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Details

Stereochemistry ACHIRAL
Molecular Formula C19H21ClF2N4O
Molecular Weight 394.846
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of F-15599

SMILES

CC1=CN=C(CNCC2(F)CCN(CC2)C(=O)C3=CC=C(F)C(Cl)=C3)N=C1

InChI

InChIKey=WAAXKNFGOFTGLP-UHFFFAOYSA-N
InChI=1S/C19H21ClF2N4O/c1-13-9-24-17(25-10-13)11-23-12-19(22)4-6-26(7-5-19)18(27)14-2-3-16(21)15(20)8-14/h2-3,8-10,23H,4-7,11-12H2,1H3

HIDE SMILES / InChI
F-15599 is a novel agonist with high selectivity and efficacy at serotonin 5-HT(1A) receptors. In signal transduction, electrophysiological and neurochemical tests, F-15599 preferentially activates post-synaptic 5-HT(1A)Rs in rat frontal cortex. Such a profile may translate to an improved profile of therapeutic activity for mood disorders. [(18)F]F-15599 is a radiofluorinated agonist presenting interesting characteristics for probing in vitro and in vivo the high-affinity states of the 5-HT(1A) receptors. The Rett Syndrome Research Trust awarded a grant to Neurolixis to advance F-15599 to clinical development.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Target ID: P08908
Gene ID: 3350.0
Gene Symbol: HTR1A
Target Organism: Homo sapiens (Human)
3.4 nM [Ki]
PubMed

PubMed

TitleDatePubMed
High-efficacy 5-HT1A agonists for antidepressant treatment: a renewed opportunity.
2007 Oct 4
Signal transduction and functional selectivity of F15599, a preferential post-synaptic 5-HT1A receptor agonist.
2009 Jan
Preferential in vivo action of F15599, a novel 5-HT(1A) receptor agonist, at postsynaptic 5-HT(1A) receptors.
2010 Aug
[18F]F15599, a novel 5-HT1A receptor agonist, as a radioligand for PET neuroimaging.
2010 Mar
F15599, a highly selective post-synaptic 5-HT(1A) receptor agonist: in-vivo profile in behavioural models of antidepressant and serotonergic activity.
2010 Nov
F15599, a preferential post-synaptic 5-HT1A receptor agonist: activity in models of cognition in comparison with reference 5-HT1A receptor agonists.
2010 Sep
Patents
Name Type Language
F-15599
Common Name English
3-CHLORO-4-FLUOROPHENYL-(4-FLUORO-4-(((5-METHYLPYRIMIDIN-2-YLMETHYL)AMINO)METHYL)PIPERIDIN-1YL)METHANONE
Systematic Name English
4-PIPERIDINEMETHANAMINE, 1-(3-CHLORO-4-FLUOROBENZOYL)-4-FLUORO-N-((5-METHYL-2-PYRIMIDINYL)METHYL)-
Systematic Name English
F-15,599
Code English
(3-CHLORO-4-FLUOROPHENYL)-(4-FLUORO-4-(((5-METHYLPYRIMIDIN-2-YLMETHYL)AMINO)METHYL)PIPERIDIN-1-YL)METHANONE
Systematic Name English
NLX-101
Common Name English
METHANONE, (3-CHLORO-4-FLUOROPHENYL)(4-FLUORO-4-((((5-METHYL-2-PYRIMIDINYL)METHYL)AMINO)METHYL)-1-PIPERIDINYL)-
Systematic Name English
Classification Tree Code System Code
FDA ORPHAN DRUG 410613
Created by admin on Sat Dec 16 11:05:09 GMT 2023 , Edited by admin on Sat Dec 16 11:05:09 GMT 2023
EU-Orphan Drug EU/3/14/1242
Created by admin on Sat Dec 16 11:05:09 GMT 2023 , Edited by admin on Sat Dec 16 11:05:09 GMT 2023
Code System Code Type Description
FDA UNII
83481Y1YCX
Created by admin on Sat Dec 16 11:05:09 GMT 2023 , Edited by admin on Sat Dec 16 11:05:09 GMT 2023
PRIMARY
CAS
635323-95-4
Created by admin on Sat Dec 16 11:05:09 GMT 2023 , Edited by admin on Sat Dec 16 11:05:09 GMT 2023
PRIMARY
EVMPD
SUB195709
Created by admin on Sat Dec 16 11:05:09 GMT 2023 , Edited by admin on Sat Dec 16 11:05:09 GMT 2023
PRIMARY
EPA CompTox
DTXSID901029377
Created by admin on Sat Dec 16 11:05:09 GMT 2023 , Edited by admin on Sat Dec 16 11:05:09 GMT 2023
PRIMARY
SMS_ID
100000181855
Created by admin on Sat Dec 16 11:05:09 GMT 2023 , Edited by admin on Sat Dec 16 11:05:09 GMT 2023
PRIMARY
WIKIPEDIA
F-15,599
Created by admin on Sat Dec 16 11:05:09 GMT 2023 , Edited by admin on Sat Dec 16 11:05:09 GMT 2023
PRIMARY
PUBCHEM
11741361
Created by admin on Sat Dec 16 11:05:09 GMT 2023 , Edited by admin on Sat Dec 16 11:05:09 GMT 2023
PRIMARY