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Details

Stereochemistry ABSOLUTE
Molecular Formula C28H38N2O2.ClH
Molecular Weight 471.074
Optical Activity UNSPECIFIED
Defined Stereocenters 1 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of LY-426965 HYDROCHLORIDE

SMILES

Cl.COC1=CC=CC=C1N2CCN(CC[C@](C)(C(=O)C3CCCCC3)C4=CC=CC=C4)CC2

InChI

InChIKey=UUXFKMLSIOTOPP-JCOPYZAKSA-N
InChI=1S/C28H38N2O2.ClH/c1-28(24-13-7-4-8-14-24,27(31)23-11-5-3-6-12-23)17-18-29-19-21-30(22-20-29)25-15-9-10-16-26(25)32-2;/h4,7-10,13-16,23H,3,5-6,11-12,17-22H2,1-2H3;1H/t28-;/m0./s1

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 C28H38N2O2
Molecular Weight 434.6135
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 1 / 1
E/Z Centers 0
Optical Activity UNSPECIFIED

Description
Curator's Comment: description was created based on several sources, including: https://www.ncbi.nlm.nih.gov/pubmed/12726821 | http://adisinsight.springer.com/drugs/800012905

Selective, potent, orally bioavailable full 5-HT1A antagonist. S-(+)-enantiomer of (±)-LY426965 is more active in comparison with its opposite enantiomer (R)-(-)-LY 426965. LY426965 completely reversed the effects of nicotine withdrawal on the auditory startle reflex in rats. In microdialysis experiments, LY426965, when administered with fluoxetine, significantly increased extracellular levels of serotonin above those achievable with fluoxetine alone. In electrophysiological studies, the administration of LY426965 both blocked and reversed the effects of fluoxetine on 5-HT neuronal activity. Preclinical results indicate that LY426965 may have clinical use as a pharmacotherapy for smoking cessation and depression and related disorders.

Originator

Curator's Comment: # Eli Lilly & Co.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
4.66 nM [Ki]
97.3 nM [Ki]
138.0 nM [Ki]
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown

Approved Use

Unknown
Primary
Unknown

Approved Use

Unknown
Primary
Unknown

Approved Use

Unknown
PubMed

PubMed

TitleDatePubMed
The novel 5-Hydroxytryptamine(1A) antagonist LY426965: effects on nicotine withdrawal and interactions with fluoxetine.
2000 Aug
Asymmetric construction of quaternary centers by enantioselective allylation: application to the synthesis of the serotonin antagonist LY426965.
2002 May 30
Effect of different 5-HT1A receptor antagonists in combination with paroxetine on expression of the immediate-early gene Arc in rat brain.
2003 Jun
5-Hydroxytryptamine 1A (5HT1A) receptors mediate increases in plasma glucose independent of corticosterone.
2014 Dec 15
Patents

Sample Use Guides

3 or 10 mg/kg
Route of Administration: Other
LY426965 did not stimulate [35S]GTPγS binding to homogenates of cells expressing the human cloned 5-HT1A receptor (n = 3). The EC50 value for 5-HT in this assay was 39.5 ± 3.5 nM (n = 9).
Substance Class Chemical
Created
by admin
on Fri Dec 15 16:25:29 GMT 2023
Edited
by admin
on Fri Dec 15 16:25:29 GMT 2023
Record UNII
4D59ES6GM9
Record Status Validated (UNII)
Record Version
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Name Type Language
LY-426965 HYDROCHLORIDE
Common Name English
Code System Code Type Description
CAS
326821-27-6
Created by admin on Fri Dec 15 16:25:29 GMT 2023 , Edited by admin on Fri Dec 15 16:25:29 GMT 2023
PRIMARY
PUBCHEM
9934447
Created by admin on Fri Dec 15 16:25:29 GMT 2023 , Edited by admin on Fri Dec 15 16:25:29 GMT 2023
PRIMARY
FDA UNII
4D59ES6GM9
Created by admin on Fri Dec 15 16:25:29 GMT 2023 , Edited by admin on Fri Dec 15 16:25:29 GMT 2023
PRIMARY
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PARENT -> SALT/SOLVATE
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ACTIVE MOIETY