Flosequinan

Base Information

• Chemical Name: Flosequinan
• CAS No.: 76568-02-0
• Molecular Formula: C₁₁H₁₀FNO₂S
• Molecular Weight: 239.27
• Hs Code.: 2933499090
• UNII: 6NB119DLU7
• ChEMBL ID: CHEMBL1908307
• DSSTox Substance ID: DTXSID1048833
• Metabolomics Workbench ID: 154058
• NCI Thesaurus Code: C73109
• Nikkaji Number: J592.636J,J594.241A,J22.166J
• Wikidata: Q592947
• Wikipedia: Flosequinan
• Mol file: 76568-02-0.mol

Synonyms:7-fluoro-1-methyl-3-methylsulfinyl-4-quinoline;BTS 49465;BTS-49465;flosequinan

Chemical Property of Flosequinan

Chemical Property:

• Vapor Pressure: 2.29E-07mmHg at 25°C
• Melting Point: 226-228°
• Boiling Point: 423.1°C at 760 mmHg
• Flash Point: 209.7°C
• PSA: 58.28000
• Density: 1.44g/cm³
• LogP: 2.28070
• Storage Temp.: 2-8°C
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 1
• Exact Mass: 239.04162790
• Heavy Atom Count: 16
• Complexity: 369

Purity/Quality:

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

Flosequinan 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN1C=C(C(=O)C2=C1C=C(C=C2)F)S(=O)C
• Description: Flosequinan is a new mixed arteriolar and venous vasodilator useful for the treatment of patients with congestive heart failure with or without ACE inhibitors, but especially in those patients who are intolerant to ACE inhibitors. It does not cause reflex stimulation of the renin-angiotensin or sympathetic nervous system. How flosequinan achieves its direct vasodilating effect is not clear, it is thought to interfere with protein kinase C and the production of inositol triphosphate. Flosequinan is well absorbed orally, and with the relatively long half-life of its sulfone metabolite it is suitable for once a day administration.
• Therapeutic Function: Antihypertensive, Vasodilator

Technology Process of Flosequinan

There total 9 articles about Flosequinan 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: 79.5%

orthoformic acid triethyl ester (122-51-0) + 1-(4-fluoro-2-methylaminophenyl)-2-methylsulfinylethanone (154639-75-5) → flosequinan (76568-02-0)

Guidance literature:

With piperidine; acetic acid; for 2h; Heating;

Reference yield:

1-(4-fluoro-2-methylaminophenyl)-2-methylsulfinylethanone (154639-75-5) → flosequinan (76568-02-0)

Guidance literature:

With sodium hydroxide; formic acid; acetic anhydride; In water; toluene;

Reference yield:

dimethyl sulfate (77-78-1) + 7-fluoro-3-methylsulfinyl-4-quinolone (76561-14-3) → flosequinan (76568-02-0)

Guidance literature:

With potassium hydroxide; Yield given. Multistep reaction; 1) water, 50 deg C, 50 deg C, 20 min; 2) water, room temperature;

upstream raw materials:

orthoformic acid triethyl ester

1-(4-fluoro-2-methylaminophenyl)-2-methylsulfinylethanone

dimethyl sulfate

7-fluoro-3-methylsulfinyl-4-quinolone

Downstream raw materials:

flosequinoxan

Refernces

• 1、 -. "Process for the preparation of 1-methyl-3-methylthio-4-quinolone and the sulfinyl, and sulfonyl analogs thereof". . . Retrieved 2008/06/13.
• 2、 -. "Method of treating heart disease". . . Retrieved 2008/06/13.