(8aS)-3-Methoxy-5,6,7,8,9,10,11,12-octahydro-11-methyl-4aαH-benzofuro[3a,3,2-ef][2]benzazepine-6β-ol
Lycoramine
CAS: 21133-52-8
Molecular Formula: C17H23NO3
(8aS)-3-Methoxy-5,6,7,8,9,10,11,12-octahydro-11-methyl-4aαH-benzofuro[3a,3,2-ef][2]benzazepine-6β-ol - Names and Identifiers
(8aS)-3-Methoxy-5,6,7,8,9,10,11,12-octahydro-11-methyl-4aαH-benzofuro[3a,3,2-ef][2]benzazepine-6β-ol - Physico-chemical Properties
| Molecular Formula | C17H23NO3 |
| Molar Mass | 289.37 |
| Density | 1.25 |
| Melting Point | 122-124 ºC |
| Boling Point | 436.4±45.0 °C(Predicted) |
| Specific Rotation(α) | D27 -98° (alcohol) |
| Solubility | Soluble in water, slightly soluble in ethanol, insoluble in chloroform, acetone, ether, benzene, and its salts are easy to hydrolyze. |
| Appearance | White crystalline powder |
| pKa | 14.77±0.20(Predicted) |
| Storage Condition | -20℃ |
(8aS)-3-Methoxy-5,6,7,8,9,10,11,12-octahydro-11-methyl-4aαH-benzofuro[3a,3,2-ef][2]benzazepine-6β-ol - Reference
| Reference Show more | 1. Liu Xia, long Yuqing, Zeng Juan, Li can, Lang Peilei, Liu Xiangdan, Zhou Ribao. Simultaneous determination of three alkaloids in different parts of Lycoris aurea by HPLC [J]. Chinese traditional medicines, 2021,43(01):132-136. 2. Jiayu Zhou et al. [IF = 5.491]. "fungal endophytes promote the accumulation of amaryllidaceae alkaloids in Lycoris radiata." Environ Microbiol. 2020 Apr;22(4):1421-1434 |
(8aS)-3-Methoxy-5,6,7,8,9,10,11,12-octahydro-11-methyl-4aαH-benzofuro[3a,3,2-ef][2]benzazepine-6β-ol - Reference Information
| Overview | dihydrogalanthamine is a dihydroderivative of Galanthamine, with pharmacological effects similar to that of Galanthamine Hydrobromide, but with weak effects. White crystalline powder at room temperature, odorless, bitter, melting point of 230~237. Soluble in water, ethanol-soluble, insoluble in chloroform, acetone, ether, benzene, its salts easily hydrolyzed. Extracted from Lycoris sativa or Lycoris radiata. It has the effect of inhibiting cholinesterase, but its inhibitory effect is weak and its toxicity is small. In the digestive tract than lycorine is easy to absorb. Its therapeutic index is close to galantamine. Clinically, dihydrogalanthamine is mainly used for the treatment of myasthenia gravis and polio sequelae. It is contraindicated in patients with epilepsy, bronchial asthma, mechanical ileus or angina pectoris. |
| galantamine | Galantamine Hydrobromide is the hydrobromide form of the reversible cholinesterase (ChE) inhibitor galantamine, galantamine is a phenanthridine alkaloid discovered by scholars of the former Soviet Union in the 50's. It is a reversible cholinesterase (ChE) inhibitor and can selectively inhibit the true cholinesterase (AChE). Galantamine is the second generation of acetylcholinesterase inhibitor drugs, and its pharmaceutical ingredients are the same as those of the alkaloids extracted from the bulbs of the European mountain flowers. The plant medicine has been used in some countries and regions for more than 30 years, for the treatment of reversal of neuromuscular blockade, myasthenia gravis and infantile cerebral palsy. China in the 60s from domestic Lycoris, safflower Lycoris, and other isolated in 1977and contained in the Chinese Pharmacopoeia, with its hydrobromide. since the 70 s, studies have found that human memory is related to acetylcholine in the brain, the messenger acetylcholine and its related signal transduction, cholinergic neurotransmission between nerve cells in the brain plays a key role in learning and memory. However, the low level of Ach in the brain of AD patients and the weakening of the above signal transduction may be an important reason for the deterioration of cognitive function and memory impairment. The acetylcholinesterase inhibitor galantamine can inhibit the AC ratio of the central synaptic cleft, prevent the decomposition of ACh, increase the concentration of ACh, and enhance the stimulation and depolarization of acetylcholine, regulating the expression of acetylcholine receptor, so as to achieve the purpose of improving memory and cognitive function; At the same time galantamine can modify, change the receptor structure, plays a role in activating acetylcholine receptor. galantamine preparations on the market, It is clinically used to improve the overall function of AD patients. The drug has a dual mechanism of action, can better stimulate and inhibit acetylcholinesterase, and can regulate the nicotinic receptor sites in the brain, can significantly improve the cognitive function of patients with mild to moderate Alzheimer's disease, slow down the process of brain cell dysfunction. |
| biological activity | Lycoramine is a dihydroderivative of galantamine isolated from Lycoris radiate. Lycoramine is a potent inhibitor of acetylcholinesterase (AChE). |
| Target | AChE |
Last Update：2024-04-09 21:04:16
![(8aS)-3-Methoxy-5,6,7,8,9,10,11,12-octahydro-11-methyl-4aαH-benzofuro[3a,3,2-ef][2]benzazepine-6β-ol](http://res.chembk.com/assets/str/2d/2/21/21133-52-8.png)
Supplier List
Multiple Specifications
Product Name: Galantamine Impurity 3 Monomer(Galantamine EP Impurity C Monomer) Request for quotationCAS: 21133-52-8
Tel: 0714-3999186
Email: 2853786052@qq.com
Mobile: 86+15671228036
QQ: 2853786052
Wechat: 15671228036
Spot supply
Product Name: Lycoramine Visit Supplier Webpage Request for quotationCAS: 21133-52-8
Tel: 18301782025
Email: 3008007409@qq.com
Mobile: 18021002903
QQ: 3008007409
Wechat: 18301782025
Multiple Specifications
Product Name: Galantamine Impurity 3 Monomer(Galantamine EP Impurity C Monomer) Request for quotationCAS: 21133-52-8
Tel: 0714-3999186
Email: 2853786052@qq.com
Mobile: 86+15671228036
QQ: 2853786052
Wechat: 15671228036
Spot supply
Product Name: Lycoramine Visit Supplier Webpage Request for quotationCAS: 21133-52-8
Tel: 18301782025
Email: 3008007409@qq.com
Mobile: 18021002903
QQ: 3008007409
Wechat: 18301782025
View History
(8aS)-3-Methoxy-5,6,7,8,9,10,11,12-octahydro-11-methyl-4aαH-benzofuro[3a,3,2-ef][2]benzazepine-6β-ol