(20S)-3β,20-Bis(dimethylamino)pregna-5-ene
- CAS No.
- 6869-45-0
- Chemical Name:
- (20S)-3β,20-Bis(dimethylamino)pregna-5-ene
- Synonyms
- Kurchessine;Irehdiamine I;(20S)-3β,20-Bis(dimethylamino)pregna-5-ene;(20S)-N,N,N',N'-Tetramethylpregn-5-ene-3β,20-diamine
- CBNumber:
- CB02248581
- Molecular Formula:
- C25H44N2
- Molecular Weight:
- 372.63026
- MDL Number:
- MOL File:
- 6869-45-0.mol
| 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) |
| FDA UNII | 618227L15H |
(20S)-3β,20-Bis(dimethylamino)pregna-5-ene Chemical Properties,Uses,Production
Description
A 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.
Definition
ChEBI: Kurchessine is an aza-steroid.
References
Tschesche, 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)