Oxazolam

HCID 4617CAS 24143-17-7

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

oxazolamOxazolazepamTranquitHializan24143-17-7Oxazolamum1V2WI2NA1CDTXSID502340110-Chloro-2-methyl-11b-phenyl-2,3,7,11b-tetrahydro(1,3)oxazolo(3,2-d)(1,4)benzodiazepin-6(5H)-one10-Chloro-2-methyl-11b-phenyl-2,3,7,11b-tetrahydro[1,3]oxazolo[3,2-d][1,4]benzodiazepin-6(5H)-oneRefChem:857082DTXCID80209312
Show more names
NebusnToccataSerenal (Japanese)o-2-methyl-11b-phenyl-OXAZOLAM METHANOL SOLUTION
10-chloro-2,3,7,11b-tetrahydro-2-methyl-11b-phenylbenzo(6,7)(1,4)diazepino(5,4-b) oxazol-6-one13-chloro-4-methyl-2-phenyl-3-oxa-6,9-diazatricyclo(8.4.0.0^(2,6))tetradeca-1(10),11,13-trien-8-one246-032-0SerenalSerenal [Japanese]10-Chloro-2,3,7,11b-tetrahydro-2-methyl-11b-phenyloxazolo(3,2-d)(1,4)benzodiazepin-6(5H)-one10-Chloro-2,3,7,11b-tetrahydro-2-methyl-11b-phenyloxazolo[3,2-d][1,4]benzodiazepin-6(5H)-oneBenzo(6,7)-1,4-diazepino-(5,4-b)-oxazol-6-one, 10-chloro-2,3,5,6,7,11b-hexahydro-2-methyl-11b-phenyl-

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

Experimental & physicochemical properties

Kovats Retention Index2564;2569;2586;2596;2590

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

Safety & regulation

GHS classification

GHS Classification · 5 items

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

Regulatory InformationDEA schedule IV controlled substance
Hazard Classes and CategoriesAcute Tox. 3 (100%);Skin Irrit. 2 (100%);Eye Irrit. 2 (100%);Acute Tox. 3 (100%)

Toxicology

Treatment · 1 item

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 · 1 item

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.

Carcinogen ClassificationNo indication of carcinogenicity to humans (not listed by IARC).

Regulatory information

Regulatory InformationDEA schedule IV controlled substance

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

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

Additional notes

DefinitionChEBI: Oxazolam is an organic molecular entity and a hemiaminal ether.

Related reactions

7 records

Linked notes

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