CAS 88149-94-4|DuP 697

Introduction：Basic information about CAS 88149-94-4|DuP 697, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.

Table of Contents

1. Names
2. DuP 697 BiologicalActivity
3. Chemical & Physical Properties
4. Safety Information
5. Customs
6. Synonyms

Common Name	DuP 697
CAS Number	88149-94-4	Molecular Weight	411.308
Density	1.5±0.1 g/cm3	Boiling Point	454.1±45.0 °C at 760 mmHg
Molecular Formula	C₁₇H₁₂BrFO₂S₂	Melting Point	/
MSDS	/	Flash Point	228.4±28.7 °C

Names

Name	5-bromo-2-(4-fluorophenyl)-3-(4-methylsulfonylphenyl)thiophene
Synonym	More Synonyms

DuP 697 BiologicalActivity

Description	DuP-697 is a member of the vicinal diaryl heterocycles and a potent, irreversible, selective and orally active COX-2 inhibitor (IC50 of 10 nM and 800 nM for human COX-2 and COX-1, respectively). DuP-697 exerts antiproliferative (IC50 of 42.8 nM), antiangiogenic and apoptotic effects on HT29 colorectal cancer cells. DuP-697 inhibits prostaglandin synthesis and has anti-inflammatory, anticancer and antipyretic effects[1][2][3].
Related Catalog	Signaling Pathways >>Apoptosis >>ApoptosisResearch Areas >>CancerResearch Areas >>Inflammation/ImmunologySignaling Pathways >>Immunology/Inflammation >>COX
Target	hCOX-2:10 nM (IC50) hCOX-1:800 nM (IC50)
In Vitro	DuP-697 (0-100 nM; 24 hours; HT29 cells) treatment shows antiproliferative with an IC50 value of 42.8 nM[1]. DuP-697 (25-100 nM; 72 hours; HT29 cells) treatment causes concentration dependent apoptosis in HT29 cells. The percentage of UR (apoptosis portion) area increases gradually according to the concentration of DuP-697 from 7% in control group to 52% in 100 nM DuP-697[1]. DuP-697 in 100, 10 and 1 nM concentrations cause antiangiogenic effect. Antiangiogenic scores of DuP-697 are 1.2, 0.8 and 0.5, respectively[1]. Cell Proliferation Assay[1] Cell Line: HT29 cells Concentration: 0 nM, 12.5 nM, 25 nM, 50 nM, 100 nM Incubation Time: 24 hours Result: Exhibited decreasing CI values in a concentration dependent manner. Showed statistically significant cytotoxic effect. Apoptosis Analysis[1] Cell Line: HT29 cells Concentration: 25 nM, 50 nM, 100 nM Incubation Time: 72 hours Result: Caused concentration dependent apoptosis in HT29 cells.
In Vivo	DuP-697 is a potent inhibitor of paw swelling in nonestablished and established adjuvant arthritis in rats (ED50 = 0.03 and 0.18 mg/kg/day, respectively). DuP-697 has no effect on phenylquinone writhing in rats (ED50 greater than 100 mg/kg), but is analgetic against inflammation-related pain in the Randall-Selitto assay (ED50 = 3.5 mg/kg) and is a very potent antipyretic agent (ED50 = 0.05 mg/kg). DuP-697 (5 mg/kg i.v.) does not alter renal blood flow or the renal vascular response to angiotensin II in furosemide-pretreated, volume-depleted rats[2]. DuP-697 is a moderate inhibitor of bull seminal vesicle prostaglandin (PG) synthesis (IC50 of 24 μM) and a potent inhibitor of rat brain PG synthesis (IC50 of 4.5 μM) but was ineffective against rat kidney PG synthesis (IC50 of 75 μM)[2].
References	[1]. Altun A, et al. Anticancer effect of COX-2 inhibitor DuP-697 alone and in combination with tyrosine kinase inhibitor (E7080) on colon cancer cell lines. Asian Pac J Cancer Prev. 2014;15(7):3113-21. [2]. Gans KR, et al. Anti-inflammatory and safety profile of DuP 697, a novel orally effective prostaglandin synthesis inhibitor. J Pharmacol Exp Ther. 1990 Jul;254(1):180-7. [3]. Gierse JK, et al. Expression and selective inhibition of the constitutive and inducible forms of human cyclo-oxygenase. Biochem J. 1995 Jan 15;305 ( Pt 2):479-84.

Chemical & Physical Properties

Density	1.5±0.1 g/cm3
Boiling Point	454.1±45.0 °C at 760 mmHg
Molecular Formula	C₁₇H₁₂BrFO₂S₂
Molecular Weight	411.308
Flash Point	228.4±28.7 °C
Exact Mass	409.944611
PSA	70.76000
LogP	3.85
Vapour Pressure	0.0±1.1 mmHg at 25°C
Index of Refraction	1.621
InChIKey	AJFTZWGGHJXZOB-UHFFFAOYSA-N
SMILES	CS(=O)(=O)c1ccc(-c2cc(Br)sc2-c2ccc(F)cc2)cc1

Safety Information

Hazard Codes	Xi: Irritant;
Risk Phrases	36/37/38
Safety Phrases	26-36
HS Code	2934999090

Customs

HS Code	2934999090
Summary	2934999090. other heterocyclic compounds. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

Synonyms

dup-697

4-[5-bromo-2-(4-fluorophenyl)-3-thienyl]phenyl methyl sulfone

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

5-Bromo-2-(4-fluorophenyl)-3-[4-(methylsulfonyl)phenyl]thiophene

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