ZA200502700B - 1-(4-benzyl-piperazin-1-YL)-3-phenyl-propenone derivatives. - Google Patents
1-(4-benzyl-piperazin-1-YL)-3-phenyl-propenone derivatives. Download PDFInfo
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- ZA200502700B ZA200502700B ZA200502700A ZA200502700A ZA200502700B ZA 200502700 B ZA200502700 B ZA 200502700B ZA 200502700 A ZA200502700 A ZA 200502700A ZA 200502700 A ZA200502700 A ZA 200502700A ZA 200502700 B ZA200502700 B ZA 200502700B
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- South Africa
- Prior art keywords
- optionally substituted
- hydrogen
- oxo
- group
- substituents
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- 239000001257 hydrogen Substances 0.000 claims description 82
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- 125000003118 aryl group Chemical group 0.000 claims description 47
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- MQODCWGPPFRIEF-AEVNEEFTSA-N n-[2-[(e)-3-[(2r)-2-(aminomethyl)-4-[(4-fluorophenyl)methyl]piperazin-1-yl]-3-oxoprop-1-enyl]-5-chlorophenyl]acetamide Chemical compound CC(=O)NC1=CC(Cl)=CC=C1\C=C\C(=O)N1[C@H](CN)CN(CC=2C=CC(F)=CC=2)CC1 MQODCWGPPFRIEF-AEVNEEFTSA-N 0.000 description 1
- OKPDPHQVVCXCIO-VSRDTVRMSA-N n-[3-[(e)-3-[(2r)-4-[(4-fluorophenyl)methyl]-2-methylpiperazin-1-yl]-3-oxoprop-1-enyl]naphthalen-2-yl]acetamide Chemical compound C([C@H](N(CC1)C(=O)\C=C\C=2C(=CC3=CC=CC=C3C=2)NC(C)=O)C)N1CC1=CC=C(F)C=C1 OKPDPHQVVCXCIO-VSRDTVRMSA-N 0.000 description 1
- WMNVCJHUWOKRDG-BJMVGYQFSA-N n-[4-chloro-2-[(e)-3-[4-[(4-fluorophenyl)methyl]-2-methylpiperazin-1-yl]-3-oxoprop-1-enyl]phenyl]acetamide Chemical compound C1CN(C(=O)\C=C\C=2C(=CC=C(Cl)C=2)NC(C)=O)C(C)CN1CC1=CC=C(F)C=C1 WMNVCJHUWOKRDG-BJMVGYQFSA-N 0.000 description 1
- LPZSTSAAMPGUEG-ICKBMGCOSA-N n-[5-chloro-2-[(e)-3-[(2r)-2-ethyl-4-[(4-fluorophenyl)methyl]piperazin-1-yl]-3-oxoprop-1-enyl]phenyl]acetamide Chemical compound C([C@H](N(CC1)C(=O)\C=C\C=2C(=CC(Cl)=CC=2)NC(C)=O)CC)N1CC1=CC=C(F)C=C1 LPZSTSAAMPGUEG-ICKBMGCOSA-N 0.000 description 1
- VODYKHASXWEHLJ-SBJJXXPASA-N n-[5-chloro-2-[(e)-3-[(2r)-4-[(4-fluorophenyl)methyl]-2-methylpiperazin-1-yl]-3-oxoprop-1-enyl]-4-(trifluoromethoxy)phenyl]acetamide Chemical compound C([C@H](N(CC1)C(=O)\C=C\C=2C(=CC(Cl)=C(OC(F)(F)F)C=2)NC(C)=O)C)N1CC1=CC=C(F)C=C1 VODYKHASXWEHLJ-SBJJXXPASA-N 0.000 description 1
- MXFQQMJDQHFGCV-MTCRFPMVSA-N n-[5-chloro-2-[(e)-3-[(2r)-4-[(4-fluorophenyl)methyl]-2-methylpiperazin-1-yl]-3-oxoprop-1-enyl]-4-methoxyphenyl]morpholine-4-carboxamide Chemical compound C1COCCN1C(=O)NC=1C=C(Cl)C(OC)=CC=1\C=C\C(=O)N([C@@H](C1)C)CCN1CC1=CC=C(F)C=C1 MXFQQMJDQHFGCV-MTCRFPMVSA-N 0.000 description 1
- GYQIZRVGOBQSGG-QPGLYAHGSA-N n-[5-chloro-2-[(e)-3-[(2r)-4-[(4-fluorophenyl)methyl]-2-methylpiperazin-1-yl]-3-oxoprop-1-enyl]-4-methoxyphenyl]pyrrolidine-1-carboxamide Chemical compound C1CCCN1C(=O)NC=1C=C(Cl)C(OC)=CC=1\C=C\C(=O)N([C@@H](C1)C)CCN1CC1=CC=C(F)C=C1 GYQIZRVGOBQSGG-QPGLYAHGSA-N 0.000 description 1
