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Arecoline HBr

SKU
A-2553
  • CAS:300-08-3
  • Formula:C8H13NO2•HBr
  • MW:236.108 Da
  • Appearance:Solid powder
  • Purity:>98% (TLC); NMR (Conforms)

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SDS
CofA
Product Name Qty
Arecoline HBr
1 g
$101.99
Arecoline HBr
500 mg
$66.30
Arecoline HBr
5 g
$346.80
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Arecoline Hydrobromide is a betel nut alkaloid. Its has shown to activate critical genes related to β-cell regeneration, such as pancreatic and duodenal homeobox 1 (pdx-1) and glucose transporter 2 (GLUT-2). Tyrosine 407 phosphorylation activates mitochondrial acetyl-CoA acetyltransferase 1 (ACAT1) by stabilizing its tetramer. This is believed to be the mechanisms by which ACAT1 is “hijacked” and contributes to the Warburg effect in cancer. Arecoline is a covalent inhibitor of ACAT1 which binds to and disrupts only ACAT1 tetramers (IC50=11.1 mM). ACAT2 and DLAT are not inhibited. Treatment of xenograft nude mice with Arecoline resulted in a dose-dependent reduction in tumor mass. Agonist at muscarinic acetylcholine receptors M1 – M5 (EC50 in the range of 7-410 nM). May be effective in dementia, in healthy volunteers it has shown to improve learning abilities.

More Information
Alternate Name/Synonyms
Taeniolin; Arecoline hydrobromide; Arekolinhydrobromid
SKU
A-2553
CAS #
300-08-3
Chemical Name
methyl 1-methyl-3,6-dihydro-2H-pyridine-5-carboxylate;hydrobromide
Chemical Formula
C8H13NO2•HBr
Molecular Weight
236.108 Da
Appearance
Solid powder
Purity
>98% (TLC); NMR (Conforms)
Solubility
May be dissolved in water (50 mg/mL)
Melting Point
171-176°C
Storage Temp
Room temperature
THERAPEUTIC AREA
Neurodegenrative Diseases
USE
Arecoline HBr is a covalent inhibitor of ACAT1 which binds to ACAT1 tetramers, but not to ACAT2 and DLAT. Study of mice with Arecoline HBr has resulted in a dose-dependent reduction in tumor mass. As it also seems to be effective in improving learning ability, it is suggested as a treatment of Alzheimer's disease possibly due to its carcinogenic properties.
MDL NUMBER
MFCD00039041
CHEMACX
X1033035-5
INCHI
InChI=1S/C8H13NO2.BrH/c1-9-5-3-4-7(6-9)8(10)11-2;/h4H,3,5-6H2,1-2H3;1H
SMILES
CN1CCC=C(C1)C(=O)OC.Br
RTECS
QT2275000
UN #'S
UN 2811
PACKING GROUP
III
Handling
Avoid contact with skin and eyes. Avoid formation of dust and aerosols. Further processing of solid materials may result in the formation of combustible dusts. The potential for combustible dust formation should be taken into consideration before additional processing occurs.
GHS PICTOGRAMS
Handling Avoid contact with skin and eyes. Avoid formation of dust and aerosols. Further processing of solid materials may result in the formation of combustible dusts. The potential for combustible dust formation should be taken into consideration before additional processing occurs.
UN #'S UN 2811
Packing Group III
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