NO300372B1 - Nye <alfa>-mannosidaseinhibitorer - Google Patents
Nye <alfa>-mannosidaseinhibitorer Download PDFInfo
- Publication number
- NO300372B1 NO300372B1 NO940972A NO940972A NO300372B1 NO 300372 B1 NO300372 B1 NO 300372B1 NO 940972 A NO940972 A NO 940972A NO 940972 A NO940972 A NO 940972A NO 300372 B1 NO300372 B1 NO 300372B1
- Authority
- NO
- Norway
- Prior art keywords
- phenylmethoxy
- tris
- acid
- octahydro
- methyl
- Prior art date
Links
- 239000002603 mannosidase inhibitor Substances 0.000 title description 3
- 150000001875 compounds Chemical class 0.000 claims description 56
- -1 1,3-dihydroxyprop-2-yl Chemical group 0.000 claims description 39
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 27
- 238000002360 preparation method Methods 0.000 claims description 10
- 150000003839 salts Chemical class 0.000 claims description 7
- 125000003147 glycosyl group Chemical group 0.000 claims description 5
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 5
- 239000003937 drug carrier Substances 0.000 claims description 4
- 239000001257 hydrogen Substances 0.000 claims description 4
- 229910052739 hydrogen Inorganic materials 0.000 claims description 4
- 125000000311 mannosyl group Chemical group C1([C@@H](O)[C@@H](O)[C@H](O)[C@H](O1)CO)* 0.000 claims description 4
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 3
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 2
- 239000000825 pharmaceutical preparation Substances 0.000 claims 1
- 108010012864 alpha-Mannosidase Proteins 0.000 abstract description 6
- 102000019199 alpha-Mannosidase Human genes 0.000 abstract description 6
- 230000003308 immunostimulating effect Effects 0.000 abstract description 5
- 239000000718 radiation-protective agent Substances 0.000 abstract description 5
- 239000002257 antimetastatic agent Substances 0.000 abstract description 4
- 230000001767 chemoprotection Effects 0.000 abstract description 4
- 239000003112 inhibitor Substances 0.000 abstract description 4
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- 125000001511 cyclopentyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 description 27
- 125000004172 4-methoxyphenyl group Chemical group [H]C1=C([H])C(OC([H])([H])[H])=C([H])C([H])=C1* 0.000 description 24
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- 229940035049 sorbitan monooleate Drugs 0.000 description 1
- 239000003549 soybean oil Substances 0.000 description 1
- 235000012424 soybean oil Nutrition 0.000 description 1
- 238000010561 standard procedure Methods 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 150000003460 sulfonic acids Chemical class 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 239000006188 syrup Substances 0.000 description 1
- 235000020357 syrup Nutrition 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- 239000011975 tartaric acid Substances 0.000 description 1
- 235000002906 tartaric acid Nutrition 0.000 description 1
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- 238000011200 topical administration Methods 0.000 description 1
- QORWJWZARLRLPR-UHFFFAOYSA-H tricalcium bis(phosphate) Chemical compound [Ca+2].[Ca+2].[Ca+2].[O-]P([O-])([O-])=O.[O-]P([O-])([O-])=O QORWJWZARLRLPR-UHFFFAOYSA-H 0.000 description 1
- 230000004614 tumor growth Effects 0.000 description 1
- 102000003390 tumor necrosis factor Human genes 0.000 description 1
- 235000013311 vegetables Nutrition 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
- 125000000969 xylosyl group Chemical group C1([C@H](O)[C@@H](O)[C@H](O)CO1)* 0.000 description 1
- XOOUIPVCVHRTMJ-UHFFFAOYSA-L zinc stearate Chemical compound [Zn+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O XOOUIPVCVHRTMJ-UHFFFAOYSA-L 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D221/00—Heterocyclic compounds containing six-membered rings having one nitrogen atom as the only ring hetero atom, not provided for by groups C07D211/00 - C07D219/00
- C07D221/02—Heterocyclic compounds containing six-membered rings having one nitrogen atom as the only ring hetero atom, not provided for by groups C07D211/00 - C07D219/00 condensed with carbocyclic rings or ring systems
- C07D221/04—Ortho- or peri-condensed ring systems
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P35/00—Antineoplastic agents
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P37/00—Drugs for immunological or allergic disorders
-
- 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
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P7/00—Drugs for disorders of the blood or the extracellular fluid
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H19/00—Compounds containing a hetero ring sharing one ring hetero atom with a saccharide radical; Nucleosides; Mononucleotides; Anhydro-derivatives thereof
- C07H19/02—Compounds containing a hetero ring sharing one ring hetero atom with a saccharide radical; Nucleosides; Mononucleotides; Anhydro-derivatives thereof sharing nitrogen
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- General Chemical & Material Sciences (AREA)
