公开(公告)号：US08304562B2

公开(公告)日：2012-11-06

申请号：US12762906

申请日：2010-04-19

Applicant: Ryu Hirata ,  Tatsuya Matsukawa ,  Kazuhiro Masuzaki ,  Ryuji Ueno

Inventor： Ryu Hirata ,  Tatsuya Matsukawa ,  Kazuhiro Masuzaki ,  Ryuji Ueno

IPC: C07D309/12

CPC classification number: C07D307/93 ,  C07C405/0025 ,  C07D307/935 ,  C07D309/12 ,  C07D311/94

Abstract: Disclosed is a method for preparing a prostaglandin derivative of formula (A): which comprises reacting an aldehyde represented by formula (1): with a 2-oxoalkyl phosphonate in a reaction solvent under the presence of alkali hydroxide as sole base. By carrying out the reaction using an alkali hydroxide as sole base in the reaction system, the desired prostaglandin derivative can be obtained by simple procedures and with high yield.

Abstract translation: 公开了一种制备式（A）的前列腺素衍生物的方法：其包括在碱性氢氧化物作为唯一碱的存在下，在反应溶剂中使由式（1）表示的醛与2-氧代烷基膦酸酯反应。 通过在反应体系中使用碱金属氢氧化物作为底物进行反应，可以通过简单的方法和高收率获得所需的前列腺素衍生物。

公开(公告)号：US20070244333A1

公开(公告)日：2007-10-18

申请号：US11703138

申请日：2007-02-07

Applicant: Ryu Hirata ,  Tatsuya Matsukawa ,  Kazuhiro Masuzaki

Inventor： Ryu Hirata ,  Tatsuya Matsukawa ,  Kazuhiro Masuzaki

IPC: C07D307/00 ,  C07D251/00 ,  C07D307/93 ,  C07D413/00 ,  C07D311/00 ,  C07D295/00

CPC classification number: C07D307/93 ,  C07C405/0025 ,  C07D307/935 ,  C07D309/12 ,  C07D311/94

Abstract: Disclosed is a method for preparing a prostaglandin derivative of formula (A): which comprises reacting an aldehyde represented by formula (1): with a 2-oxoalkyl phosphonate in a reaction solvent under the presence of alkali hydroxide as sole base. By carrying out the reaction using an alkali hydroxide as sole base in the reaction system, the desired prostaglandin derivative can be obtained by simple procedures and with high yield.

Abstract translation: 公开了一种制备式（A）的前列腺素衍生物的方法：其包括在碱性氢氧化物作为唯一碱的存在下，在反应溶剂中使由式（1）表示的醛与2-氧代烷基膦酸酯反应。 通过在反应体系中使用碱金属氢氧化物作为底物进行反应，可以通过简单的方法和高收率获得所需的前列腺素衍生物。

公开(公告)号：US06344478B2

公开(公告)日：2002-02-05

申请号：US09777409

申请日：2001-02-06

Applicant: Thomas R. Dean ,  Jesse A. May ,  Verney L. Sallee ,  Louis Desantis, Jr.

Inventor： Thomas R. Dean ,  Jesse A. May ,  Verney L. Sallee ,  Louis Desantis, Jr.

IPC: A61K31557

CPC classification number: C07C405/00 ,  A61K9/0048 ,  A61K31/557 ,  A61K31/5575 ,  A61K31/558 ,  A61K45/06 ,  C07C405/0025 ,  Y10S514/912 ,  Y10S514/913 ,  A61K2300/00

Abstract: Disclosed is the use of cloprostenol and fluprostenol analogues in combination with carbonic anhydrase inhibitors for the treatment of glaucoma and ocular hypertension and ophthalmic compositions therefor.

