FR2338245A1 - CNS-depressant, antiadrenergic 4-fluoro-butyro-phenone derivs - Google Patents
CNS-depressant, antiadrenergic 4-fluoro-butyro-phenone derivsInfo
- Publication number
- FR2338245A1 FR2338245A1 FR7704817A FR7704817A FR2338245A1 FR 2338245 A1 FR2338245 A1 FR 2338245A1 FR 7704817 A FR7704817 A FR 7704817A FR 7704817 A FR7704817 A FR 7704817A FR 2338245 A1 FR2338245 A1 FR 2338245A1
- Authority
- FR
- France
- Prior art keywords
- lower alkyl
- opt
- alkoxy
- halogen
- substd
- 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.)
- Granted
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D295/00—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms
- C07D295/04—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms
- C07D295/10—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by doubly bound oxygen or sulphur atoms
- C07D295/104—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by doubly bound oxygen or sulphur atoms with the ring nitrogen atoms and the doubly bound oxygen or sulfur atoms attached to the same carbon chain, which is not interrupted by carbocyclic rings
- C07D295/108—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by doubly bound oxygen or sulphur atoms with the ring nitrogen atoms and the doubly bound oxygen or sulfur atoms attached to the same carbon chain, which is not interrupted by carbocyclic rings to an acyclic saturated chain
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
- C07C45/45—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by condensation
- C07C45/46—Friedel-Crafts reactions
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D211/00—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings
- C07D211/04—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D211/06—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members
- C07D211/08—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hydrocarbon or substituted hydrocarbon radicals directly attached to ring carbon atoms
- C07D211/18—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hydrocarbon or substituted hydrocarbon radicals directly attached to ring carbon atoms with substituted hydrocarbon radicals attached to ring carbon atoms
- C07D211/30—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hydrocarbon or substituted hydrocarbon radicals directly attached to ring carbon atoms with substituted hydrocarbon radicals attached to ring carbon atoms with hydrocarbon radicals, substituted by doubly bound oxygen or sulfur atoms or by two oxygen or sulfur atoms singly bound to the same carbon atom
- C07D211/32—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hydrocarbon or substituted hydrocarbon radicals directly attached to ring carbon atoms with substituted hydrocarbon radicals attached to ring carbon atoms with hydrocarbon radicals, substituted by doubly bound oxygen or sulfur atoms or by two oxygen or sulfur atoms singly bound to the same carbon atom by oxygen atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D211/00—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings
- C07D211/04—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D211/06—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members
- C07D211/36—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D211/40—Oxygen atoms
- C07D211/44—Oxygen atoms attached in position 4
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D211/00—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings
- C07D211/04—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D211/06—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members
- C07D211/36—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D211/40—Oxygen atoms
- C07D211/44—Oxygen atoms attached in position 4
- C07D211/52—Oxygen atoms attached in position 4 having an aryl radical as the second substituent in position 4
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
Abstract
Cpds. of formula (I) and their pharmaceutically acceptable acid addn. salts are new (where Z is morpholino, or pyrrolidino or one of the following gps. R1 is benzyl (opt. 4-chloro, or 2,4- or 3,4-dichlorosubstd) or phenyl substd. by 3-CF3-, 3-CF3-4-Cl or 3,4-dichloro; R2 and R3 are each H, halogen, Cf3, lower alkyl or lower alkoxy, the dashed line is an opt. double bond; R4 and R5 are H or lower alkyl; R6 is H or halogen; R7 is H or lower alkoxy; R8 and r9 are each H, lower alkyl or Ph opt. substd. by halogen, lower alkyl or lower alkoxy; R10 is H, lower alkyl, lower alkoxy or CF3; n in integer 1-4; R" is H, lower alkyl or Ph opt. substd. by 1 or 2 haalogen, lower alkyl, lower alkoxy or CF3; Y is O, S, CO, -NR12 or -C(R12)(OH)- R12 is H, lower alkyl or Ph opt. substd. by 1 or 2 halogen lower alkyl, lower alkoxy or CF3; m is 1-4; lower alkyl and alkoxy gps. are 1-4C).(I) are CNS depressants, and anti-adrenergics, and are useful as antipsychotics and antihypertensives. They have antiapomorphine activity greater than that of e.g. chlorpromazine in the rate. (I; Z = phenoxyalkylamino) have alpha adrengergic blocking props. Doses are usually 1-200 mg/day p.o. Pref. uses are as psychotropes and for treating hypertention and metal illness
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP50027489A JPS51125239A (en) | 1975-03-05 | 1975-03-05 | Process for preparing new bytyrophenone derivatives |
JP50138836A JPS596304B2 (en) | 1975-11-18 | 1975-11-18 | Synkinabutyrophenol |
FR7606032A FR2302728A1 (en) | 1975-03-05 | 1976-03-03 | PROCESS FOR THE PRODUCTION OF BUTYROPHENONE COMPOUNDS, NEW PRODUCTS THUS OBTAINED AND THEIR USE AS AGENTS WITH A DEPRESSION OF THE CENTRAL NERVOUS SYSTEM |
Publications (2)
Publication Number | Publication Date |
---|---|
FR2338245A1 true FR2338245A1 (en) | 1977-08-12 |
FR2338245B1 FR2338245B1 (en) | 1979-03-09 |
Family
ID=27250592
Family Applications (2)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
FR7704817A Granted FR2338245A1 (en) | 1975-03-05 | 1977-02-18 | CNS-depressant, antiadrenergic 4-fluoro-butyro-phenone derivs |
FR7704815A Granted FR2338260A1 (en) | 1975-03-05 | 1977-02-18 | PROCESS FOR PREPARATION OF BUTYROPHENONE COMPOUNDS WITH A PIPERIDINO, MORPHOLINO, PYRROLIDINO OR PIPERAZINO GROUP AND NEW PRODUCTS THUS OBTAINED, WITH PSYCHOTROPIC ACTIVITY |
Family Applications After (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
FR7704815A Granted FR2338260A1 (en) | 1975-03-05 | 1977-02-18 | PROCESS FOR PREPARATION OF BUTYROPHENONE COMPOUNDS WITH A PIPERIDINO, MORPHOLINO, PYRROLIDINO OR PIPERAZINO GROUP AND NEW PRODUCTS THUS OBTAINED, WITH PSYCHOTROPIC ACTIVITY |
Country Status (1)
Country | Link |
---|---|
FR (2) | FR2338245A1 (en) |
-
1977
- 1977-02-18 FR FR7704817A patent/FR2338245A1/en active Granted
- 1977-02-18 FR FR7704815A patent/FR2338260A1/en active Granted
Also Published As
Publication number | Publication date |
---|---|
FR2338260A1 (en) | 1977-08-12 |
FR2338260B1 (en) | 1980-08-14 |
FR2338245B1 (en) | 1979-03-09 |
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Legal Events
Date | Code | Title | Description |
---|---|---|---|
ST | Notification of lapse |