Details
Stereochemistry | ABSOLUTE |
Molecular Formula | C19H23NO3.C4H6O4 |
Molecular Weight | 431.4789 |
Optical Activity | UNSPECIFIED |
Defined Stereocenters | 2 / 2 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
OC(=O)CCC(O)=O.[H][C@]1(CNCCO1)[C@@H](OC2=C(OCC)C=CC=C2)C3=CC=CC=C3
InChI
InChIKey=YXZTUOWIYOESGT-HLRBRJAUSA-N
InChI=1S/C19H23NO3.C4H6O4/c1-2-21-16-10-6-7-11-17(16)23-19(15-8-4-3-5-9-15)18-14-20-12-13-22-18;5-3(6)1-2-4(7)8/h3-11,18-20H,2,12-14H2,1H3;1-2H2,(H,5,6)(H,7,8)/t18-,19-;/m0./s1
Molecular Formula | C19H23NO3 |
Molecular Weight | 313.3908 |
Charge | 0 |
Count |
|
Stereochemistry | ABSOLUTE |
Additional Stereochemistry | No |
Defined Stereocenters | 2 / 2 |
E/Z Centers | 0 |
Optical Activity | UNSPECIFIED |
Molecular Formula | C4H6O4 |
Molecular Weight | 118.088 |
Charge | 0 |
Count |
|
Stereochemistry | ACHIRAL |
Additional Stereochemistry | No |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 0 |
Optical Activity | NONE |
Esreboxetine (PNU-165442G) is the (S,S)-(+)-enantiomer of antidepressant reboxetine, a selective norepinephrine reuptake inhibitor. The (S,S)-enantiomer is a more potent inhibitor of norepinephrine transporter than (R,R)-enantiomer. Esreboxetine was being developed by Pfizer, primarily for the treatment of fibromyalgia.
CNS Activity
Originator
Approval Year
PubMed
Title | Date | PubMed |
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Pharmacokinetics of reboxetine in healthy volunteers. Single oral doses, linearity and plasma protein binding. | 1995 Aug |
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Efficacy and tolerability of reboxetine compared with imipramine in a double-blind study in patients suffering from major depressive offsodes. | 1997 Apr |
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Cytochrome P-450-mediated metabolism of the individual enantiomers of the antidepressant agent reboxetine in human liver microsomes. | 1999 Nov |
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Reboxetine versus imipramine in the treatment of elderly patients with depressive disorders: a double-blind randomised trial. | 1999 Oct |
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Reversal of tetrabenazine induced depression by selective noradrenaline (norepinephrine) reuptake inhibition. | 1999 Oct |
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Clinical pharmacokinetics of reboxetine, a selective norepinephrine reuptake inhibitor for the treatment of patients with depression. | 2000 Dec |
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Urinary retention with reboxetine-fluoxetine combination in a young man. | 2000 Dec |
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Reboxetine: the first selective noradrenaline re-uptake inhibitor. | 2000 May |
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Reboxetine: a pharmacologically potent, selective, and specific norepinephrine reuptake inhibitor. | 2000 May 1 |
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Antifungal properties of selective serotonin reuptake inhibitors against Aspergillus species in vitro. | 2001 Dec |
|
Cocaine and amphetamine increase extracellular dopamine in the nucleus accumbens of mice lacking the dopamine transporter gene. | 2001 May 1 |
|
Acute dystonic reaction in an elderly patient with mood disorder after titration of paroxetine: possible mechanisms and implications for clinical care. | 2002 Dec |
|
Effect of repeated treatment with reboxetine on the central alpha 1-adrenergic and dopaminergic receptors. | 2002 Nov-Dec |
|
Acute akinetic crisis with marked cognitive impairment due to Valproate treatment. | 2003 Apr |
|
The promises and pitfalls of reboxetine. | 2003 Winter |
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Reboxetine may be helpful in the treatment of amphetamine withdrawal. | 2004 Jul |
|
Norepinephrine-deficient mice lack responses to antidepressant drugs, including selective serotonin reuptake inhibitors. | 2004 May 25 |
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Reboxetine for the treatment of patients with Cocaine Dependence Disorder. | 2005 Apr |
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Contrasting Fos expression induced by acute reboxetine and fluoxetine in the rat forebrain: neuroanatomical substrates for the antidepressant effect. | 2005 Jan |
|
Nitrile glove permeation of benomyl. | 2006 Apr |
|
