CAS: 5522-66-7; Dimethyl 3,3'-(3,8,13,17-Tetramethyl-7,12-Divinylporphyrin-2,18-Diyl)Dipropionate

该化合物是prototophyrin IX的衍生物,其中箱状酸组群用甲醇进行酯化.这种改变提高了有机溶剂的溶性,使其成为Porphyrin化学和光动力研究的宝贵中间体. 复合物在可见频谱中,特别是在索雷特带区域,吸收了很强,这有利于光活化工艺的研究. 它的稳定性和明确界定的光谱特性使它适合合成化学,光谱学和进一步改变porphyrin的前体的应用. 与自由酸相比,二甲基酯形式也简化了处理和储存.

结构式图片

上下游产品

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合成工艺路线路线简述

  • 合成目标产物 Protoporphyrin Ix Dimethyl Ester 主要起始原料 Protoporphyrin Ix
  • (文献来源)合成步骤主要原料 Protoporphyrin Ix
3-[18-(2-Carboxylatoethyl)-8,13-Bis(1-Hydroxyethyl)-3,7,12,17-Tetramethyl-22,23-Dihydroporphyrin-21,24-Diium-2-Yl]Propanoate,对甲苯磺酸,氨,溶剂黄146,氯苯置于氮,乙酸乙酯,Sodium Sulfate-Iii,甲醇,硫酸,水,二氯甲烷,碳酸氢钠,Crude Product,Silica,Chloroform Methanol,1H体系中,化学反应 18.0H,以yielded Protoporphyrin Ix Dimethyl Ester 26 (365 Mg,83.1%) As A Dark Red Solid,M.P. 198-202oc. With An Identical 1H NMR Spectrum To的收率获得产物原卟啉ix二甲酯
参考文献:Porphyrin Linked Metronidazole Against Gum Disease: Porphyromonas Gingivalis
标题:Porphyrin Linked Metronidazole Against Gum Disease: Porphyromonas Gingivalis
摘要:本发明一般涉及定向分子制剂(tmas),其针对特定生物体或生物群体及其使用.更具体地说,本发明提供具有定向基团的tmas,该定向基团包括特定生物体的自然或诱导的营养需求,作为将与基团连接的制剂引导到目标生物体的载体.本发明的tmas可用于将抗微生物制剂和诊断制剂等分子定向到所选生物体.

海关参考信息

专利信息


专利号:US-4783529-A
优先权日:1985-12-03
标题 :Rapid synthesis of radiolabeled porphyrin complexes for medical application
发明人:LAVALLEE DAVID K; MANSUY DANIEL; BATTIONI JEAN-PAUL
权利人:RES CORP TECHNOLOGIES INC
摘要:This invention relates to a novel method for the rapid synthesis of radiolabeled porphyrin complexes which are highly useful for biomedical application, i.e. conjugation to protein antibodies for use in tumor imaging and internal radiation therapy.

专利号:US-5525325-A
优先权日:1989-03-06
标 题 :Expanded porphyrins: large porphyrin-like tripyrroledimethine-derived macrocycles
发明人:SESSLER JONATHAN L; HEMMI GREGORY W; MURAI TOSHIAKI
权利人:REGENTS UNIVERSITY OF TEXAS BO
摘要:The present invention involves a novel tripyrrole dimethine-derived 'expanded porphyrin' (texaphyrin), the synthesis of such compounds, their analogs or derivatives and their uses. These expanded porphyrin-like macrocycles are efficient chelators of divalent and trivalent metal ions. Metal complexes of these compounds are active as photosensitizers for the generation of singlet oxygen and thus potentially for inactivation or destruction of human immunodeficiency virus (HIV-1), mononuclear or other cells infected with such virus and tumor cells as well. A variety of texaphyrin derivatives have been produced and many more are readily obtainable. Various metal (e.g., transition, main group, and lanthanide) complexes with the texaphyrin and texaphyrin derivatives of the present invention have unusual water solubility and stability which render them particularly useful. These metallotexaphyrin complexes have optical properties making them unique as compared to existing porphyrin-like or other macrocycles. For example, they absorb light strongly in a physiologically important region (i.e. 690-880 nm). These complexes also form long-lived triplet states in high yield and act as efficient photosensitizers for the formation of singlet oxygen. These properties, coupled with their high chemical stability and appreciable solubility in polar media such as water, add to their usefulness.

专利号:US-5256399-A
优先权日:1989-03-06
标题:Aromatic pentadentate expanded porphyrins in magnetic resonance imaging
发明人:SESSLER JONATHAN L; HEMMI GREGORY W; MURAI TOSHIAKI
权利人:UNIV TEXAS
摘要:The present invention involves a novel tripyrrole dimethine-derived 'expanded porphyrin' (texaphyrin), the synthesis of such compounds, their analogs or derivatives and their uses. These expanded porphyrin-like macrocycles are efficient chelators of divalent and trivalent metal ions. Metal complexes of these compounds are active as photosensitizers for the generation of singlet oxygen and thus potentially for inactivation or destruction of human immunodeficiency virus (HIV-1), mononuclear or other cells infected with such virus and tumor cells as well. A variety of texaphyrin derivatives have been produced and many more are readily obtainable. Various metal (e.g., transition, main group, and lanthanide) complexes with the texaphyrin and texaphyrin derivatives of the present invention have unusual water solubility and stability which render them particularly useful. These metallotexaphyrin complexes have optical properties making them unique as compared to existing porphyrin-like or other macrocycles. For example, they absorb light strongly in a physiol n This invention was made in part with government support under the National Science Foundation Presidential Young Investigator Award (1986) to J. L. Sessler, grant CHE-8552768. The government has certain rights in the invention.

