CA1044140A - Composition containing e-type prostaglandin-like compound - Google Patents
Composition containing e-type prostaglandin-like compoundInfo
- Publication number
- CA1044140A CA1044140A CA245,490A CA245490A CA1044140A CA 1044140 A CA1044140 A CA 1044140A CA 245490 A CA245490 A CA 245490A CA 1044140 A CA1044140 A CA 1044140A
- Authority
- CA
- Canada
- Prior art keywords
- pge2
- triacetin
- compound
- type
- methyl
- 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
- 150000001875 compounds Chemical class 0.000 title claims abstract description 68
- 230000002997 prostaglandinlike Effects 0.000 title claims description 12
- 239000000203 mixture Substances 0.000 title abstract description 7
- URAYPUMNDPQOKB-UHFFFAOYSA-N triacetin Chemical compound CC(=O)OCC(OC(C)=O)COC(C)=O URAYPUMNDPQOKB-UHFFFAOYSA-N 0.000 claims abstract description 116
- 239000001087 glyceryl triacetate Substances 0.000 claims abstract description 59
- 229960002622 triacetin Drugs 0.000 claims abstract description 59
- 235000013773 glyceryl triacetate Nutrition 0.000 claims abstract description 58
- 239000002552 dosage form Substances 0.000 claims abstract description 22
- 229960002986 dinoprostone Drugs 0.000 claims description 24
- XEYBRNLFEZDVAW-UHFFFAOYSA-N prostaglandin E2 Natural products CCCCCC(O)C=CC1C(O)CC(=O)C1CC=CCCCC(O)=O XEYBRNLFEZDVAW-UHFFFAOYSA-N 0.000 claims description 19
- 239000002775 capsule Substances 0.000 claims description 17
- XEYBRNLFEZDVAW-ARSRFYASSA-N dinoprostone Chemical compound CCCCC[C@H](O)\C=C\[C@H]1[C@H](O)CC(=O)[C@@H]1C\C=C/CCCC(O)=O XEYBRNLFEZDVAW-ARSRFYASSA-N 0.000 claims description 15
- 108010010803 Gelatin Proteins 0.000 claims description 7
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- 239000008273 gelatin Substances 0.000 claims description 7
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- 239000000463 material Substances 0.000 claims description 7
- XSGQFHNPNWBVPT-VFXMVCAWSA-N 15-methyl-15R-PGE2 Chemical compound CCCCC[C@@](C)(O)\C=C\[C@H]1[C@H](O)CC(=O)[C@@H]1C\C=C/CCCC(O)=O XSGQFHNPNWBVPT-VFXMVCAWSA-N 0.000 claims description 6
- QAOBBBBDJSWHMU-WMBBNPMCSA-N 16,16-dimethylprostaglandin E2 Chemical compound CCCCC(C)(C)[C@H](O)\C=C\[C@H]1[C@H](O)CC(=O)[C@@H]1C\C=C/CCCC(O)=O QAOBBBBDJSWHMU-WMBBNPMCSA-N 0.000 claims description 5
- -1 15-methyl-PGE2 Chemical compound 0.000 claims description 3
- HOJJZXINRFKRGT-NKLQCYAOSA-N methyl (z)-7-[(1r,2r,3r)-3-hydroxy-2-[(e)-3-hydroxy-4,4-dimethyloct-1-enyl]-5-oxocyclopentyl]hept-5-enoate Chemical compound CCCCC(C)(C)C(O)\C=C\[C@H]1[C@H](O)CC(=O)[C@@H]1C\C=C/CCCC(=O)OC HOJJZXINRFKRGT-NKLQCYAOSA-N 0.000 claims description 2
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- OBUOTEZRDMDNCG-ULXDGKDISA-N CCCCC[C@](C)(O)\C=C\[C@H]1[C@H](O)CC(=O)[C@@H]1C\C=C/CCCC(=O)OC Chemical compound CCCCC[C@](C)(O)\C=C\[C@H]1[C@H](O)CC(=O)[C@@H]1C\C=C/CCCC(=O)OC OBUOTEZRDMDNCG-ULXDGKDISA-N 0.000 claims 2
- WGCXTGBZBFBQPP-UHFFFAOYSA-N prostaglandin E2 methyl ester Natural products CCCCCC(O)C=CC1C(O)CC(=O)C1CC=CCCCC(=O)OC WGCXTGBZBFBQPP-UHFFFAOYSA-N 0.000 claims 1
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- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 3
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- 229950008637 pentolonium Drugs 0.000 description 1
- 239000008194 pharmaceutical composition Substances 0.000 description 1
- 229960001802 phenylephrine Drugs 0.000 description 1
- SONNWYBIRXJNDC-VIFPVBQESA-N phenylephrine Chemical compound CNC[C@H](O)C1=CC=CC(O)=C1 SONNWYBIRXJNDC-VIFPVBQESA-N 0.000 description 1
- 230000004962 physiological condition Effects 0.000 description 1
- 210000002826 placenta Anatomy 0.000 description 1
- 229920002338 polyhydroxyethylmethacrylate Polymers 0.000 description 1
- 230000035935 pregnancy Effects 0.000 description 1
- 230000002035 prolonged effect Effects 0.000 description 1
- 239000001294 propane Substances 0.000 description 1
- MYHXHCUNDDAEOZ-FOSBLDSVSA-N prostaglandin A2 Chemical compound CCCCC[C@H](O)\C=C\[C@H]1C=CC(=O)[C@@H]1C\C=C/CCCC(O)=O MYHXHCUNDDAEOZ-FOSBLDSVSA-N 0.000 description 1
