4-(4-(4-Chlorophenyl)-3,6-dihydro-1(2H)-pyridinyl)-1-(4-fluorophenyl)-1-butanone

Base Information

• Chemical Name: 4-(4-(4-Chlorophenyl)-3,6-dihydro-1(2H)-pyridinyl)-1-(4-fluorophenyl)-1-butanone
• CAS No.: 52669-92-8
• Molecular Formula: C21H21 Cl F N O
• Molecular Weight: 357.855
• Hs Code.: 2933399090
• European Community (EC) Number: 936-759-8
• UNII: 59IR9L62QF
• DSSTox Substance ID: DTXSID80200642
• Nikkaji Number: J440.806C
• Wikidata: Q27261705
• Pharos Ligand ID: CYC7UR5M7NCB
• ChEMBL ID: CHEMBL3544895
• Mol file: 52669-92-8.mol

Synonyms:4(4-chlorophenyl)-1-(4-(4-fluorophenyl)-4-oxobutyl)-1,2,3,6-tetrahydropyridine;4(4-chlorophenyl)-1-(4-(4-fluorophenyl)-4-oxobutyl)-1,2,3,6-tetrahydropyridine hydrochloride;4-(4-chlorophenyl)-1-(4-(4--fluorophenyl)-4-oxobutyl)-1,2,3,6-tetrahydropyridine;ClP-FP-OB-THP

Chemical Property of 4-(4-(4-Chlorophenyl)-3,6-dihydro-1(2H)-pyridinyl)-1-(4-fluorophenyl)-1-butanone

Chemical Property:

• Vapor Pressure: 5.22E-10mmHg at 25°C
• Boiling Point: 496.8°Cat760mmHg
• Flash Point: 254.3°C
• PSA: 20.31000
• Density: 1.196g/cm³
• LogP: 5.16920
• Storage Temp.: -70°C
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• XLogP3: 4.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 6
• Exact Mass: 357.1295701
• Heavy Atom Count: 25
• Complexity: 465

Purity/Quality:

99% ^*data from raw suppliers

Protein Tyrosine Phosphatase Receptor Type S ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1CN(CC=C1C2=CC=C(C=C2)Cl)CCCC(=O)C3=CC=C(C=C3)F
• Uses: 4-[4-(4-Chlorophenyl)-3,6-dihydro-1(2H)-pyridinyl]-1-(4-fluorophenyl)-1-butanone is a dehydrated metabolite of haloperidol that can be biotransfomed by humans to Haloperidol pyridinium (HPP+), a potential neurotoxic found in the brain.

Technology Process of 4-(4-(4-Chlorophenyl)-3,6-dihydro-1(2H)-pyridinyl)-1-(4-fluorophenyl)-1-butanone

There total 8 articles about 4-(4-(4-Chlorophenyl)-3,6-dihydro-1(2H)-pyridinyl)-1-(4-fluorophenyl)-1-butanone 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: 84.0%

haloperidol (52-86-8) → 4-(4-chlorophenyl)-1-<4-(4-fluorophenyl)-4-oxobutyl>-1,2,3,6-tetrahydopyridine (52669-92-8)

Guidance literature:

With hydrogenchloride; acetic acid; for 24h; Reflux; Inert atmosphere;

Reference yield:

4-(4-chlorophenyl)-4-hydroxypiperidine (39512-49-7) → 4-(4-chlorophenyl)-1-<4-(4-fluorophenyl)-4-oxobutyl>-1,2,3,6-tetrahydopyridine (52669-92-8)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium iodide; sodium carbonate / acetonitrile / 12 h / Reflux; Inert atmosphere

2: acetic acid; hydrogenchloride / 24 h / Reflux; Inert atmosphere

With hydrogenchloride; sodium carbonate; acetic acid; sodium iodide; In acetonitrile;

Reference yield:

4-(4-fluorophenyl)-4-oxo-n-butyl chloride (3874-54-2,41167-07-1) → 4-(4-chlorophenyl)-1-<4-(4-fluorophenyl)-4-oxobutyl>-1,2,3,6-tetrahydopyridine (52669-92-8)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium iodide; sodium carbonate / acetonitrile / 12 h / Reflux; Inert atmosphere

2: acetic acid; hydrogenchloride / 24 h / Reflux; Inert atmosphere

With hydrogenchloride; sodium carbonate; acetic acid; sodium iodide; In acetonitrile;

upstream raw materials:

haloperidol

4-(4-fluorophenyl)-4-oxo-n-butyl chloride

4-(4-chlorophenyl)-4-hydroxypiperidine

N-tert-butyloxycarbonylpiperidin-4-one

Refernces

• 1、 -. "Antifungal Compositions". Paragraph 0171; 0239-0240. . Retrieved 2019/02/01.
• 2、 -. "Phenylbutanol derivatives". . . Retrieved 2008/06/13.