()-Eseroline fumarate salt

Modify Date: 2024-01-13 19:39:53

()-Eseroline fumarate salt Structure
()-Eseroline fumarate salt structure
Common Name ()-Eseroline fumarate salt
CAS Number 70310-73-5 Molecular Weight 334.36700
Density N/A Boiling Point N/A
Molecular Formula C17H22N2O5 Melting Point N/A
MSDS USA Flash Point N/A

 Use of ()-Eseroline fumarate salt


(-)-Eseroline fumarate is a metabolic of Physostigmine (HY-N6608), an AChE inhibitor. (-)-Eseroline fumarate elicits a leakage of lactic acid dehydrogenase (LDH) from cancer cells. (-)-Eseroline fumarate also induces the release of adenine nucleotides and 5-hydroxytryptamine (5-HT) from neuronal cells, thus induce cell death. (-)-Eseroline fumarate inhibits the electrically evoked twitches of the mouse vas deferens and of the guinea-pig ileum[1][2].

 Names

Name (3aR,8bS)-3,4,8b-trimethyl-2,3a-dihydro-1H-pyrrolo[2,3-b]indol-7-ol,(E)-but-2-enedioic acid
Synonym More Synonyms

 ()-Eseroline fumarate salt Biological Activity

Description (-)-Eseroline fumarate is a metabolic of Physostigmine (HY-N6608), an AChE inhibitor. (-)-Eseroline fumarate elicits a leakage of lactic acid dehydrogenase (LDH) from cancer cells. (-)-Eseroline fumarate also induces the release of adenine nucleotides and 5-hydroxytryptamine (5-HT) from neuronal cells, thus induce cell death. (-)-Eseroline fumarate inhibits the electrically evoked twitches of the mouse vas deferens and of the guinea-pig ileum[1][2].
Related Catalog
In Vitro (-)-Eseroline fumarate (0.5 mM; 0-25 hr) 时间依赖性地诱导小鼠神经母细胞瘤 N1E-115、大鼠胶质瘤 C6 和神经母细胞癌-胶质瘤杂交 NG 108-15 中的 LDH 泄露[1]。
In Vivo (-)-Eseroline fumarate (盐酸; 10 mg/kg; 静脉注射; 单剂量) 诱导成年杂种猫的大脑皮层释放5-HT[2]。 (-)-Eseroline fumarate (水杨酸; 9 mg/kg; 皮下注射; 单剂量) 在小鼠甩尾试验中显示出镇痛的作用,并强烈地降低 Physostigmine (HY-N6608) 的抗伤害作用[3]。
References

[1]. Somani SM, et al. Eseroline, a metabolite of physostigmine, induces neuronal cell death. Toxicol Appl Pharmacol. 1990 Oct;106(1):28-37.  

[2]. Bartolini A, et al. Eseroline: a new antinociceptive agent derived from physostigmine with opiate receptor agonist properties. Experimental in vivo and in vitro studies on cats and rodents. Neurosci Lett. 1981 Sep 1;25(2):179-83.  

[3]. Harris LS, et al. Narcotic-antagonist analgesics: interactions with cholinergic systems. J Pharmacol Exp Ther. 1969 Sep;169(1):17-22.  

 Chemical & Physical Properties

Molecular Formula C17H22N2O5
Molecular Weight 334.36700
Exact Mass 334.15300
PSA 101.31000
LogP 1.47600
Appearance of Characters white
Storage condition 2-8°C
Water Solubility 0.1 M HCl: soluble (Solutions should be freshly prepared.)

 Safety Information

Personal Protective Equipment Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter
RIDADR NONH for all modes of transport

 Articles4

More Articles
Reversible inhibition of acetylcholinesterase by eseroline, an opioid agonist structurally related to physostigmine (eserine) and morphine.

Biochem. Pharmacol. 31 , 1233, (1982)

The action of eseroline--(3aS,8aR)-1,2,3,3a,8,8a-hexahydro-1,3a,8-trimethylpyrrolo[2,3-b]indo l-5-ol--salicylate was tested on preparations of ChE from different sources and on the longitudinal muscle...

Direct evidence that eseroline possesses morphine-like effects.

Eur. J. Pharmacol. 83 , 232, (1982)

The opiate-like effects of eseroline, a physostigmine derivative, were studied in different tests. The antinociceptive effect of eseroline given s.c. and intracerebrally could be detected in the rat h...

Eseroline, a metabolite of physostigmine, induces neuronal cell death.

Toxicol. Appl. Pharmacol. 106 , 28, (1990)

The toxic effects of physostigmine, an anticholinesterase drug, and its metabolite eseroline were investigated in three neuronal cell culture systems, mouse neuroblastoma N1E-115, rat glioma C6, and n...

 Synonyms

(-)-Eseroline fumarate salt
(u2212)-Eseroline fumarate salt
E100_FLUKA