GB1445237A - 25-hydroxycholestanes 25-hydroxycholestynes their preparation and use in the production of 25-hydroxycholesterol and 3- alkanoyloxy derivatives - Google Patents
25-hydroxycholestanes 25-hydroxycholestynes their preparation and use in the production of 25-hydroxycholesterol and 3- alkanoyloxy derivativesInfo
- Publication number
- GB1445237A GB1445237A GB4033475A GB4033475A GB1445237A GB 1445237 A GB1445237 A GB 1445237A GB 4033475 A GB4033475 A GB 4033475A GB 4033475 A GB4033475 A GB 4033475A GB 1445237 A GB1445237 A GB 1445237A
- Authority
- GB
- United Kingdom
- Prior art keywords
- prepared
- hydroxycholesterol
- viii
- compounds
- hydroxycholestynes
- 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
- INBGSXNNRGWLJU-ZHHJOTBYSA-N 25-hydroxycholesterol Chemical compound C1C=C2C[C@@H](O)CC[C@]2(C)[C@@H]2[C@@H]1[C@@H]1CC[C@H]([C@@H](CCCC(C)(C)O)C)[C@@]1(C)CC2 INBGSXNNRGWLJU-ZHHJOTBYSA-N 0.000 title abstract 4
- INBGSXNNRGWLJU-UHFFFAOYSA-N 25epsilon-Hydroxycholesterin Natural products C1C=C2CC(O)CCC2(C)C2C1C1CCC(C(CCCC(C)(C)O)C)C1(C)CC2 INBGSXNNRGWLJU-UHFFFAOYSA-N 0.000 title abstract 3
- MXJRUUMQXNYDBA-WOEDOHCHSA-N (6r)-6-[(8r,9s,10s,13r,14s,17r)-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1h-cyclopenta[a]phenanthren-17-yl]-2-methylheptan-2-ol Chemical class C1CC2CCCC[C@]2(C)[C@@H]2[C@@H]1[C@@H]1CC[C@H]([C@@H](CCCC(C)(C)O)C)[C@@]1(C)CC2 MXJRUUMQXNYDBA-WOEDOHCHSA-N 0.000 title 1
- 150000001875 compounds Chemical class 0.000 abstract 4
- 239000002253 acid Substances 0.000 abstract 2
- 150000007513 acids Chemical class 0.000 abstract 2
- 125000003545 alkoxy group Chemical group 0.000 abstract 2
- 125000000217 alkyl group Chemical group 0.000 abstract 2
- 238000006243 chemical reaction Methods 0.000 abstract 2
- -1 phenylsulphonyloxy Chemical group 0.000 abstract 2
- 101000653791 Bos taurus Protein S100-A12 Proteins 0.000 abstract 1
- BUDQDWGNQVEFAC-UHFFFAOYSA-N Dihydropyran Chemical compound C1COC=CC1 BUDQDWGNQVEFAC-UHFFFAOYSA-N 0.000 abstract 1
- 125000004423 acyloxy group Chemical group 0.000 abstract 1
- 125000005278 alkyl sulfonyloxy group Chemical group 0.000 abstract 1
- 125000002947 alkylene group Chemical group 0.000 abstract 1
- 239000000010 aprotic solvent Substances 0.000 abstract 1
- 125000001231 benzoyloxy group Chemical group C(C1=CC=CC=C1)(=O)O* 0.000 abstract 1
- 230000003197 catalytic effect Effects 0.000 abstract 1
- 238000005984 hydrogenation reaction Methods 0.000 abstract 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract 1
- 229910052500 inorganic mineral Inorganic materials 0.000 abstract 1
- 239000011707 mineral Substances 0.000 abstract 1
- 230000020477 pH reduction Effects 0.000 abstract 1
Classifications
-
- 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
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P29/00—Non-central analgesic, antipyretic or antiinflammatory agents, e.g. antirheumatic agents; Non-steroidal antiinflammatory drugs [NSAID]
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P3/00—Drugs for disorders of the metabolism
- A61P3/02—Nutrients, e.g. vitamins, minerals
Landscapes
