CAS: 562-74-3; 1-Isopropyl-4-Methylcyclohex-3-En-1-Ol

该化合物是主要油类,特别是茶树油中常见的一种单细胞酒精,它具有显著的抗微生物和抗炎特性,在制药和化妆品应用中具有价值. 种族混合物(rac)确保了持续的回活动性和溶性,提高了其在需要平衡的立体化学特性的配方中的效用. 它的中度波动性和令人愉快的芳香进一步支持其在香和时尚制剂中的使用. RAc Terpinen-4-ol也因其作为有机合成的生物活性中间体的潜力进行了研究. 化合物的稳定性和与其他成分的广泛兼容性凸显了其在工业和研究环境中的多功能.

结构式图片

相似化合物

20126-76-5 515-69-5 10482-56-1

欧盟法规

REACH注册ECHA物质ECHA物质C&L通报REACH预注册

上下游产品

CAS号105273-31-2 (Z)-3,7-dimethy... | CAS号470-67-7 1,4-桉叶素 | CAS号138-86-3 柠檬烯;双戊烯 | CAS号4584-23-0 2,2,6-trimethyl... | CAS号763-10-0 香叶基焦磷酸铵盐 | CAS号25570-95-0 1,4-dichloro-tr... | CAS号2009-00-9 (+)-桧烯 | CAS号27621-71-2 1,4-dichloro-p-... | CAS号470-67-7 1,4-桉叶素 | CAS号586-62-9 萜品油烯 | CAS号99-86-5 α-松油烯 | CAS号99-85-4 γ-松油烯 | CAS号586-63-0 isoterpinolene | CAS号4821-04-9 4-terpinenyl acetate

合成工艺路线路线简述

    4-Methyl-1-Isopropenylcyclohex-3-En-1-Ol置于palladium 10% On Activated Carbon,氢气体系中,用 甲醇 作为反应溶剂,25.0 °C,101.33 Kpa 条件下,以77 %的收率获得产物4-萜烯醇
    参考文献:固体催化合成无异构体萜品烯-4-醇
    标题:固体催化合成无异构体萜品烯-4-醇
    摘要:Terpinen-4-Ol 是一种天然产物,广泛应用于香料和农化工业,目前从茶树油中提取或由碱促进的 1,4-桉叶素重排或酸催化的柠檬烯水合合成.然而,这些基于腐蚀性,不可回收的均相试剂的合成过程是非选择性的,并且会产生大量的异构体,这使得活性物质的纯化变得非常复杂并且更加昂贵.在这里,我们展示了萜品烯-4-Ol 的无异构体合成,仅在氧化铝,纳米二氧化钛和 Pd/c 等固体催化剂上,通过选择性环氧化,萜品油烯环氧化物的异构化和烯丙醇氢化,产率 >60%.对于萜品油烯环氧化物的异构化,合成可以分批或流动模式进行.
    DOI:10.1016/j.Mcat.2022.112785

    海关参考信息

    专利信息


    专利号:US-2005003188-A1
    优先权日:2003-03-21
    标题 :Thermolytic synthesis of inorganic oxides imprinted with functional moieties
    发明人:BASS JOHN D; KATZ ALEXANDER
    权利人:UNIV CALIFORNIA
    摘要:Inorganic oxides, particularly silica or germania or inorganic oxides containing silica and/or germania, are imprinted with one or a plurality of functional moieties such as amine and/or thiol groups by a process featuring incorporating such groups into the oxide by use of a thermally labile material containing a protecting group for the amine or thiol, followed by removal of the thermally labile moiety by thermolysis. The resulting products are inorganic oxide substrates or bulk inorganic oxides imprinted with the functional moieties. A plurality of such moieties may be imprinted on a substrate in an order fashion using a polymeric imprinting compound, and may then be used as a templated array of functional moieties to which ordered metallic nanostructures may be constructed.

    专利号:US-3609197-A
    优先权日:1968-03-08
    标题:Preparation of a terpene alcohol
    发明人:LEFFINGWELL JOHN C
    权利人:REYNOLDS TOBACCO CO R
    摘要:This invention relates to the synthesis of terpinene-4-01. Terpinene-4-01 is an unsaturated tertiary terpene alcohol which occurs naturally in a number of essential oils. It finds use as a component in synthetic essential oils which are compounded for use as flavors or perfumes.

    专利号:US-2016244546-A1
    优先权日:2013-10-11
    标 题 :Direct synthesis of ph-responsive polymer particles and application in control release of hydrophobic therapeutic compounds
    发明人:HE TAO; KIM SANGGU; STUBBS LUDGER PAUL
    权利人:AGENCY SCIENCE TECH & RES
    摘要:The present disclosure relates to a process for making a branched copolymer comprising reacting polymer monomers with macro-azo polyethylene glycol (PEG) initiators and cross-linkers, in the presence of a chain transfer agent, wherein said process comprises the step of traditional radical polymerization. The process further comprises a step of dialysis to obtain polymer nano-particles. The process further comprises the step of loading the polymer nanoparticles with a hydrophobic compound. The present disclosure also relates to the use of the polymer nanoparticles for the slow release of a hydrophobic compound in a neutral or alkaline environment or the fast release of a hydrophobic compound in an acidic environment.

