Basic information
- CAS
2894-68-0- Standard SMILES
CN1C(=O)CN=C(c2ccccc2Cl)c2cc(Cl)ccc21- InChIKey
VPAYQWRBBOGGPY-UHFFFAOYSA-N- Molecular formula
- C16H12Cl2N2O
- Average molar mass
- 319.2 g/mol
- Monoisotopic mass
- 318.0326684
Names & identifiers
- Preferred name
- Chlorodiazepam
- IUPAC
- 7-chloro-5-(2-chlorophenyl)-1-methyl-3H-1,4-benzodiazepin-2-one
- English name
- Diclazepam
- Molecular formula
- C16H12Cl2N2O
- Molecular weight
- 319.19
Names & synonyms
Show more names
Database identifiers
- CAS
2894-68-0- PubChem CID
- 76168
- DTXSID
DTXSID30183138- ChEMBL
CHEMBL268248- UNII
- 070818R7PB
- EC Number
- 111-026-8
- Nikkaji
- J47.042B
Properties
Computed structural properties
- XLogP
- 3.1
- Topological polar surface area
- 32.7 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 2
- Rotatable bonds
- 1
- Heavy atoms
- 21
- Formal charge
- 0
- Complexity
- 440
Experimental & physicochemical properties
Physicochemical properties
- Melting point
- 217 · 217-219℃ (dichloromethane ethyl ether )
- Boiling point
- 524.6 · 524.6±50.0 °C(Predicted)
- Density
- 1.35 · 1.35±0.1 g/cm3 (20 ºC 760 Torr)
- solubility
- 30 mg/ml; · DMF: 30 mg/ml; DMSO: 30 mg/ml; DMSO:PBS(pH7.2) (1:1): 0.5 mg/ml; Ethanol: 10 mg/ml
- form
- A neat solid
- pka
- 1.75 · 1.75±0.25(Predicted)
- FDA UNII
- 70818 R7PB · 070818R7PB
- Symbol(GHS)
- 7 · GHS07
- Signal word
- Warning
- Hazard statements
- 302 · H302
- Precautionary statements
- 264 · P264-P270-P301+P312-P330-P501
- Risk Statements
- 22 · 22
- Safety Statements
- 22 · 22-24/25
- Hazardous Substances Data
- 2894 · 2894-68-0(Hazardous Substances Data)
Safety & regulation
GHS classification
GHS Classification
Danger
H301+H311 (100%): Toxic if swallowed or in contact with skin [Danger Acute toxicity, oral; acute toxicity, dermal];H301 (100%): Toxic if swallowed [Danger Acute toxicity, oral];H311 (100%): Toxic in contact with skin [Danger Acute toxicity, dermal];H410 (100%): Very toxic to aquatic life with long lasting effects [Warning Hazardous to the aquatic environment, long-term hazard]
P262, P264, P270, P273, P280, P301+P316, P302+P352, P316, P321, P330, P361+P364, P391, P405, and P501 (click each P-code to see the statement)
The GHS information provided by 1 company from 1 notification to the ECHA C&L Inventory.
Hazard information
FDA Requirements
Schedules of controlled substances are established by section 202 of the Controlled Substances Act (21 U.S.C. 812). Unless specifically excepted or unless listed in another schedule, any material, compound, mixture, or preparation which contains any quantity of the following substances, including its salts, isomers, and salts of isomers whenever the existence of uscch salts, isomers, and salts of isomers is possible within the specific chemical designation. Schedule IV includes diazepam, DEA Code #2765; Drug class: Depressants.
Safety & protection
Disposal Methods
SRP: At the time of review, criteria for land treatment or burial (sanitary landfill) disposal practices are subject to significant revision. Prior to implementing land disposal of waste residue (including waste sludge), consult with environmental regulatory agencies for guidance on acceptable disposal practices.
Toxicology
Antidote and Emergency Treatment
Basic treatment: Establish a patent airway. Suction if necessary. Watch for signs of respiratory insufficiency and assist ventilations if needed. Administer oxygen by nonrebreather mask at 10 to 15 L/min. Monitor for pulmonary edema and treat if necessary ... . Monitor for shock and treat if necessary ... . Anticipate seizures and treat if necessary ... . For eye contamination, flush eyes immediately with water. Irrigate each eye continuously with normal saline during transport ... . Do not use emetics. For ingestion, rinse mouth and administer 5 ml/kg up to 200 ml of water for dilution if the patient can swallow, has a strong gag reflex, and does not drool ... . Cover skin burns with dry sterile dressings after decontamination ... . /Poison A and B/
Advanced treatment: Consider orotracheal or nasotracheal intubation for airway control in the patient who is unconscious, has severe pulmonary edema, or is in respiratory arrest. Positive pressure ventilation techniques with a bag valve mask device may be beneficial. Monitor cardiac rhythm and treat arrhythmias as necessary ... . Start an IV with D5W /SRP: "To keep open", minimal flow rate/. Use lactated Ringer's if signs of hypovolemia are present. Watch for signs of fluid overload. Consider drug therapy for pulmonary edema ... . For hypotension with signs of hypovolemia, administer fluid cautiously. Watch for signs of fluid overload ... . Treat seizures with diazepam (Valium) ... . Use proparacaine hydrochloride to assist eye irrigation ... . /Poison A and B/
Regulatory information
FDA Requirements
Schedules of controlled substances are established by section 202 of the Controlled Substances Act (21 U.S.C. 812). Unless specifically excepted or unless listed in another schedule, any material, compound, mixture, or preparation which contains any quantity of the following substances, including its salts, isomers, and salts of isomers whenever the existence of uscch salts, isomers, and salts of isomers is possible within the specific chemical designation. Schedule IV includes diazepam, DEA Code #2765; Drug class: Depressants.
Safety data
- risk_code
- 22
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- safety_code
- 22-24/25
- Hazard statements
- H302
- Precautionary statements
- P264-P270-P301+P312-P330-P501
- Hazardous Substances Data
- 2894-68-0(Hazardous Substances Data)
Chemistry & industry
Applications
DescriptionDiclazepam, also known as 2-chlorodiazepam and chlorodiazepam, is classed in the benzodiazepam family, and is therefore a diazepam analogue.It was first synthesized by Leo Sternbach and his team at Hoffman-La Roche in 1960, but it was not pursued as a pharmaceutical product.Diclazepam dosage, efficacy or safety in humans has never been formally studied. In animals, however, it is known to have very similar effects to flubromazepam and diazepam itself. Its effects include working as an anticonvulsant and anxiolytic, a sedative, a hypnotic, an amnesiac and as a skeletal muscle relaxant. It may have adverse effects such as drowsiness, and cognitive impairments such as short term memory impairment. Diclazepam has been assessed as having an elimination half-life of around 42 hours in most animals. In the body, it undergoes N-demethylation, resulting in the creation of delorazepam. The delorazepam can be detected in the subject’s urine for approximately six days. It also metabolises into lormetazepam (detectable for 19 days) and lorazepam (detectable for 11 days). This suggests that cytochrome P450 enzymes are also engaging in hydroxylation of the compound at the same time as the N-demethylation.
UsesChlorodiazepam-13C,d3, is the labeled analogue of Chlorodiazepam (C366830), which is a 4'-chloro derivative of diazepam (D416855), having analgesic, and possible antidepressant cardioprotective and anti-cancer effects.
Related reactions
Compound notes
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