Cinolazepam: Difference between revisions

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{{Short description|Chemical compound}}
{{distinguish|clonazepam|camazepam}}
{{distinguish|cinazepam|clonazepam|camazepam}}

{{Drugbox
{{Drugbox
| Verifiedfields = changed
| verifiedrevid = 443527018
| Watchedfields = changed
| IUPAC_name = (''RS'')-''3-[9-chloro- 6-(2-fluorophenyl)- 4-hydroxy- 3-oxo- 2,5-diazabicyclo [5.4.0]undeca- 5,8,10,12- tetraen- 2-yl] propanenitrile''
| verifiedrevid = 447551787
| IUPAC_name = (''RS'')-3-[9-Chloro-6-(2-fluorophenyl)-4-hydroxy-3-oxo-2,5-diazabicyclo[5.4.0]undeca-5,8,10,12-tetraen-2-yl]propanenitrile
| image = Cinolazepam.svg
| image = Cinolazepam.svg
| width = 250px
| width = 190
| image2 = Cinolazepam3d.png
| image2 = Cinolazepam3d.png
| width2 = 180
| imagename = 1 : 1 mixture (racemate)
| chirality = [[Racemic mixture]]
| drug_name = Cinolazepam

<!--Clinical data-->
<!--Clinical data-->
| tradename =
| tradename = Gerodorm
| Drugs.com = {{drugs.com|international|cinolazepam}}
| Drugs.com = {{drugs.com|parent|cinolazepam}}
| pregnancy_category = ?
| pregnancy_category =
| legal_US = Unscheduled
| legal_status = IV(US)
| routes_of_administration = Oral
| routes_of_administration = Oral


<!--Pharmacokinetic data-->
<!--Pharmacokinetic data-->
| bioavailability = 90-100%
| bioavailability = 90–100%
| metabolism = [[Liver|Hepatic]]
| metabolism = [[Liver|Hepatic]]
| elimination_half-life = 3.8 hours<ref name=half-life>{{cite press release |author=<!--Staff writer(s); no by-line.--> |date=October 2018 |title=ZUSAMMENFASSUNG DER MERKMALE DES ARZNEIMITTELS |url=https://aspregister.basg.gv.at/document/servlet?action=show&zulnr=1-19288&type=DOTC_FACH_INFO |location=Austria |publisher=G.L. Pharma GmbH |agency=Bundesamt für Sicherheit im Gesundheitswesen |archive-url=https://web.archive.org/web/20190102113955/https://aspregister.basg.gv.at/document/servlet?action=show&zulnr=1-19288&type=DOTC_FACH_INFO |archive-date=2019-01-02 |access-date=2019-01-02 |version=(in [[Austrian German]])}}</ref>
| elimination_half-life = 9 h<ref name=half-life>{{cite journal | first = B. | last = Saletu | coauthors = G. Kindshofer, P. Anderer, J. Grunberger | year = 1987 | title = Short-term sleep laboratory studies with cinolazepam in situational insomnia induced by traffic noise. | journal = International Journal of Clinical Pharmacology Research | volume = 7 | issue = 5 | pages = 407&ndash;18 | pmid = 2889679}}</ref>
| excretion = [[Kidney|Renal]]
| excretion = [[Kidney|Renal]]


<!--Identifiers-->
<!--Identifiers-->
| CASNo_Ref = {{cascite|correct|CAS}}
| CAS_number_Ref = {{cascite|correct|??}}
| CAS_number = 75696-02-5
| CAS_number = 75696-02-5
| ATC_prefix = N05
| ATC_prefix = N05
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| KEGG_Ref = {{keggcite|correct|kegg}}
| KEGG_Ref = {{keggcite|correct|kegg}}
| KEGG = D07328
| KEGG = D07328
| ChEMBL_Ref = {{ebicite|changed|EBI}}
| ChEMBL = 2104926
| ChEBI_Ref = {{ebicite|correct|EBI}}
| ChEBI_Ref = {{ebicite|correct|EBI}}
| ChEBI = 59514
| ChEBI = 59514


