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Merck
CN

F103

Sigma-Aldrich

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:
Molecular Weight:
460.80
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
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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

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

SMILES string

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

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

InChI key

ZIIJJOPLRSCQNX-UHFFFAOYSA-N

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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

Signal Word

Warning

Hazard Statements

Hazard Classifications

Acute Tox. 4 Oral - STOT RE 2

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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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
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
Feng-Zhi Bian et al.
Zhongguo dang dai er ke za zhi = Chinese journal of contemporary pediatrics, 12(1), 56-61 (2010-02-02)
Benzodiazepines (BDZ) have many effects on various kinds of epilepsies, but long-term treatment with BDZ often leads to drug tolerance. This study aimed to seek drugs which can reverse the tolerance of flurazepam (FZP), and to explore the role of
Damien E Earl et al.
Neural plasticity, 2012, 405926-405926 (2012-07-26)
Cessation of one-week oral administration of the benzodiazepine flurazepam (FZP) to rats results in withdrawal anxiety after 1 day of withdrawal. FZP withdrawal is correlated with synaptic incorporation of homomeric GluA1-containing α-amino-3-hydroxy-5-methylisoxazole-4-propionic acid receptors (AMPARs) in the proximal stratum radiatum

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