86436-46-6

Basic information

• Product Name: N-[2-Hydroxy-9-oxo-1,3,10-trimethoxy-5,6,7,9-tetrahydrobenzo[a]heptalen-7-yl]-2,2,2-trifluoroacetamide
• Synonyms: N-[2-Hydroxy-9-oxo-1,3,10-trimethoxy-5,6,7,9-tetrahydrobenzo[a]heptalen-7-yl]-2,2,2-trifluoroacetamide
• CAS NO: 86436-46-6
• Molecular Formula: C21H20F3NO6
• Molecular Weight: 439.3818
• Mol File: 86436-46-6.mol

Chemical Properties

• Boiling Point: 715.3°Cat760mmHg
• Flash Point: 386.4°C
• Appearance: /
• Density: 1.42g/cm³
• Vapor Pressure: 3.84E-21mmHg at 25°C
• Refractive Index: 1.576
• CAS DataBase Reference: N-[2-Hydroxy-9-oxo-1,3,10-trimethoxy-5,6,7,9-tetrahydrobenzo[a]heptalen-7-yl]-2,2,2-trifluoroacetamide(CAS DataBase Reference)
• NIST Chemistry Reference: N-[2-Hydroxy-9-oxo-1,3,10-trimethoxy-5,6,7,9-tetrahydrobenzo[a]heptalen-7-yl]-2,2,2-trifluoroacetamide(86436-46-6)
• EPA Substance Registry System: N-[2-Hydroxy-9-oxo-1,3,10-trimethoxy-5,6,7,9-tetrahydrobenzo[a]heptalen-7-yl]-2,2,2-trifluoroacetamide(86436-46-6)

Safety Data

• Hazardous Substances Data: 86436-46-6(Hazardous Substances Data)

Usage

InChI:InChI=1/C21H20F3NO6/c1-29-15-7-5-11-12(9-14(15)26)13(25-20(28)21(22,23)24)6-4-10-8-16(30-2)18(27)19(31-3)17(10)11/h5,7-9,13,27H,4,6H2,1-3H3,(H,25,28)/t13-/m0/s1

Upstream product

• 26195-65-3 N-(5,6,7,9-tetrahydro-1,2,3,10-tetramethoxy-9-oxobenzoheptalen-7-yl)-(S)-2,2,2-trifluoroacetamide 

Relevant articles and documents

Fluorinated colchicinoids: Antitubulin and cytotoxic properties

The synthesis of B-ring and C-ring trifluoroacetamide-substituted colchicinoids and fluoro-substituted colchicineethylamides is presented. The B-ring trifluoroacetamido-substituted analogues exhibit moderate enhancement of potency compared to the nonfluorinated analogues for tubulin assembly inhibition and cytotoxicity toward two wild type cells lines. The C-ring substituted fluoroethylamides have reduced relative potencies in the same systems due to the strong electron-withdrawing effect of the fluoro derivatives. The fluoro colchicinoids are much more cytotoxic toward drug- resistant cell lines than to the wild type cell lines. Their enhanced potency is probably due to an effect of the fluoro moiety on functions specific to resistant cells and/or their higher hydrophobicity that may result in higher intracellular drug content. This finding may suggest the application of designed fluorinated anticancer drugs to overcome acquired resistance which may develop after several regiments of treatment with a nonfluorinated chemotherapeutic agent.

Biological effects of modified colchicines. 2. Evaluation of catecholic colchicines, colchifolines, colchicide, and novel N-acyl- and N-aroyldeacetylcolchicines

A series of natural and synthetic colchicine derivatives was examined for their potency in the lymphocytic leukemia P388 screen in mice, for their toxicity in mice, and for their binding to microtubule protein. The natural alkaloids cornigerine and colchi