- AELMJFWYSUOUGF-MTCRFPMVSA-N n-[5-chloro-2-[(e)-3-[(2r)-4-[(4-fluorophenyl)methyl]-2-methylpiperazin-1-yl]-3-oxoprop-1-enyl]-4-morpholin-4-ylphenyl]acetamide Chemical compound C([C@H](N(CC1)C(=O)\C=C\C=2C(=CC(Cl)=C(N3CCOCC3)C=2)NC(C)=O)C)N1CC1=CC=C(F)C=C1 AELMJFWYSUOUGF-MTCRFPMVSA-N 0.000 description 1
- DUFKTZBQJIHIAQ-VGZDNEPHSA-N n-[5-chloro-2-[(e)-3-[(2r)-4-[(4-fluorophenyl)methyl]-2-methylpiperazin-1-yl]-3-oxoprop-1-enyl]phenyl]acetamide Chemical compound C([C@H](N(CC1)C(=O)\C=C\C=2C(=CC(Cl)=CC=2)NC(C)=O)C)N1CC1=CC=C(F)C=C1 DUFKTZBQJIHIAQ-VGZDNEPHSA-N 0.000 description 1
- TXFDENXEXABBDW-NGXUEJOTSA-N n-[5-chloro-2-[(e)-3-[(2r,5s)-4-[(4-fluorophenyl)methyl]-2,5-dimethylpiperazin-1-yl]-3-oxoprop-1-enyl]-4-methoxyphenyl]acetamide Chemical compound C1=C(Cl)C(OC)=CC(\C=C\C(=O)N2[C@@H](CN(CC=3C=CC(F)=CC=3)[C@@H](C)C2)C)=C1NC(C)=O TXFDENXEXABBDW-NGXUEJOTSA-N 0.000 description 1
- OGAAHLSBWGMDAH-MEQKGCOVSA-N n-[5-chloro-2-[(e)-3-[(2s)-4-[(4-fluorophenyl)methyl]-2-(hydroxymethyl)piperazin-1-yl]-3-oxoprop-1-enyl]-4-methoxyphenyl]methanesulfonamide Chemical compound C1=C(Cl)C(OC)=CC(\C=C\C(=O)N2[C@@H](CN(CC=3C=CC(F)=CC=3)CC2)CO)=C1NS(C)(=O)=O OGAAHLSBWGMDAH-MEQKGCOVSA-N 0.000 description 1
- LCDYBFVSPXSNHQ-OWLMGLOSSA-N n-[5-chloro-2-[(e)-3-[(2s)-4-[(4-fluorophenyl)methyl]-2-(hydroxymethyl)piperazin-1-yl]-3-oxoprop-1-enyl]phenyl]acetamide Chemical compound CC(=O)NC1=CC(Cl)=CC=C1\C=C\C(=O)N1[C@H](CO)CN(CC=2C=CC(F)=CC=2)CC1 LCDYBFVSPXSNHQ-OWLMGLOSSA-N 0.000 description 1
- KQRZTSQFPNLYIL-KVKRHKIDSA-N n-[5-chloro-2-[(e)-3-[(2s,5s)-4-[(4-fluorophenyl)methyl]-5-methyl-2-(phenylmethoxymethyl)piperazin-1-yl]-3-oxoprop-1-enyl]phenyl]acetamide Chemical compound C([C@H]1N(C[C@@H](N(C1)CC=1C=CC(F)=CC=1)C)C(=O)\C=C\C=1C(=CC(Cl)=CC=1)NC(C)=O)OCC1=CC=CC=C1 KQRZTSQFPNLYIL-KVKRHKIDSA-N 0.000 description 1
- IFTAKZIIEOCMPH-UXBLZVDNSA-N n-[5-chloro-2-[(e)-3-[4-[(4-chlorophenyl)methyl]-2-methylpiperazin-1-yl]-3-oxoprop-1-enyl]phenyl]acetamide Chemical compound C1CN(C(=O)\C=C\C=2C(=CC(Cl)=CC=2)NC(C)=O)C(C)CN1CC1=CC=C(Cl)C=C1 IFTAKZIIEOCMPH-UXBLZVDNSA-N 0.000 description 1
- HIDICENMVRNHJQ-CSKARUKUSA-N n-[5-chloro-2-[(e)-3-[4-[(4-cyanophenyl)methyl]-2-methylpiperazin-1-yl]-3-oxoprop-1-enyl]phenyl]acetamide Chemical compound C1CN(C(=O)\C=C\C=2C(=CC(Cl)=CC=2)NC(C)=O)C(C)CN1CC1=CC=C(C#N)C=C1 HIDICENMVRNHJQ-CSKARUKUSA-N 0.000 description 1
- VRHDKJQVCPDYJB-WEVVVXLNSA-N n-[5-chloro-2-[(e)-3-[4-[(4-fluorophenyl)methyl]piperazin-1-yl]-3-oxoprop-1-enyl]phenyl]acetamide Chemical compound CC(=O)NC1=CC(Cl)=CC=C1\C=C\C(=O)N1CCN(CC=2C=CC(F)=CC=2)CC1 VRHDKJQVCPDYJB-WEVVVXLNSA-N 0.000 description 1
- DFEHALWAKUXBPW-PYUISTEWSA-N n-[5-chloro-4-ethoxy-2-[(e)-3-[(2r)-4-[(4-fluorophenyl)methyl]-2-methylpiperazin-1-yl]-3-oxoprop-1-enyl]phenyl]acetamide Chemical compound C1=C(Cl)C(OCC)=CC(\C=C\C(=O)N2[C@@H](CN(CC=3C=CC(F)=CC=3)CC2)C)=C1NC(C)=O DFEHALWAKUXBPW-PYUISTEWSA-N 0.000 description 1
