546-06-5 Usage
Description
Conessine is a naturally occurring steroid alkaloid derived from plant species within the Apocynaceae family, traditionally used in herbal medicine for treating amoebic dysentery. It exhibits high affinity and selectivity for histamine H3 receptors, making it a potent antagonist for these receptors. Despite its ability to cross the blood-brain barrier, conessine has a poor CNS clearance rate.
Uses
Used in Pharmaceutical Industry:
Conessine is used as a histamine H3 receptor antagonist for its high affinity and selectivity, which can be beneficial in the development of medications targeting various conditions related to histamine receptor activity.
Used in Herbal Medicine:
Conessine is used as an antiamebic agent for treating amoebic dysentery, thanks to its traditional use in herbal medicine and its effectiveness against amoebae.
Used in Antimicrobial Applications:
Conessine is used as an antibacterial agent, leveraging its natural properties to combat bacterial infections.
Used in Anticancer Research:
Conessine is used as an antineoplastic agent in research, exploring its potential to inhibit the growth of cancer cells.
Used in Anesthesia:
Conessine is used as a local anesthetic, taking advantage of its numbing properties to provide pain relief during medical procedures.
Biological Activity
Potent and selective histamine H 3 receptor antagonist (pK i values are 7.61 and 8.27 at rat and human H 3 receptors respectively). A steroidal alkaloid that displays in vitro antiplasmodial activity (IC 50 = 1.04 μ M). Also has high affinity for α 2C adrenoceptors (pK i = 7.98).
Purification Methods
It crystallises from acetone, sublimes at 95o/0.01mm and boils at 0.1mm with bath temperature at 220o. The dihydrochloride has m >340o (browns at 235o and decomposes at 338-240o) and has [] D +9.3o (c 2, H2O). [Marshall & Johnson J Am Chem Soc 84 1458 1962, Beilstein 22 III/IV 4382.]
Check Digit Verification of cas no
The CAS Registry Mumber 546-06-5 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 5,4 and 6 respectively; the second part has 2 digits, 0 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 546-06:
(5*5)+(4*4)+(3*6)+(2*0)+(1*6)=65
65 % 10 = 5
So 546-06-5 is a valid CAS Registry Number.
InChI:InChI=1/C24H40N2/c1-16-20-8-9-22-19-7-6-17-14-18(25(3)4)10-12-23(17,2)21(19)11-13-24(20,22)15-26(16)5/h6,16,18-22H,7-15H2,1-5H3/t16-,18-,19?,20+,21?,22?,23-,24-/m0/s1
546-06-5Relevant articles and documents
THREE NEW STEROIDAL ALKALOIDS FROM THE BARK OF HOLARRHENA ANTIDYSENTERICA
Bhutani, K.K.,Ali, M.,Sharma, S.R.,Vaid, R.M.,Gupta, D.K
, p. 925 - 928 (2007/10/02)
Key Word Index-Holarrhena antodysenterica; Apocynaceae; bark; steroidal alkaloids; regholarrhenine A; regolarrhenine B; regolarrhenine C; structural determination.Three new steroidal alkaloids, namely regholarrhenie A, B, and C, isolated from the stem bark of Holarrhena anidysenterica collected at flowering stage are described.Structural studies on the basis of (1)H NMR, (13)C NMR, ORD, CD and mass spectral and chemical evidences show that the first two alkaloids lack the C-3 amino function in the conenine structure but possess a dienone system in ring A.In addition, both contain a hydroxy group at C-11 but differ in the nature of the nitrogen in the heterocyclic ring (tertiary and secondary amino group, respectively).Regholarrheine C is the partially demethylated enamine analogue of conessine where both the heterocyclic and C-3 nitrogens are secondary amine.
