4-(5-(4-chlorophenyl)-3-(trifluoromethyl)-1H-pyrazol-1-yl)benzenesulfonamide

Base Information

• Chemical Name: 4-(5-(4-chlorophenyl)-3-(trifluoromethyl)-1H-pyrazol-1-yl)benzenesulfonamide
• CAS No.: 170569-86-5
• Molecular Formula: C16H11ClF3N3O2S
• Molecular Weight: 401.796
• Hs Code.: 2935009090
• European Community (EC) Number: 687-421-9
• UNII: 9HGW1H8S2M
• DSSTox Substance ID: DTXSID80432082
• Nikkaji Number: J881.718I
• Wikidata: Q82246144
• Pharos Ligand ID: DGP1JPRQ3NSK
• Metabolomics Workbench ID: 154764
• ChEMBL ID: CHEMBL282093
• Mol file: 170569-86-5.mol

Synonyms:4-(5-(4-chlorophenyl)-3-(trifluoromethyl)-1H-pyrazol-1-yl)benzenesulfonamide;SC 236;SC 58236;SC-236;SC-58236;SC236;SC58236

Chemical Property of 4-(5-(4-chlorophenyl)-3-(trifluoromethyl)-1H-pyrazol-1-yl)benzenesulfonamide

Chemical Property:

• Melting Point: 146-148°C
• Boiling Point: 543.4±60.0 °C(Predicted)
• PKA: 9.66±0.10(Predicted)
• PSA: 86.36000
• Density: 1.54±0.1 g/cm3(Predicted)
• LogP: 5.64000
• Storage Temp.: Store at RT
• Solubility.: DMSO: >20mg/mL
• XLogP3: 3.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 3
• Exact Mass: 401.0212600
• Heavy Atom Count: 26
• Complexity: 583

Purity/Quality:

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

SC-58236 ^*data from reagent suppliers

Safty Information:

• Hazard Codes: T
• Statements: 25
• Safety Statements: 45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1C2=CC(=NN2C3=CC=C(C=C3)S(=O)(=O)N)C(F)(F)F)Cl
• Uses: 4-[5-(4-CHLOROPHENYL)-3-(TRIFLUOROMETHYL)-1H-PYRAZOL-1-YL]BENZENESULFONAMIDE is a highly selective and potent cyclooxygenase-2 inhibitor which has been shown to induce apoptosis in gastric cells via down-regulation of Akt and then release of cytochrome c. Its anti-inflammatory ef fects allows for potential use in therapy for inflammatory allergic diseases. SC-236 has been used as a COX-2 inhibitor to study its effects on the mechano-reflex in rats.

Technology Process of 4-(5-(4-chlorophenyl)-3-(trifluoromethyl)-1H-pyrazol-1-yl)benzenesulfonamide

There total 7 articles about 4-(5-(4-chlorophenyl)-3-(trifluoromethyl)-1H-pyrazol-1-yl)benzenesulfonamide 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: 80.0%

4-hydrazinobenzene-1-sulfonamide hydrochloride (17852-52-7,27918-19-0) + 1-(4-chlorophenyl)-4,4,4-trifluorobutane-1,3-dione (18931-60-7) → 4-[5-(4-chlorophenyl)-3-(trifluoromethyl)-1H-pyrazol-1-yl]benzenesulfonamide (170569-86-5)

Guidance literature:

In ethanol; for 20h; Heating / reflux;

Reference yield: 80.0%

4-hydrazinobenzene-1-sulfonamide hydrochloride (17852-52-7,27918-19-0) + 1-(4-chlorophenyl)-4,4,4-trifluorobutane-1,3-dione (18931-60-7) → 4-[3-(4-chlorophenyl)-5-(trifluoromethyl)-1H-pyrazol-1-yl]benzenesulfonamide + 4-[5-(4-chlorophenyl)-3-(trifluoromethyl)-1H-pyrazol-1-yl]benzenesulfonamide (170569-86-5)

Guidance literature:

In ethanol; for 20h; Heating;

DOI:10.1021/jm960803q

Reference yield: 75.0%

→ 4-[5-(4-chlorophenyl)-3-(trifluoromethyl)-1H-pyrazol-1-yl]benzenesulfonamide (170569-86-5)

Guidance literature:

In methanol; water; at 120 ℃; for 0.221667h; under 24002.4 Torr;

upstream raw materials:

4-hydrazinobenzene-1-sulfonamide hydrochloride

1-(4-chlorophenyl)-4,4,4-trifluorobutane-1,3-dione

para-chloroacetophenone

sulfanilamide

Refernces

• 1、 Sthalam, Vinay Kumar,Singh, Ajay K.,Pabbaraja, Srihari. "An Integrated Continuous Flow Micro-Total Ultrafast Process System (μ-TUFPS) for the Synthesis of Celecoxib and Other Cyclooxygenase Inhibitors". supporting information. p. 1892 - 1899. Retrieved 2019/10/11.
• 2、 Singh, Sunil K.,Saibaba,Koteswar Rao. "Cyclodehydration reaction in water medium leads to library/multigram synthesis of 1,5-diarylpyrazoles". . p. 1115 - 1118. Retrieved 2007/10/03.