Details
| Stereochemistry | RACEMIC |
| Molecular Formula | C16H12Cl2N2O2 |
| Molecular Weight | 335.185 |
| Optical Activity | ( + / - ) |
| Defined Stereocenters | 0 / 1 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
CN1C2=C(C=C(Cl)C=C2)C(=NC(O)C1=O)C3=C(Cl)C=CC=C3
InChI
InChIKey=FJIKWRGCXUCUIG-UHFFFAOYSA-N
InChI=1S/C16H12Cl2N2O2/c1-20-13-7-6-9(17)8-11(13)14(19-15(21)16(20)22)10-4-2-3-5-12(10)18/h2-8,15,21H,1H3
DescriptionCurator's Comment: description was created based on several sources, including
https://www.ncbi.nlm.nih.gov/pubmed/1687574
https://www.ncbi.nlm.nih.gov/pubmed/6124982
Curator's Comment: description was created based on several sources, including
https://www.ncbi.nlm.nih.gov/pubmed/1687574
https://www.ncbi.nlm.nih.gov/pubmed/6124982
Lormetazepam (or methyl-lorazepam), possesses hypnotic, anxiolytic, sedative and skeletal muscle relaxant properties. Lormetazepam is not approved for sale in the United States or Canada, though it is licensed in the Netherlands as 1 and 2 mg tablets, under the brand names Loramet and Noctamid and as generic, available from several different manufacturers. Lormetazepam is a short-acting benzodiazepine and is sometimes used in patients who have difficulty in maintaining sleep or falling asleep. Lormetazepam binds to the benzodiazepine receptor which in turn enhances the effect of the GABAA receptor producing its therapeutic effects as well as adverse effects. Lormetazepam appears to be more selective in the type of benzodiazepine receptor it binds to showing a higher affinity for the omega 1 receptor which is responsible for sedation. Changes in electroencephalography can therefore be used to measure the sedative sleep promoting properties of lormetazepam.
CNS Activity
Sources: https://web.archive.org/web/20131021001657/http://www.cinfainternational.com/producto/lormetazepam/
Curator's Comment: Lormetazepam acts through the central nervous system
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| Simultaneous determination of fifteen low-dosed benzodiazepines in human urine by solid-phase extraction and gas chromatography-mass spectrometry. | 2001 Dec 25 |
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| [Instead of benzodiazepines. An antidepressant as sleep aid]. | 2001 Jan 18 |
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| Adsorption of xenobiotics to plastic tubing incorporated into dynamic in vitro systems used in pharmacological research--limits and progress. | 2001 Jul |
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| Fast withdrawal from benzodiazepines in geriatric inpatients: a randomised double-blind, placebo-controlled trial. | 2002 Jan |
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| Immobilized halogenophenylcarbamate derivatives of cellulose as novel stationary phases for enantioselective drug analysis. | 2002 Jan 15 |
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| Lormetazepam effects on daytime vigilance, psychomotor performance and simulated driving in young adult healthy volunteers. | 2002 Jul |
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| Determination of lormetazepam and its main metabolite in serum using micellar electrokinetic capillary chromatography with direct injection and ultraviolet absorbance detection. | 2002 Jun 25 |
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| Musical hallucinations during a treatment with benzodiazepine. | 2002 Oct |
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| Trimipramine in primary insomnia: results of a polysomnographic double-blind controlled study. | 2002 Sep |
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| Effects of short-acting hypnotics on sleep latency in rats placed on grid suspended over water. | 2003 Jan 24 |
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| Effects on postural oscillation and memory functions of a single dose of zolpidem 5 mg, zopiclone 3.75 mg and lormetazepam 1 mg in elderly healthy subjects. A randomized, cross-over, double-blind study versus placebo. | 2003 Jul |
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| The use of hypnosedative drugs in a university hospital setting. | 2003 Jul-Aug |
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| Residual effects of hypnotics: epidemiology and clinical implications. | 2004 |
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| Screening, library-assisted identification and validated quantification of 23 benzodiazepines, flumazenil, zaleplone, zolpidem and zopiclone in plasma by liquid chromatography/mass spectrometry with atmospheric pressure chemical ionization. | 2004 Aug |
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| Comparative efficacy of newer hypnotic drugs for the short-term management of insomnia: a systematic review and meta-analysis. | 2004 Jul |
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| A randomized clinical trial comparing doses and efficacy of lormetazepam tablets or oral solution for insomnia in a general practice setting. | 2004 Mar |
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| [The use of anxiolytic and hypnotic drugs in Spain (1995-2002)]. | 2004 May-Jun |
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| Lormetazepam in depressive insomnia: new evidence of phase-response effects of benzodiazepines. | 2004 Sep |
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| Psychomotor performance in healthy young adult volunteers receiving lormetazepam and placebo: a single-dose, randomized, double-blind, crossover trial. | 2005 Jan |
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| [Benzodiazepine and hiccup: three case reports]. | 2005 Jan-Feb |
