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Menitrazepam: Difference between revisions

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Script assisted update of identifiers from ChemSpider, CommonChemistry and FDA for the Chem/Drugbox validation project - Updated: InChI1->InChI StdInChI StdInChIKey.
Importing Wikidata short description: "Chemical compound"
 
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{{Short description|Chemical compound}}
{{Drugbox|
{{Drugbox
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|IUPAC_name = 5-cyclohex-1-en-1-yl-1-methyl-7-nitro-1,3-dihydro-2''H''-1,4-benzodiazepin-2-one
| Watchedfields = changed
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| image=Menitrazepam.png
| verifiedrevid = 447996301
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| width=180
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| IUPAC_name = 5-(cyclohexen-1-yl)-1-methyl-7-nitro-3''H''-1,4-benzodiazepin-2-one
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| image = Menitrazepam.svg
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| width = 222

<!--Clinical data-->
| tradename =
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| legal_status =

<!--Pharmacokinetic data-->
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| bioavailability =
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| metabolism =
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| elimination_half-life =
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| excretion =

<!--Identifiers-->
| CAS_number_Ref = {{cascite|correct|??}}
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| CAS_number = 28781-64-8
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| ATC_prefix =
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| PubChem = 189875
| DrugBank_Ref = {{drugbankcite|correct|drugbank}}
| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
| ChemSpiderID = 164902
| ChemSpiderID = 164902
| UNII_Ref = {{fdacite|correct|FDA}}
| InChI = 1/C16H17N3O3/c1-18-14-8-7-12(19(21)22)9-13(14)16(17-10-15(18)20)11-5-3-2-4-6-11/h5,7-9H,2-4,6,10H2,1H3
| UNII = 1243654WZK
| InChIKey = CMFUDRPCXZQTOM-UHFFFAOYAY

| smiles = [O-][N+](=O)c3cc\1c(N(C(=O)C/N=C/1/C2=C/CCCC2)C)cc3
<!--Chemical data-->
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| C=16 | H=17 | N=3 | O=3
| smiles = O=N(C1=CC=C2C(C(C3=CCCCC3)=NCC(N2C)=O)=C1)=O
| StdInChI_Ref = {{stdinchicite|correct|chemspider}}
| StdInChI = 1S/C16H17N3O3/c1-18-14-8-7-12(19(21)22)9-13(14)16(17-10-15(18)20)11-5-3-2-4-6-11/h5,7-9H,2-4,6,10H2,1H3
| StdInChI = 1S/C16H17N3O3/c1-18-14-8-7-12(19(21)22)9-13(14)16(17-10-15(18)20)11-5-3-2-4-6-11/h5,7-9H,2-4,6,10H2,1H3
| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}
| StdInChIKey = CMFUDRPCXZQTOM-UHFFFAOYSA-N
| StdInChIKey = CMFUDRPCXZQTOM-UHFFFAOYSA-N
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| CAS_number=28781-64-8
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| ATC_prefix=none
| ATC_suffix=
| ATC_supplemental=
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| PubChem=189875
| DrugBank=
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| C=16 | H=17 | N=3 | O=3
| molecular_weight = 299.32
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| bioavailability=
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| metabolism =
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| elimination_half-life=
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| excretion =
| pregnancy_category =
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| legal_status =
| routes_of_administration=
}}
}}


'''Menitrazepam''' is a drug which is a [[benzodiazepine]] derivative.<ref>[http://www.psychotropics.dk/moleculeView/default.aspx?ID=1440&Catalogtype=A&ChapterID=1&Thissortorder=37 Lundbeck Institute: Psychotropics]</ref><ref>{{cite journal |pmid=18962241 |year=1978 |month=Apr |last1=Volke |first1=J |last2=Ellaithy |last3=Manousek |title=A spectrophotometric and polarographic investigation of three new cyclohexene-substituted benzodiazepines |volume=25 |issue=4 |pages=209–13 |issn=0039-9140 |journal=Talanta |doi=10.1016/0039-9140(78)80006-X |first2=MM |first3=O }}</ref> It is similar in structure to [[tetrazepam]] and [[nimetazepam]], with the 7-chloro group of tetrazepam replaced by nitro. It is a hypnotic agent used in the treatment of [[insomnia]], and therefore has strong [[sedative]], [[anticonvulsant]], [[muscle relaxant]], and [[anxiolytic]] actions like those of other hypnotic benzodiazepines. Menitrazepam is a good oral hypnotic agent, however, delay in the time for peak plasma levels to reach their maximum brings into question the benefit of menitrazepam for the treatment of insomnia when compared to other hypnotics. Typically, the sleep inducing properties of hypnotics occur within 0.5 hours. In some cases, as with temazepam and nitrazepam, strong hypnotic effects can be felt 15 to 20 minutes after oral ingestion.
'''Menitrazepam'''<ref>{{cite patent | country = DE | number = 2017060}}</ref> is a drug which is a [[benzodiazepine]] derivative.<ref>[http://www.psychotropics.dk/moleculeView/default.aspx?ID=1440&Catalogtype=A&ChapterID=1&Thissortorder=37 Lundbeck Institute: Psychotropics]</ref><ref>{{cite journal | vauthors = Volke J, Ellaithy MM, Manousek O | title = A spectrophotometric and polarographic investigation of three new cyclohexene-substituted benzodiazepines | journal = Talanta | volume = 25 | issue = 4 | pages = 209–13 | date = April 1978 | pmid = 18962241 | doi = 10.1016/0039-9140(78)80006-X }}</ref> It is similar in structure to [[tetrazepam]] and [[nimetazepam]], with the 7-chloro group of tetrazepam replaced by nitro. It is a hypnotic agent used in the treatment of [[insomnia]], and therefore has strong [[sedative]], [[anticonvulsant]], [[muscle relaxant]], and [[anxiolytic]] actions like those of other hypnotic benzodiazepines. Menitrazepam is a good oral hypnotic agent, however, delay in the time for peak plasma levels to reach their maximum brings into question the benefit of menitrazepam for the treatment of insomnia when compared to other hypnotics. Typically, the [[Sleep induction|sleep inducing]] properties of hypnotics occur within 0.5 hours. In some cases, as with temazepam and nitrazepam, strong hypnotic effects can be felt 15 to 20 minutes after oral ingestion.


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== See also ==
*[[Tetrazepam]]


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== References ==
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{{pharma-stub}}
{{reflist}}

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==See also==
*[[Benzodiazepine]]

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==References==
<references/>


{{Benzodiazepines}}
{{Benzodiazepines}}
{{GABAAR PAMs}}


[[Category:Nitrobenzodiazepines]]
[[Category:GABAA receptor positive allosteric modulators]]
[[Category:Lactams]]
[[Category:Lactams]]
[[Category:Nitrobenzodiazepines]]
[[Category:Cyclohexenes]]

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{{sedative-stub}}
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