Fananserin

Base Information

• Chemical Name: Fananserin
• CAS No.: 127625-29-0
• Molecular Formula: C23H24 F N3 O2 S
• Molecular Weight: 425.527
• UNII: 38QJ762ET6
• DSSTox Substance ID: DTXSID8046743
• Nikkaji Number: J380.289B
• Wikipedia: Fananserin
• Wikidata: Q5433633
• NCI Thesaurus Code: C80768
• Pharos Ligand ID: TR73ZKZJDHZZ
• Metabolomics Workbench ID: 144352
• ChEMBL ID: CHEMBL83894
• Mol file: 127625-29-0.mol

Synonyms:2-(3-(4-(4-fluorophenyl)-1-piperazinyl)propyl)-2H-naphth(1,8-cd)isothiazole 1,1-dioxide;fananserin;fananserine;RP 62203;RP-62203

Chemical Property of Fananserin

Chemical Property:

• Vapor Pressure: 2.48E-16mmHg at 25°C
• Boiling Point: 641.1°Cat760mmHg
• Flash Point: 341.5°C
• PSA: 52.24000
• Density: 1.331g/cm³
• LogP: 4.84860
• Storage Temp.: Store at RT
• XLogP3: 4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 5
• Exact Mass: 425.15732635
• Heavy Atom Count: 30
• Complexity: 683

Purity/Quality:

≥99% by HPLC ^*data from raw suppliers

Fananserin ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CN(CCN1CCCN2C3=CC=CC4=C3C(=CC=C4)S2(=O)=O)C5=CC=C(C=C5)F
• Uses: Antipsychotic. Fananserin is an antagonist of 5-HT2A.

Technology Process of Fananserin

There total 6 articles about Fananserin 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: 89.0%

2-(3-chloropropyl)-2H-naphth<1,8-cd>isothiazole 1,1-dioxide (127625-83-6) + 1-(4-Fluorophenyl)piperazine (2252-63-3) → fananserin (127625-29-0)

Guidance literature:

With triethylamine; In toluene; 1.) reflux, 8 h, 2.) RT, 15 h;

DOI:10.1021/jm00112a025

Reference yield: 65.0%

1-Bromo-4-fluorobenzene (460-00-4) + 2-(3-Piperazin-1-yl-propyl)-2H-naphtho[1,8-cd]isothiazole 1,1-dioxide → fananserin (127625-29-0)

Guidance literature:

With sodium t-butanolate; Pd catalyst; In toluene; at 110 ℃; for 2h;

Reference yield:

2-{3-[4-(4-Fluoro-phenyl)-piperazin-1-yl]-propyl}-5-trimethylstannanyl-2H-naphtho[1,8-cd]isothiazole 1,1-dioxide → fananserin (127625-29-0) + 5-Chloro-2-{3-[4-(4-fluoro-phenyl)-piperazin-1-yl]-propyl}-2H-naphtho[1,8-cd]isothiazole 1,1-dioxide + 4-[125I]-RP 62203

Guidance literature:

With sodium hydroxide; sodium (12?I)iodide; chloroamine-T; acetic acid; In methanol; water; for 0.0333333h; Ambient temperature;

DOI:10.1002/(SICI)1099-1344(199802)41:2<143::AID-JLCR63>3.0.CO;2-P

upstream raw materials:

2-(3-chloropropyl)-2H-naphth<1,8-cd>isothiazole 1,1-dioxide

1-(4-Fluorophenyl)piperazine

1-Bromo-4-fluorobenzene

4-(4-fluorophenyl)-1-toluene-p-sulfonylpiperazine

Refernces

• 1、 Martin, Juliette,Marriere, Eddie,Perrio-Huard, Cecile,Barre, Louisa,Lasne, Marie Claire. "Synthesis and Radiosynthesis for in vivo Imaging Using PET". . p. 1042 - 1044. Retrieved 2007/10/03.
• 2、 Malleron, Jean-Luc,Comte, Marie-Therese,Gueremy, Claude,Peyronel, Jean Francois,Truchon, Alain,et al.. "Naphthosultam Derivatives: A New Class of Potent and Selective 5-HT2 Antagonists". . p. 2477 - 2483. Retrieved 2007/10/02.