GB1419919A - Chroman and chromene compounds - Google Patents
Chroman and chromene compoundsInfo
- Publication number
- GB1419919A GB1419919A GB3155374A GB3155374A GB1419919A GB 1419919 A GB1419919 A GB 1419919A GB 3155374 A GB3155374 A GB 3155374A GB 3155374 A GB3155374 A GB 3155374A GB 1419919 A GB1419919 A GB 1419919A
- Authority
- GB
- United Kingdom
- Prior art keywords
- alkyl
- compounds
- july
- alkoxy
- alkali metal
- 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
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
- C07D311/64—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring other than with oxygen or sulphur atoms in position 2 or 4 with oxygen atoms directly attached in position 8
-
- 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
- C07D311/06—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring with oxygen or sulfur atoms directly attached in position 2
- C07D311/08—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring with oxygen or sulfur atoms directly attached in position 2 not hydrogenated in the hetero ring
- C07D311/16—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring with oxygen or sulfur atoms directly attached in position 2 not hydrogenated in the hetero ring substituted in position 7
-
- 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
Abstract
1419919 Benzopyran derivatives SMITHKLINE CORP 17 July 1974 [18 July 1973] 31553/74 Heading C2C The invention comprises compounds of formula wherein R 1 is C 1-6 alkyl; R 2 is C 5-6 cycloalkyl or cycloalkenyl; R 3 is OH (or its alkali metal salt), C 1-6 alkoxy or C 2-6 alkanoyloxy; R 4 is C 5-12 alkyl or alkoxy; and the broken line represents an optional additional bond. In examples, the fully unsaturated benzopyrans (R 3 =OH) are prepared by reacting the analogous coumarins (CR 1 R 1 =C:O) with R 1 Mg halide and may be subsequently etherified, esterified, or converted to the corresponding alkali metal salt or the 3,4- dihydro-compounds. Starting materials prepared are those of formulae R<SP>1</SP> 2 COCl (R<SP>1</SP> 2 = cyclopent- and cyclohex-2-enyl); R 2 COCH 2 CO 2 Et; QCXMeCOMe, QCXMeC(OH)MeY, QCXMeCHMeY and Q<SP>1</SP>CXMeCHMeY [Q = 3,5-(MeO) 2 C 6 H 3 , Q<SP>1</SP> = 3,5-(HO) 2 C 6 H 3 and either X = Me, Y = n-hexyl, or X = H, Y = n-octyl]; and ZOC 6 H 3 (OH) 2 (Z = C 5-10 alkyl). Therapeutic compositions which may be administered orally, parenterally or rectally, comprise compounds of the above formula, which have C.N.S. depressant, sedative and tranquillizing activity and possibly also analgesic, hypotensive, antiinflammatory and diuretic activity.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US380446A US3923836A (en) | 1973-07-18 | 1973-07-18 | Chroman and chromene compounds |
Publications (1)
Publication Number | Publication Date |
---|---|
GB1419919A true GB1419919A (en) | 1975-12-31 |
Family
ID=23501188
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB3155374A Expired GB1419919A (en) | 1973-07-18 | 1974-07-17 | Chroman and chromene compounds |
Country Status (5)
Country | Link |
---|---|
US (1) | US3923836A (en) |
JP (1) | JPS5040572A (en) |
BE (1) | BE817487A (en) |
DE (1) | DE2434659A1 (en) |
GB (1) | GB1419919A (en) |
Families Citing this family (25)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4062870A (en) * | 1974-05-31 | 1977-12-13 | Beecham Group Limited | Chroman derivatives |
US4138401A (en) * | 1976-03-29 | 1979-02-06 | The United States Of America As Represented By The Secretary Of The Navy | [3,2-g] Pyranoquinoline derivatives |
IT1088554B (en) * | 1977-11-17 | 1985-06-10 | F I D I A Spa | SELLECTIVE PROCEDURE FOR THE PREPARATION OF DERIVATIVES OF 7-INDROSSI CUMARINA |
US4788298A (en) * | 1985-01-22 | 1988-11-29 | Eastman Kodak Company | Process for the preparation of coumarin compounds |
US9828324B2 (en) | 2010-10-20 | 2017-11-28 | Sirrus, Inc. | Methylene beta-diketone monomers, methods for making methylene beta-diketone monomers, polymerizable compositions and products formed therefrom |