- JTFRLPSCLRRZFU-SBJJXXPASA-N n-[5-chloro-4-fluoro-2-[(e)-3-[(2r)-4-[(4-fluorophenyl)methyl]-2-methylpiperazin-1-yl]-3-oxoprop-1-enyl]phenyl]methanesulfonamide Chemical compound C([C@H](N(CC1)C(=O)\C=C\C=2C(=CC(Cl)=C(F)C=2)NS(C)(=O)=O)C)N1CC1=CC=C(F)C=C1 JTFRLPSCLRRZFU-SBJJXXPASA-N 0.000 description 1
- MVIVWOSZVYNMQN-RUJXFNLJSA-N n-[6-[(e)-3-[(2r)-4-[(4-fluorophenyl)methyl]-2-methylpiperazin-1-yl]-3-oxoprop-1-enyl]quinolin-7-yl]acetamide Chemical compound C([C@H](N(CC1)C(=O)\C=C\C=2C(=CC3=NC=CC=C3C=2)NC(C)=O)C)N1CC1=CC=C(F)C=C1 MVIVWOSZVYNMQN-RUJXFNLJSA-N 0.000 description 1
- 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000003136 n-heptyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- ICTGBOFCIDHVPA-UHFFFAOYSA-N n-methylsulfonylmethanesulfonamide Chemical compound CS(=O)(=O)NS(C)(=O)=O ICTGBOFCIDHVPA-UHFFFAOYSA-N 0.000 description 1
- 125000000740 n-pentyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000001624 naphthyl group Chemical group 0.000 description 1
- 150000002825 nitriles Chemical class 0.000 description 1
- 230000003287 optical effect Effects 0.000 description 1
- 125000002971 oxazolyl group Chemical group 0.000 description 1
- 230000004962 physiological condition Effects 0.000 description 1
- 125000004194 piperazin-1-yl group Chemical group [H]N1C([H])([H])C([H])([H])N(*)C([H])([H])C1([H])[H] 0.000 description 1
- 239000011591 potassium Substances 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- 125000004368 propenyl group Chemical group C(=CC)* 0.000 description 1
- 125000003226 pyrazolyl group Chemical group 0.000 description 1
- 125000000168 pyrrolyl group Chemical group 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 230000007017 scission Effects 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 238000003797 solvolysis reaction Methods 0.000 description 1
- 125000003003 spiro group Chemical group 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- NVBFHJWHLNUMCV-UHFFFAOYSA-N sulfamide Chemical compound NS(N)(=O)=O NVBFHJWHLNUMCV-UHFFFAOYSA-N 0.000 description 1
- JMCVUWLHZZYXLA-UHFFFAOYSA-N tert-butyl 4-ethynyl-2-hydroxypiperidine-1-carboxylate Chemical compound CC(C)(C)OC(=O)N1CCC(C#C)CC1O JMCVUWLHZZYXLA-UHFFFAOYSA-N 0.000 description 1
- 125000001544 thienyl group Chemical group 0.000 description 1
- KJAMZCVTJDTESW-UHFFFAOYSA-N tiracizine Chemical compound C1CC2=CC=CC=C2N(C(=O)CN(C)C)C2=CC(NC(=O)OCC)=CC=C21 KJAMZCVTJDTESW-UHFFFAOYSA-N 0.000 description 1
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 1
- GETQZCLCWQTVFV-UHFFFAOYSA-N trimethylamine Chemical compound CN(C)C GETQZCLCWQTVFV-UHFFFAOYSA-N 0.000 description 1
- DRDCQJADRSJFFD-UHFFFAOYSA-N tris-hydroxymethyl-methyl-ammonium Chemical class OC[N+](C)(CO)CO DRDCQJADRSJFFD-UHFFFAOYSA-N 0.000 description 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
- C07D295/16—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 acylated on ring nitrogen atoms
