CAS: 74389-68-7; Paf (C16)

该化合物是一个磷素调剂,在各种生理和病理过程中起着关键作用,主要涉及炎症,血栓症和过敏反应,具有强大的生物活性脂肪,其特点是能够激活小板,导致各种调解器的聚集和释放.从结构上看,它是一种与乙醚有关的磷素,它与其他磷素有区别.PAF通过诸如磷脂A2等特定酶的动作从膜磷素磷素中合成,其生物影响通过特定受体(称为PAF受体)进行介介介,这些受体在各种组织中广泛分布.PAFF还涉及几种疾病,包括哮喘,心血管紊乱和败血,因此成为治疗干预的目标.由于其浓度非常低,PAFF被认为是健康和疾病中的重要信号分子.

结构式图片

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合成工艺路线路线简述

    📜1-十六烷醇置于吡啶,Sodium Hydride,三乙胺,2,3-二氯-5,6-二氰基-1,4-苯醌,三氯氧磷体系中,用 四氢呋喃,六甲基磷酰三胺,二氯甲烷,氯仿,水 作为反应溶剂,化学反应 26.0H,反应生成 β-乙酰基-γ-O-十六烷基-L-α-卵磷脂
    参考文献:从手性环氧氯丙烷方便地合成血小板活化因子及其类似物
    标题:从手性环氧氯丙烷方便地合成血小板活化因子及其类似物
    摘要:两种血小板活化因子 (Paf) 可以通过 5 个步骤从光学活性环氧氯丙烷中方便地制备,总产率为 15-16%.还制备了四种含有油酰基,丙基,对三氟甲基苯氧基和 N,N-二甲基二硫代氨基甲酰基的类似物.
    DOI:10.1246/cl.1992.1417

    海关参考信息

    专利信息


    专利号:WO-9740025-A1
    优先权日:1996-04-19
    标 题 :Solid phase and combinatorial synthesis of substituted 1,2,3-triazoles and of arrays of substituted 1,2,3-triazoles
    发明人:DOERWALD FLORENCIO ZARAGOZA
    权利人:NOVO NORDISK AS; DOERWALD FLORENCIO ZARAGOZA
    摘要:A solid phase method for the synthesis of a plurality of differently substituted 1,2,3-triazoles with a wide variety of side-chain substituents as compounds of potential therapeutic interest. The 1,2,3-triazoles are prepared by acylation of a substrate-bound primary or secondary amine with a 3-oxoalkanoic acid and reaction of the resulting amide with a primary amine under dehydrating conditions to give an enamine. Treatment of this substrate-bound enamine with a sulfonyl azide in the presence of a base gives the corresponding 1,2,3-triazoles. These may be screened on the substrate or cleaved from the substrate and then screened in solution. The efficient synthesis of a wide variety of 1,2,3-triazoles using automated synthesis technology of the present method makes these compounds attractive candidates for the generation and rapid screening of diverse triazole-based libraries. The method disclosed here provides an easy and fast access to highly diverse heterocyclic compounds of therapeutic interest, amenable to automatization.

    专利号:US-5817751-A
    优先权日:1994-06-23
    标 题 :Method for synthesis of diketopiperazine and diketomorpholine derivatives
    发明人:SZARDENINGS ANNA KATRIN; CAMPBELL DAVID
    权利人:AFFYMAX TECH NV
    摘要:The present invention relates to the areas of organic and medicinal chemistry. More specifically, the present invention is concerned with combinatorial and solid phase methods for the synthesis of diverse diketopiperazine derivatives, and the use of such methods to create libraries of diverse diketopiperazine derivatives. The present invention has application in the areas of chemical synthesis, the screening for new diketopiperazine derivatives having beneficial medical properties and the use of such screening to provide compositions and methods including diketopiperazine derivatives for treating disease.

    专利号:US-2003159164-A1
    优先权日:1998-05-29
    标 题:Compositions and methods for the synthesis of fatty acids, their derivatives and downstream products
    发明人:KOPCHICK JOHN JOSEPH; KELDER BRUCE; HUANG YUNG-SHENG; KIRCHNER STEPHEN J; MUKERJI PRADIP
    摘要:The invention generally relates to synthesis of essential fatty acids and their derivatives, long-chain polyunsaturated fatty acids (LC-PUFAs) and eicosanoids in transfected cells and in transgenic animals.

    专利号:US-6803468-B2
    优先权日:2000-08-29
    标 题 :Process for the synthesis of n-(5-methylnicontinoyl)-4 hydroxypiperidine, a key intermediate of rupatadine
    发明人:KUMAR YATENDRA; PRASAD MOHAN; SINGH SHAILENDRA KUMAR
    权利人:RANBAXY LAB LTD
    摘要:The present invention relates to an improved and industrially advantageous process for the preparation of N-(5-methylnicotinoyl)-4-hydroxypiperidine of Formula I, as shown in the accompanied drawings. This compound is a key intermediate for the synthesis of rupatadine, a potent dual antagonist of histamine and platelet-activating factor (PAF).

