PRAZEPINE

Details

Stereochemistry	ACHIRAL
Molecular Formula	C19H24N2
Molecular Weight	280.4073
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CN(C)CCCN1CC2=CC=CC=C2CC3=CC=CC=C13

InChI

InChIKey=UKCVXGBHVGMFCN-UHFFFAOYSA-N

InChI=1S/C19H24N2/c1-20(2)12-7-13-21-15-18-10-4-3-8-16(18)14-17-9-5-6-11-19(17)21/h3-6,8-11H,7,12-15H2,1-2H3

HIDE SMILES / InChI

Molecular Formula	C19H24N2
Molecular Weight	280.4073
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Description
Sources: Elks, J. (2014) The Dictionary of Drugs: Chemical Data, page 1010, retrieved from: https://books.google.ru/books?id=0vXTBwAAQBAJ | https://howlingpixel.com/i-en/Tricyclic_antidepressant | Rocha e Silva, M. (2013) Histamine II and Anti-Histaminics, page 201, retrieved from: https://books.google.ru/books?id=aZXzCAAAQBAJ

Prazepine is a tricyclic antidepressant (TCA). Propazepine is sometimes confused with imipramine, which has the central ring nitrogen in a different location. Propazepine appears to never have actually been used as a tricyclic antidepressant outside of initial medical tests. Prazepine showed potent antihistaminic properties.

Approval Year

PubMed

Title	Date	PubMed
Manifestation of psychiatric behaviors in a mouse model of griseofulvin-induced hepatic porphyria.	2008-12	19043281
Temporal expression of brain-derived neurotrophic factor (BDNF) mRNA in the rat hippocampus after treatment with selective and mixed monoaminergic antidepressants.	2008-01-14	17950272
Hereditary diffuse gastric cancer: association with lobular breast cancer.	2008	18046629
In vitro detection of drug-induced phospholipidosis using gene expression and fluorescent phospholipid based methodologies.	2007-09	17567588
Recurrence of dilated cardiomyopathy after re-introduction of a tricyclic antidepressant.	2006-10	17100146
[Trazodone for the treatment of behavioral and psychological symptoms of dementia (BPSD) in Alzheimer's disease: a retrospective study focused on the aggression and negativism in caregiving situations].	2006-06	16856516
[Lack of antidepresant-like activity of some ligands of polyamine binding sites of NMDA receptors in models of depression].	2006-04-04	16579050
Roles for C16-ceramide and sphingosine 1-phosphate in regulating hepatocyte apoptosis in response to tumor necrosis factor-alpha.	2005-07-29	15946935
QTc prolongation associated with combination therapy of levofloxacin, imipramine, and fluoxetine.	2005-03	15687478
Serotonin (5HT), fluoxetine, imipramine and dopamine target distinct 5HT receptor signaling to modulate Caenorhabditis elegans egg-laying behavior.	2005-03	15654117
Evaluation of fresh and cryopreserved hepatocytes as in vitro drug metabolism tools for the prediction of metabolic clearance.	2004-11	15286053
Mechanism of block of hEag1 K+ channels by imipramine and astemizole.	2004-10	15365094
Long-term imipramine withdrawal induces a depressive-like behaviour in the forced swimming test.	2004-05-10	15145707
[Hypnotherapy in the treatment of refractory nocturnal enuresis].	2004-02-19	14983195
Prescription of QT-prolonging drugs in a cohort of about 5 million outpatients.	2003-02-01	12586234
Induction of cysteine string protein after chronic antidepressant treatment in rat frontal cortex.	2001-04-06	11257428
Block of rat brain recombinant SK channels by tricyclic antidepressants and related compounds.	2000-07-28	10915830
Antidepressant drugs appear to enhance cocaine-induced toxicity.	2000-02	10743914
Neutrophil beta(2)-adrenoceptor function in major depression: G(s) coupling, effects of imipramine and relationship to treatment outcome.	1999-12-15	10618463
Painful ejaculation associated with antidepressants in four patients.	1991-11	1744063
[Behavior pharmacology of maprotiline, a new antidepressant].	1975-11	1240830
The influence of propazepine on learning and memory in healthy volunteers and in patients with slight chronic brain syndrome.	1970	5457443
Serotonin level in human and animal thrombocytes after imipramine and propazepine administration.	1965-08	5882104
[EFFECT OF IPRONIAZID, PROPAZEPINE, RESERPINE AND THEIR COMBINATIONS ON THE ORIENTATION REACTION AND CONDITIONED DEFENSE REACTION IN RATS].	1964	14179381
Electrophysiological comparison of the action of imipramine and propazepine.	1962-12-12	13967414
[Blind comparison of clinical effects of Imipramine and Propazepine].	1962	13926058
[Comparative studies on the effect of Imipramine and Propazepine by a conditioned reflex method in rats].	1962	13915453
[Comparative studies on the effect of Imipramine and Propazepine by electrophysiological methods on animals with implanted electrodes].	1962	13867184
[Comparison of pharmacological properties of propazepine and imipramine].	1961-05	14473038

Patents

Substance Class	Chemical Created by `admin` on `Mon Mar 31 18:09:48 GMT 2025` Edited by `admin` on `Mon Mar 31 18:09:48 GMT 2025`
Record UNII	72O4809PU1
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

PRAZEPINE

Official Name

English

NSC-172129

Preferred Name

English

prazepine [INN]

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C265