NL8003001A - Nieuw derivaat van 1 alfa, 25-dihydroxy-cholecalciferol en werkwijzen voor het bereiden en toepassen van dit derivaat. - Google Patents
Nieuw derivaat van 1 alfa, 25-dihydroxy-cholecalciferol en werkwijzen voor het bereiden en toepassen van dit derivaat. Download PDFInfo
- Publication number
- NL8003001A NL8003001A NL8003001A NL8003001A NL8003001A NL 8003001 A NL8003001 A NL 8003001A NL 8003001 A NL8003001 A NL 8003001A NL 8003001 A NL8003001 A NL 8003001A NL 8003001 A NL8003001 A NL 8003001A
- Authority
- NL
- Netherlands
- Prior art keywords
- derivative
- solvate
- preparing
- cholecalciferol
- dihydroxy
- Prior art date
Links
- GMRQFYUYWCNGIN-NKMMMXOESA-N calcitriol Chemical compound C1(/[C@@H]2CC[C@@H]([C@]2(CCC1)C)[C@@H](CCCC(C)(C)O)C)=C\C=C1\C[C@@H](O)C[C@H](O)C1=C GMRQFYUYWCNGIN-NKMMMXOESA-N 0.000 title claims description 16
- 238000000034 method Methods 0.000 title claims description 14
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 15
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 claims description 12
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 11
- 150000001875 compounds Chemical class 0.000 claims description 11
- 239000012453 solvate Substances 0.000 claims description 11
- 239000003814 drug Substances 0.000 claims description 9
- 150000004682 monohydrates Chemical class 0.000 claims description 9
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 claims description 8
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 8
- 239000002904 solvent Substances 0.000 claims description 7
- GMRQFYUYWCNGIN-UHFFFAOYSA-N 1,25-Dihydroxy-vitamin D3' Natural products C1CCC2(C)C(C(CCCC(C)(C)O)C)CCC2C1=CC=C1CC(O)CC(O)C1=C GMRQFYUYWCNGIN-UHFFFAOYSA-N 0.000 claims description 2
- GMRQFYUYWCNGIN-ZVUFCXRFSA-N 1,25-dihydroxy vitamin D3 Chemical compound C1([C@@H]2CC[C@@H]([C@]2(CCC1)C)[C@@H](CCCC(C)(C)O)C)=CC=C1C[C@@H](O)C[C@H](O)C1=C GMRQFYUYWCNGIN-ZVUFCXRFSA-N 0.000 claims description 2
- 239000002552 dosage form Substances 0.000 claims description 2
- 239000007858 starting material Substances 0.000 claims description 2
- 238000004519 manufacturing process Methods 0.000 claims 1
- 229940079593 drug Drugs 0.000 description 6
- 238000002360 preparation method Methods 0.000 description 4
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- 239000004480 active ingredient Substances 0.000 description 3
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 2
- 239000011612 calcitriol Substances 0.000 description 2
- 235000020964 calcitriol Nutrition 0.000 description 2
- 239000011575 calcium Substances 0.000 description 2
- 229910052791 calcium Inorganic materials 0.000 description 2
- 239000002775 capsule Substances 0.000 description 2
- HQKMJHAJHXVSDF-UHFFFAOYSA-L magnesium stearate Chemical compound [Mg+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O HQKMJHAJHXVSDF-UHFFFAOYSA-L 0.000 description 2
- 239000000546 pharmaceutical excipient Substances 0.000 description 2
- BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Chemical compound [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 description 2
- 239000000843 powder Substances 0.000 description 2
- 239000011782 vitamin Substances 0.000 description 2
- 229940088594 vitamin Drugs 0.000 description 2
- 235000013343 vitamin Nutrition 0.000 description 2
- 229930003231 vitamin Natural products 0.000 description 2
- 150000003722 vitamin derivatives Chemical class 0.000 description 2
- USSIQXCVUWKGNF-UHFFFAOYSA-N 6-(dimethylamino)-4,4-diphenylheptan-3-one Chemical compound C=1C=CC=CC=1C(CC(C)N(C)C)(C(=O)CC)C1=CC=CC=C1 USSIQXCVUWKGNF-UHFFFAOYSA-N 0.000 description 1
