CAS: 23434-88-0; 5-(Benzo[d][1,3]Dioxol-5-yl)-1-(Piperidin-1-yl)Pentan-1-One

该化合物是管道液的一种氢化衍生物,以其增强生物利用率的特性而著称;该化合物与其母分子相比,溶性和稳定性有所改善,有利于药物和营养素的应用;四氢气管功能通过抑制诸如cytochrome P450和P-glycoprotein等药物代谢酶,从而增加共同管理的活性化合物的吸收;其弱性和温感官特征进一步扩大了其在需要尽量减少有机分子干扰的配方中的效用;该化合物通过管道催化氢合成,确保工业用途的高度纯度和一致性;这些特性使它成为优化药物运载系统的宝贵工具.

结构式图片

上下游产品

Piperanine 23512-46-1
5-(3',4'-Methylenedioxyphenyl)Pentanoic Acid 41917-45-7
(E)-5-(Benzo[d][1,3]Dioxol-5-yl)-1-(Piperidin-1-yl)Pent-4-En-1-One
胡椒碱 Piperine 94-62-2
胡椒碱 Piperine 7780-20-3

合成工艺路线路线简述

  • 合成目标产物 Tetrahydropiperine 主要起始原料 Piperidine
  • (文献来源)合成步骤主要原料 Piperidine
胡椒碱置于palladium On Activated Charcoal,氢气体系中,用 甲醇 用作溶剂,以98.5 %的收率获得四氢胡椒碱
参考文献:四氢胡椒碱,胡椒酸和四氢胡椒酸通过下调 Nf-κb 通路的合成,表征和抗炎活性
标题:四氢胡椒碱,胡椒酸和四氢胡椒酸通过下调 Nf-κb 通路的合成,表征和抗炎活性
摘要:本研究描述了四氢胡椒碱 (Thp),胡椒酸 (Pa) 和四氢胡椒酸 (Thpa) 作为抗炎剂的合成,表征和评估.在所有化合物中,Thpa 均表现出有效的抗炎活性.在实验模型中研究了抗炎潜力.我们的研究结果表明,Thpa 可以有效抑制促炎介质的产生,包括一氧化氮和促炎细胞因子(tnf-α,Il-6 和 Il-1β).此外,Thpa 减弱了 Raw 264.7 巨噬细胞中 I-Nos 和 Cox-2 的表达.口服thpa可显着减轻角叉菜胶引起的足水肿厚度并减轻lps引起的肝,肺和肾损伤. Thpa 还可以减少炎症细胞的浸润,防止重大病变的发生,并减轻组织损伤.此外,Thpa 显着提高了 Lps 攻击小鼠的存活率.我们的蛋白质印迹研究还发现,在系统中用 Thpa 处理可下调 Lps 诱导的 Nf-κb 激活.这些结果共同说明了 Thpa 作为治疗炎症性疾病的治疗剂的潜力.
Doi:10.1016/j.Cyto.2024.156578

海关参考信息

专利信息


专利号:US-2008146987-A1
优先权日:2006-12-19
标 题:Treatment of a skin condition using a piperine-based composition in conjunction with irradiation
发明人:SOUMYANATH AMALA; YOUNG ANTONY R; FAAS LAURA; VENKATASAMY RADHAKRISHNAN; HIDER ROBERT C; WALKER SUSAN
权利人:UNIV OREGON HEALTH & SCIENCE
摘要:Embodiments of the present invention are directed to methods, apparatuses, and systems for the treatment of various skin conditions by delivery of piperine and/or a related structural analog of piperine (collectively referred to as piperine-based compounds) to an area of skin affected by a skin condition (e.g., vitiligo) in conjunction with irradiation of the affected area. Structural analogs of piperine include compounds such as THP, CHP, and RCHP. In various embodiments, irradiation of affected skin in conjunction with a piperine-based composition may result in stimulation of melanin synthesis by melanocytes which may induce pigmentation to a greater extent than with the use of the piperine-based compound alone.

专利号:US-2007036742-A1
优先权日:2005-08-09
标题 :Methods and compositions for modulating hair growth or regrowth
发明人:ROUFS JAMES B; DUVEL LANE A; FAST DAVID J; GLYNN KELLY M
权利人:ACCESS BUSINESS GROUP INT LLC
摘要:The present invention relates to compositions and methods for modulating hair growth or regrowth. The compositions of the present invention comprise extracts of one or more of the following: Boswellia serrata, Undaria pinnatifida, green tea (e.g., Camellia sinensis ), shiso, Pureraria mirifica, luteolin (e.g. Perilla ocymoides leaf extract), astilbin, vitamin E, amentoflavone, tetrahydropiperine, licochalcone, astaxanthin, red clover, Brassica juncea, unfermented green rooibos, enzyme CoQ10, salvia, ximenynic acid, hops oleoresin, apple, soy, saw palmetto, or ellagic extract, or any derivative thereof. In particular, the compositions and methods of the present invention can be used to stimulate or increase hair growth and/or prevent or slow the loss of hair by having one or more of the following functions: (a) inhibiting synthesis of DHT; (b) inhibiting proteasomal activity; (c) inhibiting IL-1 activity; (d) increasing vascularization; (e) increasing expression of vascular endothelial growth factor; (f) increasing expression of keratinocyte growth factor; (g) inhibiting inflammation; or (h) acting as an antibacterial.

专利号:CN-113149858-B
优先权日:2021-01-22
标题 :Synthesis method of intermolecular N-N bonding and compound correspondingly synthesized

专利号:TW-201024283-A
优先权日:2008-12-01
标 题 :Synthesis and novel salt forms of (R)-3-((E)-2-(pyrrolidin-3-yl)vinyl)-5-(tetrahydropyran-4-yloxy)pyridine
武汉弘德悦欣医药科技有限公司
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成立日期:2019-07-31登记机关:武汉市江岸区市场监督管理局
注册地址: 武汉市江岸区车站路6号怡东大厦19层F室
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平台资质认证✓营业执照✓
四氢胡椒碱
Tetrahydropiperine
产品图片纯度:98
250kg/drum
河南倍特生物科技有限公司
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主要参考文献


1: Kumar D, Rahman Sarkar A, Iqbal Andrabi N, Assim Haq S, Ahmed M, Kumar Shukla S, Ahmed Z, Rai R. Synthesis, characterization, and anti-inflammatory activity of tetrahydropiperine, piperic acid, and tetrahydropiperic acid via down regulation of NF-κB pathway. Cytokine. 2024 Jun;178:156578. doi: 10.1016/j.cyto.2024.156578. Epub 2024 Mar 13.
136:102397. doi: 10.1016/j.jchemneu.2024.102397. Epub 2024 Feb 7. 35(2):e8975. doi: 10.1002/rcm.8975. 17(8):e2000144. doi: 10.1002/cbdv.202000144. Epub 2020 Jul 3. 158(5):941-50. doi: 10.1111/j.1365-2133.2008.08464.x. Epub 2008 Feb 16. 16(2):87-91. Portuguese. 29(5):537-538. doi: 10.1016/s0305-1978(00)00083-1.

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
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