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Purity: ≥98%
Arecoline HBr (NSC56321, NSC-56321), the hydrobromide salt of Arecoline which is a naturally occurring alkaloid found in the betel nut of the Areca palm, is a potent agonist of muscarinic acetylcholine receptor with the potential to be used in treating dementia. It activates the M1, M2, M3, M4, and M5 subtype of muscarinic acetylcholine receptors with EC50 values of 7, 95, 11, 410, and 69 nM, respectively.
| ln Vitro |
Without altering the expression of p21/Cip1, arecoline hydrobromide causes HaCaT cells to undergo cell cycle arrest in the G1/G0 phase and produce reactive oxygen species. At greater quantities, arecoline hydrobromide induces epithelial cell death that results from oxidative damage rather than apoptosis. The stress-responsive genes hemeoxygenase-1, ferritin light chain, glucose-6-phosphate dehydrogenase, glutamate cysteine ligase catalytic subunit, and glutathione reductase are all upregulated in expression when exposed to arecoline hydrobromide [1].
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| References |
[1]. Thangjam GS, et, al. Regulation of oxidative-stress responsive genes by arecoline in human keratinocytes. J Periodontal Res. 2009 Oct;44(5):673-82.
[2]. Liu YJ, et, al. The pharmacology, toxicology and potential applications of arecoline: a review. Pharm Biol. 2016 Nov;54(11):2753-2760. [3]. Volgin AD, et, al. DARK Classics in Chemical Neuroscience: Arecoline. ACS Chem Neurosci. 2019 May 15;10(5):2176-2185. [4]. Kuo TM, et, al. Arecoline induces TNF-alpha production and Zonula Occludens-1 redistribution in mouse Sertoli TM4 cells. J Biomed Sci. 2014 Sep 9;21(1):93. |
| Molecular Formula |
C8H13NO2.HBR
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| Molecular Weight |
236.11
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| CAS # |
300-08-3
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| Related CAS # |
Arecoline;63-75-2;Arecoline hydrochloride;61-94-9
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| SMILES |
O(C([H])([H])[H])C(C1=C([H])C([H])([H])C([H])([H])N(C([H])([H])[H])C1([H])[H])=O
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| InChi Key |
AXOJRQLKMVSHHZ-UHFFFAOYSA-N
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| InChi Code |
InChI=1S/C8H13NO2.BrH/c1-9-5-3-4-7(6-9)8(10)11-2;/h4H,3,5-6H2,1-2H3;1H
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| Chemical Name |
methyl 1-methyl-1,2,5,6-tetrahydropyridine-3-carboxylate hydrobromide
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| Synonyms |
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| Storage |
Powder -20°C 3 years 4°C 2 years In solvent -80°C 6 months -20°C 1 month |
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| Shipping Condition |
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
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| Solubility (In Vitro) |
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| Solubility (In Vivo) |
Solubility in Formulation 1: ≥ 2.08 mg/mL (8.81 mM) (saturation unknown) in 10% DMSO + 40% PEG300 + 5% Tween80 + 45% Saline (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 20.8 mg/mL clear DMSO stock solution to 400 μL PEG300 and mix evenly; then add 50 μL Tween-80 to the above solution and mix evenly; then add 450 μL normal saline to adjust the volume to 1 mL. Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH₂ O to obtain a clear solution. Solubility in Formulation 2: ≥ 2.08 mg/mL (8.81 mM) (saturation unknown) in 10% DMSO + 90% (20% SBE-β-CD in Saline) (add these co-solvents sequentially from left to right, and one by one), clear solution. For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 20.8 mg/mL clear DMSO stock solution to 900 μL of 20% SBE-β-CD physiological saline solution and mix evenly. Preparation of 20% SBE-β-CD in Saline (4°C，1 week): Dissolve 2 g SBE-β-CD in 10 mL saline to obtain a clear solution. View More
Solubility in Formulation 3: ≥ 2.08 mg/mL (8.81 mM) (saturation unknown) in 10% DMSO + 90% Corn Oil (add these co-solvents sequentially from left to right, and one by one), clear solution. Solubility in Formulation 4: 100 mg/mL (423.53 mM) in PBS (add these co-solvents sequentially from left to right, and one by one), clear solution; with ultrasonication. |
| Preparing Stock Solutions | 1 mg | 5 mg | 10 mg | |
| 1 mM | 4.2353 mL | 21.1766 mL | 42.3531 mL | |
| 5 mM | 0.8471 mL | 4.2353 mL | 8.4706 mL | |
| 10 mM | 0.4235 mL | 2.1177 mL | 4.2353 mL |
*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.
Calculation results
Working concentration： mg/mL；
Method for preparing DMSO stock solution： mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.
Method for preparing in vivo formulation:：Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O，mix and clarify.
(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
(2) Be sure to add the solvent(s) in order.
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