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Details

Stereochemistry ACHIRAL
Molecular Formula C24H26FN3O2.ClH
Molecular Weight 443.941
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of S-14506 HYDROCHLORIDE

SMILES

Cl.COC1=CC2=C(C=CC=C2N3CCN(CCNC(=O)C4=CC=C(F)C=C4)CC3)C=C1

InChI

InChIKey=HWLZKPKZVOLFGK-UHFFFAOYSA-N
InChI=1S/C24H26FN3O2.ClH/c1-30-21-10-7-18-3-2-4-23(22(18)17-21)28-15-13-27(14-16-28)12-11-26-24(29)19-5-8-20(25)9-6-19;/h2-10,17H,11-16H2,1H3,(H,26,29);1H

HIDE SMILES / InChI

Molecular Formula C24H26FN3O2
Molecular Weight 407.4805
Charge 0
Count
MOL RATIO 1 MOL RATIO (average)
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Molecular Formula ClH
Molecular Weight 36.461
Charge 0
Count
MOL RATIO 1 MOL RATIO (average)
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Description

S-14506 was originally identified and developed in France by Scientists at the Institut de Recherches Servier. S-14506 showed potent binding and antagonistic activity against the 5HT1-A receptor. It was found to work synergistically with D2 receptor antagonists and was therefore studied in animal models for depression, psychosis, and anxiety. A tritium labeled version was also studied as a potential 5HT1-A receptor PET imaging agent.

CNS Activity

Originator

Approval Year

Targets

Primary TargetPharmacologyConditionPotency
0.15 nM [Kd]

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown
Primary
Unknown
Primary
Unknown

PubMed

Sample Use Guides

In Vivo Use Guide
In an in vivo radiolabeling study, [3H]-labeled S-14506 was delivered to mice by caudal vein injection (5 seconds) in a solution of 0.9% NaCl supplemented with 0.05% bovine serum albumin (36-40 ~microCi/ml). Mice were later sacrificed to determine tissue accumulations.
Route of Administration: Intravenous
In Vitro Use Guide
Adult Sprague-Dawley rats were killed and their brains dissected and homogenized. Membranes were collected by centrifugation and the resuspended pellet was assayed for 5-HT binding. S-14506 was able to inhibit the specific binding of [3H]WAY-100635 to rat hippocampal membranes at nanomolar concentrations.
Substance Class Chemical
Record UNII
098102RI3W
Record Status Validated (UNII)
Record Version