Azumolene
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MedKoo CAT#: 330058

CAS#: 64748-79-4 (free)

Description: Azumolene is a muscle relaxant that inhibits the release of calcium from skeletal muscle sarcoplasmic reticulum. Azumolene inhibits a component of store-operated calcium entry coupled to the skeletal muscle ryanodine receptor. Azumolene, an equipotent dantrolene analog, inhibits a component of SOCE coupled to activation of RyR1 by caffeine and ryanodine, whereas the SOCE component induced by thapsigargin is not affected.


Chemical Structure

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Azumolene
CAS# 64748-79-4 (free)

Theoretical Analysis

MedKoo Cat#: 330058
Name: Azumolene
CAS#: 64748-79-4 (free)
Chemical Formula: C13H9BrN4O3
Exact Mass: 347.9858
Molecular Weight: 349.144
Elemental Analysis: C, 44.72; H, 2.60; Br, 22.89; N, 16.05; O, 13.75

Price and Availability

Size Price Availability Quantity
50.0mg USD 750.0 2 Weeks
100.0mg USD 1250.0 2 Weeks
200.0mg USD 1850.0 2 Weeks
500.0mg USD 2850.0 2 Weeks
1.0g USD 3850.0 2 Weeks
2.0g USD 5850.0 2 Weeks
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Related CAS #: 64748-79-4 (free)   105336-14-9 (sodium)    

Synonym: Azumolene; EU4093; EU-4093; EU 4093;

IUPAC/Chemical Name: 2,4-Imidazolidinedione, 1-(((5-(4-bromophenyl)-2-oxazolyl)methylene)amino)-

InChi Key: SEGCNGONCZQFDW-OMCISZLKSA-N

InChi Code: InChI=1S/C13H9BrN4O3/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)/b16-6+

SMILES Code: O=C1NC(CN1/N=C/C2=NC=C(C3=CC=C(Br)C=C3)O2)=O

Appearance: Solid powder

Purity: >98% (or refer to the Certificate of Analysis)

Shipping Condition: Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition: Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility: Soluble in DMSO

Shelf Life: >3 years if stored properly

Drug Formulation: This drug may be formulated in DMSO

Stock Solution Storage: 0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code: 2934.99.9001

Preparing Stock Solutions

The following data is based on the product molecular weight 349.144 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL

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1: Si D, Azam MA, Lai PFH, Zamiri N, Kichigina G, Asta J, Massé S, Bokhari MM, Porta-Sánchez A, Labos C, Sun H, Yang P, Nanthakumar K. Essential role of ryanodine receptor 2 phosphorylation in the effect of azumolene on ventricular arrhythmia vulnerability in a rabbit heart model. J Cardiovasc Electrophysiol. 2018 Dec;29(12):1707-1715. doi: 10.1111/jce.13737. Epub 2018 Oct 31. PMID: 30203424.

2: Talbert EE, Smuder AJ, Kwon OS, Sollanek KJ, Wiggs MP, Powers SK. Blockage of the Ryanodine Receptor via Azumolene Does Not Prevent Mechanical Ventilation- Induced Diaphragm Atrophy. PLoS One. 2016 Feb 5;11(2):e0148161. doi: 10.1371/journal.pone.0148161. PMID: 26849371; PMCID: PMC4744044.

3: Zhao X, Min CK, Ko JK, Parness J, Kim DH, Weisleder N, Ma J. Increased store- operated Ca2+ entry in skeletal muscle with reduced calsequestrin-1 expression. Biophys J. 2010 Sep 8;99(5):1556-64. doi: 10.1016/j.bpj.2010.06.050. PMID: 20816068; PMCID: PMC2931717.

4: Zhao X, Weisleder N, Han X, Pan Z, Parness J, Brotto M, Ma J. Azumolene inhibits a component of store-operated calcium entry coupled to the skeletal muscle ryanodine receptor. J Biol Chem. 2006 Nov 3;281(44):33477-86. doi: 10.1074/jbc.M602306200. Epub 2006 Aug 31. PMID: 16945924.

5: McKinney LC, Butler T, Mullen SP, Klein MG. Characterization of ryanodine receptor-mediated calcium release in human B cells: relevance to diagnostic testing for malignant hyperthermia. Anesthesiology. 2006 Jun;104(6):1191-201. doi: 10.1097/00000542-200606000-00014. PMID: 16732090.

6: Zhang Y, Rodney GG, Schneider MF. Effects of azumolene on Ca2+ sparks in skeletal muscle fibers. J Pharmacol Exp Ther. 2005 Jul;314(1):94-102. doi: 10.1124/jpet.105.084046. Epub 2005 Apr 14. PMID: 15831441.

7: Kindler CH, Eilers H, Donohoe P, Ozer S, Bickler PE. Volatile anesthetics increase intracellular calcium in cerebrocortical and hippocampal neurons. Anesthesiology. 1999 Apr;90(4):1137-45. doi: 10.1097/00000542-199904000-00029. PMID: 10201687.

8: Shamash J, Salam AH, Davies DC, Williams A, Joel S, Lister TA. In vitro testing of calcium channel blockers and cytotoxic chemotherapy in B-cell low- grade non-Hodgkin's lymphoma. Br J Cancer. 1998 May;77(10):1598-603. doi: 10.1038/bjc.1998.262. PMID: 9635834; PMCID: PMC2150073.

9: Palnitkar SS, Mickelson JR, Louis CF, Parness J. Pharmacological distinction between dantrolene and ryanodine binding sites: evidence from normal and malignant hyperthermia-susceptible porcine skeletal muscle. Biochem J. 1997 Sep 15;326 ( Pt 3)(Pt 3):847-52. doi: 10.1042/bj3260847. PMID: 9307036; PMCID: PMC1218741.

Azumolene

10.0mg / Not available