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ChemicalBook--->CAS DataBase List--->18840-47-6

18840-47-6

18840-47-6 Structure

18840-47-6 Structure
IdentificationBack Directory
[Name]

Gepefrine
[CAS]

18840-47-6
[Synonyms]

Gepefrine
Gepefrine [inn]
Unii-V51rrx51vh
(S)-3-(2-AMINOPROPYL)PHENOL
Phenol, 3-[(2S)-2-aminopropyl]-
[Molecular Formula]

C9H13NO
[MOL File]

18840-47-6.mol
[Molecular Weight]

151.21
Chemical PropertiesBack Directory
[Melting point ]

155-158°
[alpha ]

D25 +31.8° (c = 2 in methanol)
[Boiling point ]

281.0±15.0 °C(Predicted)
[density ]

1.070±0.06 g/cm3(Predicted)
[pka]

9.86±0.10(Predicted)
[InChI]

InChI=1S/C9H13NO/c1-7(10)5-8-3-2-4-9(11)6-8/h2-4,6-7,11H,5,10H2,1H3/t7-/m0/s1
[InChIKey]

WTDGMHYYGNJEKQ-ZETCQYMHSA-N
[SMILES]

C1(O)=CC=CC(C[C@@H](N)C)=C1
Hazard InformationBack Directory
[Originator]

Pressionorm,Helopharm,W. Germany,1981
[Manufacturing Process]

Hydrolysis of D-(+)-1-(3-rnethoxyphenyl)-2-aminopropane: 2.42 mols (40 g) of the compound are dissolved in 6N hydrochloric acid in a bomb tube consisting of stainless steel and having a capacity of 500 ml. Hydrogen chloride gas is passed into the ice-cooled solution until this is saturated, The solution is then heated to 130°C for 2 hours in an air bath. After cooling and driving off the hydrochloric acid at a slightly elevated temperature, the hydrochloride of the 3-hydroxyphenyl derivative is present in the form of a yellowish syrup.
The free base can be liberated from the hydrochloride by extracting a butanol solution of the hydrochloride several times with sodium bicarbonate solution. After recrystallization from isopropanol/ligroin, the yield of D-(+)-1-(3- hydroxyphenyl)-2-aminopropane amounts to 33.0 g, corresponding to 90.1% of theory relative to the D-form. Melting point = 152°C to 154°C.
[Therapeutic Function]

Antihypotensive
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