GB1392902A - Aminoesters of cardenolides - Google Patents
Aminoesters of cardenolidesInfo
- Publication number
- GB1392902A GB1392902A GB332773A GB332773A GB1392902A GB 1392902 A GB1392902 A GB 1392902A GB 332773 A GB332773 A GB 332773A GB 332773 A GB332773 A GB 332773A GB 1392902 A GB1392902 A GB 1392902A
- Authority
- GB
- United Kingdom
- Prior art keywords
- compounds
- digitoxigenin
- jan
- prepared
- appropriate
- 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
- 150000001738 cardenolides Chemical class 0.000 title 1
- 150000001875 compounds Chemical class 0.000 abstract 4
- YNAVUWVOSKDBBP-UHFFFAOYSA-N Morpholine Chemical compound C1COCCN1 YNAVUWVOSKDBBP-UHFFFAOYSA-N 0.000 abstract 2
- XZTUSOXSLKTKJQ-UHFFFAOYSA-N Uzarigenin Natural products CC12CCC(C3(CCC(O)CC3CC3)C)C3C1(O)CCC2C1=CC(=O)OC1 XZTUSOXSLKTKJQ-UHFFFAOYSA-N 0.000 abstract 2
- 235000001014 amino acid Nutrition 0.000 abstract 2
- 125000003277 amino group Chemical group 0.000 abstract 2
- XZTUSOXSLKTKJQ-CESUGQOBSA-N digitoxigenin Chemical compound C1([C@H]2CC[C@]3(O)[C@H]4[C@@H]([C@]5(CC[C@H](O)C[C@H]5CC4)C)CC[C@@]32C)=CC(=O)OC1 XZTUSOXSLKTKJQ-CESUGQOBSA-N 0.000 abstract 2
- QONQRTHLHBTMGP-UHFFFAOYSA-N digitoxigenin Natural products CC12CCC(C3(CCC(O)CC3CC3)C)C3C11OC1CC2C1=CC(=O)OC1 QONQRTHLHBTMGP-UHFFFAOYSA-N 0.000 abstract 2
- SNNJOYYRZHOKFM-YQGQCKGGSA-N 3-[(8R,9S,10S,13S,14R,17S)-3-hydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]-2H-furan-5-one Chemical class C[C@]12CC[C@H]3[C@@H](CCC4CC(O)CC[C@]34C)[C@H]1CC[C@@H]2C1=CC(=O)OC1 SNNJOYYRZHOKFM-YQGQCKGGSA-N 0.000 abstract 1
- -1 Cardenolide aminoacid esters Chemical class 0.000 abstract 1
- TYYDXNISHGVDGA-UHFFFAOYSA-N Corotoxigenin Natural products CC12CCC3C(CCC4CC(O)CCC34C=O)C1CCC2C5=CC(=O)OC5 TYYDXNISHGVDGA-UHFFFAOYSA-N 0.000 abstract 1
- 230000010933 acylation Effects 0.000 abstract 1
- 238000005917 acylation reaction Methods 0.000 abstract 1
- 150000001413 amino acids Chemical class 0.000 abstract 1
- 125000001589 carboacyl group Chemical group 0.000 abstract 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 abstract 1
- 230000003177 cardiotonic effect Effects 0.000 abstract 1
- 238000006243 chemical reaction Methods 0.000 abstract 1
- 229940089960 chloroacetate Drugs 0.000 abstract 1
- 125000000623 heterocyclic group Chemical group 0.000 abstract 1
- 125000001183 hydrocarbyl group Chemical group 0.000 abstract 1
- 150000003840 hydrochlorides Chemical class 0.000 abstract 1
- 239000000203 mixture Substances 0.000 abstract 1
- 238000007911 parenteral administration Methods 0.000 abstract 1
- 125000000612 phthaloyl group Chemical group C(C=1C(C(=O)*)=CC=CC1)(=O)* 0.000 abstract 1
- 125000006239 protecting group Chemical group 0.000 abstract 1
Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/56—Compounds containing cyclopenta[a]hydrophenanthrene ring systems; Derivatives thereof, e.g. steroids
- A61K31/58—Compounds containing cyclopenta[a]hydrophenanthrene ring systems; Derivatives thereof, e.g. steroids containing heterocyclic rings, e.g. danazol, stanozolol, pancuronium or digitogenin
-
- 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
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Organic Chemistry (AREA)
- Epidemiology (AREA)
- Pharmacology & Pharmacy (AREA)
- Medicinal Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
Abstract
1392902 Cardenolide aminoacid esters ISTITUTO BIOCHIMICO ITALIANO DI LOREDANA LORENZINI SAS and SIMES SpA 23 Jan 1973 [25 Jan 1972 4 May 1972] 3327/73 Heading C2U The invention comprises compounds of formula wherein R is H or hydrocarbyl; R<SP>1</SP> and R<SP>2</SP> are each H or carboxylic acyl, or R<SP>1</SP> and R<SP>2</SP> together represent phthaloyl, or N, R<SP>1</SP> and R<SP>2</SP> together represent a saturated heterocyclic ring optionally including a further hetero ring atom; and either R<SP>3</SP> is Me and R<SP>4</SP> is H, or R<SP>3</SP> is CHO and R<SP>4</SP> is OH. Compounds I are prepared from the corresponding 3-hydroxycardenolides by reaction with an appropriate aminoacid protected at the amino group and activated at the carboxy group, followed where appropriate by removal of the protecting group and optional acylation of a free amino group. Alternatively digitoxigenin 3-(morpholinoacetate) is prepared by reacting digitoxigenin 3-chloroacetate with morpholine. Compounds I may be purified via their hydrochloride salts. Cardiotonic compositions for oral and parenteral administration comprise a compound I and a carrier.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| IT1978872A IT1058257B (en) | 1972-01-25 | 1972-01-25 | Cardioactive digitoxigenin-aminoesters - from digitoxigenin and protected aminoacid derivs in pyridine |
