Basic information
- CAS
33671-46-4- Standard SMILES
CCc1cc2c(s1)N(C)C(=O)CN=C2c1ccccc1Cl- InChIKey
CHBRHODLKOZEPZ-UHFFFAOYSA-N- Molecular formula
- C16H15ClN2OS
- Average molar mass
- 318.8 g/mol
- Monoisotopic mass
- 318.059362
Overview
Clotiazepam is an organic molecular entity.
Names & identifiers
- Preferred name
- Clotiazepam
- IUPAC
- 5-(2-chlorophenyl)-7-ethyl-1-methyl-3H-thieno[2,3-e][1,4]diazepin-2-one
- English name
- CLOTIAZEPAM
- Molecular formula
- C16H15ClN2OS
- Molecular weight
- 318.82
Names & synonyms
clotiazepamRizeRizenTienor33671-46-4ClotiazepamumClozanY-60475-(o-Chlorophenyl)-7-ethyl-1,3-dihydro-1-methyl-2H-thieno(2,3-e)-1,4-diazepin-2-oneDTXSID0022852ZCN055599V5-(2-Chlorophenyl)-7-ethyl-1-methyl-1,3-dihydro-2H-thieno(2,3-e)(1,4)diazepin-2-one
Show more names
RiseY 6047TrecalmoVeratranRize-13C,d3
2H-Thieno(2,3-e)-1,4-diazepin-2-one, 5-(2-chlorophenyl)-7-ethyl-1,3-dihydro-1-methyl-2H-Thieno[2,3-e]-1,4-diazepin-2-one, 5-(2-chlorophenyl)-7-ethyl-1,3-dihydro-1-methyl-5-(2-chlorophenyl)-7-ethyl-1-methyl-1,3-dihydro-2H-thieno[2,3-e][1,4]diazepin-2-one5-(2-chlorophenyl)-7-ethyl-1-methyl-1H,2H,3H-thieno[2,3-e][1,4]diazepin-2-one5-(2-chlorophenyl)-7-ethyl-1-methyl-1H,2H,3H-thieno(2,3-e)(1,4)diazepin-2-oneRefChem:577767DTXCID102852N05BA21
Database identifiers
- CAS
33671-46-4- PubChem CID
- 2811
- DTXSID
DTXSID0022852- ChEMBL
CHEMBL1697737
Properties
Computed structural properties
- XLogP
- 3.5
- Topological polar surface area
- 60.9 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 3
- Rotatable bonds
- 2
- 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
LogP
3.18
3.35
Solubility5.37e-03 g/L
Human Drugs
Breast Feeding; Lactation; Milk, Human; Hypnotics and Sedatives; Anti-Anxiety Agents; Benzodiazepines
Pharmaceuticals
Melting Point
105-106
118 - 120 °C
Physical DescriptionSolid
Physicochemical properties
- Melting point
- 105 · 105-106°
- Boiling point
- 523.7 · 523.7±50.0 °C(Predicted)
- Density
- 1.1625 · 1.1625 (rough estimate)
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
Warning
H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]
P203, P260, P261, P263, P264, P270, P271, P280, P301+P317, P304+P340, P318, P319, P330, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 2 reports by companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Regulatory InformationDEA schedule IV controlled substance
Hazard Classes and CategoriesAcute Tox. 4 (100%)
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.
Chemistry & industry
Pharmacology
ATC Code
N05BA21
N - Nervous system
QN - Nervous system
Protein Binding99% bound to plasma proteins.
PharmacodynamicsClotiazepam is a thienodiazepine possessing anxiolytic, anticonvulsant, sedative and skeletal muscle relaxant properties. It increases the stage 2 non-rapid eye movement sleep.
Mechanism of Action
Clotiazepam acts at the benzodiazepine receptors (BZD). This agonizes the action of GABA, increasing the frequency of opening of the channel chlorinates and penetration of the ions chlorinates through the ionophore. Increase in membrane polarization decreases the probability of discharge of neurons.
Biological Half-Life4 hours
Metabolism/Metabolites
Hepatic.
Clotiazepam has known human metabolites that include desmethyl-clotiazepam and Hydroxy-clotiazepam.
Hepatic. Half Life: 4 hours
Cellular LocationsMembrane
Uses & manufacturing
UsesFor the treatment of anxiety disorders. Used as an anxiolytic, anticonvulsant, sedative and skeletal muscle relaxant.
Use ClassificationPharmaceuticals
Applications
UsesA thienodiazepine derivative that possesses anxiolytic, skeletal muscle relaxant anticonvulsant, sedative properties as well as contributing to siginificant increase stage 2 NREM sleep. It binds to be nzodiazepine site of the GABAA receptor where it acts as a full agonist resulting in enhanced GABA inhibitory effect at the GABAA receptor. Controlled Substance.
Related reactions
2 records
Compound notes
Loading…