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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:
1172-18-5
Molecular Weight:
460.80
EC Number:
214-630-0
MDL number:
MFCD00058189
UNSPSC Code:
12352100
PubChem Substance ID:
24894741

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)

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

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)

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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.

Caution

Photosensitive

Pictograms

Health hazardExclamation mark
GHS08,GHS07

Signal Word

Warning

Hazard Statements

H302,H373

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

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Certificates of Analysis (COA)

Lot/Batch Number
041K1105
SLBG2349V
059H0825

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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
M Dao Duong Thi et al.
The Journal of pharmacy and pharmacology, 61(3), 399-406 (2009-02-19)
To measure the metabolism and toxicity of 7-chloro-4-(cyclohexylmethyl)-1-methyl-3,4-dihydro-1H-1,4-benzodiazepine-2,5-dione (BNZ-1) and 4-cyclohexylmethyl-1-methyl-3,4-dihydro-1H-1,4-benzodiazepine-2,5-dione (BNZ-2), two new benzodiazepine analogues found to be effective against Leishmania amastigotes in vitro. The metabolism of BNZ-1 and -2 was investigated in isolated rat hepatocytes and rat liver
Kenichi Tsunoda et al.
International journal of geriatric psychiatry, 25(12), 1259-1265 (2010-01-08)
Benzodiazepines (BZDs) have been reported to cause negative impacts on body stability and cognitive functions, which in turn could result in lethal incidents, including falls, especially in the elderly. This fact notwithstanding, no systematic trial has evaluated the feasibility and
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
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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