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Mexazolam

Mexazolam structure

CAS No:
31868-18-5
Formula:
C18H16Cl2N2O2
Chemical Name:
Mexazolam
Synonyms:
Oxazolo[3,2-d][1,4]benzodiazepin-6(5H)-one,10-chloro-11b-(2-chlorophenyl)-2,3,7,11b-tetrahydro-3-methyl-;10-Chloro-11b-(2-chlorophenyl)-2,3,7,11b-tetrahydro-3-methyloxazolo[3,2-d][1,4]benzodiazepin-6(5H)-one;CS 386;Mexazolam;Melex
Categories:
Active Pharmaceutical Ingredients > Nervous System Drugs

Description

Mexazolam is an oxazolobenzodiazepine and a hemiaminal ether.|Mexazolam (CS-386) is a benzodiazepine indicated for the treatment of anxiety with or without psychoneurotic conditions. Mexazolam's structure is similar to that of other benzodiazepines such as [oxazolam] and [cloxazolam]. The use of benzodiazepines in the treatment of anxiety is generally a second line measure.

Mexazolam Basic Attributes

Molecular Weight：

363.238

Exact Mass：

363.24

UNII：

S5969B6237

DSSTox ID：

DTXSID9057715

Characteristics

PSA：

41.6

XLogP3：

3.94320

Density：

1.44 g/cm3

Melting Point：

172-175 °C

Boiling Point：

522.2ºC at 760 mmHg

Flash Point：

269.6ºC

Refractive Index：

1.675

Toxicity：

LD50 in male, female mice; male, female rats (mg/kg): 4687, 4571, 810, 4500 orally; >6000, >6000, >4000, >4000 i.p. or s.c. (Masuda)

Toxicity

Protein Binding：

Mexazolam is >90% protein bound in plasma.

Drug Information

Drug Indication：

Mexazolam is indicated for the treatment of anxiety with or without psychoneurotic conditions.

Absorption：

The active metabolite chloronordiazepam has a T_max of 1-2h.|Mexazolam is mainly eliminated in the bile and feces, with <10% eliminated as metabolites in the urine. >50% of a dose of mexazolam is eliminated as the metabolite chloroxazepam.

Metabolism/Metabolites：

Mexazolam is rapidly metabolized to the active metabolites chloronordiazepam and chloroxazepam.

Biological Half-Life：

Mexazolam follows a 2 compartment model with a first half life of 1.4h and a second half life of 76h.

Mechanism of Action：

Mexazolam is a benzodiazepine that binds to benzodiazepine-type receptors, inhibiting gamma-aminobutyric acid.

MeSH Entry Terms：

10-chloro-2,3,7,11b-tetrahydro-3-methyl-11b-(2-chlorophenyl)oxazolo(3,2-d)(1,4)benzodiazepin-6(5H)-one

Mexazolam Use and Manufacturing

Mexazolamis a benzodiazepine derivative and have been investigated for its therapeutic value in treating anxiety. Mexazolam is known to be metabolized via the CYP3A4 pathway.

Computed Properties

Molecular Weight:363.2
XLogP3:3.7
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:1
Exact Mass:362.0588831
Monoisotopic Mass:362.0588831
Topological Polar Surface Area:41.6
Heavy Atom Count:24
Complexity:505
Undefined Atom Stereocenter Count:2
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes