GB1440361A - 11-deoxyprostaglandins of the e and f series and the preparation thereof - Google Patents
11-deoxyprostaglandins of the e and f series and the preparation thereofInfo
- Publication number
- GB1440361A GB1440361A GB2583673A GB2583673A GB1440361A GB 1440361 A GB1440361 A GB 1440361A GB 2583673 A GB2583673 A GB 2583673A GB 2583673 A GB2583673 A GB 2583673A GB 1440361 A GB1440361 A GB 1440361A
- Authority
- GB
- United Kingdom
- Prior art keywords
- alkyl
- compounds
- vinylene
- mercapto
- formula
- 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
- 125000000217 alkyl group Chemical group 0.000 abstract 17
- 150000001875 compounds Chemical class 0.000 abstract 16
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 abstract 4
- -1 cyano, carbamoyl Chemical group 0.000 abstract 4
- 229940094443 oxytocics prostaglandins Drugs 0.000 abstract 4
- 150000003180 prostaglandins Chemical class 0.000 abstract 4
- PXQLVRUNWNTZOS-UHFFFAOYSA-N sulfanyl Chemical class [SH] PXQLVRUNWNTZOS-UHFFFAOYSA-N 0.000 abstract 4
- 125000004414 alkyl thio group Chemical group 0.000 abstract 3
- 125000004356 hydroxy functional group Chemical group O* 0.000 abstract 3
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 abstract 2
- 239000005977 Ethylene Substances 0.000 abstract 2
- 125000004453 alkoxycarbonyl group Chemical group 0.000 abstract 2
- 125000005278 alkyl sulfonyloxy group Chemical group 0.000 abstract 2
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 abstract 2
- 125000002485 formyl group Chemical group [H]C(*)=O 0.000 abstract 2
- 230000003301 hydrolyzing effect Effects 0.000 abstract 2
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical class CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 abstract 2
- 125000002861 (C1-C4) alkanoyl group Chemical group 0.000 abstract 1
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 abstract 1
- MWFMGBPGAXYFAR-UHFFFAOYSA-N 2-hydroxy-2-methylpropanenitrile Chemical compound CC(C)(O)C#N MWFMGBPGAXYFAR-UHFFFAOYSA-N 0.000 abstract 1
- XZMCDFZZKTWFGF-UHFFFAOYSA-N Cyanamide Chemical compound NC#N XZMCDFZZKTWFGF-UHFFFAOYSA-N 0.000 abstract 1
- 241000219210 Plexaura homomalla Species 0.000 abstract 1
- 125000002777 acetyl group Chemical group [H]C([H])([H])C(*)=O 0.000 abstract 1
- 125000004423 acyloxy group Chemical group 0.000 abstract 1
- 125000003545 alkoxy group Chemical group 0.000 abstract 1
- 125000003282 alkyl amino group Chemical group 0.000 abstract 1
- 125000003917 carbamoyl group Chemical group [H]N([H])C(*)=O 0.000 abstract 1
- 239000003054 catalyst Substances 0.000 abstract 1
- OPHUWKNKFYBPDR-UHFFFAOYSA-N copper lithium Chemical compound [Li].[Cu] OPHUWKNKFYBPDR-UHFFFAOYSA-N 0.000 abstract 1
- 125000004093 cyano group Chemical group *C#N 0.000 abstract 1
- 230000000911 decarboxylating effect Effects 0.000 abstract 1
- 239000003937 drug carrier Substances 0.000 abstract 1
- 229910052736 halogen Inorganic materials 0.000 abstract 1
- 125000005843 halogen group Chemical group 0.000 abstract 1
- GDTSOICKGZVOCQ-UHFFFAOYSA-N lithium perhydro-9b-boraphenalylhydride Chemical compound [Li].C1CCC2CCCC3B2C1CCC3 GDTSOICKGZVOCQ-UHFFFAOYSA-N 0.000 abstract 1
- 150000004702 methyl esters Chemical class 0.000 abstract 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 abstract 1
- UUEVFMOUBSLVJW-UHFFFAOYSA-N oxo-[[1-[2-[2-[2-[4-(oxoazaniumylmethylidene)pyridin-1-yl]ethoxy]ethoxy]ethyl]pyridin-4-ylidene]methyl]azanium;dibromide Chemical compound [Br-].[Br-].C1=CC(=C[NH+]=O)C=CN1CCOCCOCCN1C=CC(=C[NH+]=O)C=C1 UUEVFMOUBSLVJW-UHFFFAOYSA-N 0.000 abstract 1
- 239000008194 pharmaceutical composition Substances 0.000 abstract 1
- 230000000144 pharmacologic effect Effects 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C405/00—Compounds containing a five-membered ring having two side-chains in ortho position to each other, and having oxygen atoms directly attached to the ring in ortho position to one of the side-chains, one side-chain containing, not directly attached to the ring, a carbon atom having three bonds to hetero atoms with at the most one bond to halogen, and the other side-chain having oxygen atoms attached in gamma-position to the ring, e.g. prostaglandins ; Analogues or derivatives thereof