    专利号:US-3676504-A
    优先权日:1970-09-10
    标题 :Preparation of a terepene alcohol
    发明人:LEFFINGWELL JOHN C
    权利人:REYNOLDS TOBACCO CO R
    摘要:Synthesis of terpinene-4-ol from terpinolene.

    专利号:US-5637757-A
    优先权日:1995-04-11
    标 题 :One-pot synthesis of ring-brominated benzoate compounds
    发明人:HILL JOHN E; FAVSTRITSKY NICOLAI A; MAMUZIC RASTKO I; BHATTACHARYA BHABATOSH
    权利人:GREAT LAKES CHEMICAL CORP
    摘要:A method of preparing tetrabromobenzoate compounds from tetrabromophthalic anhydride by reacting tetrabromophthalic anhydride with alcohol in the presence of a decarboxylation catalyst. The reaction may be carried out in an excess of alcohol, or with a near stoichiometric amount of alcohol by performing the reaction in an inert solvent.

    专利号:US-12194020-B2
    优先权日:2017-12-22
    标 题:Reversing baldness through cannabinoid receptor activation
    发明人:POSTREL RICHARD
    权利人:POSTREL RICHARD
    摘要:This invention reverses male pattern baldness by shocking dormant hair follicles out of their androgen induced hibernation phase back to the active hair-growing anagenic phase. The invention integrates two functions: 1) It blocks synthesis of compounds holding the follicles in the telogenic/hibernating phase and 2) It stimulates synthesis of compounds animating the hair-growing/anagenic phase in the follicular activity cycle. One preferred embodiment comprises an enzyme inhibitor blocking the conversion of testosterone to dihydrotestosterone (DHT), a flavonoid simultaneously increasing synthesis of prostaglandins alternative to prostaglandin D2, and a selected cannabinoid compound stimulating restore the hair follicle to its normal growth cycle. This novel trimodal therapy restores the hair follicles to their normal cycling processes and maintains these restorative properties so long as this rebalance in maintained.
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    主要参考文献

    [参考文献]: Hart Ph, Et Al. Terpinen-4-Ol, The Main Component Of The Essential Oil Of Melaleuca Alternifolia (Tea Tree Oil), Suppresses Inflammatory Mediator Production By Activated Human Monocytes. Inflamm Res. 2000 Nov;49(11):619-26.
    [参考文献]: Shapira S, Et Al. Terpinen-4-Ol: A Novel And Promising Therapeutic Agent For Human Gastrointestinal Cancers. Plos One. 2016 Jun 8;11(6):E0156540.
    [参考文献]: Christian Zorzetto, Et Al. Phytochemical Analysis And In Vitro Biological Activity Of Three Hypericum Species From The Canary Islands (Hypericum Reflexum, Hypericum Canariense And Hypericum Grandifolium). Fitoterapia. 2015 Jan:100:95-109.
    [参考文献]: Ibrahim Taga, Et Al. Plant Essential Oils And Mastitis Disease: Their Potential Inhibitory Effects On Pro-Inflammatory Cytokine Production In Response To Bacteria Related Inflammation. Nat Prod Commun. 2012 May;7(5):675-82.
    [参考文献]: Katherine A Hammer, Et Al. Effects Of Melaleuca Alternifolia (Tea Tree) Essential Oil And The Major Monoterpene Component Terpinen-4-Ol On The Development Of Single- And Multistep Antibiotic Resistance And Antimicrobial Susceptibility. Antimicrob Agents Chemother. 2012 Feb;56(2):909-15.

    合成参考文献


    参考文献:10.1016/j.ijantimicag.2011.05.002
    摘要:Njume C, Afolayan AJ, Green E, Ndip RN. Volatile compounds in the stem bark of Sclerocarya birrea (Anacardiaceae) possess antimicrobial activity against drug-resistant strains of Helicobacter pylori. International Journal of Antimicrobial Agents. 2011 Oct;38(4):319–24. doi: 10.1016/j.ijantimicag.2011.05.002.
    参考文献:10.4103/0974-8490.81955
    摘要:Cock IE, Kukkonen L. An examination of the medicinal potential of Scaevola spinescens: Toxicity, antibacterial, and antiviral activities. Pharmacognosy Res. 2011 Apr;3(2):85–94.
    参考文献:10.4103/0974-8490.81962
    摘要:Sedaghat MM, Dehkordi AS, Khanavi M, Abai MR, Mohtarami F, Vatandoost H. Chemical composition and larvicidal activity of essential oil of Cupressus arizonica E.L. Greene against malaria vector Anopheles stephensi Liston (Diptera: Culicidae). Pharmacognosy Res. 2011 Apr;3(2):135–9.
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