N-[2-[4-[[3-butyl-5-oxo-1-[2-(trifluoromethyl)phenyl]-1,2,4-triazol-4-yl]methyl]phenyl]phenyl]sulfonyl-3-methyl-2-thiophenecarboxamide

Base Information

• Chemical Name: N-[2-[4-[[3-butyl-5-oxo-1-[2-(trifluoromethyl)phenyl]-1,2,4-triazol-4-yl]methyl]phenyl]phenyl]sulfonyl-3-methyl-2-thiophenecarboxamide
• CAS No.: 147776-06-5
• Molecular Formula: C₃₂H₂₉F₃N₄O₄S₂
• Molecular Weight: 654.734
• DSSTox Substance ID: DTXSID50433324
• Wikidata: Q27164396
• ChEMBL ID: CHEMBL1179743
• Mol file: 147776-06-5.mol

Synonyms:L 161,982;L 161982;L-161,982;L-161982;L161,982;L161982

Chemical Property of N-[2-[4-[[3-butyl-5-oxo-1-[2-(trifluoromethyl)phenyl]-1,2,4-triazol-4-yl]methyl]phenyl]phenyl]sulfonyl-3-methyl-2-thiophenecarboxamide

Chemical Property:

• Refractive Index: 1.633
• Boiling Point: °Cat760mmHg
• Flash Point: °C
• PSA: 139.68000
• Density: 1.37g/cm³
• LogP: 8.07100
• Storage Temp.: Desiccate at +4°C
• Solubility.: DMSO: soluble15mg/mL, clear
• XLogP3: 7.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 9
• Rotatable Bond Count: 10
• Exact Mass: 654.15823225
• Heavy Atom Count: 45
• Complexity: 1190

Purity/Quality:

98%,99%, ^*data from raw suppliers

L-161,982 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCC1=NN(C(=O)N1CC2=CC=C(C=C2)C3=CC=CC=C3S(=O)(=O)NC(=O)C4=C(C=CS4)C)C5=CC=CC=C5C(F)(F)F
• Description: Prostaglandin E2 (PGE2) exerts its effects through four separate G coupled-protein receptors (EP1-4). L-161,982 is a potent and selective EP4 receptor antagonist. It demonstrates selective binding to human EP4 receptors with a Ki value of 0.024 μM compared to other receptors of the prostanoid family, EP1, EP2, EP3, DP, FP, and IP, with Ki values of 17, 23, 1.9, 5.1, 5.6, and 6.7 μM, respectively. L-161,982 at 10 mg/kg/day suppresses PGE2-stimulated bone formation in young rats and at 100 nM reverses the anti-inflammatory action of PGE2 in LPS-activated human macrophages. At 10 μM L-161982 blocks PGE2-induced cell proliferation in HCA-7 colon cancer cells.
• Uses: L-161,982 is an EP4 receptor antagonist, which blocks prostaglandin E2-induced signal transduction and cell proliferation in HCA-7 colon cancer cells.

Technology Process of N-[2-[4-[[3-butyl-5-oxo-1-[2-(trifluoromethyl)phenyl]-1,2,4-triazol-4-yl]methyl]phenyl]phenyl]sulfonyl-3-methyl-2-thiophenecarboxamide

There total 1 articles about N-[2-[4-[[3-butyl-5-oxo-1-[2-(trifluoromethyl)phenyl]-1,2,4-triazol-4-yl]methyl]phenyl]phenyl]sulfonyl-3-methyl-2-thiophenecarboxamide 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:

3-methyl-2-thiophenecarboxylic acid (23806-24-8) + 5-n-butyl-2,4-dihydro-4-<(2'-sulfamoylbiphenyl-4-yl)methyl>-2-<2-(trifluoromethyl)phenyl>-3H-1,2,4-triazol-3-one (147776-47-4) → 5-butyl-2,4-dihydro-4-[[2'-[N-(3-methyl-2-thiophenecarbonyl)sulfamoyl]biphenyl-4-yl]methyl]-2-{2-(trifluoromethyl)phenyl]-1,2,4-triazol-3-one (147776-06-5)

Guidance literature:

With 1,8-diazabicyclo[5.4.0]undec-7-ene; 1,1'-carbonyldiimidazole; Yield given. Multistep reaction; 1.) THF, 55 deg C, 2 h, 2.) THF, 55 deg C, overnight;

DOI:10.1021/jm00043a020

upstream raw materials:

3-methyl-2-thiophenecarboxylic acid

5-n-butyl-2,4-dihydro-4-<(2'-sulfamoylbiphenyl-4-yl)methyl>-2-<2-(trifluoromethyl)phenyl>-3H-1,2,4-triazol-3-one

Refernces