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    A NEW CARDIOACTIVE OXYDO-BUFADIENOLIDE AND PROCESS FOR PREPARING IT
    81.
    发明专利
    A NEW CARDIOACTIVE OXYDO-BUFADIENOLIDE AND PROCESS FOR PREPARING IT 未知

    公开(公告)号：ZA712205B

    公开(公告)日：1971-12-29

    申请号：ZA712205

    申请日：1971-04-07

    Applicant: HOECHST AG

    Inventor： RADSCHEIT K ,  STACHE U ,  FRITSCH W ,  HAEDE W ,  LINDNER E

    IPC: A61K31/70 ,  C07J71/00 ,  C07C ,  A61K

    Abstract: 1315235 Bufapolyenolides FARBWERKE HOECHST AG 19 April 1971 [8 April 1970] 26359/71 Heading C2U The novel compound 3#-(α-L-rhamnopyranosyloxy) - 14,15# - epoxy - 14# - bufa - 4,20,22- trienolide is prepared from proscillaridin by successively acylating the three sugar hydroxy groups, dehydrating in the 14,15-position, adding hypohalous acid acoross the resulting # 14 - double bond, dehydrohalogenating the resulting 14#-hydroxy-15α-halo grouping, and lastly liberating the three sugar hydroxy groups by saponification. The novel compound is stated to be cardioactive and may be made up with carriers into pharmaceutical compositions for oral administration.

    84.
    发明专利
    未知

    公开(公告)号：DK118129B

    公开(公告)日：1970-07-13

    申请号：DK189569

    申请日：1969-04-02

    Applicant: HOECHST AG

    Inventor： HAEDE W ,  STACHE U ,  FRITSCH W ,  RADSCHEIT K

    IPC: A61K31/70 ,  C07C173/02

    Abstract: 1,228,069. Cardenolide ethers. FARBWERKE HOECHST A.G. 2 April, 1969 [6 April, 1968], No. 17192/69. Heading C2U. The invention comprises compounds of formula wherein R 1 is x-H, #-H or #-OH; R 2 , R 3 and R 4 are each H or OH; and R 5 is C 1-3 alkyl; and their preparation by LiAlH 4 reduction of compounds of formula wherein R 6 is C 1-3 alkyl and R 7 is CH 3 , CH 2 OH or CHO. A starting material with R 7 = CHO yields a product with R 2 = OH. Compounds of Formula II are prepared from the corresponding 3-hydroxy steroids by reaction with appropriately substituted dihydropyrans. Compounds of Formula I are stated to possess inotropic, cardiovascular, diuretic and anti-diarrhoeal effects, and may be made up with carriers into pharmaceutical compositions for oral administration.

    86.
    发明专利
    未知

    公开(公告)号：SE385906B

    公开(公告)日：1976-07-26

    申请号：SE7310380

    申请日：1973-07-26

    Applicant: HOECHST AG

    Inventor： STACHE U ,  FRITSCH W ,  HAEDE W ,  RADSCHEIT K ,  LINDNER E

    IPC: C07J19/00 ,  A61K20060101 ,  A61K31/585 ,  A61P1/08 ,  A61P7/10 ,  A61P9/04 ,  A61P9/14 ,  C07C20060101 ,  C07D20060101 ,  C07J20060101

    Abstract: 1435204 Cardenolide glycosides HOECHST AG 30 July 1973 [29 July 1972] 36141/73 Heading C2U The invention comprises cardenolide 3-(2- deoxy-α-L-glycosides) of formula wherein R 1 is a steroid-3-yl radical of the 20(22)- cardenolide series; R 2 is H, C 1-5 aliphatic carboxylic acyl or C 7-8 aromatic carboxylic acyl; and R 3 is H, Me or OH 2 OR 2 . Preparation is from the corresponding 3-(2,3-dideoxy-2(3)-dehydro - α - L - glycosides) (cf. Specification 1,268,230) by hydroxybromination to give 3-(2- bromo - 2 - deoxy - α - L - glycosides), catalytic hydrogenation of which yields compounds I which may be interconverted by saponification or acylation within the sugar moiety. Digitoxigenin 3 - (2,3 - dideoxy - 2(3) - dehydro- α-L-rhamnoside)-4 1 -acetate is prepared from digitoxigenin by reaction with diacetyl-L- rhamnal. Compounds I are said to possesss cardiotonic, diuretic, antidiarrhoeal and venous tonusimproving properties, and may be made up with carriers into pharmaceutical compositions for oral and parenteral administration.

