ChemicalBook >> CAS DataBase List >>8-chloro-1-phenyl-1H-1,5-benzodiazepine-2,4(3H,5H)-dione

8-chloro-1-phenyl-1H-1,5-benzodiazepine-2,4(3H,5H)-dione

CAS No.
22316-55-8
Chemical Name:
8-chloro-1-phenyl-1H-1,5-benzodiazepine-2,4(3H,5H)-dione
Synonyms
Clofazin;Norclobazam;Einecs 244-909-2;Demethylclobazam;Desmethylclobazam;N-Demethylclobazam;Clobazam EP Impurity A;N-Desmethylclobazam (CRM);Clobazam Related Compound A;N-Desmethylclobazam solution
CBNumber:
CB5921872
Molecular Formula:
C15H11ClN2O2
Molecular Weight:
286.71
MDL Number:
MFCD00871860
MOL File:
22316-55-8.mol
MSDS File:
SDS
Last updated:2026-01-13 11:22:46
Product description Number Pack Size Price
N-Desmethylclobazam solution 1.0?mg/mL (acetonitrile:DMSO (90:10 v/v)), ampule of 1?mL, certified reference material, Cerilliant? D-145 1ML $435
N-Desmethylclobazam solution 100?μg/mL in acetonitrile, ampule of 1?mL, certified reference material, Cerilliant? D-049 1mL $264
N-Desmethylclobazam ≥98% 18564 1mg $81
N-Desmethylclobazam ≥98% 18564 5mg $355
N-Desmethylclobazam (CRM) 18888 100μg $119

8-chloro-1-phenyl-1H-1,5-benzodiazepine-2,4(3H,5H)-dione Properties

Melting point >239°C (dec.)
Boiling point 601.8±55.0 °C(Predicted)
Density 1.363±0.06 g/cm3(Predicted)
Flash point 2℃
storage temp. Controlled Substance, -20°C Freezer
solubility Acetonitrile (Soluble)
pka 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 O=C(C1)N(C2=CC=CC=C2)C3=C(C=CC(Cl)=C3)NC1=O
EWG's Food Scores 1
FDA UNII MZ4L647O2H
UNSPSC Code 41116107
NACRES NA.24

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictogramsGHS hazard pictograms
GHS02,GHS07
Signal word  Danger
Hazard statements  H225-H302+H312+H332-H319
Precautionary statements  P210-P280-P301+P312-P303+P361+P353-P304+P340+P312-P305+P351+P338
Hazard Codes  F,Xn
Risk Statements  11-20/21/22-36
Safety Statements  16-36/37
RIDADR  UN 1648 3 / PGII
WGK Germany  2
Storage Class 3 - Flammable liquids
Hazard Classifications Acute Tox. 4 Dermal
Acute Tox. 4 Inhalation
Acute Tox. 4 Oral
Eye Irrit. 2
Flam. Liq. 2
Toxicity mouse,LD50,oral,> 2583mg/kg (2583mg/kg),United States Patent Document. Vol. #3760074,

8-chloro-1-phenyl-1H-1,5-benzodiazepine-2,4(3H,5H)-dione price More Price(18)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich D-145 N-Desmethylclobazam solution 1.0?mg/mL (acetonitrile:DMSO (90:10 v/v)), ampule of 1?mL, certified reference material, Cerilliant? 22316-55-8 1ML $435 2025-07-31 Buy
Sigma-Aldrich D-049 N-Desmethylclobazam solution 100?μg/mL in acetonitrile, ampule of 1?mL, certified reference material, Cerilliant? 22316-55-8 1mL $264 2025-07-31 Buy
Cayman Chemical 18564 N-Desmethylclobazam ≥98% 22316-55-8 1mg $81 2024-03-01 Buy
Cayman Chemical 18564 N-Desmethylclobazam ≥98% 22316-55-8 5mg $355 2024-03-01 Buy
Cayman Chemical 18888 N-Desmethylclobazam (CRM) 22316-55-8 100μg $119 2024-03-01 Buy
Product number Packaging Price Buy
D-145 1ML $435 Buy
D-049 1mL $264 Buy
18564 1mg $81 Buy
18564 5mg $355 Buy
18888 100μg $119 Buy

8-chloro-1-phenyl-1H-1,5-benzodiazepine-2,4(3H,5H)-dione Chemical Properties,Uses,Production

Description

N-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.

Description

N-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.

Chemical Properties

Off-White Solid

Uses

The major metabolite of Clobazam Controlled substance (depressant).

Definition

ChEBI: N-Desmethylclobazam is a benzodiazepine.

General Description

A 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.

References

[1] JOSE DE LEON  Francisco J D  Edoardo Spina. Clobazam therapeutic drug monitoring: a comprehensive review of the literature with proposals to improve future studies.[J]. Therapeutic Drug Monitoring, 2013, 35 1: 30-47. DOI: 10.1097/ftd.0b013e31827ada88
[2] HARRIET HAMMER. Functional characterization of the 1,5-benzodiazepine clobazam and its major active metabolite N-desmethylclobazam at human GABA(A) receptors expressed in Xenopus laevis oocytes.[J]. PLoS ONE, 2015: e0120239. DOI: 10.1371/journal.pone.0120239

68406-47-3
105-53-3
22316-55-8
Synthesis of 8-chloro-1-phenyl-1H-1,5-benzodiazepine-2,4(3H,5H)-dione from 5-chloro-N-phenylbenzene-1,2-diamine and Diethyl malonate

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7-Chloro-5-phenyl-1,5-dihydro-3H-1,5-benzodiazepine-2,4-dione 8-chloro-1-phenyl-1H-1,5-benzodiazepine-2,4(3H,5H)-dione 7-Chloro-5-phenyl-1H-1,5-benzodiazepine-2,4(3H,5H)-dione Desmethylclobazam Norclobazam 1H-1,5-Benzodiazepine-2,4(3H,5H)-dione, 8-chloro-1-phenyl- Clofazin Demethylclobazam Einecs 244-909-2 N-Demethylclobazam 8-chloro-1-phenyl-1H-benzo[b][1,4]diazepine-2,4(3H,5H)-dione N-Desmethylclobazam solution 7-chloro-5-phenyl-1H-1,5-benzodiazepine-2,4-dione N-Desmethylclobazam (CRM) Clobazam EP Impurity A Clobazam Impurity 1(Clobazam EP Impurity A) N-Desmethyl Clobazam (100 μg/mL in Acetonitrile ) Clobazam EP Impurity A (N-Desmethylclobazam) Clobazam impurity A (Y0000241) N-DesmethylclobazamQ: What is N-Desmethylclobazam Q: What is the CAS Number of N-Desmethylclobazam Q: What is the storage condition of N-Desmethylclobazam Q: What are the applications of N-Desmethylclobazam Clobazam - Impurity A (Freebase) Clobazam Related Compound A Clobazam USP Related Compound A N-Desmethylclobazam (nor-Clobazam) 7-Chloro-5-phenyl-1,5-dihydro-3H-1,5-benzodiazepine-2,4-dione (Norclobazam) N-Desmethylclobazam (Norclobazam) 0.1 mg/ml in Acetonitrile Norclobazam, 1mg/ml in Acetonitrile Clobazam EP Impurity A (Clobazam USP Related Compound A, N-Desmethylclobazam) 22316-55-8 2316-55-8 Aromatics Heterocycles Intermediates & Fine Chemicals Metabolites & Impurities Pharmaceuticals