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Details

Stereochemistry ABSOLUTE
Molecular Formula C17H19N3.ClH
Molecular Weight 301.814
Optical Activity UNSPECIFIED
Defined Stereocenters 1 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of ESMIRTAZAPINE HYDROCHLORIDE

SMILES

Cl.[H][C@]12CN(C)CCN1C3=C(CC4=C2C=CC=C4)C=CC=N3

InChI

InChIKey=SISMRXGXKXMBKT-PKLMIRHRSA-N
InChI=1S/C17H19N3.ClH/c1-19-9-10-20-16(12-19)15-7-3-2-5-13(15)11-14-6-4-8-18-17(14)20;/h2-8,16H,9-12H2,1H3;1H/t16-;/m1./s1

HIDE SMILES / InChI
Esmirtazapine (S-(+)mirtazapine or ORG-50081) is an enantiomer of mirtazapine (REMERON®), a high-affinity antagonist at 5-HT2/5-HT3 and H1 receptors, used in the treatment of depression. Esmirtazapine has a shorter plasma half-life than the R(−) enantiomer. Esmirtazapine is preferentially metabolized into an 8-hydroxy glucuronide. Organon was developing esmirtazapine for the treatment of hot flushes (vasomotor symptoms) associated with the menopause and insomnia.

Approval Year

PubMed

PubMed

TitleDatePubMed
Mirtazepine overdose and miosis.
2003
Acute zonisamide overdose: a death revisited.
2003 Jun
Behavioral disturbances in dementia.
2003 Mar
Compliance: the impact of adverse events and tolerability on the physician's treatment decisions.
2003 Sep
Hypertensive urgency with clonidine and mirtazepine.
2004 Sep-Oct
Repeated treatment with mirtazepine induces brain-derived neurotrophic factor gene expression in rats.
2005 Dec
Antidepressants and seizures: emphasis on newer agents and clinical implications.
2005 Dec
Evidence of cost-effective treatments for depression: a systematic review.
2005 Jan
Onset of improvement and response to mirtazapine in depression: a multicenter naturalistic study of 4771 patients.
2005 Mar
Mirtazepine for MDMA-induced depression.
2005 May-Jun
Chiral resolution and binding study of 1,3,4,14b-tetrahydro-2,10-dimethyl-2H,10H-pyrazino[2,1-d]pyrrolo[1,2-b] [1,2,5]benzotriazepine (10-methyl-10-azaaptazepine) and 2-methyl-1,3,4,14b-tetrahydro-2H-pyrazino[2,1-d]pyrrolo[1,2-b] [1,2,5]benzothiadiazepine 10,10-dioxide (tiaaptazepine).
2005 Nov-Dec
Improvement in cognitive and psychosocial functioning and self image among adolescent inpatient suicide attempters.
2006 Dec 29
Post-traumatic stress disorder.
2007 Aug 1
In silico prediction of pregnane X receptor activators by machine learning approaches.
2007 Jan
Essential tremor.
2007 May 1
Pharmacological management of panic disorder.
2008 Feb
Neuropharmacology.
2008 Oct
A new paradigm for the prediction of antidepressant treatment response.
2009
Incidence of major malformations in infants following antidepressant exposure in pregnancy: results of a large prospective cohort study.
2009 Apr
Brain potentials of conflict and error-likelihood following errorful and errorless learning in obsessive-compulsive disorder.
2009 Aug 12
Early presentation following overdose of modified-release paracetamol (Panadol Osteo) with biphasic and prolonged paracetamol absorption.
2009 Aug 7
Management of difficult urticaria.
2009 Jul
Extreme thermal sensitivity and pain-induced sensitization in a fibromyalgia patient.
2010
3D-QSAR design of new escitalopram derivatives for the treatment of major depressive disorders.
2010 Apr-Jun
Behavioral and developmental changes in rats with prenatal exposure of mirtazapine.
2010 Jul-Sep
Patents

Sample Use Guides

Phase III trials: 0.5-18 mg once daily for 1-52 weeks
Route of Administration: Oral
Name Type Language
ESMIRTAZAPINE HYDROCHLORIDE
Common Name English
MIRTAZAPINE HYDROCHLORIDE, (S)-
Common Name English
PYRAZINO(2,1-A)PYRIDO(2,3-C)(2)BENZAZEPINE, 1,2,3,4,10,14B-HEXAHYDRO-2-METHYL-, HYDROCHLORIDE (1:1), (14BS)-
Systematic Name English
(S)-(+)-MIRTAZAPINE MONOHYDROCHLORIDE
Common Name English
Code System Code Type Description
PUBCHEM
71576069
Created by admin on Sat Dec 16 08:36:35 GMT 2023 , Edited by admin on Sat Dec 16 08:36:35 GMT 2023
PRIMARY
CAS
1448014-35-4
Created by admin on Sat Dec 16 08:36:35 GMT 2023 , Edited by admin on Sat Dec 16 08:36:35 GMT 2023
PRIMARY
FDA UNII
J12BQ47O1N
Created by admin on Sat Dec 16 08:36:35 GMT 2023 , Edited by admin on Sat Dec 16 08:36:35 GMT 2023
PRIMARY
DRUG BANK
DBSALT002352
Created by admin on Sat Dec 16 08:36:35 GMT 2023 , Edited by admin on Sat Dec 16 08:36:35 GMT 2023
PRIMARY