| Identification | Back Directory | [Name]
Zinterol hydrochloride | [CAS]
38241-28-0 | [Synonyms]
MJ-9184-1
Zinterol HCl
Zinterol hydrochloride
Zinterol hydrochloride >=98% (HPLC)
N-[5-[2-[(1,1-dimethyl-2-phenylethyl)amino]-1-hydroxyethyl]-2-hydroxyphenyl]-Methanesulfonamide Hydrochloride | [Molecular Formula]
C19H27ClN2O4S | [MDL Number]
MFCD00867031 | [MOL File]
38241-28-0.mol | [Molecular Weight]
414.947 |
| Chemical Properties | Back Directory | [storage temp. ]
room temp | [solubility ]
DMSO: ≥15mg/mL | [form ]
powder | [color ]
White to off-white | [InChI]
1S/C19H26N2O4S/c1-19(2,12-14-7-5-4-6-8-14)20-13-18(23)15-9-10-17(22)16(11-15)21-26(3,24)25/h4-11,18,20-23H,12-13H2,1-3H3 | [InChIKey]
XJBCFFLVLOPYBV-UHFFFAOYSA-N | [SMILES]
CC(C)(Cc1ccccc1)NCC(O)c2ccc(O)c(NS(C)(=O)=O)c2 |
| Safety Data | Back Directory | [Symbol(GHS) ]
GHS07 | [Signal word ]
Warning | [Hazard statements ]
H319 | [Precautionary statements ]
P305+P351+P338 | [Hazard Codes ]
Xi | [Risk Statements ]
36 | [Safety Statements ]
26 | [WGK Germany ]
3 | [Storage Class]
11 - Combustible Solids | [Hazard Classifications]
Eye Irrit. 2 |
| Hazard Information | Back Directory | [Originator]
Zinterol
Hydrochloride,ZYF Pharm
Chemical | [Uses]
Bronchodilator. | [Manufacturing Process]
A). 2'-Hydroxy-5'-([N-(2-methyl-1-phenyl-2-propyl)glycyl]methane-
sulfonanilide hydrobromide:
To a solution of α,α-dimethylphenthylamine (120 g, 0.8 mole) in 1.1 liter of
acetonitrile is added 5'-bromoacetyl-2'-hydroxymethanesulfonanilide (108 g,
0.35 mole) in a period of 5 minutes. The resulting solution is refluxed for 5
minutes on a steam bath and then permitted to stand for 25 minutes at room
temperature after which it is chilled and acidified with 5 N ethanolic hydrogen
bromide. The acidified mixture is concentrated in vacuum until a thick slurry is
obtained. After standing overnight at room temperature, the slurry is filtered
and the crude product triturated with 2-butanone, filtered, washed with 2-
butanone and dried to 86.3 g, (54%), MP: 217.5-221°C (dec.).
B). 2'-Hydroxy-5'-(1-hydroxy-2-(2-methyl-1-phenyl-2-propylamino)ethyl)
methanesulfonanilide hydrobromide:
2'-Hydroxy-5'-([N-(2-methyl-1-phenyl-2-propyl)glycyl]methanesulfonanilide
hydrobromide (132 g, 0.29 mole is dissolved in 2 liters of hot methanol, the
methanolic solution is allowed to cool to room temperature and 13 g 10%
palladium on carbon catalyst suspended in 50 ml of water is added.
Hydrogenation of the stirred mixture is carried out under 1-3 atm. of pressure
for 17 hours during which time 0.31 mole of hydrogen is absorbed. The
catalyst is filtered and the filtrate concentrated under reduced pressure until a
thick slurry is obtained. Isoptopanpl is added tothed slurry and the mixture is
again concentrated in vacuum to remove water by azeotropic distillation.
Trituration of residual solid with 2-propanol and collection on a filter affords
100.5 g (76% yield) of desired product, MP: 194.5-195.5°C (dec.).
2'-Hydroxy-5'-(1-hydroxy-2-(2-methyl-1-phenyl-2-propylamino)ethyl)
methanesulfonanilide base:
2'-Hydroxy-5'-(1-hydroxy-2-(2-methyl-1-phenyl-2-propylamino)ethyl)
methanesulfonanilide hydrobromide (47.7 g) is refluxed with 100 ml of
methanol. The material only partly dissolves. A solution of 6.5 g of potassium
hydroxide in 25 ml of methanol is then added to the suspension followed by 1
L of water. The mixture is thoroughly stirred and cooled to 5-10°C. The
precipitate is collected on a filter and washed with water until a negative test
for bromide using silver nitrate is obtained. The product is dried in an oven at
65°C, yield 36 g. | [Therapeutic Function]
Bronchodilator | [Biological Activity]
Zinterol Hydrochloride is a β2 adrenergic receptor selective agonist. | [storage]
Store at +4°C |
|
| Company Name: |
BOC Sciences
|
| Tel: |
|
| Website: |
https://www.bocsci.com |
| Company Name: |
Energy Chemical
|
| Tel: |
021-58432009 400-005-6266 |
| Website: |
http://www.energy-chemical.com |
| Company Name: |
Merck KGaA
|
| Tel: |
21-20338288 |
| Website: |
www.sigmaaldrich.cn |
| Company Name: |
MedChemExpress
|
| Tel: |
021-58955995 |
| Website: |
www.medchemexpress.com |
|