    87.
    发明专利
    未知

    公开(公告)号：DK131865B

    公开(公告)日：1975-09-15

    申请号：DK539973

    申请日：1973-10-04

    Applicant: HOECHST AG

    Inventor： STACHE U ,  RADSCHEIT K

    IPC: C07D20060101 ,  C07J31/00 ,  C07J19/00 ,  C07J21/00

    Abstract: The present invention relates to an improved process for the manufacture of beta -(3-oxo-7 alpha -thioacyl-17 beta -hydroxy-4-androstene-17 alpha -yl)-propionic acid gamma -lactones in which a beta -(3-oxo-17 beta -hydroxy-4,6-androstadiene-17 gamma -yl)-propionaldehyde cyclohemiacetal alkyl glycoside is reacted with a thiocarboxylic acid in a mixture of water and an organic solvent miscible with water to yield a 3-(3'-oxo-7 alpha '-thioacyl-17 beta '-hydroxy-4'-androstene-17 alpha '-yl)-propionaldehyde cyclohemiacetal alkyl glycoside and in which the compound thus obtained is oxidized in an acid solution, the alkyl glycoside radical in the cyclohemiacetal group being split off, to yield the corresponding gamma -lactone; the invention further relates to new intermediates useful in this process and having the formula IN WHICH R1 stands for the methyl group or a hydrogen atom and R2 and R3 each for an alkyl group having 1 to 5 carbon atoms.

    89.
    发明专利
    未知

    公开(公告)号：NO130644C

    公开(公告)日：1975-01-22

    申请号：NO149169

    申请日：1969-04-11

    Applicant: HOECHST AG

    Inventor： RADSCHEIT K ,  STACHE U ,  FRITSCH W ,  HAEDE W

    IPC: A61K31/573 ,  A61K31/58 ,  C07C169/34

    Abstract: DELTA 14-20-KETO-21-DIALKOXY STEROIDS ARE PREPARED BY OXIDIZING 20-KETO-15 alpha ,21-DIHYDROXY STEROIDS OF THE GENERAL FORMULA IN WHICH Y is an oxo group which may be ketalized, GROUP WHICH MAY BE ETHERIFIED OR ESTERIFIED, A DELTA 3-, DELTA 2-, OR DELTA 3,5-ENOL ETHER GROUP OR A DELTA 3-, DELTA 2-, OR DELTA 3,5-ENAMINO GROUP, WHICH GROUPS MAY HAVE A DOUBLE BOND IN THE 4-POSITION, AND IS A LOWER ACYCLIC OR CYCLIC ACETAL GROUPING, ACETALIZING THE 15 alpha -HYDROXY-20-KETO-21-OXO STEROIDS OBTAINED, REACTING THE 15 alpha -HYDROXY-20-KETO-21-DIALKOXY STEROIDS THUS OBTAINED WITH SULFONIC ACID HALIDES AND TREATING THE 15-SULFONIC ACID ESTERS THUS OBTAINED WITH AGENTS SPLITTING OFF ACIDS. The products are valuable intermediates for the manufacture of medicaments.

    90.
    发明专利
    未知

    公开(公告)号：FI49161B

    公开(公告)日：1974-12-31

    申请号：FI238970

    申请日：1970-08-28

    Applicant: HOECHST AG

    Inventor： STACHE U ,  FRITSCH W ,  HAEDE W ,  RADSCHEIT K ,  LINDNER E

    IPC: A61K31/58 ,  A61K31/585 ,  A61K31/70 ,  A61K31/704 ,  A61P1/12 ,  A61P7/10 ,  A61P9/04 ,  C07J19/00 ,  C07C173/02

    Abstract: 1323775 Cardial glycosides FARBWERKE HOECHST AG 1 Sept 1970 [29 Aug 1969(2)] 41722/70 Heading C2U The invention comprises compounds of formula where R is a steroid 3-yl radical of the 20(22)- cardenolide or 20,22-bufadienolide series; the two symbols R 1 together represent an epoxy group, or, when R is a cardenolide radical, they each may alternatively represent a hydrogen atom; R 2 is H or an aliphatic, cycloaliphatic, aromatic or araliphatic hydrocarbyl or acyl group; and R 3 is H, Me or CH 2 OR 2 . Preparation of compounds (I) is from compounds of formula by catalytic hydrogenation (for products wherein R 1 = H) or by reaction with an organic peracid (for products wherein R 1 +R 1 = epoxy). Subsequently any 4 1 -acyloxy group may be hydrolysed, or any 4 1 -hydroxy group esterified or etherified. Digitoxigenin 3 - (# 2 - 2,3 - dideoxy - 4 - O- acetyl - D - arabinoside) is prepared by reacting digitoxigenin with di-O-acetyl-D-arabinal. The L-arabinoside isomer is prepared analogously and then hydrolysed to digitoxigenin 3-(# 2 - 2,3-dideoxy-L-arabinoside). Uzarigenin 3 - (# 2 - 2,3 - dideoxy - 4 - O- acetyl-α-L-rhamnoside) is prepared by reacting uzarigenin with di-O-acetyl-L-rhamnal. Other starting materials of Formula II are prepared as described in Specfications 1,268,230, 1,282,019 and 1,323,148. The steroids of Formula (I) are stated to possess cardiotonic, diuretic and antidiarrhoeal activities, and may be made up with carriers into pharmaceutical compositions for oral or parenteral administration.

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