Clonazepam

Klonopin · Rivotril · 5-(2-chlorophenyl)-1,3-dihydro-7-nitro-2h-4-benzodiazepin-2-one · 5-(2-Chlorophenyl)-1,3-dihydro-7-nitro-2H-1,4-benzodiazepin-2-one · RO4023 · Sentil · Landsen · Rivotri

https://huagongshe.com/en/chemical/2802

Identifiers & Physical Properties

CAS No.	106955-87-7
Molecular formula	C15H10ClN3O3
Average molar mass	315.71 g/mol
Monoisotopic mass	315.0410689 g/mol
SMILES	O=C1CN=C(c2ccccc2Cl)c2cc([N+](=O)[O-])ccc2N1
InChIKey	DGBIGWXXNGSACT-UHFFFAOYSA-N
PubChem CID	2802
ChEMBL	CHEMBL452
ChEBI	CHEBI:3756
EC No.	216-596-2
DTXSID	DTXSID1022845

Chemical & Physical Properties

XLogP	2.4
Topological polar surface area	87.3
Hydrogen bond donors	1
Hydrogen bond acceptors	4
Rotatable bonds	1
Heavy atoms	22
Formal charge	0
Complexity	491
LogP (partition coefficient)	2.41log Kow = 2.412.7
Odor	Faint odor
Color/Form	White crystals from ethanol-methylene chlorideOff-white to light yellow crystalline powder
Solubility	100In water, <100 mg/L at 25 °CInsoluble in benzeneslightly soluble in acetone, methanol, chloroformSolubility in mg/mL at 25 °C: acetone 31chloroform 15methanol 8.6ether 0.7benzene 0.51.06e-02 g/LPractically insoluble in water, slightly soluble in alcohol and in methanol.
Decomposition	When heated to decomposition it emits very toxic fumes of /hydrogen chloride and nitrogen oxides/.
Melting point	238-240237.5 °C236.5 - 238.5 °C236.5-238.50C
Physical Description	Solid
Stability/Shelf Life	The commercially available conventional tablets have an expiration date of 5 years following the date of manufacture.Stable under recommended storage conditions.
Dissociation Constants	pK1 = 1.5pK2 = 10.5
Kovats Retention Index	2803286028062833283228562878281328852857.12843.3282728142934.628532835.228632848.42879
Collision Cross Section	168.2 Å² [M+H]+ [CCS Type: TWMethod: Major Mix IMS/Tof Calibration Kit (Waters)]171 Å² [M+H]+ [CCS Type: DTMethod: single field calibrated]
Boiling point	524.5±50.0 °C(Predicted)
Density	1.4592 (rough estimate)
Refractive index	1.6470 (estimate)
Flash point	11 °C
Storage conditions	2-8°C
Physical state	powder
pKa (acidity coefficient)	1.5, 10.5(at 25℃)
Color	light yellow
Henry's law constant	1.4×107 mol/(m3Pa) at 25℃, HSDB (2015)
Major applications	pharmaceutical (small molecule)
InChI	1S/C15H10ClN3O3/c16-12-4-2-1-3-10(12)15-11-7-9(19(21)22)5-6-13(11)18-14(20)8-17-15/h1-7H,8H2,(H,18,20)
InChIKey	DGBIGWXXNGSACT-UHFFFAOYSA-N
SMILES	Clc1ccccc1C2=NCC(=O)Nc3ccc(cc23)N(=O)=O
CAS DataBase Reference	1622-61-3(CAS DataBase Reference)
FDA UNII	5PE9FDE8GB
NIST Chemistry Reference	Clonazepam(1622-61-3)
ATC code	N03AE01
EPA Substance Registry System	2H-1,4-Benzodiazepin-2-one, 5-(2-chlorophenyl)-1,3-dihydro-7-nitro- (1622-61-3)
UNSPSC Code	41116107
NACRES	NA.24
Protein binding	86%
Excreted unchanged in urine	<0.5%
Volume of distribution	3(L/kg)
Biological half-life	20-60 / -
GHS pictogram	GHS02,GHS06,GHS08
Signal word	Danger
GHS hazard statements	H225-H301+H311+H331-H370
GHS precautionary statements	P210-P260-P280-P301+P310-P311
Target organs	Central nervous system
Hazard symbols	F,T
Risk statements (R)	11-23/24/25-39/23/24/25
Safety statements (S)	7-16-36/37-45-24/25-22
UN transport number	UN 1230 3/PG 2
Water hazard class (WGK)	2
RTECS number	DF2100000
Hazard class	6.1(b)Aquatic Chronic 3STOT SE 3
Packing group	III
Customs code	2933910000
Storage class	11 - Combustible Solids
Hazardous substances data	1622-61-3(Hazardous Substances Data)
Toxicity	LD50 orally in mice: >4000 mg/kg (Blum)

Safety & Regulations

GHS classification	This chemical does not meet GHS hazard criteria for 12.5% (1 of 8) of reports.DangerH336 (50%): May cause drowsiness or dizziness [Warning Specific target organ toxicity, single exposureNarcotic effects]H360 (12.5%): May damage fertility or the unborn child [Danger Reproductive toxicity]H361 (50%): Suspected of damaging fertility or the unborn child [Warning Reproductive toxicity]H362 (25%): May cause harm to breast-fed children [Reproductive toxicity, effects on or via lactation]H412 (50%): Harmful to aquatic life with long lasting effects [Hazardous to the aquatic environment, long-term hazard]H413 (12.5%): May cause long lasting harmful effects to aquatic life [Hazardous to the aquatic environment, long-term hazard]P203, P260, P261, P263, P264, P270, P271, P273, P280, P304+P340, P318, P319, P403+P233, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 8 reports by companies from 8 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.Reported as not meeting GHS hazard criteria per 1 of 8 reports by companies.There are 7 notifications provided by 7 of 8 reports by companies with hazard statement code(s).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.
Regulatory information	DEA schedule IV controlled substanceClonazepam: Does not have an individual approval but may be used as a component in a product covered by a group standard. It is not approved for use as a chemical in its own right.
Other safety information	IMAP assessments - 2H-1,4-Benzodiazepin-2-one, 5-(2-chlorophenyl)-1,3-dihydro-7-nitro-: Environment tier I assessmentIMAP assessments - 2H-1,4-Benzodiazepin-2-one, 5-(2-chlorophenyl)-1,3-dihydro-7-nitro-: Human health tier I assessment
FDA requirements	Schedule IV shall consist of the drugs and other substances, by whatever official name, common or usual name, chemical name, or brand name designated, listed in this section. Each drug or substance has been assigned the DEA Controlled Substances Code Number set forth opposite it. ... Depressants. 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 such salts, isomers, and salts of isomers is possible within the specific chemical designation: Clonazepam (DEA Code Number: 2737) is included on this list.

Applications & Uses

Description

Clonazepam is a first-generation antiepileptic drug (AED) known under the proprietary brand name of Rivotril® (Roche, Basel) in the UK and Klonopin® (Roche, Basel) in the USA.

Description

Clonazepam (Item No. 14263) is an analytical reference material categorized as a benzodiazepine. Clonazepam is regulated as a Schedule IV compound in the United States. This product is intended for research and forensic applications.

Uses

Antiepileptic agent with anxiolytic and antimanic properties. Anticonvulsant. This is a controlled substance (depressant)

General Description

Clonazepam is useful in absence seizures and in myoclonicseizures. Tolerance to the anticonvulsant effect of the clonazepamoften developed rather quickly, and it is a commonproblem with the BZDs. Metabolism involves hydroxylationof the C-3 position, followed by glucuronidation andnitro group reduction, followed by acetylation.