335165-68-9

Basic information

• Product Name: 3,6-DIBROMO-ALPHA-(1-PIPERAZINYLMETHYL)-9H-CARBAZOLE-9-ETHANOL DIHYDROCHLORIDE
• Synonyms: 3,6-DIBROMO-ALPHA-(1-PIPERAZINYLMETHYL)-9H-CARBAZOLE-9-ETHANOL DIHYDROCHLORIDE;BAX CHANNEL BLOCKER;Baxchannelblocker2HCl;3,6-Dibromo-α-(1-piperazinylmethyl)-9H-carbazole-9-ethanoldihydrochloride;Bax channel blocke
• CAS NO: 335165-68-9
• Molecular Formula: C₁₉H₂₁Br₂N₃O
• Molecular Weight: 540.12
• Product Categories: Caspases/Apoptosis;Apoptosis Inhibitors
• Mol File: 335165-68-9.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 388.1°C at 760 mmHg
• Flash Point: 188.5°C
• Appearance: /
• Vapor Pressure: 1.02E-06mmHg at 25°C
• Storage Temp.: Desiccate at RT
• Solubility: ≥28.2 mg/mL in DMSO with ultrasonic; insoluble in EtOH; insoluble in H2O
• CAS DataBase Reference: 3,6-DIBROMO-ALPHA-(1-PIPERAZINYLMETHYL)-9H-CARBAZOLE-9-ETHANOL DIHYDROCHLORIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 3,6-DIBROMO-ALPHA-(1-PIPERAZINYLMETHYL)-9H-CARBAZOLE-9-ETHANOL DIHYDROCHLORIDE(335165-68-9)
• EPA Substance Registry System: 3,6-DIBROMO-ALPHA-(1-PIPERAZINYLMETHYL)-9H-CARBAZOLE-9-ETHANOL DIHYDROCHLORIDE(335165-68-9)

Safety Data

• Hazardous Substances Data: 335165-68-9(Hazardous Substances Data)

Usage

Uses

Bax channel blocker is a potent inhibitor of Bax-mediated mitochondrial cytochrome c release.

Biological Activity

Potent inhibitor of Bax-mediated mitochondrial cytochrome c release (IC 50 = 0.52 μ M). Suggested to inhibit Bax channel formation/activity.

in vitro

bax channel blocker, a 3,6-dibromocarbazole derivative, was observed to inhibit cytochrome c releasing from mitochondria by bax channel modulation. the monohydroxy analogue bax channel blocker remained the unprecedented inhibition of bax-induced cytochrome c release at 10 μm. the ic50 value of bax channel blocker was determined to be 0.52 μm, indicating that bax channel blocker was a bax channel inhibitor as hypothesized. moreover, in the liposome assay, bax channel blocker showing significant inhibition (>65%) of cytochrome c release at 10 μm also demonstrated sub-micromolar ic50 value [1].

IC 50

0.52 μm in bax assay

references

[1] bombrun a,gerber p,casi g,terradillos o,antonsson b,halazy s. 3,6-dibromocarbazole piperazine derivatives of 2-propanol as first inhibitors of cytochrome c release via bax channel modulation. j med chem.2003 oct 9;46(21):4365-8.

InChI:InChI=1/C19H21Br2N3O.2ClH/c20-13-1-3-18-16(9-13)17-10-14(21)2-4-19(17)24(18)12-15(25)11-23-7-5-22-6-8-23;;/h1-4,9-10,15,22,25H,5-8,11-12H2;2*1H

Upstream product

• 335165-74-7 (S)-4-[3-(3,6-Dibromocarbazol-9-yl)-2-hydroxy-propyl]-piperazine-1-carboxylic tert-butyl ester 
• 159873-06-0 (S)-4-Oxiranylmethyl-piperazine-1-carboxylic acidtert-butyl ester 
• 6825-20-3 3,6-dibromo-9H-carbazole 
• 335165-75-8 (R)-4-[3-(3,6-Dibromocarbazol-9-yl)-2-hydroxy-propyl]-piperazine-1-carboxylic tert-butyl ester 
• 335165-67-8 (+/-)-4-[3-(3,6-dibromocarbazol-9-yl)-2-hydroxypropyl]piperazine-1-carboxylic acid tert-butyl ester 

Relevant articles and documents

3,6-Dibromocarbazole piperazine derivatives of 2-propanol as first inhibitors of cytochrome C release via bax channel modulation

There is compelling evidence that Bax channel activity stimulates cytochrome c release leading ultimate]y to cell death, which is a key event in ischemic injuries and neurodegenerative diseases. Here 3,6-dibromocarbazole piperazine derivatives of 2-propan