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    CHEMILUMINESCENT 1,2-DIOXETANES
    71.
    发明申请
    CHEMILUMINESCENT 1,2-DIOXETANES 审中-公开
    CHEMILUMINESCENT 1,2-二氧化物

    公开(公告)号：WO00014092A1

    公开(公告)日：2000-03-16

    申请号：PCT/US1999/020590

    申请日：1999-09-08

    IPC: C07F9/12 ,  C07F9/655 ,  C07F9/06 ,  C07C43/166 ,  C07C43/168 ,  C07C43/178 ,  C07D321/00 ,  C07F7/08 ,  C07K17/02 ,  G01N33/533

    CPC classification number: C07F9/65512 ,  C07F9/12

    Abstract: Chemiluminescent 1,2-dioxetanes derived from substituted aromatic esters or ketones and spiro-fused ketones with either pi -electron system in the ring or with carbon-carbon double bond or triple bond(s) in the spiro-fused ring are provided herein. These 1,2-dioxetanes have electron donating or withdrawing groups at the four-membered peroxide ring, thus, the 1,2-dioxetanes ring hereof is affected by the added electronic charge.

    Abstract translation: 衍生自取代的芳族酯或酮的化学发光的1,2-二氧杂环丁烷和在环中具有π-电子系统或螺环稠合环中的碳 - 碳双键或三键的螺 - 稠合酮。 这些1,2-二氧杂环丁烷在四元过氧化物环上具有给电子或取代基，因此，其中的1,2-二氧环乙烷环受添加的电荷的影响。

    NOVEL 1,2-DIOXETANE COMPOUNDS WITH HALOALKOXY GROUPS, METHODS OF PREPARATION AND USE
    74.
    发明申请
    NOVEL 1,2-DIOXETANE COMPOUNDS WITH HALOALKOXY GROUPS, METHODS OF PREPARATION AND USE 审中-公开
    新型1,2-二氧杂环己烷化合物，其制备和使用方法

    公开(公告)号：WO1996015122A1

    公开(公告)日：1996-05-23

    申请号：PCT/US1995013476

    申请日：1995-11-07

    Applicant: TROPIX, INC.

    Inventor： TROPIX, INC. ,  AKHAVAN-TAFTI, Hashem ,  ARGHAVANI, Zahra ,  EICKHOLT, Robert ,  RASHID, Khaledur

    IPC: C07D321/00

    CPC classification number: G01N33/533 ,  C07C43/1786 ,  C07C2603/74 ,  C07D321/00 ,  C07F7/1804 ,  C07F9/12 ,  C07F9/1406 ,  C07F9/65512

    Abstract: A chemiluminescent assay method and compositions are described which use a haloalkoxy group-substituted dioxetane which is deprotected by a hydrolytic enzyme to undergo a chemiluminescent reaction. Chemiluminescent 1,2-dioxetane compounds substituted on the dioxetane ring with a haloalkoxy group which can be triggered by a reagent to generate light are disclosed. Haloalkoxy group-substituted dioxetanes are useful for the detection of triggering agents including enzymes. The enzyme may be present alone or linked to a member of a specific binding pair in an immunoassay, DNA probe assay or other assay where the enzyme is bound to a reporter molecule.

    Abstract translation: 描述了一种化学发光测定方法和组合物，其使用被水解酶脱保护的卤代烷氧基取代的二氧杂环丁烷进行化学发光反应。 公开了在二恶丁环上用卤代烷氧基取代的化学发光的1,2-二氧环乙烷化合物，其可被试剂触发以产生光。 卤代烷氧基取代的二氧杂环丁烷可用于检测引发剂，包括酶。 该酶可以在免疫测定，DNA探针测定或其它酶结合报道分子的其它测定中单独存在或连接到特异性结合对的成员。

    CHEMILUMINESCENT ELECTRON-RICH ARYL-SUBSTITUTED 1,2-DIOXETANES
    75.
    发明申请
    CHEMILUMINESCENT ELECTRON-RICH ARYL-SUBSTITUTED 1,2-DIOXETANES 审中-公开
    亮氨酸电子衍生的1,2-取代的1,2-二氧化物

    公开(公告)号：WO1994010258A1

    公开(公告)日：1994-05-11

    申请号：PCT/US1993010258

    申请日：1993-10-26

    Applicant: ABBOTT LABORATORIES

    Inventor： ABBOTT LABORATORIES ,  WANG, Nai-Yi ,  HU, Roger, C.

