CAS: 24939-16-0; 1,7-Bis(4-Hydroxyphenyl)Hepta-1,6-Diene-3,5-Dione
该化合物其结构特征为结构特征,有两个四氟氧三氟乙烷组,附属于一个中央甲烷单元,具有显著的特性,例如具有潜在的抗氧化剂,并因其吸收紫外线光的能力而在摄影防护领域具有应用性;经常对其生物活动进行研究,包括防炎和抗癌特性;其结构中存在氢氧基组,有助于其在各种溶剂中的再活性和溶性;此外,Bis(4-氢氧三氟烷基)乙烷可参与各种化学反应,使其成为合成有机化学的一个对象,其稳定性和行为因pH和温度等因素不同而不同.
- 英文名称1,7-Bis(4-Hydroxyphenyl)Hepta-1,6-Diene-3,5-Dione
- 中文名称双去甲氧基姜黄素
- IUPAC名称(1E,6E)-1,7-bis(4-hydroxyphenyl)hepta-1,6-diene-3,5-dione
- 其它别名Bisdemethoxycurcumin; Unii-2Efo1Bp34R; Curcumin Iii; Didemethoxycurcumin; Dide Methoxycurcu Min; Direct Green Mb; (1E,6E)-1,7-Bis(4-Hydroxyphenyl)-1,6-Heptadiene-3,5-Dione; 1,6-Heptadiene-3,5-Dione, 1,7-Bis(4-Hydro
- CAS编号24939-16-0
- MFCD编号:MFCD03419284
- EINECS号:607-464-9
- FDA UNII编号:2EFO1BP34R
- 分子式:C19H16O4分子量:308.33
- 产品CID: 1202882
- 同类组份化合物CAS33171-05-0
- 产品分类生物化工 → 提取物
物理性质
MSDS等安全信息
- GHS象形图
- GHS符号GHS07;
注释: Exclamation mark - 危险类别皮肤腐蚀/刺激 类别2
严重眼刺激 类别2 - 警示词Warning(警告)
- 危险描述H315 |造成皮肤刺激.
H319 |造成严重眼刺激. - 防范说明P264-P280-P302+P352+P332+P313+P362+P364-P305+P351+P338+P337+P313
- UN编号NONH for all modes of transport
- 安全声明H303May be harmful if swallowed+H313Skin contact may be harmful+H333Inhalation may be harmful to the body
- WGK Germany3
欧盟法规
ECHA物质C&L通报REACH预注册上下游产品
4-hydroxy-benzaldehyde acetylacetone vanillin di-O-acetylbisdemethoxycurcumin1,7-bis(4-hydroxyphenyl)heptane-3,5-dione di-O-acetylbisdemethoxycurcumin di-O-acetyldemethoxycurcumin合成工艺路线路线简述
📜乙酰丙酮置于1,2,3,4-四氢喹啉,硼酸体系中,用 N,N-二甲基甲酰胺 用作溶剂,化学反应生成双去甲氧基姜黄素
参考文献:活性氧 (Ros) 与姜黄素类似物的反应:构效关系.
标题:活性氧 (Ros) 与姜黄素类似物的反应:构效关系.
摘要:合成了三种不同酚取代的姜黄素类似物,即双去甲氧基姜黄素,单去甲氧基姜黄素和二甲氧基姜黄素.这些化合物已与 Dpph 自由基,超氧自由基 (O(2)(*-)),单线态氧 ((1)O(2)) 和过氧自由基 (Ccl(3)O(2)( *)) 并确定双分子速率常数.Dpph 自由基反应之后是停流光谱仪,(1)O(2) 反应由瞬态发光光谱仪和 Ccl(3)O(2)(*) 反应使用脉冲辐解技术.速率常数表明邻甲氧基酚 Oh 的存在增加了其与 Dpph 和 Ccl(3)O(2)(*) 的反应性,而对于缺乏酚 Oh 的分子,这种反应非常缓慢.O(2)(*-) 和(1)O(2) 与姜黄素类似物的反应优选在β-二酮部分发生.因此,研究表明,酚 Oh 和姜黄素的 β-二酮部分都参与中和自由基,它们的相对清除能力取决于自由基的性质.
