ChemicalBook > CAS DataBase List > 5,6,7,8-Tetrahydro-2-(4-methylphenyl)-imidazo[2,1-b]benzothiazolehydrobromide

5,6,7,8-Tetrahydro-2-(4-methylphenyl)-imidazo[2,1-b]benzothiazolehydrobromide

Product Name: 5,6,7,8-Tetrahydro-2-(4-methylphenyl)-imidazo[2,1-b]benzothiazolehydrobromide
CAS No.: 511296-88-1
Chemical Name: 5,6,7,8-Tetrahydro-2-(4-methylphenyl)-imidazo[2,1-b]benzothiazolehydrobromide
Synonyms: PFT-β;CS-1771;HY-16702A;Pifithrin B;Pifithrin-β;Cyclic PFT-α;Pifithrin-beta;Cyclic Pifithrin-α;Pifithrin-β(PPT-β);Pifithrin-α, cyclic
CBNumber: CB62518925
Molecular Formula: C16H16N2S.HBr
Formula Weight: 349
MOL File: 511296-88-1.mol

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5,6,7,8-Tetrahydro-2-(4-methylphenyl)-imidazo[2,1-b]benzothiazolehydrobromide Property

storage temp.: -20°C
solubility: DMSO: soluble20mg/mL
form: powder to crystal
color: White to Almost white
Merck: 14,7421
InChI: InChI=1S/C16H16N2S.BrH/c1-11-6-8-12(9-7-11)13-10-18-14-4-2-3-5-15(14)19-16(18)17-13;/h6-10H,2-5H2,1H3;1H
InChIKey: SGNCOAOESGSEOP-UHFFFAOYSA-N
SMILES: S1C2CCCCC=2N2C=C(C3=CC=C(C)C=C3)N=C12.[H]Br

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Safety

WGK Germany: 3
HS Code: 2934.99.4400

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: P4236
Product name: Cyclic Pifithrin-α hydrobromide
Purity: ≥98% (HPLC)
Packaging: 5mg
Price: $206
Updated: 2025/07/31

Sigma-Aldrich

Product number: P4236
Product name: Cyclic Pifithrin-α hydrobromide
Purity: ≥98% (HPLC)
Packaging: 10mg
Price: $345
Updated: 2025/07/31

TCI Chemical

Product number: C2826
Product name: Cyclic Pifithrin-alpha Hydrobromide
Purity: >98.0%(HPLC)
Packaging: 20mg
Price: $336
Updated: 2023/01/07

TCI Chemical

Product number: C2826
Product name: Cyclic Pifithrin-alpha Hydrobromide
Purity: >98.0%(HPLC)
Packaging: 100mg
Price: $725
Updated: 2025/07/31

Cayman Chemical

Product number: 14748
Product name: Cyclic Pifithrin-α (hydrobromide)
Purity: ≥95%
Packaging: 5mg
Price: $57
Updated: 2024/03/01

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5,6,7,8-Tetrahydro-2-(4-methylphenyl)-imidazo[2,1-b]benzothiazolehydrobromide Chemical Properties,Usage,Production

Description

Pifithrin-α (PFT-α; ) is a reversible inhibitor of p53-dependent transcription and apoptosis. Cyclic PFT-α, also known as PFT-β, is a stable analog of PFT-α, formed by the condensation of pifithrin-α in solution. It inhibits the growth of the cancer cell lines IGROV-1, A2780, and HCT116 (IC₅₀ = 23, 77, and 103 μM, respectively). At doses lower than those that inhibit growth, cyclic PFT-α induces autophagy in HCT116 cells and sensitizes IGROV-1 and H460 cells to anti-microtubule agents. In addition, 10 μM cyclic PFT-α blocks p53-dependent protection from DNA damage, induced by hydrogen peroxide or ultraviolet radiation, in melanocytes.

Uses

Cyclic Pifithrin-α hydrobromide has been used as p53 inhibitor to study its role in cigarette smoke?induced apoptosis of pulmonary endothelial cells.

Biochem/physiol Actions

A stable analog of Pifithrin-α (Product Code P4359) with similar biological activities and lower cellular toxicity.

in vitro

pifithrin-α blocks p53-dependent transactivation of p53-responsive genes in cona cells. pifithrin-α (10 μm) inhibits apoptotic death of c8 cells guided by etoposide, taxol, dox, cytosine arabinoside. pifithrin-α has significant effect on the inhibition of p53-dependent growth arrest of human diploid fibroblasts in response to dna damage but not on p53-deficient fibroblasts. pifithrin-α may monitor the nuclear import or export (or both) of p53 or may make nuclear p53 instability [2].

in vivo

pifithrin-α-mice (2.2 mg/kg i.p.) were completely survival with both strains from 60% killing doses of gamma irradiation (8 gy for c57bl and 6 gy for balb/c). mice pretreated with pfithrin-α lost less weight than irradiated mice without the pifithrin-α. pifithrin-α (2.2 mg/kg) eliminates p53-dependent regulation of dna replication after whole-body gamma irradiation in mice [2].

storage

Desiccate at RT

References

[1] komarova ea and gudkov a v. could p53 be a target for therapeutic suppression semin. cancer biol. 1998, 8: 389-400.
[2] komarov pg, komarova ea, kondratov rv, christov-tselkov k, coon js, chernov mv, gudkov av. a chemical inhibitor of p53 that protects mice from the side effects of cancer therapy. science. 1999 sep 10; 285(5434):1733-7.

5,6,7,8-Tetrahydro-2-(4-methylphenyl)-imidazo[2,1-b]benzothiazolehydrobromide Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from 5,6,7,8-Tetrahydro-2-(4-methylphenyl)-imidazo[2,1-b]benzothiazolehydrobromide manufacturers

Career Henan Chemical Co

Product: 5,6,7,8-Tetrahydro-2-(4-methylphenyl)-imidazo[2,1-b]benzothiazolehydrobromide 511296-88-1
Price: US $1.00/g
Min. Order: 1g
Purity: 99.99%
Supply Ability: 200kg
Release date: 2019-12-20

511296-88-1, 5,6,7,8-Tetrahydro-2-(4-methylphenyl)-imidazo[2,1-b]benzothiazolehydrobromideRelated Search:

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5,6,7,8-Tetrahydro-2-(4-methylphenyl)-imidazo[2,1-b]benzothiazolehydrobromide

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2-(p-Tolyl)-5,6,7,8-tetrahydrobenzo[d]imidazo[2,1-b]thiazole hydrobromide

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5,6,7,8-Tetrahydro-2-(4-methylphenyl)-imidazo[2,1-b]benzo[d]thiazole HBr

511296-88-1

C16H16N2SHBr

C16H16N2SBrH