UA80573C2 - Piperazinyl and diazapanyl benzamides and benzthioamides - Google Patents
Piperazinyl and diazapanyl benzamides and benzthioamides Download PDFInfo
- Publication number
- UA80573C2 UA80573C2 UAA200504801A UA2005004801A UA80573C2 UA 80573 C2 UA80573 C2 UA 80573C2 UA A200504801 A UAA200504801 A UA A200504801A UA 2005004801 A UA2005004801 A UA 2005004801A UA 80573 C2 UA80573 C2 UA 80573C2
- Authority
- UA
- Ukraine
- Prior art keywords
- methanone
- phenyl
- ylmethylphenyl
- isopropylpiperazin
- piperazin
- Prior art date
Links
- 125000004193 piperazinyl group Chemical group 0.000 title claims abstract description 13
- QIOZLISABUUKJY-UHFFFAOYSA-N Thiobenzamide Chemical class NC(=S)C1=CC=CC=C1 QIOZLISABUUKJY-UHFFFAOYSA-N 0.000 title abstract description 5
- 229940054066 benzamide antipsychotics Drugs 0.000 title 1
- 150000003936 benzamides Chemical class 0.000 title 1
- 238000000034 method Methods 0.000 claims abstract description 45
- NTYJJOPFIAHURM-UHFFFAOYSA-N Histamine Chemical compound NCCC1=CN=CN1 NTYJJOPFIAHURM-UHFFFAOYSA-N 0.000 claims abstract description 32
- 229960001340 histamine Drugs 0.000 claims abstract description 16
- 230000001404 mediated effect Effects 0.000 claims abstract description 8
- -1 cyano, hydroxy Chemical group 0.000 claims description 303
- 150000001875 compounds Chemical class 0.000 claims description 238
- 125000000623 heterocyclic group Chemical group 0.000 claims description 71
- 125000000217 alkyl group Chemical group 0.000 claims description 49
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 48
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims description 28
- 125000001424 substituent group Chemical group 0.000 claims description 25
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 24
- 125000002947 alkylene group Chemical group 0.000 claims description 22
- 102000000543 Histamine Receptors Human genes 0.000 claims description 21
- 108010002059 Histamine Receptors Proteins 0.000 claims description 21
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 21
- 208000035475 disorder Diseases 0.000 claims description 19
- 150000003839 salts Chemical class 0.000 claims description 19
- 229910052736 halogen Inorganic materials 0.000 claims description 17
- 150000002367 halogens Chemical class 0.000 claims description 17
- 125000000719 pyrrolidinyl group Chemical group 0.000 claims description 17
- 150000001408 amides Chemical class 0.000 claims description 15
- 125000003386 piperidinyl group Chemical group 0.000 claims description 15
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 14
- 125000002883 imidazolyl group Chemical group 0.000 claims description 14
- 102000005962 receptors Human genes 0.000 claims description 14
- 108020003175 receptors Proteins 0.000 claims description 14
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims description 13
- 150000002148 esters Chemical class 0.000 claims description 12
- 229910052757 nitrogen Inorganic materials 0.000 claims description 12
- DSNALXIKDKGHLJ-UHFFFAOYSA-N [4-(piperidin-1-ylmethyl)phenyl]-(4-propan-2-ylpiperazin-1-yl)methanone Chemical compound C1CN(C(C)C)CCN1C(=O)C(C=C1)=CC=C1CN1CCCCC1 DSNALXIKDKGHLJ-UHFFFAOYSA-N 0.000 claims description 11
- 208000020925 Bipolar disease Diseases 0.000 claims description 10
- 125000003118 aryl group Chemical group 0.000 claims description 10
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 10
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 10
- 229920006395 saturated elastomer Polymers 0.000 claims description 10
