Thiophene, 5-bromo-2-(4-fluorophenyl)-3-(4-(methylsulfonyl)phenyl)-

Base Information

Chemical Name:Thiophene, 5-bromo-2-(4-fluorophenyl)-3-(4-(methylsulfonyl)phenyl)-
CAS No.:88149-94-4
Molecular Formula:C17H12 Br F O2 S2
Molecular Weight:411.315
Hs Code.:2934999090
UNII:MRWLZPOFPA
DSSTox Substance ID:DTXSID50236857
Nikkaji Number:J399.572K
Wikidata:Q27106448
Pharos Ligand ID:Y3YYZ3ZQLB8Z
Metabolomics Workbench ID:67446
ChEMBL ID:CHEMBL42485
Mol file:88149-94-4.mol

Synonyms:5-bromo-2-(4-fluorophenyl)-3-(4-methysulfonylphenyl)thiophene;DuP 697;DuP-697

Suppliers and Price of Thiophene, 5-bromo-2-(4-fluorophenyl)-3-(4-(methylsulfonyl)phenyl)-

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Usbiological
DuP 697
10mg
$ 423.00

TRC
DuP-697
10mg
$ 580.00

TRC
DuP-697
1mg
$ 85.00

Tocris
DuP697 ≥99%(HPLC)
50
$ 738.00

Tocris
DuP697 ≥99%(HPLC)
10
$ 181.00

Cayman Chemical
DuP-697 ≥98%
10mg
$ 142.00

Cayman Chemical
DuP-697 ≥98%
5mg
$ 89.00

Cayman Chemical
DuP-697 ≥98%
25mg
$ 334.00

Cayman Chemical
DuP-697 ≥98%
50mg
$ 623.00

ApexBio Technology
DuP697
50mg
$ 1095.00

Total 15 raw suppliers

Chemical Property of Thiophene, 5-bromo-2-(4-fluorophenyl)-3-(4-(methylsulfonyl)phenyl)-

Chemical Property:

Vapor Pressure:5.28E-08mmHg at 25°C
Boiling Point:454.1°C at 760 mmHg
Flash Point:228.4°C
PSA：70.76000
Density:1.514g/cm³
LogP:6.46800
Storage Temp.:2-8°C
XLogP3:5.3
Hydrogen Bond Donor Count:0
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:3
Exact Mass:409.94461
Heavy Atom Count:23
Complexity:491

Purity/Quality:

97% ^*data from raw suppliers

DuP 697 ^*data from reagent suppliers

Safty Information:

Pictogram(s):
Hazard Codes:Xi
Statements: 36/37/38
Safety Statements: 26-36

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:CS(=O)(=O)C1=CC=C(C=C1)C2=C(SC(=C2)Br)C3=CC=C(C=C3)F
Description DuP-697 is a member of the diaryl heterocycle group of selective COX-2 inhibitors which includes MK-966 (rofecoxib), SC-58125, and celecoxib. DuP-697 is a potent and time-dependent inhibitor of COX-2. When tested on isolated recombinant enzymes, DuP-697 is at least 50 times more potent in the inhibition of COX-2 than COX-1. The IC50 values for human recombinant COX-2 are 80 and 40 nM at 5 and 10 minutes, respectively. The IC50 for the inhibition of human recombinant COX-1 after the same time intervals is 9 μM. DuP-697 also attenuates the COX-1 inhibitory activity of non-selective COX inhibitors such as indomethacin.
Uses DuP-697 is a thiophene that inhibits COX-2 and acts as a NSAID.

Technology Process of Thiophene, 5-bromo-2-(4-fluorophenyl)-3-(4-(methylsulfonyl)phenyl)-

There total 7 articles about Thiophene, 5-bromo-2-(4-fluorophenyl)-3-(4-(methylsulfonyl)phenyl)- 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: 87.0%

: 1224867-24-6
C₂₀H₂₁FO₂S₂Si

: 88149-94-4
5-bromo-2-(4-fluorophenyl)-3-(4-methylsulfonylphenyl)thiophene

Guidance literature:: With N-Bromosuccinimide; In acetonitrile; at 20 ℃; for 12h; Inert atmosphere;
DOI:10.3987/COM-09-S(S)135

Reference yield:

: 2-bromo-3-(4-iodophenyl)thiophene

: 88149-94-4
5-bromo-2-(4-fluorophenyl)-3-(4-methylsulfonylphenyl)thiophene

Guidance literature:: Multi-step reaction with 3 steps

1: sodium L-prolinate; copper(l) iodide / dimethyl sulfoxide / 24 h / 80 °C / Sealed tube; Inert atmosphere

2: tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate / 1,4-dioxane; water / 12 h / Reflux

3: acetic acid; bromine / 60 - 70 °C

With copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; bromine; potassium carbonate; acetic acid; sodium L-prolinate; In 1,4-dioxane; water; dimethyl sulfoxide; 2: |Suzuki-Miyaura Coupling;
DOI:10.1002/anie.202109026

Reference yield:

: C₁₀H₁₁IO

: 88149-94-4
5-bromo-2-(4-fluorophenyl)-3-(4-methylsulfonylphenyl)thiophene

Guidance literature:: Multi-step reaction with 5 steps

1: hydrogen bromide; potassium bromide; dimethyl sulfoxide; acetic acid / nitromethane / 12 h / 120 °C / Sealed tube

2: hydrogen bromide; dimethyl sulfoxide; acetic acid / 6 h / 60 °C / Sealed tube

3: sodium L-prolinate; copper(l) iodide / dimethyl sulfoxide / 24 h / 80 °C / Sealed tube; Inert atmosphere

4: tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate / 1,4-dioxane; water / 12 h / Reflux

5: acetic acid; bromine / 60 - 70 °C

With copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; hydrogen bromide; bromine; potassium carbonate; acetic acid; dimethyl sulfoxide; sodium L-prolinate; potassium bromide; In 1,4-dioxane; nitromethane; water; dimethyl sulfoxide; 4: |Suzuki-Miyaura Coupling;
DOI:10.1002/anie.202109026