phenyl-6H-cyclohexa[e][1,3]oxazine-2,4(3H,5H)-dione (10b) was synthesised by reacting 2-phenylcyclohexanone (9b) with N-(chlorocarbonyl) isocyanate. The oxazines 10a,b were reacted with ammonia to obtain the corresponding uracil derivatives 12a,b which after silylation were alkylated with diethoxymethane using trimethylsilyl triflate (TMS-triflate) as the catalyst or alkylated with chloromethyl ethyl ether to give annelated MKC-442 analogues 2,3 which are locked in a conformation close to the one of MKC-442. In spite of this, only moderate activities were found against HIV-1 for the annelated analogues of MKC-442. The Royal Society of Chemistry 2000.