4-[(1R)-1-hydroxy-2-[4-(4-hydroxyphenyl)butylamino]ethyl]benzene-1,2-diol
![4-[(1R)-1-hydroxy-2-[4-(4-hydroxyphenyl)butylamino]ethyl]benzene-1,2-diol Structure](CAS/GIF/128470-16-6.gif)
- CAS No.
- 128470-16-6
- Chemical Name:
- 4-[(1R)-1-hydroxy-2-[4-(4-hydroxyphenyl)butylamino]ethyl]benzene-1,2-diol
- Synonyms
- Arbutamina;Arbutaminum;Unii-B07L15yaev;Arbutamine [inn:ban];Arbutaminum [inn-latin];Arbutamina [inn-spanish];ARBUTAMINE (Hydrochloride);4-[(1R)-1-hydroxy-2-[4-(4-hydroxyphenyl)butylamino]ethyl]benzene-1,2-diol;(R)-4-[1-hydroxy-2-[[4-(4-hydroxyphenyl)butyl]aMino]ethyl]-1,2-Benzenediol;1,2-Benzenediol, 4-[(1R)-1-hydroxy-2-[[4-(4-hydroxyphenyl)butyl]amino]ethyl]-
- CBNumber:
- CB11509398
- Molecular Formula:
- C18H23NO4
- Molecular Weight:
- 317.38
- MDL Number:
- MOL File:
- 128470-16-6.mol
| Boiling point | 578.3±50.0 °C(Predicted) |
|---|---|
| Density | 1.262±0.06 g/cm3(Predicted) |
| storage temp. | Store at -20°C, protect from light, stored under nitrogen |
| pka | 9.60±0.10(Predicted) |
| form | Solid |
| color | Yellow to brown |
| FDA UNII | B07L15YAEV |
4-[(1R)-1-hydroxy-2-[4-(4-hydroxyphenyl)butylamino]ethyl]benzene-1,2-diol price
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| TRC | A766300 | Arbutamine | 128470-16-6 | 0.5mg | $180 | 2021-12-16 | Buy |
| Biosynth Carbosynth | FA171139 | Arbutamine | 128470-16-6 | 0.25mg | $200 | 2021-12-16 | Buy |
| Biosynth Carbosynth | FA171139 | Arbutamine | 128470-16-6 | 0.5mg | $300 | 2021-12-16 | Buy |
| Biosynth Carbosynth | FA171139 | Arbutamine | 128470-16-6 | 1mg | $550 | 2021-12-16 | Buy |
| ChemScene | CS-0006131 | Arbutamine ≥98.0% | 128470-16-6 | 1mg | $750 | 2021-12-16 | Buy |
4-[(1R)-1-hydroxy-2-[4-(4-hydroxyphenyl)butylamino]ethyl]benzene-1,2-diol Chemical Properties,Uses,Production
Originator
Genesa,Genesa,UK
Uses
Arbutamine is a cardiac stimulant. Arbutamine stimulates adrenergic receptors.
Definition
ChEBI: Arbutamine is a catecholamine. It has a role as a beta-adrenergic agonist and a cardiotonic drug.
Manufacturing Process
(R)-Arbutamin was produced as follows: 89.3 mg of (-)-1-di(tbutyldimethylsiloxy)
phenyl)-2-aminoethanol, 50.0 mg of 4-(4-
methoxymethoxyphenyl)butanoic acid, diethylphosphorylcyanide, and
triethylamine were dissolved in N,N-dimethylformamide at 0°C, reacted at
room temperature, so as to obtain 108.6 mg (in a yield of 82%) of amide
compound. The amide compound obtained was reduced lithium aluminium
hydride in an ether solvent at reflux temperature, so as to quantitative obtain
amine. And 55.6 mg of (R)-arbutamin which is intended compound was
obtained by deprotecting the hydroxyl-protecting group of amine in a
methanol-THF solvent at room temperature using hydrochloric acid.
[α]D
25 = -17 (c 1.15, EtOH).
(-)-1-(Dibutyldimethylsiloxy)phenyl)-2-aminoethanol was obtained by a
hydrogenization of (R)-1-(3,4-di(t-butyldimethylsiloxyphenyl)-2-nitroethanol on 10% Pd/C.
The last compound was prepared as follows: the hydroxyl groups of 3,4-
dihydroxy-benzaldehyde was protected using t-butyldimethylsilylchloride (1).
100 mg (0.26 mmol) of 3,4-di(t-butyl-methylsiloxy)benzaldehyde was
dissolved in 1 ml tetrahydrofurane under atmosphere of argon at -40°C, and
0.30 ml of metal complex from (S)-6,6'-bis(triethylsilylethynyl)-1,1-dihydroxy-
2,2'-binaphtalene (2) mixed with a solution of n-butyllitium in hexane.After
stirring for 30 minutes, 79.4 mg (1.3 mmol) of nitromethane was added
dropwise to the mixture. After 67 hour reaction time, 2 ml of 1 N aqueous
solution of hydrochloric acid added to stop the reaction. Product was extracted
with 50 ml ethyl acetate, dehydrated with anhydrous sodium sulfate and
concentrated within evaporator followed by silica gel chromatography (nhexane/
acetone = 10/1), after which (R)-1-(3,4-di(t-butyldimethylsiloxy)
phenyl)-2-nitroethanol with an optical purity of 92% e.e. was obtained in a
yield of 93%.
brand name
Genesa (Gensia).
Therapeutic Function
Cardiotonic
4-[(1R)-1-hydroxy-2-[4-(4-hydroxyphenyl)butylamino]ethyl]benzene-1,2-diol Preparation Products And Raw materials
Raw materials
1of2
Preparation Products
4-[(1R)-1-hydroxy-2-[4-(4-hydroxyphenyl)butylamino]ethyl]benzene-1,2-diol Suppliers
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| TargetMol Chemicals Inc. | +1-781-999-5354 +1-00000000000 | marketing@targetmol.com | United States | 19892 | 58 |
| Aladdin Scientific | +1-+1(833)-552-7181 | sales@aladdinsci.com | United States | 52927 | 58 |
| J & K SCIENTIFIC LTD. | 010-82848833 400-666-7788 | jkinfo@jkchemical.com | China | 96815 | 76 |
| Shanghai TaoSu Biochemical Technology Co., Ltd. | 021-33632979 | info@tsbiochem.com | China | 8073 | 58 |
| Pharmacodia (Beijing) Co.,Ltd | +86-400-851-9921 | sales@pharmacodia.com | China | 2317 | 55 |
| Shenzhen Polymeri Biochemical Technology Co., Ltd. | +86-400-002-6226 13028896684 | sales@rrkchem.com | China | 56060 | 58 |
| Energy Chemical | 021-58432009 400-005-6266 | marketing1@energy-chemical.com | China | 44843 | 58 |
| cjbscvictory | 13348960310 13348960310 | 3003867561@qq.com | China | 10011 | 58 |
| Beijing Jin Ming Biotechnology Co., Ltd. | 010-60605840 | psaitong@jm-bio.com | China | 29778 | 58 |
| TargetMol Chemicals Inc. | 4008200310 | marketing@tsbiochem.com | China | 24017 | 58 |