ChemicalBook--->CAS DataBase List--->335165-68-9

335165-68-9

335165-68-9 Structure

335165-68-9 Structure
IdentificationBack Directory
[Name]

3,6-DIBROMO-ALPHA-(1-PIPERAZINYLMETHYL)-9H-CARBAZOLE-9-ETHANOL DIHYDROCHLORIDE
[CAS]

335165-68-9
[Synonyms]

Bax channel blocke
BAX CHANNEL BLOCKER
)-3-(piperazin-1-yL
Baxchannelblocker2HCl
Bax channel blocker(BAI-1)
1-(3,6-Dibromo-9H-carbazoL
9H-Carbazole-9-ethanol, 3,6-dibromo-α-(1-piperazinylmethyl)-
1-(3,6-Dibromo-9H-carbazol-9-yl)-3-(piperazin-1-yl)propan-2-ol
3,6-Dibromo-α-(1-piperazinylmethyl)-9H-carbazole-9-ethanoldihydrochloride
3,6-DIBROMO-ALPHA-(1-PIPERAZINYLMETHYL)-9H-CARBAZOLE-9-ETHANOL DIHYDROCHLORIDE
[Molecular Formula]

C19H21Br2N3O
[MDL Number]

MFCD00276492
[MOL File]

335165-68-9.mol
[Molecular Weight]

467.2
Chemical PropertiesBack Directory
[Boiling point ]

388.1±42.0 °C(Predicted)
[density ]

1.71±0.1 g/cm3(Predicted)
[storage temp. ]

Keep in dark place,Inert atmosphere,Room temperature
[solubility ]

≥28.2 mg/mL in DMSO with ultrasonic; insoluble in EtOH; insoluble in H2O
[form ]

solid
[pka]

14.48±0.20(Predicted)
[color ]

White
[InChI]

InChI=1S/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
[InChIKey]

HWFKCAFKXZFOQT-UHFFFAOYSA-N
[SMILES]

C12=CC=C(Br)C=C1C1=C(C=CC(Br)=C1)N2CC(O)CN1CCNCC1.Cl.Cl
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H315-H319-H335
[Precautionary statements ]

P261-P305+P351+P338
Hazard InformationBack Directory
[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.
Spectrum DetailBack Directory
[Spectrum Detail]

3,6-DIBROMO-ALPHA-(1-PIPERAZINYLMETHYL)-9H-CARBAZOLE-9-ETHANOL DIHYDROCHLORIDE(335165-68-9)1HNMR
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