56915-78-7

Basic information

• Product Name: 2'-nitro-5'-(4-methyl-1-piperazinyl)-acetophenone
• Synonyms: 2'-nitro-5'-(4-methyl-1-piperazinyl)-acetophenone
• CAS NO: 56915-78-7
• Molecular Weight: 263.296
• Mol File: 56915-78-7.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 2'-nitro-5'-(4-methyl-1-piperazinyl)-acetophenone(CAS DataBase Reference)
• NIST Chemistry Reference: 2'-nitro-5'-(4-methyl-1-piperazinyl)-acetophenone(56915-78-7)
• EPA Substance Registry System: 2'-nitro-5'-(4-methyl-1-piperazinyl)-acetophenone(56915-78-7)

Safety Data

• Hazardous Substances Data: 56915-78-7(Hazardous Substances Data)

Upstream product

• 109-01-3 1-methyl-piperazine 
• 18640-60-3 5-chloro-2-nitroacetophenone 
• 99-02-5 3'-Chloroacetophenone 

Downstream Products

• 56915-79-8 2'-amino-5'-(4-methyl-1-piperazinyl)acetophenone 
• 1027252-26-1 N-[2-Acetyl-4-(4-methyl-piperazin-1-yl)-phenyl]-3-methoxy-benzamide 
• 1339010-04-6 1-[5-(4-methylpiperazin-1-yl)-2-nitrophenyl]-3-phenylprop-2-en-1-one 
• 1339010-09-1 1-[5-(4-methylpiperazin-1-yl)-2-benzoylaminophenyl]-3-phenylpropan-1-one 
• 1339010-11-5 1-[5-(4-methylpiperazin-1-yl)-2-(3-benzyloxybenzoylamino)phenyl]-3-phenylpropan-1-one 
• 1339010-13-7 1-[5-(4-methylpiperazin-1-yl)-2-(4-benzyloxybenzoylamino)phenyl]-3-phenylpropan-1-one 
• 1339010-44-4 2-(3-benzyloxyphenyl)-3-benzyl-6-(4-methylpiperazin-1-yl)-1,4-dihydroquinolin-4-one 
• 1339010-46-6 2-(4-benzyloxyphenyl)-3-benzyl-6-(4-methylpiperazin-1-yl)-1,4-dihydroquinolin-4-one 
• 1339009-83-4 2-phenyl-3-benzyl-6-(4-methylpiperazin-1-yl)-1,4-dihydroquinolin-4-one 
• 1339009-85-6 2-(3-hydroxyphenyl)-3-benzyl-6-(4-methylpiperazin-1-yl)-1,4-dihydroquinolin-4-one 
• 1339009-86-7 2-(4-hydroxyphenyl)-3-benzyl-6-(4-methylpiperazin-1-yl)-1,4-dihydroquinolin-4-one 

Relevant articles and documents

De novo design, synthesis and biological evaluation of 1,4-dihydroquinolin- 4-ones and 1,2,3,4-tetrahydroquinazolin-4-ones as potent kinesin spindle protein (KSP) inhibitors

Kinesin spindle protein (KSP) inhibitors are a promising class of anticancer agents that cause mitotic arrest in cells from a failure to form functional bipolar mitotic spindles. Here, we report the design, synthesis and biological evaluation of a novel series of 1,4-dihydroquinolin-4-ones and 1,2,3,4-tetrahydroquinazolin-4-ones using de novo design method. The synthesized compound was evaluated and proved to have potent inhibitory activities in the KSP ATPase. Compounds 15j and 15p show potent inhibitory activities in cell proliferation assays. Preferred compound 15j markedly induced G2/M phase cell cycle arrest with characteristic monoastral spindles and subsequent cell death in A549 cells. In vivo evaluation of 15j on the growth of transplantable S180 sarcoma in mice suggested its therapeutic potential for further development.

Synthesis and Cardiotonic Activity of a Series of Substituted 4-Alkyl-2(1H)-quinazolinones

The synthesis, cardiac fraction III cyclic nucleotide phosphodiesterase (PDE-III) inhibition, and positive inotropic activity of a series of 2(1H)-quinazolinones are reported.A general synthesis of the series involved the cyclization of 2-aminoacetophenones with potassium cyanate in acetic acid.Modifications at the 4-position of the quinazoline nucleus were best achieved by formation of the intermediate N1-acyl-N3-phenylurea from the substituted phenyl isocyanate and appropriate carboxamide.PPA was used to ring close to the quinazoline product.Generally the SAR for the series paralleled the five-point model previously published for PDE-III inhibition.The most active analogue of the series was 5,6-dimethoxy-4-methyl-2(1H)-quinazolinone (1) (ORF 16600), which had about twice the intravenous potency of amrinone.Compound 1 is currently under development as an orally active cardiotonic.