UA73931C2 - Morpholine derivatives, a method for the preparation thereof and pharmaceutical agents containing said derivatives - Google Patents
Morpholine derivatives, a method for the preparation thereof and pharmaceutical agents containing said derivatives Download PDFInfo
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- UA73931C2 UA73931C2 UA2001096121A UA2001096121A UA73931C2 UA 73931 C2 UA73931 C2 UA 73931C2 UA 2001096121 A UA2001096121 A UA 2001096121A UA 2001096121 A UA2001096121 A UA 2001096121A UA 73931 C2 UA73931 C2 UA 73931C2
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- formula
- compound
- mixture
- differs
- trifluoromethyl
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- 238000000034 method Methods 0.000 title claims abstract description 76
- 238000002360 preparation method Methods 0.000 title description 23
- 150000002780 morpholines Chemical class 0.000 title description 3
- 239000008177 pharmaceutical agent Substances 0.000 title 1
- 150000001875 compounds Chemical class 0.000 claims abstract description 299
- 150000003839 salts Chemical class 0.000 claims abstract description 42
- 238000004519 manufacturing process Methods 0.000 claims abstract description 34
- 239000012453 solvate Substances 0.000 claims abstract description 22
- 150000004677 hydrates Chemical class 0.000 claims abstract description 21
- 150000007522 mineralic acids Chemical class 0.000 claims abstract description 13
- 150000007524 organic acids Chemical class 0.000 claims abstract description 13
- QDZOEBFLNHCSSF-PFFBOGFISA-N (2S)-2-[[(2R)-2-[[(2S)-1-[(2S)-6-amino-2-[[(2S)-1-[(2R)-2-amino-5-carbamimidamidopentanoyl]pyrrolidine-2-carbonyl]amino]hexanoyl]pyrrolidine-2-carbonyl]amino]-3-(1H-indol-3-yl)propanoyl]amino]-N-[(2R)-1-[[(2S)-1-[[(2R)-1-[[(2S)-1-[[(2S)-1-amino-4-methyl-1-oxopentan-2-yl]amino]-4-methyl-1-oxopentan-2-yl]amino]-3-(1H-indol-3-yl)-1-oxopropan-2-yl]amino]-1-oxo-3-phenylpropan-2-yl]amino]-3-(1H-indol-3-yl)-1-oxopropan-2-yl]pentanediamide Chemical compound C([C@@H](C(=O)N[C@H](CC=1C2=CC=CC=C2NC=1)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CC(C)C)C(N)=O)NC(=O)[C@@H](CC=1C2=CC=CC=C2NC=1)NC(=O)[C@H](CCC(N)=O)NC(=O)[C@@H](CC=1C2=CC=CC=C2NC=1)NC(=O)[C@H]1N(CCC1)C(=O)[C@H](CCCCN)NC(=O)[C@H]1N(CCC1)C(=O)[C@H](N)CCCNC(N)=N)C1=CC=CC=C1 QDZOEBFLNHCSSF-PFFBOGFISA-N 0.000 claims abstract description 10
- 102100024304 Protachykinin-1 Human genes 0.000 claims abstract description 10
- 101800003906 Substance P Proteins 0.000 claims abstract description 10
- 235000005985 organic acids Nutrition 0.000 claims abstract description 10
- 239000008194 pharmaceutical composition Substances 0.000 claims abstract description 9
- 230000007170 pathology Effects 0.000 claims abstract description 7
- YNAVUWVOSKDBBP-UHFFFAOYSA-N Morpholine Chemical compound C1COCCN1 YNAVUWVOSKDBBP-UHFFFAOYSA-N 0.000 claims description 79
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 64
- -1 1-azetidinyl Chemical group 0.000 claims description 37
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 29
- 239000002253 acid Substances 0.000 claims description 28
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 27
- 229910052739 hydrogen Inorganic materials 0.000 claims description 23
- 239000001257 hydrogen Substances 0.000 claims description 22
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims description 22
- 125000000217 alkyl group Chemical group 0.000 claims description 21
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 19
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 19
- 239000004480 active ingredient Substances 0.000 claims description 18
- 229910052801 chlorine Inorganic materials 0.000 claims description 17
- 238000006243 chemical reaction Methods 0.000 claims description 16
