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ChemicalBook--->CAS DataBase List--->16112-96-2

16112-96-2

16112-96-2 Structure

16112-96-2 Structure
IdentificationBack Directory
[Name]

Indanorex
[CAS]

16112-96-2
[Synonyms]

Dietor
JL-11698
Indanorex
Indanorexum
2-(1-Aminopropyl)indan-2-ol
2-(1-Aminopropyl)-2,3-dihydro-1H-inden-2-ol
1H-Inden-2-ol, 2-(1-aminopropyl)-2,3-dihydro-
[Molecular Formula]

C12H17NO
[MDL Number]

MFCD00864469
[MOL File]

16112-96-2.mol
[Molecular Weight]

191.27
Hazard InformationBack Directory
[Originator]

Indanorex,Shanghai Lansheng
[Uses]

Indanorex is a stimulant agent with appetite suppressant effects and antihyperglycemic effects[1].
[Manufacturing Process]

125 g (1.15 mol) trimethylchlorosilane was added to 159 g (1 mol) 2-cyano- 2-hydroxyindane in 600 ml pyridine by stirring for 2 hours, whereupon the mixture was heated at 1 hour at 40°C for 1 hour. TA light precipitate was filtered off and washed with 1 liter of benzene. The filtrate was washed with water, dried over magnesium sulfate and concentrated in vacuum. The residue was dissolved in benzene 2 times and 2 times the solvent was removed in vacuum in order to any pyridine and water was present. Yield of silano_x0002_organic compound as a clear brown liquid was 230 g (100%); BP: 95°C/15 mm Hg.
10.5 g magnesium in 30 ml of dry ether was mixed with 55.5 g of ethyl bromide in 62 ml ether during about 1 hour at the temperature of boiling ether. After that the mixture was heated to 45°C in order to finish the synthesis of ethyl magnesium bromide. On cooling to 0°C it was stood for 2 hours and 50 g the above prepared silano-organic compound in 620 ml ether was added at the temperature about 5°C, whereupon in was stirred else 30 minutes at the ambient temperature and then was placed into ice bath. 82 ml of methanol was added to the prepared mixture during 1 hour. The temperature was kept about 18°C. On 30 minutes stirring the mixture was evaporated to 1/3 volume in vacuum at the temperature about 20°C. The residue was with ethanol diluted, the ethanol was evaporated, whereupon 100 ml methanol was added. 16.4 g sodium borohydride was added to the methanol solution for 1 hour at ice cooling, and stirred 2 hours at 3°C. It stood at ambient temperature overnight. Then the mixture was cooled to 10°C. 250 ml of hydrochloric acid (conc.) was added. After that it was heated at 45°C for 1 hour. The solvent was removed to dryness in vacuum. The pasty residue was in 250 ml of water dissolved and with chloroform washed. The 2- (1-aminopropyl)-2-indanol was precipitated by adding of 750 ml 10% sodium carbonate to pH 10. It was extracted with chloroform and dried over magnesium sulfate.
Chloroform was evaporated to give 13 g desired 2-(1-aminopropyl)-2-indanol. MP: 92°C. Yield 33%. IR spectrum and thin layer chromatography confirmed the structure of prepared compound.
[Therapeutic Function]

Anorexic
[References]

[1] Giugliano D, et al. Comparative effects of metformin and indanorex in the treatment of reactive hypoglycemia. Int J Clin Pharmacol Biopharm. 1979 Feb;17(2):76-81. PMID:422305
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