公开(公告)号：US5149711A

公开(公告)日：1992-09-22

申请号：US319688

申请日：1989-03-07

Applicant: Atsuo Hazato ,  Seizi Kurozumi

Inventor： Atsuo Hazato ,  Seizi Kurozumi

IPC: A61K31/22 ,  A61K31/12 ,  A61K31/557 ,  A61K31/695 ,  A61P35/00 ,  C07C45/00 ,  C07C45/67 ,  C07C49/743 ,  C07C49/747 ,  C07C49/753 ,  C07C67/00 ,  C07C69/21 ,  C07C405/00 ,  C07F7/18

CPC classification number: C07F7/1856 ,  C07C405/0025 ,  C07C45/673 ,  C07C49/743 ,  C07C49/747 ,  C07C49/753

Abstract: A 2-cyclopentenone derivative represented by the following formula ##STR1## wherein R.sup.1 represents an alkyl group having 1 to 10 carbon atoms which may be substituted by a substituted or unsubstituted phenyl or phenoxy group, R.sup.2, R.sup.3, R.sup.4 and R.sup.5 are identical or different and each represents a hydrogen atom or a lower alkanoyl group, and the wavy line shows that the bonded state of the double bond is E or Z.This compound is useful for treating, for instance, malignant tumors.

公开(公告)号：US4912235A

公开(公告)日：1990-03-27

申请号：US203398

申请日：1988-06-07

Applicant: Gary F. Cooper ,  Douglas L. Wren ,  Albert R. Van Horn ,  Tsung-Tee Li ,  Colin C. Beard

Inventor： Gary F. Cooper ,  Douglas L. Wren ,  Albert R. Van Horn ,  Tsung-Tee Li ,  Colin C. Beard

IPC: C07C405/00 ,  C07F7/18 ,  C07D315/00 ,  C07C177/00

CPC classification number: C07C405/0016 ,  C07C405/00 ,  C07C405/0025 ,  C07C405/0033 ,  C07C405/0041 ,  C07F7/1856

Abstract: This invention relates to a process for making a compound of formula I ##STR1## in the form of a stereoisomer or mixture thereof, wherein R is hydrogen, lower alkyl; X is hydrogen, halo, trifluoromethyl, lower alkyl or lower alkoxy, and the wavy lines represent the .alpha. or .beta. configuration with the proviso that when one wavy line is .alpha. the other is .beta., or a pharmaceutically acceptable, non-toxic salt of the compound wherein R is hydrogen; novel intermediates useful for preparing these compounds; processes for making the intermediates; and a stereoisomer of the compound of formula I wherein R is methyl and X is hydrogen and a process for making same.

Abstract translation: 本发明涉及以其立体异构体或其混合物的形式制备式I化合物（I）的方法，其中R是氢，低级烷基; X是氢，卤素，三氟甲基，低级烷基或低级烷氧基，波浪线代表α或β构型，条件是当一个波浪线是α时，另一个是β，或药学上可接受的无毒的盐 其中R是氢的化合物; 用于制备这些化合物的新型中间体; 制造中间体的方法; 和其中R是甲基且X是氢的式I化合物的立体异构体及其制备方法。

公开(公告)号：US4780562A

公开(公告)日：1988-10-25

申请号：US776063

申请日：1985-09-13

Applicant: Gary F. Cooper ,  Douglas L. Wren ,  Albert R. Van Horn ,  Tsung-Tee Li ,  Colin C. Beard

Inventor： Gary F. Cooper ,  Douglas L. Wren ,  Albert R. Van Horn ,  Tsung-Tee Li ,  Colin C. Beard

IPC: C07C405/00 ,  C07C17/00

CPC classification number: C07C405/00 ,  C07C405/0016 ,  C07C405/0025 ,  C07C405/0033 ,  C07C405/0041

Abstract: This invention relates to a process for making a compound of formula I ##STR1## in the form of a stereoisomer or mixture thereof, wherein R is hydrogen, lower alkyl; X is hydrogen, halo, trifluoromethyl, lower alkyl or lower alkoxy, and the wavy lines represent the .alpha. or .beta. configuration with the proviso that when one wavy line is .alpha. the other is .beta., or a pharmaceutically acceptable, non-toxic salt of the compound wherein R is hydrogen; novel intermediates useful for preparing these compounds; processes for making the intermediates; and a stereoisomer of the compound of formula I wherein R is methyl and X is hydrogen and a process for making same.