- CVRHIQNRTHGXBL-UHFFFAOYSA-N (4-cyclohexylpiperazin-1-yl)-[4-(piperidin-1-ylmethyl)phenyl]methanone Chemical compound C=1C=C(CN2CCCCC2)C=CC=1C(=O)N(CC1)CCN1C1CCCCC1 CVRHIQNRTHGXBL-UHFFFAOYSA-N 0.000 claims description 9
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 9
- 125000003342 alkenyl group Chemical group 0.000 claims description 9
- 125000004452 carbocyclyl group Chemical group 0.000 claims description 9
- 201000010099 disease Diseases 0.000 claims description 9
- 230000000694 effects Effects 0.000 claims description 9
- 239000001257 hydrogen Substances 0.000 claims description 9
- 229910052739 hydrogen Inorganic materials 0.000 claims description 9
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims description 9
- 125000002757 morpholinyl group Chemical group 0.000 claims description 9
- 125000004076 pyridyl group Chemical group 0.000 claims description 9
- 125000000168 pyrrolyl group Chemical group 0.000 claims description 9
- 125000003831 tetrazolyl group Chemical group 0.000 claims description 9
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N Aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 claims description 8
- 206010020751 Hypersensitivity Diseases 0.000 claims description 8
- JTBLLBRXTOEAIZ-UHFFFAOYSA-N [4-(morpholin-4-ylmethyl)phenyl]-(4-propan-2-ylpiperazin-1-yl)methanone Chemical compound C1CN(C(C)C)CCN1C(=O)C(C=C1)=CC=C1CN1CCOCC1 JTBLLBRXTOEAIZ-UHFFFAOYSA-N 0.000 claims description 8
- 239000000739 antihistaminic agent Substances 0.000 claims description 8
- 125000003725 azepanyl group Chemical group 0.000 claims description 8
- 208000010877 cognitive disease Diseases 0.000 claims description 8
- 125000005959 diazepanyl group Chemical group 0.000 claims description 8
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 8
- 125000001425 triazolyl group Chemical group 0.000 claims description 8
- NTTSVWFRPRPGSL-UHFFFAOYSA-N (4-butylpiperazin-1-yl)-[4-(morpholin-4-ylmethyl)phenyl]methanone Chemical compound C1CN(CCCC)CCN1C(=O)C(C=C1)=CC=C1CN1CCOCC1 NTTSVWFRPRPGSL-UHFFFAOYSA-N 0.000 claims description 7
- WOBNBEKMLTZEQM-UHFFFAOYSA-N (4-propan-2-ylpiperazin-1-yl)-[4-(pyrrolidin-1-ylmethyl)phenyl]methanone;dihydrochloride Chemical compound Cl.Cl.C1CN(C(C)C)CCN1C(=O)C(C=C1)=CC=C1CN1CCCC1 WOBNBEKMLTZEQM-UHFFFAOYSA-N 0.000 claims description 7
- BRKXEPOVUAANEO-UHFFFAOYSA-N (4-propan-2-ylpiperazin-1-yl)-[4-(thiomorpholin-4-ylmethyl)phenyl]methanone Chemical compound C1CN(C(C)C)CCN1C(=O)C(C=C1)=CC=C1CN1CCSCC1 BRKXEPOVUAANEO-UHFFFAOYSA-N 0.000 claims description 7
- 206010012289 Dementia Diseases 0.000 claims description 7
- 125000005842 heteroatom Chemical group 0.000 claims description 7
- 125000004568 thiomorpholinyl group Chemical group 0.000 claims description 7
- ICSNLGPSRYBMBD-UHFFFAOYSA-N 2-aminopyridine Chemical compound NC1=CC=CC=N1 ICSNLGPSRYBMBD-UHFFFAOYSA-N 0.000 claims description 6
- 206010039085 Rhinitis allergic Diseases 0.000 claims description 6
- 208000013738 Sleep Initiation and Maintenance disease Diseases 0.000 claims description 6
- 201000010105 allergic rhinitis Diseases 0.000 claims description 6
- 239000005557 antagonist Substances 0.000 claims description 6
- 125000003785 benzimidazolyl group Chemical group N1=C(NC2=C1C=CC=C2)* 0.000 claims description 6
- 229910052799 carbon Inorganic materials 0.000 claims description 6
- 125000002971 oxazolyl group Chemical group 0.000 claims description 6
- 125000000714 pyrimidinyl group Chemical group 0.000 claims description 6
