N-(2-HYDROXY-5-(1-HYDROXY-2-(2-METHYL-1-PHENYLPROPAN-2-YLAMINO)ETHYL)PHENYL)METHANE
- Product Name
- N-(2-HYDROXY-5-(1-HYDROXY-2-(2-METHYL-1-PHENYLPROPAN-2-YLAMINO)ETHYL)PHENYL)METHANE
- CAS No.
- 37000-20-7
- Chemical Name
- N-(2-HYDROXY-5-(1-HYDROXY-2-(2-METHYL-1-PHENYLPROPAN-2-YLAMINO)ETHYL)PHENYL)METHANE
- Synonyms
- MJ 9184;Zinterol;Zinterol hydrochlori;N-{5-[2-(1,1-DiMethyl-2-phenyl-ethylaMino)-1-hydroxy-ethyl]-2-hydroxy-phenyl}-MethaesulfonaMide;Methanesulfonamide, N-[5-[2-[(1,1-dimethyl-2-phenylethyl)amino]-1-hydroxyethyl]-2-hydroxyphenyl]-;N-[5-[2-[(1,1-Dimethyl-2-phenylethyl)amino]-1-hydroxyethyl]-2-hydroxyphenyl]methanesulphonamidehydrochloride
- CBNumber
- CB91119179
- Molecular Formula
- C19H26N2O4S
- Formula Weight
- 378.49
- MOL File
- 37000-20-7.mol
N-(2-HYDROXY-5-(1-HYDROXY-2-(2-METHYL-1-PHENYLPROPAN-2-YLAMINO)ETHYL)PHENYL)METHANE Property
- Boiling point:
- 574.3±60.0 °C(Predicted)
- Density
- 1.282±0.06 g/cm3(Predicted)
- storage temp.
- Store at +4°C
- solubility
- Soluble to 5 mM in water and to 100 mM in DMSO
- form
- Powder
- pka
- 8.57±0.50(Predicted)
- color
- White to off-white
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P264Wash hands thoroughly after handling.
P264Wash skin thouroughly after handling.
P280Wear protective gloves/protective clothing/eye protection/face protection.
P302+P352IF ON SKIN: wash with plenty of soap and water.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P321Specific treatment (see … on this label).
P332+P313IF SKIN irritation occurs: Get medical advice/attention.
P362Take off contaminated clothing and wash before reuse.
N-Bromosuccinimide Price
- Product number
- Z460000
- Product name
- Zinterol
- Packaging
- 2.5mg
- Price
- $195
- Updated
- 2021/12/16
- Product number
- Z460000
- Product name
- Zinterol
- Packaging
- 25mg
- Price
- $1540
- Updated
- 2021/12/16
- Product number
- 53438
- Product name
- Zinterol
- Packaging
- 25mg
- Price
- $2400
- Updated
- 2021/12/16
- Product number
- 3629AL
- Product name
- N-(2-Hydroxy-5-(1-hydroxy-2-(2-methyl-1-phenylpropan-2-ylamino)ethyl)phenyl)methanesulfonamide
- Packaging
- 100mg
- Price
- $1160
- Updated
- 2021/12/16
- Product number
- B6570
- Product name
- Zinterol hydrochloride
- Packaging
- 50mg
- Price
- $1221
- Updated
- 2021/12/16
N-(2-HYDROXY-5-(1-HYDROXY-2-(2-METHYL-1-PHENYLPROPAN-2-YLAMINO)ETHYL)PHENYL)METHANE Chemical Properties,Usage,Production
Originator
Zinterol Hydrochloride,ZYF Pharm Chemical
Uses
Bronchodilator.
Uses
Zinterol is a β2-adrenergic agonist. It can be used to induce smooth muscle relaxation in the lungs, gastrointestinal tract, uterus, and various blood vessels.
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
Potent and selective β 2 -adrenoceptor agonist (pK B values are 8.3 and < 5.7 for β 2 and β 1 receptors respectively, as measured in human artery).
N-(2-HYDROXY-5-(1-HYDROXY-2-(2-METHYL-1-PHENYLPROPAN-2-YLAMINO)ETHYL)PHENYL)METHANE Preparation Products And Raw materials
Raw materials
Preparation Products
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