523-80-8

• 常用中文名：芹菜脑
• 常用英文名：Apiole (parsley)
• CAS号：523-80-8
• 分子式：C₁₂H₁₄O₄
• 分子量：222.24
• 相关类别： 生物化工 植物提取物
• 发布时间：2018-03-15 08:00:00
• 更新时间：2026-06-30 18:25:21
• Apiole 是一种诱导凋亡 (apoptosis) 的抗肿瘤剂,诱导 G0/G1 细胞周期停滞而抑制人结肠癌细胞。Apiole 还在小鼠体内异种移植模型中显著抑制结肠肿瘤的发展。

名称

• 中文名: 洋芹脑
• 英文名: 4,7-dimethoxy-5-prop-2-enyl-1,3-benzodioxole
• 中文别名: 洋芹腦; 1,2-亚甲基二氧基-3,6-二甲氧基-4-烯丙基苯; 2,5-二甲黃樟油精; 2,5-二甲氧黃樟油精; 洋芹脑/洋芹腦
• 英文别名: apiole (psley); 3,6-dimethoxy-4,5-methylenedioxy-allylbenzene; benzene,1-allyl-2,5-dimethoxy-3,4-(methylenedioxy); Apioline; 1,3-Benzodioxole,4,7-dimethoxy-5-(2-propenyl); 4,7-DIMETHOXY-5-(2-PROPENYL)-1,3-BENZODIOXOLE; 4,7-dimethoxy-5-(2-propenyl)-3-benzodioxole; APIOLE WITH; Petersilienapiol; Psley camphor; 2,5-dimethoxysafrole; NSC-9070; 1-allyl-2,5-dimethoxy-3,4-(methylenedioxy)-benzen; PSLEY APIOLE; 5-allyl-4,7-dimethoxy-benzo-1,3-dioxole; NSC9070; 1,3-Benzodioxole, 4,7-dimethoxy-5-(2-propenyl); Apiol; Parsley apiol; psleyapiol; Apiole; 1-Allyl-2,5-dimethoxy-3,4-(methylenedioxy)benzene; psleycamphor; Benzene, 1-allyl-2,5-dimethoxy-3,4-(methylenedioxy); Petersiliencampher; 1-allyl-3,4-methylenedioxy-2,5-dimethoxybenzene; APIOL; 4,7-dimethoxy-5-propan-2-yl-1,3-benzodioxole; Parsley camphor; 4,7-DIMETHOXY-5-(2-PROPANYL)-1,3-BENZODIOXOLE; 1-allyl-2,5-dimethoxy-3,4-methylenedioxybenzene; 5-Allyl-4,7-dimethoxy-1,3-benzodioxole; APIOLE; PETERSILIENCAMPHER; 5-ALLYL-4,7-DIMETHOXY-1,3-BENZODIOXOLE; APIOLE; Camphre de Persil; Parsley apiole

物化性质

• 密度: 1.151g/cm3
• 沸点: 294ºC
• 熔点: 29ºC
• 分子式: C₁₂H₁₄O₄
• 分子量: 222.24
• 闪点: 117.2ºC
• 精确质量: 222.08900
• PSA: 36.92000
• LogP: 2.16100
• 折射率: 1.53
• 储存条件: 库房通风低温干燥,与食品原料分开存放

生物活性

• 描述: Apiole 是一种诱导凋亡 (apoptosis) 的抗肿瘤剂,诱导 G0/G1 细胞周期停滞而抑制人结肠癌细胞。Apiole 还在小鼠体内异种移植模型中显著抑制结肠肿瘤的发展。
• 相关类别:
  信号通路 >> 细胞凋亡 >> 细胞凋亡
  研究领域 >> 癌症
• 参考文献:

  [1]. Wu KH, et al. Study of the antitumor mechanisms of apiole derivatives (AP-02) from Petroselinum crispum through induction of G0/G1 phase cell cycle arrest in human COLO 205 cancer cells. BMC Complement Altern Med. 2019 Jul 27;19(1):188.

  [2]. Wei PL, et al. The in vivo antitumor effects on human COLO 205 cancer cells of the 4,7-dimethoxy-5-(2-propen-1-yl)-1,3-benzodioxole (apiole) derivative of 5-substituted 4,7-dimethoxy-5-methyl-l,3-benzodioxole (SY-1) isolated from the fruiting body of Antrodia camphorate. J Cancer Res Ther. 2012 Oct-Dec;8(4):532-6.

毒性和生态

CHEMICAL IDENTIFICATION RTECS NUMBER : CY2500000 CHEMICAL NAME : Benzene, 1-allyl-2,5-dimethoxy-3,4-(methylenedioxy)- CAS REGISTRY NUMBER : 523-80-8 BEILSTEIN REFERENCE NO. : 0195747 LAST UPDATED : 199701 DATA ITEMS CITED : 4 MOLECULAR FORMULA : C12-H14-O4 MOLECULAR WEIGHT : 222.26 WISWESSER LINE NOTATION : T56 BO DO CHJ FO1 H2U1 IO1 HEALTH HAZARD DATA ACUTE TOXICITY DATA TYPE OF TEST : LDLo - Lowest published lethal dose ROUTE OF EXPOSURE : Subcutaneous SPECIES OBSERVED : Rodent - mouse DOSE/DURATION : 1 gm/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value TYPE OF TEST : LDLo - Lowest published lethal dose ROUTE OF EXPOSURE : Subcutaneous SPECIES OBSERVED : Amphibian - frog DOSE/DURATION : 1515 mg/kg TOXIC EFFECTS : Peripheral Nerve and Sensation - spastic paralysis with or without sensory change Behavioral - altered sleep time (including change in righting reflex) Lungs, Thorax, or Respiration - other changes MUTATION DATA TEST SYSTEM : Rodent - mouse DOSE/DURATION : 400 mg/kg REFERENCE : CRNGDP Carcinogenesis (London). (Oxford Univ. Press, Pinkhill House, Southfield Road, Eynsham, Oxford OX8 1JJ, UK) V.1- 1980- Volume(issue)/page/year: 5,1613,1984

安全

• 风险声明 (欧洲): 36/37/38
• 安全声明 (欧洲): 26-36/37/39
• 海关编码: 2932999099

合成路线

23731-75-1 4873-09-0 ~67% 523-80-8

文献：Tsukada, Naofumi; Yagura, Yasushige; Sato, Tetsuo; Inoue, Yoshio Synlett, 2003 , # 10 p. 1431 - 1434

109073-00-9 ~% 523-80-8

文献：Baker; Savage Journal of the Chemical Society, 1938 , p. 1602,1605

857579-63-6 ~% 523-80-8

文献：Baker; Savage Journal of the Chemical Society, 1938 , p. 1602,1605

4776-00-5 ~% 523-80-8

文献：Baker; Savage Journal of the Chemical Society, 1938 , p. 1602,1605

610-02-6 ~% 523-80-8

文献：Baker; Savage Journal of the Chemical Society, 1938 , p. 1602,1605

69393-72-2 ~% 523-80-8

文献：Baker; Savage Journal of the Chemical Society, 1938 , p. 1602,1605

109073-00-9 623-11-0 ~% 523-80-8

文献：Baker; Savage Journal of the Chemical Society, 1938 , p. 1602,1605

海关

海关编码	2932999099
中文概述	2932999099. 其他仅含氧杂原子的杂环化合物. 增值税率:17.0%. 退税率:13.0%. 监管条件:无. 最惠国关税:6.5%. 普通关税:20.0%
申报要素	品名, 成分含量, 用途
Summary	2932999099. other heterocyclic compounds with oxygen hetero-atom(s) only. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%