300-08-3 Usage
Description
Arecoline hydrobromide is an alkaloid derived from the seeds of the betel nut palm Areca catechu. It is a cholinergic compound that acts as a muscarinic acetylcholine receptor agonist and has been used for various purposes, including as an anthelmintic and cathartic. Arecoline hydrobromide is a white fine powder and has been used for almost half a century for the treatment of Echinococcus granulosus in dogs.
Uses
Used in Veterinary Medicine:
Arecoline hydrobromide is used as an anthelmintic for the removal of parasites from a dog's intestine. It has been used for the treatment of Echinococcus granulosus in dogs, showing its effectiveness as a vermifuge. The action of arecoline is due to a combination of factors, including increased activity of the intestinal glands and increased peristalsis, which helps to dislodge and expel the worms.
Used in Pharmaceutical Research:
Arecoline hydrobromide is used as a research compound in the study of its effects on acetylcholine receptors and its potential applications in the treatment of various conditions. It has been found to be an agonist at muscarinic acetylcholine receptors M1-M5, with potential effectiveness in dementia treatment. Additionally, it has been studied for its role in the Warburg effect in cancer, as a covalent inhibitor of ACAT1, which may contribute to the development of new cancer treatments.
Used in Drug Delivery Systems:
Arecoline hydrobromide may be used in the development of novel drug delivery systems to enhance its applications and efficacy in various therapeutic areas. This could involve the use of organic and metallic nanoparticles as carriers for arecoline hydrobromide delivery, aiming to improve its bioavailability and therapeutic outcomes.
References
https://www.sigmaaldrich.com/catalog/product/sial/31593?lang=en®ion=US
Batham, E. J. "Testing arecoline hydrobromide as an anthelminthic for hydatid worms in dogs." Parasitology 37.3-4(1946):185.
https://www.ncbi.nlm.nih.gov/pubmed/4544776
ZHOU. "Security of a Novel Antitapeworm Drug: Arecoline Hydrobromide." Animal Husbandry and Feed Science 2(2010):26-28.
References
1) Fan?et al.?(2016),?Tetrameric Acetyl-CoA Acetyltransferase 1 is Important for Tumor Growth; Mol. Cell,?64?859
2) Heinrich?et al.?(2009),?Pharmacological comparison of muscarinic ligands: historical versus more recent muscarinic M1-preferring receptor agonists; Eur. J. Pharmacol.,?605?53
3) Christie?et al.?(1981),?Physostigmine and arecoline: effects of intravenous infusions in Alzheimer presenile dementia; Br. J. Psychiatry,?138?46
Safety Profile
Poison by parenteral,subcutaneous, and intravenous routes. When heated todecomposition it emits very toxic fumes of HBr and NOx.
Check Digit Verification of cas no
The CAS Registry Mumber 300-08-3 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 3,0 and 0 respectively; the second part has 2 digits, 0 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 300-08:
(5*3)+(4*0)+(3*0)+(2*0)+(1*8)=23
23 % 10 = 3
So 300-08-3 is a valid CAS Registry Number.
InChI:InChI=1/C8H13NO2.BrH/c1-9-5-3-4-7(6-9)8(10)11-2;/h4H,3,5-6H2,1-2H3;1H
300-08-3Relevant articles and documents
Preparation of 1,2,5,6-tetra-hydro-3-carboalkoxypridines such as arecoline and salts of 1,2,5,6-tetrahydro-3-carboalkoxypridines and arecoline hydrobromide
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, (2008/06/13)
A process is provided for the preparation of 1,2,5,6-tetrahydro-3-carboalkoxypyridines of formula (III) STR1 wherein R is a straight or cyclic substituted or unsubstituted alkyl chain having 1 to 6 carbon atoms, phenyl C1-6 alkyl, menthol or a derivative of menthol, or a derivative of camphor, and R' is an alkyl chain having 1 to 4 carbon atoms or phenyl C1-6 alkyl comprising reacting an alkyl pyridinium salt of formula STR2 wherein R and R' are as defined above and X is a suitable leaving group with sodium triacetoxyborohydride in the presence of an acid.
