ES467948A1 - Phenyl piperazines - Google Patents
Phenyl piperazinesInfo
- Publication number
- ES467948A1 ES467948A1 ES467948A ES467948A ES467948A1 ES 467948 A1 ES467948 A1 ES 467948A1 ES 467948 A ES467948 A ES 467948A ES 467948 A ES467948 A ES 467948A ES 467948 A1 ES467948 A1 ES 467948A1
- Authority
- ES
- Spain
- Prior art keywords
- formula
- group
- vii
- alkyl
- optionally substituted
- 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 abstract 2
- 150000001875 compounds Chemical class 0.000 abstract 3
- YLQBMQCUIZJEEH-UHFFFAOYSA-N Furan Chemical group C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 abstract 2
- YTPLMLYBLZKORZ-UHFFFAOYSA-N Thiophene Chemical group C=1C=CSC=1 YTPLMLYBLZKORZ-UHFFFAOYSA-N 0.000 abstract 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 2
- 150000003839 salts Chemical class 0.000 abstract 2
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 abstract 1
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 abstract 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 1
- 241000124008 Mammalia Species 0.000 abstract 1
- ZCQWOFVYLHDMMC-UHFFFAOYSA-N Oxazole Chemical group C1=COC=N1 ZCQWOFVYLHDMMC-UHFFFAOYSA-N 0.000 abstract 1
- FZWLAAWBMGSTSO-UHFFFAOYSA-N Thiazole Chemical group C1=CSC=N1 FZWLAAWBMGSTSO-UHFFFAOYSA-N 0.000 abstract 1
- 208000006673 asthma Diseases 0.000 abstract 1
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 abstract 1
- 238000009833 condensation Methods 0.000 abstract 1
- 230000005494 condensation Effects 0.000 abstract 1
- 201000010099 disease Diseases 0.000 abstract 1
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 abstract 1
- 229910052739 hydrogen Inorganic materials 0.000 abstract 1
- 239000001257 hydrogen Substances 0.000 abstract 1
- 231100000053 low toxicity Toxicity 0.000 abstract 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 abstract 1
- 238000002360 preparation method Methods 0.000 abstract 1
- 230000000069 prophylactic effect Effects 0.000 abstract 1
- 230000001225 therapeutic effect Effects 0.000 abstract 1
- 125000004496 thiazol-5-yl group Chemical group S1C=NC=C1* 0.000 abstract 1
- 229930192474 thiophene Chemical group 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D277/00—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings
- C07D277/02—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings
- C07D277/20—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D277/22—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P37/00—Drugs for immunological or allergic disorders
- A61P37/08—Antiallergic agents
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D263/00—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings
- C07D263/02—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings not condensed with other rings
- C07D263/30—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D263/32—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D277/00—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings
- C07D277/02—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings
- C07D277/20—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D277/22—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms
- C07D277/24—Radicals substituted by oxygen atoms
-
- 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
- C07D295/14—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 carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
- C07D295/145—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 carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals with the ring nitrogen atoms and the carbon atoms with three bonds to hetero atoms attached to the same carbon chain, which is not interrupted by carbocyclic rings
- C07D295/15—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 carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals with the ring nitrogen atoms and the carbon atoms with three bonds to hetero 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
- C07D—HETEROCYCLIC COMPOUNDS
