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
- Molecular Weight:
- 378.49
- MDL Number:
- MFCD00867031
- MOL File:
- 37000-20-7.mol
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 |
FDA UNII | 7167N7AJJR |
SAFETY
Risk and Safety Statements
Symbol(GHS) | GHS07 |
---|---|
Signal word | Warning |
Hazard statements | H335-H319-H315 |
Precautionary statements | P264-P280-P305+P351+P338-P337+P313P-P264-P280-P302+P352-P321-P332+P313-P362 |
N-(2-HYDROXY-5-(1-HYDROXY-2-(2-METHYL-1-PHENYLPROPAN-2-YLAMINO)ETHYL)PHENYL)METHANE price More Price(15)
Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
---|---|---|---|---|---|---|---|
TRC | Z460000 | Zinterol | 37000-20-7 | 2.5mg | $195 | 2021-12-16 | Buy |
TRC | Z460000 | Zinterol | 37000-20-7 | 25mg | $1540 | 2021-12-16 | Buy |
Medical Isotopes, Inc. | 53438 | Zinterol | 37000-20-7 | 25mg | $2400 | 2021-12-16 | Buy |
AK Scientific | 3629AL | N-(2-Hydroxy-5-(1-hydroxy-2-(2-methyl-1-phenylpropan-2-ylamino)ethyl)phenyl)methanesulfonamide | 37000-20-7 | 100mg | $1160 | 2021-12-16 | Buy |
ApexBio Technology | B6570 | Zinterol hydrochloride | 37000-20-7 | 50mg | $1221 | 2021-12-16 | Buy |
N-(2-HYDROXY-5-(1-HYDROXY-2-(2-METHYL-1-PHENYLPROPAN-2-YLAMINO)ETHYL)PHENYL)METHANE Chemical Properties,Uses,Production
Originator
Zinterol Hydrochloride,ZYF Pharm Chemical
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.
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
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
N-(2-HYDROXY-5-(1-HYDROXY-2-(2-METHYL-1-PHENYLPROPAN-2-YLAMINO)ETHYL)PHENYL)METHANE Suppliers
Supplier | Tel | Country | ProdList | Advantage | |
---|---|---|---|---|---|
TargetMol Chemicals Inc. | +1-781-999-5354 +1-00000000000 | marketing@targetmol.com | United States | 32165 | 58 |
Aromsyn Co., Ltd. | +86-0571-85585865 +8613336024896 | CB@aromsyn.com | China | 19183 | 58 |
TargetMol Chemicals Inc. | support@targetmol.com | United States | 38632 | 58 | |
TargetMol Chemicals Inc. | +8613564774135 | zijue.cai@tsbiochem.com | United States | 19885 | 58 |
Amadis Chemical Company Limited | 571-89925085 | sales@amadischem.com | China | 131957 | 58 |
J & K SCIENTIFIC LTD. | 010-82848833 400-666-7788 | jkinfo@jkchemical.com | China | 96815 | 76 |
3B Pharmachem (Wuhan) International Co.,Ltd. | 821-50328103-801 18930552037 | 3bsc@sina.com | China | 15839 | 69 |
Hangzhou Yuhao Chemical Technology Co., Ltd | 0571-82693216 | info@yuhaochemical.com | China | 9387 | 52 |
SanoChem (Chengdu) Tech. Co., Ltd. | 28-87999436 02887999436 | sales@sano-chem.com | China | 3795 | 55 |
EMMX Biotechnology LLC | 888-539-0666 | info@emmx.com | United States | 8447 | 60 |