- Health & Medical Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Public Health (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Pharmacology & Pharmacy (AREA)
- Veterinary Medicine (AREA)
- Animal Behavior & Ethology (AREA)
- General Chemical & Material Sciences (AREA)
- Pain & Pain Management (AREA)
- Rheumatology (AREA)
- Nutrition Science (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Diabetes (AREA)
- Hematology (AREA)
- Obesity (AREA)
- Steroid Compounds (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US00362569A US3822254A (en) | 1973-05-21 | 1973-05-21 | Synthesis of 25-hydroxycholesterol |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1445237A true GB1445237A (en) | 1976-08-04 |
Family
ID=23426617
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB2247174A Expired GB1445236A (en) | 1973-05-21 | 1974-05-20 | Process for the preparation of 25-hydroxycholesterol and 3- alkanoyloxy derivatives thereof and pregnanes useful therein |
| GB4033475A Expired GB1445237A (en) | 1973-05-21 | 1974-05-20 | 25-hydroxycholestanes 25-hydroxycholestynes their preparation and use in the production of 25-hydroxycholesterol and 3- alkanoyloxy derivatives |
Family Applications Before (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB2247174A Expired GB1445236A (en) | 1973-05-21 | 1974-05-20 | Process for the preparation of 25-hydroxycholesterol and 3- alkanoyloxy derivatives thereof and pregnanes useful therein |
Country Status (9)
| Country | Link |
|---|---|
| US (1) | US3822254A (enExample) |
| JP (1) | JPS5614679B2 (enExample) |
| AT (1) | AT343294B (enExample) |
| BE (1) | BE815252A (enExample) |
| CH (1) | CH617442A5 (enExample) |
| DE (1) | DE2424498C3 (enExample) |
| FR (1) | FR2236854B1 (enExample) |
| GB (2) | GB1445236A (enExample) |
| NL (1) | NL172956C (enExample) |
Families Citing this family (22)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5218700B2 (enExample) * | 1973-02-16 | 1977-05-24 | ||
| US3928397A (en) * | 1973-03-02 | 1975-12-23 | Eisai Co Ltd | New 5-cholestene derivatives and preparation thereof |
| US3959320A (en) * | 1974-09-23 | 1976-05-25 | The Upjohn Company | Process and compounds |
| US3976636A (en) * | 1974-10-10 | 1976-08-24 | The Upjohn Company | Process and compounds |
| US3994934A (en) * | 1975-01-27 | 1976-11-30 | The Upjohn Company | Process for preparing Δ22 -25-oxy substituted sterol derivatives |
| US4264512A (en) * | 1975-09-29 | 1981-04-28 | The Regents Of The University Of California | 3-Deoxy-1α-hydroxy- and 3-deoxy-1α,25-dihydroxycholecalciferol and processes for the preparation thereof |
| CH628907A5 (en) * | 1975-10-10 | 1982-03-31 | Hoffmann La Roche | Process for the preparation of 24,25-dihydroxycholesterol derivatives |
| US4038272A (en) * | 1975-10-20 | 1977-07-26 | Hoffmann-La Roche Inc. | Stereospecific syntheses of 24r,25- and 24s,25-dihydroxycholesterol and alkanoyl derivatives thereof |
| US3994878A (en) * | 1975-10-10 | 1976-11-30 | Hoffmann-La Roche Inc. | Syntheses of 24R,25- and 24S,25-dihydroxycholesterol and alkanoyl derivatives thereof |
