GB817241A - Oily solutions for parenteral administration containing adreno-cortical hormones - Google Patents
Oily solutions for parenteral administration containing adreno-cortical hormonesInfo
- Publication number
- GB817241A GB817241A GB2643157A GB2643157A GB817241A GB 817241 A GB817241 A GB 817241A GB 2643157 A GB2643157 A GB 2643157A GB 2643157 A GB2643157 A GB 2643157A GB 817241 A GB817241 A GB 817241A
- Authority
- GB
- United Kingdom
- Prior art keywords
- cortisone
- prednisone
- triol
- dione
- adreno
- 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
- 229940088597 Hormone Drugs 0.000 title abstract 2
- 230000001780 adrenocortical Effects 0.000 title abstract 2
- 239000005556 hormone Substances 0.000 title abstract 2
- 238000007911 parenteral administration Methods 0.000 title abstract 2
- MFYSYFVPBJMHGN-ZPOLXVRWSA-N Cortisone Chemical compound O=C1CC[C@]2(C)[C@H]3C(=O)C[C@](C)([C@@](CC4)(O)C(=O)CO)[C@@H]4[C@@H]3CCC2=C1 MFYSYFVPBJMHGN-ZPOLXVRWSA-N 0.000 abstract 6
- 229960004544 cortisone Drugs 0.000 abstract 6
- XOFYZVNMUHMLCC-ZPOLXVRWSA-N Prednisone Chemical compound O=C1C=C[C@]2(C)[C@H]3C(=O)C[C@](C)([C@@](CC4)(O)C(=O)CO)[C@@H]4[C@@H]3CCC2=C1 XOFYZVNMUHMLCC-ZPOLXVRWSA-N 0.000 abstract 5
- 150000002148 esters Chemical class 0.000 abstract 5
- 229960004618 prednisone Drugs 0.000 abstract 5
- OIGNJSKKLXVSLS-VWUMJDOOSA-N Prednisolone Chemical compound O=C1C=C[C@]2(C)[C@H]3[C@@H](O)C[C@](C)([C@@](CC4)(O)C(=O)CO)[C@@H]4[C@@H]3CCC2=C1 OIGNJSKKLXVSLS-VWUMJDOOSA-N 0.000 abstract 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 abstract 3
- 235000019441 ethanol Nutrition 0.000 abstract 3
- PEDCQBHIVMGVHV-UHFFFAOYSA-N glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 abstract 3
- 229910052739 hydrogen Inorganic materials 0.000 abstract 3
- 239000001257 hydrogen Substances 0.000 abstract 3
- IUGYQRQAERSCNH-UHFFFAOYSA-M pivalate Chemical compound CC(C)(C)C([O-])=O IUGYQRQAERSCNH-UHFFFAOYSA-M 0.000 abstract 3
- 229960005205 prednisolone Drugs 0.000 abstract 3
- SESFRYSPDFLNCH-UHFFFAOYSA-N Benzyl benzoate Chemical compound C=1C=CC=CC=1C(=O)OCC1=CC=CC=C1 SESFRYSPDFLNCH-UHFFFAOYSA-N 0.000 abstract 2
- HCZKYJDFEPMADG-TXEJJXNPSA-N Masoprocol Chemical compound C([C@H](C)[C@H](C)CC=1C=C(O)C(O)=CC=1)C1=CC=C(O)C(O)=C1 HCZKYJDFEPMADG-TXEJJXNPSA-N 0.000 abstract 2
- WBHHMMIMDMUBKC-QJWNTBNXSA-N Ricinoleic acid Chemical compound CCCCCC[C@@H](O)C\C=C/CCCCCCCC(O)=O WBHHMMIMDMUBKC-QJWNTBNXSA-N 0.000 abstract 2
- WBHHMMIMDMUBKC-GKUQOKNUSA-N Ricinoleic acid Natural products CCCCCC[C@H](O)C\C=C/CCCCCCCC(O)=O WBHHMMIMDMUBKC-GKUQOKNUSA-N 0.000 abstract 2
- 125000004432 carbon atoms Chemical group C* 0.000 abstract 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 2
- 239000000203 mixture Substances 0.000 abstract 2
- DNIAPMSPPWPWGF-UHFFFAOYSA-N propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 abstract 2
- 229960003656 ricinoleic acid Drugs 0.000 abstract 2
- 239000003981 vehicle Substances 0.000 abstract 2
- FUFLCEKSBBHCMO-KJQYFISQSA-N 11-dehydrocorticosterone Chemical compound O=C1CC[C@]2(C)[C@H]3C(=O)C[C@](C)([C@H](CC4)C(=O)CO)[C@@H]4[C@@H]3CCC2=C1 FUFLCEKSBBHCMO-KJQYFISQSA-N 0.000 abstract 1
- VVOIQBFMTVCINR-WWMZEODYSA-N 11-deoxycorticosterone pivalate Chemical compound C1CC2=CC(=O)CC[C@]2(C)[C@@H]2[C@@H]1[C@@H]1CC[C@H](C(=O)COC(=O)C(C)(C)C)[C@@]1(C)CC2 VVOIQBFMTVCINR-WWMZEODYSA-N 0.000 abstract 1
- JYGXADMDTFJGBT-VWUMJDOOSA-N Cortisol Chemical compound O=C1CC[C@]2(C)[C@H]3[C@@H](O)C[C@](C)([C@@](CC4)(O)C(=O)CO)[C@@H]4[C@@H]3CCC2=C1 JYGXADMDTFJGBT-VWUMJDOOSA-N 0.000 abstract 1
