847553-76-8

Basic information

• Product Name: 3H-Oxazolo[3,4-a]pyrazine-7(1H)-carboxylic acid, tetrahydro-3-oxo-1,1-diphenyl-, 9H-fluoren-9-ylmethyl ester
• CAS NO: 847553-76-8
• Molecular Formula: C33H28N2O4
• Molecular Weight: 516.596
• Mol File: 847553-76-8.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 3H-Oxazolo[3,4-a]pyrazine-7(1H)-carboxylic acid, tetrahydro-3-oxo-1,1-diphenyl-, 9H-fluoren-9-ylmethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: 3H-Oxazolo[3,4-a]pyrazine-7(1H)-carboxylic acid, tetrahydro-3-oxo-1,1-diphenyl-, 9H-fluoren-9-ylmethyl ester(847553-76-8)
• EPA Substance Registry System: 3H-Oxazolo[3,4-a]pyrazine-7(1H)-carboxylic acid, tetrahydro-3-oxo-1,1-diphenyl-, 9H-fluoren-9-ylmethyl ester(847553-76-8)

Safety Data

• Hazardous Substances Data: 847553-76-8(Hazardous Substances Data)

Upstream product

• 847555-98-0 7-benzyl-1,1-diphenyl-hexahydro-1H-[1,3]oxazolo[3,4-a]-piperazin-3-one 
• 28920-43-6 (fluorenylmethoxy)carbonyl chloride 
• 57260-70-5 4-benzyl-piperazine-1-carboxylic acid tert-butyl ester 

Downstream Products

• 847553-89-3 SHA 68 
• 847555-93-5 1,1-diphenyltetrahydro-1H-oxazolo[3,4-α]pyrazin-3(5H)-one 

Relevant articles and documents

Synthesis and pharmacological in vitro and in vivo profile of 3-oxo-1,1-diphenyl-tetrahydro-oxazolo[3,4-a]pyrazine-7-carboxylic acid 4-fluoro-benzylamide (SHA 68), a selective antagonist of the neuropeptide S receptor

Neuropeptide S (NPS) has been shown to modulate arousal, sleep wakefulness, anxiety-like behavior, and feeding after central administration of the peptide agonist to mice or rats. We report here the chemical synthesis and pharmacological characterization of SHA 66 (3-oxo-1,1-diphenyl-tetrahydro- oxazolo[3,4-a]pyrazine-7-carboxylic acid benzylamide) and SHA 68 (3-oxo-1,1-diphenyl-tetrahydro-oxazolo[3,4-a]pyrazine-7-carboxylic acid 4-fluoro-benzylamide), two closely related bicyclic piperazines with antagonistic properties at the NPS receptor (NPSR). The compounds block NPS-induced Ca2+ mobilization, and SHA 68 shows displaceable binding to NPSR in the nanomolar range. The antagonistic activity of SHA 68 seems to be specific because it does not affect signaling at 14 unrelated G protein-coupled receptors. Analysis of pharmacokinetic parameters of SHA 68 demonstrates that the compound reaches pharmacologically relevant levels in plasma and brain after i.p. administration. Furthermore, peripheral administration of SHA 68 in mice (50 mg/kg i.p.) is able to antagonize NPS-induced horizontal and vertical activity as well as stereotypic behavior. Therefore, SHA 68 could be a useful tool to characterize physiological functions and pharmacological parameters of the NPS system in vitro and in vivo. Copyright

BICYCLIC PIPERAZINE COMPOUND AND USE THEREOF

The present invention provides a compound represented by the formula: wherein R1 is an acyl group, R2 is a hydrocarbon group which may be substituted or the like, R3 is a hydrocarbon group which may be substituted or the like, R4 is a hydrocarbon group which may be substituted or the like, n is from 0 to 4, and X is an oxygen atom, a sulfur atom or the like, or a salt thereof. The invention also provides a compound which has a TGR23 antagonist activity and thus is useful for prevention and treatment of cancer.