uspto-grants-2010_06 · 10.6084/m9.figshare.5104873.v1 · US07728018B2
查看IDENTITY
结构与身份
- 标准SMILES
- COC(=O)C1=CCCN(C)C1
- InChIKey
- HJJPJSXJAXAIPN-UHFFFAOYSA-N
- 分子式
- C8H13NO2
- 平均分子量
- 155.19 g/mol
- 单同位素质量
- 155.09462866
COMPUTED
结构计算性质
- XLogP
- 0.3
- 极性表面积
- 29.5 Ų
- 氢键供体
- 0
- 氢键受体
- 3
- 可旋转键
- 2
- 重原子
- 11
- 形式电荷
- 0
- 复杂度
- 187
PROPERTIES
实验与物化性质
LogP
0.35
0.350
LogS
0.81
Solubility
1000000
1.00E+06 mg/L @ 25 °C (exp)
Boiling Point
209
209.00 °C. @ 760.00 mm Hg
Melting Point
< 25 °C
Dissociation Constants
7.64
7.16
Kovats Retention Index
1195
1236.1
GHS
GHS分类
GHS Classification
This chemical does not meet GHS hazard criteria for 50% (1 of 2) of reports.
Danger
H315 (50%): Causes skin irritation [Warning Skin corrosion/irritation];H319 (50%): Causes serious eye irritation [Warning Serious eye damage/eye irritation];H340 (50%): May cause genetic defects [Danger Germ cell mutagenicity];H351 (50%): Suspected of causing cancer [Warning Carcinogenicity]
P203, P264, P264+P265, P280, P302+P352, P305+P351+P338, P318, P321, P332+P317, P337+P317, P362+P364, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 2 reports by companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.;Reported as not meeting GHS hazard criteria per 1 of 2 reports by companies.;There is 1 notification provided by 1 of 2 reports by companies with hazard statement code(s).;Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website.
HAZARDS
危害信息
Regulatory Information
Hazard Traits - Carcinogenicity;Authoritative List - IARC Carcinogens - 2B;Report - regardless of intended function of ingredient in the product
Hazard Classes and Categories
Skin Irrit. 2 (50%);Eye Irrit. 2 (50%);Muta. 1A (50%);Carc. 2 (50%)
TOXICITY
毒理信息
Health Effects
Pupillary constriction, bronchial constriction.
Exposure Routes
Ingestion
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)
Carcinogen Classification
Arecoline
Group 2B: Possibly carcinogenic to humans
Volume 128: (2021) Acrolein, Crotonaldehyde, and Arecoline
2021 online
2020
Not listed by IARC.
Toxicity Data
LD50: 100 mg/kg, administered subcutaneously in mouse (Wikipedia)
REGULATORY
法规信息
Regulatory Information
Hazard Traits - Carcinogenicity;Authoritative List - IARC Carcinogens - 2B;Report - regardless of intended function of ingredient in the product
PHARMACOLOGY
药理信息
MeSH Pharmacological Classification
Drugs that bind to and activate cholinergic receptors.
Cellular Locations
Cytoplasm;Extracellular
USES
用途与制造
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).
Use Classification
Pharmaceuticals -> Animal Drugs -> Approved in Taiwan
ALIASES
名称与别名
REACTIONS
相关反应
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