- 125000000587 piperidin-1-yl group Chemical group [H]C1([H])N(*)C([H])([H])C([H])([H])C([H])([H])C1([H])[H] 0.000 claims description 14
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 claims description 12
- 125000002777 acetyl group Chemical group [H]C([H])([H])C(*)=O 0.000 claims description 11
- 229910052799 carbon Inorganic materials 0.000 claims description 11
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical group [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims description 9
- 229940127554 medical product Drugs 0.000 claims description 9
- 125000001309 chloro group Chemical group Cl* 0.000 claims description 8
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- 206010027599 migraine Diseases 0.000 claims description 7
- 125000004194 piperazin-1-yl group Chemical group [H]N1C([H])([H])C([H])([H])N(*)C([H])([H])C1([H])[H] 0.000 claims description 7
- 206010047700 Vomiting Diseases 0.000 claims description 6
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- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 claims description 4
- 239000003638 chemical reducing agent Substances 0.000 claims description 4
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- 125000001559 cyclopropyl group Chemical group [H]C1([H])C([H])([H])C1([H])* 0.000 claims description 4
- 230000002496 gastric effect Effects 0.000 claims description 4
- 229910052740 iodine Inorganic materials 0.000 claims description 4
- 108010030017 midkine receptors Proteins 0.000 claims description 4
- 229910052757 nitrogen Inorganic materials 0.000 claims description 4
- 125000004433 nitrogen atom Chemical group N* 0.000 claims description 4
- 239000000546 pharmaceutical excipient Substances 0.000 claims description 4
- 125000003944 tolyl group Chemical group 0.000 claims description 4
- 125000006552 (C3-C8) cycloalkyl group Chemical group 0.000 claims description 3
- MYLBTCQBKAKUTJ-UHFFFAOYSA-N 7-methyl-6,8-bis(methylsulfanyl)pyrrolo[1,2-a]pyrazine Chemical compound C1=CN=CC2=C(SC)C(C)=C(SC)N21 MYLBTCQBKAKUTJ-UHFFFAOYSA-N 0.000 claims description 3
- 208000011231 Crohn disease Diseases 0.000 claims description 3
- 206010006451 bronchitis Diseases 0.000 claims description 3
- 125000001511 cyclopentyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 claims description 3
- 210000000987 immune system Anatomy 0.000 claims description 3
- 229940124531 pharmaceutical excipient Drugs 0.000 claims description 3
- 230000000241 respiratory effect Effects 0.000 claims description 3
- 125000004214 1-pyrrolidinyl group Chemical group [H]C1([H])N(*)C([H])([H])C([H])([H])C1([H])[H] 0.000 claims description 2
- 125000004189 3,4-dichlorophenyl group Chemical group [H]C1=C([H])C(Cl)=C(Cl)C([H])=C1* 0.000 claims description 2
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- 201000006704 Ulcerative Colitis Diseases 0.000 claims description 2
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- 210000000748 cardiovascular system Anatomy 0.000 claims description 2
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- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 2
- 150000007975 iminium salts Chemical class 0.000 claims description 2
- 208000002551 irritable bowel syndrome Diseases 0.000 claims description 2
- 125000004573 morpholin-4-yl group Chemical group N1(CCOCC1)* 0.000 claims description 2
- 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 claims description 2
- 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 claims description 2
- 229910052700 potassium Inorganic materials 0.000 claims description 2
- 125000001424 substituent group Chemical group 0.000 claims description 2
- 206010028813 Nausea Diseases 0.000 claims 1
- 241000159610 Roya <green alga> Species 0.000 claims 1
