公开(公告)号：US3639393A

公开(公告)日：1972-02-01

申请号：US3639393D

申请日：1969-04-15

Applicant: HOECHST AG

Inventor： FRITSCH WERNER ,  STACHE ULRICH ,  HAEDE WERNER ,  RADSCHEIT KURT

IPC: C07C173/02

CPC classification number: C07J19/00

Abstract: A PROCESS FOR PREPARING 3B,14B-DIHYDROXY-CARA-4,20(22)-DIENOLIDES WHICH COMPRISES REDUCING 3-OXO-CARDA4,14,20(22)-TRIENOLIDES BY MEANS OF COMLEX METAL HYDRIDES TO THE CORRESPONDING 3B-HYDROXY-CARDA-4,14,20(22)-TRIENOLIDES; TREATING THESE COMPOUNDS WITH ACYLATING AGENTS; REACTING THE RESULTING 3B-ACYLOXY-CARDA-4,14, 20(22)-TRIENOLDIES WITH N-BROMO-ACYL AMIDES, AND CATALYTICALLY HYDROGENATING THE 4B-ACYLOXY-3B,14B-DIHYDROXY5A,15A-DIBROMO-CARD-20(22)-ENOLIDES SO OBTAINED IN THE PRESENCE OF A PRECIOUS METAL CATALYST AT A PH IN THE RANGE FROM 4.5 TO 7.5. THE PRODUCTS OF THE INVENTION ARE VALUABLE THERAPEUTICS FOR ORAL ADMINISTRATION IN DISEASES OF THE HEART AND CIRCULATION.

公开(公告)号：US3639392A

公开(公告)日：1972-02-01

申请号：US3639392D

申请日：1969-12-02

Applicant: HOECHST AG

Inventor： FRITSCH WERNER ,  HAEDE WERNER ,  RADSCHEIT KURT ,  STACHE ULRICH ,  LINDNER ERNST

IPC: A47F5/11 ,  A61K31/58 ,  A61K31/585 ,  C07J19/00 ,  C07J71/00 ,  C07C173/04

CPC classification number: A61K31/58 ,  A61K31/585 ,  C07J19/00 ,  C07J71/00

Abstract: CARDIOACTIVE OXIDO-CARDADIENOLIDES AND OXIDO-BUFATRIENOLIDES OF THE FORMULA

3-R1,14,15-(-O-),17-R-4-GONENE

WHEREIN R IS A CARDENOLIDE OR BUFADIENOLIDE RING AND R1 IS -OH IN THE B-POSITION OR KETO. METHODS OF MAKING SUCH COMPOUNDS. AS SPECIFIC OXIDO-BUFATRIENOLIDES: 3-OXO14,15B-OXIDO-BUFA-4,20(21),22(23)-TRIENOLIDE; 3BHYDROXY-14,15B-OXIDO-BUFA-4,20(21),22(23)-TRIENOLIDE.

公开(公告)号：US3639388A

公开(公告)日：1972-02-01

申请号：US3639388D

申请日：1969-04-02

Applicant: HOECHST AG

Inventor： HAEDE WERNER ,  STACHE ULRICH ,  FRITSCH WERNER ,  RADSCHEIT KURT

IPC: A61K31/70 ,  C07C173/00

CPC classification number: A61K31/70

Abstract: 2'',3'',4''-TRIDESOXYPYRANOSIDES OF THE FORMULA

3-(6-(HO-),6-R5-TETRAHYDROPYRAN-2-YL),5-R1,12-R3,14-(HO-),

16-R4,17-(2-(O=)-2,5-DIHYDROFURAN-4-YL),19-R2-ANDROSTANE

WHEREIN R1, R2, AND R4 ARE EACH HYDROGEN OR HYDROXY AND R5 IS LOWER ALKYL. THE METHOD OF MAKING THE SAME BY REACTION OF LIA1H4 WITH A CORRESPONDING 2''-ALKYL-2''CARBOALKOXYTETRAHYDROPYRANYL ETHER HAVING A METHYL, HYDROXYMETHYLENE, OR FORMYL GROUP IN THE 10-POSITION.

