ZA200603942B - Derivatives of N-[phenyl(alkylpiperidine-2-yl)methyl]benzamide, preparation method thereof and application of same in therapeutics - Google Patents

Derivatives of N-[phenyl(alkylpiperidine-2-yl)methyl]benzamide, preparation method thereof and application of same in therapeutics Download PDF

Info

Publication number: ZA200603942B
Authority: ZA; South Africa
Prior art keywords: alkyl; compound; cycloalkyl; general formula; solvate
Prior art date: 2003-10-17

Application number

ZA200603942A

Other languages

English (en)

Inventor

Dargazanli Gihad

Veronique Corinne

Estenne-Bouhtou Genevieve

Original Assignee

Sanofi Aventis

Priority date (The priority date 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 date listed.)

2003-10-17

Filing date

2006-05-16

Publication date

2007-11-28

2006-05-16 Application filed by Sanofi Aventis filed Critical Sanofi Aventis

2007-11-28 Publication of ZA200603942B publication Critical patent/ZA200603942B/en

Links

125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 title claims abstract description 10
238000002360 preparation method Methods 0.000 title claims description 4
239000003814 drug Substances 0.000 title claims 4
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 title description 3
KXDAEFPNCMNJSK-UHFFFAOYSA-N Benzamide Chemical compound NC(=O)C1=CC=CC=C1 KXDAEFPNCMNJSK-UHFFFAOYSA-N 0.000 title 2
150000001875 compounds Chemical class 0.000 claims abstract description 26
125000000217 alkyl group Chemical group 0.000 claims abstract description 24
125000000753 cycloalkyl group Chemical group 0.000 claims abstract description 18
150000003839 salts Chemical class 0.000 claims abstract description 12
-1 pyrrolidino, piperidino Chemical group 0.000 claims abstract description 10
125000003545 alkoxy group Chemical group 0.000 claims abstract description 6
239000002253 acid Substances 0.000 claims abstract description 5
125000003342 alkenyl group Chemical group 0.000 claims abstract description 4
125000004453 alkoxycarbonyl group Chemical group 0.000 claims abstract description 3
125000004390 alkyl sulfonyl group Chemical group 0.000 claims abstract description 3
125000000304 alkynyl group Chemical group 0.000 claims abstract description 3
125000003236 benzoyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C(*)=O 0.000 claims abstract description 3
239000001961 anticonvulsive agent Substances 0.000 claims abstract 2
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 12
125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 12
239000012453 solvate Substances 0.000 claims description 9
NQRYJNQNLNOLGT-UHFFFAOYSA-N Piperidine Chemical compound C1CCNCC1 NQRYJNQNLNOLGT-UHFFFAOYSA-N 0.000 claims description 8
ULGZDMOVFRHVEP-RWJQBGPGSA-N Erythromycin Chemical compound O([C@@H]1[C@@H](C)C(=O)O[C@@H]([C@@]([C@H](O)[C@@H](C)C(=O)[C@H](C)C[C@@](C)(O)[C@H](O[C@H]2[C@@H]([C@H](C[C@@H](C)O2)N(C)C)O)[C@H]1C)(C)O)CC)[C@H]1C[C@@](C)(OC)[C@@H](O)[C@H](C)O1 ULGZDMOVFRHVEP-RWJQBGPGSA-N 0.000 claims description 7
RWRDLPDLKQPQOW-UHFFFAOYSA-N Pyrrolidine Chemical compound C1CCNC1 RWRDLPDLKQPQOW-UHFFFAOYSA-N 0.000 claims description 6
125000005843 halogen group Chemical group 0.000 claims description 5
229910052757 nitrogen Inorganic materials 0.000 claims description 4
125000001424 substituent group Chemical group 0.000 claims description 4
125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims description 4
YNAVUWVOSKDBBP-UHFFFAOYSA-N Morpholine Chemical group C1COCCN1 YNAVUWVOSKDBBP-UHFFFAOYSA-N 0.000 claims description 2
125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 2
125000001153 fluoro group Chemical group F* 0.000 claims description 2
125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims description 2
125000004433 nitrogen atom Chemical group N* 0.000 claims description 2
239000012458 free base Substances 0.000 claims 5
208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims 2
208000035475 disorder Diseases 0.000 claims 2
208000007848 Alcoholism Diseases 0.000 claims 1
208000019901 Anxiety disease Diseases 0.000 claims 1
206010012289 Dementia Diseases 0.000 claims 1
208000030814 Eating disease Diseases 0.000 claims 1
208000002877 Epileptic Syndromes Diseases 0.000 claims 1
208000019454 Feeding and Eating disease Diseases 0.000 claims 1
208000019695 Migraine disease Diseases 0.000 claims 1
206010062575 Muscle contracture Diseases 0.000 claims 1
208000021384 Obsessive-Compulsive disease Diseases 0.000 claims 1
208000002193 Pain Diseases 0.000 claims 1
206010033664 Panic attack Diseases 0.000 claims 1
208000018737 Parkinson disease Diseases 0.000 claims 1
208000028017 Psychotic disease Diseases 0.000 claims 1
