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    Preparation of 15-deoxy-16-hydroxyprostaglandins
    2.
    发明授权
    Preparation of 15-deoxy-16-hydroxyprostaglandins 失效
    15-脱氧-16-羟基前列腺素的制备

    公开(公告)号：US4132738A

    公开(公告)日：1979-01-02

    申请号：US880501

    申请日：1978-02-23

    申请人： Harold C. Kluender ,  Warren D. Woessner ,  William G. Biddlecom

    发明人： Harold C. Kluender ,  Warren D. Woessner ,  William G. Biddlecom

    IPC分类号： A61K31/557 ,  A61K31/20 ,  A61K31/5575 ,  A61P43/00 ,  B01J31/00 ,  C07C29/09 ,  C07C29/147 ,  C07C29/36 ,  C07C29/42 ,  C07C29/62 ,  C07C45/30 ,  C07C45/45 ,  C07C45/62 ,  C07C47/293 ,  C07C47/30 ,  C07C49/293 ,  C07C49/433 ,  C07C49/443 ,  C07C51/09 ,  C07C51/353 ,  C07C51/38 ,  C07C61/04 ,  C07C61/08 ,  C07C67/00 ,  C07C401/00 ,  C07C405/00 ,  C07F1/08 ,  C07C177/00

    CPC分类号： C07F1/08 ,  C07C29/095 ,  C07C29/147 ,  C07C29/36 ,  C07C29/42 ,  C07C29/62 ,  C07C405/00 ,  C07C405/0025 ,  C07C45/305 ,  C07C45/45 ,  C07C45/62 ,  C07C47/293 ,  C07C47/30 ,  C07C49/293 ,  C07C49/433 ,  C07C49/443 ,  C07C51/09 ,  C07C51/353 ,  C07C51/38 ,  C07C61/04 ,  C07C61/08 ,  C07B2200/07 ,  C07B2200/09 ,  C07C2101/04 ,  C07C2101/08 ,  C07C2101/14 ,  C07C2102/20 ,  C07C2102/22 ,  C07C2102/42

    摘要： Analogues of PGE.sub.1 having the structural formula, ##STR1## in which J is R-hydroxymethylene or S-hydroxymethylene; R.sub.1 is hydrogen; R.sub.2 is hydrogen or together with R.sub.4 is a methylene chain of 2 to 3 carbon atoms such that a cycloalkyl of 5 to 6 carbon atoms inclusive is formed; R.sub.3 is hydrogen or methyl, or together with R.sub.4 is a methylene or a lower alkylated methylene chain of 2 to 5 carbon atoms such that a cycloalkyl or a lower alkylated cycloalkyl of 4 to 7 carbon atoms inclusive is formed, or together with R.sub.4 is bicycloalkyl or bicycloalkenyl moiety having the formula: ##STR2## SUCH THAT A BICYCLOALKYL OR BICYCLOALKENYL COMPOUND IS FORMED, WHEREIN M AND N ARE INTEGERS HAVING A VALUE FROM 0 TO 3, P IS AN INTEGER HAVING A VALUE FROM 0 TO 4 AND Q IS AN INTEGER HAVING A VALUE OF FROM 1 TO 4 AND WHEREIN THE DOUBLE BOND OF SUCH BICYCLOALKENYL IS IN THE M, N, P, OR Q BRIDGE; R.sub.4 is hydrogen or methyl or together with R.sub.2 or R.sub.3 forms a cycloalkyl or bicycloalkyl or bicycloalkenyl as defined above, or together with R.sub.5 is a methylene chain of 3 to 5 carbon atoms such that a cycloalkyl of 4 to 6 carbon atoms inclusive is formed; R.sub.5 is selected from the group consisting of hydrogen, straight-chain alkyl having from 1 to 3 carbon atoms or together with R.sub.4 forms a cycloalkyl as defined above; and R.sub.6 is hydrogen or straight-chain alkyl having from 1 to 3 carbon atoms are disclosed.Pge.sub.1 ester analogues of the above formula, limited to the structures wherein two of R.sub.2, R.sub.3 R.sub.4 and R.sub.5 form a cycloalkyl, lower alkylated cycloalkyl, bicycloalkyl or bicycloalkenyl are also disclosed.The prostaglandin analogues selectively produce bronchodilation and decrease gastric secretion in vivo.Methods of preparing the analogues and starting materials required in the synthesis of the analogues are also disclosed.