- 239000008186 active pharmaceutical agent Substances 0.000 claims 1
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- 230000001747 exhibiting effect Effects 0.000 abstract 1
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 244
- 239000000203 mixture Substances 0.000 description 148
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 115
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- 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]
- A61P29/02—Non-central analgesic, antipyretic or antiinflammatory agents, e.g. antirheumatic agents; Non-steroidal antiinflammatory drugs [NSAID] without antiinflammatory effect
-
- 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
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P9/00—Drugs for disorders of the cardiovascular system
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D413/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms
- C07D413/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings
- C07D413/06—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings linked by a carbon chain containing only aliphatic carbon atoms
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Veterinary Medicine (AREA)
- Pharmacology & Pharmacy (AREA)
- Public Health (AREA)
- General Health & Medical Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Medicinal Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Chemical & Material Sciences (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Engineering & Computer Science (AREA)
- Biomedical Technology (AREA)
- Pain & Pain Management (AREA)
- Neurosurgery (AREA)
- Neurology (AREA)
- Pulmonology (AREA)
- Urology & Nephrology (AREA)
- Rheumatology (AREA)
- Epidemiology (AREA)
- Cardiology (AREA)
- Heart & Thoracic Surgery (AREA)
- Dermatology (AREA)
- Hospice & Palliative Care (AREA)
- Otolaryngology (AREA)
- Psychiatry (AREA)
- Immunology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
- Plural Heterocyclic Compounds (AREA)
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
FR9903854A FR2791346B3 (fr) | 1999-03-25 | 1999-03-25 | Nouveaux derives de morpholine, procede pour leur preparation et compositions pharmaceutiques les contenant |
PCT/FR2000/000695 WO2000058292A1 (fr) | 1999-03-25 | 2000-03-21 | Nouveaux derives de morpholine, procede pour leur preparation et compositions pharmaceutiques les contenant |
Publications (1)
Publication Number | Publication Date |
---|---|
UA73931C2 true UA73931C2 (en) | 2005-10-17 |
Family
ID=9543720
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
UA2001096121A UA73931C2 (en) | 1999-03-25 | 2000-03-21 | Morpholine derivatives, a method for the preparation thereof and pharmaceutical agents containing said derivatives |
Country Status (41)
Country | Link |
---|---|
US (1) | US6506750B1 (xx) |
EP (1) | EP1165528B1 (xx) |
JP (1) | JP3853155B2 (xx) |
KR (1) | KR100696340B1 (xx) |
CN (1) | CN100422160C (xx) |
AR (1) | AR023139A1 (xx) |
AT (1) | ATE275136T1 (xx) |
AU (1) | AU756855B2 (xx) |
BG (1) | BG64623B1 (xx) |
BR (1) | BR0009281B1 (xx) |
CA (1) | CA2366829C (xx) |
CO (1) | CO5160340A1 (xx) |
CZ (1) | CZ300911B6 (xx) |
DE (1) | DE60013418T2 (xx) |
DK (1) | DK1165528T3 (xx) |
EE (1) | EE04525B1 (xx) |
ES (1) | ES2226794T3 (xx) |
FR (1) | FR2791346B3 (xx) |
HK (1) | HK1042092B (xx) |
HR (1) | HRP20010704B1 (xx) |
HU (1) | HUP0201863A3 (xx) |
ID (1) | ID29871A (xx) |
IL (2) | IL145041A0 (xx) |
IS (1) | IS2338B (xx) |
ME (2) | MEP12008A (xx) |
MX (1) | MXPA01009643A (xx) |
NO (1) | NO321576B1 (xx) |
NZ (1) | NZ513674A (xx) |
PE (1) | PE20001596A1 (xx) |
PL (1) | PL205318B1 (xx) |
PT (1) | PT1165528E (xx) |
RS (1) | RS50085B (xx) |
RU (1) | RU2222537C2 (xx) |
SI (1) | SI1165528T1 (xx) |
SK (1) | SK286977B6 (xx) |