- 210000002345 respiratory system Anatomy 0.000 claims description 6
- 201000000980 schizophrenia Diseases 0.000 claims description 6
- 125000000335 thiazolyl group Chemical group 0.000 claims description 6
- DYRDMOISOZFIHC-UHFFFAOYSA-N (4-butylpiperazin-1-yl)-[4-[(dimethylamino)methyl]phenyl]methanone Chemical compound C1CN(CCCC)CCN1C(=O)C1=CC=C(CN(C)C)C=C1 DYRDMOISOZFIHC-UHFFFAOYSA-N 0.000 claims description 5
- OZEFFBHWWRSIQI-UHFFFAOYSA-N (4-methylpiperazin-1-yl)-[4-(morpholin-4-ylmethyl)phenyl]methanone;dihydrochloride Chemical compound Cl.Cl.C1CN(C)CCN1C(=O)C(C=C1)=CC=C1CN1CCOCC1 OZEFFBHWWRSIQI-UHFFFAOYSA-N 0.000 claims description 5
- 208000030814 Eating disease Diseases 0.000 claims description 5
- 208000019454 Feeding and Eating disease Diseases 0.000 claims description 5
- 208000020358 Learning disease Diseases 0.000 claims description 5
- 208000003251 Pruritus Diseases 0.000 claims description 5
- XLRDWGHKLGGZKC-UHFFFAOYSA-N [3-(piperidin-1-ylmethyl)phenyl]-(4-propan-2-ylpiperazin-1-yl)methanone Chemical compound C1CN(C(C)C)CCN1C(=O)C1=CC=CC(CN2CCCCC2)=C1 XLRDWGHKLGGZKC-UHFFFAOYSA-N 0.000 claims description 5
- COVZTMSLZVPQIW-UHFFFAOYSA-N [4-(anilinomethyl)phenyl]-(4-propan-2-ylpiperazin-1-yl)methanone;dihydrochloride Chemical compound Cl.Cl.C1CN(C(C)C)CCN1C(=O)C(C=C1)=CC=C1CNC1=CC=CC=C1 COVZTMSLZVPQIW-UHFFFAOYSA-N 0.000 claims description 5
- GTYXNHAYBSHWLL-UHFFFAOYSA-N [4-[(dimethylamino)methyl]phenyl]-(4-propan-2-ylpiperazin-1-yl)methanone;dihydrochloride Chemical compound Cl.Cl.C1CN(C(C)C)CCN1C(=O)C1=CC=C(CN(C)C)C=C1 GTYXNHAYBSHWLL-UHFFFAOYSA-N 0.000 claims description 5
- 125000003545 alkoxy group Chemical group 0.000 claims description 5
- 208000030961 allergic reaction Diseases 0.000 claims description 5
- 208000006673 asthma Diseases 0.000 claims description 5
- 150000003857 carboxamides Chemical class 0.000 claims description 5
- 235000014632 disordered eating Nutrition 0.000 claims description 5
- 239000002552 dosage form Substances 0.000 claims description 5
- 125000002541 furyl group Chemical group 0.000 claims description 5
- 230000005764 inhibitory process Effects 0.000 claims description 5
- 201000003723 learning disability Diseases 0.000 claims description 5
- 201000003631 narcolepsy Diseases 0.000 claims description 5
- 239000012453 solvate Substances 0.000 claims description 5
- NIXYZZVUBZQMAO-UHFFFAOYSA-N (4-methylpiperazin-1-yl)-[4-(piperidin-1-ylmethyl)phenyl]methanone;dihydrochloride Chemical compound Cl.Cl.C1CN(C)CCN1C(=O)C(C=C1)=CC=C1CN1CCCCC1 NIXYZZVUBZQMAO-UHFFFAOYSA-N 0.000 claims description 4
- 208000024827 Alzheimer disease Diseases 0.000 claims description 4
- 208000006096 Attention Deficit Disorder with Hyperactivity Diseases 0.000 claims description 4
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims description 4
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims description 4
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 claims description 4
- 208000026139 Memory disease Diseases 0.000 claims description 4
- 208000019695 Migraine disease Diseases 0.000 claims description 4
- 208000007920 Neurogenic Inflammation Diseases 0.000 claims description 4
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims description 4
- 229910052794 bromium Inorganic materials 0.000 claims description 4
- 239000000460 chlorine Substances 0.000 claims description 4
- 229910052801 chlorine Inorganic materials 0.000 claims description 4