- LVGKNOAMLMIIKO-QXMHVHEDSA-N Ethyl oleate Chemical compound CCCCCCCC\C=C/CCCCCCCC(=O)OCC LVGKNOAMLMIIKO-QXMHVHEDSA-N 0.000 abstract 1
- MNWFXJYAOYHMED-UHFFFAOYSA-N Heptanoic acid Chemical compound CCCCCCC(O)=O MNWFXJYAOYHMED-UHFFFAOYSA-N 0.000 abstract 1
- OZWKMVRBQXNZKK-UHFFFAOYSA-N Ketorolac Chemical group OC(=O)C1CCN2C1=CC=C2C(=O)C1=CC=CC=C1 OZWKMVRBQXNZKK-UHFFFAOYSA-N 0.000 abstract 1
- 229960003951 Masoprocol Drugs 0.000 abstract 1
- XMIIGOLPHOKFCH-UHFFFAOYSA-N Phenylpropanoic acid Chemical compound OC(=O)CCC1=CC=CC=C1 XMIIGOLPHOKFCH-UHFFFAOYSA-N 0.000 abstract 1
- 229940075579 Propyl Gallate Drugs 0.000 abstract 1
- QTBSBXVTEAMEQO-UHFFFAOYSA-M acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 abstract 1
- 125000002252 acyl group Chemical group 0.000 abstract 1
- 239000002671 adjuvant Substances 0.000 abstract 1
- 230000000240 adjuvant Effects 0.000 abstract 1
- 239000003470 adrenal cortex hormone Substances 0.000 abstract 1
- 230000000111 anti-oxidant Effects 0.000 abstract 1
- 239000003963 antioxidant agent Substances 0.000 abstract 1
- 229960002903 benzyl benzoate Drugs 0.000 abstract 1
- 150000001732 carboxylic acid derivatives Chemical class 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- ALEXXDVDDISNDU-JZYPGELDSA-N cortisol 21-acetate Chemical compound C1CC2=CC(=O)CC[C@]2(C)[C@@H]2[C@@H]1[C@@H]1CC[C@@](C(=O)COC(=O)C)(O)[C@@]1(C)C[C@@H]2O ALEXXDVDDISNDU-JZYPGELDSA-N 0.000 abstract 1
- MRKZAZMYXYSBDG-UHFFFAOYSA-N cyclopentyl propanoate Chemical compound CCC(=O)OC1CCCC1 MRKZAZMYXYSBDG-UHFFFAOYSA-N 0.000 abstract 1
- 229950008390 desoxycorticosterone pivalate Drugs 0.000 abstract 1
- 229940093471 ethyl oleate Drugs 0.000 abstract 1
- 239000003163 gonadal steroid hormone Substances 0.000 abstract 1
- 229910052736 halogen Chemical group 0.000 abstract 1
- 150000002367 halogens Chemical group 0.000 abstract 1
- 229960000890 hydrocortisone Drugs 0.000 abstract 1
- 229960001067 hydrocortisone acetate Drugs 0.000 abstract 1
- 125000004435 hydrogen atoms Chemical group [H]* 0.000 abstract 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract 1
- 239000007788 liquid Substances 0.000 abstract 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 abstract 1
- 239000004006 olive oil Substances 0.000 abstract 1
- 235000008390 olive oil Nutrition 0.000 abstract 1
- 229910052760 oxygen Inorganic materials 0.000 abstract 1
- MYMOFIZGZYHOMD-UHFFFAOYSA-N oxygen Chemical compound O=O MYMOFIZGZYHOMD-UHFFFAOYSA-N 0.000 abstract 1
- 239000001301 oxygen Substances 0.000 abstract 1
- 239000000047 product Substances 0.000 abstract 1
- ZTHYODDOHIVTJV-UHFFFAOYSA-N propyl 3,4,5-trihydroxybenzoate Chemical compound CCCOC(=O)C1=CC(O)=C(O)C(O)=C1 ZTHYODDOHIVTJV-UHFFFAOYSA-N 0.000 abstract 1
- 239000000473 propyl gallate Substances 0.000 abstract 1
- 235000010388 propyl gallate Nutrition 0.000 abstract 1
- 239000008159 sesame oil Substances 0.000 abstract 1
- 235000011803 sesame oil Nutrition 0.000 abstract 1
- 239000003270 steroid hormone Substances 0.000 abstract 1
Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K9/00—Medicinal preparations characterised by special physical form
- A61K9/0012—Galenical forms characterised by the site of application
- A61K9/0019—Injectable compositions; Intramuscular, intravenous, arterial, subcutaneous administration; Compositions to be administered through the skin in an invasive manner
-
- 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
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Public Health (AREA)
- Life Sciences & Earth Sciences (AREA)
- Veterinary Medicine (AREA)
