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Details

Stereochemistry ACHIRAL
Molecular Formula C17H23NO2
Molecular Weight 273.37
Optical Activity UNSPECIFIED
Defined Stereocenters 3 / 3
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of TROPANSERIN

SMILES

CN1[C@H]2CC[C@@H]1C[C@@H](C2)OC(=O)C3=CC(C)=CC(C)=C3

InChI

InChIKey=HDDNYFLPWFSBLN-ZSHCYNCHSA-N
InChI=1S/C17H23NO2/c1-11-6-12(2)8-13(7-11)17(19)20-16-9-14-4-5-15(10-16)18(14)3/h6-8,14-16H,4-5,9-10H2,1-3H3/t14-,15+,16+

HIDE SMILES / InChI

Molecular Formula C17H23NO2
Molecular Weight 273.37
Charge 0
Count
MOL RATIO 1 MOL RATIO (average)
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 3 / 3
E/Z Centers 0
Optical Activity UNSPECIFIED

Description

Tropanserin (MDL 72422) is a potent and selective 5-HT3 receptor antagonist. It was investigated as a drug for the treatment of migraine. MDL 72222 was shown to be an effective antimigraine agent in a double-blind placebo-controlled study.

CNS Activity

Originator

Approval Year

Targets

Primary TargetPharmacologyConditionPotency

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown

PubMed

Patents

Sample Use Guides

In Vivo Use Guide
Forty-seven patients with common (n = 29) or classical (n = 8) migraine or mixed type with or without a psychogenic component (n = 10) received 20-40 mg Tropanserin (MDL-72,422) (n = 24) or placebo (n = 23) intravenously during the headache phase of a migraine attack.
Route of Administration: Intravenous
In Vitro Use Guide
Treatment of rat ganglia with the 5-HT(3) receptor antagonist Tropanserin (MDL 72222) (0.5 uM) during the maintenance phase of established gLTD (1 h after LFS) antagonized the LFS-induced depression.
Substance Class Chemical
Record UNII
04B48I6VHR
Record Status Validated (UNII)
Record Version