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Zolazepam

HCID 35775
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Basic information

CAS
31352-82-6
Standard SMILES
Cc1nn(C)c2c1C(c1ccccc1F)=NCC(=O)N2C
InChIKey
GDSCFOSHSOWNDL-UHFFFAOYSA-N
Molecular formula
C15H15FN4O
Average molar mass
286.3 g/mol
Monoisotopic mass
286.12298928

Overview

Zolazepam is a pyrazolodiazepinone derivative used as an anaesthetic in veterinary medicine. Zolazepam is typically used in combination with the NMDA antagonist tiletamine or the α2 adrenoceptor agonist xylazine. It is around four times the potency of diazepam but it is both water-soluble and un-ionized at physiological pH meaning that its onset is very fast.

Names & identifiers

Preferred name
Zolazepam
IUPAC
4-(2-fluorophenyl)-1,3,8-trimethyl-6H-pyrazolo[5,4-e][1,4]diazepin-7-one
English name
Zolazepam
Molecular formula
C15H15FN4O
Molecular weight
286.309

Names & synonyms

ZOLAZEPAM31352-82-6ZolazepamumCI 716G1R474U58UPyrazolo(3,4-e)(1,4)diazepin-7(1H)-one, 4-(2-fluorophenyl)-6,8-dihydro-1,3,8-trimethyl-DTXSID30185278ZolasepamRefChem:196213DTXCID401077694-(2-fluorophenyl)-1,3,8-trimethyl-1H,6H,7H,8H-pyrazolo(3,4-e)(1,4)diazepin-7-oneFlupyrazapon
Show more names
CL-7164-(o-Fluorophenyl)-6,8-dihydro-1,3,8-triMethylpyrazolo[3,4-e][1,4]diazepin-7(1H)-one4-(2-Fluorophenyl)-6,8-dihydro-1,3,8-trimethylpyrazolo[3,4-e][1,4]diazepin-7(1H)-one4-(2-Fluorophenyl)-6,8-dihydro-1,3,8-triMethylpyrazolo[3,4-e][1,4]diazepin-7(1H)-one-d3Pyrazolo[3,4-e][1,4]diazepin-7(1H)-one, 4-(2-fluorophenyl)-6,8-dihydro-1,3,8-trimethyl-
Zolazepam [INN:BAN]Zolazepamum [INN-Latin]UNII-G1R474U58UDEA No. 72954-(2-fluorophenyl)-1,3,8-trimethyl-6H-pyrazolo[3,4-e][1,4]diazepin-7-one4-(2-Fluorophenyl)-1,3,8-trimethyl-6,8-dihydropyrazolo[3,4-e][1,4]diazepin-7(1H)-one4-(2-Fluorophenyl)-6,8-dihydro-1,3,8-trimethylpyrazolo-(3,4-e)(1,4)diazepin-7(1H)-oneZOLAZEPAM [INN]

Properties

Computed structural properties

XLogP
1.7
Topological polar surface area
50.5 Ų
Hydrogen bond donors
0
Hydrogen bond acceptors
4
Rotatable bonds
1
Heavy atoms
21
Formal charge
0
Complexity
455

Experimental & physicochemical properties

Drugs · 2 items

DEA NFLIS-Drug Category -> Benzodiazepines

Pharmaceuticals -> Synthetic Cannabinoids or Psychoactive Compounds

Animal Drugs · 2 items

Pharmaceuticals -> UK Veterinary Medicines Directorate List

Pharmaceuticals -> Animal Drugs -> Approved in Taiwan

Collision Cross Section162.3 Ų [M+H]+ [CCS Type: TW; Method: Major Mix IMS/Tof Calibration Kit (Waters)]

Physicochemical properties

Melting point
183 · 183-185 °C(Solv: methanol (67-56-1); ethyl ether (60-29-7))
Boiling point
506.6 · 506.6±50.0 °C(Predicted)
Density
1.31 · 1.31±0.1 g/cm3(Predicted)
solubility
1 mg/ml; · DMF: 1 mg/ml; DMSO: 1 mg/ml; DMSO:PBS (pH 7.2) (1:2): 0.33 mg/ml
form
A crystalline solid
pka
1.85 · 1.85±0.20(Predicted)
FDA UNII
1 R474U58U · G1R474U58U

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 · 4 items

Warning

H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]

P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, 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

Hazard Classes and CategoriesSkin Irrit. 2 (100%)

Safety data

Signal word
Warning
Symbol(GHS)
GHS07
Hazard statements
H315-H335-H319
Precautionary statements
P264-P280-P302+P352-P321-P332+P313-P362-P264-P280-P305+P351+P338-P337+P313P

Chemistry & industry

Pharmacology

MeSH Pharmacological Classification · 2 items

Agents that alleviate ANXIETY, tension, and ANXIETY DISORDERS, promote sedation, and have a calming effect without affecting clarity of consciousness or neurologic conditions. ADRENERGIC BETA-ANTAGONISTS are commonly used in the symptomatic treatment of anxiety but are not included here.

Substances that do not act as agonists or antagonists but do affect the GAMMA-AMINOBUTYRIC ACID receptor-ionophore complex. GABA-A receptors (RECEPTORS, GABA-A) appear to have at least three allosteric sites at which modulators act: a site at which BENZODIAZEPINES act by increasing the opening frequency of GAMMA-AMINOBUTYRIC ACID-activated chloride channels; a site at which BARBITURATES act to prolong the duration of channel opening; and a site at which some steroids may act. GENERAL ANESTHETICS probably act at least partly by potentiating GABAergic responses, but they are not included here.

Uses & manufacturing

Use ClassificationPharmaceuticals -> Animal Drugs -> Approved in Taiwan

Applications

UsesA sedative and anesthetic

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Compound notes

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On this pageBasic informationOverviewNames & identifiersPropertiesSafety & regulationChemistry & industryRelated reactionsCompound notes

Database identifiers

CAS
31352-82-6
PubChem CID
35775
DTXSID
DTXSID30185278
ChEMBL
CHEMBL2111144
UNII
G1R474U58U
EC Number
608-606-2
Nikkaji
J20.555I
Symbol(GHS)
7 · GHS07
Signal word
Warning
Hazard statements
315 · H315-H335-H319
Precautionary statements
264 · P264-P280-P302+P352-P321-P332+P313-P362-P264-P280-P305+P351+P338-P337+P313P