- 244000215068 Acacia senegal Species 0.000 description 1
- GUBGYTABKSRVRQ-XLOQQCSPSA-N Alpha-Lactose Chemical compound O[C@@H]1[C@@H](O)[C@@H](O)[C@@H](CO)O[C@H]1O[C@@H]1[C@@H](CO)O[C@H](O)[C@H](O)[C@H]1O GUBGYTABKSRVRQ-XLOQQCSPSA-N 0.000 description 1
- 229920000084 Gum arabic Polymers 0.000 description 1
- 208000013038 Hypocalcemia Diseases 0.000 description 1
- GUBGYTABKSRVRQ-QKKXKWKRSA-N Lactose Natural products OC[C@H]1O[C@@H](O[C@H]2[C@H](O)[C@@H](O)C(O)O[C@@H]2CO)[C@H](O)[C@@H](O)[C@H]1O GUBGYTABKSRVRQ-QKKXKWKRSA-N 0.000 description 1
- 208000007101 Muscle Cramp Diseases 0.000 description 1
- 208000003217 Tetany Diseases 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- 239000000205 acacia gum Substances 0.000 description 1
- 235000010489 acacia gum Nutrition 0.000 description 1
- 239000008365 aqueous carrier Substances 0.000 description 1
- 210000000988 bone and bone Anatomy 0.000 description 1
- 229940110456 cocoa butter Drugs 0.000 description 1
- 235000019868 cocoa butter Nutrition 0.000 description 1
- 229940125773 compound 10 Drugs 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 238000004807 desolvation Methods 0.000 description 1
- 239000002270 dispersing agent Substances 0.000 description 1
- 239000008298 dragée Substances 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 239000003995 emulsifying agent Substances 0.000 description 1
- 239000003925 fat Substances 0.000 description 1
- 235000019197 fats Nutrition 0.000 description 1
- -1 for example Chemical compound 0.000 description 1
- 150000002334 glycols Chemical class 0.000 description 1
- 239000008187 granular material Substances 0.000 description 1
- 230000000705 hypocalcaemia Effects 0.000 description 1
- 210000000936 intestine Anatomy 0.000 description 1
- ZLVXBBHTMQJRSX-VMGNSXQWSA-N jdtic Chemical compound C1([C@]2(C)CCN(C[C@@H]2C)C[C@H](C(C)C)NC(=O)[C@@H]2NCC3=CC(O)=CC=C3C2)=CC=CC(O)=C1 ZLVXBBHTMQJRSX-VMGNSXQWSA-N 0.000 description 1
- 150000002576 ketones Chemical class 0.000 description 1
- 239000008101 lactose Substances 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 235000019359 magnesium stearate Nutrition 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 238000000655 nuclear magnetic resonance spectrum Methods 0.000 description 1
- 208000005368 osteomalacia Diseases 0.000 description 1
- 239000012188 paraffin wax Substances 0.000 description 1
- 239000000825 pharmaceutical preparation Substances 0.000 description 1
- 230000000144 pharmacologic effect Effects 0.000 description 1
- 239000006187 pill Substances 0.000 description 1
- 229910000027 potassium carbonate Inorganic materials 0.000 description 1
- 239000003755 preservative agent Substances 0.000 description 1
- 230000001737 promoting effect Effects 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 208000007442 rickets Diseases 0.000 description 1
- 230000009291 secondary effect Effects 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 238000001228 spectrum Methods 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 239000000829 suppository Substances 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 239000003826 tablet Substances 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- 230000001225 therapeutic effect Effects 0.000 description 1
- 235000013311 vegetables Nutrition 0.000 description 1
- 239000000080 wetting agent Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C401/00—Irradiation products of cholesterol or its derivatives; Vitamin D derivatives, 9,10-seco cyclopenta[a]phenanthrene or analogues obtained by chemical preparation without irradiation
