Basic information
- Standard SMILES
CC1CN2CC(=O)Nc3ccc(Cl)cc3C2(c2ccccc2)O1- InChIKey
VCCZBYPHZRWKFY-UHFFFAOYSA-N- Molecular formula
- C18H17ClN2O2
- Average molar mass
- 328.8 g/mol
- Monoisotopic mass
- 328.0978555
Names & identifiers
- Preferred name
- Oxazolam
- IUPAC
- 10-chloro-2-methyl-11b-phenyl-2,3,5,7-tetrahydro-[1,3]oxazolo[3,2-d][1,4]benzodiazepin-6-one
- English name
- OXAZOLAM METHANOL SOLUTION
- Molecular formula
- C18H17ClN2O2
- Molecular weight
- 328.79
Names & synonyms
Show more names
Database identifiers
- CAS
24143-17-7- PubChem CID
- 4617
- DTXSID
DTXSID5023401- ChEMBL
CHEMBL2104805- ChEBI
CHEBI:31944- UNII
- 1V2WI2NA1C
- EC Number
- 246-032-0
- Nikkaji
- J3.472J
Properties
Computed structural properties
- XLogP
- 3
- Topological polar surface area
- 41.6 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 3
- Rotatable bonds
- 1
- Heavy atoms
- 23
- Formal charge
- 0
- Complexity
- 468
Experimental & physicochemical properties
Physicochemical properties
- Melting point
- 187 °C · 187°C
- Boiling point
- 495.8 · 495.8±45.0 °C(Predicted)
- Density
- 1.2065 · 1.2065 (rough estimate)
- refractive index
- 1.54 · 1.5400 (estimate)
- Flash point
- 11 °C · 11 °C
- storage temp.
- 2 · 2-8°C
- solubility
- Chloroform (Slightly), Methanol (Slightly)
- pka
- 12.85 · 12.85±0.60(Predicted)
- form
- A solid
- FDA UNII
- 1 V2WI2NA1C · 1V2WI2NA1C
- Symbol(GHS)
- 6 · GHS06
- Signal word
- Danger
- Hazard statements
- 301 · H301-H319-H315-H331
- Precautionary statements
- 264 · P264-P280-P302+P352-P321-P332+P313-P362-P261-P271-P304+P340-P311-P321-P403+P233-P405-P501-P264-P270-P301+P310-P321-P330-P405-P501-P264-P280-P305+P351+P338-P337+P313P
- Hazard Codes
- F,T
- Risk Statements
- 11 · 11-23/24/25-39/23/24/25-36/38-23/25
- Safety Statements
- 16 · 16-36/37-45-24
- Toxicity
- 50 orl-mus: · LD50 orl-mus: 5200 mg/kg NYKZAU 66,107,70
- DEA Controlled Substances
- 2839 CSA · CSCN: 2839CSA SCH: Schedule IVNARC: No
Safety & regulation
GHS classification
GHS Classification
Danger
H301 (100%): Toxic if swallowed [Danger Acute toxicity, oral];H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation];H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation];H331 (100%): Toxic if inhaled [Danger Acute toxicity, inhalation]
P261, P264, P264+P265, P270, P271, P280, P301+P316, P302+P352, P304+P340, P305+P351+P338, P316, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 39 reports by companies from 1 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.;Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website.
Hazard information
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 Summary
Benzodiazepines bind nonspecifically to benzodiazepine 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 the inhibitory neurotransmitter GABA to the site opens the chloride channel, resulting in a hyperpolarized cell membrane that prevents further excitation of the cell.
Regulatory information
Safety data
- Toxicity
- LD50 orl-mus: 5200 mg/kg NYKZAU 66,107,70
- risk_code
- 11-23/24/25-39/23/24/25-36/38-23/25
- Signal word
- Danger
- Symbol(GHS)
- GHS06
- hazard_code
- F,T
- safety_code
- 16-36/37-45-24
- Hazard statements
- H301-H319-H315-H331
- Precautionary statements
- P264-P280-P302+P352-P321-P332+P313-P362-P261-P271-P304+P340-P311-P321-P403+P233-P405-P501-P264-P270-P301+P310-P321-P330-P405-P501-P264-P280-P305+P351+P338-P337+P313P
- DEA Controlled Substances
- CSCN: 2839CSA SCH: Schedule IVNARC: No
Chemistry & industry
Applications
UsesA psychotropic agent with anxiolytic, anticonvulsant, sedative and skeletal muscle relaxant properties. It is a precursor to the active substance Desmethyldiazepam (D291595).
Upstream & downstream products
Upstream raw materials
Additional notes
DefinitionChEBI: Oxazolam is an organic molecular entity and a hemiaminal ether.
Related reactions
Linked notes
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