- 125000002704 decyl 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])C([H])([H])C([H])([H])C([H])([H])* 0.000 claims description 4
- 206010015037 epilepsy Diseases 0.000 claims description 4
- 229910052731 fluorine Inorganic materials 0.000 claims description 4
- 239000011737 fluorine Substances 0.000 claims description 4
- 206010027599 migraine Diseases 0.000 claims description 4
- 208000027061 mild cognitive impairment Diseases 0.000 claims description 4
- 239000008194 pharmaceutical composition Substances 0.000 claims description 4
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 4
- 125000001422 pyrrolinyl group Chemical group 0.000 claims description 4
- 239000002464 receptor antagonist Substances 0.000 claims description 4
- 229940044551 receptor antagonist Drugs 0.000 claims description 4
- 208000007848 Alcoholism Diseases 0.000 claims description 3
- 206010013654 Drug abuse Diseases 0.000 claims description 3
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 3
- 206010028735 Nasal congestion Diseases 0.000 claims description 3
- 208000008589 Obesity Diseases 0.000 claims description 3
- HHUNKGKTNMLKNK-UHFFFAOYSA-N [3-(morpholin-4-ylmethyl)phenyl]-(4-propan-2-ylpiperazin-1-yl)methanone Chemical compound C1CN(C(C)C)CCN1C(=O)C1=CC=CC(CN2CCOCC2)=C1 HHUNKGKTNMLKNK-UHFFFAOYSA-N 0.000 claims description 3
- 206010001584 alcohol abuse Diseases 0.000 claims description 3
- 208000025746 alcohol use disease Diseases 0.000 claims description 3
- 125000005466 alkylenyl group Chemical group 0.000 claims description 3
- 208000028683 bipolar I disease Diseases 0.000 claims description 3
- 230000002401 inhibitory effect Effects 0.000 claims description 3
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims description 3
- 230000007803 itching Effects 0.000 claims description 3
- 235000020824 obesity Nutrition 0.000 claims description 3
- 208000020685 sleep-wake disease Diseases 0.000 claims description 3
- 208000011117 substance-related disease Diseases 0.000 claims description 3
- OGYGFUAIIOPWQD-UHFFFAOYSA-N 1,3-thiazolidine Chemical compound C1CSCN1 OGYGFUAIIOPWQD-UHFFFAOYSA-N 0.000 claims description 2
- MRBFGEHILMYPTF-UHFFFAOYSA-N 1-(2-Pyrimidyl)piperazine Chemical compound C1CNCCN1C1=NC=CC=N1 MRBFGEHILMYPTF-UHFFFAOYSA-N 0.000 claims description 2
- KKIMDKMETPPURN-UHFFFAOYSA-N 1-(3-(trifluoromethyl)phenyl)piperazine Chemical compound FC(F)(F)C1=CC=CC(N2CCNCC2)=C1 KKIMDKMETPPURN-UHFFFAOYSA-N 0.000 claims description 2
- HTQWGIHCFPWKAS-UHFFFAOYSA-N 1-phenyl-1,3,8-triazaspiro[4.5]decan-4-one Chemical compound C1CNCCC11C(=O)NCN1C1=CC=CC=C1 HTQWGIHCFPWKAS-UHFFFAOYSA-N 0.000 claims description 2
- IAFUZCLDORRBJY-UHFFFAOYSA-N 2-piperidin-4-yloxypyrimidine Chemical compound C1CNCCC1OC1=NC=CC=N1 IAFUZCLDORRBJY-UHFFFAOYSA-N 0.000 claims description 2
- BYNBAMHAURJNTR-UHFFFAOYSA-N 3-piperidin-4-yl-1h-benzimidazol-2-one Chemical compound O=C1NC2=CC=CC=C2N1C1CCNCC1 BYNBAMHAURJNTR-UHFFFAOYSA-N 0.000 claims description 2
- DPBWFNDFMCCGGJ-UHFFFAOYSA-N 4-Piperidine carboxamide Chemical compound NC(=O)C1CCNCC1 DPBWFNDFMCCGGJ-UHFFFAOYSA-N 0.000 claims description 2
- NOWKCMXCCJGMRR-UHFFFAOYSA-N Aziridine Chemical compound C1CN1 NOWKCMXCCJGMRR-UHFFFAOYSA-N 0.000 claims description 2
- 208000028017 Psychotic disease Diseases 0.000 claims description 2
- 125000004448 alkyl carbonyl group Chemical group 0.000 claims description 2
- UUQMNUMQCIQDMZ-UHFFFAOYSA-N betahistine Chemical compound CNCCC1=CC=CC=N1 UUQMNUMQCIQDMZ-UHFFFAOYSA-N 0.000 claims description 2
- 125000004093 cyano group Chemical group *C#N 0.000 claims description 2
