Anisodine

CAS# 52646-92-1

Anisodine

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Chemical structure

Anisodine

3D structure

Chemical Properties of Anisodine

Cas No. 52646-92-1 SDF Download SDF
PubChem ID 11616712 Appearance Powder
Formula C17H21NO5 M.Wt 319.36
Type of Compound Alkaloids Storage Desiccate at -20°C
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
Chemical Name [(1S,2S,4R,5R)-9-methyl-3-oxa-9-azatricyclo[3.3.1.02,4]nonan-7-yl] (2S)-2,3-dihydroxy-2-phenylpropanoate
SMILES CN1C2CC(CC1C3C2O3)OC(=O)C(CO)(C4=CC=CC=C4)O
Standard InChIKey JEJREKXHLFEVHN-QDXGGTILSA-N
Standard InChI InChI=1S/C17H21NO5/c1-18-12-7-11(8-13(18)15-14(12)23-15)22-16(20)17(21,9-19)10-5-3-2-4-6-10/h2-6,11-15,19,21H,7-9H2,1H3/t11?,12-,13+,14-,15+,17-/m1/s1
General tips For obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20℃ for several months.
We recommend that you prepare and use the solution on the same day. However, if the test schedule requires, the stock solutions can be prepared in advance, and the stock solution must be sealed and stored below -20℃. In general, the stock solution can be kept for several months.
Before use, we recommend that you leave the vial at room temperature for at least an hour before opening it.
About Packaging 1. The packaging of the product may be reversed during transportation, cause the high purity compounds to adhere to the neck or cap of the vial.Take the vail out of its packaging and shake gently until the compounds fall to the bottom of the vial.
2. For liquid products, please centrifuge at 500xg to gather the liquid to the bottom of the vial.
3. Try to avoid loss or contamination during the experiment.
Shipping Condition Packaging according to customer requirements(5mg, 10mg, 20mg and more). Ship via FedEx, DHL, UPS, EMS or other couriers with RT, or blue ice upon request.

Biological Activity of Anisodine

Description1. Anisodine is a traditional anticholinergics. 2. Anisodine can protect optic nerve of primary open angle glaucoma (POAG) through improving the visual function and blood supply of optic nerve. 3. The combination of Anisodine and citicoline with standard steroid and mannitol therapy appears to be effective in the treatment of early optic nerve contusion. 4. Anisodine and anisodamine possess alpha 1-adrenoceptor blocking properties, they are widely used in the People's Republic of China for the management of acute circulatory shock .
TargetsAdrenergic Receptor | AChR

Anisodine Dilution Calculator

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Preparing Stock Solutions of Anisodine

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 3.1313 mL 15.6563 mL 31.3126 mL 62.6253 mL 78.2816 mL
5 mM 0.6263 mL 3.1313 mL 6.2625 mL 12.5251 mL 15.6563 mL
10 mM 0.3131 mL 1.5656 mL 3.1313 mL 6.2625 mL 7.8282 mL
50 mM 0.0626 mL 0.3131 mL 0.6263 mL 1.2525 mL 1.5656 mL
100 mM 0.0313 mL 0.1566 mL 0.3131 mL 0.6263 mL 0.7828 mL
* Note: If you are in the process of experiment, it's necessary to make the dilution ratios of the samples. The dilution data above is only for reference. Normally, it's can get a better solubility within lower of Concentrations.

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References on Anisodine

[Therapeutic effect of compound anisodine for primary open angle glaucoma].[Pubmed:22190528]

Zhejiang Da Xue Xue Bao Yi Xue Ban. 2011 Nov;40(6):659-62.

OBJECTIVE: To evaluate the therapeutic effect of compound Anisodine (CA) for patients with primary open angle glaucoma (POAG). METHODS: According to the modified Hodapp-Parrish-Anderson Visual Fields Grading System, 46 patients with moderate stage POAG were randomized to receive compound Anisodine injection (CA group) or venoruton tablets (control group). Visual acuity (VA), IOP, fundus, visual fields (VF) and the blood flow of optic nerve were observed. RESULTS: The mean of defect (MD) was decreased in CA group after treatment. The PSV and EDV of ophthalmic artery were remarkably improved in both groups, as well as the PSV, EDV and RI of retinal central artery. Compound Anisodine was superior in improving hemodynamics of ophthalmic artery and retinal central artery to venoruton. CONCLUSION: Compound Anisodine can protect optic nerve of POAG through improving the visual function and blood supply of optic nerve.

Efficacy of cytidine-5'-diphosp-bocholine combined with compound anisodine in the treatment of early optic nerve contusion.[Pubmed:22447551]

Eye Sci. 2012 Mar;27(1):37-40.