- Pharmacology & Pharmacy (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Animal Behavior & Ethology (AREA)
- Medicinal Chemistry (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Biochemistry (AREA)
- Biotechnology (AREA)
- Genetics & Genomics (AREA)
- Molecular Biology (AREA)
- Hematology (AREA)
- Diabetes (AREA)
- Immunology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
- Enzymes And Modification Thereof (AREA)
- Peptides Or Proteins (AREA)
- Preparation Of Compounds By Using Micro-Organisms (AREA)
- Indole Compounds (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US76157991A | 1991-09-18 | 1991-09-18 | |
| US07/893,171 US5262425A (en) | 1991-09-18 | 1992-06-03 | α-mannosidase inhibitors |
| PCT/US1992/006707 WO1993005781A1 (en) | 1991-09-18 | 1992-08-10 | Novel alpha-mannosidase inhibitors |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| NO940972L NO940972L (no) | 1994-03-17 |
| NO940972D0 NO940972D0 (no) | 1994-03-17 |
| NO300372B1 true NO300372B1 (no) | 1997-05-20 |
Family
ID=27117010
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| NO940972A NO300372B1 (no) | 1991-09-18 | 1994-03-17 | Nye <alfa>-mannosidaseinhibitorer |
Country Status (15)
| Country | Link |
|---|---|
| US (1) | US5262425A (ja) |
| EP (1) | EP0641327B1 (ja) |
| JP (1) | JP3226173B2 (ja) |
| KR (1) | KR100244012B1 (ja) |
| AT (1) | ATE175960T1 (ja) |
| AU (1) | AU659486B2 (ja) |
| CA (1) | CA2116224C (ja) |
| DE (1) | DE69228259T2 (ja) |
| DK (1) | DK0641327T3 (ja) |
| ES (1) | ES2127758T3 (ja) |
| FI (1) | FI105270B (ja) |
| GR (1) | GR3029745T3 (ja) |
| HU (1) | HU216789B (ja) |
| NO (1) | NO300372B1 (ja) |
| WO (1) | WO1993005781A1 (ja) |
Families Citing this family (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5773239A (en) * | 1993-10-19 | 1998-06-30 | Mount Sinai Hospital Corporation. | Mannosidase inhibitors, process for their preparation and their use as therapeutic agents |
| US5650413A (en) * | 1995-06-07 | 1997-07-22 | Glycodesign Inc. | Derivatives of swainsonine, processes for their preparation and their use as therapeutic agents |
| WO1998014446A1 (en) * | 1996-10-01 | 1998-04-09 | Glycodesign Inc. | Novel 3, 5, and/or 6 substituted analogues of swainsonine, processes for their preparation and their use as therapeutic agents |
| US6395745B1 (en) | 1997-04-15 | 2002-05-28 | Glycodesign, Inc. | Alkaloid halide salts of swainsonine and methods of use |
| US6245316B1 (en) | 1997-10-08 | 2001-06-12 | David Platt | Enhancement of delivery of radioimaging and radioprotective agents |
| WO1999021858A1 (en) * | 1997-10-24 | 1999-05-06 | Glycodesign Inc. | Synthesis of swainsonine salts |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4031102A (en) * | 1972-10-21 | 1977-06-21 | John Wyeth & Brother Limited | Cyclopenteno[b]pyridine derivatives |
| GB2088860B (en) * | 1980-12-09 | 1984-05-23 | Wyeth John & Brother Ltd | Process for preparing ring-fused pyridine derivatives |
-
1992
- 1992-06-03 US US07/893,171 patent/US5262425A/en not_active Expired - Fee Related
- 1992-08-10 AT AT92918131T patent/ATE175960T1/de not_active IP Right Cessation
- 1992-08-10 EP EP92918131A patent/EP0641327B1/en not_active Expired - Lifetime
- 1992-08-10 JP JP50602793A patent/JP3226173B2/ja not_active Expired - Fee Related
- 1992-08-10 DE DE69228259T patent/DE69228259T2/de not_active Expired - Fee Related
- 1992-08-10 CA CA002116224A patent/CA2116224C/en not_active Expired - Fee Related
- 1992-08-10 HU HU9400787A patent/HU216789B/hu not_active IP Right Cessation
- 1992-08-10 AU AU24771/92A patent/AU659486B2/en not_active Ceased
- 1992-08-10 DK DK92918131T patent/DK0641327T3/da active
- 1992-08-10 ES ES92918131T patent/ES2127758T3/es not_active Expired - Lifetime
- 1992-08-10 WO PCT/US1992/006707 patent/WO1993005781A1/en active IP Right Grant
- 1992-08-10 KR KR1019940700863A patent/KR100244012B1/ko not_active IP Right Cessation
-
1994
- 1994-03-17 NO NO940972A patent/NO300372B1/no unknown
- 1994-03-17 FI FI941259A patent/FI105270B/fi active
-
1999
- 1999-03-19 GR GR990400830T patent/GR3029745T3/el unknown
Also Published As
| Publication number | Publication date |
|---|---|
| HU9400787D0 (en) | 1994-06-28 |
| EP0641327A4 (en) | 1994-06-01 |
| JP3226173B2 (ja) | 2001-11-05 |
| DK0641327T3 (da) | 1999-09-13 |
| CA2116224C (en) | 2003-06-03 |
| EP0641327A1 (en) | 1995-03-08 |
| ATE175960T1 (de) | 1999-02-15 |
| DE69228259T2 (de) | 1999-06-02 |
| ES2127758T3 (es) | 1999-05-01 |
| FI105270B (fi) | 2000-07-14 |
| HUT70527A (en) | 1995-10-30 |
| EP0641327B1 (en) | 1999-01-20 |
| GR3029745T3 (en) | 1999-06-30 |
| WO1993005781A1 (en) | 1993-04-01 |
| AU2477192A (en) | 1993-04-27 |
| FI941259A (fi) | 1994-03-17 |
| NO940972L (no) | 1994-03-17 |
| NO940972D0 (no) | 1994-03-17 |
| DE69228259D1 (de) | 1999-03-04 |
| CA2116224A1 (en) | 1993-04-01 |
| JPH06510785A (ja) | 1994-12-01 |
| US5262425A (en) | 1993-11-16 |
| AU659486B2 (en) | 1995-05-18 |
| FI941259A0 (fi) | 1994-03-17 |
| KR100244012B1 (ko) | 2000-03-02 |
| HU216789B (hu) | 1999-08-30 |
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