GB1438833A - Process for making benzopyrans - Google Patents
Process for making benzopyransInfo
- Publication number
- GB1438833A GB1438833A GB4447873A GB4447873A GB1438833A GB 1438833 A GB1438833 A GB 1438833A GB 4447873 A GB4447873 A GB 4447873A GB 4447873 A GB4447873 A GB 4447873A GB 1438833 A GB1438833 A GB 1438833A
- Authority
- GB
- United Kingdom
- Prior art keywords
- formula
- alkyl group
- benzopyrans
- group
- fluorophenyl
- 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
- 150000001562 benzopyrans Chemical class 0.000 title abstract 4
- 125000000217 alkyl group Chemical group 0.000 abstract 3
- 125000006552 (C3-C8) cycloalkyl group Chemical group 0.000 abstract 2
- 150000008375 benzopyrones Chemical class 0.000 abstract 2
- GHMLBKRAJCXXBS-UHFFFAOYSA-N resorcinol Chemical compound OC1=CC=CC(O)=C1 GHMLBKRAJCXXBS-UHFFFAOYSA-N 0.000 abstract 2
- 125000006832 (C1-C10) alkylene group Chemical group 0.000 abstract 1
- 125000003837 (C1-C20) alkyl group Chemical group 0.000 abstract 1
- 125000004209 (C1-C8) alkyl group Chemical group 0.000 abstract 1
- YJKHOUIVWKQRSL-UHFFFAOYSA-N 1-(3,5-dimethoxyphenyl)ethanone Chemical compound COC1=CC(OC)=CC(C(C)=O)=C1 YJKHOUIVWKQRSL-UHFFFAOYSA-N 0.000 abstract 1
- SCVWLBZEYMAAHN-UHFFFAOYSA-N 1-(3-bromopropyl)-4-fluorobenzene Chemical compound FC1=CC=C(CCCBr)C=C1 SCVWLBZEYMAAHN-UHFFFAOYSA-N 0.000 abstract 1
- YQQPIJQDVATYIV-UHFFFAOYSA-N 1-[5-(4-fluorophenyl)pentan-2-yl]-3,5-dimethoxybenzene Chemical compound COC1=CC(OC)=CC(C(C)CCCC=2C=CC(F)=CC=2)=C1 YQQPIJQDVATYIV-UHFFFAOYSA-N 0.000 abstract 1
- MTHCJSUSFLMSIS-UHFFFAOYSA-N 5-[5-(4-fluorophenyl)pentan-2-yl]benzene-1,3-diol Chemical compound C=1C(O)=CC(O)=CC=1C(C)CCCC1=CC=C(F)C=C1 MTHCJSUSFLMSIS-UHFFFAOYSA-N 0.000 abstract 1
- AFVFQIVMOAPDHO-UHFFFAOYSA-N Methanesulfonic acid Chemical compound CS(O)(=O)=O AFVFQIVMOAPDHO-UHFFFAOYSA-N 0.000 abstract 1
- 150000004791 alkyl magnesium halides Chemical class 0.000 abstract 1
- 230000000202 analgesic effect Effects 0.000 abstract 1
- 125000004429 atom Chemical group 0.000 abstract 1
- 125000004432 carbon atom Chemical group C* 0.000 abstract 1
- 210000003169 central nervous system Anatomy 0.000 abstract 1
- OTAFHZMPRISVEM-UHFFFAOYSA-N chromone Chemical compound C1=CC=C2C(=O)C=COC2=C1 OTAFHZMPRISVEM-UHFFFAOYSA-N 0.000 abstract 1
- 239000003814 drug Substances 0.000 abstract 1
- 230000002526 effect on cardiovascular system Effects 0.000 abstract 1
- 230000000694 effects Effects 0.000 abstract 1
- 229910052736 halogen Inorganic materials 0.000 abstract 1
- 150000002367 halogens Chemical class 0.000 abstract 1
- 239000000543 intermediate Substances 0.000 abstract 1
- 125000001570 methylene group Chemical group [H]C([H])([*:1])[*:2] 0.000 abstract 1
- 229910052757 nitrogen Inorganic materials 0.000 abstract 1
- 125000004433 nitrogen atom Chemical group N* 0.000 abstract 1
- XHXFXVLFKHQFAL-UHFFFAOYSA-N phosphoryl trichloride Chemical compound ClP(Cl)(Cl)=O XHXFXVLFKHQFAL-UHFFFAOYSA-N 0.000 abstract 1
- SBYHFKPVCBCYGV-UHFFFAOYSA-N quinuclidine Chemical group C1CC2CCN1CC2 SBYHFKPVCBCYGV-UHFFFAOYSA-N 0.000 abstract 1
- 229940124597 therapeutic agent Drugs 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D491/00—Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 - C07D459/00, C07D463/00, C07D477/00 or C07D489/00
- C07D491/02—Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 - C07D459/00, C07D463/00, C07D477/00 or C07D489/00 in which the condensed system contains two hetero rings
