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DuP-697 is a member of the diaryl heterocycle group of selective COX-2 inhibitors, which includes MK-966 (rofecoxib), SC-58125, and celecoxib. It is a potent and time-dependent inhibitor of COX-2, being at least 50 times more potent in inhibiting COX-2 than COX-1. The IC50 values for human recombinant COX-2 are 80 and 40 nM at 5 and 10 minutes, respectively, while the IC50 for the inhibition of human recombinant COX-1 is 9 μM. DuP-697 also attenuates the COX-1 inhibitory activity of non-selective COX inhibitors such as indomethacin.

88149-94-4

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88149-94-4 Usage

Uses

Used in Pharmaceutical Industry:
DuP-697 is used as a nonsteroidal anti-inflammatory drug (NSAID) for its ability to inhibit COX-2, which plays a significant role in inflammation and pain. By selectively targeting COX-2, DuP-697 can provide anti-inflammatory and analgesic effects with potentially fewer side effects compared to non-selective COX inhibitors.
Used in Inflammation and Pain Management:
DuP-697 is used as an anti-inflammatory and analgesic agent for managing inflammation and pain. Its selective inhibition of COX-2 makes it a potential candidate for treating conditions such as arthritis, where reducing inflammation and pain is crucial for improving patient quality of life.
Used in Research and Development:
DuP-697 is used as a research tool for studying the role of COX-2 in various physiological and pathological processes. Its selective inhibition of COX-2 allows researchers to investigate the specific effects of COX-2 inhibition in different experimental models, contributing to a better understanding of the underlying mechanisms of inflammation and pain.

Biological Activity

Potent and selective inhibitor of cyclooxygenase-2 (IC 50 values are 10 and 800 nM for COX-2 and COX-1 respectively). Inhibits prostaglandin synthesis and is anti-inflammatory in vivo . Orally active.

Check Digit Verification of cas no

The CAS Registry Mumber 88149-94-4 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 8,8,1,4 and 9 respectively; the second part has 2 digits, 9 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 88149-94:
(7*8)+(6*8)+(5*1)+(4*4)+(3*9)+(2*9)+(1*4)=174
174 % 10 = 4
So 88149-94-4 is a valid CAS Registry Number.
InChI:InChI=1/C17H12BrFO2S2/c1-23(20,21)14-8-4-11(5-9-14)15-10-16(18)22-17(15)12-2-6-13(19)7-3-12/h2-10H,1H3

88149-94-4SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 18, 2017

Revision Date: Aug 18, 2017

1.Identification

1.1 GHS Product identifier

Product name 5-bromo-2-(4-fluorophenyl)-3-(4-methylsulfonylphenyl)thiophene

1.2 Other means of identification

Product number -
Other names dup-697

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:88149-94-4 SDS

88149-94-4Relevant academic research and scientific papers

Redox-Divergent Construction of (Dihydro)thiophenes with DMSO

Chen, Qing-An,He, Gu-Cheng,Hu, Yan-Cheng,Ji, Ding-Wei,Liu, Heng,Zhang, Xiang-Xin,Zhao, Chao-Yang

, p. 24284 - 24291 (2021/10/08)

Thiophene-based rings are one of the most widely used building blocks for the synthesis of sulfur-containing molecules. Inspired by the redox diversity of these features in nature, we demonstrate herein a redox-divergent construction of dihydrothiophenes, thiophenes, and bromothiophenes from the respective readily available allylic alcohols, dimethyl sulfoxide (DMSO), and HBr. The redox-divergent selectivity could be manipulated mainly by controlling the dosage of DMSO and HBr. Mechanistic studies suggest that DMSO simultaneously acts as an oxidant and a sulfur donor. The synthetic potentials of the products as platform molecules were also demonstrated by various derivatizations, including the preparation of bioactive and functional molecules.

Divergent synthesis of 2,3,5-substituted thiophenes by C-H activation/borylation/suzuki coupling

Kallepalli, Venkata A.,Sanchez, Luis,Li, Hao,Gesmundo, Nathan J.,Turton, Clarissa L.,Maleczka Jr., Robert E.,Smith III, Milton R.

experimental part, p. 1429 - 1448 (2010/10/20)

C-H activation/borylation has been married with Suzuki coupling to prepare DuP 697 (1) and analogs that would be otherwise difficult to obtain via the traditional synthetic route to 1.

2,3-diaryl-5-bromothiophene compounds of use for the treatment of inflammaton and dysmenorrhea

-

, (2008/06/13)

A small group of 2,3-diaryl-5-bromothiophene compounds such as 5-bromo-2-(4-methylthiophenyl)-3-(4-fluorophenyl)thiophene have been found to possess significant and unexpected antiinflammatory activity, and inhibition of prostaglandin synthetase useful fo

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