206010001584 alcohol abuse Diseases 0.000 claims 1
208000025746 alcohol use disease Diseases 0.000 claims 1
230000003556 anti-epileptic effect Effects 0.000 claims 1
230000036506 anxiety Effects 0.000 claims 1
230000003542 behavioural effect Effects 0.000 claims 1
208000006111 contracture Diseases 0.000 claims 1
235000014632 disordered eating Nutrition 0.000 claims 1
206010015037 epilepsy Diseases 0.000 claims 1
206010027599 migraine Diseases 0.000 claims 1
230000004112 neuroprotection Effects 0.000 claims 1
208000019906 panic disease Diseases 0.000 claims 1
239000008194 pharmaceutical composition Substances 0.000 claims 1
239000000546 pharmaceutical excipient Substances 0.000 claims 1
208000019899 phobic disease Diseases 0.000 claims 1
208000020016 psychiatric disease Diseases 0.000 claims 1
230000009329 sexual behaviour Effects 0.000 claims 1
238000009097 single-agent therapy Methods 0.000 claims 1
201000002859 sleep apnea Diseases 0.000 claims 1
208000024891 symptom Diseases 0.000 claims 1
102000010726 Glycine Plasma Membrane Transport Proteins Human genes 0.000 abstract description 2
108010063380 Glycine Plasma Membrane Transport Proteins Proteins 0.000 abstract description 2
230000000694 effects Effects 0.000 abstract description 2
XXUNIGZDNWWYED-UHFFFAOYSA-N 2-methylbenzamide Chemical class CC1=CC=CC=C1C(N)=O XXUNIGZDNWWYED-UHFFFAOYSA-N 0.000 abstract 2
DHMQDGOQFOQNFH-UHFFFAOYSA-N Glycine Chemical compound NCC(O)=O DHMQDGOQFOQNFH-UHFFFAOYSA-N 0.000 abstract 2
125000001475 halogen functional group Chemical group 0.000 abstract 2
239000004471 Glycine Substances 0.000 abstract 1
229940088352 Glycine transporter inhibitor Drugs 0.000 abstract 1
125000000218 acetic acid group Chemical group C(C)(=O)* 0.000 abstract 1
125000004414 alkyl thio group Chemical group 0.000 abstract 1
230000000202 analgesic effect Effects 0.000 abstract 1
230000002075 anti-alcohol Effects 0.000 abstract 1
230000001773 anti-convulsant effect Effects 0.000 abstract 1
230000001430 anti-depressive effect Effects 0.000 abstract 1
230000002460 anti-migrenic effect Effects 0.000 abstract 1
230000000648 anti-parkinson Effects 0.000 abstract 1
239000000935 antidepressant agent Substances 0.000 abstract 1
229940005513 antidepressants Drugs 0.000 abstract 1
229960003965 antiepileptics Drugs 0.000 abstract 1
239000000939 antiparkinson agent Substances 0.000 abstract 1
239000002249 anxiolytic agent Substances 0.000 abstract 1
230000010534 mechanism of action Effects 0.000 abstract 1
125000000896 monocarboxylic acid group Chemical group 0.000 abstract 1
125000004573 morpholin-4-yl group Chemical group N1(CCOCC1)* 0.000 abstract 1
239000003176 neuroleptic agent Substances 0.000 abstract 1
230000000701 neuroleptic effect Effects 0.000 abstract 1
230000000324 neuroprotective effect Effects 0.000 abstract 1
230000001777 nootropic effect Effects 0.000 abstract 1
229940125725 tranquilizer Drugs 0.000 abstract 1
239000003204 tranquilizing agent Substances 0.000 abstract 1
230000002936 tranquilizing effect Effects 0.000 abstract 1
RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 19
WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 8
239000002904 solvent Substances 0.000 description 8
KXDHJXZQYSOELW-UHFFFAOYSA-M Carbamate Chemical compound NC([O-])=O KXDHJXZQYSOELW-UHFFFAOYSA-M 0.000 description 6
YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 6
OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 6
238000000034 method Methods 0.000 description 6
239000000203 mixture Substances 0.000 description 6
IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 4
125000004122 cyclic group Chemical group 0.000 description 4
YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 4
HBAQYPYDRFILMT-UHFFFAOYSA-N 8-[3-(1-cyclopropylpyrazol-4-yl)-1H-pyrazolo[4,3-d]pyrimidin-5-yl]-3-methyl-3,8-diazabicyclo[3.2.1]octan-2-one Chemical class C1(CC1)N1N=CC(=C1)C1=NNC2=C1N=C(N=C2)N1C2C(N(CC1CC2)C)=O HBAQYPYDRFILMT-UHFFFAOYSA-N 0.000 description 3
ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 3
KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 3
ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 3
150000004985 diamines Chemical class 0.000 description 3
125000003386 piperidinyl group Chemical group 0.000 description 3
NNFCIKHAZHQZJG-UHFFFAOYSA-N potassium cyanide Chemical compound [K+].N#[C-] NNFCIKHAZHQZJG-UHFFFAOYSA-N 0.000 description 3
CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 2
KWYHDKDOAIKMQN-UHFFFAOYSA-N N,N,N',N'-tetramethylethylenediamine Chemical compound CN(C)CCN(C)C KWYHDKDOAIKMQN-UHFFFAOYSA-N 0.000 description 2
150000007513 acids Chemical class 0.000 description 2
150000001414 amino alcohols Chemical class 0.000 description 2