    摘要翻译： 具有结构式的PGE1的类似物，其中J是R-羟基亚甲基或S-羟基亚甲基; R1是氢; R2是氢或与R4一起是具有2至3个碳原子的亚甲基链，使得形成包含5至6个碳原子的环烷基; R 3为氢或甲基，或与R 4一起为亚甲基或2至5个碳原子的低级烷基化亚甲基链，使得形成包含4-7个碳原子的环烷基或低级烷基化环烷基，或与R4一起形成双环烷基 或具有下式的双环烯基部分：如图所示，形成双苄基或双环烷基化合物，其中M和N为具有0至3的值的整数，P为具有0至4的整数，Q为整数 具有1至4的值，并且这些双子座的双键位于M，N，P或Q桥中; R4是氢或甲基，或与R2或R3一起形成如上定义的环烷基或双环烷基或双环烯基，或与R5一起形成3至5个碳原子的亚甲基链，使得形成包含4至6个碳原子的环烷基; R5选自氢，具有1至3个碳原子的直链烷基或与R 4一起形成如上定义的环烷基; 并且R6是氢或具有1至3个碳原子的直链烷基。

    Therapeutic method for inhibiting gastric secretion by administration of 15-deoxy-16-hydroxy prostaglandins
    3.
    发明授权
    Therapeutic method for inhibiting gastric secretion by administration of 15-deoxy-16-hydroxy prostaglandins 失效
    通过施用15-脱氧-16-羟基前列腺素来抑制胃分泌的治疗方法

    公开(公告)号：US4331688A

    公开(公告)日：1982-05-25

    申请号：US215802

    申请日：1980-12-12

    申请人： Harold C. Kluender ,  Warren D. Woessner ,  William G. Biddlecom

    发明人： Harold C. Kluender ,  Warren D. Woessner ,  William G. Biddlecom

    IPC分类号： C07C29/09 ,  C07C29/147 ,  C07C29/36 ,  C07C29/42 ,  C07C29/62 ,  C07C45/45 ,  C07C45/62 ,  C07C47/293 ,  C07C47/30 ,  C07C49/293 ,  C07C49/433 ,  C07C49/443 ,  C07C51/09 ,  C07C51/353 ,  C07C51/38 ,  C07C61/04 ,  C07C61/08 ,  C07C405/00 ,  C07F1/08 ,  A61K31/12

    CPC分类号： C07F1/08 ,  C07C29/095 ,  C07C29/147 ,  C07C29/36 ,  C07C29/42 ,  C07C29/62 ,  C07C405/0025 ,  C07C45/45 ,  C07C45/62 ,  C07C47/293 ,  C07C47/30 ,  C07C49/293 ,  C07C49/433 ,  C07C49/443 ,  C07C51/09 ,  C07C51/353 ,  C07C51/38 ,  C07C61/04 ,  C07C61/08 ,  C07B2200/07 ,  C07B2200/09 ,  C07C2101/04 ,  C07C2101/08 ,  C07C2101/14 ,  C07C2101/20 ,  C07C2102/20 ,  C07C2102/22

    摘要： Analogues of PGE.sub.1 having the structural formula, ##STR1## in which J is R-hydroxymethylene or S-hydroxymethylene; R.sub.1 is hydrogen; R.sub.2 is hydrogen or together with R.sub.4 is a methylene chain of 2 to 3 carbon atoms such that a cycloalkyl of 5 to 6 carbon atoms inclusive is formed; R.sub.3 is hydrogen or methyl, or together with R.sub.4 is a methylene or a lower alkylated methylene chain of 2 to 5 carbon atoms such that a cycloalkyl or a lower alkylated cycloalkyl of 4 to 7 carbon atoms inclusive is formed, or together with R.sub.4 is bicycloalkyl or bicycloalkenyl moiety having the formula: ##STR2## such that a bicycloalkyl or bicycloalkenyl compound is formed, wherein m and n are integers having a value from 0 to 3, p is an integer having a value from 0 to 4 and q is an integer having a value of from 1 to 4 and wherein the double bond of such bicycloalkenyl is in the m, n, p, or q bridge; R.sub.4 is hydrogen or methyl or together with R.sub.2 or R.sub.3 forms a cycloalkyl or bicycloalkyl or bicycloalkenyl as defined above, or together with R.sub.5 is a methylene chain of 3 to 5 carbon atoms such that a cycloalkyl of 4 to 6 carbon atoms inclusive is formed; R.sub.5 is selected from the group consisting of hydrogen, straight-chain alkyl having from 1 to 3 carbon atoms or together with R.sub.4 forms a cycloalkyl as defined above; and R.sub.6 is hydrogen or straight-chain alkyl having from 1 to 3 carbon atoms are disclosed.PGE.sub.1 ester analogues of the above formula, limited to the structures wherein two of R.sub.2, R.sub.3 R.sub.4 and R.sub.5 form a cycloalkyl, lower alkylated cycloalkyl, bicycloalkyl or bicycloalkenyl are also disclosed.The prostaglandin analogues selectively produce bronchodilation and decrease gastric secretion in vivo.Methods of preparing the analogues and starting materials required in the synthesis of the analogues are also disclosed.