- C07D295/18—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 acylated on ring nitrogen atoms by radicals derived from carboxylic acids, or sulfur or nitrogen analogues thereof
- C07D295/182—Radicals derived from carboxylic acids
- C07D295/185—Radicals derived from carboxylic acids from aliphatic carboxylic acids
-
- 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
- C07D295/16—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 acylated on ring nitrogen atoms
- C07D295/18—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 acylated on ring nitrogen atoms by radicals derived from carboxylic acids, or sulfur or nitrogen analogues thereof
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P19/00—Drugs for skeletal disorders
- A61P19/02—Drugs for skeletal disorders for joint disorders, e.g. arthritis, arthrosis
-
- 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
- A61P29/00—Non-central analgesic, antipyretic or antiinflammatory agents, e.g. antirheumatic agents; Non-steroidal antiinflammatory drugs [NSAID]
-
- 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
- A61P37/02—Immunomodulators
-
- 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
- A61P37/02—Immunomodulators
- A61P37/06—Immunosuppressants, e.g. drugs for graft rejection
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D207/00—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D207/02—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D207/04—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom 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
- C07D207/10—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom 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
- C07D207/14—Nitrogen atoms not forming part of a nitro radical
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D207/00—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D207/02—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D207/04—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom 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
- C07D207/10—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom 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
- C07D207/16—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D207/00—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D207/02—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D207/18—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having one double bond between ring members or between a ring member and a non-ring member
- C07D207/22—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having one double bond between ring members or between a ring member and a non-ring member 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
- C07D207/24—Oxygen or sulfur atoms
- C07D207/26—2-Pyrrolidones
- C07D207/273—2-Pyrrolidones 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 other ring carbon atoms
- C07D207/277—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
