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Details

Stereochemistry ACHIRAL
Molecular Formula C17H18FN3O2S.2ClH
Molecular Weight 420.329
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of WAY-208466 DIHYDROCHLORIDE

SMILES

Cl.Cl.CN(C)CCN1C=C(C2=CC=CN=C12)S(=O)(=O)C3=CC(F)=CC=C3

InChI

InChIKey=BAOHMLBVCLITHA-UHFFFAOYSA-N
InChI=1S/C17H18FN3O2S.2ClH/c1-20(2)9-10-21-12-16(15-7-4-8-19-17(15)21)24(22,23)14-6-3-5-13(18)11-14;;/h3-8,11-12H,9-10H2,1-2H3;2*1H

HIDE SMILES / InChI
Molecular Formula ClH
Molecular Weight 36.461
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE
Molecular Formula C17H18FN3O2S
Molecular Weight 347.407
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Description
Curator's Comment: description was created based on several sources, including: https://www.ncbi.nlm.nih.gov/pubmed/20217056 | https://www.ncbi.nlm.nih.gov/pubmed/23624323

WAY 208466 dihydrochloride is a high affinity, selective SR-6 (5-HT6) receptor agonist. WAY-208466 produced both antidepressant-like and anxiolytic-like effects. Direct infusion of WAY-208466 into the dorsal raphe nucleus, locus coeruleus, basal forebrain (horizontal limb of the diagonal band of Broca) or laterodorsal tegmental nucleus specifically decreased REM sleep without significantly altering wakefulness or slow wave sleep.

CNS Activity

Originator

Wyeth
116
Curator's Comment: # Wyeth Research

Approval Year

Unknown
139594
Targets

Targets

Primary TargetPharmacologyConditionPotency
Agonist
2678
 4.8 nM [Ki]
Antagonist
2778
 217.0 nM [Ki]
Agonist
2678
 644.0 nM [Ki]
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Preclinical
Unknown

Approved Use

Unknown
Primary
Preclinical
Unknown

Approved Use

Unknown
PubMed

PubMed

TitleDatePubMed
The effects of systemic and local microinjection into the central nervous system of the selective serotonin 5-HT6 receptor agonist WAY-208466 on sleep and wakefulness in the rat.
2013 Jul 15
Serotonin₆ receptors in the dorsal hippocampus regulate depressive-like behaviors in unilateral 6-hydroxydopamine-lesioned Parkinson's rats.
2015 Aug
Patents

Patents

US6825212 B2
2

Sample Use Guides

In Vivo Use Guide
Rat: 10 mg/kg once a day
Route of Administration: Other
In Vitro Use Guide
In the presence of DL-TBOA, WAY208466 (30 uM) effectively caused an average inhibition of 35 % of 4-aminopyridine-evoked glutamate release; the inhibition was similar to that produced by WAY208466 alone (41%).
Substance Class Chemical
Created
by admin
on Sat Dec 16 11:33:39 GMT 2023
Edited
by admin
on Sat Dec 16 11:33:39 GMT 2023
Record UNII
8ID7Y1EE12
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
WAY-208466 DIHYDROCHLORIDE
Common Name English
1H-PYRROLO(2,3-B)PYRIDINE-1-ETHANAMINE, 3-((3-FLUOROPHENYL)SULFONYL)-N,N-DIMETHYL-, HYDROCHLORIDE (1:2)
Systematic Name English
Code System Code Type Description
CAS
1207064-61-6
Created by admin on Sat Dec 16 11:33:39 GMT 2023 , Edited by admin on Sat Dec 16 11:33:39 GMT 2023
PRIMARY
FDA UNII
8ID7Y1EE12
Created by admin on Sat Dec 16 11:33:39 GMT 2023 , Edited by admin on Sat Dec 16 11:33:39 GMT 2023
PRIMARY
PUBCHEM
22028182
Created by admin on Sat Dec 16 11:33:39 GMT 2023 , Edited by admin on Sat Dec 16 11:33:39 GMT 2023
PRIMARY
Related Record Type Details
Structure of WAY-208466
PARENT -> SALT/SOLVATE
Related Record Type Details
Structure of WAY-208466
ACTIVE MOIETY
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