    摘要翻译： 具有结构式的PGE1的类似物，其中J是R-羟基亚甲基或S-羟基亚甲基; R1是氢; R2是氢或与R4一起是具有2至3个碳原子的亚甲基链，使得形成包含5至6个碳原子的环烷基; R 3为氢或甲基，或与R 4一起为亚甲基或2至5个碳原子的低级烷基化亚甲基链，使得形成包含4-7个碳原子的环烷基或低级烷基化环烷基，或与R4一起形成双环烷基 或具有下式的双环烯基部分：，使得形成双环烷基或双环烯基化合物，其中m和n是0-3的整数，p是0-4的整数，q是整数 具有1至4的值，并且其中双环烯基的双键位于m，n，p或q桥中; R4是氢或甲基，或与R2或R3一起形成如上定义的环烷基或双环烷基或双环烯基，或与R5一起形成3至5个碳原子的亚甲基链，使得形成包含4至6个碳原子的环烷基; R5选自氢，具有1至3个碳原子的直链烷基或与R 4一起形成如上定义的环烷基; 并且R6是氢或具有1至3个碳原子的直链烷基。 还公开了上述式的PGE1酯类似物，其限于其中R2，R3R4和R5两个形成环烷基，低级烷基化环烷基，双环烷基或双环烯基的结构。 前列腺素类似物选择性地产生支气管扩张并减少体内胃分泌。 还公开了合成类似物所需的类似物和起始材料的方法。

    15-Deoxy-16-hydroxy prostaglandins
    4.
    发明授权
    15-Deoxy-16-hydroxy prostaglandins 失效
    15-脱氧-16-羟基前列腺素

    公开(公告)号：US4275224A

    公开(公告)日：1981-06-23

    申请号：US973010

    申请日：1978-12-26

    申请人： Harold C. Kluender ,  Warren D. Woessner ,  William G. Biddlecom

    发明人： Harold C. Kluender ,  Warren D. Woessner ,  William G. Biddlecom

    IPC分类号： C07C29/09 ,  C07C29/147 ,  C07C29/36 ,  C07C29/42 ,  C07C29/62 ,  C07C45/45 ,  C07C45/62 ,  C07C47/293 ,  C07C47/30 ,  C07C49/293 ,  C07C49/433 ,  C07C49/443 ,  C07C51/09 ,  C07C51/353 ,  C07C51/38 ,  C07C61/04 ,  C07C61/08 ,  C07C405/00 ,  C07F1/08 ,  C07C177/00

    CPC分类号： C07F1/08 ,  C07C29/095 ,  C07C29/147 ,  C07C29/36 ,  C07C29/42 ,  C07C29/62 ,  C07C405/00 ,  C07C405/0025 ,  C07C45/45 ,  C07C45/62 ,  C07C47/293 ,  C07C47/30 ,  C07C49/293 ,  C07C49/433 ,  C07C49/443 ,  C07C51/09 ,  C07C51/353 ,  C07C51/38 ,  C07C61/04 ,  C07C61/08 ,  C07B2200/07 ,  C07B2200/09 ,  C07C2101/04 ,  C07C2101/08 ,  C07C2101/14 ,  C07C2102/20 ,  C07C2102/22 ,  C07C2102/42

    摘要： Analogues of PGE.sub.1 having the structural formula, ##STR1## in which J is R-hydroxymethylene or S-hydroxymethylene; R.sub.1 is hydrogen; R.sub.2 is hydrogen or together with R.sub.4 is a methylene chain of 2 to 3 carbon atoms such that a cycloalkyl of 5 to 6 carbon atoms inclusive is formed; R.sub.3 is hydrogen or methyl, or together with R.sub.4 is a methylene or a lower alkylated methylene chain of 2 to 5 carbon atoms such that a cycloalkyl or a lower alkylated cycloalkyl of 4 to 7 carbon atoms inclusive is formed, or together with R.sub.4 is bicycloalkyl or bicycloalkenyl moiety having the formula: ##STR2## such that a bicycloalkyl or bicycloalkenyl compound is formed, wherein m and n are integers having a value from 0 to 3, p is an integer having a value from 0 to 4 and q is an integer having a value of from 1 to 4 and wherein the double bond of such bicycloalkenyl is in the m, n, p, or q bridge; R.sub.4 is hydrogen or methyl or together with R.sub.2 or R.sub.3 forms a cycloalkyl or bicycloalkyl or bicycloalkenyl as defined above, or together with R.sub.5 is a methylene chain of 3 to 5 carbon atoms such that a cycloalkyl of 4 to 6 carbon atoms inclusive is formed; R.sub.5 is selected from the group consisting of hydrogen, straight-chain alkyl having from 1 to 3 carbon atoms or together with R.sub.4 forms a cycloalkyl as defined above; and R.sub.6 is hydrogen or straight-chain alkyl having from 1 to 3 carbon atoms are disclosed. PGE.sub.1 ester analogues of the above formula, limited to the structures wherein two of R.sub.2, R.sub.3, R.sub.4 and R.sub.5 form a cycloalkyl, lower alkylated cycloalkyl, bicycloalkyl or bicycloalkenyl are also disclosed.The prostaglandin analogues selectively produce bronchodilation and decrease gastric secretion in vivo.Methods of preparing the analogues and starting materials required in the synthesis of the analogues are also disclosed.

