AZUMOLENE SODIUM

Possibly Marketed Outside US

Details

Stereochemistry	ACHIRAL
Molecular Formula	C13H8BrN4O3.Na.2H2O
Molecular Weight	407.152
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	1
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

O.O.[Na+].BrC1=CC=C(C=C1)C2=CN=C(O2)\C=N\N3CC(=O)[N-]C3=O

InChI

InChIKey=WONASCBDLCRVNQ-CETSFZMCSA-M

InChI=1S/C13H9BrN4O3.Na.2H2O/c14-9-3-1-8(2-4-9)10-5-15-12(21-10)6-16-18-7-11(19)17-13(18)20;;;/h1-6H,7H2,(H,17,19,20);;2*1H2/q;+1;;/p-1/b16-6+;;;

HIDE SMILES / InChI

Molecular Formula	C13H9BrN4O3
Molecular Weight	349.14
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	1
Optical Activity	NONE

Molecular Formula	Na
Molecular Weight	22.98976928
Charge	1
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Molecular Formula	H2O
Molecular Weight	18.0153
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/18047479 | https://www.ncbi.nlm.nih.gov/pubmed/16945924 | https://www.ncbi.nlm.nih.gov/pubmed/2790379

Azumolene is a direct-acting, skeletal muscle relaxant with structural similarities to dantrolene. It is a muscle relaxant that inhibits the release of calcium from skeletal muscle sarcoplasmic reticulum. Azumolene inhibits a component of store-operated calcium entry (SOCE) coupled to activation of type 1 ryanodine receptor (RyR1) by caffeine and ryanodine, whereas the SOCE component induced by thapsigargin is not affected. Azumolene distinguishes between two mechanisms of cellular signaling to SOCE in skeletal muscle, one that is coupled to and one independent from RyR1. Azumolene is equipotent to dantrolene sodium in blocking pharmacologic-induced muscle contractures and that azumolene is efficacious for treatment/prevention of malignant hyperthermia.

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Component of store-operated calcium entry 3 Target ID: Component of store-operated calcium entry Sources: https://www.ncbi.nlm.nih.gov/pubmed/16945924	Inhibitor 8504

PubMed

Title	Date	PubMed
Dantrolene inhibition of ryanodine receptor Ca2+ release channels. Molecular mechanism and isoform selectivity.	2001-04-27	11278295

Substance Class	Chemical Created by `admin` on `Wed Apr 02 02:00:12 GMT 2025` Edited by `admin` on `Wed Apr 02 02:00:12 GMT 2025`
Record UNII	ISB31HSB8H
Record Status	`Validated (UNII)`
Record Version

Download

Name

Type

Language

EU-4093

Preferred Name

English

AZUMOLENE SODIUM

Official Name

English

AZUMOLENE SODIUM [USAN]

Common Name

English

2,4-IMIDAZOLIDINEDIONE, 1-(((5-(4-BROMOPHENYL)-2-OXAZOLYL)METHYLENE)AMINO)-, SODIUM SALT, DIHYDRATE

Common Name

English

1-(((5-(P-BROMOPHENYL)-2-OXAZOLYL)METHYLENE)AMINO)HYDANTOIN, SODIUM SALT, DIHYDRATE

Common Name

English

2,4-IMIDAZOLIDINEDIONE, 1-(((5-(4-BROMOPHENYL)-2-OXAZOLYL)METHYLENE)AMINO)-, SODIUM SALT, HYDRATE (1:1:2)

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C29696