4744-53-0

Basic information

• Product Name: Pyrazino[1,2-a]benzimidazole, 1,2,3,4-tetrahydro- (6CI,8CI,9CI)
• Synonyms: 1,2,3,4-TETRAHYDRO-PYRAZINO[1,2-A]BENZIMIDAZOLE;Pyrazino[1,2-a]benzimidazole, 1,2,3,4-tetrahydro- (6CI,8CI,9CI);1,2,3,4-tetrahydrobenzo[4,5]imidazo[1,2-a]pyrazine
• CAS NO: 4744-53-0
• Molecular Formula: C₁₀H₁₁N₃
• Molecular Weight: 173.21
• Product Categories: BENZIMIDAZOLE;PIPERIDINE
• Mol File: 4744-53-0.mol
• Article Data: 6

Chemical Properties

• Appearance: /
• CAS DataBase Reference: Pyrazino[1,2-a]benzimidazole, 1,2,3,4-tetrahydro- (6CI,8CI,9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: Pyrazino[1,2-a]benzimidazole, 1,2,3,4-tetrahydro- (6CI,8CI,9CI)(4744-53-0)
• EPA Substance Registry System: Pyrazino[1,2-a]benzimidazole, 1,2,3,4-tetrahydro- (6CI,8CI,9CI)(4744-53-0)

Safety Data

• Hazardous Substances Data: 4744-53-0(Hazardous Substances Data)

Upstream product

• 109018-33-9 2-acetyl-1,2,3,4-tetrahydro-benz[4,5]imidazo[1,2-a]pyrazine 
• 5805-57-2 2-Aminomethylbenzimidazole 
• 106-93-4 ethylene dibromide 
• 245-49-8 benzo[4,5]imidazo[1,2-a]pyrazine 
• 95-14-7 1,2,3-Benzotriazole 
• 193959-87-4 1-Pyrazin-2-yl-1H-benzotriazole 
• 95-54-5 1,2-diamino-benzene 
• 59084-06-9 1-(2-nitrophenyl)piperazine 
• 91646-45-6 1-(4-(2-aminophenyl)piperazin-1-yl)ethanone 
• 100138-76-9 1-(4-(2-nitrophenyl)piperazin-1-yl)ethanone 
• 88-73-3 2-Chloronitrobenzene 
• 7757-21-3 (1H-benzo[d]imidazol-2-yl)methanamine hydrochloride 

Downstream Products

• 115213-55-3 2-methyl-1,2,3,4-tetrahydro-benz[4,5]imidazo[1,2-a]pyrazine 
• 1288977-38-7 (1S,2R,3R)-2-methyl-3-phenyl-1-(1,2,3,4-tetrahydropyrazino[1,2-a]benzimidazole-2-sulfonylamino)cyclopropane-1-carboxylic acid hydrochloride 

Relevant articles and documents

Design, synthesis and biological evaluation of novel molecules as potent PARP-1 inhibitors

Two series of novel compounds with inhibition activity against PARP-1 were designed and synthesized. All target compounds were evaluated for their PARP-1 inhibition activity, and compounds with high PARP-1 inhibition activity were selected to assess for cellular assays in vitro. Among them, compound II-4 displayed impressive results in both PARP-1 enzyme inhibition with IC50 value of 0.51 nM and anti-proliferation activity against HCT116 and HCC1937 cell lines with IC50 values of 6.62 nM and 12.65 nM, respectively. Also, II-4 exhibited good metabolic stability in vitro with t1/2 of 173.25 min and CLint of 0.04 mL/min/mg. Prediction of molecular properties and protein docking were applied to structure design. Our study provides potential lead compounds and design directions for the development of PARP-1 inhibitors.

PARP inhibitors containing phthalazin-1(2H)-one structure, and preparation method and medical application thereof

The invention relates to the field of medicinal chemistry, specifically to 4-(4-fluoro-3-(1,2,3,4-tetrahydrobenzo[4,5]imidazo[1,2-a]pyrazinyl-2-carbonyl)benzyl)phthalazin-1(2H)-one derivatives (I). The formula I is as described in the specification, and R in the formula I is as defined in the specification. The invention also discloses a preparation method for the derivatives, and pharmaceutical compositions containing the derivatives. The results of pharmacodynamic tests prove that the derivatives of the invention have PARP inhibitory activity and can be used as a single therapeutic agent fortumors or be used in combination with other antitumor drugs, so the effects of improving the efficacy of conventional antitumor drugs and reducing the dosage and toxicity of conventional antitumor drugs are obtained.

Synthesis of 5H-pyrazino[2,3-b]indoles from indole-2,3-dione derivatives

Reaction of N-acetylindol-2,3-diones with ethylenediamines gave the dihydropyrazinones 11, which could, after dehydrogenation and deacetylation, be transformed to the corresponding 5H-pyrazino[2,3-e]indoles 5. N,N-Dimethylaminoethylation of the anion of 5