<!--Chemical data-->
<!--Chemical data-->
| C=18 | H=13 | Cl=1 | F=1 | N=3 | O=2
| C=18 | H=13 | Cl=1 | F=1 | N=3 | O=2
| smiles = FC1=CC=CC=C1C2=NC(C(N(CCC#N)C3=C2C=C(C=C3)Cl)=O)O
| molecular_weight = 357.8
| smiles = Fc3ccccc3C/2=N/C(O)C(=O)N(c1c\2cc(Cl)cc1)CCC#N
| InChI = 1/C18H13ClFN3O2/c19-11-6-7-15-13(10-11)16(12-4-1-2-5-14(12)20)22-17(24)18(25)23(15)9-3-8-21/h1-2,4-7,10,17,24H,3,9H2
| InChIKey = XAXMYHMKTCNRRZ-UHFFFAOYAT
| StdInChI_Ref = {{stdinchicite|correct|chemspider}}
| StdInChI_Ref = {{stdinchicite|correct|chemspider}}
| StdInChI = 1S/C18H13ClFN3O2/c19-11-6-7-15-13(10-11)16(12-4-1-2-5-14(12)20)22-17(24)18(25)23(15)9-3-8-21/h1-2,4-7,10,17,24H,3,9H2
| StdInChI = 1S/C18H13ClFN3O2/c19-11-6-7-15-13(10-11)16(12-4-1-2-5-14(12)20)22-17(24)18(25)23(15)9-3-8-21/h1-2,4-7,10,17,24H,3,9H2
| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}
| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}
| StdInChIKey = XAXMYHMKTCNRRZ-UHFFFAOYSA-N
| StdInChIKey = XAXMYHMKTCNRRZ-UHFFFAOYSA-N
|drug_name=|alt=|caption=|type=|MedlinePlus=|legal_status=|licence_EU=|pregnancy_AU=|pregnancy_US=|licence_US=}}
}}
'''Cinolazepam''' (marketed under the brand name '''Gerodorm''')<ref name=Gerodorm>{{cite web | url = http://www.lannacher.ro/gerodorm.html | title = Gerodorm | accessdate = 17 August 2006 | author = Lannacher Romania | year = 1999 | work = Produse Gerot inregistrate in Romania | language = Romanian |archiveurl = http://web.archive.org/web/20061011022835/http://www.lannacher.ro/gerodorm.html <!-- Bot retrieved archive --> |archivedate = 11 October 2006}}</ref> is a drug which is a [[benzodiazepine]] derivative. It possesses [[anxiolytic]], [[anticonvulsant]], [[sedative]] and [[skeletal muscle relaxant]] properties.
Due to its strong sedative properties, it is primarily used as an [[hypnotic]].


'''Cinolazepam'''<ref> US Patent 4388313 Novel 3-hydroxy-1,4-benzodiazepine-2-ones and process for the preparation thereof</ref> (marketed under the brand name '''Gerodorm''')<ref name=Gerodorm>{{cite web|url=http://www.lannacher.ro/gerodorm.html |title=Gerodorm |access-date=17 August 2006 |author=Lannacher Romania |year=1999 |work=Produse Gerot inregistrate in Romania |language=ro |archive-url=https://web.archive.org/web/20061011022835/http://www.lannacher.ro/gerodorm.html |archive-date=11 October 2006 |url-status=dead }}</ref> is a drug which is a [[benzodiazepine]] derivative. It possesses [[anxiolytic]], [[anticonvulsant]], [[sedative]] and [[skeletal muscle relaxant]] properties.
Cinolazepam is not approved for sale in the United States or Canada.
Due to its strong sedative properties, it is primarily used as a [[hypnotic]].


<!-- Society and culture -->
==See also==
It was patented in 1978 and came into medical use in 1992.<ref name=Fis2006>{{cite book | vauthors = Fischer J, Ganellin CR |title=Analogue-based Drug Discovery |date=2006 |publisher=John Wiley & Sons |isbn=9783527607495 |page=530 |url=https://books.google.com/books?id=FjKfqkaKkAAC&pg=PA530 |language=en}}</ref> Cinolazepam is not approved for sale in the United States or Canada.
*[[Benzodiazepine]]


==References==
==References==
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{{Benzodiazepines}}
{{Benzodiazepines}}
{{Hypnotics and sedatives}}
{{Hypnotics and sedatives}}
{{GABAAR PAMs}}


[[Category:Secondary alcohols]]
[[Category:Benzodiazepines]]
[[Category:Benzodiazepines]]
[[Category:Chloroarenes]]
[[Category:Fluoroarenes]]
[[Category:Hypnotics]]
[[Category:Hypnotics]]
[[Category:Organochlorides]]
[[Category:Lactams]]
[[Category:Nitriles]]
[[Category:Nitriles]]
[[Category:Organofluorides]]
[[Category:Lactams]]
[[Category:Alcohols]]



{{sedative-stub}}
{{sedative-stub}}

[[gl:Cinolacepam]]
[[hu:Cinolazepám]]