1252008-42-6

Basic information

• Product Name: C₂₂H₂₇NO₄
• Synonyms: C₂₂H₂₇NO₄
• CAS NO: 1252008-42-6
• Molecular Weight: 369.461
• Mol File: 1252008-42-6.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: C₂₂H₂₇NO₄(CAS DataBase Reference)
• NIST Chemistry Reference: C₂₂H₂₇NO₄(1252008-42-6)
• EPA Substance Registry System: C₂₂H₂₇NO₄(1252008-42-6)

Safety Data

• Hazardous Substances Data: 1252008-42-6(Hazardous Substances Data)

Upstream product

• 5520-66-1 4-(N,N-diethylamino)acetophenone 
• 86-81-7 3,4,5-trimethoxy-benzaldehyde 

Downstream Products

• 1252008-12-0 3-[4-(diethylamino)phenyl]-5-(3,4,5-trimethoxyphenyl)-4,5-dihydro-1H-pyrazole 
• 1252008-23-3 1-acetyl-3-[4-(diethylamino)phenyl]-5-(3,4,5-trimethoxyphenyl)-4,5-dihydro-1H-pyrazole 

Relevant articles and documents

Synthesis and in vitro antitumor activity of new 4,5-dihydropyrazole derivatives

A series of 3,5-diaryl-4,5-dihydropyrazole regioisomers, and their 1-acetylated derivatives, bearing a 3,4,5-trimethoxyphenyl moiety combined with a variety of substituted phenyl rings, was synthesized and evaluated for antitumor activity. Results of the in vitro assay against a non-small cell lung carcinoma cell line (NCI-H460) showed several compounds to be endowed with cytotoxicity in micromolar to sub-micromolar range, depending on substitution pattern and position of aryl rings on 4,5-dihydropyrazole core. Potent and selective activity was also observed in the NCI 60 human cancer cell line panel. 5-(3,4,5-Trimethoxyphenyl)pyrazolines 31 and 39 were found to possess potent antiproliferative activity against SR and MDA-MB-435, with GI50 inhibitory values in nanomolar range. Structure-activity relationships revealed that introduction of a (hydroxy)acetyl group at N-1 of inactive 5-(3,4,5-trimethoxyphenyl)pyrazolines, results in a clear in vitro activating effect. Compound 31 (IC50 = 5.16 μM) showed inhibition of tubulin polymerization comparable to that of CA-4 (IC50 = 4.92 μM).