167024-14-8

Basic information

• Product Name: Pyrazino[2,1-c][1,4]benzoxazine, 1,2,3,4,4a,5-hexahydro- (9CI)
• Synonyms: Pyrazino[2,1-c][1,4]benzoxazine, 1,2,3,4,4a,5-hexahydro- (9CI);1,2,3,4,4A,5-HEXAHYDROPYRAZINO[2,1-C][1,4]BENZOXAZINE
• CAS NO: 167024-14-8
• Molecular Formula: C₁₁H₁₄N₂O
• Molecular Weight: 190.24166
• Product Categories: PIPERIDINE
• Mol File: 167024-14-8.mol
• Article Data: 2

Chemical Properties

• Appearance: /
• CAS DataBase Reference: Pyrazino[2,1-c][1,4]benzoxazine, 1,2,3,4,4a,5-hexahydro- (9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: Pyrazino[2,1-c][1,4]benzoxazine, 1,2,3,4,4a,5-hexahydro- (9CI)(167024-14-8)
• EPA Substance Registry System: Pyrazino[2,1-c][1,4]benzoxazine, 1,2,3,4,4a,5-hexahydro- (9CI)(167024-14-8)

Safety Data

• Hazardous Substances Data: 167024-14-8(Hazardous Substances Data)

Upstream product

• 57682-24-3 N-[4-(2-hydroxy-ethyl)-3,4-dihydro-2H-benzo[1,4]oxazin-3-ylmethyl]-succinimide 
• 21407-49-8 2-nitrophenyl glycidyl ether 
• 167024-12-6 benzyl 1,2,3,4,4a,5-hexahydro-1H-pyrazino[2,1-c][1,4]benzoxazine-1-one-3-carboxylate 
• 57682-15-2 benzyl-(3,4-dihydro-2H-benzo[1,4]oxazin-3-ylmethyl)-amine 
• 57682-21-0 3-benzyl-3,4,4a,5-tetrahydro-benzo[b]pyrazino[1,2-d][1,4]oxazine-1,2-dione 
• 54252-58-3 N-(3,4-dihydro-2H-benzo[1,4]oxazin-3-ylmethyl)-succinimide 
• 54252-54-9 N-[3-(2-nitro-phenoxy)-2-oxo-propyl]-succinimide 
• 167024-11-5 benzyl [4-(2-chloroacetyl)-3,4-dihydro-2H-benzo[1,4]oxazin-1-ylmethyl]carbamate 
• 167024-10-4 benzyl (3,4-dihydro-2H-benzo[1,4]oxazin-1-ylmethyl)carbamate 
• 54252-56-1 C-(3,4-dihydro-2H-benzo[1,4]oxazin-1-yl)methanamine 
• 54252-49-2 2-[2-hydroxy-3-(2-nitrophenoxy)propyl]isoindole-1,3-dione 
• 54252-57-2 2-(3,4-dihydro-2H-benzo[1,4]oxazin-1-ylmethyl)isoindole-1,3-dione 
• 54252-53-8 2-[3-(2-nitrophenoxy)-2-oxypropyl]isoindole-1,3-dione 
• 167024-13-7 benzyl 1,2,3,4,4a,5-hexahydro-1H-pyrazino[2,1-c][1,4]benzoxazine-3-carboxylate 

Downstream Products

• 57682-25-4 1-(4-fluoro-phenyl)-4-(1,2,4a,5-tetrahydro-4H-benzo[b]pyrazino[1,2-d][1,4]oxazin-3-yl)-butan-1-one 

Relevant articles and documents

New pyrimido[5,4-b]indoles as ligands for α1-adrenoceptor subtypes

A new series of compounds were designed as structural analogues of the α1-AR ligand RN5 (4), characterized by a tricyclic 5H-pyrimido[5,4-b]indole-(1H,3H)2,4-dione system connected through an alkyl chain to a phenylpiperazine (PP) moiety. These compounds were synthesized and tested in binding assays on human α1A-AR, α1B-AR, and α1D-AR subtypes expressed in HEK293 cells. Several structural modifications were performed on the PP moiety, the tricyclic system, and the connecting alkyl chain. Many of the new molecules showed a preferential affinity for the α1D-AR subtype. Some compounds, including 39 and 40, displayed substantial α1D-AR selectivity with respect to α1A-AR, α1B-AR, serotonergic 5-HT1A, 5-HT1B, 5-HT2A, and dopaminergic D1 and D2 receptors. Two conformationally rigid analogues of 4, useful for studying the architecture of the receptor/ligand complex, were also prepared and tested. A subset of the new compounds was then used to evolve a preliminary pharmacophore model for α1D-AR antagonists, based on a more generalized model we had developed for α1-AR antagonists. This new model rationalized the relationships between structural properties and biological data of the pyrimido[5,4-b]indole compounds, as well as other compounds.