GB1053339A - - Google Patents
Info
- Publication number
- GB1053339A GB1053339A GB1053339DA GB1053339A GB 1053339 A GB1053339 A GB 1053339A GB 1053339D A GB1053339D A GB 1053339DA GB 1053339 A GB1053339 A GB 1053339A
- Authority
- GB
- United Kingdom
- Prior art keywords
- formula
- hydrogen atom
- radical
- compounds
- hydroxyl
- 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.)
- Active
Links
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 10
- 150000001875 compounds Chemical class 0.000 abstract 9
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 abstract 5
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract 5
- 239000002841 Lewis acid Substances 0.000 abstract 4
- 150000007517 lewis acids Chemical class 0.000 abstract 4
- 238000005903 acid hydrolysis reaction Methods 0.000 abstract 3
- 238000006047 enzymatic hydrolysis reaction Methods 0.000 abstract 3
- 229910052739 hydrogen Inorganic materials 0.000 abstract 3
- 239000001257 hydrogen Substances 0.000 abstract 3
- TUJKJAMUKRIRHC-UHFFFAOYSA-N hydroxyl Chemical compound [OH] TUJKJAMUKRIRHC-UHFFFAOYSA-N 0.000 abstract 3
- LMBFAGIMSUYTBN-MPZNNTNKSA-N teixobactin Chemical compound C([C@H](C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H](CCC(N)=O)C(=O)N[C@H]([C@@H](C)CC)C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H]1C(N[C@@H](C)C(=O)N[C@@H](C[C@@H]2NC(=N)NC2)C(=O)N[C@H](C(=O)O[C@H]1C)[C@@H](C)CC)=O)NC)C1=CC=CC=C1 LMBFAGIMSUYTBN-MPZNNTNKSA-N 0.000 abstract 3
- 230000002255 enzymatic effect Effects 0.000 abstract 2
- 230000007071 enzymatic hydrolysis Effects 0.000 abstract 2
- 150000002431 hydrogen Chemical class 0.000 abstract 2
- 150000007524 organic acids Chemical class 0.000 abstract 2
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 abstract 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 1
- 239000004480 active ingredient Substances 0.000 abstract 1
- 230000002927 anti-mitotic effect Effects 0.000 abstract 1
- 150000001732 carboxylic acid derivatives Chemical class 0.000 abstract 1
- 229930182478 glucoside Natural products 0.000 abstract 1
- 150000008131 glucosides Chemical class 0.000 abstract 1
- 229930013686 lignan Natural products 0.000 abstract 1
- 150000005692 lignans Chemical class 0.000 abstract 1
- 235000009408 lignans Nutrition 0.000 abstract 1
- 150000007522 mineralic acids Chemical class 0.000 abstract 1
- 239000000203 mixture Substances 0.000 abstract 1
- 230000001225 therapeutic effect Effects 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H17/00—Compounds containing heterocyclic radicals directly attached to hetero atoms of saccharide radicals
- C07H17/04—Heterocyclic radicals containing only oxygen as ring hetero atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D317/00—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms
- C07D317/08—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3
- C07D317/44—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 ortho- or peri-condensed with carbocyclic rings or ring systems
- C07D317/70—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 ortho- or peri-condensed with carbocyclic rings or ring systems condensed with ring systems containing two or more relevant rings
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D17/00—Pigment pastes, e.g. for mixing in paints
- C09D17/004—Pigment pastes, e.g. for mixing in paints containing an inorganic pigment
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D17/00—Detergent materials or soaps characterised by their shape or physical properties
- C11D17/0008—Detergent materials or soaps characterised by their shape or physical properties aqueous liquid non soap compositions
- C11D17/0026—Structured liquid compositions, e.g. liquid crystalline phases or network containing non-Newtonian phase
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
- D06M23/00—Treatment of fibres, threads, yarns, fabrics or fibrous goods made from such materials, characterised by the process
- D06M23/08—Processes in which the treating agent is applied in powder or granular form
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Life Sciences & Earth Sciences (AREA)
- Wood Science & Technology (AREA)
- Biochemistry (AREA)
- General Health & Medical Sciences (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Crystallography & Structural Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Textile Engineering (AREA)
- Biotechnology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Genetics & Genomics (AREA)
- Molecular Biology (AREA)
- Inorganic Chemistry (AREA)
- Materials Engineering (AREA)
- Saccharide Compounds (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
