ChemicalBook > CAS DataBase List > Azumolene

Azumolene

Product Name
Azumolene
CAS No.
64748-79-4
Chemical Name
Azumolene
Synonyms
Azumolene;EU4093 free base;1-[[[5-(4-Bromophenyl)-2-oxazolyl]methylene]amino]hydantoin;2,4-Imidazolidinedione, 1-[[[5-(4-bromophenyl)-2-oxazolyl]methylene]amino]-;SOCE,inhibit,Azumolene,EU-4093,ryanodine,Inhibitor,Ca channels,EU 4093,Calcium Channel,relaxant,Ca2+ channels,muscle,EU4093,receptor,calcium
CBNumber
CB91178079
Molecular Formula
C13H9BrN4O3
Formula Weight
349.14
MOL File
64748-79-4.mol
More
Less

Azumolene Property

storage temp. 
Store at -20°C
solubility 
DMSO: 13.89 mg/mL (39.78 mM)
form 
Solid
color 
White to light brown
More
Less

Hazard and Precautionary Statements (GHS)

More
Less

N-Bromosuccinimide Price

Sigma-Aldrich
Product number
SML2907
Product name
Azumolene
Purity
≥98% (HPLC)
Packaging
5MG
Price
$91.9
Updated
2023/06/20
Sigma-Aldrich
Product number
SML2907
Product name
Azumolene
Purity
≥98% (HPLC)
Packaging
25MG
Price
$372
Updated
2023/06/20
ChemScene
Product number
CS-0143380
Product name
Azumolene
Purity
98.54%
Packaging
25mg
Price
$450
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
HCH0124094
Product name
1-[[[5-(4-BROMO-PHENYL)-2-OXAZOLYL]-METHYLENE]AMINE]-2,4-IMIDAZOLINE DIONE
Purity
95.00%
Packaging
5MG
Price
$495.57
Updated
2021/12/16
ChemScene
Product number
CS-0143380
Product name
Azumolene
Purity
98.54%
Packaging
50mg
Price
$750
Updated
2021/12/16
More
Less

Azumolene Chemical Properties,Usage,Production

Originator

Azumolene sodium,ZYF Pharm Chemical

Uses

Relaxant (skeletal muscle).

Definition

ChEBI: Azumolene is a 1,3-oxazole which is substituted by a [(2,4-dioxoimidazolidin-1-yl)imino]methyl group at position 2 and a 4-bromophenyl group at position 5. It is a muscle relaxant used for the treatment/prevention of malignant hyperthermia. It has a role as a ryanodine receptor modulator and a muscle relaxant. It is a member of 1,3-oxazoles, a member of bromobenzenes and an imidazolidine-2,4-dione. It is a conjugate acid of an azumolene(1-).

Manufacturing Process

To a stirred solution of 2-bromo-4'-bromoacetophenone (100.0 g, 0.36 mole) in chloroform (500 ml) was added hexamethylenetetramine (50.0 g, 0.36 mole). The mixture was stirred for 2.5 h and 143.0 g of the product was collected by filtration (100%).
The product above was combined with a solution of methanol (300 ml) and conc. HCl (410 ml), and the mixture was stirred for 52 h. The solid was collected by filtration and was washed with isopropanol. The product was recrystallized from methanol (Darco) to give 55.0 g (61%, in three crops), melting point 284°-287°C.
To a stirred mixture of the above amine hydrochloride (55.0 g, 0.22 mole) and [[(2,4-dioxo-1-imidazolidinyl)imino]methyl]formyl chloride (42.0 g, 0.22 mole) was added a solution of 440 ml of dimethylformamide and 44 ml of pyridine. The mixture was stirred for 20 h and poured into 2 L of water. The solid was collected by filtration and washed with ethanol and ether to give 36.0 g (28%) of N-[2-(4-bromophenyl)-2-oxoethyl]-[[(2,4-dioxo-1-imidazolidinyl)- imino]methyl]formamide, melting point 267°-269°C (recrystallization from 2200 ml acetic acid).
The of N-[2-(4-bromophenyl)-2-oxoethyl]-[[(2,4-dioxo-1-imidazolidinyl) imino]methyl]formamide (22.0 g, 0.061 mole) was combined with phosphorus oxychloride (310 ml) and the mixture was stirred and refluxed for 7 h. The solid was filtered off and stirred into an ice and water mixture (1 L). The 15.0 g (70%) of 1-[[[5-(4-bromophenyl)-2-oxazolyl]methylene]amino]-2,4- imidazolidinedione was collected by filtration, melting point 290°-292°C (recrystallization from 700 ml acetic acid).

