PL94965B1 - - Google Patents
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- Publication number
- PL94965B1 PL94965B1 PL1974175278A PL17527874A PL94965B1 PL 94965 B1 PL94965 B1 PL 94965B1 PL 1974175278 A PL1974175278 A PL 1974175278A PL 17527874 A PL17527874 A PL 17527874A PL 94965 B1 PL94965 B1 PL 94965B1
- Authority
- PL
- Poland
- Prior art keywords
- hydroxy
- dibenzo
- dimethyl
- pyranone
- tetrahydro
- Prior art date
Links
- 238000000034 method Methods 0.000 claims 9
- 125000004432 carbon atom Chemical group C* 0.000 claims 3
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 2
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 claims 1
- 229910052783 alkali metal Inorganic materials 0.000 claims 1
- 150000001340 alkali metals Chemical class 0.000 claims 1
- 125000003342 alkenyl group Chemical group 0.000 claims 1
- 125000000217 alkyl group Chemical group 0.000 claims 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
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/04—Centrally acting analgesics, e.g. opioids
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/20—Hypnotics; Sedatives
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/24—Antidepressants
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/26—Psychostimulants, e.g. nicotine, cocaine
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C49/00—Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
- C07C49/587—Unsaturated compounds containing a keto groups being part of a ring
- C07C49/703—Unsaturated compounds containing a keto groups being part of a ring containing hydroxy groups
- C07C49/747—Unsaturated compounds containing a keto groups being part of a ring containing hydroxy groups containing six-membered aromatic rings
Landscapes
- Health & Medical Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Neurosurgery (AREA)
- Life Sciences & Earth Sciences (AREA)
- Neurology (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Veterinary Medicine (AREA)
- Pharmacology & Pharmacy (AREA)
- Biomedical Technology (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Pain & Pain Management (AREA)
- Psychiatry (AREA)
- Anesthesiology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Pyrane Compounds (AREA)
- Cosmetics (AREA)
Claims (9)
1. Zastrzezenia patentowe 1. Sposób wytwarzania nowych pochodnych szesciowodorodwubenzo[b,d]piranonu-9 o wzorze 1, w którym Ri oznacza normalna grupe alkilowa o 7—10 atomach wegla lub grupe o wzorze 2, w którym R3 oznacza grupe alkilowa o 4—7 atomach wegla lub grupe alkenylowa o 4—7 atomach wegla, R4 oznacza atom wodoru lub grupe metylowa, a obydwa podstawniki R sa takie same i oznaczaja atomy wodoru lub grupy metylowe, znamienny t y m, ze czterowodorodwubenzo[b,d]piranon-9 o wzorze 3, w którym R i Rt maja wyzej podane znaczenie, redukuje sie metalem alkalicznym w cieklym amoniaku.
2. Sposób wedlug zastrz, 1,znamienny tym, ze w przypadku otrzymywania dl-trans-1-hydroksy-3- -/r,r-dwumetyloheptylo/-6,6a|3,7,8,10,10aa- szesciowodoro-6,6-dwumetylo-9H-dwubenzo[b,d]piranonu-9 redu¬ kuje sie dl-1-hydroksy- 3-/r,r-dwumetyloheptylo/6,6a,7,8-czterowodoro-6,6-dwumetylo-9H-dwubenzo[b,d]pira- non-9.
3. Sposób wedlug zastrz. 1, znamienny tym, ze w przypadku otrzymywania dl-cis-l-hydroksy-3- -/r,r-dwumetyloheptylo/-6,6aj3,7,8,10,l0aj3- szesciowodoro-6,6^dwumetylo-9H-dwubenzo [b,d]piranonu-9 redu¬ kuje sie dl-1-hydroksy-3- /r,r-dwumetyloheptylo/-6,6a,7,8-czterowodoro-6,6-deumetylo -9H-dwubenzo[b,d]pi- ranon-9.
4. Sposób wedlug zastrz. 1,znamienny tym, ze w przypadku otrzymywania dl-trans-l-hydroksy-3- -/1',2'-dwumetyloheptylo/-6,6aj3,7,8,10,1 Oaa- szesciowodoro-6,6-dwumetylo -9H-dwubenzo[b,d]piranonu-9 redu¬ kuje sie dM-hydroksy- 3-/r,2'-dwumetyloheptylo/-6,6a,7,8-czterowodoro-6,6-dwumetylo-9H-dwubenzo[b,d]pi- ranon-9.
5. Sposób wedlug zastrz* 1,znamienny tym, ze w przypadku otrzymywania dl-trans-1-hydroksy-3- -/n-h«ptylo/- 6,6a/J,7,8,10,10aa-szesciowodoro-6,6- dwumetylo-9H-dwubenzo[b,d]piranonu-9 redukuje sie dl;l-hydroksy-3-/n-heptylo/-6,6a,7,8-czterowodoro-6,6-dwumetylo-9H-dwubenzo[b,d]-piranon-9.