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| Screening and confirmatory method for benzodiazepines and hypnotics in oral fluid by LC-MS/MS. | 2005 Jun 10 |
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| Next-day residual effects of hypnotics in DSM-IV primary insomnia: a driving simulator study with simultaneous electroencephalogram monitoring. | 2005 Oct |
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| Screening method for benzodiazepines and hypnotics in hair at pg/mg level by liquid chromatography-mass spectrometry/mass spectrometry. | 2005 Oct 15 |
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| Abusive prescription of psychostimulants: a study of two cases. | 2006 Mar |
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| A comparison of theoretical methods of calculation of partition coefficients for selected drugs. | 2006 May-Jun |
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| Quantification of benzodiazepines in whole blood and serum. | 2006 Nov |
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| Role of lormetazepam in the treatment of insomnia in the elderly. | 2007 |
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| Eszopiclone: its use in the treatment of insomnia. | 2007 Aug |
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| How useful are prescribing indicators based on the DU90% method to distinguish the quality of prescribing between pharmacotherapy audit meetings with different levels of functioning? | 2007 Dec |
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| Quantification of lorazepam and lormetazepam in human breast milk using GC-MS in the negative chemical ionization mode. | 2007 May |
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| Sleep disturbances and depression: risk relationships for subsequent depression and therapeutic implications. | 2008 |
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| Evaluation of anxiolytic-like effects of some short-acting benzodiazepine hypnotics in mice. | 2008 Jul |
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| Use of computerized dynamic posturography to assess balance in older adults after nighttime awakenings using zolpidem as a reference. | 2008 Jul 15 |
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| Decrease in tobacco consumption after treatment with topiramate and aripiprazole: a case report. | 2008 Jun 11 |
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| GABA(A) receptors in normal development and seizures: friends or foes? | 2008 Mar |
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| [Paroxetine-induced severe hyponatremic rhabdomyolisis]. | 2008 Oct |
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| Psychoactive medication and traffic safety. | 2009 Mar |
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| Conversion visual loss: a differential diagnosis in infant amblyopia. | 2009 Nov-Dec |
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| Benzodiazepine prescription and length of hospital stay at a Japanese university hospital. | 2009 Oct 9 |
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| Development and validation of an EI-GC-MS method for the determination of benzodiazepine drugs and their metabolites in blood: applications in clinical and forensic toxicology. | 2010 Aug 1 |
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| The impact of perfectionism and anxiety traits on action monitoring in major depressive disorder. | 2010 Jul |
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| A validated method for simultaneous screening and quantification of twenty-three benzodiazepines and metabolites plus zopiclone and zaleplone in whole blood by liquid-liquid extraction and ultra-performance liquid chromatography- tandem mass spectrometry. | 2010 Jul-Aug |
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| Experimental design for optimization of microwave-assisted extraction of benzodiazepines in human plasma. | 2010 May |
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| Analysis of six benzodiazepines in vitreous humor by high-performance liquid chromatography-photodiode-array detection. | 2010 Nov |
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NCI_THESAURUS |
C1012
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WHO-ATC |
N05CD06
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DEA NO. |
2774
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WHO-VATC |
QN05CD06
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CHEMBL22097
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C023842
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m6909
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DTXSID40862442
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212-700-5
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848-75-9
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52993
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LORMETAZEPAM
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13314
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GU56C842ZA
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4339
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SUB08588MIG
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DB13872
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Lormetazepam
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28894
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100000091985
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C87673
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1608
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ACTIVE MOIETY
PARENT (METABOLITE)
