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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
Pricing and availability is not currently available.

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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Jessica A Burket et al.
Epilepsy & behavior : E&B, 16(3), 415-417 (2009-09-19)
The inbred Balb/c mouse strain was more sensitive than the outbred NIH Swiss mouse to flurazepam's ability to antagonize electrically precipitated seizures. In prior work, a reduction in flurazepam's antiseizure efficacy was not observed 24h after forcing Balb/c mice to
Cristian Palmiere et al.
Forensic science international, 188(1-3), e17-e19 (2009-05-05)
A case of sustained combustion of a human body that occurred in 2006 in Geneva, Switzerland, is presented. The body of a man was discovered at home and found to have been almost completely incinerated between the knees and the
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
Susan M Hanson et al.
British journal of pharmacology, 162(3), 673-687 (2010-10-15)
Although the functional effects of benzodiazepines (BZDs) on GABA(A) receptors have been well characterized, the structural mechanism by which these modulators alter activation of the receptor by GABA is still undefined. We used disulphide trapping between engineered cysteines to probe
Michal Abrahamowicz et al.
Statistics in medicine, 31(11-12), 1014-1030 (2011-11-19)
Pharmacoepidemiology investigates associations between time-varying medication use/dose and risk of adverse events. Applied research typically relies on a priori chosen simple conventional models, such as current dose or any use in the past 3 months. However, different models imply different risk
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