- C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
- C07D307/02—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings
- C07D307/34—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D307/38—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with substituted hydrocarbon radicals attached to ring carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
- C07D307/02—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings
- C07D307/34—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D307/38—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with substituted hydrocarbon radicals attached to ring carbon atoms
- C07D307/40—Radicals substituted by oxygen atoms
- C07D307/42—Singly bound oxygen atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D333/00—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom
- C07D333/02—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings
- C07D333/04—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom
- C07D333/06—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to the ring carbon atoms
- C07D333/14—Radicals substituted by singly bound hetero atoms other than halogen
- C07D333/16—Radicals substituted by singly bound hetero atoms other than halogen by oxygen atoms
Landscapes
- Organic Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- General Chemical & Material Sciences (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Life Sciences & Earth Sciences (AREA)
- Pharmacology & Pharmacy (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Pulmonology (AREA)
- Engineering & Computer Science (AREA)
- Immunology (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
- Thiazole And Isothizaole Compounds (AREA)
- Furan Compounds (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
- Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
Abstract
Phenylpiperazine derivatives of formula (I) < IMAGE > as well as their pharmaceutically acceptable salts, are prepared. R<1> represents benzyl, C1-6 alkyl or an optionally substituted phenyl R<2> represents an optionally substituted phenyl, R<3> represents hydrogen or C1-4 alkyl, Q represents furan, thiophene, oxazole or thiazole, m is an integer from 1 to 3 and n is 0 or 1. When m is 2 and n is 0, R<1> cannot represent a methyl group when Q is the thiazol-5-yl group. The preparation is carried out by condensation of a compound of formula (VII): R<1>-Q-(CH2)m-(CHR<3>)n-L (VII) in which L represents the split group, with a compound of formula (VIII): < IMAGE > The compounds of formula (I) and their pharmaceutically acceptable salts are useful in the prophylactic and therapeutic treatment of diseases of immediate hypersensitiveness, especially asthma in mammals. They have a low toxicity.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB16526/76A GB1575904A (en) | 1976-04-23 | 1976-04-23 | Phenyl piperazines |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ES467948A1 true ES467948A1 (en) | 1978-11-01 |
Family
ID=10078930
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES457988A Expired ES457988A1 (en) | 1976-04-23 | 1977-04-20 | Phenyl piperazines |
| ES467948A Expired ES467948A1 (en) | 1976-04-23 | 1978-03-16 | Phenyl piperazines |
Family Applications Before (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES457988A Expired ES457988A1 (en) | 1976-04-23 | 1977-04-20 | Phenyl piperazines |
Country Status (34)
| Country | Link |
|---|---|
| JP (1) | JPS52151183A (en) |
| AR (2) | AR222003A1 (en) |
| AT (1) | AT355579B (en) |
| AU (1) | AU514822B2 (en) |
| BE (1) | BE853899A (en) |
| BG (2) | BG27746A3 (en) |
| CA (1) | CA1087617A (en) |
| CH (2) | CH625802A5 (en) |
| CS (1) | CS196360B2 (en) |
| DD (1) | DD129790A5 (en) |
| DE (1) | DE2717415A1 (en) |
| DK (1) | DK176177A (en) |
| ES (2) | ES457988A1 (en) |
| FI (1) | FI63937C (en) |
| FR (1) | FR2348925A1 (en) |
| GB (1) | GB1575904A (en) |
| GR (1) | GR64084B (en) |
| HU (1) | HU176820B (en) |
| IE (1) | IE44730B1 (en) |
| IL (1) | IL51787A (en) |
| LU (1) | LU77170A1 (en) |
| MX (1) | MX4596E (en) |
