GB1224551A - Steroid-butenolides - Google Patents
Steroid-butenolidesInfo
- Publication number
- GB1224551A GB1224551A GB00638/68A GB1063868A GB1224551A GB 1224551 A GB1224551 A GB 1224551A GB 00638/68 A GB00638/68 A GB 00638/68A GB 1063868 A GB1063868 A GB 1063868A GB 1224551 A GB1224551 A GB 1224551A
- Authority
- GB
- United Kingdom
- Prior art keywords
- steroid
- butenolides
- formula
- carboxymethylene
- lactone
- 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
- 150000003431 steroids Chemical class 0.000 abstract 3
- 229910052799 carbon Inorganic materials 0.000 abstract 2
- SQEBMLCQNJOCBG-HVHJFMEUSA-N (5s)-3-(hydroxymethyl)-5-methoxy-4-methyl-5-[(e)-2-phenylethenyl]furan-2-one Chemical group C=1C=CC=CC=1/C=C/[C@]1(OC)OC(=O)C(CO)=C1C SQEBMLCQNJOCBG-HVHJFMEUSA-N 0.000 abstract 1
- WLMLRIXORHFZPU-PJXBDTJSSA-N 2-[(2R,5S,8R,9S,10S,13R,14S,17R)-2-hydroxy-10,13-dimethyl-17-[(2R)-6-methylheptan-2-yl]-1,2,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthren-3-ylidene]acetic acid Chemical compound C(=O)(O)C=C1C[C@@H]2CC[C@H]3[C@@H]4CC[C@H]([C@@H](CCCC(C)C)C)[C@]4(CC[C@@H]3[C@]2(C[C@H]1O)C)C WLMLRIXORHFZPU-PJXBDTJSSA-N 0.000 abstract 1
- RFDSOURKJCCLLW-UIBKQYGTSA-N 2-[(8R,9S,13S,14S)-3,17-dihydroxy-13-methyl-7,8,9,11,12,14,15,17-octahydro-6H-cyclopenta[a]phenanthren-16-ylidene]acetic acid Chemical compound C(=O)(O)C=C1C[C@@H]2[C@](C1O)(C)CC[C@@H]1C3=C(CC[C@@H]21)C=C(O)C=C3 RFDSOURKJCCLLW-UIBKQYGTSA-N 0.000 abstract 1
- 125000000217 alkyl group Chemical group 0.000 abstract 1
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 abstract 1
- 239000012442 inert solvent Substances 0.000 abstract 1
- 239000007858 starting material Substances 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07J—STEROIDS
- C07J71/00—Steroids in which the cyclopenta(a)hydrophenanthrene skeleton is condensed with a heterocyclic ring
-
- 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
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
- C07D307/02—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings
- C07D307/34—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D307/56—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D307/58—One oxygen atom, e.g. butenolide
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07J—STEROIDS
- C07J1/00—Normal steroids containing carbon, hydrogen, halogen or oxygen, not substituted in position 17 beta by a carbon atom, e.g. estrane, androstane
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07J—STEROIDS
- C07J17/00—Normal steroids containing carbon, hydrogen, halogen or oxygen, having an oxygen-containing hetero ring not condensed with the cyclopenta(a)hydrophenanthrene skeleton
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07J—STEROIDS
- C07J53/00—Steroids in which the cyclopenta(a)hydrophenanthrene skeleton has been modified by condensation with a carbocyclic rings or by formation of an additional ring by means of a direct link between two ring carbon atoms, including carboxyclic rings fused to the cyclopenta(a)hydrophenanthrene skeleton are included in this class
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07J—STEROIDS
- C07J53/00—Steroids in which the cyclopenta(a)hydrophenanthrene skeleton has been modified by condensation with a carbocyclic rings or by formation of an additional ring by means of a direct link between two ring carbon atoms, including carboxyclic rings fused to the cyclopenta(a)hydrophenanthrene skeleton are included in this class
- C07J53/002—Carbocyclic rings fused
- C07J53/004—3 membered carbocyclic rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07J—STEROIDS