公开(公告)号：US3621015A

公开(公告)日：1971-11-16

申请号：US3621015D

申请日：1969-02-03

Applicant: HOECHST AG

Inventor： HAEDE WERNER ,  FRITSCH WERNER ,  RADSCHEIT KURT ,  STACHE ULRICH

IPC: C07J17/00 ,  C07J19/00 ,  C07C169/64

CPC classification number: C07J17/00 ,  C07J19/00

Abstract: The method of making androst-(17 Beta - Alpha y1)- Alpha pyrones having inotropic, cardiovascular, and diuretic activity by Wittig reaction of a 20-keto-21-acetal pregnene with a methyltriphenyl-phosphonium halide to form the corresponding 20methylene compound, hydrolysis of the 21-acetal group, Michael addition of a malonic acid ester to the 20-methylene unsaturation, hydrolysis of the di-ester formed to the free diacid, decarboxylation of one carboxy group, cyclization to a 17enol- Alpha -lactone with a carboxylic acid anhydride, and dehydrogenation to the corresponding Alpha -pyrone; 3- Beta hydroxy-21-oxo-23-carbomethoxy- Delta 5-cholenic acid; 3 Beta hydroxy-21-oxo-23-carboxy- Delta 5-cholenic acid; and 3 Beta hydroxy-21-oxo- Delta 5-cholenic acid, obtained as intermediates in such a method.

公开(公告)号：US3598816A

公开(公告)日：1971-08-10

申请号：US3598816D

申请日：1967-09-13

Applicant: HOECHST AG

Inventor： HAEDE WERNER ,  FRITSCH WERNER ,  STACHE ULRICH ,  VOGEL GERHARD ,  RADSCHEIT KURT

IPC: A61K31/58 ,  A61K31/585 ,  C07J17/00 ,  C07J19/00 ,  C07J75/00 ,  C07C173/00

CPC classification number: A61K31/58 ,  A61K31/585 ,  C07J17/00 ,  C07J19/00 ,  C07J75/00

Abstract: TETRAHYDROPYRANYL ETHERS OF STEROIDS HAVING GESTAGENIC, ANTIPHLOGISTIC, ANOBOLIC, OR ANDROGENIC ACTION, SAID ETHERS BEING OF THE FORMULA

2-ST-O-,5-R2,6-X-OOC-,6-R1-TETRAHYDROPYRAN

WHEREIN R1 IS HYDROGEN OR LOWER ALKYL; R2 IS HYDROGEN, ALKYL OR ALKENYL; AND X IS HYDROGEN, ALKYL, ALKENYL, ARYL, ARALKYL, OR A CATION; AND ST IS A RADICAL OF AN ANDROSTANE, ANDROSTENE, PREGNANE, PREGNENE, OR PREGNADIENE, OR A HALO-DERIVATIVE THEREOF, OF OF A CARDENOLIDE OR BUFADIENOLIDE.

公开(公告)号：US3560487A

公开(公告)日：1971-02-02

申请号：US3560487D

申请日：1969-03-19

Applicant: HOECHST AG

Inventor： KOHL HANS ,  FRITSCH WERNER ,  HAEDE WERNER ,  RADSCHEIT KURT ,  STACHE ULRICH

IPC: C07J19/00 ,  B01J25/02 ,  C07C173/02

CPC classification number: B01J25/02 ,  Y02P20/582

Abstract: 17 B-LACTONES OF 14 B-HYDROXY STEROIDS ARE PREPARED BY REACTING CARDA-14,20 (22)-DIENOLIDES OR BUFA-14,20,22-TRIENOLIDES OR THE CORRESPONDING >4-DERIVATIVES WITH N-BROMO ACYL AMIDES, THE RESULTING 15 A-BROMO-14 B-HYDROXY DERIVATIVES ARE TREATED WITH RANEY NICKEL IN AN ORGANIC SOLVENT AT ROOM TEMPERATURE AND THE 3-OXO GROUPS ARE REDUCED WITH A METAL HYDRIDE COMPLEX.

公开(公告)号：US3535314A

公开(公告)日：1970-10-20

申请号：US3535314D

申请日：1968-01-03

Applicant: HOECHST AG

Inventor： FRITSCH WERNER ,  STACHE ULRICH ,  HAEDE WERNER ,  RADSCHEIT KURT

IPC: C07D20060101 ,  C07J19/00 ,  C07C173/02

CPC classification number: C07J75/00

公开(公告)号：US3454563A

公开(公告)日：1969-07-08

申请号：US3454563D

申请日：1967-02-21

Applicant: HOECHST AG

Inventor： FRITSCH WERNER ,  STACHE ULRICH ,  HAEDE WERNER

IPC: C07J19/00 ,  C07J75/00 ,  C07C173/02

CPC classification number: C07J19/00 ,  C07J75/00