- C07D491/04—Ortho-condensed systems
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C37/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring
- C07C37/01—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring by replacing functional groups bound to a six-membered aromatic ring by hydroxy groups, e.g. by hydrolysis
- C07C37/055—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring by replacing functional groups bound to a six-membered aromatic ring by hydroxy groups, e.g. by hydrolysis the substituted group being bound to oxygen, e.g. ether group
-
- 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
-
- 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
- C07D311/94—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 condensed with rings other than six-membered or with ring systems containing such rings
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
- Plural Heterocyclic Compounds (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Pyrane Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Furan Compounds (AREA)
- Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US29813272A | 1972-10-16 | 1972-10-16 | |
| US367027A US3915996A (en) | 1972-10-16 | 1973-06-08 | Process for making benzopyrans |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1438833A true GB1438833A (en) | 1976-06-09 |
Family
ID=26970493
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB4447873A Expired GB1438833A (en) | 1972-10-16 | 1973-09-21 | Process for making benzopyrans |
Country Status (12)
| Country | Link |
|---|---|
| US (1) | US3915996A (en, 2012) |
| JP (1) | JPS4972259A (en, 2012) |
| CA (1) | CA992080A (en, 2012) |
| CH (1) | CH591468A5 (en, 2012) |
| DE (1) | DE2351734A1 (en, 2012) |
| DK (1) | DK143029C (en, 2012) |
| FI (1) | FI59597C (en, 2012) |
| FR (1) | FR2202887B1 (en, 2012) |
| GB (1) | GB1438833A (en, 2012) |
| NL (1) | NL7313595A (en, 2012) |
| NO (1) | NO141089C (en, 2012) |
| PH (1) | PH10496A (en, 2012) |
Families Citing this family (23)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3983110A (en) * | 1974-12-19 | 1976-09-28 | Warner-Lambert Company | Substituted benzopyranopyridine |
| US4137232A (en) * | 1978-04-19 | 1979-01-30 | Abbott Laboratories | 2,8-Disubstituted-10-hydroxy-5,5-dimethyl-1,2,3,4-tetrahydro-5H -[1]benzopyrano[4,3-c]pyridine |
| DE3583307D1 (en) * | 1984-05-10 | 1991-08-01 | Ciba Geigy Ag | Benzo-(pyrano und thiopyrano)-pyridine. |
| US4666916A (en) * | 1985-11-08 | 1987-05-19 | Ciba-Geigy Corporation | Hexahydro-(1)-benzo-(pyrano and thiopyrano) (4,3-C)pyridines, useful as serotin-2 blocking agents |
| DE69920683T2 (de) * | 1998-05-04 | 2005-04-07 | The University Of Connecticut, Farmington | Selektiv auf den CB2-Rezeptor wirkende Cannabinoide |
| ATE247097T1 (de) * | 1998-05-04 | 2003-08-15 | Univ Connecticut | Analgetische und immunomodulierende cannabinoiden |
| US7589220B2 (en) * | 1998-06-09 | 2009-09-15 | University Of Connecticut | Inhibitors of the anandamide transporter |
| US7897598B2 (en) * | 1998-06-09 | 2011-03-01 | Alexandros Makriyannis | Inhibitors of the anandamide transporter |
| US7161016B1 (en) | 1998-11-24 | 2007-01-09 | University Of Connecticut | Cannabimimetic lipid amides as useful medications |
| US7276613B1 (en) | 1998-11-24 | 2007-10-02 | University Of Connecticut | Retro-anandamides, high affinity and stability cannabinoid receptor ligands |
| US7119108B1 (en) * | 1999-10-18 | 2006-10-10 | University Of Connecticut | Pyrazole derivatives as cannabinoid receptor antagonists |