-
- 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
-
- 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
- A61P3/12—Drugs for disorders of the metabolism for electrolyte homeostasis
- A61P3/14—Drugs for disorders of the metabolism for electrolyte homeostasis for calcium homeostasis
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2601/00—Systems containing only non-condensed rings
- C07C2601/12—Systems containing only non-condensed rings with a six-membered ring
- C07C2601/14—The ring being saturated
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2602/00—Systems containing two condensed rings
- C07C2602/02—Systems containing two condensed rings the rings having only two atoms in common
- C07C2602/14—All rings being cycloaliphatic
- C07C2602/24—All rings being cycloaliphatic the ring system containing nine carbon atoms, e.g. perhydroindane
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Diabetes (AREA)
- Hematology (AREA)
- Obesity (AREA)
- Veterinary Medicine (AREA)
- General Chemical & Material Sciences (AREA)
- Public Health (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Pharmacology & Pharmacy (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Rheumatology (AREA)
- Endocrinology (AREA)
- Nutrition Science (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
FR7913118 | 1979-05-23 | ||
FR7913118A FR2457282A1 (fr) | 1979-05-23 | 1979-05-23 | Nouveau derive du 1a,25 dihydroxy cholecalciferol, son procede de preparation et son application comme medicament |
Publications (1)
Publication Number | Publication Date |
---|---|
NL8003001A true NL8003001A (nl) | 1980-11-25 |
Family
ID=9225772
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
NL8003001A NL8003001A (nl) | 1979-05-23 | 1980-05-23 | Nieuw derivaat van 1 alfa, 25-dihydroxy-cholecalciferol en werkwijzen voor het bereiden en toepassen van dit derivaat. |
Country Status (19)
Country | Link |
---|---|
US (1) | US4435325A (pt) |
JP (1) | JPS55160758A (pt) |
AT (1) | AT371434B (pt) |
AU (1) | AU530140B2 (pt) |
BE (1) | BE883435A (pt) |
CA (1) | CA1140155A (pt) |
CH (1) | CH646146A5 (pt) |
DE (1) | DE3019885A1 (pt) |
ES (1) | ES491732A0 (pt) |
FR (1) | FR2457282A1 (pt) |
GB (1) | GB2051818B (pt) |
GR (1) | GR68548B (pt) |
HU (1) | HU182137B (pt) |
IL (1) | IL59857A (pt) |
IT (1) | IT1145684B (pt) |
NL (1) | NL8003001A (pt) |
PT (1) | PT71293B (pt) |
SE (1) | SE445345B (pt) |
ZA (1) | ZA802389B (pt) |
Families Citing this family (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4634692A (en) * | 1981-08-28 | 1987-01-06 | Hoffmann-La Roche Inc. | Synthesis of 1α,25-dihydroxy-24R-fluorocholecalciferol and 1α,25-dihydroxy-24S-fluorocholecalciferol |
US4610978A (en) * | 1983-03-22 | 1986-09-09 | Yissum Research Development Company Of The Hebrew University Of Jerusalem | Compositions containing 1α-hydroxycholecalciferol for topical treatment of skin disorders and methods employing same |
USRE33107E (en) * | 1983-03-22 | 1989-11-07 | Yissum Research Development Company Of The Hebrew University Of Jerusalem | Compositions containing 1α-hydroxycholecalciferol for topical treatment of skin disorders and methods employing same |
US4769181A (en) * | 1983-11-07 | 1988-09-06 | Wisconsin Alumni Research Foundation | 1,25-dihydroxyvitamin D2 compounds |
USRE39706E1 (en) * | 1993-01-15 | 2007-06-26 | Leo Pharma A/S | Crystalline form of a vitamin D analogue |