[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 Jun |
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Monotherapy with reboxetine in amphetamine withdrawal syndrome. | 2006 Sep 30 |
|
[Advanced mesh implants for vaginal pelvic floor reconstruction: report of 100 prolift operations]. | 2007 Dec |
|
[Prolift system in the correction of female genital prolapse]. | 2007 Sep |
|
Laparoscopic sacral colpopexy with Gynemesh as graft material--experience and results. | 2007 Sep-Oct |
|
Hormonal influences on cardiovascular norepinephrine transporter responses in healthy women. | 2008 Apr |
|
Total Prolift System surgery for treatment posthysterectomy vaginal vault prolapse--do we treat both anatomy and function? | 2008 Dec |
|
Short-term outcome after transvaginal mesh repair of pelvic organ prolapse. | 2008 Jun |
|
What is the mechanism of microalbuminuria in diabetes: a role for the glomerular endothelium? | 2008 May |
|
[Choice of a surgical treatment of genital prolapse in women]. | 2008 Nov-Dec |
|
Implants in operative therapy in women with pelvic organ prolapse--two years of experience. | 2009 |
|
Vaginal repair of cystocele with anterior wall mesh via transobturator route: efficacy and complications with up to 3-year followup. | 2009 |
|
Psychopharmacology of ADHD in pediatrics: current advances and issues. | 2009 |
|
De novo stress incontinence and pelvic muscle symptoms after transvaginal mesh repair. | 2009 Jul |
|
Changes in levator ani muscle after vaginal hysterectomy and prolapse repair using the Total Prolift procedure. | 2009 Jul |
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A serious complication following placement of posterior Prolift. | 2009 Nov |
|
Short term impact on female sexual function of pelvic floor reconstruction with the Prolift procedure. | 2009 Nov |
|
[Changes in the length of implanted mesh after reconstructive surgery of the anterior vaginal wall]. | 2010 Apr |
|
[Prolene mesh comparing with sacrospinal fixation in the treatment of genital prolapse in women. Prospective multicentre randomized study]. | 2010 Apr |
|
Successful management of depression with reboxetine in a patient who developed Parkinsonism related to paroxetine use. | 2010 Apr |
|
Permeation of herbicidal dichlobenil from a Casoron formulation through nitrile gloves. | 2010 Feb |
|
Permeation of chlorothalonil through nitrile gloves: collection solvent effects in the closed-loop permeation method. | 2010 Jul 15 |
|
One-year outcome of concurrent anterior and posterior transvaginal mesh surgery for treatment of advanced urogenital prolapse: case series. | 2010 Jul-Aug |
|
Anatomical and functional outcomes of posterior intravaginal slingplasty for the treatment of vaginal vault or uterine prolapse: a prospective, multicenter study. | 2010 Mar |
|
Reboxetine for acute treatment of major depression: systematic review and meta-analysis of published and unpublished placebo and selective serotonin reuptake inhibitor controlled trials. | 2010 Oct 12 |
|
Now or later...Does timing of a midurethral sling in relation to transvaginal prolapse repair affect continence outcomes at 1 year? | 2010 Sep |
Patents
Substance Class |
Chemical
Created
by
admin
on
Edited
Wed Jul 05 23:58:31 UTC 2023
by
admin
on
Wed Jul 05 23:58:31 UTC 2023
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Record UNII |
XQO13W6OCH
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Record Status |
Validated (UNII)
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Record Version |
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-
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NCI_THESAURUS |
C265
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100000127897
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SUB34044
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DTXSID10979793
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TT-90
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CHEMBL180101
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24754241
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635724-55-9
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XQO13W6OCH
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C87613
Created by
admin on Wed Jul 05 23:58:31 UTC 2023 , Edited by admin on Wed Jul 05 23:58:31 UTC 2023
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ACTIVE MOIETY |
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