| IT2388772A IT1045203B (en) | 1972-05-04 | 1972-05-04 | Cardioactive digitoxigenin-aminoesters - from digitoxigenin and protected aminoacid derivs in pyridine |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1392902A true GB1392902A (en) | 1975-05-07 |
Family
ID=26327305
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB332773A Expired GB1392902A (en) | 1972-01-25 | 1973-01-23 | Aminoesters of cardenolides |
Country Status (3)
| Country | Link |
|---|---|
| DE (1) | DE2303602A1 (en) |
| FR (1) | FR2181694B1 (en) |
| GB (1) | GB1392902A (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US8481721B2 (en) | 2009-05-18 | 2013-07-09 | Telomerase Activation Sciences, Inc. | Compositions and methods for increasing telomerase activity |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2310766A1 (en) * | 1975-05-16 | 1976-12-10 | Nativelle Sa Ets | CARDENOLIDE DERIVATIVES, PROCESS OF PREPARATION AND APPLICATION AS A MEDICINAL PRODUCT |
-
1973
- 1973-01-23 GB GB332773A patent/GB1392902A/en not_active Expired
- 1973-01-25 FR FR7302651A patent/FR2181694B1/fr not_active Expired
- 1973-01-25 DE DE2303602A patent/DE2303602A1/en active Pending
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US8481721B2 (en) | 2009-05-18 | 2013-07-09 | Telomerase Activation Sciences, Inc. | Compositions and methods for increasing telomerase activity |
| US9403866B2 (en) | 2009-05-18 | 2016-08-02 | Telomerase Activation Sciences, Inc. | Compositions and methods for increasing telomerase activity |
| US9913851B2 (en) | 2009-05-18 | 2018-03-13 | Telomerase Activation Sciences, Inc. | Compositions and methods for increasing telomerase activity |
Also Published As
| Publication number | Publication date |
|---|---|
| FR2181694B1 (en) | 1976-07-02 |
| DE2303602A1 (en) | 1973-07-26 |
| FR2181694A1 (en) | 1973-12-07 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| GB1447599A (en) | Derivatives of alpha-methyldopa | |
| GB1414047A (en) | Ursolic acid derivatives | |
| GB1392902A (en) | Aminoesters of cardenolides | |
| SE7612964L (en) | TIENAMYCIN DERIVATIVES | |
| ES411112A1 (en) | Anti-inflammatory agents and method for their preparation | |
| ES438799A1 (en) | Vincaminic acid amides | |
| NO137894C (en) | ANALOGICAL PROCEDURE FOR THE PREPARATION OF PHARMACOLOGICALLY ACTIVE AMIDOXIMES | |
| GB1415601A (en) | Dihydrobetulinic acid derivatives | |
| ES322794A1 (en) | Derivatives of glycyrrhetinic and oleanolic acids | |
| GB1480763A (en) | Pharmaceutical compositions containing steroids | |
| ES405385A1 (en) | ((thenylidene amino)oxy)alkyl carboxylic acids and salts and esters thereof | |
| GB1244961A (en) | Thiazole derivatives | |
| ES425628A1 (en) | PROCEDURE FOR THE PREPARATION OF PIPERIDINE DERIVATIVES SUBSTITUTED WITH AMINO. | |
| ES435969A1 (en) | Indolobenzazepine derivatives | |
| ATE44029T1 (en) | INDOLDERIVATES, PROCESSES FOR THEIR PRODUCTION AND THEIR APPLICATIONS. | |
| NL7410826A (en) | PROCESS FOR THE PREPARATION OF INDAZOLE-3-CARBONIC ACID HYDRAZIDES. | |
| ES419386A1 (en) | Indenopyrrole derivatives | |
| SE408896B (en) | METHOD OF MAKING DERIVATIVES OF 1,3-THIAZINE | |
| GB1356937A (en) | Pyrimido-isoquinolines | |
| GB1108060A (en) | Indole derivatives and a process for their production | |
| ES443720A1 (en) | 20-Alkoxy-16-alkyl prostadienoic acid derivatives | |
| JPS51136684A (en) | Process for preparing 5-((2-alkylamino-1-hydroxy) alkyl carbostyril de rivatives | |
| GB1407743A (en) | Peptide compounds and methods for their production | |
| GB1227428A (en) | ||
| GB1332635A (en) | Rutin complexes |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed | ||
| PCNP | Patent ceased through non-payment of renewal fee |