Basic information
- CAS
3900-31-0- Standard SMILES
CN1C(=O)CN=C(c2ccccc2F)c2cc(Cl)ccc21- InChIKey
ROYOYTLGDLIGBX-UHFFFAOYSA-N- Molecular formula
- C16H12ClFN2O
- Average molar mass
- 302.73 g/mol
- Monoisotopic mass
- 302.0622189
Overview
Fludiazepam is a 1,4-benzodiazepinone, an organochlorine compound and an organofluorine compound. It has a role as an anxiolytic drug. It is functionally related to a diazepam and a monofluorobenzene.
Names & identifiers
- Preferred name
- Fludiazepam
- IUPAC
- 7-chloro-5-(2-fluorophenyl)-1-methyl-3H-1,4-benzodiazepin-2-one
- English name
- Fludiazepam
- Molecular formula
- C16H12ClFN2O
- Molecular weight
- 302.73
Names & synonyms
fludiazepamErispan3900-31-0Fludiazepamum7-Chloro-5-(o-Fluorophenyl)-1,3-dihydro-1-methyl-2H-1,4-benzodiazepin-2-oneCHEBI:316187F64A2K16Z7-Chloro-5-(2-fluorophenyl)-1,3-dihydro-1-methyl-2H-1,4-benzodiazepin-2-one7-Chloro-5-(2-fluorophenyl)-1-methyl-1,3-dihydro-2H-1,4-benzodiazepin-2-oneDTXSID001922777-chloro-5-(2-fluorophenyl)-1-methyl-2,3-dihydro-1H-1,4-benzodiazepin-2-onefludiazepan
Show more names
id540Ro-5-3438Fludiazepam USP/EP/BPFludiazepam, 1mg/ml in MethanolBis(N,N-dibutylamine)-N,N’-disulfide-d36
RefChem:599328DTXCID10114768N05BA171-methyl-5-(2-fluorophenyl)-7-chloro-1,3-dihydro-2H-(1,4)benzodiazepin-2-oneFludiazepamum [INN-Latin]7-chloro-5-(2-fluorophenyl)-1-methyl-3H-1,4-benzodiazepin-2-oneID-540Fludiazepam [INN:JAN]
Database identifiers
- CAS
3900-31-0
Properties
Computed structural properties
- XLogP
- 2.8
- Topological polar surface area
- 32.7 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 3
- Rotatable bonds
- 1
- Heavy atoms
- 21
- Formal charge
- 0
- Complexity
- 442
Experimental & physicochemical properties
Drugs
DEA NFLIS-Drug Category -> Benzodiazepines
DEA Schedule IV Controlled Substance -> Depressants
Pharmaceuticals -> Listed in ZINC15
Pharmaceuticals -> Synthetic Cannabinoids or Psychoactive Compounds
Pharmaceuticals -> Nervous system -> Anxiolytics
LogP
2.75
2.75
Solubility1.44e-02 g/L
Human DrugsPharmaceuticals
Melting Point
218.5-219
295 - 297 °C
Physical DescriptionSolid
Physicochemical properties
- Melting point
- 88 · 88-92°; mp 69-72° (Sternbach)
- Boiling point
- 498.1 · 498.1±45.0 °C(Predicted)
- Density
- 1.3159 · 1.3159 (estimate)
- solubility
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
Hazard information
Regulatory InformationDEA schedule IV controlled substance
Toxicology
Treatment
General supportive measures should be employed, along with intravenous fluids, and an adequate airway maintained. Hypotension may be combated by the use of norepinephrine or metaraminol. Dialysis is of limited value. Flumazenil (Anexate) is a competitive benzodiazepine receptor antagonist that can be used as an antidote for benzodiazepine overdose. In particular, flumazenil is very effective at reversing the CNS depression associated with benzodiazepines but is less effective at reversing respiratory depression. Its use, however, is controversial as it has numerous contraindications. It is contraindicated in patients who are on long-term benzodiazepines, those who have ingested a substance that lowers the seizure threshold, or in patients who have tachycardia or a history of seizures. As a general rule, medical observation and supportive care are the mainstay of treatment of benzodiazepine overdose. Although benzodiazepines are absorbed by activated charcoal, gastric decontamination with activated charcoal is not beneficial in pure benzodiazepine overdose as the risk of adverse effects often outweigh any potential benefit from the procedure. It is recommended only if benzodiazepines have been taken in combination with other drugs that may benefit from decontamination. Gastric lavage (stomach pumping) or whole bowel irrigation are also not recommended.
Toxicity SummaryFludiazepam has similar action to diazepam, but binds with four times more affinity to benzodiazepine receptors than diazepam.
Signs and SymptomsSymptoms of overdose include drowsiness, weakness, nausea, dizziness, abdominal pain, cerebral oedema and renal tubular necrosis, hyperglycaemia and hypoglycaemia, liver damage, encephalopathy, coma and death.
Carcinogen ClassificationNo indication of carcinogenicity to humans (not listed by IARC).
Chemistry & industry
Pharmacology
ATC Code
N - Nervous system
QN - Nervous system
PharmacodynamicsFludiazepam is a benzodiazepine derivative. It possesses anxiolytic, anticonvulsant, sedative and skeletal muscle relaxant properties. Fludiazepam accumulates primarily in the cortex and thalamus.
Mechanism of ActionFludiazepam has similar action to diazepam, but binds with four times more affinity to benzodiazepine receptors than diazepam.
Metabolism/Metabolites
Hepatic.
Hepatic.
MeSH Pharmacological Classification
Drugs used to prevent SEIZURES or reduce their severity.
A heterogeneous group of drugs used to produce muscle relaxation, excepting the neuromuscular blocking agents. They have their primary clinical and therapeutic uses in the treatment of muscle spasm and immobility associated with strains, sprains, and injuries of the back and, to a lesser degree, injuries to the neck. They have been used also for the treatment of a variety of clinical conditions that have in common only the presence of skeletal muscle hyperactivity, for example, the muscle spasms that can occur in MULTIPLE SCLEROSIS. (From Smith and Reynard, Textbook of Pharmacology, 1991, p358)
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.
Cellular LocationsMembrane
Uses & manufacturing
UsesUsed for the short-term treatment of anxiety disorders.
Use Classification
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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