专利号:US-5587463-A
优先权日:1989-03-06
标 题 :Texaphyrin macrocycles and metal complexes thereof
发明人:SESSLER JONATHAN L; HEMMI GREGORY W; MURAI TOSHIAKI
权利人:UNIV TEXAS
摘要:The present invention involves a novel tripyrrole dimethine-derived 'expanded porphyrin' (texaphyrin), the synthesis of such compounds, their analogs or derivatives and their uses. These expanded porphyrin-like macrocycles are efficient chelators of divalent and trivalent metal ions. Metal complexes of these compounds are active as photosensitizers for the generation of singlet oxygen and thus potentially for inactivation or destruction of human immunodeficiency virus (HIV-1), mononuclear or other cells infected with such virus and tumor cells as well. A variety of texaphyrin derivatives have been produced and many more are readily obtainable. Various metal (e.g., transition, main group, and lanthanide) complexes with the texaphyrin and texaphyrin derivatives of the present invention have unusual water solubility and stability which render them particularly useful. These metallotexaphyrin complexes have optical properties making them unique as compared to existing porphyrin-like or other macrocycles. For example, they absorb light strongly in a physiologically important region (i.e. 690-880 nm). These complexes also form long-lived triplet states in high yield and act as efficient photosensitizers for the formation of singlet oxygen. These properties, coupled with their high chemical stability and appreciable solubility in polar media such as water, add to their usefulness.

专利号:US-5272142-A
优先权日:1989-03-06
标题:Expanded porphyrins: large porphyrin-like tripyrroledimethine-derived macrocycles and methods for treating tumors
发明人:SESSLER JONATHAN L; HEMMI GREGORY W; MURAI TOSHIAKI
权利人:UNIV TEXAS
摘要:The present invention involves a novel tripyrrole dimethine-derived 'expanded porphyrin' (texaphyrin), the synthesis of such compounds, their analogs or derivatives and their uses. These expanded porphyrin-like macrocycles are efficient chelators of divalent and trivalent metal ions. Metal complexes of these compounds are active as photosensitizers for the generation of singlet oxygen and thus potentially for inactivation or destruction of human immunodeficiency virus (HIV-1), mononuclear or other cells infected with such virus and tumor cells as well. A variety of texaphyrin derivatives have been produced and many more are readily obtainable. Various metal (e.g , transition, main group, and lanthanide) complexes with the texaphyrin and texaphyrin derivatives of the present invention have unusual water solubility and stability which render them particularly useful. These metallotexaphyrin complexes have optical properties making them unique as compared to existing porphyrin-like or other macrocycles. For example, they absorb light strongly in a physiologically important region (i.e. 690-880 nm). These complexes also form long-lived triplet states in high yield and act as efficient photosensitizers for the formation of singlet oxygen. These properties, coupled with their high chemical stability and appreciable solubility in polar media such as water, add to their usefulness.

专利号:US-8420805-B2
优先权日:2007-03-30
标题 :Process for preparing prophyrin derivatives, such as protoprophyrin (IX) and synthesis intermediates
发明人:MARTIN PIERRE; MUELLER MARKUS; SPIELVOGEL DIRK; FLUBACHER DIETMAR; BOUDIER ANDREAS
权利人:MARTIN PIERRE; MUELLER MARKUS; SPIELVOGEL DIRK; FLUBACHER DIETMAR; BOUDIER ANDREAS; SANOFI PASTEUR S A
摘要:The present invention relates to a process for preparing a porphyrin of formula (I), optionally in the form of a salt with an alkali metal and/or in the form of a metal complex: n nin which:n R and R′ are as defined in claim 1, comprising: a step of condensation, in an acidic medium, between a dipyrromethane of formula (II): nn nin which R′b is as defined above for (I),n and a dipyrromethane of formula (III): nn nin which R″ is as defined in claim 1 , and also the compounds of formula (III).
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主要参考文献


1: de Olivera, Et al. Synthesis of new amphiphilic chlorin derivatives from protoporphyrin-IX dimethyl ester. https://doi.org/10.1016/j.tet.2008.06.103
2: Gupta, Et al. Protoporphyrin IX dimethyl ester as active material in PVC matrix membranes for the fabrication of zinc(II) selective sensor. https://doi.org/10.1016/S0925-4005(01)00656-6

合成参考文献


参考文献:10.1021/jm00034a007
摘要:Debnath AK, Jiang S, Strick N, Lin K, Haberfield P, Neurath AR. Three-dimensional structure-activity analysis of a series of porphyrin derivatives with anti-HIV-1 activity targeted to the V3 loop of the gp120 envelope glycoprotein of the human immunodeficiency virus type 1. J Med Chem. 1994 Apr 15;37(8):1099–108. doi: 10.1021/jm00034a007.
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