3-Hidroksifenazepam

3-Hidroksifenazepam
IUPAC ime
	7-Bromo-5-(2-hlorofenil)-3-hidroksi-1,3-dihidro-2H-1,4-benzodiazepin-2-on
Pravni status
Pravni status	CA: Raspored IV ;
Identifikatori
CAS broj	70030-11-4
ATC kod	None
PubChem	CID 125820
ChemSpider	111897
Hemijski podaci
Formula	C15H10BrClN2O2
Molarna masa	365.609 g/mol
	SMILES c1ccc(c(c1)C2=NC(C(=O)Nc3c2cc(cc3)Br)O)Cl; ;
	InChI InChI=1S/C15H10BrClN2O2/c16-8-5-6-12-10(7-8)13(19-15(21)14(20)18-12)9-3-1-2-4-11(9)17/h1-7,15,21H,(H,18,20); Key:KRJKJUWAZOWXNV-UHFFFAOYSA-N;

3-Hidroksifenazepam je benzodiazepin sa hipnotičkim, sedativnim, anksiolitičkim, i antikonvulsantnim svojstvima.^[1] On je aktivni metabolit fenazepama,^[1]^[2] kao i aktivni metabolit benzodiazepinskog proleka cinazepama.^[3] Slično fenazepamu, 3-hidroksifenazepam ima neznatna miorelaksantna svojstva, ali je približno ekvivalentan po većini drugih svojstava.^[1] Poput drugh benzodiazepina, 3-hidroksifenazepam se ponaša kao pozitivni alosterni modulator benzodiazepinskog mesta GABA_A receptora sa EC₅₀ vrednošću od 10.3 nM.^[4]^[5]^[6] Ovaj materijal je bio prodavan onlajn kao dizajnirana droga.^[7]^[8]^[9]

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Reference

^ ^а ^б ^в Artur Viktorovich Valʹdman (1986-05-31). Drug dependence and emotional behavior: neurophysiological and neurochemical approaches. Consultants Bureau. ISBN 978-0-306-10984-3.
^ Lukasz Komsta; Monika Waksmundzka-Hajnos; Joseph Sherma (2013-12-20). Thin Layer Chromatography in Drug Analysis. CRC Press. стр. 299—. ISBN 978-1-4665-0715-9.
^ Schukin SI, Zinkovsky VG, Zhuk OV (2011). „Elimination kinetics of the novel prodrug cinazepam possessing psychotropic activity in mice” (PDF). Pharmacol Rep. 63 (5): 1093—100. PMID 22180351. doi:10.1016/s1734-1140(11)70628-4. Архивирано из оригинала (PDF) 12. 10. 2022. г. Приступљено 09. 10. 2016.
^ „Phenazepam Pre-Review Report” (PDF). World Health Organisation (WHO). 2015.
^ Kopanitsa, M. V.; Zbarska, S. M.; Boychuk, Ya. A.; Krishtal, O. A. (2000). „Modulation of GABA-activated currents by phenazepam and its metabolites in isolated rat purkinje neurons”. Neurophysiology. 32 (3): 192—192. ISSN 0090-2977. doi:10.1007/BF02506568.
^ Golovenko, N. Ya; Larionov, V. B. (2014). „Pharmacodynamical and Neuroreceptor Analysis of the Permeability of the Blood-Brain Barrier for Derivatives of 1,4-Benzodiazepine”. Neurophysiology. 46 (3): 199—205. ISSN 0090-2977. doi:10.1007/s11062-014-9429-2.
^ „3-hydroxyphenazepam”. New Synthetic Drugs Database. Архивирано из оригинала 28. 09. 2016. г. Приступљено 09. 10. 2016.
^ Madeleine Pettersson Bergstrand; Anders Helander; Therese Hansson; Olof Beck (2016). „Detectability of designer benzodiazepines in CEDIA, EMIT II Plus, HEIA, and KIMS II immunochemical screening assays”. Drug Testing and Analysis. PMID 27366870. doi:10.1002/dta.2003.
^ Moosmann, Bjoern; Bisel, Philippe; Franz, Florian; Huppertz, Laura M.; Auwärter, Volker (2016). „Characterization and in vitro phase I microsomal metabolism of designer benzodiazepines – an update comprising adinazolam, cloniprazepam, fonazepam, 3-hydroxyphenazepam, metizolam, and nitrazolam”. Journal of Mass Spectrometry. ISSN 1096-9888. PMID 27535017. doi:10.1002/jms.3840 — преко Wiley Online Library.

[Valʹdman1986-1] а ^б ^в Artur Viktorovich Valʹdman (1986-05-31). Drug dependence and emotional behavior: neurophysiological and neurochemical approaches. Consultants Bureau. ISBN 978-0-306-10984-3.

[KomstaWaksmundzka-Hajnos2013-2] Lukasz Komsta; Monika Waksmundzka-Hajnos; Joseph Sherma (2013-12-20). Thin Layer Chromatography in Drug Analysis. CRC Press. стр. 299—. ISBN 978-1-4665-0715-9.

[pmid22180351-3] Schukin SI, Zinkovsky VG, Zhuk OV (2011). „Elimination kinetics of the novel prodrug cinazepam possessing psychotropic activity in mice” (PDF). Pharmacol Rep. 63 (5): 1093—100. PMID 22180351. doi:10.1016/s1734-1140(11)70628-4. Архивирано из оригинала (PDF) 12. 10. 2022. г. Приступљено 09. 10. 2016.

[4] „Phenazepam Pre-Review Report” (PDF). World Health Organisation (WHO). 2015.

[KopanitsaZbarska2000-5] Kopanitsa, M. V.; Zbarska, S. M.; Boychuk, Ya. A.; Krishtal, O. A. (2000). „Modulation of GABA-activated currents by phenazepam and its metabolites in isolated rat purkinje neurons”. Neurophysiology. 32 (3): 192—192. ISSN 0090-2977. doi:10.1007/BF02506568.

[GolovenkoLarionov2014-6] Golovenko, N. Ya; Larionov, V. B. (2014). „Pharmacodynamical and Neuroreceptor Analysis of the Permeability of the Blood-Brain Barrier for Derivatives of 1,4-Benzodiazepine”. Neurophysiology. 46 (3): 199—205. ISSN 0090-2977. doi:10.1007/s11062-014-9429-2.

[7] „3-hydroxyphenazepam”. New Synthetic Drugs Database. Архивирано из оригинала 28. 09. 2016. г. Приступљено 09. 10. 2016.

[8] Madeleine Pettersson Bergstrand; Anders Helander; Therese Hansson; Olof Beck (2016). „Detectability of designer benzodiazepines in CEDIA, EMIT II Plus, HEIA, and KIMS II immunochemical screening assays”. Drug Testing and Analysis. PMID 27366870. doi:10.1002/dta.2003.

[9] Moosmann, Bjoern; Bisel, Philippe; Franz, Florian; Huppertz, Laura M.; Auwärter, Volker (2016). „Characterization and in vitro phase I microsomal metabolism of designer benzodiazepines – an update comprising adinazolam, cloniprazepam, fonazepam, 3-hydroxyphenazepam, metizolam, and nitrazolam”. Journal of Mass Spectrometry. ISSN 1096-9888. PMID 27535017. doi:10.1002/jms.3840 — преко Wiley Online Library.

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