Abstract translation: 本发明涉及以其立体异构体或其混合物的形式制备式I化合物（I）的方法，其中R是氢，低级烷基; X是氢，卤素，三氟甲基，低级烷基或低级烷氧基，波浪线代表α或β构型，条件是当一个波浪线是α时，另一个是β，或药学上可接受的无毒的盐 其中R是氢的化合物; 用于制备这些化合物的新型中间体; 制造中间体的方法; 和其中R是甲基且X是氢的式I化合物的立体异构体及其制备方法。

公开(公告)号：US4762936A

公开(公告)日：1988-08-09

申请号：US940349

申请日：1986-12-11

Applicant: Masakatsu Shibasaki ,  Toshiaki Mase ,  Mikiko Sodeoka ,  Yuji Ogawa

Inventor： Masakatsu Shibasaki ,  Toshiaki Mase ,  Mikiko Sodeoka ,  Yuji Ogawa

IPC: C07C405/00 ,  C07F7/18 ,  C07D309/10 ,  C07C47/40 ,  C07C35/26

CPC classification number: C07F7/1856 ,  C07C405/0016 ,  C07C405/0025 ,  C07C405/0083 ,  Y02P20/55

Abstract: There are disclosed a bicyclo[3.3.0]octene derivatives having the following formula: ##STR1## wherein R.sup.1 : a straight, branched or cyclic alkyl group or alkenyl group each having 5 to 10 carbon atoms;R.sup.2 and R.sup.3 : each represent a hydrogen atom or a protective group of a hydroxy group; andR.sup.4 : --CH.dbd.CH--(CH.sub.2).sub.2 --COOR.sup.5 or --CH.sub.2 R.sup.6 ; whereR.sup.5 : a hydrogen atom or an alkyl group; andR.sup.6 : a hydroxy group, an acetyloxy group or a butenyl group,and process for producing the same. These compounds and the process for producing them are available for producing a 9(0)-methano-.DELTA..sup.6 (9.alpha.)-PGI.sub.1.

Abstract translation: 公开了具有下式的双环[3.3.0]辛烯衍生物：其中R 1：各自具有5-10个碳原子的直链，支链或环状烷基或烯基; R2和R3各自表示氢原子或羟基的保护基; 和R 4：-CH = CH-（CH 2）2 -COOR 5或-CH 2 R 6; 其中R5为氢原子或烷基; 和R6：羟基，乙酰氧基或丁烯基，及其制备方法。 这些化合物及其制备方法可用于制备9（0） - 甲 - △DELTA 6（9α）-PGI1。

公开(公告)号：US4632997A

公开(公告)日：1986-12-30

申请号：US700003

申请日：1985-02-08

Applicant: Masakatsu Shibasaki ,  Mikiko Sodeoka ,  Yuji Ogawa

Inventor： Masakatsu Shibasaki ,  Mikiko Sodeoka ,  Yuji Ogawa

IPC: C07C405/00 ,  C07F7/18 ,  C07C51/36 ,  C07C67/303 ,  C07D309/10

CPC classification number: C07F7/1856 ,  C07C405/0016 ,  C07C405/0025 ,  C07C405/0083 ,  Y02P20/55

Abstract: A method for preparing a cis-bicyclo[3.3.0]octylidene derivative represented by the formula: ##STR1## wherein R.sup.1 is a hydrogen atom or an alkyl group; R.sup.2 is a hydrogen atom or a protective group for hydroxyl group; and Y is ##STR2## where R.sup.3 is a hydrogen atom or a protective group for hydroxyl group; R.sup.4 is a hydrogen atom or a straight, branched or cyclic alkyl group, alkenyl group or alkynyl group; and X is a group represented by CH.dbd.CH or C.tbd.C,comprises carrying out the catalytic hydrogenation reaction of a (1-alkenyl)-cis-bicyclo[3.3.0]octene derivative represented by the formula: ##STR3## wherein R.sup.1, R.sup.2 and Y have the same meanings as defined above, in the presence of a metal carbonyl compound or its complex represented by the formula:Mw(CO)x(H)y(R)zwherein M is a metal element of the group VIB; R is a .pi. ligand or a phosphine ligand; w is 1 or 2; x is an integer of 3 to 6; y is 0 or 1; and z is 0 or an integer of 1 to 3.