| US7393842B2 (en) * | 2001-08-31 | 2008-07-01 | University Of Connecticut | Pyrazole analogs acting on cannabinoid receptors |
| US8084467B2 (en) * | 1999-10-18 | 2011-12-27 | University Of Connecticut | Pyrazole derivatives as cannabinoid receptor antagonists |
| EP1223808B1 (en) | 1999-10-18 | 2007-03-07 | The University Of Connecticut | Peripheral cannabinoid receptor (cb2) selective ligands |
| US6943266B1 (en) | 1999-10-18 | 2005-09-13 | University Of Connecticut | Bicyclic cannabinoid agonists for the cannabinoid receptor |
| US7741365B2 (en) * | 1999-10-18 | 2010-06-22 | University Of Connecticut | Peripheral cannabinoid receptor (CB2) selective ligands |
| US6900236B1 (en) * | 1999-10-18 | 2005-05-31 | University Of Connecticut | Cannabimimetic indole derivatives |
| EP1361876A4 (en) * | 2001-01-26 | 2004-03-31 | Univ Connecticut | NEW CANNABIMIMETIC LIGANDS |
| JP2005503998A (ja) | 2001-01-29 | 2005-02-10 | ユニバーシティ オブ コネチカット | 受容体選択性のカンナビミメティックアミノアルキルインドール |
| JP4312594B2 (ja) * | 2001-07-13 | 2009-08-12 | ユニバーシティ オブ コネチカット | 新規な二環式及び三環式カンナビノイド |
| JP2005510492A (ja) * | 2001-10-26 | 2005-04-21 | ユニバーシティ オブ コネチカット | 新規な種類の効力のあるカンナビミメティックリガンド |
| WO2004017922A2 (en) | 2002-08-23 | 2004-03-04 | University Of Connecticut | Keto cannabinoids with therapeutic indications |
| ATE496901T1 (de) * | 2003-05-20 | 2011-02-15 | Univ Tennessee Res Foundation | Cannabinoidderivate, verfahren zu deren herstellung und deren verwendung |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2419935A (en) * | 1941-07-09 | 1947-05-06 | Adams Roger | Marihuana active compounds |
| US2419934A (en) * | 1941-07-09 | 1947-05-06 | Adams Roger | Optically active tetrahydrodibenzopyrans having marihuana activity and process for making same |
| US3639426A (en) * | 1970-01-08 | 1972-02-01 | Little Inc A | 4-oxo-9-hydroxy-7-(3-methyl-2-octyl)-1 2 3 4-tetrahydrocyclopenta(c)(1)benzopyran |
-
1973
- 1973-06-08 US US367027A patent/US3915996A/en not_active Expired - Lifetime
- 1973-09-13 CA CA180,946A patent/CA992080A/en not_active Expired
- 1973-09-21 GB GB4447873A patent/GB1438833A/en not_active Expired
- 1973-09-27 FI FI3019/73A patent/FI59597C/fi active
- 1973-10-03 NL NL7313595A patent/NL7313595A/xx not_active Application Discontinuation
- 1973-10-04 PH PH15087A patent/PH10496A/en unknown
- 1973-10-09 JP JP48112902A patent/JPS4972259A/ja active Pending
- 1973-10-15 DK DK557573A patent/DK143029C/da not_active IP Right Cessation
- 1973-10-15 DE DE19732351734 patent/DE2351734A1/de not_active Withdrawn
- 1973-10-15 FR FR7336784A patent/FR2202887B1/fr not_active Expired
- 1973-10-15 NO NO4000/73A patent/NO141089C/no unknown
- 1973-10-16 CH CH1462673A patent/CH591468A5/xx not_active IP Right Cessation
Also Published As
| Publication number | Publication date |
|---|---|
| CH591468A5 (en, 2012) | 1977-09-15 |
| JPS4972259A (en, 2012) | 1974-07-12 |
| US3915996A (en) | 1975-10-28 |
| NO141089B (no) | 1979-10-01 |
| DK143029B (da) | 1981-03-16 |
| FI59597B (fi) | 1981-05-29 |
| FI59597C (fi) | 1981-09-10 |
| PH10496A (en) | 1977-05-17 |
| FR2202887A1 (en, 2012) | 1974-05-10 |
| CA992080A (en) | 1976-06-29 |
| FR2202887B1 (en, 2012) | 1978-05-26 |
| DK143029C (da) | 1981-10-26 |
| NL7313595A (en, 2012) | 1974-04-18 |
| DE2351734A1 (de) | 1974-04-18 |
| NO141089C (no) | 1980-01-09 |
| AU6066373A (en) | 1975-03-27 |
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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 |