公开(公告)号：DK128112B

公开(公告)日：1974-03-04

申请号：DK172371

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 ,  C07C173/04

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.

公开(公告)号：DK126323B

公开(公告)日：1973-07-02

申请号：DK332971

申请日：1971-07-06

Applicant: HOECHST AG

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

IPC: C07D20060101 ,  C07J19/00 ,  C07C173/00

Abstract: 1362383 Cardenolides; bufadienolides FARBWERKE HOECHST AG 7 July 1971 [7 July 1970] 31974/71 Heading C2U [Also in Division A5] The invention comprises (A) the compounds 3#,14 - dihydroxy - 5α,14# - bufa - 20,22 - dienolide (Ia); 3#-hydroxy-5α,14α-card-20(22)- enolide; 3# - hydroxy - 5α - bufa - 14,20,22- trienolide; and 3#-hydroxy-5α,14α-bufa-20,22- dienolide; and (B) a process for preparing compounds of formula (wherein R 1 is the lactone ring of a 20(22)- cardenolide or 20,22-bufadienolide; R 2 is CH 3 , CH 2 OH or CH 2 OCOCH 3 ; R 3 is H, OH or acyloxy; R 4 is H; or R 3 + R 4 is epoxy or an extra C-C bond; and R 5 and R 6 are each H, OH or acyloxy) which comprises reducing the corresponding 3-oxo-# 4 compounds (wherein R 2 is alternatively CHO and R 5 and R 6 are each alternatively oxo) with a reducing agent which is more powerful than NaBH 4 , in the presence of an organic nitrogen base at - 30‹ to + 60‹ C. Any oxo groups at positions 11, 12 and 19 are reduced concomitantly. Specified reducing agents are the borohydrides of Li, Mg, Ca, Sr, Ba, Zn and Al, the trimethoxy borohydrides of Na and Li, the aluminium hydrides of Na, Li and Mg, aluminium hydride, lithium trimethoxy aluminium hydride, diborane, pyridine-borane, ethane-1,2- diamine-borane and (3-methyl-2-butyl)borane. Compound Ia supra is alternatively prepared from 3# - hydroxy - 5α - bufa - 14,20,22 - trienolide (III) by the sequence : III # III 3- formate # 15α-bromo-(Ia)-3-formate # Ia 3-formate -# Ia. 3 - Oxo - 14α - bufa - 4,20,22 - trienolide is prepared from the corresponding # 5 -3#-ol by Oppenauer oxidation. Compounds I are said to be cardiotonic, and may be made up with carriers into pharmaceutical compositions for oral and parenteral administration.

公开(公告)号：CA929158A

公开(公告)日：1973-06-26

申请号：CA111298

申请日：1971-04-26

Applicant: HOECHST AG

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

IPC: C07J19/00

Abstract: 1345388 Convallatoxin derivatives FARBWERKE HOECHST AG 30 April 1971 [2 May 1970] 12427/71 Heading C2U The invention comprises compounds of formula (wherein R 1 and R 2 are each C 1-4 alkyl, or together with the intervening carbon atom form a carbocyclic or heterocyclic ring; and R 3 is CHO or CH 2 OH) and their preparation from convallatoxin by reaction with R 1 R 2 C(OR 4 ) 2 (where R 4 is C 1-4 alkyl), optionally followed by reduction of 19-oxo to hydroxy. The inventive compounds are said to be cardioactive, and may be made up with carriers into pharmaceutical compositions for oral and parenteral administration.

公开(公告)号：CA929156A

公开(公告)日：1973-06-26

申请号：CA103499

申请日：1971-01-25

Applicant: HOECHST AG

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

IPC: A61K31/585 ,  C07D20060101 ,  C07J19/00

Abstract: 1327745 4 - Chlorocardenolide glycosides FARBWERKE HOECHST AG 19 Jan 1971 [26 Jan 1970] 2585/71 Heading C2U The invention comprises compounds of formula (wherein R is an unsubstituted glycopyranosyl radical and R 1 is α-H, #-H or #-OH), and their preparation from the corresponding 3-ols by reaction with an acylated 1-halo-1-deoxyglycopyranose in the presence of silver carbonate and an inert solvent (with azeotropic distillation to remove the water of reaction) followed by hydrolysis of the acyl groups). 3#-Hydroxy - 4 - chloro - 14α - carda - 4,20(22)- dienolide is prepared from 3-oxo-14α-carda- 4,20(22)-dienolide via 3-oxo-4-chloro-14α-carda- 4,20(22)-dienolide. The 14#-isomer is prepared likewise. The inventive compounds are said to be cardioactive, and may be made up with carriers into pharmaceutical compositions for oral and parenteral administration.

