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Details

Stereochemistry ACHIRAL
Molecular Formula C13H8BrN4O3.Na
Molecular Weight 371.121
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 1
Charge 0

SHOW SMILES / InChI
Structure of AZUMOLENE SODIUM ANHYDROUS

SMILES

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

InChI

InChIKey=PHJRJPWBPXLNAJ-FPUQOWELSA-M
InChI=1S/C13H9BrN4O3.Na/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);/q;+1/p-1/b16-6+;

HIDE SMILES / InChI

Molecular Formula Na
Molecular Weight 22.9898
Charge 1
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

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

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

Targets

Primary TargetPharmacologyConditionPotency
Target ID: Component of store-operated calcium entry
PubMed

PubMed

TitleDatePubMed
Dantrolene inhibition of ryanodine receptor Ca2+ release channels. Molecular mechanism and isoform selectivity.
2001 Apr 27
Substance Class Chemical
Created
by admin
on Sat Dec 16 06:01:46 GMT 2023
Edited
by admin
on Sat Dec 16 06:01:46 GMT 2023
Record UNII
00N857K16Y
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
AZUMOLENE SODIUM ANHYDROUS
Common Name English
2,4-IMIDAZOLIDINEDIONE, 1-(((5-(4-BROMOPHENYL)-2-OXAZOLYL)METHYLENE)AMINO)-, SODIUM SALT (1:1)
Common Name English
1-(((5-(P-BROMOPHENYL)-2-OXAZOLYL)METHYLENE)AMINO)HYDANTOIN, SODIUM SALT
Common Name English
2,4-IMIDAZOLIDINEDIONE, 1-(((5-(4-BROMOPHENYL)-2-OXAZOLYL)METHYLENE)AMINO)-, SODIUM SALT
Common Name English
Code System Code Type Description
CHEBI
143169
Created by admin on Sat Dec 16 06:01:46 GMT 2023 , Edited by admin on Sat Dec 16 06:01:46 GMT 2023
PRIMARY
FDA UNII
00N857K16Y
Created by admin on Sat Dec 16 06:01:46 GMT 2023 , Edited by admin on Sat Dec 16 06:01:46 GMT 2023
PRIMARY
PUBCHEM
13724090
Created by admin on Sat Dec 16 06:01:46 GMT 2023 , Edited by admin on Sat Dec 16 06:01:46 GMT 2023
PRIMARY
CAS
105336-14-9
Created by admin on Sat Dec 16 06:01:46 GMT 2023 , Edited by admin on Sat Dec 16 06:01:46 GMT 2023
PRIMARY
Related Record Type Details
SOLVATE->ANHYDROUS
Related Record Type Details
ACTIVE MOIETY