    IPC: C09K03/00

    CPC classification number: G01N33/582 ,  C07F7/1804 ,  C07F9/65512 ,  C12Q1/34 ,  C12Q1/42 ,  C12Q2334/00 ,  G01N33/533 ,  Y10S435/968

    Abstract: Chemiluminescent electron-rich aryl-substituted 1,2-dioxetane compounds are disclosed in which the aryl group is poly-substituted with suitable electron-donating groups such that the light-emitting pattern of the molecule results in a very high luminescent count, thus providing for a sensitive and precise assay for haptens, analytes, polynucleotides and the like. These substituted aryl-containing 1,2-dioxetane compounds can be used as direct labels in an immunoassay or when derivatized with an appropriate leaving group, can be used as a substrate for an enzyme immunoassay. The unusual chemiluminescence of the compounds allows the timing of the luminescent reaction to be exactly controlled.

    Abstract translation: 公开了化学发光富电子的芳基取代的1,2-二氧杂环丁烷化合物，其中芳基被合适的给电子基团多取代，使得分子的发光图案导致非常高的发光计数，从而提供 对于半抗原，分析物，多核苷酸等的敏感和精确的测定。 这些取代的含芳基的1,2-二氧杂环丁烷化合物可以在免疫测定中用作直接标记，或者当用合适的离去基团衍生化时，可用作酶免疫测定的底物。 化合物的不寻常的化学发光使得准确控制发光反应的时间。

    SYNTHESIS OF STABLE, WATER-SOLUBLE CHEMILUMINESCENT 1,2-DIOXETANES AND INTERMEDIATES THEREFOR
    76.
    发明申请
    SYNTHESIS OF STABLE, WATER-SOLUBLE CHEMILUMINESCENT 1,2-DIOXETANES AND INTERMEDIATES THEREFOR 审中-公开
    稳定的可溶性CHEMILUMINESCENT 1,2-二氧化物及其中间体的合成

    公开(公告)号：WO1993018022A1

    公开(公告)日：1993-09-16

    申请号：PCT/US1992001530

    申请日：1992-03-05

    Applicant: TROPIX, INC.

    Inventor： TROPIX, INC. ,  BRONSTEIN, Irena, Y. ,  EDWARDS, Brooks

    IPC: C07D327/10

    CPC classification number: C07F9/65512

    Abstract: A novel synthesis of 1,2-dioxetane phosphate alkali metal salts and novel intermediates employed in this synthesis are disclosed. A hydroxyaryl enol ether alkali metal salt having formula (1), wherein T can be an unsubstituted or substituted adamant-2'-ylidene group, R can be a methyl group, Y can be a phenyl group and M can be a sodium cation, is reacted with a phosphorohalidate to give the corresponding enol ether ethylene phosphate, which is then reacted with an alkali metal cyanide to give the corresponding enol ether cyanoethyl phosphate diester alkali metal salt intermediate. Singlet oxygen addition to this enol ether cyanoethyl phosphate diester alkali metal salt intermediate to give the corresponding 1,2-dioxetane cyanoethyl phosphate diester alkali metal salt, followed by beta -elimination of the cyanoethyl group using an alkali metal hydroxide or the like, gives the corresponding 1,2-dioxetane phosphate alkali metal salt.

    Abstract translation: 公开了在该合成中使用的1,2-二氧杂环丁烷磷酸碱金属盐和新型中间体的新型合成。 具有式（1）的羟基芳基烯醇醚碱金属盐，其中T可以是未取代或取代的金刚烷-2'-亚基，R 3可以是甲基，Y可以是苯基，M + 可以是钠阳离子，与磷酰卤反应得到相应的烯醇醚乙烯磷酸酯，然后与碱金属氰化物反应，得到相应的烯醇醚氰乙基磷酸二酯碱金属盐中间体。 将该烯醇醚氰乙基磷酸二酯碱金属盐中间体加入单线态氧，得到相应的1,2-二氧杂环丁烷氰乙基磷酸二酯碱金属盐，然后使用碱金属氢氧化物等与氰基乙基进行β-烯化反应，得到 相应的1,2-二氧杂环丁烷磷酸盐碱金属盐。

    SYNTHESIS OF STABLE, WATER-SOLUBLE CHEMILUMINESCENT 1,2-DIOXETANES AND INTERMEDIATES THEREFOR
    77.
    发明申请
    SYNTHESIS OF STABLE, WATER-SOLUBLE CHEMILUMINESCENT 1,2-DIOXETANES AND INTERMEDIATES THEREFOR 审中-公开
    稳定的可溶性CHEMILUMINESCENT 1,2-二氧化物及其中间体的合成

    公开(公告)号：WO1991003479A1

    公开(公告)日：1991-03-21

    申请号：PCT/US1990004919

    申请日：1990-09-04

    Applicant: TROPIX, INC.

