546-06-5 Usage
Description
Conessine is a naturally occurring steroid alkaloid found in a number of plant species from the Apocynaceae family, which have been used in traditional herbal medicine as a treatment for amoebic dysentery. In a radioligand-based high-throughput screen, conessine demonstrated high affinity for both rat and human histamine H3 receptors (Kis = 5.2 and 24.5 nM, respectively) and high selectivity against histamine receptors H1, H2, and H4. Though conessine potently blocks H3 agonist-stimulated GTPγS binding in cell- and tissue-based functional assays and efficiently crosses the blood-brain barrier, it has a poor rate of CNS clearance.
Uses
Different sources of media describe the Uses of 546-06-5 differently. You can refer to the following data:
1. Conessine is a steroidal dibasic alkaloid with a rigid steroid-based skeleton. Conessine is a potent and selective histamine H3 receptor antagonist.
2. antiamebic, antibacterial, antineoplastic, anesthetic (local)
Definition
ChEBI: A steroid alkaloid that is con-5-enine substituted by a N,N-dimethylamino group at position 3. It has been isolated from the plant species of the family Apocynaceae.
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.