- C07D207/28—2-Pyrrolidone-5- carboxylic acids; Functional derivatives thereof, e.g. esters, nitriles
-
- 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
- C07D211/48—Oxygen atoms attached in position 4 having an acyclic carbon atom 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
- C07D211/56—Nitrogen atoms
- C07D211/58—Nitrogen atoms attached in position 4
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D215/00—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems
- C07D215/02—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom
- C07D215/16—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom 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
- C07D215/38—Nitrogen atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D233/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
- C07D233/54—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members
- C07D233/66—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two 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
- C07D233/72—Two oxygen atoms, e.g. hydantoin
- C07D233/74—Two oxygen atoms, e.g. hydantoin with only hydrogen atoms or radicals containing only hydrogen and carbon atoms, attached to other ring members
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Public Health (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Engineering & Computer Science (AREA)
- Pharmacology & Pharmacy (AREA)
- Life Sciences & Earth Sciences (AREA)
- Immunology (AREA)
- General Health & Medical Sciences (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Veterinary Medicine (AREA)
- Rheumatology (AREA)
- Transplantation (AREA)
- Pain & Pain Management (AREA)
- Biomedical Technology (AREA)
- Neurology (AREA)
- Neurosurgery (AREA)
- Orthopedic Medicine & Surgery (AREA)
- Physical Education & Sports Medicine (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GBGB0224917.5A GB0224917D0 (en) | 2002-10-25 | 2002-10-25 | Organic compounds |
Publications (1)
Publication Number | Publication Date |
---|---|
ZA200502700B true ZA200502700B (en) | 2006-05-31 |
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ZA200502700A ZA200502700B (en) | 2002-10-25 | 2005-04-04 | 1-(4-benzyl-piperazin-1-YL)-3-phenyl-propenone derivatives. |
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US (1) | US7645760B2 (fr) |
EP (1) | EP1558594A2 (fr) |
JP (1) | JP2006505575A (fr) |
KR (1) | KR20050065620A (fr) |
CN (2) | CN101570517A (fr) |
AR (1) | AR043055A1 (fr) |
AU (1) | AU2003296559B2 (fr) |
BR (1) | BR0315662A (fr) |
CA (1) | CA2502633C (fr) |
EC (1) | ECSP055745A (fr) |
GB (1) | GB0224917D0 (fr) |
MX (1) | MXPA05004348A (fr) |
NO (1) | NO20052487D0 (fr) |
PE (1) | PE20040779A1 (fr) |
PL (1) | PL374893A1 (fr) |
RU (1) | RU2347782C2 (fr) |
TW (1) | TW200420545A (fr) |
WO (1) | WO2004037796A2 (fr) |
ZA (1) | ZA200502700B (fr) |
