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Merck
CN

F103

Flurazepam dihydrochloride

solid

Synonym(s):

7-Chloro-1-(diethylamino)ethyl-5-(2-fluorophenyl)-3H-1,4-benzodiazepin-2(1H)-one dihydrochloride

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About This Item

Empirical Formula (Hill Notation):
C21H23ClFN3O · 2HCl
CAS Number:
1172-18-5
Molecular Weight:
460.80
UNSPSC Code:
12352100
PubChem Substance ID:
24894741
EC Number:
214-630-0
MDL number:
MFCD00058189
Form:
solid

Key Documents

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InChI key

ZIIJJOPLRSCQNX-UHFFFAOYSA-N

InChI

1S/C21H23ClFN3O.2ClH/c1-3-25(4-2)11-12-26-19-10-9-15(22)13-17(19)21(24-14-20(26)27)16-7-5-6-8-18(16)23;;/h5-10,13H,3-4,11-12,14H2,1-2H3;2*1H

SMILES string

Cl[H].Cl[H].CCN(CC)CCN1C(=O)CN=C(c2ccccc2F)c3cc(Cl)ccc13

form

solid

drug control

USDEA Schedule IV; Home Office Schedule 4.1; psychotrope (France); kontrollierte Droge in Deutschland; regulated under CDSA - not available from Sigma-Aldrich Canada; psicótropo (Spain); Decreto Lei 15/93: Tabela IV (Portugal), kontrollierte Droge in Deutschland

Gene Information

human ... GABRA1(2554), GABRA2(2555), GABRA3(2556), GABRA4(2557), GABRA5(2558), GABRA6(2559), GABRB1(2560), GABRB2(2561), GABRB3(2562), GABRD(2563), GABRE(2564), GABRG1(2565), GABRG2(2566), GABRG3(2567), GABRP(2568), GABRQ(55879)

technique(s)

HPLC: suitable, gas chromatography (GC): suitable

color

light yellow

solubility

45% (w/v) aq 2-hydroxypropyl-β-cyclodextrin: <6 mg/mL, H2O: slightly soluble

format

neat

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Application

Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

Biochem/physiol Actions

Anxiolytic; anticonvulsant; GABAA receptor benzodiazepine modulatory site ligand.
Benzodiazepine anxiolytic; anticonvulsant; ligand for the GABAA receptor benzodiazepine modulatory site.

Legal Information

German
Dieses Produkt fällt unter das Betäubungsmittelgesetz (BtMG). Für eine Bestellung dieses Produktes ist eine Erlaubnis nach § 3 BtMG zwingend erforderlich, es sei denn, es greift eine Ausnahme von der Erlaubnispflicht nach § 4 oder § 26 BtMG.

English
This product is subject to the German Narcotics Act. A permit under Section 3 of the German Narcotics Act is mandatory for ordering this product unless an exemption from the permit requirement under Section 4 or Section 26 of the German Narcotics Act applies.

Disclaimer

Photosensitive

pictograms

Health hazardExclamation mark
GHS08,GHS07

signalword

Warning

hcodes

H302,H373

Hazard Classifications

Acute Tox. 4 Oral - STOT RE 2

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
041K1105
SLBG2349V
059H0825

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Guofu Shen et al.
Neuropsychopharmacology : official publication of the American College of Neuropsychopharmacology, 35(9), 1897-1909 (2010-05-07)
Benzodiazepine withdrawal anxiety is associated with potentiation of alpha-amino-3-hydroxy-5-methyl-4-isoxazolepropionate receptor (AMPAR) currents in hippocampal CA1 pyramidal neurons attributable to increased synaptic incorporation of GluA1-containing AMPARs. The contribution of calcium/calmodulin-dependent protein kinase II (CaMKII) to enhanced glutamatergic synaptic strength during withdrawal
Marie-Pierre Sylvestre et al.
Statistics in medicine, 28(27), 3437-3453 (2009-08-27)
Many epidemiological studies assess the effects of time-dependent exposures, where both the exposure status and its intensity vary over time. One example that attracts public attention concerns pharmacoepidemiological studies of the adverse effects of medications. The analysis of such studies
Stephen I Deutsch et al.
European neuropsychopharmacology : the journal of the European College of Neuropsychopharmacology, 19(6), 398-401 (2009-02-05)
Stress induces changes in the endogenous tone of both GABA and NMDA receptor-mediated neurotransmission in the intact mouse. Because changes are observed 24 h after stress, epigenetically-regulated alterations in gene expression may mediate these effects. In earlier work, sodium butyrate
K Xiang et al.
Neuroscience, 157(1), 153-163 (2008-09-23)
One week oral flurazepam (FZP) administration in rats results in reduced GABA(A) receptor-mediated synaptic transmission in CA1 pyramidal neurons associated with benzodiazepine tolerance in vivo and in vitro. Since voltage-gated calcium channel (VGCC) current density is enhanced twofold during chronic
Julia Boyle et al.
Human psychopharmacology, 24(1), 61-71 (2008-11-06)
To evaluate the next-day residual effects of the novel hypnotic, gaboxadol, following bedtime dosing in healthy elderly subjects. Healthy women (N = 15) and men (N = 10) aged 65-79 years received a single bedtime (22:00 h) dose of gaboxadol
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