79183-19-0

Basic information

• Product Name: 1-(3,4-DICHLOROBENZYL)-1H-INDOLE-2,3-DIONE
• Synonyms: APOPTOSIS ACTIVATOR 2;APOPTOSIS ACTIVATOR II;1-[(3,4-DICHLOROPHENYL)METHYL]-1H-INDOLE-2,3-DIONE;1-(3,4-DICHLOROBENZYL)-1H-INDOLE-2,3-DIONE;1H-Indole-2,3-dione, 1-[(3,4-dichlorophenyl)methyl]-;Apoptosis Activator 2, >=98%;Apoptosis Activator 2, 97%, a cytochrome c caspase activator and apoptosis inducer
• CAS NO: 79183-19-0
• Molecular Formula: C15H9Cl2NO2
• Molecular Weight: 306.14
• EINECS: 200-256-5
• Product Categories: Caspases/Apoptosis;Inhibitors
• Mol File: 79183-19-0.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 470.6 °C at 760 mmHg
• Flash Point: 238.4℃
• Appearance: Orange solid
• Density: 1.494
• Vapor Pressure: 5E-09mmHg at 25°C
• Refractive Index: 1.671
• Storage Temp.: Store at RT
• Solubility: Soluble in DMSO
• PKA: -2.69±0.20(Predicted)
• Sensitive: Light Sensitive
• CAS DataBase Reference: 1-(3,4-DICHLOROBENZYL)-1H-INDOLE-2,3-DIONE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(3,4-DICHLOROBENZYL)-1H-INDOLE-2,3-DIONE(79183-19-0)
• EPA Substance Registry System: 1-(3,4-DICHLOROBENZYL)-1H-INDOLE-2,3-DIONE(79183-19-0)

Safety Data

• Safety Statements: 24/25
• RIDADR: 3077
• Hazardous Substances Data: 79183-19-0(Hazardous Substances Data)

Usage

Uses

Different sources of media describe the Uses of 79183-19-0 differently. You can refer to the following data:
1. Apoptosis Activator 2 activates caspases in a cytochrome c-dependent manner and induces apoptosis in tumor cells.
2. Activates apoptosis in cells; shows selectivity for cancer cells against normal cell lines

Biological Activity

Apoptosis activator; promotes the cytochrome c-dependent oligomerization of Apaf-1 into the mature apoptosome. Increases procaspase-9 processing and subsequent caspase-3 activation. Induces apoptosis in tumor cells (IC 50 = 4-9 μ M for leukaemia cells) with weak or no effect on normal cell lines or those defective/deficient in Apaf-1, caspase-9 or caspase-3 activity (IC 50 > 40 μ M).

references

[1] nguyen jt, wells ja. direct activation of the apoptosis machinery as a mechanism to target cancer cells. proc natl acad sci u s a. 2003 jun 24;100(13):7533-8.[2] nguyen tv, jayaraman a, quaglino a, pike cj. androgens selectively protect against apoptosis in hippocampal neurones. j neuroendocrinol. 2010 sep;22(9):1013-22.

InChI:InChI=1/C15H9Cl2NO2/c16-11-6-5-9(7-12(11)17)8-18-13-4-2-1-3-10(13)14(19)15(18)20/h1-7H,8H2

Upstream product

• 91-56-5 indole-2,3-dione 
• 102-47-6 3,4-Dichlorophenylmethyl chloride 

Relevant articles and documents

Synthesis of an indoloquinoxaline derivative as potential inhibitor of InhA enzyme of mycobacterium tuberculosis

Seven heterocyclic compounds derived from isatin have been synthesized. Isatin was Nsubstituted with four aromatic/aliphatic and benzylic moieties (1a-d). Compounds 1a-c were condensed with o-phenylenediamine to afford indoloquinoxaline derivatives (2a-c). Products were tested as inhibitors of InhA enzyme of M. tuberculosis. Compound 6-(diethylaminoethyl)indoloquinoxaline (2a) inhibited 38% of InhA activity at 50 μM. The possible modes of interaction of 2a with InhA were explored by molecular docking. Docking experiments afford keys to improve compound 2a for the design of new potential active drugs against tuberculosis.

1'-Substituted spiro[imidazolidine-4,3'-indoline]2,2',5-triones

The invention concerns novel 1'-substituted spiro[imidazolidine-4,3'-indoline]-2,2',5-triones of the formula: STR1 in which R1 is (1-12C)alkyl; phenyl, naphthylmethyl or cinnamyl optionally bearing 1-2 halogeno substituents; or benzyl optionall