- C07J7/00—Normal steroids containing carbon, hydrogen, halogen or oxygen substituted in position 17 beta by a chain of two carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07J—STEROIDS
- C07J71/00—Steroids in which the cyclopenta(a)hydrophenanthrene skeleton is condensed with a heterocyclic ring
- C07J71/0005—Oxygen-containing hetero ring
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07J—STEROIDS
- C07J71/00—Steroids in which the cyclopenta(a)hydrophenanthrene skeleton is condensed with a heterocyclic ring
- C07J71/0005—Oxygen-containing hetero ring
- C07J71/001—Oxiranes
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07J—STEROIDS
- C07J9/00—Normal steroids containing carbon, hydrogen, halogen or oxygen substituted in position 17 beta by a chain of more than two carbon atoms, e.g. cholane, cholestane, coprostane
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Steroid Compounds (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
1,224,551. Steroid-butenolides. SCHERING A.G. 5 March, 1968 [10 March, 1967 (3); 27 Dec., 1967], No. 10638/68. Heading C2U. Steroid butenolides of the formula (where R 1 is a substituted or unsubstituted steroid nucleus and R 2 is H or R 1 , R 2 and the 4- and 5-carbon atoms of the butenolide ring together represent a substituted or unsubstituted steroid nucleus; and R 3 is H or C 1- 4 alkyl) are prepared by reacting an α-ketolacylate of the formula where X is -P#(C 6 H 5 ) 3 Br# or -PO(O-alkyl) 2 with a base in an inert solvent. Novel products have the formula (in which C 2 #--- C 1 is a single or double carbon bond; Z 1 , Z 2 and Z 4 are each H or OH, and Z 2 may be replaced by a #<SP>14</SP> double bond; and Z 3 and Z 5 are each H or CH 3 ; but Z 1 , Z 2 , Z 3 , Z 4 and Z 5 are not all H) but exclude 3-oxo-4,14, 20(22)-cardatrienolide. Other novel products are 3 - carboxymethylene - 5α - cholestan - 2α- ol - 3# # 2 - lactone and 16 - carboxymethylene - estradiol - 3 - methyl ether - 16# # 17-lactone. The preparation of the starting materials is described in Specification 1,224,552.
Applications Claiming Priority (4)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE1967SC040362 DE1643012B2 (en) | 1967-03-10 | 1967-03-10 | PROCESS FOR THE MANUFACTURING OF BUTENOLIDES |
DE1967SC040363 DE1643013B2 (en) | 1967-03-10 | 1967-03-10 | PROCESS FOR THE MANUFACTURING OF BUTENOLIDES |
DESC040364 | 1967-03-10 | ||
DE1967SC041751 DE1643055B2 (en) | 1967-03-10 | 1967-12-27 | METHOD FOR MANUFACTURING CARDENOLIDS |
Publications (1)
Publication Number | Publication Date |
---|---|
GB1224551A true GB1224551A (en) | 1971-03-10 |
Family
ID=27437418
Family Applications (2)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB00638/68A Expired GB1224551A (en) | 1967-03-10 | 1968-03-05 | Steroid-butenolides |
GB26220/70A Expired GB1224552A (en) | 1967-03-10 | 1968-03-05 | Phosphorus-containing steroid alpha-ketol acylates |
Family Applications After (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB26220/70A Expired GB1224552A (en) | 1967-03-10 | 1968-03-05 | Phosphorus-containing steroid alpha-ketol acylates |
Country Status (9)
Country | Link |
---|---|
AT (1) | AT293631B (en) |
BE (1) | BE711911A (en) |
CH (1) | CH572947A5 (en) |
DE (3) | DE1643013B2 (en) |
DK (1) | DK120744B (en) |
FR (1) | FR1555396A (en) |
GB (2) | GB1224551A (en) |
NL (1) | NL6803407A (en) |
SE (2) | SE360356B (en) |
Families Citing this family (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE4221538C1 (en) * | 1992-07-01 | 1994-03-31 | Sigma Tau Ind Farmaceuti | 14-deoxy-14alpha-cardenolide-3beta-thio derivatives |