Therapeutic Function

Muscle relaxant

Biochem/physiol Actions

Azumolene, a more water-soluble analog of dantrolene, is a potent inhibitor of sarcoplasmic reticulum (SR) ryanodine receptor (RyR) that inhibits skeletal muscle SR Ca2+ release. Azumolene is a direct acting skeletal muscle relaxant that induces effective blockade of skeletal muscle RyR1.

Azumolene Preparation Products And Raw materials

Raw materials

Preparation Products

More
Less

Azumolene Suppliers

Shanghai EFE Biological Technology Co., Ltd.
Tel
021-65675885 18964387627
Fax
021-65675885
Email
info@efebio.com
Country
China
ProdList
9806
Advantage
58
Beijing Solarbio Science & Tecnology Co., Ltd.
Tel
010-50973130 4009686088
Email
3193328036@qq.com
Country
China
ProdList
29785
Advantage
68
DC Chemicals
Tel
021-58447131 13564518121
Email
sales@dcchemicals.com
Country
China
ProdList
9409
Advantage
58
ShangHai ChuanQian Chemcial Technique Centre
Tel
15869524721
Email
3525679403@qq.com
Country
China
ProdList
3991
Advantage
58
Beijing Jin Ming Biotechnology Co., Ltd.
Tel
010-60605840 15801484223;
Email
psaitong@jm-bio.com
Country
China
ProdList
29774
Advantage
58
InvivoChem
Tel
13549236410
Email
sales@invivochem.cn
Country
China
ProdList
6753
Advantage
58
TargetMol Chemicals Inc.
Tel
4008200310
Email
marketing@tsbiochem.com
Country
China
ProdList
24647
Advantage
58
Suzhou Zhixin Biotechnology Co., Ltd.
Tel
0512-65118909 15162312715
Email
sales@szzxbio.com
Country
China
ProdList
2990
Advantage
58
Shanghai Tachizaki Biomedical Research Center
Tel
18014399201
Email
sales@chemlab-tachizaki.com
Country
China
ProdList
2565
Advantage
58
Nanjing Shizhou Biology Technology Co.,Ltd
Tel
025-85560043 15850508050
Fax
025-85563444
Email
cindy.huang@synzest.com
Country
China
ProdList
12005
Advantage
58
Z-trans Biochemistry Technology (Suzhou) Co.,Ltd
Tel
0512-66317708 13372112871
Email
huijuan@zitrans.cn
Country
China
ProdList
1759
Advantage
58
Shanghai Aladdin Biochemical Technology Co.,Ltd.
Tel
+86-18521732826
Email
market@aladdin-e.com
Country
China
ProdList
48461
Advantage
58
RD International Technology Co., Limited
Tel
18024082417
Email
market@ubiochem.com
Country
China
ProdList
9272
Advantage
58
ATK CHEMICAL COMPANY LIMITED
Tel
+undefined-21-51877795
Fax
+86 21 5161 9052/ 5187 7796
Email
ivan@atkchemical.com
Country
China
ProdList
32957
Advantage
60
Lanospharma Laboratories Co.,Ltd
Tel
--
Fax
--
Email
sales@lanospharma.com
Country
China
ProdList
6329
Advantage
56

64748-79-4, AzumoleneRelated Search:


  • Azumolene
  • 1-[[[5-(4-Bromophenyl)-2-oxazolyl]methylene]amino]hydantoin
  • 2,4-Imidazolidinedione, 1-[[[5-(4-bromophenyl)-2-oxazolyl]methylene]amino]-
  • EU4093 free base
  • SOCE,inhibit,Azumolene,EU-4093,ryanodine,Inhibitor,Ca channels,EU 4093,Calcium Channel,relaxant,Ca2+ channels,muscle,EU4093,receptor,calcium
  • 64748-79-4