2-(4-methylphenyl)-1,2-benzisothiazol-3(2H)-one

Base Information

• Chemical Name: 2-(4-methylphenyl)-1,2-benzisothiazol-3(2H)-one
• CAS No.: 2514-30-9
• Molecular Formula: C14H11NOS
• Molecular Weight: 241.313
• European Community (EC) Number: 841-911-0
• DSSTox Substance ID: DTXSID10359056
• Nikkaji Number: J746.879B
• Wikidata: Q27088250
• Pharos Ligand ID: PPK2RJDA7CTZ
• ChEMBL ID: CHEMBL1336959
• Mol file: 2514-30-9.mol

Synonyms:PBIT;2514-30-9;2-(4-methylphenyl)-1,2-benzisothiazol-3(2H)-one;2-(p-Tolyl)benzo[d]isothiazol-3(2H)-one;2-(4-methylphenyl)-1,2-benzothiazol-3-one;MLS000583746;2-(4-methylphenyl)-2,3-dihydro-1,2-benzothiazol-3-one;MFCD05856231;2-(p-tolyl)-1,2-benzothiazol-3-one;SMR000200989;2-(4-methylphenyl)-1,2-benzothiazol-3(2H)-one;1,2-Benzisothiazol-3(2H)-one, 2-(4-methylphenyl)-;ChemDiv3_007090;cid_935415;GTPL7026;SCHEMBL2443755;CHEMBL1336959;BDBM34737;DTXSID10359056;HMS1493C06;HMS2576N21;KUC105402N;2 - (4 - Methylphenyl) - 1,2 - benzisothiazol - 3(2H)-one;BCP27891;CAA51430;KSC-6-155;STL476662;AKOS027252698;IDI1_025000;NCGC00178056-01;NS-03403;HY-101451;CS-0021365;FT-0757829;A14366;EN300-186691;F10801;MLS-0204987.0001;MLS-0390875.0001;A935145;SR-01000290026;SR-01000290026-1;BRD-K31634845-001-01-1;Q27088250;Z275617084

Chemical Property of 2-(4-methylphenyl)-1,2-benzisothiazol-3(2H)-one

Chemical Property:

• Melting Point: 136.7-137.1 °C(Solv: benzene (71-43-2); hexane (110-54-3))
• Boiling Point: 418.2±38.0 °C(Predicted)
• PKA: -0.03±0.20(Predicted)
• PSA: 50.24000
• Density: 1.297±0.06 g/cm3(Predicted)
• LogP: 3.36060
• Storage Temp.: 2-8°C
• Solubility.: DMSO: soluble10mg/mL, clear (warmed)
• XLogP3: 3.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 241.05613515
• Heavy Atom Count: 17
• Complexity: 299

Purity/Quality:

98%,99%, ^*data from raw suppliers

PBIT ≥98% (HPLC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)N2C(=O)C3=CC=CC=C3S2
• Description: Jumonji AT-rich interactive domain 1 (JARID1) demethylases mediate the removal of methyl groups from trimethylated lysine 4 on histone 3 (H3K4me3). PBIT is a reversible, cell-permeable inhibitor of JARID1 family demethylases (IC50s = 6, 3, 4.9, and 28 μM for JARID1A, JARID1B, JARID1C, and JARID1D, respectively). It does not significantly affect the activity of UTX and JMJD3 demethylases. It increases trimethylation of H3K4 in HeLa cells and blocks the proliferation of tumor cells expressing high levels of JARID1B.

Technology Process of 2-(4-methylphenyl)-1,2-benzisothiazol-3(2H)-one

There total 27 articles about 2-(4-methylphenyl)-1,2-benzisothiazol-3(2H)-one 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: 98.0%

2-Methanesulfinyl-N-p-tolyl-benzamide (79054-69-6) → methylene chloride (74-87-3) + 2-(4-tolyl)-1,2-benzisothiazol-3-one (2514-30-9)

Guidance literature:

With thionyl chloride; In dichloromethane; Heating;

DOI:10.1039/c39810000510

Reference yield: 98.0%

2-Methanesulfinyl-N-p-tolyl-benzamide (79054-69-6) → 2-(4-tolyl)-1,2-benzisothiazol-3-one (2514-30-9)

Guidance literature:

With thionyl chloride; In dichloromethane; for 0.166667h; Heating;

DOI:10.1246/bcsj.55.1183

Reference yield: 96.0%

2-mercapto-N-(4-methylphenyl)benzamide (20054-42-6) → 2-(4-tolyl)-1,2-benzisothiazol-3-one (2514-30-9)

Guidance literature:

With oxygen; In water; at 100 ℃; for 12h; under 760.051 Torr; Schlenk technique; Green chemistry;

DOI:10.1002/ejoc.201801642

upstream raw materials:

2,2'-dithiodibenzoic acid dichloride

p-toluidine

2-Methanesulfinyl-N-p-tolyl-benzamide

1-oxo-1H-1λ⁴-benzo[1,2]dithiol-3-one

Downstream raw materials:

7-methyldibenzo<1,4>thiazepin-11(10H)-one