GB1096341A - Novel derivatives of the phenyl-piperazine series and process for their preparation - Google Patents
Novel derivatives of the phenyl-piperazine series and process for their preparationInfo
- Publication number
- GB1096341A GB1096341A GB9982/65A GB998265A GB1096341A GB 1096341 A GB1096341 A GB 1096341A GB 9982/65 A GB9982/65 A GB 9982/65A GB 998265 A GB998265 A GB 998265A GB 1096341 A GB1096341 A GB 1096341A
- Authority
- GB
- United Kingdom
- Prior art keywords
- phenyl
- preparation
- novel derivatives
- piperazine
- halophenyl
- 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
- YZTJYBJCZXZGCT-UHFFFAOYSA-N phenylpiperazine Chemical class C1CNCCN1C1=CC=CC=C1 YZTJYBJCZXZGCT-UHFFFAOYSA-N 0.000 title 1
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 abstract 3
- 150000001875 compounds Chemical class 0.000 abstract 2
- KFDVPJUYSDEJTH-UHFFFAOYSA-N 4-ethenylpyridine Chemical compound C=CC1=CC=NC=C1 KFDVPJUYSDEJTH-UHFFFAOYSA-N 0.000 abstract 1
- 125000000339 4-pyridyl group Chemical group N1=C([H])C([H])=C([*])C([H])=C1[H] 0.000 abstract 1
- 239000000219 Sympatholytic Substances 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- 125000005036 alkoxyphenyl group Chemical group 0.000 abstract 1
- 125000005037 alkyl phenyl group Chemical group 0.000 abstract 1
- 230000000202 analgesic effect Effects 0.000 abstract 1
- 230000000954 anitussive effect Effects 0.000 abstract 1
- 229940124584 antitussives Drugs 0.000 abstract 1
- PCHPORCSPXIHLZ-UHFFFAOYSA-N diphenhydramine hydrochloride Chemical compound [Cl-].C=1C=CC=CC=1C(OCC[NH+](C)C)C1=CC=CC=C1 PCHPORCSPXIHLZ-UHFFFAOYSA-N 0.000 abstract 1
- 229910052731 fluorine Inorganic materials 0.000 abstract 1
- 125000005843 halogen group Chemical group 0.000 abstract 1
- 125000005059 halophenyl group Chemical group 0.000 abstract 1
- 150000002576 ketones Chemical class 0.000 abstract 1
- 239000003176 neuroleptic agent Substances 0.000 abstract 1
- 230000000701 neuroleptic effect Effects 0.000 abstract 1
- 239000008194 pharmaceutical composition Substances 0.000 abstract 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
- 230000001624 sedative effect Effects 0.000 abstract 1
- 230000000948 sympatholitic effect Effects 0.000 abstract 1
- 125000001544 thienyl group Chemical group 0.000 abstract 1
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
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Pyridine Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
Abstract
The invention comprises compounds of formula <FORM:1096341/C2/1> where R is a radical of formula -CH2CH2-CO-Ar in which Ar is a phenyl, thienyl, halophenyl, alkylphenyl or alkoxyphenyl group and X is a halogen atom, or R is a b -(2- or 4-pyridyl)-ethyl group and X is an o- or p-fluorine atom, acid addition salts thereof, and their preparation by reaction of a halophenyl-piperazine with (a) a ketone and formaldehyde or (b) 2- or 4-vinyl-pyridine. The compounds of the invention have analgesic, antihistamnic, neuroleptic, sympatholytic, anti-tussive and sedative activity and may be used in pharmaceutical compositions in combination with a carrier.
Priority Applications (7)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB9982/65A GB1096341A (en) | 1965-03-09 | 1965-03-09 | Novel derivatives of the phenyl-piperazine series and process for their preparation |
| FR48948A FR5330M (en) | 1965-03-09 | 1966-02-09 | |
| BE676335D BE676335A (en) | 1965-03-09 | 1966-02-11 | |
| DE19661595983 DE1595983A1 (en) | 1965-03-09 | 1966-02-16 | Manufacturing process of new derivatives of the series of phenylpiperazines |
| ES0323533A ES323533A1 (en) | 1965-03-09 | 1966-02-25 | Procedure for the preparation of new chemical compounds provided especially of analgesic antihistaminicas and sedante properties. (Machine-translation by Google Translate, not legally binding) |
| CH286366A CH456607A (en) | 1965-03-09 | 1966-02-28 | Process for preparing novel derivatives of phenylpiperazines |
| NL6602928A NL6602928A (en) | 1965-03-09 | 1966-03-07 |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB9982/65A GB1096341A (en) | 1965-03-09 | 1965-03-09 | Novel derivatives of the phenyl-piperazine series and process for their preparation |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1096341A true GB1096341A (en) | 1967-12-29 |
Family
ID=9882358
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB9982/65A Expired GB1096341A (en) | 1965-03-09 | 1965-03-09 | Novel derivatives of the phenyl-piperazine series and process for their preparation |
Country Status (7)
| Country | Link |
|---|---|
| BE (1) | BE676335A (en) |
| CH (1) | CH456607A (en) |
| DE (1) | DE1595983A1 (en) |
| ES (1) | ES323533A1 (en) |
| FR (1) | FR5330M (en) |
| GB (1) | GB1096341A (en) |
| NL (1) | NL6602928A (en) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5466691A (en) * | 1991-08-09 | 1995-11-14 | Yoshitomi Pharmaceutical Industries, Ltd. | Thiophene compound |
| WO1999002516A1 (en) * | 1997-07-08 | 1999-01-21 | Vita-Invest, S.A. | Compounds derived from thophene and benzothiophene, and related utilisation and composition |
-
1965
- 1965-03-09 GB GB9982/65A patent/GB1096341A/en not_active Expired
-
1966
- 1966-02-09 FR FR48948A patent/FR5330M/fr not_active Expired
- 1966-02-11 BE BE676335D patent/BE676335A/xx unknown
- 1966-02-16 DE DE19661595983 patent/DE1595983A1/en active Pending
- 1966-02-25 ES ES0323533A patent/ES323533A1/en not_active Expired
- 1966-02-28 CH CH286366A patent/CH456607A/en unknown
- 1966-03-07 NL NL6602928A patent/NL6602928A/xx unknown
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5466691A (en) * | 1991-08-09 | 1995-11-14 | Yoshitomi Pharmaceutical Industries, Ltd. | Thiophene compound |
| WO1999002516A1 (en) * | 1997-07-08 | 1999-01-21 | Vita-Invest, S.A. | Compounds derived from thophene and benzothiophene, and related utilisation and composition |
| ES2128266A1 (en) * | 1997-07-08 | 1999-05-01 | Vita Invest Sa | Compounds derived from thophene and benzothiophene, and related utilisation and composition |
| US6262056B1 (en) | 1997-07-08 | 2001-07-17 | Vita-Invest, Sa | Benzothiophene derivatives and corresponding use and composition |
Also Published As
| Publication number | Publication date |
|---|---|
| NL6602928A (en) | 1966-09-12 |
| ES323533A1 (en) | 1967-01-01 |
| DE1595983A1 (en) | 1969-12-11 |
| FR5330M (en) | 1967-08-28 |
| CH456607A (en) | 1968-07-31 |
| BE676335A (en) | 1966-06-16 |
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