- 108700022737 rat Fat1 Proteins 0.000 description 1
- 210000000664 rectum Anatomy 0.000 description 1
- 230000009467 reduction Effects 0.000 description 1
- 230000001850 reproductive effect Effects 0.000 description 1
- 230000000241 respiratory effect Effects 0.000 description 1
- 230000029058 respiratory gaseous exchange Effects 0.000 description 1
- 230000004044 response Effects 0.000 description 1
- 210000000582 semen Anatomy 0.000 description 1
- 229940076279 serotonin Drugs 0.000 description 1
- 239000008247 solid mixture Substances 0.000 description 1
- 230000019100 sperm motility Effects 0.000 description 1
- 230000002269 spontaneous effect Effects 0.000 description 1
- 208000010110 spontaneous platelet aggregation Diseases 0.000 description 1
- 239000007921 spray Substances 0.000 description 1
- 230000006641 stabilisation Effects 0.000 description 1
- 238000011105 stabilization Methods 0.000 description 1
- 239000000021 stimulant Substances 0.000 description 1
- 210000002784 stomach Anatomy 0.000 description 1
- 238000010254 subcutaneous injection Methods 0.000 description 1
- 239000007929 subcutaneous injection Substances 0.000 description 1
- 125000001424 substituent group Chemical group 0.000 description 1
- 239000000829 suppository Substances 0.000 description 1
- 239000002511 suppository base Substances 0.000 description 1
- 238000001356 surgical procedure Methods 0.000 description 1
- 230000001975 sympathomimetic effect Effects 0.000 description 1
- 229940064707 sympathomimetics Drugs 0.000 description 1
- 230000009885 systemic effect Effects 0.000 description 1
- 239000003826 tablet Substances 0.000 description 1
- 235000019640 taste Nutrition 0.000 description 1
- 235000019364 tetracycline Nutrition 0.000 description 1
- 150000003522 tetracyclines Chemical class 0.000 description 1
- 229940040944 tetracyclines Drugs 0.000 description 1
- 229960000278 theophylline Drugs 0.000 description 1
- 229960004072 thrombin Drugs 0.000 description 1
- ILJSQTXMGCGYMG-UHFFFAOYSA-N triacetic acid Chemical compound CC(=O)CC(=O)CC(O)=O ILJSQTXMGCGYMG-UHFFFAOYSA-N 0.000 description 1
- 210000001215 vagina Anatomy 0.000 description 1
- 230000002792 vascular Effects 0.000 description 1
- 208000019553 vascular disease Diseases 0.000 description 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
- A61K31/557—Eicosanoids, e.g. leukotrienes or prostaglandins
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K47/00—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient
- A61K47/06—Organic compounds, e.g. natural or synthetic hydrocarbons, polyolefins, mineral oil, petrolatum or ozokerite
- A61K47/08—Organic compounds, e.g. natural or synthetic hydrocarbons, polyolefins, mineral oil, petrolatum or ozokerite containing oxygen, e.g. ethers, acetals, ketones, quinones, aldehydes, peroxides
- A61K47/14—Esters of carboxylic acids, e.g. fatty acid monoglycerides, medium-chain triglycerides, parabens or PEG fatty acid esters
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Pharmacology & Pharmacy (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- General Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Animal Behavior & Ethology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Epidemiology (AREA)
- General Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Engineering & Computer Science (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Organic Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Medicinal Preparation (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US05/562,535 US3966962A (en) | 1975-03-27 | 1975-03-27 | Triacetin solutions of PGE-type compounds |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CA1044140A true CA1044140A (en) | 1978-12-12 |
Family
ID=24246672
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA245,490A Expired CA1044140A (en) | 1975-03-27 | 1976-02-11 | Composition containing e-type prostaglandin-like compound |
Country Status (11)
| Country | Link |
|---|---|
| US (1) | US3966962A (enExample) |
| JP (1) | JPS6020365B2 (enExample) |