- 208000002173 dizziness Diseases 0.000 claims description 2
- SBSLCPHONZWKIE-UHFFFAOYSA-N n-piperidin-4-ylpyridin-2-amine Chemical compound C1CNCCC1NC1=CC=CC=N1 SBSLCPHONZWKIE-UHFFFAOYSA-N 0.000 claims description 2
- 239000000546 pharmaceutical excipient Substances 0.000 claims description 2
- 238000002600 positron emission tomography Methods 0.000 claims description 2
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 claims 2
- 150000002431 hydrogen Chemical class 0.000 claims 2
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 claims 1
- XJLSEXAGTJCILF-RXMQYKEDSA-N (R)-nipecotic acid zwitterion Chemical compound OC(=O)[C@@H]1CCCNC1 XJLSEXAGTJCILF-RXMQYKEDSA-N 0.000 claims 1
- QNSRHBOZQLXYNV-UHFFFAOYSA-N 1,4,7-trioxa-10-azacyclododecane Chemical compound C1COCCOCCOCCN1 QNSRHBOZQLXYNV-UHFFFAOYSA-N 0.000 claims 1
- 208000036864 Attention deficit/hyperactivity disease Diseases 0.000 claims 1
- 229940122236 Histamine receptor antagonist Drugs 0.000 claims 1
- 208000036626 Mental retardation Diseases 0.000 claims 1
- POJSCBVLEPVECE-UHFFFAOYSA-N [4-[(dimethylamino)methyl]phenyl]-(4-pentan-3-ylpiperazin-1-yl)methanone;dihydrochloride Chemical compound Cl.Cl.C1CN(C(CC)CC)CCN1C(=O)C1=CC=C(CN(C)C)C=C1 POJSCBVLEPVECE-UHFFFAOYSA-N 0.000 claims 1
- 208000015802 attention deficit-hyperactivity disease Diseases 0.000 claims 1
- 238000002591 computed tomography Methods 0.000 claims 1
- UZBQIPPOMKBLAS-UHFFFAOYSA-N diethylazanide Chemical compound CC[N-]CC UZBQIPPOMKBLAS-UHFFFAOYSA-N 0.000 claims 1
- 230000014759 maintenance of location Effects 0.000 claims 1
- 239000003068 molecular probe Substances 0.000 claims 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 claims 1
- 238000003325 tomography Methods 0.000 claims 1
- 238000012876 topography Methods 0.000 claims 1
- 239000000203 mixture Substances 0.000 abstract description 27
- MCBOTNKJOSKNFJ-UHFFFAOYSA-N n-(diazepan-1-yl)benzamide Chemical class C=1C=CC=CC=1C(=O)NN1CCCCCN1 MCBOTNKJOSKNFJ-UHFFFAOYSA-N 0.000 abstract description 4
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- 210000004027 cell Anatomy 0.000 description 17
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- NQRYJNQNLNOLGT-UHFFFAOYSA-N Piperidine Chemical compound C1CCNCC1 NQRYJNQNLNOLGT-UHFFFAOYSA-N 0.000 description 14
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- AQEFLFZSWDEAIP-UHFFFAOYSA-N di-tert-butyl ether Chemical compound CC(C)(C)OC(C)(C)C AQEFLFZSWDEAIP-UHFFFAOYSA-N 0.000 description 11
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- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 10
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- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 description 5
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Classifications
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- 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
- C07D295/192—Radicals derived from carboxylic acids from aromatic carboxylic acids
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K49/00—Preparations for testing in vivo
- A61K49/0004—Screening or testing of compounds for diagnosis of disorders, assessment of conditions, e.g. renal clearance, gastric emptying, testing for diabetes, allergy, rheuma, pancreas functions
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K51/00—Preparations containing radioactive substances for use in therapy or testing in vivo