Abstract translation: 一种制备由下式表示的顺式 - 双环[3.3.0]亚辛基衍生物的方法：其中R1是氢原子或烷基; R2是氢原子或羟基的保护基; Y为，其中R3为氢原子或羟基保护基; R4是氢原子或直链，支链或环状烷基，烯基或炔基; X为由CH = CH或C 3 B C表示的基团，包括进行由下式表示的（1-烯基） - 双 - 二环[3.3.0]辛烯衍生物的催化氢化反应：其中R1 在其中M是该基团的金属元素的情况下，在由式（M）（CO）x（H）y（R）z表示的金属羰基化合物或其络合物的存在下，R2和Y具有与上述相同的含义： VIB; R是π配体或膦配体; w为1或2; x为3〜6的整数， y为0或1; z为0或1〜3的整数。

公开(公告)号：US4443478A

公开(公告)日：1984-04-17

申请号：US392676

申请日：1982-06-28

Applicant: Takashi Muryobayashi ,  Hajimu Miyake ,  Takashi Yamato

Inventor： Takashi Muryobayashi ,  Hajimu Miyake ,  Takashi Yamato

IPC: C07C405/00 ,  C07C177/00 ,  A61K31/215

CPC classification number: C07C405/0025 ,  C07C405/00 ,  Y10S514/824 ,  Y10S514/826 ,  Y10S514/866 ,  Y10S514/926 ,  Y10S514/927

Abstract: Prostaglandin E.sub.1 analogues of general formula: ##STR1## [wherein R.sup.1 represents a bond or a straight- or branched-chain alkylene group containing from 1 to 5 carbon atom(s), and R.sup.2 represents a hydrogen atom, a straight- or branched-chain alkyl group containing from 1 to 8 carbon atom(s), a cycloalkyl group containing from 4 to 7 carbon atoms in the ring and unsubstituted or substituted by at least one stright- or branched-chain alkyl group containing from 1 to 8 carbon atom(s) or a phenyl or phenoxy group unsubstituted or substituted by at least one halogen atoms, trifluoromethyl group or straight- or branched-chain alkyl group containing from 1 to 4 carbon atom(s), with the proviso that, when R.sup.1 represents a bond, R.sup.2 does not represent a phenoxy group,] possess inhibitory activity or gastric ulceration and cytoprotective activity.

Abstract translation: 前列腺素E1类似物，通式为：其中R1表示含有1〜5个碳原子的键或直链或支链亚烷基，R2表示氢原子，直链或支链的亚烷基， 含有1至8个碳原子的链烷基，在环中含有4至7个碳原子的环烷基，未被取代或被至少一个含有1至8个碳原子的支链或支链烷基取代 或未被取代或被至少一个卤素原子，三氟甲基或含有1至4个碳原子的直链或支链烷基取代的苯基或苯氧基，条件是当R 1表示 键，R2不代表苯氧基，]具有抑制活性或胃溃疡和细胞保护活性。

公开(公告)号：US4439365A

公开(公告)日：1984-03-27

申请号：US58415

申请日：1979-07-18

Applicant: Middleton B. Floyd, Jr. ,  Martin J. Weiss ,  John F. Poletto ,  Robert E. Schaub ,  Karel F. Bernady

Inventor： Middleton B. Floyd, Jr. ,  Martin J. Weiss ,  John F. Poletto ,  Robert E. Schaub ,  Karel F. Bernady

IPC: C07C29/143 ,  C07C29/42 ,  C07C43/12 ,  C07C45/00 ,  C07C45/63 ,  C07C51/60 ,  C07C405/00 ,  C07D303/38 ,  C07D307/935 ,  C07D309/12 ,  C07F1/00 ,  C07F5/06 ,  C07F9/54 ,  C09B11/06

CPC classification number: C07D303/38 ,  C07C29/143 ,  C07C29/42 ,  C07C405/00 ,  C07C405/0016 ,  C07C405/0025 ,  C07C405/0033 ,  C07C43/12 ,  C07C51/60 ,  C07D307/935 ,  C07D309/12 ,  C07F1/00 ,  C07F5/062 ,  C07F9/5407 ,  C07B2200/09

Abstract: This disclosure describes certain 11-hydroxy and 11-deoxy-9-keto(or hydroxy)-prostanoic acid derivatives useful as bronchodilators, anti-ulcer agents, or as intermediates.

Abstract translation: 本公开描述了可用作支气管扩张剂，抗溃疡剂或作为中间体的某些11-羟基和11-脱氧-9-酮（或羟基） - 前列环酸衍生物。