6. Sposób wedlug zastrz. 1, znamienny tym, ze w przypadku otrzymywania dl-trans-1-hydroksy-3- -/r-rnetyloheptylo/-6,6a0,7,8,lO,lOaa- szesciowodoro-6,6-dwumetylo-9H-dwubenzo[b,d]piranonu-9 redukuje sie dlil-hydroksy-3-/r-metyloheptylo/-6,6a,7,8-czterowodoro-6,6-dwumetylo-9H-dwubenzo[b,d]piranon-9.
7. Sposób wedlug zastrz, 1,znamienny tym, ze w przypadku otrzymywania dl-trans-1-hydroksy-3- -/r,r-dwumetylooktylo/- 6,6a/37,8,10,10aa- szesciowodoro-6,6-dwumetylo- 9H-dwubenzo[b,d]piranonu-9 redu¬ kuje sie dl-1-hydroksy- 3r/r,r-dwumetylooktylo/-6,6a,7,8-czterowodoro-6,6-dwumetylo -9H-dwubenzo[b,d]pi- ranon-9.
8. Sposób wedlug zastrz. 1,znamienny tym, ze w przypadku otrzymywania dl-trans-1-hydroksy-3- -/l\r-dwumetylopentylo/-6,6a0^ redu¬ kuje sie dl-1-hydroksy-3-/r,T- dwumetylopentylo/-6,6a,7,8-czterowodoro-6,6-dwumetylo -9H-dwubenzo[b,d]pi- ranon-
9.94 965 !«., OH Wzór 3 Prac. Poligraf. UP PRL naklad 120+18 Cena 10 zl PL PL PL PL
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US413009A US3928598A (en) | 1973-11-05 | 1973-11-05 | Hexahydro-dibenzo{8 b,d{9 pyran-9-ones as an anti-anxiety drug |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| PL94965B1 true PL94965B1 (pl) | 1977-09-30 |
Family
ID=23635412
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| PL1974175278A PL94965B1 (pl) | 1973-11-05 | 1974-10-31 | |
| PL1974193705A PL100502B1 (pl) | 1973-11-05 | 1974-10-31 | Sposob wytwarzania nowych pochodnych szesciowodorodwubenzo/b,d/piranonu-9 |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| PL1974193705A PL100502B1 (pl) | 1973-11-05 | 1974-10-31 | Sposob wytwarzania nowych pochodnych szesciowodorodwubenzo/b,d/piranonu-9 |
Country Status (25)
| Country | Link |
|---|---|
| US (1) | US3928598A (pl) |
| JP (1) | JPS6033834B2 (pl) |
| AR (1) | AR206409A1 (pl) |
| AT (1) | AT337178B (pl) |
| BE (1) | BE821719A (pl) |
| BG (1) | BG25995A3 (pl) |
| CA (1) | CA1029383A (pl) |
| CH (1) | CH611290A5 (pl) |
| CS (1) | CS193506B2 (pl) |
| DD (1) | DD116229A5 (pl) |
| DE (1) | DE2451932C2 (pl) |
| DK (1) | DK136718B (pl) |
| ES (1) | ES431675A1 (pl) |
| FR (1) | FR2249663B1 (pl) |
| GB (1) | GB1487636A (pl) |
| HU (1) | HU169192B (pl) |
| IE (1) | IE40025B1 (pl) |
| IL (1) | IL45662A (pl) |
| NL (1) | NL180979C (pl) |
| PH (1) | PH10476A (pl) |
| PL (2) | PL94965B1 (pl) |
| SE (1) | SE415761B (pl) |
| SU (1) | SU515457A3 (pl) |
| YU (1) | YU36946B (pl) |
| ZA (1) | ZA745794B (pl) |
Families Citing this family (30)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4051152A (en) * | 1976-01-07 | 1977-09-27 | Sharps Associates | Oxo C-ring benzopyrans |
| US4087546A (en) * | 1976-02-17 | 1978-05-02 | Eli Lilly And Company | Hexahydro-dibenzo[b,d]pyran-9-ones as antiasthmatic drugs |
| US4087545A (en) * | 1976-02-17 | 1978-05-02 | Eli Lilly And Company | Hexahydro-dibenzo[b,d]pyran-9-ones as antiemetic drugs |
| SE7704749L (sv) * | 1976-05-17 | 1977-12-05 | Pfizer | Kinoliner och forfarande och mellanprodukter for framstellning derav |
| US4054581A (en) * | 1976-07-06 | 1977-10-18 | Eli Lilly And Company | Preparation of cis-1-hydroxy-3-substituted-6,6-dimethyl-6,6a,7,8,10,10a-hexahydro-9H-dibenzo[b,d]pyran-9-ones and intermediates therefor |
| US4102902A (en) * | 1976-11-10 | 1978-07-25 | Eli Lilly And Company | Stereoselective preparation of hexahydro dibenzopyranones and intermediates therefor |
| US4309545A (en) * | 1980-07-28 | 1982-01-05 | Pfizer Inc. | Oximino-1-hydroxyoctahydrobenzo[c]quinolines and derivatives thereof |
| US4351833A (en) * | 1980-07-28 | 1982-09-28 | Pfizer Inc. | 9-Amino-1-hydroxyoctahydrobenzo[c]quinolines and derivatives thereof as analgesics and anti-emetics |
| 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 |
| WO1999057106A1 (en) * | 1998-05-04 | 1999-11-11 | The University Of Connecticut | Novel analgesic and immunomodulatory cannabinoids |
| 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 |
