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AROTINOLOL

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AROTINOLOL Basic information

Product Name:
AROTINOLOL
Synonyms:
  • AROTINOLOL
  • Arottnolol
  • 2-(3-tert-Butylamino-2-hydroxypropylthio)-4-(5-carbamoyl-2-thienyl)thiazole
  • 2-Thiophenecarboxamide, 5-[2-[[3-[(1,1-dimethylethyl)amino]-2-hydroxypropyl]thio]-4-thiazolyl]-
  • 2-Thiophenecarboxamide, 5-[2-[[3-[(1,1-dimethylethyl)amino]-2-hydroxypropyl]thio]-4-thiazolyl]-, (+-)-
  • NSC 317940
  • 5-[2-[[3-(tert-butylamino)-2-hydroxy-propyl]thio]thiazol-4-yl]thiophene-2-carboxamide
  • 5-[2-[3-(tert-butylamino)-2-hydroxy-propyl]sulfanyl-1,3-thiazol-4-yl]thiophene-2-carboxamide
CAS:
68377-92-4
MF:
C15H21N3O2S3
MW:
371.54
Mol File:
68377-92-4.mol
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AROTINOLOL Chemical Properties

Melting point:
148-149°
Boiling point:
599.8±60.0 °C(Predicted)
Density 
1.35
storage temp. 
2-8°C(protect from light)
solubility 
DMSO (Slightly), Methanol (Slightly)
pka
13.71±0.20(Predicted)
form 
Solid
color 
Off-White to Pale Yellow
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AROTINOLOL Usage And Synthesis

Originator

Arotinolol,ZYF Pharm

Uses

Arotinolol is both and alpha- and beta-adrenoceptor antagonist and is used to treat essential tremors and hypertension.

Definition

ChEBI: Arotinolol is a member of thiophenes and an aromatic amide.

Manufacturing Process

To a solution of 2-mercapto-4-(5'-carbamoyl-2'-thiophenyl)thiazole, 3.2 g in 20 ml of 0.3 % aqueous sodium hydroxide solution, 1-chloro-3-tbutylaminopropanol, 12.64 g in 20 ml of methanol was added, while the temperature was maintained at 20°C.
The reaction solution was stirred at room temperature for 4 h, and then condensed to a half volume in vacuo. The residual solution, added with 100 ml of water, was extracted with chloroform. The chloroform extract was washed with water, dried over anhydrous magnesium sulfate and evaporated in vacuo to give 4.8 g of 2-(3'-t-butylamino-2'-hydroxypropylthio)-4-(5'-carbamoyl-2'- thiophenyl)thiazole, as crystals, melting point 234°-235.5°C (dec., recrystallized from methanol/water).
In practice it is usually used as hydrochloride.

Therapeutic Function

Beta-adrenergic blocker

AROTINOLOLSupplier

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