GB1320361A - 22-substituted cardenolideglycosides - Google Patents
22-substituted cardenolideglycosidesInfo
- Publication number
- GB1320361A GB1320361A GB2819670A GB2819670A GB1320361A GB 1320361 A GB1320361 A GB 1320361A GB 2819670 A GB2819670 A GB 2819670A GB 2819670 A GB2819670 A GB 2819670A GB 1320361 A GB1320361 A GB 1320361A
- Authority
- GB
- United Kingdom
- Prior art keywords
- group
- formula
- hydroxyl
- compounds
- tetrahydropyranyl
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07J—STEROIDS
- C07J19/00—Normal steroids containing carbon, hydrogen, halogen or oxygen, substituted in position 17 by a lactone ring
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P20/00—Technologies relating to chemical industry
- Y02P20/50—Improvements relating to the production of bulk chemicals
- Y02P20/55—Design of synthesis routes, e.g. reducing the use of auxiliary or protecting groups
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Steroid Compounds (AREA)
- Saccharide Compounds (AREA)
Abstract
1320361 22-Substituted cardenolide glycosides DR KARL THOMAE GmbH 10 June 1970 [10 June 1969] 28196/70 Heading C2U [Also in Division C3] The invention comprises compounds of formula wherein R 1 is H, OH, acyloxy, 2<SP>1</SP>-tetrahydropyranyloxy or trimethylsiloxy; X is F, Cl, C 1-4 alkyl or C 1-4 alkoxy; and A is a group of formula wherein R 2 is H, acyl, 2<SP>1</SP>-tetrahydropyranyl or trimethylsilyl. Preparation thereof is by base-catalysed intramolecular cyclization of compounds of formula wherein R<SP>1</SP> 1 is H or protected hydroxy; X is as defined above; A<SP>1</SP> is a group as defined above for A wherein R 2 is a hydroxyl-protecting group; and R 3 is C 1-4 alkyl. When the resultant product contains a hydroxyl-protecting group other than acyl, 2<SP>1</SP>-tetrahydropyranyl or trimethylsilyl (e.g. benzyl), then said group must be removed to give a compound of Formula I. Removal of protecting groups in general may be effected by acid or base hydrolysis or by hydrogenolysis. A free hydroxyl group (R 1 or OR 2 ) in the product may thereafter be acylated. The starting materials are prepared as described in Specification 1,320,362. The inventive compounds are said to be cardioactive, and may be made up with carriers into pharmaceutical compositions for oral, rectal and parenteral administration.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19691929427 DE1929427C (en) | 1969-06-10 | 22 Fluorocardohd glycosides and medicinal products containing them |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1320361A true GB1320361A (en) | 1973-06-13 |
Family
ID=5736593
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB5279472A Expired GB1320362A (en) | 1969-06-10 | 1970-06-10 | 21-phosphonoalkanoyloxy-pregnanes |
| GB2819670A Expired GB1320361A (en) | 1969-06-10 | 1970-06-10 | 22-substituted cardenolideglycosides |
Family Applications Before (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB5279472A Expired GB1320362A (en) | 1969-06-10 | 1970-06-10 | 21-phosphonoalkanoyloxy-pregnanes |
Country Status (16)
| Country | Link |
|---|---|
| AT (1) | AT300205B (en) |
| BE (1) | BE751768A (en) |
| BG (1) | BG17306A3 (en) |
| CH (1) | CH549563A (en) |
| DK (1) | DK128900B (en) |
| ES (1) | ES380440A1 (en) |
| FI (1) | FI47182C (en) |
| FR (1) | FR2052944B1 (en) |
| GB (2) | GB1320362A (en) |
| IE (1) | IE34292B1 (en) |
| IL (1) | IL34690A (en) |
| NL (1) | NL7008408A (en) |
| PL (1) | PL81115B1 (en) |
| RO (1) | RO58404A (en) |
| SE (1) | SE360357B (en) |
| ZA (1) | ZA703907B (en) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| BE788669A (en) * | 1971-09-11 | 1973-03-12 | Thomae Gmbh Dr K | NEW CARDENOLIDE-GLUCOSIDES |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB1013910A (en) * | 1962-11-28 | 1965-12-22 | Manuf De Produits Pharmaoeutiq | New derivative of gitoxin, the use and preparation thereof |
| CH459190A (en) * | 1965-02-01 | 1968-07-15 | Sandoz Ag | Process for the production of a new cardenolide |
-
1970
- 1970-06-04 BG BG14854A patent/BG17306A3/xx unknown
- 1970-06-05 ES ES380440A patent/ES380440A1/en not_active Expired
- 1970-06-05 RO RO63560A patent/RO58404A/ro unknown
- 1970-06-08 FI FI701616A patent/FI47182C/en active
- 1970-06-09 IL IL34690A patent/IL34690A/en unknown
- 1970-06-09 CH CH863270A patent/CH549563A/en not_active IP Right Cessation
- 1970-06-09 ZA ZA703907A patent/ZA703907B/en unknown
- 1970-06-09 DK DK298770AA patent/DK128900B/en unknown
- 1970-06-09 AT AT518170A patent/AT300205B/en not_active IP Right Cessation
- 1970-06-09 FR FR7021111A patent/FR2052944B1/fr not_active Expired
- 1970-06-09 PL PL1970141186A patent/PL81115B1/pl unknown
- 1970-06-09 IE IE749/70A patent/IE34292B1/en unknown
- 1970-06-10 GB GB5279472A patent/GB1320362A/en not_active Expired
- 1970-06-10 GB GB2819670A patent/GB1320361A/en not_active Expired
- 1970-06-10 SE SE08079/70A patent/SE360357B/xx unknown
- 1970-06-10 NL NL7008408A patent/NL7008408A/xx unknown
- 1970-06-10 BE BE751768D patent/BE751768A/en unknown
Also Published As
| Publication number | Publication date |
|---|---|
| BG17306A3 (en) | 1973-07-25 |
| RO58404A (en) | 1975-09-15 |
| FR2052944A1 (en) | 1971-04-16 |
| FR2052944B1 (en) | 1974-08-30 |
| IL34690A0 (en) | 1970-08-19 |
| FI47182C (en) | 1973-10-10 |
| AT300205B (en) | 1972-07-25 |
| DE1929427A1 (en) | 1971-01-07 |
| CH549563A (en) | 1974-05-31 |
| IE34292L (en) | 1970-12-19 |
| IE34292B1 (en) | 1975-04-02 |
| ES380440A1 (en) | 1972-09-01 |
| FI47182B (en) | 1973-07-02 |
| BE751768A (en) | 1970-12-10 |
| DK128900B (en) | 1974-07-22 |
| SE360357B (en) | 1973-09-24 |
| IL34690A (en) | 1974-06-30 |
| GB1320362A (en) | 1973-06-13 |
| NL7008408A (en) | 1970-12-14 |
| PL81115B1 (en) | 1975-08-30 |
| ZA703907B (en) | 1971-02-24 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed [section 19, patents act 1949] | ||
| PLNP | Patent lapsed through nonpayment of renewal fees |