- A61K51/02—Preparations containing radioactive substances for use in therapy or testing in vivo characterised by the carrier, i.e. characterised by the agent or material covalently linked or complexing the radioactive nucleus
- A61K51/04—Organic compounds
- A61K51/041—Heterocyclic compounds
- A61K51/044—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine, rifamycins
- A61K51/0459—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine, rifamycins having six-membered rings with two nitrogen atoms as the only ring hetero atoms, e.g. piperazine
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K51/00—Preparations containing radioactive substances for use in therapy or testing in vivo
- A61K51/02—Preparations containing radioactive substances for use in therapy or testing in vivo characterised by the carrier, i.e. characterised by the agent or material covalently linked or complexing the radioactive nucleus
- A61K51/04—Organic compounds
- A61K51/041—Heterocyclic compounds
- A61K51/044—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine, rifamycins
- A61K51/0463—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine, rifamycins having six-membered rings with at least one nitrogen and one oxygen as the ring hetero atoms, e.g. 1,2-oxazines
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K51/00—Preparations containing radioactive substances for use in therapy or testing in vivo
- A61K51/02—Preparations containing radioactive substances for use in therapy or testing in vivo characterised by the carrier, i.e. characterised by the agent or material covalently linked or complexing the radioactive nucleus
- A61K51/04—Organic compounds
- A61K51/041—Heterocyclic compounds
- A61K51/044—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine, rifamycins
- A61K51/0465—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine, rifamycins having six-membered rings with at least one nitrogen and one sulfur as the ring hetero atoms, e.g. sulthiame
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- C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
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Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
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US42049502P | 2002-10-23 | 2002-10-23 | |
PCT/US2003/033343 WO2004037801A1 (fr) | 2002-10-23 | 2003-10-21 | Benzamides et benzthioamides piperazinyle et diazepanyle |
Publications (1)
Publication Number | Publication Date |
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UA80573C2 true UA80573C2 (en) | 2007-10-10 |
Family
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Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
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UAA200504801A UA80573C2 (en) | 2002-10-23 | 2003-10-21 | Piperazinyl and diazapanyl benzamides and benzthioamides |
Country Status (33)
Country | Link |
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US (2) | US7414047B2 (fr) |
EP (1) | EP1558595B1 (fr) |
JP (1) | JP4596918B2 (fr) |
KR (1) | KR101067732B1 (fr) |
CN (1) | CN100558718C (fr) |
AR (1) | AR041697A1 (fr) |
AT (1) | ATE449766T1 (fr) |
AU (1) | AU2003301552B2 (fr) |
BR (1) | BRPI0315644B8 (fr) |
CA (1) | CA2504269C (fr) |
CR (1) | CR7807A (fr) |
CY (1) | CY1109924T1 (fr) |
DE (1) | DE60330269D1 (fr) |
DK (1) | DK1558595T3 (fr) |
EA (1) | EA009860B1 (fr) |
EG (1) | EG25097A (fr) |
ES (1) | ES2335584T3 (fr) |
HK (1) | HK1086827A1 (fr) |
HR (1) | HRP20050352B1 (fr) |
IL (1) | IL168207A (fr) |
ME (1) | ME00334B (fr) |
MX (2) | MX339074B (fr) |
MY (1) | MY140886A (fr) |
NO (1) | NO330741B1 (fr) |
