GB1427497A - Alkoxy dibenzo-b,d-pyran compounds - Google Patents
Alkoxy dibenzo-b,d-pyran compoundsInfo
- Publication number
- GB1427497A GB1427497A GB3155474A GB3155474A GB1427497A GB 1427497 A GB1427497 A GB 1427497A GB 3155474 A GB3155474 A GB 3155474A GB 3155474 A GB3155474 A GB 3155474A GB 1427497 A GB1427497 A GB 1427497A
- Authority
- GB
- United Kingdom
- Prior art keywords
- dibenzo
- compounds
- hydrogen
- methyl
- pyran
- 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
- 125000003545 alkoxy group Chemical group 0.000 title 1
- -1 Alkoxy dibenzo[b,d]pyran compounds Chemical class 0.000 abstract 7
- 150000001875 compounds Chemical class 0.000 abstract 6
- 229910052739 hydrogen Inorganic materials 0.000 abstract 6
- 239000001257 hydrogen Substances 0.000 abstract 6
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 abstract 5
- KZMGYPLQYOPHEL-UHFFFAOYSA-N Boron trifluoride etherate Chemical compound FB(F)F.CCOCC KZMGYPLQYOPHEL-UHFFFAOYSA-N 0.000 abstract 4
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 4
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 abstract 3
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 abstract 3
- XZMGZUADMRTBGT-UHFFFAOYSA-N 3-heptan-2-yloxy-6,6,9-trimethyl-7,8,9,10-tetrahydrobenzo[c]chromen-1-ol Chemical compound CC1(C)OC2=CC(OC(C)CCCCC)=CC(O)=C2C2=C1CCC(C)C2 XZMGZUADMRTBGT-UHFFFAOYSA-N 0.000 abstract 2
- WONIGEXYPVIKFS-UHFFFAOYSA-N Verbenol Chemical compound CC1=CC(O)C2C(C)(C)C1C2 WONIGEXYPVIKFS-UHFFFAOYSA-N 0.000 abstract 2
- HGCIXCUEYOPUTN-UHFFFAOYSA-N cyclohexene Chemical compound C1CCC=CC1 HGCIXCUEYOPUTN-UHFFFAOYSA-N 0.000 abstract 2
- 150000002431 hydrogen Chemical class 0.000 abstract 2
- 150000004880 oxines Chemical class 0.000 abstract 2
- WQGWDDDVZFFDIG-UHFFFAOYSA-N trihydroxybenzene Natural products OC1=CC=CC(O)=C1O WQGWDDDVZFFDIG-UHFFFAOYSA-N 0.000 abstract 2
- GHCJVKBYXDESJY-UHFFFAOYSA-N 3-heptan-2-yloxy-6,6,9-trimethyl-7,8,9,10-tetrahydrobenzo[c]chromene Chemical compound CC(CCCCC)OC=1C=CC2=C(OC(C3=C2CC(CC3)C)(C)C)C1 GHCJVKBYXDESJY-UHFFFAOYSA-N 0.000 abstract 1
- IRZWAJHUWGZMMT-UHFFFAOYSA-N Chrysanthenol Natural products CC1=CCC2C(C)(C)C1C2O IRZWAJHUWGZMMT-UHFFFAOYSA-N 0.000 abstract 1
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 abstract 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 abstract 1
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 abstract 1
- JIAARYAFYJHUJI-UHFFFAOYSA-L Zinc chloride Inorganic materials [Cl-].[Cl-].[Zn+2] JIAARYAFYJHUJI-UHFFFAOYSA-L 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- 125000000217 alkyl group Chemical group 0.000 abstract 1
- 150000001350 alkyl halides Chemical class 0.000 abstract 1
- 230000002456 anti-arthritic effect Effects 0.000 abstract 1
- 230000003110 anti-inflammatory effect Effects 0.000 abstract 1
- 125000001589 carboacyl group Chemical group 0.000 abstract 1
- 239000003874 central nervous system depressant Substances 0.000 abstract 1
- 238000006243 chemical reaction Methods 0.000 abstract 1
- 238000009833 condensation Methods 0.000 abstract 1
- 230000005494 condensation Effects 0.000 abstract 1
- 125000000596 cyclohexenyl group Chemical group C1(=CCCCC1)* 0.000 abstract 1
- 229910000041 hydrogen chloride Inorganic materials 0.000 abstract 1
- IXCSERBJSXMMFS-UHFFFAOYSA-N hydrogen chloride Substances Cl.Cl IXCSERBJSXMMFS-UHFFFAOYSA-N 0.000 abstract 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 1
- 238000002360 preparation method Methods 0.000 abstract 1
- 238000007363 ring formation reaction Methods 0.000 abstract 1
- 239000000932 sedative agent Substances 0.000 abstract 1
