443919-99-1

Basic information

• Product Name: 1H-Pyrazole-3-carboxylic acid, 1-[4-(methylsulfonyl)phenyl]-5-phenyl-, ethyl ester
• CAS NO: 443919-99-1
• Molecular Formula: C19H18N2O4S
• Molecular Weight: 370.429
• Mol File: 443919-99-1.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: 1H-Pyrazole-3-carboxylic acid, 1-[4-(methylsulfonyl)phenyl]-5-phenyl-, ethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-Pyrazole-3-carboxylic acid, 1-[4-(methylsulfonyl)phenyl]-5-phenyl-, ethyl ester(443919-99-1)
• EPA Substance Registry System: 1H-Pyrazole-3-carboxylic acid, 1-[4-(methylsulfonyl)phenyl]-5-phenyl-, ethyl ester(443919-99-1)

Safety Data

• Hazardous Substances Data: 443919-99-1(Hazardous Substances Data)

Upstream product

• 6296-54-4 ethyl 2,4-dioxo-4-phenylbutyrate 
• 17852-67-4 4-(methylsulfonyl)phenylhydrazine hydrochloride 
• 98-86-2 acetophenone 
• 88330-79-4 ethyl-(Z)-2-hydroxy-4-oxo-4-phenyl-but-2-enoate 

Downstream Products

• 1287761-03-8 3-azidomethyl-1-(4-methanesulfonylphenyl)-5-phenyl-1H-pyrazole 
• 1287761-05-0 C-[1-(4-methanesulfonylphenyl)-5-phenyl-1H-pyrazol-3-yl]methylamine 
• 1287760-84-2 1-adamantan-1-yl-3-[1-(4-methanesulfonyl-phenyl)-5-phenyl-1H-pyrazol-3-ylmethyl]-urea 
• 1287760-85-3 1-cycloheptyl-3-[1-(4-methanesulfonylphenyl)-5-phenyl-1H-pyrazol-3-ylmethyl]-urea 
• 1287760-86-4 1-[1-(4-methanesulfonyl-phenyl)-5-phenyl-1H-pyrazol-3-ylmethyl]-3-phenyl-urea 
• 1287760-87-5 1-[1-(4-methanesulfonylphenyl)-5-phenyl-1H-pyrazol-3-ylmethyl]-3-(4-trifluoromethoxyphenyl)-urea 
• 1287760-88-6 1-[1-(4-methanesulfonylphenyl)-5-phenyl-1H-pyrazol-3-ylmethyl]-3-(4-trifluoromethylphenyl)-urea 
• 1287760-89-7 1-[1-(4-methanesulfonylphenyl)-5-phenyl-1H-pyrazol-3-ylmethyl]-3-(3-trifluoromethylphenyl)-urea 
• 1287761-07-2 1-(4-methanesulfonylphenyl)-5-phenyl-1H-pyrazole-3-carbaldehyde 
• 1287761-08-3 (E)-3-[1-(4-methanesulfonylphenyl)-5-phenyl-1H-pyrazol-3-yl]-acrylic acid ethyl ester 
• 1287761-09-4 3-[1-(4-methanesulfonylphenyl)-5-phenyl-1H-pyrazol-3-yl]-propionic acid ethyl ester 
• 1287761-10-7 3-[1-(4-methanesulfonylphenyl)-5-phenyl-1H-pyrazol-3-yl]-propan-1-ol 
• 1287761-11-8 2-{3-[1-(4-methanesulfonylphenyl)-5-phenyl-1H-pyrazol-3-yl]-propyl}-isoindole-1,3-dione 
• 1287761-12-9 C₁₉H₂₁N₃O₂S 

Relevant articles and documents

PYRAZOLE INHIBITORS OF COX-2 AND SEH

The present invention provides compounds and compositions, e.g., a series of compounds wherein a 1,5-biarylpyrazole group is conjugated to a urea group by a non-cleavable covalent chain, that are useful as dual COX-2/sEH inhibitors. The compounds disclosed herein have activity associated with the arachidonate cascade. The activity of these compounds was demonstrated using a lipopolysaccharide (LPS) induced model of pain in the rat. The compounds of the present invention demonstrated superior anti-allodynic activity as compared to the same dose of celecoxib, i.e., a COX-2 inhibitor, also as compared to the same dose of t-AUCB, i.e., a sEH inhibitor, and also as compared to the co-administered same dose of both celecoxib and t-AUCB. The dual inhibitors of the present invention demonstrate enhanced in vivo anti-allodynic activity in a nociceptive behavioral assay. In addition, the compounds of the present invention also demonstrated to have potent anti-angiogenic effects toward endothelial cells (HUVEC) and inhibit angiogenesis in vitro, ex vivo and in vivo. The dual inhibitors of the present invention also demonstrate anti-angiogenic effect to slow breast tumor growth in vivo.

New COX-2/5-LOX inhibitors: Apoptosis-inducing agents potentially useful in prostate cancer chemotherapy

The arachidonic acid metabolizing enzymes cyclooxygenase-2 (COX-2) and lipoxygenases (LOXs) have been found to be implicated in a variety of cancers, including prostate cancer. To develop new therapeutic treatments, it therefore seemed interesting to design dual COX-2/5-LOX inhibitors. We report here the synthesis and in vitro pharmacological properties of diarylpyrazole derivatives that have in their structure key pharmacophoric elements to obtain optimal interaction with subsites of active pockets in both enzyme systems. Using a molecular modeling approach, a set of SAR data is proposed, highlighting the importance of the sulfonyl group of one of the aryl moieties in terms of proliferation inhibition and/or apoptosis induction.