| NL (1) | NL7704456A (en) |
| NO (1) | NO146710C (en) |
| NZ (1) | NZ183715A (en) |
| OA (1) | OA05643A (en) |
| PH (1) | PH14124A (en) |
| PL (1) | PL117466B1 (en) |
| PT (1) | PT66452B (en) |
| RO (1) | RO72831A (en) |
| SE (1) | SE7704536L (en) |
| SU (2) | SU664564A3 (en) |
| YU (1) | YU104477A (en) |
| ZA (1) | ZA771849B (en) |
Families Citing this family (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB1601310A (en) * | 1978-05-23 | 1981-10-28 | Lilly Industries Ltd | Aryl hydantoins |
| DE3142608A1 (en) * | 1981-10-28 | 1983-05-05 | Basf Ag, 6700 Ludwigshafen | POLYAZO DYES |
| JPH07157477A (en) * | 1993-12-02 | 1995-06-20 | Asahi Kagaku Kogyo Kk | Method for producing thiazole derivative |
| US5834499A (en) * | 1994-03-11 | 1998-11-10 | Yamanouchi Pharmaceutical Co., Ltd. | 5-HT3 receptor agonist, novel thiazole derivative and intermediate thereof |
| CA2144669A1 (en) * | 1994-03-29 | 1995-09-30 | Kozo Akasaka | Biphenyl derivatives |
| GB9517381D0 (en) * | 1995-08-24 | 1995-10-25 | Pharmacia Spa | Aryl and heteroaryl piperazine derivatives |
| DZ3292A1 (en) * | 2001-09-13 | 2005-05-14 | Solvay Pharm Gmbh | Novel 1-[1-(hetero)aryl-1-perhydroxyalkylmethyl]-piperazine compounds, process for their preparation and medicaments containing these compounds |
| US7829713B2 (en) * | 2006-02-28 | 2010-11-09 | Helicon Therapeutics, Inc. | Therapeutic piperazines |
| US8927546B2 (en) | 2006-02-28 | 2015-01-06 | Dart Neuroscience (Cayman) Ltd. | Therapeutic piperazines |
-
1976
- 1976-04-23 GB GB16526/76A patent/GB1575904A/en not_active Expired
-
1977
- 1977-03-28 ZA ZA00771849A patent/ZA771849B/en unknown
- 1977-03-28 NZ NZ183715A patent/NZ183715A/en unknown
- 1977-03-30 IL IL51787A patent/IL51787A/en unknown
- 1977-03-30 CA CA275,160A patent/CA1087617A/en not_active Expired
- 1977-03-30 IE IE671/77A patent/IE44730B1/en unknown
- 1977-04-13 MX MX775629U patent/MX4596E/en unknown
- 1977-04-13 CH CH455777A patent/CH625802A5/en not_active IP Right Cessation
- 1977-04-13 CH CH525781A patent/CH633009A5/en not_active IP Right Cessation
- 1977-04-14 PH PH19656A patent/PH14124A/en unknown
- 1977-04-18 PT PT66452A patent/PT66452B/en unknown
- 1977-04-18 AU AU24386/77A patent/AU514822B2/en not_active Expired
- 1977-04-19 FR FR7711669A patent/FR2348925A1/en active Granted
- 1977-04-19 GR GR53236A patent/GR64084B/en unknown
- 1977-04-20 BG BG036062A patent/BG27746A3/en unknown
- 1977-04-20 DE DE19772717415 patent/DE2717415A1/en not_active Withdrawn
- 1977-04-20 SE SE7704536A patent/SE7704536L/en not_active Application Discontinuation
- 1977-04-20 ES ES457988A patent/ES457988A1/en not_active Expired
- 1977-04-20 BG BG037191A patent/BG28055A3/en unknown
- 1977-04-20 RO RO7790106A patent/RO72831A/en unknown
- 1977-04-20 OA OA56149A patent/OA05643A/en unknown
- 1977-04-21 YU YU01044/77A patent/YU104477A/en unknown
- 1977-04-21 LU LU77170A patent/LU77170A1/xx unknown
- 1977-04-21 DK DK176177A patent/DK176177A/en not_active Application Discontinuation
- 1977-04-21 CS CS772668A patent/CS196360B2/en unknown
- 1977-04-22 SU SU772474105A patent/SU664564A3/en active
- 1977-04-22 BE BE6045977A patent/BE853899A/en not_active IP Right Cessation
- 1977-04-22 HU HU77LI311A patent/HU176820B/en unknown
- 1977-04-22 DD DD7700198558A patent/DD129790A5/en unknown
- 1977-04-22 AR AR267310A patent/AR222003A1/en active
- 1977-04-22 AT AT285177A patent/AT355579B/en not_active IP Right Cessation
- 1977-04-22 NL NL7704456A patent/NL7704456A/en not_active Application Discontinuation
- 1977-04-22 NO NO771398A patent/NO146710C/en unknown
- 1977-04-22 PL PL1977197550A patent/PL117466B1/en unknown
- 1977-04-22 FI FI771287A patent/FI63937C/en not_active IP Right Cessation
- 1977-04-23 JP JP4727677A patent/JPS52151183A/en active Pending
- 1977-12-28 SU SU772558499A patent/SU727146A3/en active
-
1978
- 1978-03-16 ES ES467948A patent/ES467948A1/en not_active Expired
- 1978-03-22 AR AR271519A patent/AR222635A1/en active
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