| JPS5371056A (en) * | 1976-12-08 | 1978-06-24 | Chugai Pharmaceut Co Ltd | Steroid derivs. |
| JPS53144563A (en) * | 1977-05-19 | 1978-12-15 | Chugai Pharmaceut Co Ltd | Preparation of steroid derivatives |
| EP0015122B1 (en) * | 1979-02-15 | 1983-09-14 | Teijin Limited | New 25-hydroxy-24-oxocholestane derivatives and preparation thereof |
| CH644873A5 (de) * | 1980-02-12 | 1984-08-31 | Hoffmann La Roche | Verfahren zur herstellung von cholesterinderivaten. |
| US8399441B2 (en) | 2004-10-25 | 2013-03-19 | Virginia Commonwealth University | Nuclear sulfated oxysterol, potent regulator of lipid homeostasis, for therapy of hypercholesterolemia, hypertriglycerides, fatty liver diseases, and atherosclerosis |
| WO2006047022A1 (en) | 2004-10-25 | 2006-05-04 | Virginia Commonwealth University | Nuclear sulfated oxysterol, potent regulator of cholesterol homeostasis, for therapy of hypercholesterolemia, hyperlipidemia, and atherosclerosis |
| US9034859B2 (en) | 2011-04-06 | 2015-05-19 | Virginia Commonwealth University | Sulfated oxysterol and oxysterol sulfation by hydroxysterol sulfotransferase promote lipid homeostasis and liver proliferation |
| TWI816417B (zh) | 2013-12-24 | 2023-09-21 | 維吉尼亞聯邦大學 | 氧化膽固醇硫酸鹽（ｏｃｓ）之用途 |
| WO2018026781A1 (en) | 2016-08-02 | 2018-02-08 | Virginia Commonwealth University | Compositions comprising 5-cholesten-3, 25-diol, 3-sulfate (25hc3s) or pharmaceutically acceptable salt thereof and at least one cyclic oligosaccharide |
| CN111320663B (zh) * | 2018-12-13 | 2023-01-24 | 上海医药工业研究院 | 一种24-胆烯烯酸乙酯中间体的制备方法 |
| EP3965773A4 (en) | 2019-05-09 | 2024-02-21 | Fermenta Biotech Limited | NOVEL PROCESS FOR SYNTHESIS OF 25-OH CHOLESTEROL/CALCIFEDIOL FROM PHYTOSTEROL |
| US20220372065A1 (en) * | 2019-07-09 | 2022-11-24 | Fermenta Biotech Limited | Synthesis of cholesterol and vitamin d3 from phytosterols |
| CN111138512A (zh) * | 2019-12-27 | 2020-05-12 | 郑州手性药物研究院有限公司 | 一种合成25-羟基胆固醇中间体的方法 |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2012069B1 (enExample) * | 1968-07-01 | 1973-06-08 | Wisconsin Alumni Res Found | |
| US3846455A (en) * | 1972-05-22 | 1974-11-05 | Eisai Co Ltd | Process for the preparation of 25-hydroxy-cholesterol and esters thereof |
-
1973
- 1973-05-21 US US00362569A patent/US3822254A/en not_active Expired - Lifetime
-
1974
- 1974-05-14 CH CH657874A patent/CH617442A5/de not_active IP Right Cessation
- 1974-05-20 FR FR7417436A patent/FR2236854B1/fr not_active Expired
- 1974-05-20 GB GB2247174A patent/GB1445236A/en not_active Expired
- 1974-05-20 DE DE2424498A patent/DE2424498C3/de not_active Expired
- 1974-05-20 NL NLAANVRAGE7406748,A patent/NL172956C/xx not_active IP Right Cessation
- 1974-05-20 GB GB4033475A patent/GB1445237A/en not_active Expired
- 1974-05-20 JP JP5568474A patent/JPS5614679B2/ja not_active Expired
- 1974-05-20 AT AT416374A patent/AT343294B/de not_active IP Right Cessation
- 1974-05-20 BE BE144498A patent/BE815252A/xx not_active IP Right Cessation
Also Published As
| Publication number | Publication date |
|---|---|
| BE815252A (fr) | 1974-11-20 |
| DE2424498B2 (de) | 1980-06-04 |
| AT343294B (de) | 1978-05-26 |
| GB1445236A (en) | 1976-08-04 |
