Basic information
- CAS
22316-55-8- Standard SMILES
O=C1CC(=O)N(c2ccccc2)c2cc(Cl)ccc2N1- InChIKey
RRTVVRIFVKKTJK-UHFFFAOYSA-N- Molecular formula
- C15H11ClN2O2
- Average molar mass
- 286.71 g/mol
- Monoisotopic mass
- 286.05090527
Overview
N-Desmethylclobazam is a benzodiazepine.
Names & identifiers
- Preferred name
- Desmethylclobazam
- IUPAC
- 7-chloro-5-phenyl-1H-1,5-benzodiazepine-2,4-dione
- English name
- 8-chloro-1-phenyl-1H-1,5-benzodiazepine-2,4(3H,5H)-dione
- Molecular formula
- C15H11ClN2O2
- Molecular weight
- 286.71
Names & synonyms
N-Desmethylclobazam22316-55-8DesmethylclobazamDemethylclobazamMZ4L647O2H1H-1,5-Benzodiazepine-2,4(3H,5H)-dione, 8-chloro-1-phenyl-DTXSID40176859CLOBAZAM METABOLITE M9RefChem:829785DTXCID6099350244-909-2Norclobazam
Show more names
Einecs 244-909-2N-DemethylclobazamN-Desmethylclobazam (CRM)Clobazam Related Compound AN-Desmethylclobazam solution
Clofazin8-Chloro-1-phenyl-1H-1,5-benzodiazepine-2,4(3H,5H)-dioneN-Desmethyl Clobazam7-chloro-5-phenyl-1H-1,5-benzodiazepine-2,4-dioneClobazam EP Impurity ANOR-CLOBAZAM8-chloro-1-phenyl-1H-benzo[b][1,4]diazepine-2,4(3H,5H)-dione7-chloro-5-phenyl-1,5-dihydro-3H-1,5-benzodiazepine-2,4-dione
Database identifiers
- CAS
22316-55-8- PubChem CID
- 89657
- DTXSID
DTXSID40176859- ChEMBL
CHEMBL2260842- ChEBI
Properties
Computed structural properties
- XLogP
- 1.9
- Topological polar surface area
- 49.4 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 2
- Rotatable bonds
- 1
- Heavy atoms
- 20
- Formal charge
- 0
- Complexity
- 395
Experimental & physicochemical properties
Collision Cross Section161.7 Ų [M+H]+ [CCS Type: TW; Method: Major Mix IMS/Tof Calibration Kit (Waters)]
Physicochemical properties
- Melting point
- 239 °C · >239°C (dec.)
- Boiling point
- 601.8 · 601.8±55.0 °C(Predicted)
- Density
- 1.363 · 1.363±0.06 g/cm3(Predicted)
- Flash point
- 2 ℃ · 2℃
- storage temp.
- -20 °C · Controlled Substance, -20°C Freezer
- solubility
- Acetonitrile (Soluble)
- pka
- 7.57 · 7.57±0.20(Predicted)
- form
- A neat solid
- Major Application
- clinical testing
- InChI
- 1S/C15H11ClN2O2/c16-10-6-7-12-13(8-10)18(11-4-2-1-3-5-11)15(20)9-14(19)17-12/h1-8H,9H2,(H,17,19)
- InChIKey
- RRTVVRIFVKKTJK-UHFFFAOYSA-N
- SMILES
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
H317 (84.4%): May cause an allergic skin reaction [Warning Sensitization, Skin]
P261, P271, P272, P280, P302+P352, P304+P340, P319, P321, P333+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 45 reports by companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Regulatory InformationStatus: Active Update: 09-02-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/19891
Hazard Classes and CategoriesSkin Sens. 1 (84.4%)
Safety data
- wgk
- 2
- ridadr
- UN 1648 3 / PGII
- Toxicity
- mouse,LD50,oral,> 2583mg/kg (2583mg/kg),United States Patent Document. Vol. #3760074,
- risk_code
- 11-20/21/22-36
- Signal word
- Danger
- Symbol(GHS)
- GHS02,GHS07
- hazard_code
- F,Xn
- safety_code
- 16-36/37
- Storage Class
- 3 - Flammable liquids
- Hazard statements
- H225-H302+H312+H332-H319
- REACH Registrations
- Active
- Hazard Classifications
- Acute Tox. 4 DermalAcute Tox. 4 InhalationAcute Tox. 4 OralEye Irrit. 2Flam. Liq. 2
Chemistry & industry
Pharmacology
Metabolism/MetabolitesN-desmethylclobazam is a known human metabolite of clobazam.
MeSH Pharmacological ClassificationDrugs used to prevent SEIZURES or reduce their severity.
Tissue LocationsKidney
Cellular LocationsCytoplasm
Applications
DescriptionN-Desmethylclobazam (Item No. 18564) is an analytical reference material that is structurally categorized as a benzodiazepine. It is a major active metabolite of clobazam, produced primarily by the action of cytochrome P450 isoform 3A4. N-Desmethylclobazam positively modulates GABAA receptors (EC50s range from 98 to 151 μM, depending on subunit configuration). This product is intended for research and forensic applications.
DescriptionN-Desmethylclobazam (CRM) (Item No. 18888) is a certified reference material that is structurally categorized as a benzodiazepine. It is a major active metabolite of clobazam, produced primarily by the action of cytochrome P450 isoform 3A4. N-Desmethylclobazam (CRM) positively modulates GABAA receptors (EC50s range from 98 to 151 μM, depending on subunit configuration). This product is intended for research and forensic applications.
UsesThe major metabolite of Clobazam Controlled substance (depressant).
General DescriptionA Certified Solution Standard for use in LC or GC applications from forensic and forensic toxicology analysis to urine drug testing. N-Desmethylclobazam, found in urine, serum, and plasma, is the pharmacologically active, major metabolite of clobazam.
Upstream & downstream products
Upstream raw materials
Related reactions
24 records
Compound notes
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