1,053,339. New compounds of the lignan series. SANDOZ PATENTS Ltd. March 17, 1964 [March 29, 1963; Jan. 7, 1964; Feb. 3, 1964; Feb. 10, 1964 (3)1, No. 11121/64. Heading C2C. The invention comprises (1) novel compounds of Formula I in which each of R 1 and R 2 represents a hydrogen atom, or one of them is a hydroxyl radical or glucosido radical and the other a hydrogen atom, and R 3 is a hydrogen atom or a C 1 -C 4 alkyl group, and R 4 is a C 1 -C 4 alkyl radical, and (2) the preparation of compounds (a) of Formula I in which R 1 is a hydrogen atom, or an hydroxyl or glucosido radical, and R 2 is hydrogen, by reacting a compound of Formula II in which R 5 has the same meaning as R 1 with an alcohol R 4 OH in the presence of a Lewis acid; (b) of Formula I in which R 1 is a hydrogen atom and R 2 is a hydroxyl or glucosido radical, by reacting a compound of Formula IV in which R 6 has the same meaning as R 2 with an alcohol R 4 OH in the presence of a Lewis acid; (c) compounds of Formula I in which R 1 is an hydroxy group and R 2 is hydrogen, by subjecting the corresponding #-glucoside to enzymatic or acid hydrolysis, or by subjecting a compound of Formula II in which R 5 is a glucosido radical to enzymatic or mild acid hydrolysis, and reacting the product with an alcohol R 4 OH in the presence of an inorganic or strong organic acid or a Lewis acid, any mild acid hydrolysis being effected with an aqueous organic carboxylic acid at a temperature not exceeding 80 C.; (d) compounds of Formula I in which R 1 is a hydrogen atom and R 2 is a hydroxyl group, by subjecting the corresponding glucoside to enzymatic hydrolysis, or by subjecting a compound of Formula IV in which R 6 is a glucosido radical to enzymatic hydrolysis and reacting the product with an alcohol R 4 OH in the presence of a Lewis acid; and (e) compounds of Formula I in which R, is a hydrogen atom or hydroxyl radical and R 2 is hydrogen by reacting a compound of Formula II in which R 5 represents a hydrogen atom or a hydroxyl or glucosido radical with an alcohol R 4 OH in the presence of a strong organic or inorganic acid. Therapeutic compositions having anti-mitotic action which may be administered enterally or parenterally contain as active ingredient compounds of Formula I in which each of R 1 and R 2 represents a hydrogen atom, or one of them is a hydrogen atom, and the other is a hydroxyl radical, and R 3 and R 4 are as defined above.
Applications Claiming Priority (6)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH405463A CH427848A (en) | 1963-03-29 | 1963-03-29 | Process for the production of new compounds from the Lignan range |
| CH15364 | 1964-01-07 | ||
| CH121864 | 1964-02-03 | ||
| CH154664A CH464955A (en) | 1963-03-29 | 1964-02-10 | Process for the production of new compounds from the Lignan range |
| CH154564 | 1964-02-10 | ||
| CH154464 | 1964-02-10 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1053339A true GB1053339A (en) |
Family
ID=27543575
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB1053339D Active GB1053339A (en) | 1963-03-29 |
Country Status (9)
| Country | Link |
|---|---|
| BE (1) | BE645854A (en) |
| CH (2) | CH427848A (en) |
| DK (1) | DK112245B (en) |
| FR (1) | FR3671M (en) |
| GB (1) | GB1053339A (en) |
| LU (1) | LU45761A1 (en) |
| NL (1) | NL6403149A (en) |
| NO (1) | NO115582B (en) |
| OA (1) | OA01224A (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US7941989B2 (en) | 2007-09-04 | 2011-05-17 | Everflash, Llc | Deck flashing trim system |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4958010A (en) * | 1988-02-16 | 1990-09-18 | Bristol-Myers Company | Epipodophyllotoxin glucoside lactam derivatives |
-
0
- GB GB1053339D patent/GB1053339A/en active Active
-
1963
- 1963-03-29 CH CH405463A patent/CH427848A/en unknown
-
1964
- 1964-02-10 CH CH154664A patent/CH464955A/en unknown
- 1964-03-24 NL NL6403149A patent/NL6403149A/xx unknown
- 1964-03-25 NO NO160262A patent/NO115582B/no unknown
- 1964-03-27 BE BE645854D patent/BE645854A/xx unknown
- 1964-03-27 LU LU45761D patent/LU45761A1/xx unknown
- 1964-06-25 FR FR979635A patent/FR3671M/en active Active
- 1964-12-31 OA OA51408A patent/OA01224A/en unknown
-
1965
- 1965-11-05 DK DK570365AA patent/DK112245B/en unknown
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US7941989B2 (en) | 2007-09-04 | 2011-05-17 | Everflash, Llc | Deck flashing trim system |
| US8407960B2 (en) | 2007-09-04 | 2013-04-02 | Everflash, Llc | Deck flashing trim system |
Also Published As
| Publication number | Publication date |
|---|---|
| BE645854A (en) | 1964-09-28 |
| FR3671M (en) | 1965-11-08 |
| CH154664A4 (en) | 1968-12-31 |
| LU45761A1 (en) | 1964-09-27 |
| NO115582B (en) | 1968-10-28 |
| NL6403149A (en) | 1964-09-30 |
| CH464955A (en) | 1968-12-31 |
| OA01224A (en) | 1969-01-25 |
| DK112245B (en) | 1968-11-25 |
| CH427848A (en) | 1967-01-15 |
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