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
名称をさらに表示
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
- 形式電荷
- 0
- 複雑度
- 187
実験および物理化学的性質
安全と法規制
GHS分類
GHS Classification
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
毒性情報
Toxicity Summary
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)
化学と産業
用途と製造
Uses
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
関連ノート
読み込み中…