US10414839B2 (en) | 2010-10-20 | 2019-09-17 | Sirrus, Inc. | Polymers including a methylene beta-ketoester and products formed therefrom |
US9279022B1 (en) | 2014-09-08 | 2016-03-08 | Sirrus, Inc. | Solution polymers including one or more 1,1-disubstituted alkene compounds, solution polymerization methods, and polymer compositions |
US9249265B1 (en) | 2014-09-08 | 2016-02-02 | Sirrus, Inc. | Emulsion polymers including one or more 1,1-disubstituted alkene compounds, emulsion methods, and polymer compositions |
EP2768872B1 (en) | 2011-10-19 | 2017-11-22 | Sirrus, Inc. | Methods for making methylene beta-ketoester monomers |
US9234107B2 (en) | 2012-03-30 | 2016-01-12 | Sirrus, Inc. | Ink coating formulations and polymerizable systems for producing the same |
WO2013149168A1 (en) | 2012-03-30 | 2013-10-03 | Bioformix, Inc. | Composite and laminate articles and polymerizable systems for producing the same |
WO2013181600A2 (en) | 2012-06-01 | 2013-12-05 | Bioformix Inc. | Optical material and articles formed therefrom |
CN105008438B (en) | 2012-11-16 | 2019-10-22 | 拜奥福米克斯公司 | Plastics bonding system and method |
EP2926368B1 (en) | 2012-11-30 | 2020-04-08 | Sirrus, Inc. | Electronic assembly |
CN105008321A (en) | 2013-01-11 | 2015-10-28 | 瑟拉斯公司 | Method to obtain methylene malonate via bis(hydroxymethyl) malonate pathway |
US9416091B1 (en) | 2015-02-04 | 2016-08-16 | Sirrus, Inc. | Catalytic transesterification of ester compounds with groups reactive under transesterification conditions |
US9315597B2 (en) | 2014-09-08 | 2016-04-19 | Sirrus, Inc. | Compositions containing 1,1-disubstituted alkene compounds for preparing polymers having enhanced glass transition temperatures |
US10501400B2 (en) | 2015-02-04 | 2019-12-10 | Sirrus, Inc. | Heterogeneous catalytic transesterification of ester compounds with groups reactive under transesterification conditions |
US9334430B1 (en) | 2015-05-29 | 2016-05-10 | Sirrus, Inc. | Encapsulated polymerization initiators, polymerization systems and methods using the same |
US9217098B1 (en) | 2015-06-01 | 2015-12-22 | Sirrus, Inc. | Electroinitiated polymerization of compositions having a 1,1-disubstituted alkene compound |
US9518001B1 (en) | 2016-05-13 | 2016-12-13 | Sirrus, Inc. | High purity 1,1-dicarbonyl substituted-1-alkenes and methods for their preparation |
US9567475B1 (en) | 2016-06-03 | 2017-02-14 | Sirrus, Inc. | Coatings containing polyester macromers containing 1,1-dicarbonyl-substituted 1 alkenes |
US10428177B2 (en) | 2016-06-03 | 2019-10-01 | Sirrus, Inc. | Water absorbing or water soluble polymers, intermediate compounds, and methods thereof |
US9617377B1 (en) | 2016-06-03 | 2017-04-11 | Sirrus, Inc. | Polyester macromers containing 1,1-dicarbonyl-substituted 1 alkenes |
US10196481B2 (en) | 2016-06-03 | 2019-02-05 | Sirrus, Inc. | Polymer and other compounds functionalized with terminal 1,1-disubstituted alkene monomer(s) and methods thereof |
Family Cites Families (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3636058A (en) * | 1966-03-25 | 1972-01-18 | Hoffmann La Roche | 7 10 - dihydro - 3 - alkyl - 6h - dibenzo(b d) pyran-6 9(8h)-diones and 5-hydroxy-7-alkyl-4-chromanones |
-
1973
- 1973-07-18 US US380446A patent/US3923836A/en not_active Expired - Lifetime
-
1974
- 1974-07-10 BE BE146419A patent/BE817487A/en unknown
- 1974-07-15 JP JP49081653A patent/JPS5040572A/ja active Pending
- 1974-07-17 GB GB3155374A patent/GB1419919A/en not_active Expired
- 1974-07-18 DE DE2434659A patent/DE2434659A1/en active Pending
Also Published As
Publication number | Publication date |
---|---|
JPS5040572A (en) | 1975-04-14 |
BE817487A (en) | 1975-01-10 |
USB380446I5 (en) | 1975-01-28 |
DE2434659A1 (en) | 1975-02-06 |
US3923836A (en) | 1975-12-02 |
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Legal Events
Date | Code | Title | Description |
---|---|---|---|
PS | Patent sealed [section 19, patents act 1949] | ||
PCNP | Patent ceased through non-payment of renewal fee |