    Inventor： TROPIX, INC. ,  EDWARDS, Brooks ,  JUO, Rouh-Rong

    IPC: C07F09/06

    CPC classification number: C07F9/6561 ,  C07C43/1747 ,  C07C45/292 ,  C07C45/71 ,  C07C47/575 ,  C07C2603/74 ,  C07D321/00 ,  C07F9/4056 ,  C07F9/65512 ,  C07F9/65517 ,  C07F9/65522

    Abstract: A novel synthesis of compounds having formula (I), wherein T is a stabilizing spiro-linked polycycloalkylidene group, R is a C1-C20 alkyl, aralkyl or heteroatom containing group, Y is an aromatic fluorescent chromophore, and Z is a cleavable group which, when cleaved, induces decomposition of the dioxetane ring and emission of optically detectable light, is disclosed. A tertiary phosphorous acid alkyl ester of the formula (R O)3P, wherein R is a lower alkyl group, is reacted with an aryl dialkyl acetal produced by reacting a corresponding aryl aldehyde with an alcohol of the formula R OH, wherein R is as defined above, to produce a 1-alkoxy-1-aryl-methane phosphonate ester of formula (II), reacting the phosphonate with base to produce a phosphonate-stabilized carbanion, reacting the carbanion with a ketone of formula (III), wherein T is as defined above, to produce an enol ether of formula (IV), then oxygenating the double bond in the enol ether to give the corresponding 1,2-dioxetane compound. Hydroxyaryl enol ether alkali metal salts having formula (V), in which T is a fused, substituted or unsubstituted polycycloalkylidene group, OR is an ether group, Y is a light-emitting fluorophore-forming group which will be part of a luminescent substance formed by decommposition of a 1,2-dioxetane subsequently formed from the hydroxyaryl enol ether alkali metal salt, capable of absorbing energy to form an excited state from which it emits optically detectable energy to return to its ground state, and AM is an alkali metal cation, processes for the preparation of these intermediate salts and their use as starting materials for acylation, phosphorylation and glycosylation reactions to give intermediates reactable to give stable, water-soluble chemiluminescent 1,2-dioxetanes, particularly ones that are enzymatically cleavable, are also disclosed.

    Abstract translation: 具有式（I）的化合物的新合成，其中T是稳定螺环连接的多环亚烷基，R 3是含有C 1 -C 20烷基，芳烷基或杂原子的基团，Y是芳族荧光发色团，Z是 可裂解基团，其在被切割时诱导二氧杂环丁烷环的分解和光学可检测光的发射。 将式（R 1 O）3 P的叔亚磷酸烷基酯（其中R 1是低级烷基）与通过使相应的芳基醛与式R的醇反应制备的芳基二烷基缩醛反应 其中R 3如上定义，以制备式（II）的1-烷氧基-1-芳基甲烷膦酸酯，使膦酸酯与碱反应以产生膦酸酯稳定的碳负离子，使 碳负离子与式（III）的酮，其中T如上定义，以制备式（IV）的烯醇醚，然后对烯醇醚中的双键进行氧化，得到相应的1,2-二氧杂环丁烷化合物。 具有式（V）的羟基芳基烯醇醚碱金属盐，其中T是稠合，取代或未取代的多亚烷基，OR 3是醚基，Y是发光荧光团形成基团，其将是 随后由羟基芳基烯醇醚碱金属盐形成的1,2-二氧环乙烷的分解而形成的发光物质，其能够吸收能量以形成激发态，从其发射可光学检测的能量以返回其基态，AM + >是碱金属阳离子，用于制备这些中间体盐的方法及其作为酰化，磷酸化和糖基化反应的起始原料的用途，以产生中间体可反应，得到稳定的水溶性化学发光1,2-二氧杂环丁烷，特别是 也可以被酶切割。

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