- General Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Epidemiology (AREA)
- Animal Behavior & Ethology (AREA)
- General Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Engineering & Computer Science (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Dermatology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Steroid Compounds (AREA)
Abstract
Oily compositions for parenteral administration comprise an adreno-cortical hormone in solution in a liquid vehicle consisting of a parenterally acceptable ester of ricinoleic acid with a monohydric or polyhydric alcohol containing two or three carbon atoms per molecule with or without other parenterally acceptable compatible adjuvants. Specified ricinoleic esters are those with glycerol, propylene glycol and ethyl alcohol. Further ester components consisting of a parenterally acceptable ester of an alcohol with a carboxylic acid other than ricinoleic acid, said ester containing at least 6 carbon atoms per molecule, such as olive oil, sesame oil, ethyl oleate and benzyl benzoate may be included in the vehicle. The compositions may contain antioxidants such as propyl gallate and nordihydroguaiaretic acid and sex hormones and products related to steroid hormones. Specified adreno-cortical hormones are cortisone, hydrocortisone, prednisone, prednisolone, hydrocortisone acetate, desoxycorticosterone trimethylacetate, dehydrocorticosterone trimethylacetate, the acetate of cortisone and prednisone, the trimethyl-acetate of cortisone, prednisone and prednisolone, the oenanthate of cortisone, prednisone and prednisolone, the cyclopentylpropionate of cortisone and prednisone, cortisone phenylpropionate, 9a -fluoroprednisolone trimethylacetate, 9a -fluoro-D 1 : 4-pregnadiene - 11b : 17a : 21 - triol - 3 : 20 - dione, D 1 : 4 : 6 - pregnatriene - 11b : 17a : 21-triol - 3 : 20 - dione, 9a - fluoro - D 1 : 4 : 6 - pregnatriene - 11b : 17a : 21 - triol - 3 : 20 - dione, 9a - fluoro - 6 - methyl - D 1 : 4 - pregnadiene - 11b : 17a : 21 - triol - 3 : 20 - dione, and compounds of formula <FORM:0817241/VI/1> where X=ketonic oxygen or hydroxyl, Y= hydrogen or halogen, Z=hydrogen or methyl, and R=hydrogen or acyl or D 1 or D 1 : 6 dehydroderivatives thereof.
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB817241A true GB817241A (en) | 1959-07-29 |
Family
ID=1740033
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB2643157A Expired GB817241A (en) | 1957-08-21 | Oily solutions for parenteral administration containing adreno-cortical hormones |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB817241A (en) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2372635A1 (en) * | 1976-12-03 | 1978-06-30 | Scherer Ltd R P | Pharmaceutical compsn. contg. self-emulsifying oil e.g. silicone - for admin. as capsules, giving rapid gastrointestinal resorption |
| US6774122B2 (en) | 2000-01-10 | 2004-08-10 | Astrazeneca Ab | Formulation |
-
1957
- 1957-08-21 GB GB2643157A patent/GB817241A/en not_active Expired
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2372635A1 (en) * | 1976-12-03 | 1978-06-30 | Scherer Ltd R P | Pharmaceutical compsn. contg. self-emulsifying oil e.g. silicone - for admin. as capsules, giving rapid gastrointestinal resorption |
| US6774122B2 (en) | 2000-01-10 | 2004-08-10 | Astrazeneca Ab | Formulation |
| US7456160B2 (en) | 2000-01-10 | 2008-11-25 | Astrazeneca Ab | Formulation |
| US8329680B2 (en) | 2000-01-10 | 2012-12-11 | Astrazeneca Ab | Formulation |
| US8466139B2 (en) | 2000-01-10 | 2013-06-18 | Astrazeneca Ab | Formulation |
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