Family Cites Families (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3833622A (en) * | 1969-03-17 | 1974-09-03 | Upjohn Co | Crystalline 25-hydroxycholecalciferol hydrate and structurally related compounds |
US3697559A (en) * | 1971-02-25 | 1972-10-10 | Wisconsin Alumni Res Found | 1,25-dihydroxycholecalciferol |
JPS4934980A (pt) * | 1972-08-04 | 1974-03-30 | ||
US3901928A (en) * | 1973-01-10 | 1975-08-26 | Robert Henry Hesse | 1' ,3' -dihydroxy steroid-5-enes method of preparing same and their use for preparing 1' -hydroxy-25-hydrogen vitamin d compounds |
US3993675A (en) * | 1975-02-24 | 1976-11-23 | Hoffmann-La Roche Inc. | Process for the preparation of 1α,25-dihydroxycholecalciferol |
JPS51100056A (en) * | 1975-02-28 | 1976-09-03 | Chugai Pharmaceutical Co Ltd | 1 arufua 255 jihidorokishikorekarushifuerooruno seiho |
US4022768A (en) * | 1976-02-12 | 1977-05-10 | Wisconsin Alumni Research Foundation | Process for preparation of 1α,25-dihydroxycholecalciferol |
-
1979
- 1979-05-23 FR FR7913118A patent/FR2457282A1/fr active Granted
-
1980
- 1980-03-24 SE SE8002244A patent/SE445345B/sv not_active IP Right Cessation
- 1980-04-17 IL IL59857A patent/IL59857A/xx unknown
- 1980-04-21 ZA ZA00802389A patent/ZA802389B/xx unknown
- 1980-05-05 US US06/146,497 patent/US4435325A/en not_active Expired - Lifetime
- 1980-05-20 HU HU801252A patent/HU182137B/hu not_active IP Right Cessation
- 1980-05-21 AU AU58627/80A patent/AU530140B2/en not_active Ceased
- 1980-05-21 GR GR62007A patent/GR68548B/el unknown
- 1980-05-22 CA CA000352534A patent/CA1140155A/fr not_active Expired
- 1980-05-22 GB GB8016893A patent/GB2051818B/en not_active Expired
- 1980-05-22 BE BE0/200723A patent/BE883435A/fr not_active IP Right Cessation
- 1980-05-22 PT PT71293A patent/PT71293B/pt not_active IP Right Cessation
- 1980-05-22 ES ES491732A patent/ES491732A0/es active Granted
- 1980-05-22 CH CH402080A patent/CH646146A5/fr not_active IP Right Cessation
- 1980-05-22 IT IT48763/80A patent/IT1145684B/it active
- 1980-05-23 NL NL8003001A patent/NL8003001A/nl not_active Application Discontinuation
- 1980-05-23 AT AT0278780A patent/AT371434B/de not_active IP Right Cessation
- 1980-05-23 DE DE19803019885 patent/DE3019885A1/de active Granted
- 1980-05-23 JP JP6798480A patent/JPS55160758A/ja active Pending
Also Published As
Publication number | Publication date |
---|---|
FR2457282B1 (pt) | 1983-10-28 |
JPS55160758A (en) | 1980-12-13 |
PT71293A (fr) | 1980-06-01 |
PT71293B (fr) | 1981-09-21 |
GB2051818B (en) | 1983-06-29 |
GB2051818A (en) | 1981-01-21 |
AU5862780A (en) | 1980-11-27 |
AT371434B (de) | 1983-06-27 |
GR68548B (pt) | 1982-01-18 |
ATA278780A (de) | 1982-11-15 |
BE883435A (fr) | 1980-11-24 |
AU530140B2 (en) | 1983-07-07 |
DE3019885C2 (pt) | 1990-04-05 |
IL59857A (en) | 1983-12-30 |
IL59857A0 (en) | 1980-06-30 |
ZA802389B (en) | 1981-04-29 |
IT8048763A0 (it) | 1980-05-22 |
IT1145684B (it) | 1986-11-05 |
ES8102092A1 (es) | 1980-12-16 |
SE445345B (sv) | 1986-06-16 |
CA1140155A (fr) | 1983-01-25 |
SE8002244L (sv) | 1980-11-24 |
DE3019885A1 (de) | 1980-11-27 |
ES491732A0 (es) | 1980-12-16 |
US4435325A (en) | 1984-03-06 |
HU182137B (en) | 1983-12-28 |
FR2457282A1 (fr) | 1980-12-19 |
CH646146A5 (fr) | 1984-11-15 |
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Legal Events
Date | Code | Title | Description |
---|---|---|---|
A85 | Still pending on 85-01-01 | ||
BA | A request for search or an international-type search has been filed | ||
BB | A search report has been drawn up | ||
BC | A request for examination has been filed | ||
BV | The patent application has lapsed |