GB1374337A - Aminoalkylisochromans and -isocoumarins - Google Patents
Aminoalkylisochromans and -isocoumarinsInfo
- Publication number
- GB1374337A GB1374337A GB1183072A GB1183072A GB1374337A GB 1374337 A GB1374337 A GB 1374337A GB 1183072 A GB1183072 A GB 1183072A GB 1183072 A GB1183072 A GB 1183072A GB 1374337 A GB1374337 A GB 1374337A
- Authority
- GB
- United Kingdom
- Prior art keywords
- formula
- compound
- alkyl
- denotes
- alkoxy
- 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
- C07D311/76—Benzo[c]pyrans
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
Abstract
1374337 Aminoalkyl-isochromans and iso- COumarins SANDOZ Ltd 14 March 1972 11830/72 Heading C2C Novel compounds of the Formula (I) wherein each R independently denotes H, CF 3 , or C 1-5 alkyl or alkoxy, each R 1 independently denotes H, F, Cl, CF 3 or C 1-5 alkyl or alkoxy, or two R 1 's on adjacent carbon atoms together signify methylenedioxy, R 2 denotes H, CF 3 , F, Cl or C 1-5 alkoxy, R 3 and R 4 independently denote C 1-5 alkyl, C 2-5 alkenyl or benzyl, or R 3 and R 4 together signify a C 4-7 alkylene chain or -(CH 2 ) 2 -Z-(CH 2 ) 2 - where Z is O or S or N-substituted by C 1-5 alkyl, and X denotes -CH 2 - or -CO-, with the proviso that (i) no more than 3 of R, R 1 and R 2 are other than H and no more than 2 of R, R 1 and R 2 are other than H on any one ring, and (ii) R 1 and R 2 on ring A are not both halo, and (iii) no two CF 3 groups are on adjacent carbon atoms, may be obtained by (a) cyclizing by heating to at least 100‹ C. a compound of Formula (II) where R 7 denotes C 1-5 alkyl, C 2-5 alkenyl or benzyl, to form a compound of Formula (I) in which X is -CO-, or (b) reducing using an alkali metal borohydride, in an inert organic solvent and at a temperature of - 20‹ to 80‹ C. and in the presence of boron trifluoride etherate a compound of Formula I where X is -CO- and treating the resulting adduct with concentrated acid at a temperature of from 40‹ C. to the reflux temperature of the reaction mixture to form a compound of Formula I in which X is -CH 2 -. Intermediates of Formula (II) may be obtained by condensing a compound of Formula (III) with a compound of Formula (IV) in an inert organic solvent. Pharmaceutical compositions useful as hypotensives or diuretics comprise a compound of Formula I together with a pharmaceutically acceptable carrier or diluent, preferably in forms suitable for oral administration.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB1183072A GB1374337A (en) | 1972-03-14 | 1972-03-14 | Aminoalkylisochromans and -isocoumarins |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB1183072A GB1374337A (en) | 1972-03-14 | 1972-03-14 | Aminoalkylisochromans and -isocoumarins |
Publications (1)
Publication Number | Publication Date |
---|---|
GB1374337A true GB1374337A (en) | 1974-11-20 |
Family
ID=9993500
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB1183072A Expired GB1374337A (en) | 1972-03-14 | 1972-03-14 | Aminoalkylisochromans and -isocoumarins |
Country Status (1)
Country | Link |
---|---|
GB (1) | GB1374337A (en) |
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0679642A1 (en) * | 1994-04-28 | 1995-11-02 | Takeda Chemical Industries, Ltd. | Condensed heterocyclic compounds, their production and use |
WO2003104216A1 (en) * | 2002-06-10 | 2003-12-18 | Acadia Pharmaceuticals Inc. | Urotensin ii receptor modulators |
-
1972
- 1972-03-14 GB GB1183072A patent/GB1374337A/en not_active Expired
Cited By (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0679642A1 (en) * | 1994-04-28 | 1995-11-02 | Takeda Chemical Industries, Ltd. | Condensed heterocyclic compounds, their production and use |
US5607939A (en) * | 1994-04-28 | 1997-03-04 | Takeda Chemical Industries, Ltd. | Condensed heterocyclic compounds, their production and use |
US5654296A (en) * | 1994-04-28 | 1997-08-05 | Takeda Chemical Industries, Ltd. | Condensed heterocyclic compounds, their production and use |
WO2003104216A1 (en) * | 2002-06-10 | 2003-12-18 | Acadia Pharmaceuticals Inc. | Urotensin ii receptor modulators |
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Legal Events
Date | Code | Title | Description |
---|---|---|---|
PS | Patent sealed | ||
PLNP | Patent lapsed through nonpayment of renewal fees |