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Details

Stereochemistry ACHIRAL
Molecular Formula C19H18F3N3O2
Molecular Weight 377.3603
Optical Activity UNSPECIFIED
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of LASMIDITAN

SMILES

CN1CCC(CC1)C(=O)C2=CC=CC(NC(=O)C3=C(F)C=C(F)C=C3F)=N2

InChI

InChIKey=XEDHVZKDSYZQBF-UHFFFAOYSA-N
InChI=1S/C19H18F3N3O2/c1-25-7-5-11(6-8-25)18(26)15-3-2-4-16(23-15)24-19(27)17-13(21)9-12(20)10-14(17)22/h2-4,9-11H,5-8H2,1H3,(H,23,24,27)

HIDE SMILES / InChI

Description

LASMIDITAN is a serotonin (5-HT) receptor agonist without vasoconstrictor activity, which selectively binds to the 5-HT(1F) receptor subtype. It is under development for the treatment of migraine.

CNS Activity

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
2.1 nM [Ki]
PubMed

PubMed

TitleDatePubMed
Acute treatment of migraine with the selective 5-HT1F receptor agonist lasmiditan--a randomised proof-of-concept trial.
2010 Oct
Preclinical pharmacological profile of the selective 5-HT1F receptor agonist lasmiditan.
2010 Oct
Molecule of the month. Lasmiditan hydrochloride.
2010 Sep
Patents

Sample Use Guides

In Vitro Use Guide
Lasmiditan in vitro binding studies show a Ki value of 2.21 nM at the 5-HT(1F) serotonin receptor, compared with Ki values of 1043 nM and 1357 nM at the 5-HT(1B) and 5-HT(1D) receptors, respectively. Lasmiditan did not contract rabbit saphenous vein rings, a surrogate assay for human coronary artery constriction, at concentrations up to 100 uM.
Name Type Language
LASMIDITAN
INN   USAN   WHO-DD  
INN   USAN  
Official Name English
LASMIDITAN [WHO-DD]
Common Name English
2,4,6-TRIFLUORO-N-(6-((1-METHYLPIPERIDINE-4-YL)CARBONYL)PYRIDIN-2-YL)BENZAMIDE
Systematic Name English
COL-144
Code English
LASMIDITAN [INN]
Common Name English
LASMIDITAN [USAN]
Common Name English
Code System Code Type Description
INN
9176
Created by admin on Mon Oct 21 19:54:32 UTC 2019 , Edited by admin on Mon Oct 21 19:54:32 UTC 2019
PRIMARY
WIKIPEDIA
LASMIDITAN
Created by admin on Mon Oct 21 19:54:32 UTC 2019 , Edited by admin on Mon Oct 21 19:54:32 UTC 2019
PRIMARY
PUBCHEM
11610526
Created by admin on Mon Oct 21 19:54:32 UTC 2019 , Edited by admin on Mon Oct 21 19:54:32 UTC 2019
PRIMARY
ChEMBL
CHEMBL3039520
Created by admin on Mon Oct 21 19:54:32 UTC 2019 , Edited by admin on Mon Oct 21 19:54:32 UTC 2019
PRIMARY
EPA CompTox
439239-90-4
Created by admin on Mon Oct 21 19:54:32 UTC 2019 , Edited by admin on Mon Oct 21 19:54:32 UTC 2019
PRIMARY
CAS
439239-90-4
Created by admin on Mon Oct 21 19:54:32 UTC 2019 , Edited by admin on Mon Oct 21 19:54:32 UTC 2019
PRIMARY