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Details

Stereochemistry ACHIRAL
Molecular Formula C19H18F3N3O2
Molecular Weight 377.3603
Optical Activity NONE
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

Originator

Approval Year

Targets

Primary TargetPharmacologyConditionPotency
2.1 nM [Ki]

Cmax

ValueDoseCo-administeredAnalytePopulation
526.15 ng/mL
400 mg single, oral
LASMIDITAN plasma
Homo sapiens
322.8 ng/mL
200 mg single, oral
LASMIDITAN serum
Homo sapiens
394.7 ng/mL
200 mg single, oral
LASMIDITAN serum
Homo sapiens

AUC

ValueDoseCo-administeredAnalytePopulation
3189.08 ng*h/mL
400 mg single, oral
LASMIDITAN plasma
Homo sapiens
1892 ng × h/mL
200 mg single, oral
LASMIDITAN serum
Homo sapiens
2244 ng × h/mL
200 mg single, oral
LASMIDITAN serum
Homo sapiens

Drug as perpetrator​

Drug as victim

Tox targets

PubMed

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.