ILAHWRKJUDSMFH-UHFFFAOYSA-N boron tribromide Chemical compound BrB(Br)Br ILAHWRKJUDSMFH-UHFFFAOYSA-N 0.000 description 2
239000003638 chemical reducing agent Substances 0.000 description 2
150000004677 hydrates Chemical class 0.000 description 2
150000002576 ketones Chemical class 0.000 description 2
238000006138 lithiation reaction Methods 0.000 description 2
239000007800 oxidant agent Substances 0.000 description 2
BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Chemical compound [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 description 2
LEHBURLTIWGHEM-UHFFFAOYSA-N pyridinium chlorochromate Chemical compound [O-][Cr](Cl)(=O)=O.C1=CC=[NH+]C=C1 LEHBURLTIWGHEM-UHFFFAOYSA-N 0.000 description 2
238000010992 reflux Methods 0.000 description 2
NGNBDVOYPDDBFK-UHFFFAOYSA-N 2-[2,4-di(pentan-2-yl)phenoxy]acetyl chloride Chemical compound CCCC(C)C1=CC=C(OCC(Cl)=O)C(C(C)CCC)=C1 NGNBDVOYPDDBFK-UHFFFAOYSA-N 0.000 description 1
125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 description 1
239000002841 Lewis acid Substances 0.000 description 1
WHXSMMKQMYFTQS-UHFFFAOYSA-N Lithium Chemical compound [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 description 1
239000012359 Methanesulfonyl chloride Substances 0.000 description 1
238000007126 N-alkylation reaction Methods 0.000 description 1
ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 1
VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 1
125000003158 alcohol group Chemical group 0.000 description 1
150000001299 aldehydes Chemical class 0.000 description 1
125000005219 aminonitrile group Chemical group 0.000 description 1
229910021529 ammonia Inorganic materials 0.000 description 1
150000003935 benzaldehydes Chemical class 0.000 description 1
150000003936 benzamides Chemical class 0.000 description 1
125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 1
239000003153 chemical reaction reagent Substances 0.000 description 1
229910052801 chlorine Inorganic materials 0.000 description 1
125000001309 chloro group Chemical group Cl* 0.000 description 1
238000004587 chromatography analysis Methods 0.000 description 1
238000009833 condensation Methods 0.000 description 1
230000005494 condensation Effects 0.000 description 1
230000008878 coupling Effects 0.000 description 1
238000010168 coupling process Methods 0.000 description 1
238000005859 coupling reaction Methods 0.000 description 1
125000002485 formyl group Chemical group [H]C(*)=O 0.000 description 1
150000004678 hydrides Chemical class 0.000 description 1
238000007327 hydrogenolysis reaction Methods 0.000 description 1
230000007062 hydrolysis Effects 0.000 description 1
238000006460 hydrolysis reaction Methods 0.000 description 1
125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
150000002466 imines Chemical class 0.000 description 1
238000011065 in-situ storage Methods 0.000 description 1
239000003112 inhibitor Substances 0.000 description 1
150000007517 lewis acids Chemical class 0.000 description 1
229910052744 lithium Inorganic materials 0.000 description 1
239000012280 lithium aluminium hydride Substances 0.000 description 1
WGOPGODQLGJZGL-UHFFFAOYSA-N lithium;butane Chemical compound [Li+].CC[CH-]C WGOPGODQLGJZGL-UHFFFAOYSA-N 0.000 description 1
229910052751 metal Inorganic materials 0.000 description 1
239000002184 metal Substances 0.000 description 1
AFVFQIVMOAPDHO-UHFFFAOYSA-M methanesulfonate group Chemical group CS(=O)(=O)[O-] AFVFQIVMOAPDHO-UHFFFAOYSA-M 0.000 description 1
QARBMVPHQWIHKH-UHFFFAOYSA-N methanesulfonyl chloride Chemical compound CS(Cl)(=O)=O QARBMVPHQWIHKH-UHFFFAOYSA-N 0.000 description 1
125000002524 organometallic group Chemical group 0.000 description 1
RGSFGYAAUTVSQA-UHFFFAOYSA-N pentamethylene Natural products C1CCCC1 RGSFGYAAUTVSQA-UHFFFAOYSA-N 0.000 description 1
XUWHAWMETYGRKB-UHFFFAOYSA-N piperidin-2-one Chemical compound O=C1CCCCN1 XUWHAWMETYGRKB-UHFFFAOYSA-N 0.000 description 1
239000002798 polar solvent Substances 0.000 description 1
229910052700 potassium Inorganic materials 0.000 description 1
239000011591 potassium Substances 0.000 description 1
229910000027 potassium carbonate Inorganic materials 0.000 description 1
150000003141 primary amines Chemical class 0.000 description 1
239000003586 protic polar solvent Substances 0.000 description 1
239000012429 reaction media Substances 0.000 description 1
239000000741 silica gel Substances 0.000 description 1
229910002027 silica gel Inorganic materials 0.000 description 1
239000012279 sodium borohydride Substances 0.000 description 1
229910000033 sodium borohydride Inorganic materials 0.000 description 1
230000001225 therapeutic effect Effects 0.000 description 1
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1