NZ (2) | NZ576432A (fr) |
PL (1) | PL215454B1 (fr) |
PT (1) | PT1558595E (fr) |
RS (1) | RS51681B (fr) |
SI (1) | SI1558595T1 (fr) |
TW (1) | TWI352594B (fr) |
UA (1) | UA80573C2 (fr) |
WO (1) | WO2004037801A1 (fr) |
ZA (1) | ZA200504067B (fr) |
Families Citing this family (23)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
RS51681B (sr) | 2002-10-23 | 2011-10-31 | Janssen Pharmaceutica N.V. | Piperazinil i diazapanil benzamidi i benztioamidi |
GB0324159D0 (en) | 2003-10-15 | 2003-11-19 | Glaxo Group Ltd | Novel compounds |
WO2005096734A2 (fr) * | 2004-03-31 | 2005-10-20 | Janssen Pharmaceutica, N.V. | Composes heterocycliques exempts d'imidazole |
US7423147B2 (en) * | 2004-03-31 | 2008-09-09 | Janssen Pharmaceutical, N.V. | Pyridine compounds as histamine H3 modulators |
US7687499B2 (en) * | 2005-09-16 | 2010-03-30 | Janssen Pharmaceutica Nv | Cyclopropyl amines as modulators of the histamine H3 receptor |
WO2007053427A2 (fr) * | 2005-10-31 | 2007-05-10 | Janssen Pharmaceutica N.V. | Nouveaux procédés de synthèse de dérivés de benzamide de type pipérazinyle et diazapanyle |
EA014935B1 (ru) | 2005-10-31 | 2011-04-29 | Янссен Фармацевтика Н.В. | Способы получения производных циклопропиламида |
US7795426B2 (en) | 2005-10-31 | 2010-09-14 | Janssen Pharmaceutica Nv | Processes for the preparation of cyclopropyl-amide derivatives |
JP4371164B2 (ja) * | 2005-11-10 | 2009-11-25 | 萬有製薬株式会社 | アザ置換スピロ誘導体 |
WO2007143422A2 (fr) * | 2006-05-30 | 2007-12-13 | Janssen Pharmaceutica N.V. | Composés de pyridyl amide substitués utilisés comme modulateurs du récepteur de l'histamine h3 |
US9108948B2 (en) | 2006-06-23 | 2015-08-18 | Abbvie Inc. | Cyclopropyl amine derivatives |
JP5203360B2 (ja) | 2006-06-23 | 2013-06-05 | アボット・ラボラトリーズ | ヒスタミンh3受容体調節剤としてのシクロプロピルアミン誘導体 |
CA2656072A1 (fr) * | 2006-06-29 | 2008-01-03 | Janssen Pharmaceutica N.V. | Modulateurs a benzamide substitue du recepteur histaminergique h3 |
CA2672661C (fr) * | 2006-12-14 | 2015-04-28 | Janssen Pharmaceutica N.V. | Procede de preparation de derives de piperazinyle et diazepanyle benzamide |
US20090170869A1 (en) * | 2007-09-06 | 2009-07-02 | Desmond John Best | Piperazine derivative having affinity for the histamine h3 receptor |
AR068509A1 (es) * | 2007-09-19 | 2009-11-18 | Jerini Ag | Antagosnistas del receptor de bradiquinina b1 |
CA2706328C (fr) | 2007-11-20 | 2016-04-19 | Janssen Pharmaceutica N.V. | Composes de cycloalkyloxy- et heterocycloalkyloxypyridine comme modulateurs du recepteur h3 de l'histamine |
US20100130477A1 (en) * | 2008-11-25 | 2010-05-27 | Astrazeneca Ab | Spirocyclobutyl Piperidine Derivatives |
MX349489B (es) * | 2009-03-18 | 2017-07-31 | Janssen Pharmaceutica Nv | Proceso para la preparación de moduladores del receptor h3 de histamina. |
US9186353B2 (en) | 2009-04-27 | 2015-11-17 | Abbvie Inc. | Treatment of osteoarthritis pain |
US8853390B2 (en) | 2010-09-16 | 2014-10-07 | Abbvie Inc. | Processes for preparing 1,2-substituted cyclopropyl derivatives |
RU2700595C1 (ru) * | 2019-07-30 | 2019-09-18 | Общество с ограниченной ответственностью "Кью Эм Фарма" | Производное 3,6,9-триазатрициклотетрадекана и его применение для лечения депрессии |
WO2022113008A1 (fr) | 2020-11-27 | 2022-06-02 | Richter Gedeon Nyrt. | Antagonistes/agonistes inverses du récepteur h3 de l'histamine pour le traitement d'un trouble du spectre autistique |
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US3714179A (en) * | 1970-09-08 | 1973-01-30 | Searle & Co | 1-alkyl-2-furfurylthioimidazoles and congeners |