公开(公告)号：DK125792B

公开(公告)日：1973-05-07

申请号：DK35771

申请日：1971-01-27

Applicant: HOECHST AG

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

IPC: C07D20060101 ,  C07J5/00 ,  C07J71/00 ,  C07C169/34

Abstract: 1345042 20 - Ketals of 21 - acyloxy - pregna- 4,14 - diene - 3,20 - diones FARBWERKE HOECHST AG 18 Jan 1971 [28 Jan 1970] 30724/73 Divided out of 1345041 Heading C2U Novel 20 - (ethylenedioxy or 2,2 - dimethylpropylenedioxy) - 21 - acyloxy - pregna - 4,14- dien-3-ones are prepared by reacting 21- hydroxy - pregna - 4,14 - diene - 3,20 - dione or an acylate thereof with ethylene glycol or neopentyl glycol in the presence of an acid, acylating the product (which, when the starting material is a 21-acyloxy steroid, contains at least some 21-ol formed by hydrolysis) and then deketalizing in the 3-position.

公开(公告)号：CA919168A

公开(公告)日：1973-01-16

申请号：CA82734

申请日：1970-05-14

Applicant: HOECHST AG

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

IPC: A41D27/20 ,  A61K31/585 ,  C07J19/00

Abstract: 1308656 4-Chloro-carda-4,20(22)-dienolides FARBWERKE HOECHST AG 14 May 1970 [14 May 1969] 23473/70 Heading C2U The invention comprises 3-oxo-4-chloro-14#- hydroxycarda-4,20(22)-dienolide (V) and 3α,14#- or 3#,14#-dihydroxy -4 - chlorocarda - 4,20(22)- dienolide (VI), and their derivatives wherein one or more of the 1, 2, 6, 7, 11, 12 and 16- positions is substituted by an alkyl, acyl, C 1-3 acyloxy or ketalized oxo group. Preparation of the above is by the route: 3 - oxo - carda - 4,14,20(22) - trienolide # 3 - oxo - 4,14,15 - trichlorocarda - 4,20(22)- dienolide # 3 - oxo - 4 - chlorocarda - 4,14,20- (22) - trienolide # 3 - oxo - 4 - chloro - 14#- hydroxy - 15α - bromocarda - 4,20(22) - dienolide # V # VI. Pharmaceutical compositions comprise an inventive compound and a carrier. Compound V and its derivatives are said to be cardioactive, but no activity is specified for compound VI and its derivatives. Routes of administration are not specified.

公开(公告)号：SE352083B

公开(公告)日：1972-12-18

申请号：SE1286470

申请日：1968-06-17

Applicant: HOECHST AG

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

IPC: C07C20060101 ,  C07J19/00 ,  C07C173/00

公开(公告)号：SE350491B

公开(公告)日：1972-10-30

申请号：SE932269

申请日：1969-07-01

Applicant: HOECHST AG

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

IPC: C07J19/00 ,  C07C173/02

Abstract: 1275998 Cardiovascular &c medicines FARBWERKE HOECHST AG 2 July 1969 [2 July 1968] 33464/69 Heading A5B [Also in Division C2] Pharmaceutical compositions comprise an optionally further substituted 14#-hydroxy-3- oxo-5α-card-20 (22)-enolide (e.g. uzarigenone) and a carrier. The active ingredients are said to possess inotropic, cardiovascular, diuretic and antispasmodic activities. Routes of administration are not specified. Reference has been directed by the Comptroller to Specification 1175429

公开(公告)号：FI46067B

公开(公告)日：1972-08-31

申请号：FI86069

申请日：1969-03-24

Applicant: HOECHST AG

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

IPC: C07J19/00 ,  C07C173/02

公开(公告)号：ZA717199B

公开(公告)日：1972-07-26

申请号：ZA717199

申请日：1971-10-28

Applicant: HOECHST AG

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

IPC: A61K20060101 ,  A61K31/585 ,  C07C20060101 ,  C07D20060101 ,  C07J17/00 ,  C07J41/00 ,  C07C