1330286-50-4

Basic information

• Product Name: (3S,7aR)-3-(trichloroMethyl)tetrahydropyrrolo[1,2-c]oxazol-1(3H)-one
• Synonyms: (3S,7aR)-3-(trichloroMethyl)tetrahydropyrrolo[1,2-c]oxazol-1(3H)-one;(3S)-TRICHLOROMETHYL-CIS-TETRAHYDROPYRROLO[1,2-C]OXAZOL-1-ONE(WXC08411)
• CAS NO: 1330286-50-4
• Molecular Formula: C₇H₈Cl₃NO₂
• Molecular Weight: 244.50292
• Mol File: 1330286-50-4.mol
• Article Data: 9

Chemical Properties

• Boiling Point: 338.6±42.0 °C(Predicted)
• Appearance: /
• Density: 1.59±0.1 g/cm3(Predicted)
• PKA: 2.01±0.40(Predicted)
• CAS DataBase Reference: (3S,7aR)-3-(trichloroMethyl)tetrahydropyrrolo[1,2-c]oxazol-1(3H)-one(CAS DataBase Reference)
• NIST Chemistry Reference: (3S,7aR)-3-(trichloroMethyl)tetrahydropyrrolo[1,2-c]oxazol-1(3H)-one(1330286-50-4)
• EPA Substance Registry System: (3S,7aR)-3-(trichloroMethyl)tetrahydropyrrolo[1,2-c]oxazol-1(3H)-one(1330286-50-4)

Safety Data

• Hazardous Substances Data: 1330286-50-4(Hazardous Substances Data)

Usage

General Description

(3S,7aR)-3-(trichloroMethyl)tetrahydropyrrolo[1,2-c]oxazol-1(3H)-one, also known as TC-2559, is a chemical compound with potential pharmaceutical applications. It belongs to the class of heterocyclic compounds and is a tetrahydropyrrolooxazolone derivative. TC-2559 has been studied for its potential use in treating neurodegenerative disorders such as Alzheimer's disease and Parkinson's disease due to its ability to modulate nicotinic acetylcholine receptors. It is also being researched for its potential use as a cognitive enhancer and for its effects on nicotine addiction. TC-2559's unique chemical structure and potential neuroprotective properties make it an interesting target for further pharmaceutical development.

Upstream product

• 75-87-6 chloral 
• 344-25-2 D-Prolin 
• 302-17-0 chloral hydrate 

Downstream Products

• 1446261-55-7 (R)-methyl 11b-methyl-6-oxo-2,3,5,6,11,11b-hexahydro-1H-indolizino[8,7-b]indole-7-carboxylate 
• 1446261-61-5 (R)-methyl 9-fluoro-11b-methyl-6-oxo-2,3,5,6,11,11b-hexahydro-1H-indolizino[8,7-b]indole-7-carboxylate 
• 1446261-44-4 (10aR)-2-fluoro-5,8,9,10,10a,11-hexahydro-10a-methyl-5,6,7a,11-tetraazacyclohepta[def]cyclopenta[a]fluoren-4(7H)-one 
• 1621435-14-0 tert-butyl (S)-2-((2S,3R)-1,3-bis(benzyloxy)-1-oxobutan-2-yl)-1-oxo-2,5-diazaspiro[3.4]octane-5-carboxylate 
• 1358783-73-9 1-(tert-butyl) 2-methyl (R)-2-methylpyrrolidine-1,2-dicarboxylate 

Relevant articles and documents

Discovery of Pamiparib (BGB-290), a Potent and Selective Poly (ADP-ribose) Polymerase (PARP) Inhibitor in Clinical Development

Poly (ADP-ribose) polymerase (PARP) plays a significant role in DNA repair responses; therefore, this enzyme is targeted by PARP inhibitors in cancer therapy. Here we have developed a number of fused tetra- or pentacyclic dihydrodiazepinoindolone derivatives with excellent PARP enzymatic and cellular PARylation inhibition activities. These efforts led to the identification of pamiparib (BGB-290, 139), which displays excellent PARP-1 and PARP-2 inhibition with IC50 of 1.3 and 0.9 nM, respectively. In a cellular PARylation assay, this compound inhibits PARP activity with IC50 = 0.2 nM. Cocrystal of pamiparib shows similar binding sites with PARP with other PARP inhibitors, but pamiparib is not a P-gp substrate and shows excellent drug metabolism and pharmacokinetics (DMPK) properties with significant brain penetration (17-19%, mice). The compound is currently being investigated in phase III clinical trials as a maintenance therapy in platinum-sensitive ovarian cancer and gastric cancer.

PROCESSES AND INTERMEDIATES FOR PRODUCING DIAZASPIRO LACTAM COMPOUNDS

Processes for producing diazaspiro lactam compounds and intermediates useful in the processes.

1,3-Oxazolidin-5-ones derived from proline as chiral components in the synthesis of predictive enantioselective coupling reagents

1,3-Oxazolidin-5-ones derived from both enantiomers of proline and trichloroacetaldehyde were prepared and applied as an amine component in the synthesis of chiral predictive triazine-based coupling reagents. The reagents were found to be useful in condensations yielding enantiomerically enriched products from racemic substrates.