Pifithrin-beta hydrobromide

Base Information

• Chemical Name: Pifithrin-beta hydrobromide
• CAS No.: 511296-88-1
• Molecular Formula: BrH*C₁₆H₁₆N₂S
• Molecular Weight: 349.294
• UNII: UP003XXT4D
• ChEMBL ID: CHEMBL540356
• DSSTox Substance ID: DTXSID301010188
• Wikidata: Q27291174
• Mol file: 511296-88-1.mol

Synonyms:511296-88-1;Cyclic pifithrin-alpha hydrobromide;Pifithrin-beta hydrobromide;Cyclic Pifithrin-|A hydrobromide;Pifithrin-beta HBr;UP003XXT4D;Pifithrin-beta (hydrobromide);MFCD02683960;Pifithrin-b;PFT beta (hydrobromide);511296-88-1 (HBr);2-(p-Tolyl)-5,6,7,8-tetrahydrobenzo[d]imidazo[2,1-b]thiazole hydrobromide;5,6,7,8-Tetrahydro-2-(4-methylphenyl)imidazo(2,1-b)benzothiazole hydrobromide;Imidazo(2,1-b)benzothiazole, 5,6,7,8-tetrahydro-2-(4-methylphenyl)-, hydrobromide (1:1);QB102;5,6,7,8-Tetrahydro-2-(4-methylphenyl)-imidazo[2,1-b]benzothiazole hydrobromide;5,6,7,8-Tetrahydro-2-(4-methylphenyl)imidazo[2,1-b]benzothiazole hydrobromide;UNII-UP003XXT4D;Pifithrin-beta hydrobromide [MI];Cyclic PFT-a;PFT (hydrobromide);PFT-b;PFT b (hydrobromide);Pifithrin-alpha, cyclic;Pifithrin-b hydrobromide;Pifithrin- (hydrobromide);2-(4-Methylphenyl)imidazo[2,1-b]-5,6,7,8-tetrahydrobenzothiazole, HBr;Cyclic PFT-alpha hydrobromide;Cyclic Pifithrin-a hydrobromide;CHEMBL540356;PFT-??;Pifithrin-(c)micro hydrobromide;Cyclic Pifithrin-? hydrobromide;DTXSID301010188;BCP17578;EX-A1163;Cyclic Pifithrin- alpha hydrobromide;HY-16702A;PIFITHRIN-.BETA. HYDROBROMIDE;s5791;2-(p-Tolyl)-5,6,7,8-tetrahydroimidazo[2,1-b]benzothiazole Hydrobromide;AKOS024457829;CS-3371;2-(4-methylphenyl)-5,6,7,8-tetrahydroimidazo[2,1-b][1,3]benzothiazole;hydrobromide;2-(4-Methylphenyl)imidazo[2,1-b]-5,6,7,8-tetrahydrobenzothiazole hydrobromide;5,6,7,8-TETRAHYDRO-2-(4-METHYLPHENYL)-IMIDAZO[2,1-B]BENZOTHIAZOLEHBR;AS-73455;C2826;CYCLIC PIFITHRIN-.ALPHA. HYDROBROMIDE;F17397;A856551;Cyclic Pifithrin-alpha hydrobromide, >=98% (HPLC);Q27291174;PIFITHRIN-.ALPHA. PIFITHRIN-.BETA. HYDROBROMIDE [MI];2-(p-tolyl)-5,6,7,8-tetrahydrobenzo[d]imidazo[2,1-b]thiazole HBr;5,6,7,8-Tetrahydro-2-(4-methylphenyl)-imidazo[2,1-b]benzothiazolehydrobromide;Cyclic PFT-|A hydrobromide;PFT-|A hydrobromide;4-(4-METHYLPHENYL)-7-THIA-2,5-DIAZATRICYCLO[6.4.0.0(2),?]DODECA-1(8),3,5-TRIENE HYDROBROMIDE;4-(4-methylphenyl)-7-thia-2,5-diazatricyclo[6.4.0.0?,?]dodeca-1(8),3,5-triene hydrobromide;Cyclic Pifithrin-(c) paragraph sign hydrobromide;Cyclic PFT-(c) paragraph sign hydrobromide;PFT-(c)micro hydrobromide;QB 102;QB-102;Pifithrin-AfAE'A centa' notA inverted exclamation markAfasA'A|AfAE'Adaggeratrade markAfA centA centasA notA em leaderA inverted exclamation mark (hydrobromide)

Chemical Property of Pifithrin-beta hydrobromide

Chemical Property:

• Storage Temp.: Desiccate at RT
• Solubility.: DMSO: soluble20mg/mL
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 348.02958
• Heavy Atom Count: 20
• Complexity: 327

Purity/Quality:

99% ^*data from raw suppliers

Cyclic Pifithrin-alpha Hydrobromide >98.0%(HPLC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)C2=CN3C4=C(CCCC4)SC3=N2.Br
• 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.

Technology Process of Pifithrin-beta hydrobromide

There total 4 articles about Pifithrin-beta hydrobromide which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

pifithrin-α (63208-82-2) → cyclic pifithrin-α (511296-88-1)

Guidance literature:

In ethanol; for 1.5h; Heating;

DOI:10.1021/jm0502034

Reference yield:

2-Amino-4,5,6,7-tetrahydrobenzothiazole (2933-29-1) → cyclic pifithrin-α (511296-88-1)

Guidance literature:

Multi-step reaction with 2 steps

1: toluene / 20 °C

2: ethanol / 1.5 h / Heating

In ethanol; toluene;

DOI:10.1021/jm0502034

Reference yield:

4-(bromoacetyl)toluene (619-41-0) → cyclic pifithrin-α (511296-88-1)

Guidance literature:

Multi-step reaction with 2 steps

1: toluene / 20 °C

2: ethanol / 1.5 h / Heating

In ethanol; toluene;

DOI:10.1021/jm0502034

upstream raw materials:

2-Amino-4,5,6,7-tetrahydrobenzothiazole

4-(bromoacetyl)toluene

pifithrin-α

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