Deracoxib

Base Information

• Chemical Name: Deracoxib
• CAS No.: 169590-41-4
• Molecular Formula: C17H14 F3 N3 O3 S
• Molecular Weight: 397.378
• Hs Code.: 2935009090
• European Community (EC) Number: 807-307-6
• NSC Number: 758935
• UNII: VX29JB5XWV
• DSSTox Substance ID: DTXSID4045975
• Nikkaji Number: J2.162.792E
• Wikipedia: Deracoxib
• Wikidata: Q5261287
• NCI Thesaurus Code: C73031
• RXCUI: 356834
• Pharos Ligand ID: D1XUB618TP96
• Metabolomics Workbench ID: 66202
• ChEMBL ID: CHEMBL28636
• Mol file: 169590-41-4.mol

Synonyms:4-(3-(difluoromethyl)-5-(3-fluoro-4-methoxyphenyl)-1H-pyrazol-1-yl)benzenesulfonamide;deracoxib;deramaxx;NSC 758935

Chemical Property of Deracoxib

Chemical Property:

• Vapor Pressure: 3E-13mmHg at 25°C
• Melting Point: 159-161°
• Boiling Point: 575.5°C at 760 mmHg
• PKA: 9.69±0.10(Predicted)
• Flash Point: 301.9°C
• PSA: 95.59000
• Density: 1.48
• LogP: 5.05310
• Storage Temp.: 2-8°C
• Solubility.: Acetonitrile (Slightly), DMSO (Slightly)
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 5
• Exact Mass: 397.07079698
• Heavy Atom Count: 27
• Complexity: 596

Purity/Quality:

99%min ^*data from raw suppliers

Deracoxib ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C(C=C(C=C1)C2=CC(=NN2C3=CC=C(C=C3)S(=O)(=O)N)C(F)F)F
• Uses: Deracoxib is a non-steroidal anti-inflammatory drug (NSAID) of the coxib class. Deracoxin is a selective cyclooxygenase-2 (COX-2) inhibitor used in the treatment of osteoarthritis in dogs. At low dose s, adminsitartion of Deracoxin showed no factors associated with gastrointestinal tract perforation. Deracoxib is a non-steroidal anti-inflammatory drug (NSAID) of the coxib class. Deracoxin is a selective cyclooxygenase-2 (COX-2) inhibitor used in the treatment of osteoarthritis in dogs. At low doses, adminsitartion of Deracoxin showed no factors associated with gastrointestinal tract perforation.

Technology Process of Deracoxib

There total 9 articles about Deracoxib 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: 95.0%

(Z)-3-amino-4,4-difluoro-1-(3-fluoro-4-methoxyphenyl)but-2-en-1-one + 4-hydrazinobenzene-1-sulfonamide hydrochloride (17852-52-7,27918-19-0) → deracoxib (169590-41-4)

Guidance literature:

With acetic acid; In ethanol; at 80 ℃; for 10h; regioselective reaction;

DOI:10.1021/acs.joc.0c02980

Reference yield: 93.1%

4-hydrazinobenzene-1-sulfonamide hydrochloride (17852-52-7,27918-19-0) + 4,4-difluoro-1-(3-fluoro-4-methoxyohenyl)-butane-1,3-dione (170570-77-1) → deracoxib (169590-41-4)

Guidance literature:

In dichloromethane; for 16h; Solvent; Reflux;

Reference yield: 87.0%

4,4-difluoro-1-(3-fluoro-4-methoxyohenyl)-butane-1,3-dione (170570-77-1) → deracoxib (169590-41-4)

Guidance literature:

In ethanol; water;

upstream raw materials:

4-hydrazinobenzene-1-sulfonamide hydrochloride

4,4-difluoro-1-(3-fluoro-4-methoxyohenyl)-butane-1,3-dione

1-(3-fluoro-4-methoxyphenyl)ethanone

ethyl difluoroacetate

Refernces

• 1、 -. "Preparation method of Deracoxib". Paragraph 0043; 0065; 0066. . Retrieved 2018/03/26.
• 2、 -. "METHOD OF USING CYCLOOXYGENASE-2 INHIBITORS IN THE TREATMENT AND PREVENTION OF NEOPLASIA". . . Retrieved 2008/06/13.