Classifications

- 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
- C07D211/26—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 nitrogen atoms
- C07D211/28—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 nitrogen atoms to which a second hetero atom is attached
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P1/00—Drugs for disorders of the alimentary tract or the digestive system
- A61P1/14—Prodigestives, e.g. acids, enzymes, appetite stimulants, antidyspeptics, tonics, antiflatulents
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P11/00—Drugs for disorders of the respiratory system
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P15/00—Drugs for genital or sexual disorders; Contraceptives
- A61P15/10—Drugs for genital or sexual disorders; Contraceptives for impotence
- 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
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/02—Drugs for disorders of the nervous system for peripheral neuropathies
- 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
- A61P25/06—Antimigraine agents
- 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
- A61P25/08—Antiepileptics; Anticonvulsants
- 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
- A61P25/14—Drugs for disorders of the nervous system for treating abnormal movements, e.g. chorea, dyskinesia
- 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
- A61P25/14—Drugs for disorders of the nervous system for treating abnormal movements, e.g. chorea, dyskinesia
- A61P25/16—Anti-Parkinson drugs
- 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
- A61P25/22—Anxiolytics
- 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
- A61P25/24—Antidepressants
- 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
- A61P25/28—Drugs for disorders of the nervous system for treating neurodegenerative disorders of the central nervous system, e.g. nootropic agents, cognition enhancers, drugs for treating Alzheimer's disease or other forms of dementia
- 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
- A61P25/30—Drugs for disorders of the nervous system for treating abuse or dependence
- A61P25/32—Alcohol-abuse
- 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]