    专利号:US-2008287407-A1
    优先权日:2003-12-10
    标题 :Nitric Oxide Releasing Pyruvate Compounds, Compositions and Methods of Use
    发明人:GARVEY DAVID S; FANG XINQIN; KHANAPURE SUBHASH P; RANATUNGA RAMANI R; WEY SHIOW-JYI
    权利人:NITROMED INC
    摘要:The invention describes novel nitrosated and/or nitrosylated pyruvate compounds and pharmaceutically acceptable salts thereof, and novel compositions comprising at least one nitrosated and/or nitrosylated pyruvate compound, and, optionally, at least one compound that donates, transfers or releases nitric oxide, stimulates endogenous synthesis of nitric oxide, elevates endogenous levels of endothelium-derived relaxing factor or is a substrate for nitric oxide synthase, and/or at least one therapeutic agent. The invention also provides novel compositions comprising at least one pyruvate compound and at least one compound that donates, transfers or releases nitric oxide, elevates endogenous levels of endothelium-derived relaxing factor, stimulates endogenous synthesis of nitric oxide or is a substrate for nitric oxide synthase and/or at least one therapeutic agent. The invention also provides novel kits comprising at least one pyruvate compound, that is optionally nitrosated and/or nitrosylated, and, optionally, at least one nitric oxide donor and/or at least one therapeutic agent. The invention also provides methods for treating diseases resulting from oxidative stress, diabetes, reperfusion injury following ischemia, preservation of tissues, organs, organ parts and/or limbs.

    专利号:US-6756199-B1
    优先权日:1994-02-23
    标题:Peptide nucleic acid combinatorial libraries and improved methods of synthesis
    发明人:COOK PHILLIP DAN; KIELY JOHN; SPRANKLE KELLY
    权利人:ISIS PHARMACEUTICALS INC
    摘要:New sub-monomer synthetic methods for the preparation of peptide nucleic acid oligomeric structures are disclosed that provide for the synthesis of both predefined sequence peptide nucleic acid oligomers as well as random sequence peptide nucleic acid oligomers. Further these methods also provide for the incorporation of peptide nucleic acid units or strings of such units with amino acids or strings of amino acids in chimeric peptide nucleic acid-amino acid compounds. Further disclosed are method of making random libraries of peptide nucleic acids using the fully preformed monomers. Chimeric oligomers and libraries of the same are also disclosed.

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    主要参考文献

    参考标题:On The Synthesis Of Platelet-Activating Factor Via Acetylation Of 1-Alkyl-Sn-Glycero-3-Phosphocholine. Formation Of Structural Isomer Of Paf In The Presence Of Bases
    作者:V.V Chupin,O.V Ostapenko,V.N Klykov,M.V Anikin,G.A Serebrennikova |发布日期:1996.6
    摘要:Shown That Platelet-Activating Factor (Paf) Specimens Prepared Via Acetylation Of 1-Alkyl-Sn-Glycero-3-Phosphocholine (Lyso-Pf) With Acetic Anhydride Are Heterogeneous. The Contaminated Compound Was Isolated And Identified To Be The Structural Isomer Of Paf, 1-Alkyl-3-Acetyl-Sn-Glycero-2-Phosphocholine (Iso-Paf). It Appeared, That Iso-Paf Is Formed When Performing The Reaction In The Presence Of Organic

    合成参考文献


    参考文献:10.1074/jbc.m111.234294
    摘要:Sánchez FA, Rana R, González FG, Iwahashi T, Durán RG, Fulton DJ, Beuve AV, Kim DD, Durán WN. Functional significance of cytosolic endothelial nitric-oxide synthase (eNOS): regulation of hyperpermeability. J Biol Chem. 2011 Sep 02;286(35):30409–14.
    参考文献:10.3945/jn.111.143016
    摘要:Dombrowsky H, Lautenschläger I, Zehethofer N, Lindner B, Schultz H, Uhlig S, Frerichs I, Weiler N. Ingestion of (n-3) Fatty Acids Augments Basal and Platelet Activating Factor-Induced Permeability to Dextran in the Rat Mesenteric Vascular Bed. The Journal of Nutrition. 2011 Sep;141(9):1635–42. doi: 10.3945/jn.111.143016.
    参考文献:10.1007/s00134-005-2868-x
    摘要:Karagiorga G, Nakos G, Galiatsou E, Lekka ME. Biochemical parameters of bronchoalveolar lavage fluid in fat embolism. Intensive Care Med. 2006 Jan;32(1):116–23. doi: 10.1007/s00134-005-2868-x.
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