Pifithrin-α (hydrobromide)

CAT: 0804-HY-15484-02Size: 10 mM - 1 mLDry Ice: NoHazardous: No

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CAT#:0804-HY-15484-02Size:10 mM - 1 mL

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Description

Pifithrin-α hydrobromide is a p53 inhibitor which blocks its transcriptional activity and prevents cells from apoptosis. Pifithrin-α hydrobromide is also an aryl hydrocarbon receptor (AhR) agonist.

CAS Number

63208-82-2

Product Name Alternative

Pifithrin hydrobromide; PFTα hydrobromide

UNSPSC

12352005

Hazard Statement

H302, H315, H319, H335

Target

Apoptosis; Aryl Hydrocarbon Receptor; Ferroptosis; MDM-2/p53

Type

Reference compound

Related Pathways

Apoptosis; Immunology/Inflammation

Applications

Cancer-programmed cell death

Field of Research

Cancer

Assay Protocol

https://www.medchemexpress.com/Pifithrin-_alpha_-hydrobromide.html

Purity

98.58

Solubility

DMSO : ≥ 50 mg/mL|H2O : < 0.1 mg/mL (ultrasonic; warming; heat to 60°C)

Smiles

N=C1SC2=C(CCCC2)N1CC(C3=CC=C(C)C=C3)=O.[H]Br

Molecular Formula

C16H19BrN2OS

Molecular Weight

367.30

Precautions

H302, H315, H319, H335

References & Citations

[1]Yu W, et al. Cyclosporine A Suppressed Glucose Oxidase Induced P53 Mitochondrial Translocation and Hepatic Cell Apoptosis through Blocking Mitochondrial Permeability Transition. Int J Biol Sci. 2016 Jan 1;12 (2) :198-209.|[2]Hoagland MS, et al. The p53 Inhibitor Pifithrin-α Is a Potent Agonist of the Aryl Hydrocarbon Receptor. J Pharmacol Exp Ther. 2005 Aug;314 (2) :603-10.|[3]Kuang SQ, et al. FOXE3 mutations predispose to thoracic aortic aneurysms and dissections. J Clin Invest. 2016 Mar 1;126 (3) :948-61.

Shipping Conditions

Room Temperature

Storage Conditions

4°C (Powder, sealed storage, away from moisture)

Scientific Category

Reference compound1

Clinical Information

No Development Reported

Chemical Information

Pifithrin

Pifithrin-alpha hydrobromide is a hydrobromide salt prepared from 2-(2-imino-4,5,6,7-tetrahydro-1,3-benzothiazol-3-yl)-1-(4-methylphenyl)ethanone and one equivalent of hydrogen bromide. It is a chemical that inhibits p53-mediated gene activation and apoptosis. It has a role as a p53 inhibitor, a hepatoprotective agent, an apoptosis inhibitor and an aryl hydrocarbon receptor agonist. It contains a 3-[2-(4-methylphenyl)-2-oxoethyl]-4,5,6,7-tetrahydro-1,3-benzothiazol-2(3H)-iminium.

CAS Number	63208-82-2
PubChem CID	9929138
IUPAC Name	2-(2-imino-4,5,6,7-tetrahydro-1,3-benzothiazol-3-yl)-1-(4-methylphenyl)ethanone;hydrobromide
Molecular Formula	C16H19BrN2OS
Molecular Weight	367.3
Topological Polar Surface Area	69.5
Hydrogen Bond Donor Count	2
Hydrogen Bond Acceptor Count	3
Rotatable Bond Count	3
Heavy Atom Count	21
Formal Charge	0
Complexity	449

SMILES

CC1=CC=C(C=C1)C(=O)CN2C3=C(CCCC3)SC2=N.Br

InChI

InChI=1S/C16H18N2OS.BrH/c1-11-6-8-12(9-7-11)14(19)10-18-13-4-2-3-5-15(13)20-16(18)17;/h6-9,17H,2-5,10H2,1H3;1H

InChIKey

HAGVCKULCLQGRF-UHFFFAOYSA-N

Chemical Structure

2D Structure

CAS: 63208-82-2

CID: 9929138

Formula: C16H19BrN2OS

MW: 367.3

Interactive 3D Structure

Loading 3D structure...

View on PubChem Raw 3D data

Computed Properties

Property	Value
Molecular Weight	367.3
Hydrogen Bond Donor Count	2
Hydrogen Bond Acceptor Count	3
Rotatable Bond Count	3
Exact Mass	366.04015
Monoisotopic Mass	366.04015
Topological Polar Surface Area	69.5 Å²
Heavy Atom Count	21
Formal Charge	0
Complexity	449
Isotope Atom Count	0
Defined Atom Stereocenter Count	0
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently-Bonded Unit Count	2
Compound Is Canonicalized	Yes

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Alternative Products

Catalog	Name
BUP05866-01	Pifithrin-ß hydrobromide
GTR19161793-01	Pifithrin-β hydrobromide
256253-01	Pifithrin-α hydrobromide
BUP05923-01	Pifithrin-a hydrobromide
ALX-270-287-M050	Pifithrin-α (cyclic) . hydrobromide
A12451-25	Pifithrin-?? hydrobromide 25mg
A12451-100	Pifithrin-?? hydrobromide 100mg
A12451-50	Pifithrin-?? hydrobromide 50mg
A12451-2	Pifithrin-?? hydrobromide 2mg
1267/10	Pifithrin-alpha hydrobromide

Pifithrin-α (hydrobromide)

Chemical Information

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