| US7276613B1 (en) | 1998-11-24 | 2007-10-02 | University Of Connecticut | Retro-anandamides, high affinity and stability cannabinoid receptor ligands |
| US7161016B1 (en) | 1998-11-24 | 2007-01-09 | University Of Connecticut | Cannabimimetic lipid amides as useful medications |
| US6566560B2 (en) | 1999-03-22 | 2003-05-20 | Immugen Pharmaceuticals, Inc. | Resorcinolic compounds |
| US8084467B2 (en) * | 1999-10-18 | 2011-12-27 | University Of Connecticut | Pyrazole derivatives as cannabinoid receptor antagonists |
| US6900236B1 (en) * | 1999-10-18 | 2005-05-31 | University Of Connecticut | Cannabimimetic indole derivatives |
| US7393842B2 (en) * | 2001-08-31 | 2008-07-01 | University Of Connecticut | Pyrazole analogs acting on cannabinoid receptors |
| US7741365B2 (en) * | 1999-10-18 | 2010-06-22 | University Of Connecticut | Peripheral cannabinoid receptor (CB2) selective ligands |
| MXPA02005103A (es) | 1999-10-18 | 2003-09-25 | Alexipharma Inc | Ligandos selectivos del receptor de canabinoide (cb2) perifericos. |
| US6943266B1 (en) | 1999-10-18 | 2005-09-13 | University Of Connecticut | Bicyclic cannabinoid agonists for the cannabinoid receptor |
| US7119108B1 (en) * | 1999-10-18 | 2006-10-10 | University Of Connecticut | Pyrazole derivatives as cannabinoid receptor antagonists |
| US20020137802A1 (en) * | 2000-09-28 | 2002-09-26 | Travis Craig R. | Methods and compounds for inhibiting eicosanoid metabolism and platelet aggregation |
| US6541510B2 (en) * | 2000-09-28 | 2003-04-01 | Immugen Pharmaceuticals, Inc. | Antiviral methods and compounds |
| WO2002058636A2 (en) * | 2001-01-26 | 2002-08-01 | University Of Connecticut | Novel 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 |
| WO2003005960A2 (en) * | 2001-07-13 | 2003-01-23 | University Of Connecticut | Novel bicyclic and tricyclic cannabinoids |
| CN1589269A (zh) * | 2001-10-26 | 2005-03-02 | 康涅狄格大学 | 杂1,2－二氢化茚:一类新型有效的大麻配体 |
| WO2003080043A1 (en) * | 2002-03-18 | 2003-10-02 | 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 (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3507885A (en) * | 1966-03-25 | 1970-04-21 | Hoffmann La Roche | 3-alkyl-6h-dibenzo(b,d)pyrans |
| 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
- 1973-11-05 US US413009A patent/US3928598A/en not_active Expired - Lifetime
-
1974
- 1974-01-01 AR AR255796A patent/AR206409A1/es active
- 1974-09-10 IE IE1881/74A patent/IE40025B1/xx unknown
- 1974-09-11 ZA ZA00745794A patent/ZA745794B/xx unknown
- 1974-09-13 IL IL45662A patent/IL45662A/xx unknown
- 1974-09-20 CA CA209,662A patent/CA1029383A/en not_active Expired
- 1974-09-20 PH PH16311A patent/PH10476A/en unknown
- 1974-09-27 YU YU2619/74A patent/YU36946B/xx unknown
- 1974-10-31 PL PL1974175278A patent/PL94965B1/pl unknown
- 1974-10-31 FR FR7436366A patent/FR2249663B1/fr not_active Expired
- 1974-10-31 DE DE2451932A patent/DE2451932C2/de not_active Expired
- 1974-10-31 BE BE150087A patent/BE821719A/xx not_active IP Right Cessation
- 1974-10-31 PL PL1974193705A patent/PL100502B1/pl unknown
- 1974-11-04 DK DK573174AA patent/DK136718B/da not_active IP Right Cessation
- 1974-11-04 SU SU2072320A patent/SU515457A3/ru active
- 1974-11-04 SE SE7413832A patent/SE415761B/xx not_active IP Right Cessation
- 1974-11-04 GB GB47518/74A patent/GB1487636A/en not_active Expired
- 1974-11-04 HU HUEI572A patent/HU169192B/hu unknown
- 1974-11-04 CS CS747514A patent/CS193506B2/cs unknown
- 1974-11-05 NL NLAANVRAGE7414437,A patent/NL180979C/xx not_active IP Right Cessation
- 1974-11-05 JP JP49127921A patent/JPS6033834B2/ja not_active Expired
- 1974-11-05 AT AT886274A patent/AT337178B/de active
- 1974-11-05 CH CH1480374A patent/CH611290A5/xx not_active IP Right Cessation
- 1974-11-05 BG BG028126A patent/BG25995A3/xx unknown
- 1974-11-05 ES ES431675A patent/ES431675A1/es not_active Expired
- 1974-11-05 DD DD182165A patent/DD116229A5/xx unknown
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