AU584071B2 - 1a-hydroxyvitamin d2 analogs and process for preparing same - Google Patents
1a-hydroxyvitamin d2 analogs and process for preparing sameInfo
- Publication number
- AU584071B2 AU584071B2 AU38895/85A AU3889585A AU584071B2 AU 584071 B2 AU584071 B2 AU 584071B2 AU 38895/85 A AU38895/85 A AU 38895/85A AU 3889585 A AU3889585 A AU 3889585A AU 584071 B2 AU584071 B2 AU 584071B2
- Authority
- AU
- Australia
- Prior art keywords
- compound
- compounds
- vitamin
- mixture
- product
- 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.)
- Ceased
Links
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- 238000004519 manufacturing process Methods 0.000 title description 2
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- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 4
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 4
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- 238000000034 method Methods 0.000 description 16
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- MZRVEZGGRBJDDB-UHFFFAOYSA-N N-Butyllithium Chemical compound [Li]CCCC MZRVEZGGRBJDDB-UHFFFAOYSA-N 0.000 description 2
- CZMRCDWAGMRECN-UGDNZRGBSA-N Sucrose Chemical compound O[C@H]1[C@H](O)[C@@H](CO)O[C@@]1(CO)O[C@@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O1 CZMRCDWAGMRECN-UGDNZRGBSA-N 0.000 description 2
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- 239000012071 phase Substances 0.000 description 1
- DGTNSSLYPYDJGL-UHFFFAOYSA-N phenyl isocyanate Chemical compound O=C=NC1=CC=CC=C1 DGTNSSLYPYDJGL-UHFFFAOYSA-N 0.000 description 1
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 1
- 239000010452 phosphate Substances 0.000 description 1
- 239000008363 phosphate buffer Substances 0.000 description 1
- 239000011574 phosphorus Substances 0.000 description 1
- 229910052698 phosphorus Inorganic materials 0.000 description 1
- 239000006187 pill Substances 0.000 description 1
- 238000012746 preparative thin layer chromatography Methods 0.000 description 1
- 230000002265 prevention Effects 0.000 description 1
- 230000035755 proliferation Effects 0.000 description 1
- 230000001737 promoting effect Effects 0.000 description 1
- 238000011321 prophylaxis Methods 0.000 description 1
- 239000010453 quartz Substances 0.000 description 1
- 230000001105 regulatory effect Effects 0.000 description 1
- 208000007442 rickets Diseases 0.000 description 1
- 239000012047 saturated solution Substances 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 239000000377 silicon dioxide Substances 0.000 description 1
- CHLCPTJLUJHDBO-UHFFFAOYSA-M sodium;benzenesulfinate Chemical compound [Na+].[O-]S(=O)C1=CC=CC=C1 CHLCPTJLUJHDBO-UHFFFAOYSA-M 0.000 description 1
- 210000004872 soft tissue Anatomy 0.000 description 1
- 238000003797 solvolysis reaction Methods 0.000 description 1
- 229940001941 soy protein Drugs 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 150000003431 steroids Chemical group 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- KDYFGRWQOYBRFD-UHFFFAOYSA-L succinate(2-) Chemical compound [O-]C(=O)CCC([O-])=O KDYFGRWQOYBRFD-UHFFFAOYSA-L 0.000 description 1
- 239000000829 suppository Substances 0.000 description 1
- 239000003826 tablet Substances 0.000 description 1
- 230000001225 therapeutic effect Effects 0.000 description 1
- 238000002560 therapeutic procedure Methods 0.000 description 1
- 210000001519 tissue Anatomy 0.000 description 1
- JOXIMZWYDAKGHI-UHFFFAOYSA-N toluene-4-sulfonic acid Chemical compound CC1=CC=C(S(O)(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-N 0.000 description 1
- QYSXJUFSXHHAJI-YRZJJWOYSA-N vitamin D3 Chemical class C1(/[C@@H]2CC[C@@H]([C@]2(CCC1)C)[C@H](C)CCCC(C)C)=C\C=C1\C[C@@H](O)CCC1=C QYSXJUFSXHHAJI-YRZJJWOYSA-N 0.000 description 1
- 238000010626 work up procedure Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C317/00—Sulfones; Sulfoxides
-
- 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
-
- 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
- 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
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07J—STEROIDS
- C07J71/00—Steroids in which the cyclopenta(a)hydrophenanthrene skeleton is condensed with a heterocyclic ring
- C07J71/0036—Nitrogen-containing hetero ring
- C07J71/0042—Nitrogen only
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07J—STEROIDS
- C07J9/00—Normal steroids containing carbon, hydrogen, halogen or oxygen substituted in position 17 beta by a chain of more than two carbon atoms, e.g. cholane, cholestane, coprostane
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Obesity (AREA)
- Diabetes (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Engineering & Computer Science (AREA)
- Hematology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- Nutrition Science (AREA)
- Endocrinology (AREA)
