(20S)-3β,20-Bis(dimethylamino)pregna-5-ene

(20S)-3β,20-Bis(dimethylamino)pregna-5-ene Basic information
Product Name:(20S)-3β,20-Bis(dimethylamino)pregna-5-ene
Synonyms:(20S)-3β,20-Bis(dimethylamino)pregna-5-ene;(20S)-N,N,N',N'-Tetramethylpregn-5-ene-3β,20-diamine;Irehdiamine I;Kurchessine
CAS:6869-45-0
MF:C25H44N2
MW:372.63026
EINECS:
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Mol File:6869-45-0.mol
(20S)-3β,20-Bis(dimethylamino)pregna-5-ene Structure
(20S)-3β,20-Bis(dimethylamino)pregna-5-ene Chemical Properties
Melting point 140-141° (from acetone)
alpha D20 -37° (c = 1.9); D22 -36° (c = 1.112 in CHCl3); D22 -17° (c = 1.050 in methanol)
Safety Information
MSDS Information
(20S)-3β,20-Bis(dimethylamino)pregna-5-ene Usage And Synthesis
DescriptionA pregnene alkaloid found in the bark of Holarrhena antidysenterica Wall. and also present in the leaves of Sarcococca pruni!ormis Lindl., the base forms colour_x0002_less crystals from Me2CO and has [α]20D - 37° (c 1.90, CHCl3), - 17° (c 1.OS, MeOH). It contains three methyl groups and two dimethylamino groups in the molecule. The alkaloid is characterized as the crystalline perchlorate, m.p. 277- 9°C (dec.) or the picrate, m.p. 228-230°C. The structure has been established as 3 ,20 -bis (dimethylamino)pregn-S-ene. It is identical with saracodinine.
DefinitionChEBI: Kurchessine is an aza-steroid.
ReferencesTschesche, Wiensz., Chem. Ber., 91, lS04 (19S8)
Tschesche, Otto., ibid, 95, 1144 (1962)
Chatterjee et aI., Tetrahedron Lett., 67 (1965)
Structure:
Labler, Sorm., Collect. Czech. Chem. Commun., 28,2345 (1963)
(20S)-3β,20-Bis(dimethylamino)pregna-5-ene Preparation Products And Raw materials
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