162054-19-5

Basic information

• Product Name: 1-[(4-METHYLSULFONYL)PHENYL]-3-TRIFLUOROMETHYL-5-(4-FLUOROPHENYL)PYRAZOLE
• Synonyms: SC-58125;1-[(4-METHYLSULFONYL)PHENYL]-3-TRIFLUOROMETHYL-5-(4-FLUOROPHENYL)PYRAZOLE;5-(4-Fluorophenyl)-1-[4-(methylsulfonyl)phenyl]-3-(trifluoromethyl)-1H-pyrazole;5-(4-Fluorophenyl)-1-[4-(methylsulfonyl)phenyl]-3-(trifluoromethyl)pyrazole;5-(4-Fluoro-phenyl)-1-(4-methanesulfonyl-phenyl)-3-trifluoromethyl-1H-pyrazole
• CAS NO: 162054-19-5
• Molecular Formula: C17H12F4N2O2S
• Molecular Weight: 384.35
• Mol File: 162054-19-5.mol
• Article Data: 20

Chemical Properties

• Boiling Point: 512.6°Cat760mmHg
• Flash Point: 263.8°C
• Appearance: white to off-white/
• Density: 1.41g/cm³
• Vapor Pressure: 4.11E-10mmHg at 25°C
• Refractive Index: 1.573
• Storage Temp.: Store at +4°C
• Solubility: DMSO: ≥20mg/mL
• CAS DataBase Reference: 1-[(4-METHYLSULFONYL)PHENYL]-3-TRIFLUOROMETHYL-5-(4-FLUOROPHENYL)PYRAZOLE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-[(4-METHYLSULFONYL)PHENYL]-3-TRIFLUOROMETHYL-5-(4-FLUOROPHENYL)PYRAZOLE(162054-19-5)
• EPA Substance Registry System: 1-[(4-METHYLSULFONYL)PHENYL]-3-TRIFLUOROMETHYL-5-(4-FLUOROPHENYL)PYRAZOLE(162054-19-5)

Safety Data

• Hazard Codes: T
• Statements: 25
• Safety Statements: 45-24/25-22
• WGK Germany: 3
• Hazardous Substances Data: 162054-19-5(Hazardous Substances Data)

Usage

Chemical Properties

White to Off-White Solid

Uses

SC-58125 is a selective cyclooxygenase 2 (COX-2) inhibitor with anti-inflammatory properties. SC-58125 blocks edema and hyperalgesia without causing gastric mucosal damage. SC-58125 also displays anti tumor activity.

Definition

ChEBI: A member of the class of pyrazoles that is 1H-pyrazole substituted by a 4-fluorophenyl group at position 5, a 4-(methylsulfonyl)phenyl group at position 1 and a trifluoromethyl group at position 3. A selective cyclooxygenase 2 inhibitor it exhibits anticancer property.

Biological Activity

Selective cyclooxygenase 2 (COX-2) inhibitor (IC 50 values are 0.04 and >100 μ M for COX-2 and COX-1 respectively). Anti-inflammatory; blocks edema and hyperalgesia in vivo following an inflammatory insult, without causing gastric mucosal damage. Also displays antitumor activity.

InChI:InChI=1/C17H12F4N2O2S/c1-26(24,25)14-8-6-13(7-9-14)23-15(10-16(22-23)17(19,20)21)11-2-4-12(18)5-3-11/h2-10H,1H3

Upstream product

• 72307-52-9 4-(4-fluoro-phenyl)-1,1,1-trifluoro-4-hydroxy-but-3-en-2-one 
• 17852-67-4 4-(methylsulfonyl)phenylhydrazine hydrochloride 

Relevant articles and documents

Pyrazole derivatives as anti-francisella agents

A series of celecoxib derivatives defined by Formula I: were prepared and evaluated for their ability to inhibit the gram-negative bacteria Francisella tularensis. Pharmaceutical compositions including celecoxib derivatives and their use in methods for treating or preventing infection by Francisella tularensis in a subject are described.

METHOD OF USING CYCLOOXYGENASE-2 INHIBITORS IN THE TREATMENT AND PREVENTION OF NEOPLASIA

This invention relates to the use of cyclooxygenase-2 inhibitors or derivatives thereof in preventing and treating neoplasia. In particular, the invention describes the method of preventing and treating epithelial cell neoplasia in a subject, said method comprising treating the subject with a therapeutically-effective amount of a compound of Formula (I) wherein A, R and R are as described in the specification.

Method for the treatment and prevention of cachexia

Cachexia, including anorexia and other forms of weight loss, is a frequent complication of acute and chronic infections, and result from induction of cytokines, prostaglandins, and other inflammatory mediators that are critical for pathogen elimination. The present invention includes methods for the treatment or prevention of cachexic conditions while maintaining the production of factors essential for infection control through the administration of an effective amount of a cyclooxygenase-2 selective inhibiting compound.