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C405/00—Compounds containing a five-membered ring having two side-chains in ortho position to each other, and having oxygen atoms directly attached to the ring in ortho position to one of the side-chains, one side-chain containing, not directly attached to the ring, a carbon atom having three bonds to hetero atoms with at the most one bond to halogen, and the other side-chain having oxygen atoms attached in gamma-position to the ring, e.g. prostaglandins ; Analogues or derivatives thereof
- C07C405/0008—Analogues having the carboxyl group in the side-chains replaced by other functional groups
- C07C405/0033—Analogues having the carboxyl group in the side-chains replaced by other functional groups containing sulfur
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C405/00—Compounds containing a five-membered ring having two side-chains in ortho position to each other, and having oxygen atoms directly attached to the ring in ortho position to one of the side-chains, one side-chain containing, not directly attached to the ring, a carbon atom having three bonds to hetero atoms with at the most one bond to halogen, and the other side-chain having oxygen atoms attached in gamma-position to the ring, e.g. prostaglandins ; Analogues or derivatives thereof
- C07C405/0008—Analogues having the carboxyl group in the side-chains replaced by other functional groups
- C07C405/0041—Analogues having the carboxyl group in the side-chains replaced by other functional groups containing nitrogen
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US05/274,559 US4141914A (en) | 1972-07-24 | 1972-07-24 | Novel 11-deoxy-11-substituted prostaglandins of the E and F series |
| US30772172A | 1972-11-17 | 1972-11-17 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1440361A true GB1440361A (en) | 1976-06-23 |
Family
ID=26956900
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB2583673A Expired GB1440361A (en) | 1972-07-24 | 1973-05-30 | 11-deoxyprostaglandins of the e and f series and the preparation thereof |
Country Status (5)
| Country | Link |
|---|---|
| JP (1) | JPS4985052A (enrdf_load_stackoverflow) |
| DE (1) | DE2330905A1 (enrdf_load_stackoverflow) |
| FR (1) | FR2193613B1 (enrdf_load_stackoverflow) |
| GB (1) | GB1440361A (enrdf_load_stackoverflow) |
| NL (1) | NL7308633A (enrdf_load_stackoverflow) |
Families Citing this family (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4218565A (en) * | 1972-07-24 | 1980-08-19 | American Cyanamid Company | Novel 11-deoxy-11-substituted prostaglandins of the E and F series |
| US4241221A (en) * | 1972-07-24 | 1980-12-23 | American Cyanamid Company | Novel 11-deoxy-substituted prostaglandins of the E and F series |
| US4053467A (en) * | 1974-07-03 | 1977-10-11 | American Home Products Corporation | Prostaglandin derivatives |
| DE2629834A1 (de) | 1976-06-30 | 1978-01-12 | Schering Ag | Neue prostansaeurederivate und verfahren zu ihrer herstellung |
| US4325970A (en) * | 1980-10-09 | 1982-04-20 | Hoffmann-La Roche Inc. | 15-Acetyl-prostaglandins |
| US4403100A (en) * | 1981-10-30 | 1983-09-06 | The Upjohn Company | (11R)-11-Deoxy-11-alkyl-6-oxo-prostaglandins |
| KR100224951B1 (ko) * | 1990-03-08 | 1999-10-15 | 시오노 요시히코 | 15-데옥시프로스타글란딘유도체 |
| US5292754A (en) * | 1990-03-08 | 1994-03-08 | Shionogi & Co., Ltd. | Treatment for hypertension or glaucoma in eyes |
-
1973
- 1973-05-30 GB GB2583673A patent/GB1440361A/en not_active Expired
- 1973-06-18 DE DE19732330905 patent/DE2330905A1/de active Pending
- 1973-06-21 NL NL7308633A patent/NL7308633A/xx unknown
- 1973-07-24 FR FR7327072A patent/FR2193613B1/fr not_active Expired
- 1973-07-24 JP JP8351873A patent/JPS4985052A/ja active Pending
Also Published As
| Publication number | Publication date |
|---|---|
| FR2193613A1 (enrdf_load_stackoverflow) | 1974-02-22 |
| FR2193613B1 (enrdf_load_stackoverflow) | 1976-12-24 |
| NL7308633A (enrdf_load_stackoverflow) | 1974-01-28 |
| DE2330905A1 (de) | 1974-02-07 |
| JPS4985052A (enrdf_load_stackoverflow) | 1974-08-15 |
| AU5681373A (en) | 1974-12-12 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed | ||
| PCNP | Patent ceased through non-payment of renewal fee |