F-15599 TOSYLATE

Details

Stereochemistry	ACHIRAL
Molecular Formula	C19H21ClF2N4O.C7H8O3S
Molecular Weight	567.048
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CC1=CC=C(C=C1)S(O)(=O)=O.CC2=CN=C(CNCC3(F)CCN(CC3)C(=O)C4=CC(Cl)=C(F)C=C4)N=C2

InChI

InChIKey=MIRDQKPVJAWCBX-UHFFFAOYSA-N

InChI=1S/C19H21ClF2N4O.C7H8O3S/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;1-6-2-4-7(5-3-6)11(8,9)10/h2-3,8-10,23H,4-7,11-12H2,1H3;2-5H,1H3,(H,8,9,10)

HIDE SMILES / InChI

Molecular Formula	C19H21ClF2N4O
Molecular Weight	394.846
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Molecular Formula	C7H8O3S
Molecular Weight	172.202
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Description
Sources: https://rettsyndrome.wordpress.com/2015/06/24/rsrt-awards-530000-to-neurolixis-for-clinical-development-of-nlx-101/ | https://www.ncbi.nlm.nih.gov/pubmed/20059805 | https://www.ncbi.nlm.nih.gov/pubmed/19789870

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

Primary Target	Pharmacology	Condition	Potency
5-hydroxytryptamine receptor 1A 58 Target ID: P08908 Gene ID: 3350.0 Gene Symbol: HTR1A Target Organism: Homo sapiens (Human) Sources: https://www.ncbi.nlm.nih.gov/pubmed/26694810 \| https://www.ncbi.nlm.nih.gov/pubmed/20059805	Agonist 2752		3.4 nM [Ki]

PubMed

Title	Date	PubMed
F15599, a highly selective post-synaptic 5-HT(1A) receptor agonist: in-vivo profile in behavioural models of antidepressant and serotonergic activity.	2010-11	20059805
F15599, a preferential post-synaptic 5-HT1A receptor agonist: activity in models of cognition in comparison with reference 5-HT1A receptor agonists.	2010-09	20488670
Preferential in vivo action of F15599, a novel 5-HT(1A) receptor agonist, at postsynaptic 5-HT(1A) receptors.	2010-08	20649591
[18F]F15599, a novel 5-HT1A receptor agonist, as a radioligand for PET neuroimaging.	2010-03	19789870
Signal transduction and functional selectivity of F15599, a preferential post-synaptic 5-HT1A receptor agonist.	2009-01	19154445
High-efficacy 5-HT1A agonists for antidepressant treatment: a renewed opportunity.	2007-10-04	17803293

Patents

Substance Class	Chemical Created by `admin` on `Mon Mar 31 23:13:04 GMT 2025` Edited by `admin` on `Mon Mar 31 23:13:04 GMT 2025`
Record UNII	35513476QO
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

F-15,599 TOSYLATE

Preferred Name

English

F-15599 TOSYLATE

Common Name

English

METHANONE, (3-CHLORO-4-FLUOROPHENYL)(4-FLUORO-4-((((5-METHYL-2-PYRIMIDINYL)METHYL)AMINO)METHYL)-1-PIPERIDINYL)-, 4-METHYLBENZENESULFONATE (1:1)

Systematic Name

English

NLX-101 TOSYLATE

Code

English

Code System Code Type Description

CAS

955112-72-8