Nordazepam

NORDIAZEPAM · DESMETHYLDIAZEPAM · NDZ · NDD · Dmdz · A 101 · Madar · Nordaz

Identifikatoren & physikalische Daten

CAS No.	1088-11-5
Summenformel	C15H11ClN2O
Durchschnittliche Molmasse	270,71 g/mol
Monoisotopische Masse	270,05599065 g/mol
SMILES	O=C1CN=C(c2ccccc2)c2cc(Cl)ccc2N1
InChIKey	AKPLHCDWDRPJGD-UHFFFAOYSA-N
PubChem CID	2997
ChEMBL	CHEMBL523
ChEBI	CHEBI:111762
EC No.	214-123-4
DTXSID	DTXSID2049000
Lokaler Name	Nordazepam

Chemische & physikalische Eigenschaften

XLogP	2,9
Polarare Oberfläche (TPSA)	41,5
H-Brücken-Donoren	1
H-Brücken-Akzeptoren	2
Frei drehbare Bindungen	1
Schwere Atome	19
Formalladung	0
Komplexität	376
Stoffklassen	Pharmaceutical
Arzneimittel	DEA NFLIS-Drug Category -> BenzodiazepinesDEA Schedule IV Controlled Substance -> DepressantsPharmaceuticals -> BenzodiazepinesPharmaceuticals -> Synthetic Cannabinoids or Psychoactive CompoundsPharmaceuticals -> Listed in ZINC15
Löslichkeit	>40.6 [ug/mL] (The mean of the results at pH 7.4)DMSO: >10mg/mL
Human Drugs	Pharmaceuticals
Collision Cross Section	160.1 Å² [M+H]+ [CCS Type: TWMethod: Major Mix IMS/Tof Calibration Kit (Waters)]
Schmelzpunkt	208-210°C
Siedepunkt	453.1±45.0 °C(Predicted)
Dichte	1.2576 (rough estimate)
Brechungsindex	1.6330 (estimate)
Flammpunkt	11 °C
Lagerbedingungen	2-8°C
pKa (Säurekonstante)	pKa 3.5 12.0 (5%MeOH in H2O t=20 I=0.15) (Uncertain)
Aggregatzustand	neat &_& powder
Farbe	white to light tan
Hauptanwendungen	clinical testing
InChI	1S/C15H11ClN2O/c16-11-6-7-13-12(8-11)15(17-9-14(19)18-13)10-4-2-1-3-5-10/h1-8H,9H2,(H,18,19)
InChIKey	AKPLHCDWDRPJGD-UHFFFAOYSA-N
SMILES	Clc1ccc2NC(=O)CN=C(c3ccccc3)c2c1
LogP (Verteilungskoeffizient)	2.930
NIST chemische Informationen	Nordazepam(1088-11-5)
EPA chemische Informationen	2H-1,4-Benzodiazepin-2-one, 7-chloro-1,3-dihydro-5-phenyl- (1088-11-5)

Sicherheit & Vorschriften

GHS-Einstufung	This chemical does not meet GHS hazard criteria for 8.3% (4 of 48) of reports.WarningH302 (89.6%): Harmful if swallowed [Warning Acute toxicity, oral]P264, P270, P301+P317, P330, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 48 reports by companies from 4 notifications to the ECHA C&L Inventory.
Regulatorische Informationen	DEA schedule IV controlled substanceStatus: Active Update: 04-04-2018 https://echa.europa.eu/registration-dossier/-/registered-dossier/216232H-1,4-Benzodiazepin-2-one, 7-chloro-1,3-dihydro-5-phenyl-: Does not have an individual approval but may be used under an appropriate group standard
Hazard Classes and Categories	Acute Tox. 4 (89.6%)
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.
Toxizitätsübersicht	Benzodiazepines bind nonspecifically to benzodiazepine receptors BNZ1, which mediates sleep, and BNZ2, which affects affects muscle relaxation, anticonvulsant activity, motor coordination, and memory. As benzodiazepine receptors are thought to be coupled to gamma-aminobutyric acid-A (GABAA) receptors, this enhances the effects of GABA by increasing GABA affinity for the GABA receptor. Binding of the inhibitory neurotransmitter GABA to the site opens the chloride channel, resulting in a hyperpolarized cell membrane that prevents further excitation of the cell.
Carcinogen Classification	No indication of carcinogenicity to humans (not listed by IARC).
Drug Induced Liver Injury	Drug-Induced Liver Injury Severity and Toxicity (DILIst)NordazepamDILI PositiveDOI:10.1016/j.drudis.2019.09.022
USGS Health-Based Screening Levels for Evaluating Water-Quality	NordiazepamPharmaceuticalSmith, C.D. and Nowell, L.H., 2024. Health-Based Screening Levels for evaluating water-quality data (3rd ed.). DOI:10.5066/F71C1TWP
Wassergefährdungsklasse (WGK)	3
UN-Transportnummer	3249
Zollcode	2933910000
RTECS-Nr.	DF1750000
R-Sätze (R)	22-39/23/24/25-23/24/25-11
Toxizität	LD50 in mice (mg/kg): 2750 orally, >400 i.p. (Randall)LD50 in mice, rats (mg/kg): 1300, >5200 orally (company communication)
Gefahrensymbole	Xn,T,F
Sicherheitshinweise (S)	7-16-36/37-45
Gefahrenklasse	6.1(b)Acute Tox. 3 DermalAcute Tox. 3 InhalationAcute Tox. 3 OralFlam. Liq. 2STOT SE 1
Verpackungsgruppe	III
Lagerklasse	3 - Flammable liquids