- Rheumatology (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 |
|---|---|---|---|
| US58616084A | 1984-03-05 | 1984-03-05 | |
| US586160 | 1984-03-05 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| AU3889585A AU3889585A (en) | 1985-09-24 |
| AU584071B2 true AU584071B2 (en) | 1989-05-18 |
Family
ID=24344548
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| AU38895/85A Ceased AU584071B2 (en) | 1984-03-05 | 1985-01-22 | 1a-hydroxyvitamin d2 analogs and process for preparing same |
Country Status (12)
| Country | Link |
|---|---|
| JP (1) | JPH064536B2 (en, 2012) |
| AU (1) | AU584071B2 (en, 2012) |
| BE (1) | BE901879A (en, 2012) |
| CH (1) | CH667658A5 (en, 2012) |
| DE (2) | DE3590080C2 (en, 2012) |
| DK (1) | DK153145C (en, 2012) |
| FR (1) | FR2560597B1 (en, 2012) |
| GB (1) | GB2155478B (en, 2012) |
| IE (1) | IE57951B1 (en, 2012) |
| IL (1) | IL74168A (en, 2012) |
| NL (1) | NL8520021A (en, 2012) |
| WO (1) | WO1985003939A1 (en, 2012) |
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB8915770D0 (en) * | 1989-07-10 | 1989-08-31 | Leo Pharm Prod Ltd | Chemical compounds |
| IN171449B (en, 2012) * | 1990-02-14 | 1992-10-17 | Wisconsin Alumni Res Found | |
| US5260290A (en) * | 1990-02-14 | 1993-11-09 | Wisconsin Alumni Research Foundation | Homologated vitamin D2 compounds and the corresponding 1α-hydroxylated derivatives |
| US5030772A (en) * | 1990-02-14 | 1991-07-09 | Deluca Hector F | Process for preparing vitamin D2 compounds and the corresponding 1 α-hydroxylated derivatives |
Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4267117A (en) * | 1978-06-19 | 1981-05-12 | The Upjohn Company | Compounds and process |
| AU2593784A (en) * | 1983-03-21 | 1984-09-27 | F. Hoffmann-La Roche Ag | Pharmaceutical ergocalciferols and intermediates |
| AU3837285A (en) * | 1984-01-30 | 1985-08-09 | Wisconsin Alumni Research Foundation | 1a, 25-DIHYDROXY-22Z-DEHYDROVITAMIN D COMPOUND |
Family Cites Families (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3880894A (en) * | 1974-05-24 | 1975-04-29 | Wisconsin Alumni Res Found | 1,25-Dihydroxyergocalciferol |
| US3907843A (en) * | 1974-06-14 | 1975-09-23 | Wisconsin Alumni Res Found | 1{60 -Hydroxyergocalciferol and processes for preparing same |
| US4195027A (en) * | 1978-01-16 | 1980-03-25 | Wisconsin Alumni Research Foundation | Process for preparing 1α-hydroxylated compounds |
| US4206131A (en) * | 1978-06-19 | 1980-06-03 | The Upjohn Company | Compounds and process |
| US4360471A (en) * | 1981-12-11 | 1982-11-23 | Wisconsin Alumni Research Foundation | 23-Dehydro-25-hydroxyvitamin D3 |
-
1985
- 1985-01-22 WO PCT/US1985/000097 patent/WO1985003939A1/en active Application Filing
- 1985-01-22 AU AU38895/85A patent/AU584071B2/en not_active Ceased
- 1985-01-22 NL NL8520021A patent/NL8520021A/nl unknown
- 1985-01-22 DE DE3590080A patent/DE3590080C2/de not_active Expired - Lifetime
- 1985-01-22 JP JP60500734A patent/JPH064536B2/ja not_active Expired - Lifetime
- 1985-01-22 CH CH4779/85A patent/CH667658A5/de not_active IP Right Cessation
- 1985-01-22 DE DE19853590080 patent/DE3590080T/de active Pending
- 1985-01-25 IL IL74168A patent/IL74168A/xx not_active IP Right Cessation
- 1985-03-01 IE IE520/85A patent/IE57951B1/en not_active IP Right Cessation
- 1985-03-04 GB GB08505486A patent/GB2155478B/en not_active Expired
- 1985-03-04 FR FR8503135A patent/FR2560597B1/fr not_active Expired
- 1985-03-05 BE BE0/214606A patent/BE901879A/fr not_active IP Right Cessation
- 1985-11-04 DK DK506985A patent/DK153145C/da not_active IP Right Cessation
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4267117A (en) * | 1978-06-19 | 1981-05-12 | The Upjohn Company | Compounds and process |
| AU2593784A (en) * | 1983-03-21 | 1984-09-27 | F. Hoffmann-La Roche Ag | Pharmaceutical ergocalciferols and intermediates |
| AU3837285A (en) * | 1984-01-30 | 1985-08-09 | Wisconsin Alumni Research Foundation | 1a, 25-DIHYDROXY-22Z-DEHYDROVITAMIN D COMPOUND |
Also Published As
| Publication number | Publication date |
|---|---|
| DK153145C (da) | 1988-10-31 |
| NL8520021A (nl) | 1986-02-03 |
| DE3590080T (de) | 1986-02-20 |
| DK153145B (da) | 1988-06-20 |
| AU3889585A (en) | 1985-09-24 |
| JPS61501447A (ja) | 1986-07-17 |
| IE57951B1 (en) | 1993-05-19 |
| DK506985A (da) | 1985-11-06 |
| FR2560597A1 (fr) | 1985-09-06 |
| JPH064536B2 (ja) | 1994-01-19 |
| IE850520L (en) | 1985-09-05 |
| IL74168A0 (en) | 1985-04-30 |
| FR2560597B1 (fr) | 1987-12-04 |
| WO1985003939A1 (en) | 1985-09-12 |
| GB2155478A (en) | 1985-09-25 |
| GB2155478B (en) | 1987-12-16 |
| DK506985D0 (da) | 1985-11-04 |
| GB8505486D0 (en) | 1985-04-03 |
| DE3590080C2 (en, 2012) | 1992-08-06 |
| CH667658A5 (de) | 1988-10-31 |
| BE901879A (fr) | 1985-07-01 |
| IL74168A (en) | 1988-11-15 |
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