Landscapes

Health & Medical Sciences (AREA)
Organic Chemistry (AREA)
Chemical & Material Sciences (AREA)
Bioinformatics & Cheminformatics (AREA)
Engineering & Computer Science (AREA)
Pharmacology & Pharmacy (AREA)
Animal Behavior & Ethology (AREA)
General Chemical & Material Sciences (AREA)
Medicinal Chemistry (AREA)
Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
Veterinary Medicine (AREA)
Life Sciences & Earth Sciences (AREA)
Chemical Kinetics & Catalysis (AREA)
General Health & Medical Sciences (AREA)
Public Health (AREA)
Biomedical Technology (AREA)
Neurosurgery (AREA)
Neurology (AREA)
Pain & Pain Management (AREA)
Psychiatry (AREA)
Psychology (AREA)
Addiction (AREA)
Pulmonology (AREA)
Gynecology & Obstetrics (AREA)
Reproductive Health (AREA)
Nutrition Science (AREA)
Hospice & Palliative Care (AREA)
Endocrinology (AREA)
Rheumatology (AREA)
Hydrogenated Pyridines (AREA)
Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)

ZA200603942A 2003-10-17 2006-05-16 Derivatives of N-[phenyl(alkylpiperidine-2-yl)methyl]benzamide, preparation method thereof and application of same in therapeutics ZA200603942B (en)

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
FR0312141A FR2861071B1 (fr)	2003-10-17	2003-10-17	Derives de n-[phenyl(alkylpiperidin-2-yl) methyl]benzamide, leur prepartation et leur application en therapeutique

Publications (1)

Publication Number	Publication Date
ZA200603942B true ZA200603942B (en)	2007-11-28

Family

ID=34385234

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
ZA200603942A ZA200603942B (en)	2003-10-17	2006-05-16	Derivatives of N-[phenyl(alkylpiperidine-2-yl)methyl]benzamide, preparation method thereof and application of same in therapeutics

Country Status (26)

Country	Link
US (1)	US7790753B2 (2)
EP (1)	EP1682503B1 (2)
JP (1)	JP4754494B2 (2)
CN (1)	CN1882541B (2)
AT (1)	ATE359268T1 (2)
AU (1)	AU2004281216B2 (2)
BR (1)	BRPI0415433A (2)
CA (1)	CA2542925A1 (2)
CY (1)	CY1106653T1 (2)
DE (1)	DE602004005886T2 (2)
DK (1)	DK1682503T3 (2)
ES (1)	ES2282916T3 (2)
FR (1)	FR2861071B1 (2)
HR (1)	HRP20070203T3 (2)
IL (1)	IL174936A (2)
MA (1)	MA28100A1 (2)
ME (1)	MEP12708A (2)
NO (1)	NO20062031L (2)
NZ (1)	NZ547166A (2)
PL (1)	PL1682503T3 (2)
PT (1)	PT1682503E (2)
RS (1)	RS20060317A (2)
RU (1)	RU2351589C2 (2)
SI (1)	SI1682503T1 (2)
WO (1)	WO2005037782A2 (2)
ZA (1)	ZA200603942B (2)