Families Citing this family (19)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US7456184B2 (en) * | 2003-05-01 | 2008-11-25 | Palatin Technologies Inc. | Melanocortin receptor-specific compounds |
SE0400441D0 (sv) | 2004-02-25 | 2004-02-25 | Active Biotech Ab | Novel Benzofurans and Indols |
SE0400440D0 (sv) * | 2004-02-25 | 2004-02-25 | Active Biotech Ab | Novel Cinnamic Amides |
GB0409236D0 (en) * | 2004-04-26 | 2004-05-26 | Novartis Ag | Organic compounds |
US7777035B2 (en) | 2005-06-22 | 2010-08-17 | Chemocentryx, Inc. | Azaindazole compounds and methods of use |
CN101007794B (zh) * | 2006-01-26 | 2010-09-01 | 中国科学院上海药物研究所 | N,n'-二取代哌嗪类衍生物及其制备方法、药物组合物和用途 |
US7601844B2 (en) | 2006-01-27 | 2009-10-13 | Bristol-Myers Squibb Company | Piperidinyl derivatives as modulators of chemokine receptor activity |
US7615556B2 (en) | 2006-01-27 | 2009-11-10 | Bristol-Myers Squibb Company | Piperazinyl derivatives as modulators of chemokine receptor activity |
WO2008090357A2 (fr) * | 2007-01-24 | 2008-07-31 | Palatin Technologies, Inc. | Composés à base de pipérazine spécifiques du récepteur de la mélanocortine |
TWI433838B (zh) | 2008-06-25 | 2014-04-11 | 必治妥美雅史谷比公司 | 作為趨化因子受體活性調節劑之六氫吡啶衍生物 |
PT2528897E (pt) * | 2010-01-29 | 2014-11-12 | Otsuka Pharma Co Ltd | Derivados de piridina dissubstituída como anticancerígenos |
US8642622B2 (en) | 2010-06-16 | 2014-02-04 | Bristol-Myers Squibb Company | Piperidinyl compound as a modulator of chemokine receptor activity |
JP6014144B2 (ja) * | 2012-08-08 | 2016-10-25 | 田辺三菱製薬株式会社 | 1,4−ベンゾオキサジン化合物の製法 |
US9993497B2 (en) * | 2012-12-30 | 2018-06-12 | Hadasit Medical Research Services And Development Ltd. | Use of alginate compositions in preventing or reducing liver damage caused by a hepatotoxic agent |
PE20160521A1 (es) * | 2013-07-18 | 2016-05-20 | Novartis Ag | Inhibidores de autotaxina que comprenden un nucleo ciclico de anillo heteroaromatico-bencil-amida |
US9776979B2 (en) * | 2013-09-26 | 2017-10-03 | Sanford-Burnham Medical Research Institute | EBI2 modulators |
BR112017015455A2 (pt) | 2015-01-20 | 2018-01-23 | Novartis Ag | agentes de imagiologia pet |
WO2021102359A2 (fr) * | 2019-11-22 | 2021-05-27 | The Regents Of The University Of California | Inhibiteurs de taspase1 et leurs utilisations |
WO2021105115A1 (fr) | 2019-11-28 | 2021-06-03 | Bayer Aktiengesellschaft | Aminoquinolones substituées utilisées en tant qu'inhibiteurs de dgkalpha pour activation immunitaire |
Family Cites Families (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS60139646A (ja) * | 1983-12-27 | 1985-07-24 | Otsuka Pharmaceut Factory Inc | ナフタレン誘導体 |
JPS6219577A (ja) * | 1985-07-16 | 1987-01-28 | Kanebo Ltd | 新規なベンジルピペラジン誘導体および該化合物を有効成分とする医薬組成物 |
US5380726A (en) * | 1993-01-15 | 1995-01-10 | Ciba-Geigy Corporation | Substituted dialkylthio ethers |
FR2725445B1 (fr) * | 1994-10-10 | 1996-10-31 | Adir | Nouveaux derives a structure 1-arylalkenyl 4-aryl alkyl piperazine, leur procede de preparation et les compositions pharmaceutiques qui les contiennent |