    摘要翻译： 具有结构式的PGE1的类似物，其中J是R-羟基亚甲基或S-羟基亚甲基; R1是氢; R2是氢或与R4一起是具有2至3个碳原子的亚甲基链，使得形成包含5至6个碳原子的环烷基; R 3为氢或甲基，或与R 4一起为亚甲基或2至5个碳原子的低级烷基化亚甲基链，使得形成包含4-7个碳原子的环烷基或低级烷基化环烷基，或与R4一起形成双环烷基 或具有下式的双环烯基部分：，使得形成双环烷基或双环烯基化合物，其中m和n是0-3的整数，p是0-4的整数，q是整数 具有1至4的值，并且其中双环烯基的双键位于m，n，p或q桥中; R4是氢或甲基，或与R2或R3一起形成如上定义的环烷基或双环烷基或双环烯基，或与R5一起形成3至5个碳原子的亚甲基链，使得形成包含4至6个碳原子的环烷基; R5选自氢，具有1至3个碳原子的直链烷基或与R 4一起形成如上定义的环烷基; 并且R6是氢或具有1至3个碳原子的直链烷基。 还公开了上述式的PGE1酯类似物，限于其中R2，R3，R4和R5中两个形成环烷基，低级烷基化环烷基，双环烷基或双环烯基的结构。 前列腺素类似物选择性地产生支气管扩张并减少体内胃分泌。 还公开了合成类似物所需的类似物和起始材料的方法。

    Organic Compounds
    10.
    发明申请
    Organic Compounds 有权
    有机化合物

    公开(公告)号：US20100331427A1

    公开(公告)日：2010-12-30

    申请号：US12865403

    申请日：2009-02-10

    申请人： Sebastien March ,  Jerzy A. Bajgrowicz ,  Samuel Derrer ,  Philip Kraft ,  Urs Mueller

    发明人： Sebastien March ,  Jerzy A. Bajgrowicz ,  Samuel Derrer ,  Philip Kraft ,  Urs Mueller

    IPC分类号： C07C35/06 ,  C07C49/537 ,  C07C49/557 ,  C07C47/30 ,  A61Q13/00 ,  C11D3/50

    CPC分类号： C07C33/12 ,  A23L27/203 ,  C07C49/537 ,  C07C49/557 ,  C07C2601/10 ,  C11B9/003 ,  C11B9/0049

    摘要： The present invention refers to the use as flavour or fragrance of a compound of formula (I) wherein R4 is hydrogen and the bond between C-3 and C-4 is a single bond or the dotted line together with the bond between C-3 and C-4 represents a double bond; or R4 is methylene, forming with C-3 and C-4 a cyclopropane ring; R3 is hydrogen, C1, C2, C3, C4, C5, C6 alkyl, or C2, C3, C4, C5, C6 alkenyl; and I) R1 and R2 together with the carbon atom to which they are attached form a carbonyl group; or II) R1 is hydroxyl and R2 is selected from C1, C2, C3 alkyl, and C2, C3, C4 alkenyl.

    摘要翻译： 本发明涉及作为其中R 4为氢并且C-3和C-4之间的键为单键的式（I）化合物的风味剂或香料的用途，或虚线与C-3 C-4表示双键; 或R4是亚甲基，与C-3和C-4形成环丙烷环; R3是氢，C1，C2，C3，C4，C5，C6烷基或C2，C3，C4，C5，C6链烯基; 和I）R 1和R 2与它们所连接的碳原子一起形成羰基; 或II）R 1是羟基，R 2选自C 1，C 2，C 3烷基和C 2，C 3，C 4烯基。