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2003
- 2003-10-17 FR FR0312141A patent/FR2861071B1/fr not_active Expired - Fee Related
2004
- 2004-10-15 RU RU2006116886/04A patent/RU2351589C2/ru not_active IP Right Cessation
- 2004-10-15 SI SI200430307T patent/SI1682503T1/sl unknown
- 2004-10-15 DE DE602004005886T patent/DE602004005886T2/de not_active Expired - Lifetime
- 2004-10-15 WO PCT/FR2004/002642 patent/WO2005037782A2/fr not_active Ceased
- 2004-10-15 CN CN200480033878XA patent/CN1882541B/zh not_active Expired - Fee Related
- 2004-10-15 EP EP04791553A patent/EP1682503B1/fr not_active Expired - Lifetime
- 2004-10-15 AT AT04791553T patent/ATE359268T1/de active
- 2004-10-15 PT PT04791553T patent/PT1682503E/pt unknown
- 2004-10-15 ME MEP-127/08A patent/MEP12708A/xx unknown
- 2004-10-15 ES ES04791553T patent/ES2282916T3/es not_active Expired - Lifetime
- 2004-10-15 BR BRPI0415433-9A patent/BRPI0415433A/pt not_active IP Right Cessation
- 2004-10-15 HR HR20070203T patent/HRP20070203T3/xx unknown
- 2004-10-15 DK DK04791553T patent/DK1682503T3/da active
- 2004-10-15 CA CA002542925A patent/CA2542925A1/fr not_active Abandoned
- 2004-10-15 PL PL04791553T patent/PL1682503T3/pl unknown
- 2004-10-15 NZ NZ547166A patent/NZ547166A/en not_active IP Right Cessation
- 2004-10-15 JP JP2006534799A patent/JP4754494B2/ja not_active Expired - Fee Related
- 2004-10-15 AU AU2004281216A patent/AU2004281216B2/en not_active Ceased
2006
- 2006-04-11 IL IL174936A patent/IL174936A/en not_active IP Right Cessation
- 2006-04-17 MA MA28945A patent/MA28100A1/fr unknown
- 2006-04-17 US US11/405,285 patent/US7790753B2/en not_active Expired - Fee Related
- 2006-05-05 NO NO20062031A patent/NO20062031L/no not_active Application Discontinuation
- 2006-05-16 ZA ZA200603942A patent/ZA200603942B/en unknown
- 2006-10-15 RS RSP-2006/0317A patent/RS20060317A/sr unknown
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Also Published As

Publication number	Publication date
DE602004005886T2 (de)	2008-01-17
EP1682503B1 (fr)	2007-04-11
CA2542925A1 (fr)	2005-04-28
WO2005037782A3 (fr)	2005-07-07
PT1682503E (pt)	2007-05-31
US7790753B2 (en)	2010-09-07
HRP20070203T3 (hr)	2007-06-30
EP1682503A2 (fr)	2006-07-26
FR2861071A1 (fr)	2005-04-22
DE602004005886D1 (de)	2007-05-24
PL1682503T3 (pl)	2008-01-31
RS20060317A (sr)	2008-11-28
IL174936A (en)	2011-01-31
JP4754494B2 (ja)	2011-08-24
CN1882541B (zh)	2011-07-06
ATE359268T1 (de)	2007-05-15
IL174936A0 (en)	2006-08-20
DK1682503T3 (da)	2007-07-16
NZ547166A (en)	2009-11-27
BRPI0415433A (pt)	2006-12-05
NO20062031L (no)	2006-07-06
JP2007508360A (ja)	2007-04-05
RU2006116886A (ru)	2007-11-27
WO2005037782A2 (fr)	2005-04-28
MEP12708A (en)	2010-06-10
US20060223861A1 (en)	2006-10-05
CN1882541A (zh)	2006-12-20
CY1106653T1 (el)	2012-01-25
AU2004281216B2 (en)	2010-07-22
FR2861071B1 (fr)	2006-01-06
RU2351589C2 (ru)	2009-04-10
MA28100A1 (fr)	2006-08-01
ES2282916T3 (es)	2007-10-16
AU2004281216A1 (en)	2005-04-28
SI1682503T1 (sl)	2007-08-31

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ZA200603941B (en)	2007-11-28	Derivatives of N-[heteroaryl(piperidine-2-yl)methyl]benzamide, preparation method thereof and application of same in therapeutics
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HK1098456B (en)	2009-07-17	Derivatives of n-[heteroaryl(piperidine-2-yl)methyl]benzamide, preparation method thereof and application of same in therapeutics