6869-45-0

Usage

Uses

Unfortunately, the provided materials do not mention any specific applications or uses for (20S)-3β,20-Bis(dimethylamino)pregna-5-ene. However, based on its classification as a pregnene alkaloid, it may have potential applications in pharmaceutical or chemical industries, similar to other alkaloids. Further research and information would be needed to confirm its specific uses.

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)

InChI:InChI=1/C25H44N2/c1-17(26(4)5)21-10-11-22-20-9-8-18-16-19(27(6)7)12-14-24(18,2)23(20)13-15-25(21,22)3/h8,17,19-23H,9-16H2,1-7H3/t17-,19-,20-,21+,22-,23-,24-,25+/m0/s1

Upstream product

• 17941-99-0 3β,20-Bis--pregnen-(5) 
• 59042-34-1 3β,20-dihydroxypregn-5-ene 
• 50-00-0 formaldehyd 
• 17941-95-6 3β,20α-Bis-azido-pregnen-(5) 
• 10308-37-9 regholarrhenine F 
• 103044-56-0 (3S,8R,9S,10R,13R,14S)-3-Dimethylamino-17-((S)-1-dimethylamino-ethyl)-10-methyl-1,2,3,4,7,8,9,10,11,12,14,15,16,17-tetradecahydro-cyclopenta[a]phenanthrene-13-carbaldehyde 
• 17934-36-0 3β-Azido-20β-p-toluolsulfonylaminopregn-5-en 
• 17934-37-1 3β,20β-diamino-pregn-5-ene 
• 3614-57-1 3β,20α-diamino-pregn-5-ene 
• 3734-04-1 N³-methyl-pregn-5-ene-3β,20α_F-diyldiamine 

Relevant academic research and scientific papers

Comparison of anti amoebic activity of stereoisomeric diamino and monoamino pregnene alkaloids and their N-methylated analogs

The steroidal alkaloid 3β, 20α-diamino-pregn-5-ene (kurchamine) obtained from the stem bark of Holarrhena antidysenterica is reported to have appreciable amoebicidal activity. Its three stereoisomers namely 3α, 20β-diamino-pregn-5-ene, 3β, 20β-diamino-pregn-5-ene and 3α,20α-diamino-pregn-5-ene and their intermediate stereoisomeric monoamino pregnene alkaloids namely 3β-amino-pregn-5-ene-20-one, 3α-amino-pregn-5-ene-20-one, 20α -amino-pregn-5-ene-3β-ol, 20β-amino-pregn-5-ene-3β-ol were synthesized. The natural stereoisomer and synthesized diamino and monoamino stereoisomers were N-methylated and all the compounds were evaluated for amoebicidal activity comparison. The natural stereoisomer 3β,20α-diamino-pregn-5-ene (kurchamine) was found to be superior than other stereoisomers and N-methylation was found to have insignificant effect on amoebicidal activity of stereoisomers.

STEROIDAL ALKALOIDS FROM HOLARRHENA ANTIDYSENTERICA

Three new steroidal alkaloids, rehoarrhenine D, E, F, along with the known alkaloid kurchessine, were isolated from the stem bark of Holarrhena antidysenterica.The structures were elucidated on the basis of spectral and chemical evidence.It was shown that the first alkaloid possesses the endo N-OH function in lieu of the endo-Me function in conessine.The second alkaloid is the C-7 stereoisomer of the previously isolated alkaloid kurcholessine.The third alkaloid was established as the 18-hydroxymethyl analogue of kurchessine.