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Details

Stereochemistry ACHIRAL
Molecular Formula C19H19N.C4H4O4
Molecular Weight 377.433
Optical Activity UNSPECIFIED
Defined Stereocenters 0 / 0
E/Z Centers 1
Charge 0

SHOW SMILES / InChI
Structure of SETIPTILINE MALEATE

SMILES

OC(=O)\C=C/C(O)=O.CN1CCC2=C(C1)C3=C(CC4=CC=CC=C24)C=CC=C3

InChI

InChIKey=AVPIBVPBCWBXIU-BTJKTKAUSA-N
InChI=1S/C19H19N.C4H4O4/c1-20-11-10-18-16-8-4-2-6-14(16)12-15-7-3-5-9-17(15)19(18)13-20;5-3(6)1-2-4(7)8/h2-9H,10-13H2,1H3;1-2H,(H,5,6)(H,7,8)/b;2-1-

HIDE SMILES / InChI

Molecular Formula C4H4O4
Molecular Weight 116.0722
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry
Defined Stereocenters 0 / 0
E/Z Centers 1
Optical Activity NONE

Molecular Formula C19H19N
Molecular Weight 261.3609
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Description

Setiptiline Maleate is a tetracyclic antidepressant that has been used in the treatment of depression. It has antihistamine and hypnotic–sedative effects, but almost no anticholinergic effects. It is a weak inhibitor of norepinephrine reuptake in vitro and strongly stimulates the release of central norepinephrine by blocking presynaptic α2-adrenoceptors similar to mianserin. It also acts as a 5-HT2A, 5-HT2C, and 5-HT3 receptor antagonist. Unlike most conventional antidepressants, it has no efficacy as a serotonin reuptake inhibitor. It can induce drowsiness and thirst, but it displays low toxicity. Setiptiline Maleate was launched in 1989 for the treatment of depression in Japan.

CNS Activity

Originator

Approval Year

PubMed

PubMed

TitleDatePubMed
The lack of antidepressant properties and a potent central antiserotonin activity of Org 8282.
1986 Jul-Aug
[Pharmacological properties of MO-8282, a novel antidepressant].
1986 Oct
[Behavioral effects of a new antidepressant, setiptiline].
1991 Jan
Effectiveness of concomitant setiptiline maleate (Tecipul) on negative symptoms of schizophrenia.
1994 Mar
The effect of age on plasma level of setiptiline maleate in depressed patients.
1994 Oct
Carbamazepine treatment of corticosteroid-induced mood disorder.
2001 Aug
[Practical analysis of toxic substances useful of clinical toxicology -2- tricyclic and tetracyclic antidepressants].
2002 Apr
Enhancing central noradrenergic function in depression: is there still a place for a new antidepressant?
2005 Mar
Solid-phase extraction and analysis of 20 antidepressant drugs in human plasma by LC/MS with SSI method.
2006 Oct 16
Patents

Sample Use Guides

In Vivo Use Guide
3-8 mg/day oral
Route of Administration: Oral
In Vitro Use Guide
100uM setiptiline inhibited about 60% of NMDA current in Xenopus oocytes injected with rat brain mRNA.
Substance Class Chemical
Created
by admin
on Tue Oct 22 00:16:35 UTC 2019
Edited
by admin
on Tue Oct 22 00:16:35 UTC 2019
Record UNII
9VOZ30EO2Y
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
SETIPTILINE MALEATE
JAN   WHO-DD  
Common Name English
SETIPTILINE MALEATE [WHO-DD]
Common Name English
BISOPOOL
Brand Name English
SETIPTILINE MALEATE [MI]
Common Name English
TECIPUL
Brand Name English
MO-8282
Code English
2,3,4,9-TETRAHYDRO-2-METHYL-1H-DIBENZO(3,4:6,7)CYCLOHEPTA(1,2-C)PYRIDYL MALEATE
Systematic Name English
SETIPTILINE MALEATE [JAN]
Common Name English
Code System Code Type Description
EVMPD
SUB21582
Created by admin on Tue Oct 22 00:16:35 UTC 2019 , Edited by admin on Tue Oct 22 00:16:35 UTC 2019
PRIMARY
ChEMBL
CHEMBL2104895
Created by admin on Tue Oct 22 00:16:35 UTC 2019 , Edited by admin on Tue Oct 22 00:16:35 UTC 2019
PRIMARY
PUBCHEM
5282470
Created by admin on Tue Oct 22 00:16:35 UTC 2019 , Edited by admin on Tue Oct 22 00:16:35 UTC 2019
PRIMARY
MERCK INDEX
M11743
Created by admin on Tue Oct 22 00:16:35 UTC 2019 , Edited by admin on Tue Oct 22 00:16:35 UTC 2019
PRIMARY
CAS
85650-57-3
Created by admin on Tue Oct 22 00:16:35 UTC 2019 , Edited by admin on Tue Oct 22 00:16:35 UTC 2019
PRIMARY
Related Record Type Details
PARENT -> SALT/SOLVATE
PARENT -> SALT/SOLVATE