JP2000086603A (ja) | 1998-07-15 | 2000-03-28 | Yoshitomi Pharmaceut Ind Ltd | 桂皮酸アミド誘導体および3―フェニルプロピオン酸アミド誘導体 |
US6110922A (en) * | 1998-12-29 | 2000-08-29 | Abbott Laboratories | Cell adhesion-inhibiting antiinflammatory and immune-suppressive compounds |
IL160974A0 (en) * | 2001-10-22 | 2004-08-31 | Pfizer Prod Inc | Piperazine derivatives with ccr1 receptor antagonist activity |
-
2002
- 2002-10-25 GB GBGB0224917.5A patent/GB0224917D0/en not_active Ceased
-
2003
- 2003-10-21 TW TW092129162A patent/TW200420545A/zh unknown
- 2003-10-23 PE PE2003001076A patent/PE20040779A1/es not_active Application Discontinuation
- 2003-10-23 AR ARP030103870A patent/AR043055A1/es not_active Application Discontinuation
- 2003-10-24 RU RU2005115964/04A patent/RU2347782C2/ru not_active IP Right Cessation
- 2003-10-24 AU AU2003296559A patent/AU2003296559B2/en not_active Ceased
- 2003-10-24 CN CNA2009101474324A patent/CN101570517A/zh active Pending
- 2003-10-24 CA CA2502633A patent/CA2502633C/fr not_active Expired - Fee Related
- 2003-10-24 JP JP2004545990A patent/JP2006505575A/ja active Pending
- 2003-10-24 CN CNB2003801020110A patent/CN100554257C/zh not_active Expired - Fee Related
- 2003-10-24 MX MXPA05004348A patent/MXPA05004348A/es active IP Right Grant
- 2003-10-24 WO PCT/EP2003/011848 patent/WO2004037796A2/fr active Application Filing
- 2003-10-24 PL PL03374893A patent/PL374893A1/xx not_active Application Discontinuation
- 2003-10-24 US US10/532,331 patent/US7645760B2/en not_active Expired - Fee Related
- 2003-10-24 KR KR1020057006954A patent/KR20050065620A/ko active IP Right Grant
- 2003-10-24 BR BR0315662-1A patent/BR0315662A/pt not_active IP Right Cessation
- 2003-10-24 EP EP03809328A patent/EP1558594A2/fr not_active Withdrawn
-
2005
- 2005-04-04 ZA ZA200502700A patent/ZA200502700B/en unknown
- 2005-04-25 EC EC2005005745A patent/ECSP055745A/es unknown
- 2005-05-24 NO NO20052487A patent/NO20052487D0/no not_active Application Discontinuation
Also Published As
Publication number | Publication date |
---|---|
CN101570517A (zh) | 2009-11-04 |
RU2005115964A (ru) | 2006-01-27 |
MXPA05004348A (es) | 2005-08-02 |
CN100554257C (zh) | 2009-10-28 |
GB0224917D0 (en) | 2002-12-04 |
CA2502633C (fr) | 2011-02-01 |
CA2502633A1 (fr) | 2004-05-06 |
WO2004037796A3 (fr) | 2004-06-17 |
KR20050065620A (ko) | 2005-06-29 |
TW200420545A (en) | 2004-10-16 |
NO20052487L (no) | 2005-05-24 |
BR0315662A (pt) | 2005-08-30 |
EP1558594A2 (fr) | 2005-08-03 |
AU2003296559B2 (en) | 2007-11-01 |
CN1708489A (zh) | 2005-12-14 |
PL374893A1 (en) | 2005-11-14 |
US7645760B2 (en) | 2010-01-12 |
JP2006505575A (ja) | 2006-02-16 |
WO2004037796A2 (fr) | 2004-05-06 |
RU2347782C2 (ru) | 2009-02-27 |
US20060173004A1 (en) | 2006-08-03 |
PE20040779A1 (es) | 2004-12-21 |
ECSP055745A (es) | 2005-07-06 |
AU2003296559A1 (en) | 2004-05-13 |
AR043055A1 (es) | 2005-07-13 |
NO20052487D0 (no) | 2005-05-24 |
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