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Flurazepam Monohydrochloride

HCID 37368
NotesReactions
Basic informationOverviewNames & identifiersPropertiesSafety & regulationChemistry & industryRelated reactionsCompound notes
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Basic information

CAS
1172-18-5
Standard SMILES
CCN(CC)CCN1C(=O)CN=C(c2ccccc2F)c2cc(Cl)ccc21.Cl
InChIKey
PUGVROXLRUQCAF-UHFFFAOYSA-N
Molecular formula
C21H24Cl2FN3O
Average molar mass
424.3 g/mol
Monoisotopic mass
423.1280459

Overview

Flurazepam monohydrochloride is a benzodiazepine.

Names & identifiers

Preferred name
Flurazepam Monohydrochloride
IUPAC
7-chloro-1-[2-(diethylamino)ethyl]-5-(2-fluorophenyl)-3H-1,4-benzodiazepin-2-one;hydrochloride
English name
7-chloro-1-[2-(diethylamino)ethyl]-5-(2-fluorophenyl)-1,3-dihydro-2H-benzo-1,4-diazepin-2-one monohydrochloride
Molecular formula
C21H24Cl2FN3O
Molecular weight
424.3391632

Names & synonyms

Flurazepam monohydrochloride36105-20-1Flurazepam HCL7C4JH842IJDTXSID401896862H-1,4-Benzodiazepin-2-one, 7-chloro-1-(2-(diethylamino)ethyl)-5-(2-fluorophenyl)-1,3-dihydro-, monohydrochlorideRefChem:599463Monohydrochloride, FlurazepamDTXCID00112177252-867-1DalmateDalmadorm
Show more names
7-Chloro-1-[2-(diethylamino)ethyl]-5-(2-fluorophenyl)-1,3- dihydro-2H-1,4-benzodiazepin-2-one monohydrochloride7-chloro-1-[2-(diethylamino)ethyl]-5-(2-fluorophenyl)-1,3-dihydro-2H-benzo-1,4-diazepin-2-one monohydrochloride
DalmaneNatam7-chloro-1-[2-(diethylamino)ethyl]-5-(2-fluorophenyl)-3H-1,4-benzodiazepin-2-one;hydrochlorideEINECS 252-867-1UNII-7C4JH842IJFluzepamDalmate (TN)Fluorazepam hydrochloride

Database identifiers

CAS
1172-18-5、36105-20-1
PubChem CID

Properties

Computed structural properties

Topological polar surface area
35.9 Ų
Hydrogen bond donors
1
Hydrogen bond acceptors
4
Rotatable bonds
6
Heavy atoms
28
Formal charge
0
Complexity
540

Physicochemical properties

solubility
Very soluble in water, freely soluble in alcohol.
FDA UNII
7 C4JH842IJ · 7C4JH842IJ
Symbol(GHS)
8 · GHS08,GHS07
Signal word
Warning
Hazard statements
302 · H302-H373
Precautionary statements
264 · P264-P270-P301+P312-P330-P501-P260-P314-P501
RIDADR
3249 · 3249
HazardClass
6.1 · 6.1(b)
PackingGroup
III

Safety & regulation

Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.

GHS classification

GHS Classification · 4 items

Warning

H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]

P260, P264, P270, P301+P317, P319, P330, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 26 reports by companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Other Safety InformationIMAP assessments - 2H-1,4-Benzodiazepin-2-one, 7-chloro-1-[2-(diethylamino)ethyl]-5-(2-fluorophenyl)-1,3-dihydro-, monohydrochloride: Environment tier I assessment
Hazard Classes and CategoriesAcute Tox. 4 (100%)

Toxicology

Treatment · 1 item

General supportive measures should be employed, along with immediate gastric lavage. Intravenous fluids should be administered and an adequate airway maintained. Hypotension and CNS depression may be combated by judicious use of appropriate therapeutic agents. If excitation occurs in patients following Flurazepam overdosage, barbiturates should not be used. Flumazenil, a specific benzodiazepine-receptor antagonist, is indicated for the complete or partial reversal of the sedative effects of benzodiazepines and may be useful in situations when an overdose with a benzodiazepine is known or suspected. (L1712)

Health EffectsThey cause slurred speech, disorientation and "drunken" behavior. They are physically and psychologically addictive.
Exposure RoutesOral. Flurazepam hydrochloride is rapidly (30 minutes) absorbed from the gastrointestinal tract

Chemistry & industry

Pharmacology

Metabolism/Metabolites · 1 item

Flurazepam is rapidly metabolized and is excreted primarily in the urine. Both hydroxyethyl flurazepam (the major metabolite) and N-desalkyl flurazepam are active. The N-desalkyl metabolite is slowly excreted in the urine as the conjugated form Route of Elimination: Flurazepam is rapidly metabolized and is excreted primarily in the urine. Less than 1% of the dose is excreted in the urine as N1-desalkyl-flurazepam. Half Life: The mean apparent half-life of flurazepam is 2.3 hours. The half life of elimination of N1-des-alkyl- flurazepam ranged from 47 to 100 hours

MeSH Pharmacological Classification · 3 items

Drugs used to induce drowsiness or sleep or to reduce psychological excitement or anxiety.

Agents that alleviate ANXIETY, tension, and ANXIETY DISORDERS, promote sedation, and have a calming effect without affecting clarity of consciousness or neurologic conditions. ADRENERGIC BETA-ANTAGONISTS are commonly used in the symptomatic treatment of anxiety but are not included here.

Substances that do not act as agonists or antagonists but do affect the GAMMA-AMINOBUTYRIC ACID receptor-ionophore complex. GABA-A receptors (RECEPTORS, GABA-A) appear to have at least three allosteric sites at which modulators act: a site at which BENZODIAZEPINES act by increasing the opening frequency of GAMMA-AMINOBUTYRIC ACID-activated chloride channels; a site at which BARBITURATES act to prolong the duration of channel opening; and a site at which some steroids may act. GENERAL ANESTHETICS probably act at least partly by potentiating GABAergic responses, but they are not included here.

Uses & manufacturing

UsesFor short-term and intermittent use in patients with recurring insomnia and poor sleeping habits

Applications

UsesBenzodiazepine.

Additional notes

Related reactions

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Compound notes

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On this pageBasic informationOverviewNames & identifiersPropertiesSafety & regulationChemistry & industryRelated reactionsCompound notes
37368
DTXSID
DTXSID40189686
ChEBI
CHEBI:31626
UNII
7C4JH842IJ
EC Number
252-867-1
Toxicity Summary · 1 item

Benzodiazepines bind nonspecifically to bezodiazepine receptors BNZ1, which mediates sleep, and BNZ2, which affects affects muscle relaxation, anticonvulsant activity, motor coordination, and memory. As benzodiazepine receptors are thought to be coupled to gamma-aminobutyric acid-A (GABAA) receptors, this enhances the effects of GABA by increasing GABA affinity for the GABA receptor. Binding of GABA to the site opens the chloride channel, resulting in a hyperpolarized cell membrane that prevents further excitation of the cell.

Signs and SymptomsComa, confusion, low blood pressure, sleepiness
Carcinogen ClassificationNo indication of carcinogenicity to humans (not listed by IARC).

Safety data

ridadr
3249
Signal word
Warning
Symbol(GHS)
GHS08,GHS07
hazard_class
6.1(b)
packing_group
III
Hazard statements
H302-H373
Precautionary statements
P264-P270-P301+P312-P330-P501-P260-P314-P501

DefinitionChEBI: Flurazepam monohydrochloride is a benzodiazepine.