| BE (1) | BE840075A (enExample) |
| CA (1) | CA1044140A (enExample) |
| DE (1) | DE2611183C2 (enExample) |
| FR (1) | FR2305177A1 (enExample) |
| GB (1) | GB1493092A (enExample) |
| HK (1) | HK10481A (enExample) |
| MX (1) | MX3794E (enExample) |
| NL (1) | NL190539C (enExample) |
| ZA (1) | ZA761306B (enExample) |
Families Citing this family (13)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| AU510190B2 (en) * | 1976-08-14 | 1980-06-12 | Carlson, Lars A | Prostaglandin method |
| DE2740953A1 (de) * | 1977-09-12 | 1979-03-22 | Thera Ges Fuer Patente | Verwendung von prostaglandinen zur senkung des blutzuckerspiegels |
| US4301175A (en) * | 1980-12-29 | 1981-11-17 | The Upjohn Company | E-Type prostaglandin compositions |
| ZA831186B (en) * | 1982-03-22 | 1983-11-30 | Upjohn Ltd | Gelled pge2/triacetin solutions |
| ZA835226B (en) * | 1982-07-19 | 1985-03-27 | Syntex Inc | Pge-type compositions encapsulated by acid isolated gelatin |
| US4431833A (en) * | 1982-12-27 | 1984-02-14 | American Cyanamid Company | Prostaglandin and hydroxylated fatty acid ester formulations |
| US4820732A (en) * | 1985-10-04 | 1989-04-11 | The Upjohn Company | Method and compositions for reducing dysfunction in angioplasty procedures |
| US4955878A (en) * | 1986-04-04 | 1990-09-11 | Biotechnology, Inc. | Kit for preventing or treating arterial dysfunction resulting from angioplasty procedures |
| JP3756512B2 (ja) * | 1992-09-21 | 2006-03-15 | ファルマシア・アンド・アップジョン・カンパニー・エルエルシー | 徐放性タンパク質製剤 |
| BRPI0014869B8 (pt) * | 1999-10-15 | 2021-05-25 | Sucampo Ag | prostaglandinas bicíclicas, composições estabilizadas das mesmas, bem como processo para sua estabilização |
| US20100286101A1 (en) * | 2009-05-07 | 2010-11-11 | Jason Carbol | Pharmaceutical composition including a corticosteroid and a vitamin d analog having improved stability |
| WO2015200444A1 (en) * | 2014-06-24 | 2015-12-30 | Saudi Arabian Oil Company | Encapsulation of an acid precursor for oil field applications |
| US20230338322A1 (en) * | 2020-05-04 | 2023-10-26 | Yissum Research Development Company Of The Hebrew University Of Jerusalem Ltd. | Glyceryltriacetate (gta) for use in improving breathing |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| ZA721937B (en) * | 1971-10-22 | 1972-12-27 | Upjohn Co | Pharmaceutical preparations and uses thereof |
| US3829579A (en) * | 1971-11-01 | 1974-08-13 | Upjohn Co | Stable solutions of pge-type compounds |
| US3833725A (en) * | 1972-12-08 | 1974-09-03 | Syntex Corp | Dialkylated glycol compositions and medicament preparations containing same |
| JPS5729463B2 (enExample) * | 1973-12-07 | 1982-06-23 |
-
1975
- 1975-03-27 US US05/562,535 patent/US3966962A/en not_active Expired - Lifetime
-
1976
- 1976-02-11 CA CA245,490A patent/CA1044140A/en not_active Expired
- 1976-02-26 MX MX7623U patent/MX3794E/es unknown
- 1976-03-04 ZA ZA761306A patent/ZA761306B/xx unknown
- 1976-03-10 JP JP51025163A patent/JPS6020365B2/ja not_active Expired
- 1976-03-10 GB GB9508/76A patent/GB1493092A/en not_active Expired
- 1976-03-17 DE DE2611183A patent/DE2611183C2/de not_active Expired
- 1976-03-24 NL NLAANVRAGE7603064,A patent/NL190539C/xx not_active IP Right Cessation
- 1976-03-26 FR FR7608916A patent/FR2305177A1/fr active Granted
- 1976-03-26 BE BE165594A patent/BE840075A/xx not_active IP Right Cessation
-
1981
- 1981-03-19 HK HK104/81A patent/HK10481A/xx unknown
Also Published As
| Publication number | Publication date |
|---|---|
| NL190539C (nl) | 1994-04-18 |
| JPS6020365B2 (ja) | 1985-05-21 |
| DE2611183C2 (de) | 1985-08-14 |
| DE2611183A1 (de) | 1976-10-14 |
| FR2305177A1 (fr) | 1976-10-22 |
| FR2305177B1 (enExample) | 1982-10-08 |
| HK10481A (en) | 1981-03-27 |
| NL7603064A (nl) | 1976-09-29 |
| AU1194876A (en) | 1977-09-15 |
| BE840075A (fr) | 1976-09-27 |
| MX3794E (es) | 1981-07-22 |
| JPS51112508A (en) | 1976-10-05 |
| ZA761306B (en) | 1977-02-23 |
| NL190539B (nl) | 1993-11-16 |
| GB1493092A (en) | 1977-11-23 |
| US3966962A (en) | 1976-06-29 |
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