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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
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 3 / 3
E/Z Centers 0
Optical Activity UNSPECIFIED

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.

Approval Year

PubMed

PubMed

TitleDatePubMed
5HT2 and 5HT3 receptors' contribution to modeling of post-serotonin respiratory pattern in cats.
2004 Sep 24
GABA(A) receptors mediate the attenuating effects of a 5-HT(3) receptor antagonist on methamphetamine-induced behavioral sensitization in mice.
2010 Apr
5-HT3 receptor-dependent modulation of respiratory burst frequency, regularity, and episodicity in isolated adult turtle brainstems.
2010 Jun 30
Analgesia induced by 2- or 100-Hz electroacupuncture in the rat tail-flick test depends on the anterior pretectal nucleus.
2013 Nov 6
Patents

Patents

Sample Use Guides

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
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
Created
by admin
on Fri Dec 15 18:30:14 UTC 2023
Edited
by admin
on Fri Dec 15 18:30:14 UTC 2023
Record UNII
04B48I6VHR
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
TROPANSERIN
INN  
INN  
Official Name English
BENZOIC ACID, 3,5-DIMETHYL-, (3-ENDO)-8-METHYL-8-AZABICYCLO(3.2.1)OCT-3-YL ESTER
Common Name English
tropanserin [INN]
Common Name English
BENZOIC ACID, 3,5-DIMETHYL-, 8-METHYL-8-AZABICYCLO(3.2.1)OCT-3-YL ESTER, ENDO-
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C66885
Created by admin on Fri Dec 15 18:30:14 UTC 2023 , Edited by admin on Fri Dec 15 18:30:14 UTC 2023
Code System Code Type Description
EPA CompTox
DTXSID0042618
Created by admin on Fri Dec 15 18:30:14 UTC 2023 , Edited by admin on Fri Dec 15 18:30:14 UTC 2023
PRIMARY
CHEBI
64142
Created by admin on Fri Dec 15 18:30:14 UTC 2023 , Edited by admin on Fri Dec 15 18:30:14 UTC 2023
PRIMARY
CAS
85181-40-4
Created by admin on Fri Dec 15 18:30:14 UTC 2023 , Edited by admin on Fri Dec 15 18:30:14 UTC 2023
PRIMARY
ChEMBL
CHEMBL1742402
Created by admin on Fri Dec 15 18:30:14 UTC 2023 , Edited by admin on Fri Dec 15 18:30:14 UTC 2023
PRIMARY
EVMPD
SUB11338MIG
Created by admin on Fri Dec 15 18:30:14 UTC 2023 , Edited by admin on Fri Dec 15 18:30:14 UTC 2023
PRIMARY
SMS_ID
100000076958
Created by admin on Fri Dec 15 18:30:14 UTC 2023 , Edited by admin on Fri Dec 15 18:30:14 UTC 2023
PRIMARY
NCI_THESAURUS
C95218
Created by admin on Fri Dec 15 18:30:14 UTC 2023 , Edited by admin on Fri Dec 15 18:30:14 UTC 2023
PRIMARY
INN
5882
Created by admin on Fri Dec 15 18:30:14 UTC 2023 , Edited by admin on Fri Dec 15 18:30:14 UTC 2023
PRIMARY
FDA UNII
04B48I6VHR
Created by admin on Fri Dec 15 18:30:14 UTC 2023 , Edited by admin on Fri Dec 15 18:30:14 UTC 2023
PRIMARY
Related Record Type Details
ACTIVE MOIETY