IT1282289B1 (en) * | 1995-06-23 | 1998-03-16 | Sigma Tau Ind Farmaceuti | 17-HYDROXYIMINOALKYL AND 17-HYDROXYIMINOMETHYLALKENYL CYCLOPENT FOR HYDROPHENANTRENES ACTIVE ON THE CARDIOVASCULAR SYSTEM, |
-
1967
- 1967-03-10 DE DE1967SC040363 patent/DE1643013B2/en active Granted
- 1967-03-10 DE DE1967SC040362 patent/DE1643012B2/en active Granted
- 1967-12-27 DE DE1967SC041751 patent/DE1643055B2/en active Granted
-
1968
- 1968-02-27 AT AT188668A patent/AT293631B/en not_active IP Right Cessation
- 1968-02-28 DK DK79268AA patent/DK120744B/en unknown
- 1968-03-05 GB GB00638/68A patent/GB1224551A/en not_active Expired
- 1968-03-05 GB GB26220/70A patent/GB1224552A/en not_active Expired
- 1968-03-08 BE BE711911D patent/BE711911A/xx unknown
- 1968-03-08 FR FR1555396D patent/FR1555396A/fr not_active Expired
- 1968-03-08 SE SE13777/70A patent/SE360356B/xx unknown
- 1968-03-08 SE SE03110/68A patent/SE338041B/xx unknown
- 1968-03-09 NL NL6803407A patent/NL6803407A/xx not_active Application Discontinuation
- 1968-03-11 CH CH357168A patent/CH572947A5/xx not_active IP Right Cessation
Also Published As
Publication number | Publication date |
---|---|
AT293631B (en) | 1971-10-25 |
GB1224552A (en) | 1971-03-10 |
DE1643014A1 (en) | 1971-07-08 |
BE711911A (en) | 1968-09-09 |
FR1555396A (en) | 1969-01-24 |
CH572947A5 (en) | 1976-02-27 |
DK120744B (en) | 1971-07-12 |
SE360356B (en) | 1973-09-24 |
SE338041B (en) | 1971-08-30 |
DE1643055B2 (en) | 1976-07-22 |
DE1643012B2 (en) | 1976-07-08 |
DE1643012A1 (en) | 1971-05-13 |
NL6803407A (en) | 1968-09-11 |
DE1643013B2 (en) | 1976-07-08 |
DE1643055A1 (en) | 1971-05-13 |
DE1643014B2 (en) | 1976-03-04 |
DE1643013A1 (en) | 1971-11-18 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
GB1429922A (en) | Steroid acetals processes for their manufacture and preparations containing them | |
GB1511366A (en) | Aliphatic carboxylic acid esters of vitamin e and process for preparation thereof | |
GB1224551A (en) | Steroid-butenolides | |
GB1167809A (en) | Derivatives of delta1-Pyrroline | |
GB1274809A (en) | Evomonoside derivatives | |
JPS51149282A (en) | Process for preparing carbostyril derivatives | |
GB1341601A (en) | 4,14-estradiene compounds | |
GB1325296A (en) | Mycophenolic acid glucuronide and a process for the preparation thereof | |
GB1362765A (en) | Benzylation of phosphorous acid diesters with dithiourethanes | |
GB1355663A (en) | 19-nortestosterone 17- -p-substituted phenoxy-acetates | |
GB1363460A (en) | Rofluoropregnenes | |
GB1434378A (en) | Cyano-pregnene compounds | |
GB1380951A (en) | Cholestane derivatives and processes for their preparation | |
GB1317194A (en) | 21,21-dichloro-steroids | |
GB1386210A (en) | 2-methyl-5 nitro-1- 2-heteroaryloxy-ethyl imidazoles | |
GB1208230A (en) | Novel esters of 21-hydroxy-pregnanes, processes for their preparation, and compositions incorporating them | |
GB1366666A (en) | Tricyclic compounds and the preparation thereof | |
GB1386439A (en) | Substituted gonenes processes for their preparation and compositions incorporating them | |
GB1289918A (en) | ||
IE35441L (en) | Phosphoric acid esters | |
GB1332635A (en) | Rutin complexes | |
GB1356716A (en) | 17-hydroxy-17alpha-mercapto-3-oxo-17alpha-pregn-4-ene-21-carboxylic acid y-lactone | |
GB1289020A (en) | ||
GB1203077A (en) | PROCESS FOR THE MANUFACTURE OF Delta<16>-17-ETHYNYL-STEROIDS | |
GB1189217A (en) | 09-nor-Testosterone Phenoxyacetate and 6-Methyl Derivatives thereof |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
PS | Patent sealed [section 19, patents act 1949] | ||
PCNP | Patent ceased through non-payment of renewal fee |