GB1067986A - Substituted flavanoids and their preparation - Google Patents
Substituted flavanoids and their preparationInfo
- Publication number
- GB1067986A GB1067986A GB15897/66A GB1589766A GB1067986A GB 1067986 A GB1067986 A GB 1067986A GB 15897/66 A GB15897/66 A GB 15897/66A GB 1589766 A GB1589766 A GB 1589766A GB 1067986 A GB1067986 A GB 1067986A
- Authority
- GB
- United Kingdom
- Prior art keywords
- group
- formula
- amino
- groups
- reduction
- 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
- 238000002360 preparation method Methods 0.000 title abstract 2
- 125000004387 flavanoid group Chemical group 0.000 title 1
- 150000001875 compounds Chemical class 0.000 abstract 6
- 125000003277 amino group Chemical class 0.000 abstract 5
- -1 nitro, amino Chemical group 0.000 abstract 4
- 239000002253 acid Substances 0.000 abstract 3
- 238000006243 chemical reaction Methods 0.000 abstract 3
- 229910052739 hydrogen Inorganic materials 0.000 abstract 3
- QIGBRXMKCJKVMJ-UHFFFAOYSA-N Hydroquinone Chemical compound OC1=CC=C(O)C=C1 QIGBRXMKCJKVMJ-UHFFFAOYSA-N 0.000 abstract 2
- 125000003545 alkoxy group Chemical group 0.000 abstract 2
- WTEOIRVLGSZEPR-UHFFFAOYSA-N boron trifluoride Chemical compound FB(F)F WTEOIRVLGSZEPR-UHFFFAOYSA-N 0.000 abstract 2
- HVYWMOMLDIMFJA-DPAQBDIFSA-N cholesterol Chemical compound C1C=C2C[C@@H](O)CC[C@]2(C)[C@@H]2[C@@H]1[C@@H]1CC[C@H]([C@H](C)CCCC(C)C)[C@@]1(C)CC2 HVYWMOMLDIMFJA-DPAQBDIFSA-N 0.000 abstract 2
- 125000004356 hydroxy functional group Chemical group O* 0.000 abstract 2
- SATCULPHIDQDRE-UHFFFAOYSA-N piperonal Chemical compound O=CC1=CC=C2OCOC2=C1 SATCULPHIDQDRE-UHFFFAOYSA-N 0.000 abstract 2
- FAGHITZLJQFYNE-UHFFFAOYSA-N 1-(2,5-dihydroxyphenyl)hexan-1-one Chemical compound CCCCCC(=O)C1=CC(O)=CC=C1O FAGHITZLJQFYNE-UHFFFAOYSA-N 0.000 abstract 1
- HUHXLHLWASNVDB-UHFFFAOYSA-N 2-(oxan-2-yloxy)oxane Chemical compound O1CCCCC1OC1OCCCC1 HUHXLHLWASNVDB-UHFFFAOYSA-N 0.000 abstract 1
- 229910015900 BF3 Inorganic materials 0.000 abstract 1
- 125000004442 acylamino group Chemical group 0.000 abstract 1
- 230000010933 acylation Effects 0.000 abstract 1
- 238000005917 acylation reaction Methods 0.000 abstract 1
- 125000004423 acyloxy group Chemical group 0.000 abstract 1
- 125000003302 alkenyloxy group Chemical group 0.000 abstract 1
- 125000000217 alkyl group Chemical group 0.000 abstract 1
- 230000029936 alkylation Effects 0.000 abstract 1
- 238000005804 alkylation reaction Methods 0.000 abstract 1
- 125000002947 alkylene group Chemical group 0.000 abstract 1
- 150000001450 anions Chemical class 0.000 abstract 1
- 230000002921 anti-spasmodic effect Effects 0.000 abstract 1
- 125000004432 carbon atom Chemical group C* 0.000 abstract 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 abstract 1
- 150000001732 carboxylic acid derivatives Chemical class 0.000 abstract 1
- 150000001733 carboxylic acid esters Chemical group 0.000 abstract 1
- 235000012000 cholesterol Nutrition 0.000 abstract 1
- 239000000812 cholinergic antagonist Substances 0.000 abstract 1
- 125000000000 cycloalkoxy group Chemical group 0.000 abstract 1
- 230000001076 estrogenic effect Effects 0.000 abstract 1
- 238000006266 etherification reaction Methods 0.000 abstract 1
- 238000010438 heat treatment Methods 0.000 abstract 1
- 125000003187 heptyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 abstract 1
- 125000004051 hexyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 abstract 1
- 239000001257 hydrogen Substances 0.000 abstract 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 1
- 238000007327 hydrogenolysis reaction Methods 0.000 abstract 1
- 230000007062 hydrolysis Effects 0.000 abstract 1
- 238000006460 hydrolysis reaction Methods 0.000 abstract 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract 1
- 125000001972 isopentyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])C([H])([H])* 0.000 abstract 1
- 125000000468 ketone group Chemical group 0.000 abstract 1
- 125000000740 n-pentyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 abstract 1
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 abstract 1
- 238000006146 oximation reaction Methods 0.000 abstract 1
- 238000007911 parenteral administration Methods 0.000 abstract 1
- 239000008194 pharmaceutical composition Substances 0.000 abstract 1
- 229940081310 piperonal Drugs 0.000 abstract 1
- 150000003242 quaternary ammonium salts Chemical class 0.000 abstract 1
- 238000007363 ring formation reaction Methods 0.000 abstract 1
- 229920006395 saturated elastomer Polymers 0.000 abstract 1
- 238000011200 topical administration Methods 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D311/00—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings
- C07D311/02—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings ortho- or peri-condensed with carbocyclic rings or ring systems
- C07D311/04—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring
- C07D311/58—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring other than with oxygen or sulphur atoms in position 2 or 4