PURPOSE: To investigate the efficacy of Anisodine combined with cytidine-5'-diphosp-bocholine (citicoline) in the treatment of early optic nerve contusion. METHODS: A total of 33 subjects eligible for inclusion were selected from 105 patients clinically diagnosed with optic nerve contusion. These patients were subsequently divided into the control group (n=16) and the intervention group (n=17). In the control group, the participants received therapy consisting of glucocorticoids, mannitol, vasodilators and vitamin B. The patients in the intervention group additionally received Anisodine in combination with citicoline. The visual acuity was graded on a scale from 0 to 8. RESULTS: Prior to treatment, the 25th, 50th and 75th percentiles of visual acuity grade were 3, 4 and 6.75 for the controls, and 3, 4 and 6.5 for the patients in the intervention group. (P=0.97). After treatment, the 25th, 50th and 75th percentiles of visual acuity grade were 4, 6 and 7.75 in the control group, and 7, 7 and 8 in the intervention group. (P=0.046). A significant difference was observed in both control (P=0.005) and intervention groups (P=0.001) when comparing presenting visual acuity before and after treatment. CONCLUSION: The combination of Anisodine and citicoline with standard steroid and mannitol therapy appears to be effective in the treatment of early optic nerve contusion.

Adrenoceptor blocking properties of atropine-like agents anisodamine and anisodine on brain and cardiovascular tissues of rats.[Pubmed:2879586]

Br J Pharmacol. 1986 Mar;87(3):587-94.

The cholinoceptor antagonists anisodamine and Anisodine are widely used in the People's Republic of China for the management of acute circulatory shock but the mechanism of their beneficial effects is not fully known; we therefore investigated if these agents possessed adrenoceptor blocking properties. The antagonistic effect of anisodamine and Anisodine against the specific binding of the alpha 1-adrenoceptor ligand [3H]-WB-4101 to cardiac and brain tissue membrane preparations and against the effects of phenylephrine on isolated aortic strips and left atria of rats were compared with classical muscarinic receptor and adrenoceptor blocking agents. Both anisodamine and Anisodine possessed alpha 1-adrenoceptor blocking properties; the order of potency of various agents in displacing the binding of [3H]-WB-4101 to receptors and in antagonizing the effects of phenylephrine on aortic strips and left atria was: prazosin greater than atropine greater than anisodamine greater than scopolamine greater than Anisodine. It is concluded that both anisodamine and to a lesser extent Anisodine possess alpha 1-adrenoceptor blocking properties; this antagonistic activity of anisodamine may contribute to its salutary effects on the microcirculation. However, it is unlikely that Anisodine produces a significant adrenoceptor blockade in the clinically used dose-range.

Comparative study on pharmacokinetics of a series of anticholinergics, atropine, anisodamine, anisodine, scopolamine and tiotropium in rats.[Pubmed:24748278]

Eur J Drug Metab Pharmacokinet. 2015 Sep;40(3):245-53.

The compound series of traditional anticholinergics [atropine (Atr), anisodamine (Ani), Anisodine (AT3), and scopolamine (Sco)], naturally occurring belladonna alkaloid, have been approved for numerous therapeutic uses since 1970s. Tiotropium, a novel M receptor antagonist for the treatment of chronic obstructive pulmonary disease, was structurally modified based on atropine-like drugs. Clinical phenomena suggested that the changes of substituent group were related to the pharmacokinetic and pharmacodynamic characteristics of the agents. In an attempt to compare the pharmacokinetics of the series of anticholinergics and investigate the subsets motivating selective anticholinergic potencies, a sensitive LC-MS/MS method was established to analyze the differences of pharmacokinetic parameters. In this paper, we determined the pharmacokinetics of atropine, anisodamine, Anisodine, scopolamine, and tiotropium after i.v. and i.g. single dose administration. After i.v. administration, the maximum drug plasma concentrations (C max) of Atr, Ani, AT3, and Sco were 274.25 +/- 53.66, 267.50 +/- 33.16, 340.50 +/- 44.52, and 483.75 +/- 78.13 ng/mL. Tiotropium had a slightly higher area under the curve with a significant increase of C max value. Because of their partial solubility, Atr, Ani, AT3, and Sco had different bioavailability in rats of 21.62, 10.78, 80.45 and 2.52 %, respectively. Following i.g. administration of tiotropium, the C max value below 20 ng/mL revealed the very low oral absorption. The urinary excretion rates of Atr, Ani, AT3, Sco and tiotropium were 11.33, 54.86, 32.67, 8.69 and 73.91 %. This work provided relatively comprehensive preclinical data on the series of anticholinergics, which may be used to explain the clinical adverse effects and applications.

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