US3886160A (en) * | 1972-09-28 | 1975-05-27 | Searle & Co | 2-(2-Methyl-5-nitro-1-imidazolyl) ethyl-2-thiopseudoureas |
CA1265798A (fr) * | 1984-12-10 | 1990-02-13 | Motoo Mutsukado | 3(2h) pyridazinone, procede de preparation et agent anti-allergique le contenant |
JP2813747B2 (ja) | 1989-05-22 | 1998-10-22 | 富士写真フイルム株式会社 | 画像形成法 |
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US5492891A (en) | 1991-09-05 | 1996-02-20 | Novo Nordisk A/S | Method for treatment of patients with chronic liver disease |
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EP0794779A4 (fr) * | 1994-12-22 | 1998-04-29 | Smithkline Beecham Corp | Antagonistes des recepteurs du fibrinogene |
US5889006A (en) | 1995-02-23 | 1999-03-30 | Schering Corporation | Muscarinic antagonists |
IL117149A0 (en) | 1995-02-23 | 1996-06-18 | Schering Corp | Muscarinic antagonists |
JPH09294056A (ja) * | 1996-04-25 | 1997-11-11 | Mitsubishi Electric Corp | 半導体集積回路 |
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GB9803536D0 (en) | 1998-02-19 | 1998-04-15 | Black James Foundation | Histamine H,receptor ligands |
EP0978512A1 (fr) | 1998-07-29 | 2000-02-09 | Societe Civile Bioprojet | Non-imidazole aryloxy- (ou arylthio)alkylamines comme antagonistes du recepteur H3 et leur application thérapeutique |
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ATE354568T1 (de) | 2000-08-08 | 2007-03-15 | Ortho Mcneil Pharm Inc | Nicht-imidazol aryloxypiperidine als h3 rezeptor liganden |
EP1326863A2 (fr) | 2000-09-22 | 2003-07-16 | Ortho-McNeil Pharmaceutical, Inc. | Octahydro-indolizines et quinolizines et hexahydro-pyrrolizines |
EP1379493A2 (fr) | 2001-03-23 | 2004-01-14 | Eli Lilly and Company | Composes d'aryl alkylamines non imidazole comme antagonistes des recepteurs h3 de l'histamine, preparation et applications therapeutiques |
WO2003004480A2 (fr) | 2001-07-02 | 2003-01-16 | Novo Nordisk A/S | Piperazines et diazepanes substitues |
EP1430027B1 (fr) | 2001-09-14 | 2010-09-01 | High Point Pharmaceuticals, LLC | Nouveau derives d'aminoazetidine, d'aminopyrrolidine et d'aminopiperidine |
ES2349118T3 (es) | 2001-09-14 | 2010-12-28 | High Point Pharmaceuticals, Llc | Nuevos derivados de aminoazetidina, pirrolidina y piperidina. |
WO2003031432A1 (fr) | 2001-10-12 | 2003-04-17 | Novo Nordisk A/S | Nouvelles piperidines substituees |
WO2003050099A1 (fr) | 2001-12-10 | 2003-06-19 | Ortho-Mcneil Pharmaceutical, Inc. | Phenylalkynes |
WO2003055866A1 (fr) * | 2001-12-21 | 2003-07-10 | Bayer Pharmaceuticals Corporation | Composes derives de quinazoline et de quinoline servant d'inhibiteurs de prolylpeptidase, d'inducteurs d'apoptose et d'agents therapeutiques anticancereux |
DE10201240A1 (de) * | 2002-01-15 | 2003-07-24 | Bayer Ag | Substituierte Alkyluracile und ihre Verwendung |
ATE372335T1 (de) | 2002-02-01 | 2007-09-15 | Novo Nordisk As | Amide von aminoalkylsubstituierten azetidinen, pyrrolidinen, piperidinen und azepanen |
RS51681B (sr) | 2002-10-23 | 2011-10-31 | Janssen Pharmaceutica N.V. | Piperazinil i diazapanil benzamidi i benztioamidi |
WO2005035534A1 (fr) | 2003-10-08 | 2005-04-21 | Ono Pharmaceutical Co., Ltd. | Composes a anneau bicyclique heterocyclique et a anneau tricyclique heterocyclique et medicaments les contenant |
GB0324159D0 (en) | 2003-10-15 | 2003-11-19 | Glaxo Group Ltd | Novel compounds |
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- 2003-10-21 ME MEP-2008-495A patent/ME00334B/fr unknown
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