Etalocib

Base Information

• Chemical Name: Etalocib
• CAS No.: 161172-51-6
• Molecular Formula: C₃₃H₃₃FO₆
• Molecular Weight: 544.62
• UNII: THY6RIW44R
• DSSTox Substance ID: DTXSID70167073
• Nikkaji Number: J701.204G
• Wikipedia: Etalocib
• Wikidata: Q5402392
• NCI Thesaurus Code: C1626
• Pharos Ligand ID: AWSGKH89LBLV
• Metabolomics Workbench ID: 153753
• ChEMBL ID: CHEMBL329123
• Mol file: 161172-51-6.mol

Synonyms:2-(2-propyl-3-(3-(2-ethyl-4-(4-fluorophenyl)-5-hydroxyphenoxy)propoxy)phenoxy)benzoic acid;LY 293111;LY-293111;LY293111;VML295

Chemical Property of Etalocib

Chemical Property:

• Vapor Pressure: 3.8E-18mmHg at 25°C
• Melting Point: 68-70 °C(Solv: acetonitrile (75-05-8))
• Boiling Point: 656.8°Cat760mmHg
• PKA: 3.32±0.36(Predicted)
• Flash Point: 351°C
• PSA: 85.22000
• Density: 1.215g/cm³
• LogP: 8.05160
• XLogP3: 8.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 13
• Exact Mass: 544.22611693
• Heavy Atom Count: 40
• Complexity: 743

Purity/Quality:

98%min ^*data from raw suppliers

LY293111 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCC1=C(C=CC=C1OC2=CC=CC=C2C(=O)O)OCCCOC3=CC(=C(C=C3CC)C4=CC=C(C=C4)F)O
• Recent ClinicalTrials: LY293111 in Treating Patients With Advanced Solid Tumors
• Uses: Antineoplastic (inhibits formation of 5-LO, LTB4,LTC4, and thromboxane B2(TxB2); activates PPARγ nuclear receptors). LY293111 is a leukotriene receptor antagonist and protect neurons from the sPLA2-IB-induced neuronal cell death independently of blocking their receptors.

Technology Process of Etalocib

There total 19 articles about Etalocib 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: 99.0%

C33H32FNO4 (1119195-24-2) → 2-[2-propyl-3-[3-[2-ethyl-4-(4-fluorophenyl)-5-hydroxyphenoxy]propoxy]phenoxy]benzoic acid (161172-51-6)

Guidance literature:

With sodium hydroxide; In methanol; at 80 ℃; for 12.5h; Large scale reaction;

DOI:10.1021/op800257u

Reference yield: 88.0%

C40H39FO6 → 2-[2-propyl-3-[3-[2-ethyl-4-(4-fluorophenyl)-5-hydroxyphenoxy]propoxy]phenoxy]benzoic acid (161172-51-6)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; under 2585.81 Torr;

DOI:10.1021/op800257u

Reference yield:

1,3-Dimethoxy-2-(prop-1'-yl)benzene (16929-64-9) → 2-[2-propyl-3-[3-[2-ethyl-4-(4-fluorophenyl)-5-hydroxyphenoxy]propoxy]phenoxy]benzoic acid (161172-51-6)

Guidance literature:

Multi-step reaction with 7 steps

1: 95 percent / Py*HCl / 8 h / 180 °C

2: 14 percent / copper bronze, K₂CO₃ / pyridine / 6 h / Heating

3: aq. NaOH / methanol / 48 h / Heating

4: conc. H₂SO₄ / 18 h / Heating

5: 78 percent / K₂CO₃ / dimethylformamide / 24 h / Ambient temperature

6: H₂ / 10percent Pd/C / ethyl acetate / 760 Torr / Ambient temperature

7: aq. NaOH / methanol; tetrahydrofuran / 1 h / Ambient temperature

With sodium hydroxide; sulfuric acid; hydrogen; pyridine hydrochloride; copper; potassium carbonate; palladium on activated charcoal; In tetrahydrofuran; pyridine; methanol; ethyl acetate; N,N-dimethyl-formamide;

DOI:10.1021/jm00022a006

upstream raw materials:

2-[2-propyl-3-[3-[2-ethyl-4-(4-fluorophenyl)-5-hydroxyphenoxy]propoxy]phenoxy]benzoic acid methyl ester

1-[4-(benzyloxy)-2-hydroxyphenyl]ethanone

2-propyl-1,3-benzenediol

1,3-Dimethoxy-2-(prop-1'-yl)benzene

Refernces

• 1、 -. "LEUKOTRIENE ANTAGONISTS FOR USE IN THE TREATMENT OR INHIBITION OF ORAL SQUAMOUS CELL CARCINOMA". . . Retrieved 2008/06/13.