| NL172956B (nl) | 1983-06-16 |
| FR2236854B1 (enExample) | 1977-10-21 |
| ATA416374A (de) | 1977-09-15 |
| JPS5614679B2 (enExample) | 1981-04-06 |
| DE2424498A1 (de) | 1974-12-12 |
| NL7406748A (enExample) | 1974-11-25 |
| FR2236854A1 (enExample) | 1975-02-07 |
| NL172956C (nl) | 1983-11-16 |
| JPS5018458A (enExample) | 1975-02-26 |
| CH617442A5 (enExample) | 1980-05-30 |
| DE2424498C3 (de) | 1981-04-02 |
| US3822254A (en) | 1974-07-02 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| GB1445237A (en) | 25-hydroxycholestanes 25-hydroxycholestynes their preparation and use in the production of 25-hydroxycholesterol and 3- alkanoyloxy derivatives | |
| ES8707220A1 (es) | Un metodo para sintetizar compuestos de ascorbato-2-polifosfato | |
| GB1476215A (en) | Dibenzoxepin derivatives process for the preparation thereof and pharmaceutical compositions containing them | |
| GB1425429A (en) | Benzoxazolinone derivatives | |
| IE800208L (en) | Production of isosorbide-5-nitrate | |
| JPS5735597A (en) | 25,26-epoxy-3beta,24-dihydroxycholest-5-ene or its hydroxyl- protected derivative and their preparation | |
| GB1476993A (en) | 27-non-cholesterol derivatives | |
| ES469071A1 (es) | Un procedimiento de inversion mejorado para la preparacion de cola para papel a partir de colofonia enriquecida | |
| GB1362782A (en) | Tetrazole derivatives | |
| ES428005A1 (es) | Procedimiento para la preparacion de derivados de 3-4-dihi-dro-2h-naftalenom-(1)-5-oxi-propil-piperazina. | |
| ES413272A1 (es) | Un procedimiento para la preparacion de acido 5-fluor-2-me-til-1-(p-metilsulfinilbenciliden)-3-indenil-acetico. | |
| GB1472131A (en) | Alkyl derivatives of prostanoic acids and preparation thereof | |
| ES8207251A1 (es) | Procedimiento para la estampacion resistiva o de descarga demateriales textiles sinteticos | |
| IL45717A0 (en) | Dispersions of dibenzo(b,d)pyranone | |
| GB1497700A (en) | Polysubstituted derivatives of 10/piperazinodibenzo(b,f)thiepin | |
| GB1333614A (en) | Prostaglandins and their production and intermediate compounds produced therein | |
| GB1429280A (en) | Perfluoroalkylalkylcarobxyl acids, process for their manu facture and their use | |
| GB1473670A (en) | Process for the manufacture of prostaglandin-f2a and analogues thereof | |
| GB1455737A (en) | Acetals | |
| GB1366663A (en) | Process for the preparation of cyclopenta /f/ /1/ benzopyrans and 1h-naphto/2 1-6/ pyrans | |
| GB1414540A (en) | Synthesis of a-and b-ring aromatic steroids | |
| GB1449914A (en) | 2,2, 10beta, 17 alpha-tetramethyl steroids a process for their preparation and compositions containing them | |
| GB1386440A (en) | Substituted gonenes and processes for their preparation | |
| ES435108A1 (es) | Un procedimiento para la preparacion de nuevos compuestos deacidos xantona-2-carboxilicos 5, 7-disustituidos. | |
| GB1450693A (en) | Beta-3-oxo-7alpha-acylthio-17beta-hydroxy-4-androsten-or estren- 17alpha-yl- propionic acidderivatives |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed [section 19, patents act 1949] | ||
| PCNP | Patent ceased through non-payment of renewal fee |