- 230000001624 sedative effect Effects 0.000 abstract 1
- JOXIMZWYDAKGHI-UHFFFAOYSA-N toluene-4-sulfonic acid Chemical compound CC1=CC=C(S(O)(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-N 0.000 abstract 1
- 239000011592 zinc chloride Substances 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
- C07D311/78—Ring systems having three or more relevant rings
- C07D311/80—Dibenzopyrans; Hydrogenated dibenzopyrans
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Pyrane Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US00380434A US3856821A (en) | 1973-07-18 | 1973-07-18 | ALKOXY DIBENZO (b,d) PYRANS |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1427497A true GB1427497A (en) | 1976-03-10 |
Family
ID=23501148
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB3155474A Expired GB1427497A (en) | 1973-07-18 | 1974-07-17 | Alkoxy dibenzo-b,d-pyran compounds |
Country Status (5)
Families Citing this family (13)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| SE7704749L (sv) * | 1976-05-17 | 1977-12-05 | Pfizer | Kinoliner och forfarande och mellanprodukter for framstellning derav |
| US4102902A (en) * | 1976-11-10 | 1978-07-25 | Eli Lilly And Company | Stereoselective preparation of hexahydro dibenzopyranones and intermediates therefor |
| US4075230A (en) * | 1976-11-10 | 1978-02-21 | Eli Lilly And Company | Preparation of optically active trans-hexahydrodibenzopyranones |
| US4176233A (en) * | 1976-11-10 | 1979-11-27 | Eli Lilly And Company | Stereoselective preparation of hexahydro dibenzopyranones and intermediates therefor |
| US4243674A (en) * | 1978-06-12 | 1981-01-06 | Pfizer Inc. | 9-Hydroxydibenzo[b,d]pyrans and intermediates therefore |
| US4454144A (en) * | 1982-06-21 | 1984-06-12 | Pfizer Inc. | Substituted dibenzo[b,d]pyran analgesics |
| US5498419A (en) * | 1994-06-03 | 1996-03-12 | Pars; Harry G. | Fumarate salt of 4-(diethyl-3-(1-methyloctyl)-7,8,9,10-tetrahydro-6,6,9-trimethyl-6H-dibenzo[b,d]pyran-1-ol, 4-(diethyl-amino) butyric |
| US6566560B2 (en) | 1999-03-22 | 2003-05-20 | Immugen Pharmaceuticals, Inc. | Resorcinolic compounds |
| CN1561990A (zh) | 1999-03-22 | 2005-01-12 | 免疫力药品有限公司 | 治疗免疫疾病 |
| WO2002026728A2 (en) * | 2000-09-28 | 2002-04-04 | Immugen Pharmaceuticals, Inc. | Antiviral methods and compounds |
| AU2001296402A1 (en) * | 2000-09-28 | 2002-04-08 | Immugen Pharmaceuticals, Inc. | Methods and compounds for inhibiting eicosanoid metabolism and platelet aggregation |
| US20030232101A1 (en) * | 2002-03-18 | 2003-12-18 | Immugen Pharmaceuticals, Inc. | Topical formulations of resorcinols and cannibinoids and methods of use |
| AU2003265663A1 (en) * | 2002-08-23 | 2004-03-11 | University Of Connecticut | Keto cannabinoids with therapeutic indications |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3728360A (en) * | 1971-08-31 | 1973-04-17 | Little Inc A | Ester derivatives of tetrahydrocannabinol |
-
1973
- 1973-07-18 US US00380434A patent/US3856821A/en not_active Expired - Lifetime
-
1974
- 1974-07-10 BE BE146420A patent/BE817488A/xx unknown
- 1974-07-15 JP JP49081651A patent/JPS5040570A/ja active Pending
- 1974-07-17 GB GB3155474A patent/GB1427497A/en not_active Expired
- 1974-07-18 DE DE2434661A patent/DE2434661A1/de active Pending
Also Published As
| Publication number | Publication date |
|---|---|
| US3856821A (en) | 1974-12-24 |
| DE2434661A1 (de) | 1975-02-06 |
| BE817488A (fr) | 1975-01-10 |
| JPS5040570A (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1975-04-14 |
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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 |