- C07D311/60—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring other than with oxygen or sulphur atoms in position 2 or 4 with aryl radicals attached in position 2
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D311/00—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings
- C07D311/02—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings ortho- or peri-condensed with carbocyclic rings or ring systems
- C07D311/04—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring
- C07D311/22—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring with oxygen or sulfur atoms directly attached in position 4
- C07D311/26—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring with oxygen or sulfur atoms directly attached in position 4 with aromatic rings attached in position 2 or 3
- C07D311/28—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring with oxygen or sulfur atoms directly attached in position 4 with aromatic rings attached in position 2 or 3 with aromatic rings attached in position 2 only
- C07D311/32—2,3-Dihydro derivatives, e.g. flavanones
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D311/00—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings
- C07D311/02—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings ortho- or peri-condensed with carbocyclic rings or ring systems
- C07D311/04—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring
- C07D311/58—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring other than with oxygen or sulphur atoms in position 2 or 4
- C07D311/68—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring other than with oxygen or sulphur atoms in position 2 or 4 with nitrogen atoms directly attached in position 4
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DEM0064983 | 1965-04-23 | ||
| DEM0066372 | 1965-08-19 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1067986A true GB1067986A (en) | 1967-05-10 |
Family
ID=25987687
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB15897/66A Expired GB1067986A (en) | 1965-04-23 | 1966-04-12 | Substituted flavanoids and their preparation |
Country Status (8)
| Country | Link |
|---|---|
| US (1) | US3462455A (https=) |
| BE (1) | BE679916A (https=) |
| CH (1) | CH469698A (https=) |
| DE (1) | DE1518015C3 (https=) |
| ES (1) | ES325862A1 (https=) |
| FR (1) | FR6009M (https=) |
| GB (1) | GB1067986A (https=) |
| NL (1) | NL6605086A (https=) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0025599A1 (en) * | 1979-09-13 | 1981-03-25 | The Wellcome Foundation Limited | Benzopyran compounds, useful as chemotherapeutic agents |
| EP0415566A1 (en) * | 1989-08-03 | 1991-03-06 | SHIONOGI SEIYAKU KABUSHIKI KAISHA trading under the name of SHIONOGI & CO. LTD. | Heterocyclic compounds, processes for producing them and pharmaceutical compositions comprising them |
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4376781A (en) * | 1978-02-27 | 1983-03-15 | Inverni Della Beffa S.P.A. | Pharmaceutical compositions |
| DE3505611A1 (de) * | 1984-11-26 | 1986-05-28 | Merck Patent Gmbh, 6100 Darmstadt | Halogen-hydroxy-flavone |
| US4758679A (en) * | 1986-07-18 | 1988-07-19 | Pennwalt Corporation | Preparation of 7-(3-(propylamino)-2-hydroxypropoxy)flavone |
| DE4011187A1 (de) * | 1990-04-06 | 1991-10-10 | Hoechst Ag | Substituierte 3-thia- bzw. 3-oxa-alkyl-flavone, verfahren zu ihrer herstellung, verwendung derselben, arzneimittel auf basis dieser verbindungen sowie zwischenprodukte |
-
1965
- 1965-04-23 DE DE1518015A patent/DE1518015C3/de not_active Expired
-
1966
- 1966-03-23 CH CH419766A patent/CH469698A/de unknown
- 1966-04-12 GB GB15897/66A patent/GB1067986A/en not_active Expired
- 1966-04-15 NL NL6605086A patent/NL6605086A/xx unknown
- 1966-04-19 US US543558A patent/US3462455A/en not_active Expired - Lifetime
- 1966-04-22 BE BE679916D patent/BE679916A/xx unknown
- 1966-04-22 ES ES0325862A patent/ES325862A1/es not_active Expired
- 1966-04-22 FR FR58656A patent/FR6009M/fr not_active Expired
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0025599A1 (en) * | 1979-09-13 | 1981-03-25 | The Wellcome Foundation Limited | Benzopyran compounds, useful as chemotherapeutic agents |
| EP0415566A1 (en) * | 1989-08-03 | 1991-03-06 | SHIONOGI SEIYAKU KABUSHIKI KAISHA trading under the name of SHIONOGI & CO. LTD. | Heterocyclic compounds, processes for producing them and pharmaceutical compositions comprising them |
| US5268386A (en) * | 1989-08-03 | 1993-12-07 | Shionogi & Co., Ltd. | Certain 3,4-dihydro 4-oxospiro [2H-1 benzopyrans] useful for treating hyperuricemia |
Also Published As
| Publication number | Publication date |
|---|---|
| DE1518015B2 (de) | 1973-10-25 |
| FR6009M (https=) | 1968-05-06 |
| NL6605086A (https=) | 1966-10-24 |
| ES325862A1 (es) | 1967-03-01 |
| CH469698A (de) | 1969-03-15 |
| DE1518015C3 (de) | 1974-06-06 |
| DE1518015A1 (de) | 1969-08-14 |
| BE679916A (https=) | 1966-10-24 |
| US3462455A (en) | 1969-08-19 |
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