127625-29-0

Basic information

• Product Name: Fananserin
• Synonyms: Fananserin;2-[3-[4-(4-Fluorophenyl)piperazino]propyl]-2H-naphth[1,8-cd]isothiazole 1,1-dioxide;RP-62203;2-[3-[4-(4-Fluorophenyl)-1-piperazinyl]propyl]-2H-naphthyl[1,8-cd]isothiazole-1,1-dioxide
• CAS NO: 127625-29-0
• Molecular Formula: C₂₃H₂₄FN₃O₂S
• Molecular Weight: 425.519
• Mol File: 127625-29-0.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 641.1°Cat760mmHg
• Flash Point: 341.5°C
• Appearance: /
• Density: 1.331g/cm³
• Vapor Pressure: 2.48E-16mmHg at 25°C
• Refractive Index: 1.659
• Storage Temp.: Store at RT
• CAS DataBase Reference: Fananserin(CAS DataBase Reference)
• NIST Chemistry Reference: Fananserin(127625-29-0)
• EPA Substance Registry System: Fananserin(127625-29-0)

Safety Data

• Hazardous Substances Data: 127625-29-0(Hazardous Substances Data)

Usage

Uses

Different sources of media describe the Uses of 127625-29-0 differently. You can refer to the following data:
1. Antipsychotic.
2. Fananserin is an antagonist of 5-HT2A.

Biological Activity

5-HT 2A receptor antagonist that also displays high affinity at D 4 receptors (K i values are 0.26, 2.93, 25, 38, 70 and 726 nM for 5-HT 2A , D 4 , H 1 , α 1 , 5-HT 1A and D 2 receptors respectively). Inhibits inositol phosphate formation evoked by 5-HT in vitro (IC 50 = 7.76 nM) and antagonizes mescaline-induced head twitches in vivo .

InChI:InChI=1/C23H24FN3O2S/c24-19-8-10-20(11-9-19)26-16-14-25(15-17-26)12-3-13-27-21-6-1-4-18-5-2-7-22(23(18)21)30(27,28)29/h1-2,4-11H,3,12-17H2

Upstream product

• 603-72-5 1,8-naphthosultam 
• 371-40-4 4-fluoroaniline 
• 4004-97-1 4-(4-fluorophenyl)-1-toluene-p-sulfonylpiperazine 
• 460-00-4 1-Bromo-4-fluorobenzene 
• 127625-83-6 2-(3-chloropropyl)-2H-naphth<1,8-cd>isothiazole 1,1-dioxide 
• 2252-63-3 1-(4-Fluorophenyl)piperazine 

Related news

Design, synthesis and molecular modelling of new bulky Fananserin (cas 127625-29-0) derivatives with altered pharmacological profile as potential antidepressants08/08/2019

It is now known that many neurotransmitter systems are responsible for diseases of the central nervous system (CNS). One of the most common CNS disease is depression. Considering that in the treatment and the genesis of depression, the most important are the serotonin receptors from 5-HT1A, 5-HT...detailed

Relevant articles and documents

Synthesis of a radioiodinated analogue of the serotonin 5-HT(2A) receptor ligand RP 62203

An analogue of RP 62203 having radioiodine in the 4-position of the 1,8-naphthosultam ring system has been prepared for evaluation as a ligand for the serotonin 5-HT(2A) receptor. Non-radioactive 4-iodo-RP 62203 was synthesized in three steps (20% overall

Rapid Synthesis of N,N'-Disubstituted Piperazines. Application to the Preparation of No Carrier Added 1-(4-Fluorophenyl)piperazine and of an -Selective Ligand of Serotoninergic Receptors (5HT2 antagonist)

An efficient and rapid method of piperazine formation (>50percent, 30 min) involving the reaction of N,O,O'-tris(toluene-p-sulfonyl)bis(2-hydroxyphenyl)amine 3 and 4-fluoroaniline in an alcohol or in hexamethylphosphoramide has been developed.It has been applied to the preparation of 1-(4-fluorophenyl)piperazine 6b, a new precursor in (18F)-labelling for positron emission tomography studies.Compound 6b was obtained in 7-15percent decay corrected radiochemical yield in a synthesis time of 145-165 min counted from the labelled precursor fluoride and a radiochemical purity greater than 98percent after HPLC purification.The utility of 6b was demonstrated by the synthesis of the naphtosultam 8b, a selective antagonist of 5-HT2 receptors.Compound 8b was obtained radiochemically pure in 50 min from 6b (including HPLC) and in an overall yield of 2.5-12percent (decay corrected) from fluoride.

Derivatives of (AZA)naphthalenesultam, their preparation and compositions containing them

This invention relates to a compound STR1 in which R 1 representsa 1,2,3,6-tetrahydro-1-pyridyl radical substituted in the 4-position by (a) a phenyl radical, (b) a phenyl radical substituted by a halogen atom or an alkyl, hydroxy or alkoxy radical, (c) a 3-indolyl radical, (d) a 3-indolyl radical substituted on the nitrogen atom by an alkyl or alkylcarbonyl radical and/or in the 5-position by a halogen atom or (e) a 3-(5-hydroxyindolyl) radical.a 1-piperazinyl radical substituted in the 4-position by (a) a phenyl radical, (b) a phenyl radical substituted by an alkoxy, alkyl, hydroxy, nitro or amino radical or a halogen atom, (c) a 1,2-benzisothiazol-3-yl radical, (d) a 1,2-benzisoxazol-3-yl radical or (e) a 2-pyridyl radical.a piperidino radical substituted in the 4-position by (a) a phenyl radical, (b) a phenyl radical substituted by a halogen atom or a hydroxy, alkyl or alkoxy radical, (c) two phenyl radicals, (d) a bis(4-fluorophenyl)methylene radical, (e) a 4-fluorobenzoyl radical, (f) a 2-oxo-1-benzimidazolinyl radical, (g) a 2-oxo-1-benzimidazolinyl radical substituted in the 3-position by an alkylcarbonyl or benzoyl radical, (b) a hydroxy radical and a phenyl radical optionally substituted with an alkyl, alkoxy or hydroxy radical or a halogen atom, (i) a 3-indolyl radical, (j) a 3-indolyl radical substituted on the nitrogen atom by an alkyl or alkylcarbonyl radical and/or in the 5-position by a halogen atom or (k) a 3-(5-hydroxyindolyl) radical.either:R 2 and R 3, which are identical, represent a hydrogen or halogen atom and R 4 represents a hydrogen atom orR 2 and R 4 represent a hydrogen atom and R 3 represents a halogen atom or an acetylamino radical orR 2 and R 3 represent a hydrogen atom and R 4 represents a halogen atom and R 5 represents a --CH group.or R 2, R 3 and R 4 represent a hydrogen atom and R 5 represents a nitrogen atom.R 6 represents an alkylene chain containing 2 to 4 carbon atoms or a propylene chain substituted in the 1- or 3-position by an alkyl radical or in the 2-position by an alkyl, alkoxy, hydroxy, dialkylamino, piperidino, morpholino or thiomorpholino radical,with the reservation that when R 6 represents a propylene radical substituted in the 2-position by a dialkylamino, piperidino, morpholino or thiomorpholino radical, R 1 cannot be a radical containing a hydroxy radical, and their salts, are useful in therapy for their ability to block serotonin receptors.