Arecoline Hydrobromide

HCID 9301CAS 300-08-3

基本情報

標準SMILES
Br.COC(=O)C1=CCCN(C)C1
InChIKey
AXOJRQLKMVSHHZ-UHFFFAOYSA-N
分子式
C8H14BrNO2
平均分子量
236.11 g/mol
単同位体質量
235.02079079

概要

Arecoline hydrobromide is an organic molecular entity. It has a role as a toxin and a carcinogenic agent.

名称と識別子

優先名称
Arecoline Hydrobromide
IUPAC
methyl 1-methyl-3,6-dihydro-2H-pyridine-5-carboxylate;hydrobromide

名称と別名

Arecoline hydrobromide300-08-3ARECOLINE HBrNSC-3175024S79B9CX7DTXSID90753793-Pyridinecarboxylic acid, 1,2,5,6-tetrahydro-1-methyl-, methyl ester, hydrobromidemethyl 1-methyl-1,2,3,6-tetrahydropyridin-1-ium-5-carboxylate;bromideRefChem:113811DTXCID6038112206-087-3Arecoline bromide
名称をさらに表示
Methyl 1-Methyl-1,2,5,6-tetrahydropyridine-3-carboxylate hydrobromideMFCD00039041Esterase3-Pyridinecarboxylicacid, 1,2,5,6-tetrahydro-1-methyl-, methyl ester, hydrobromideArecoline (hydrobromide)methyl 1-methyl-3,6-dihydro-2H-pyridine-5-carboxylate,hydrobromideMLS000028840Arekolinhydrobromid

データベース識別子

CAS
300-08-3
PubChem CID
9301
DTXSID
DTXSID9075379
ChEMBL
CHEMBL449209
ChEBI
CHEBI:233150
UNII
24S79B9CX7
EC Number
206-087-3

物性

構造計算による物性

極性表面積
29.5 Ų
水素結合供与体数
1
水素結合受容体数
3
回転可能結合数
2
重原子数
12

実験および物理化学的性質

Solubility>35.4 [ug/mL] (The mean of the results at pH 7.4)

安全と法規制

GHS分類

GHS Classification · 4 件

Danger

H301 (95.8%): Toxic if swallowed [Danger Acute toxicity, oral]

P264, P270, P301+P316, P321, P330, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 72 reports by companies from 3 notifications to the ECHA C&L Inventory.

危険有害性情報

Regulatory InformationARECOLINIUM BROMIDE: Does not have an individual approval but may be used under an appropriate group standard
Hazard Classes and CategoriesAcute Tox. 3 (95.8%)

毒性情報

Health EffectsPupillary constriction, bronchial constriction.
Exposure RoutesIngestion
Toxicity Summary · 1 件

Arecoline is the primary active ingredient responsible for the central nervous system effects of the areca nut. Arecoline has been compared to nicotine; however, nicotine acts primarily on the nicotinic acetylcholine receptor. Arecoline is known to be a partial agonist of muscarinic acetylcholine M1, M2, M3 receptors and M4, which is believed to be the primary cause of its parasympathetic effects (such as pupillary constriction, bronchial constriction, etc.). (Wikipedia) Arecoline is cytotoxic to human gingival fibroblasts at a concentration higher than 50 μg/ml by depleting intracellular thiols and inhibiting mitochondrial activity (P<0.05). In addition, the cells displayed a marked arrest at G2/M phase in a dose-dependent manner. (A15351)

Carcinogen ClassificationNot listed by IARC.
Toxicity DataLD50: 100 mg/kg, administered subcutaneously in mouse (Wikipedia)

化学と産業

用途と製造

Uses · 1 件

Arecoline is found in nuts. Arecoline is isolated from betel nuts Arecoline is an alkaloid natural product found in the areca nut, the fruit of the areca palm (Areca catechu). Since one of the hallmarks of Alzheimer's disease is a cognitive decline, arecoline was suggested as a treatment to slow down this process and arecoline administered via i.v. Arecoline has also been used medicinally as an antihelmintic (a drug against parasitic worms).

関連反応

5 件

関連ノート

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