Doi:10.3109/10715762.2010.532493
海关参考信息
- 2901210000-乙烯
2901220000-丙烯
2902300000-甲苯
2902500000-苯乙烯 - 💡 提示：海关信息按照顺序优先匹配，如需确认的海关信息，请参考相关资料。
- 详情请参考：📖 海关编码查询和海关进出口税则
专利信息
专利号:US-7507864-B2
优先权日:2006-08-01
标题:Method for the synthesis of curcumin analogues
发明人：MILLER JEFFREY CHRISTOPHER; MITCHELL MIGUEL O
权利人:SALISBURY UNIVERSITY
摘要:The present invention relates to improved methods for achieving the synthesis of 1,7-diaryl-1,6-heptadiene-3,5-diones, and in particular curcumin and its analogues. The invention provides a process for synthesizing such compounds in substantial yield and purity using environmentally benign processes and materials. The invention also relates to the use of such synthesized products in the treatment of Alzheimer's Disease and other diseases.
专利号:US-2008033055-A1
优先权日:2006-08-01
标题 :Method for the Synthesis of Curcumin Analogues
供应商参考报价(招募中)
品牌试剂参考报价(招募中)
📌 第三方产品分析报告
主要参考文献
1: Yang J, Zhang B, Qin Z, Li S, Xu J, Yao Z, Zhang X, Gonzalez FJ, Yao X. Efflux excretion of bisdemethoxycurcumin-O-glucuronide in UGT1A1-overexpressing HeLa cells: Identification of breast cancer resistance protein (BCRP) and multidrug resistance-associated proteins 1 (MRP1) as the glucuronide transporters. Biofactors. 2018 Oct 17. doi: 10.1002/biof.1452. [Epub ahead of print] doi: 10.1016/j.intimp.2018.10.005. Epub 2018 Oct 10. doi: 10.21873/anticanres.12686. doi: 10.1155/2018/2868702. eCollection 2018.
5: Mohammadi F, Moeeni M, Mahmudian A, Hassani L. Inhibition of amyloid fibrillation of lysozyme by bisdemethoxycurcumin and diacetylbisdemethoxycurcumin. Biophys Chem. 2018 Apr;235:56-65. doi: 10.1016/j.bpc.2018.02.005. Epub 2018 Feb 12. doi: 10.3892/mmr.2017.7852. Epub 2017 Oct 20. doi: 10.1007/s10495-017-1395-x. doi: 10.2147/OTT.S130653. eCollection 2017.
10: Enomoto A, Yamada J, Morita A, Miyagawa K. Bisdemethoxycurcumin enhances X-ray-induced apoptosis possibly through p53/Bcl-2 pathway. Mutat Res. 2017 Mar;815:1-5. doi: 10.1016/j.mrgentox.2016.12.005. Epub 2017 Jan 11. doi: 10.1002/jbm.a.36028. Epub 2017 Feb 24. doi: 10.1002/jcp.25795. Epub 2017 May 16. Review. doi: 10.18632/oncotarget.13272.
合成参考文献
摘要:S109 | PARCEDC | List of 7074 potential endocrine disrupting compounds (EDCs) by PARC T4.2 | DOI:10.5281/zenodo.10944198
参考文献:10.1016/j.bmc.2011.04.055
摘要:Kim MK, Jeong W, Kang J, Chong Y. Significant enhancement in radical-scavenging activity of curcuminoids conferred by acetoxy substituent at the central methylene carbon. Bioorg Med Chem. 2011 Jun 15;19(12):3793–800. doi: 10.1016/j.bmc.2011.04.055.
参考文献:10.1016/j.bmcl.2014.04.105
摘要:Chuprajob T, Changtam C, Chokchaisiri R, Chunglok W, Sornkaew N, Suksamrarn A. Synthesis, cytotoxicity against human oral cancer KB cells and structure–activity relationship studies of trienone analogues of curcuminoids. Bioorganic & Medicinal Chemistry Letters. 2014 Jul;24(13):2839–44. doi: 10.1016/j.bmcl.2014.04.105.
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