TR (1) | TR200102639T2 (xx) |
TW (1) | TW534906B (xx) |
UA (1) | UA73931C2 (xx) |
UY (1) | UY26079A1 (xx) |
WO (1) | WO2000058292A1 (xx) |
ZA (1) | ZA200106981B (xx) |
Families Citing this family (8)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP1353918B1 (en) * | 2000-11-28 | 2005-01-12 | Smithkline Beecham Plc | Morpholine derivatives as antagonists of orexin receptors |
FR2824828B1 (fr) * | 2001-05-21 | 2005-05-20 | Sanofi Synthelabo | Nouveaux derives de piperidinecarboxamide, un procede pour leur preparation et les compositions pharmaceutiques les contenant |
GB0228787D0 (en) * | 2002-12-10 | 2003-01-15 | Pfizer Ltd | Morpholine dopamine agonists |
ATE410426T1 (de) * | 2002-12-13 | 2008-10-15 | Smithkline Beecham Corp | Heterocyclische verbindungen alsccr5-antagonisten |
JO2485B1 (en) * | 2002-12-23 | 2009-01-20 | شركة جانسين فارماسوتيكا ان. في | 1-Piperidine-3-Yl-4-Piperidine-4-Yl-Piperazine derivatives substituted and used as quinine antagonists |
AR046769A1 (es) * | 2003-12-22 | 2005-12-21 | Schering Corp | Composiciones farmaceuticas |
FR2873373B1 (fr) * | 2004-07-23 | 2006-09-08 | Sanofi Synthelabo | Derives de 4-arylmorpholin-3-one, leur preparation et leur application en therapeutique |
CN103142569B (zh) * | 2013-02-27 | 2016-01-20 | 南京医科大学 | 2,6-二异丙基苯甲酸及其衍生物作为神经保护剂的应用 |
Family Cites Families (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CZ3134U1 (cs) * | 1995-01-10 | 1995-03-17 | Pavel Ing. Janda | Rotor universálního radiálního ventilátoru |
US5780466A (en) * | 1995-01-30 | 1998-07-14 | Sanofi | Substituted heterocyclic compounds method of preparing them and pharmaceutical compositions in which they are present |
FR2729954B1 (fr) | 1995-01-30 | 1997-08-01 | Sanofi Sa | Composes heterocycliques substitues, procede pour leur preparation et compositions pharmaceutiques les contenant |
HU224225B1 (hu) * | 1995-12-01 | 2005-06-28 | Sankyo Co. Ltd. | Tachikinin receptor antagonista hatású heterociklusos vegyületek, ezek előállítási eljárása és alkalmazásuk gyógyszerkészítmények előállítására |
JP3192631B2 (ja) * | 1997-05-28 | 2001-07-30 | 三共株式会社 | 飽和複素環化合物からなる医薬 |
ATE297906T1 (de) * | 1997-12-04 | 2005-07-15 | Sankyo Co | Alicyclische acylierte heterocyclenderivate |
-
1999
- 1999-03-25 FR FR9903854A patent/FR2791346B3/fr not_active Expired - Lifetime
-
2000
- 2000-03-21 SI SI200030536T patent/SI1165528T1/xx unknown
- 2000-03-21 AT AT00911009T patent/ATE275136T1/de active
- 2000-03-21 SK SK1346-2001A patent/SK286977B6/sk not_active IP Right Cessation
- 2000-03-21 PL PL351317A patent/PL205318B1/pl not_active IP Right Cessation
- 2000-03-21 CN CNB008055084A patent/CN100422160C/zh not_active Expired - Fee Related
- 2000-03-21 BR BRPI0009281-9A patent/BR0009281B1/pt not_active IP Right Cessation
- 2000-03-21 CZ CZ20013365A patent/CZ300911B6/cs not_active IP Right Cessation
- 2000-03-21 AU AU33016/00A patent/AU756855B2/en not_active Ceased
- 2000-03-21 UA UA2001096121A patent/UA73931C2/uk unknown
- 2000-03-21 IL IL14504100A patent/IL145041A0/xx unknown
- 2000-03-21 KR KR1020017012121A patent/KR100696340B1/ko not_active IP Right Cessation
- 2000-03-21 ME MEP-120/08A patent/MEP12008A/xx unknown
- 2000-03-21 WO PCT/FR2000/000695 patent/WO2000058292A1/fr active IP Right Grant
- 2000-03-21 DE DE60013418T patent/DE60013418T2/de not_active Expired - Lifetime
- 2000-03-21 HU HU0201863A patent/HUP0201863A3/hu unknown
- 2000-03-21 EE EEP200100499A patent/EE04525B1/xx not_active IP Right Cessation
- 2000-03-21 DK DK00911009T patent/DK1165528T3/da active
- 2000-03-21 TR TR2001/02639T patent/TR200102639T2/xx unknown
- 2000-03-21 US US09/937,279 patent/US6506750B1/en not_active Expired - Lifetime
- 2000-03-21 EP EP00911009A patent/EP1165528B1/fr not_active Expired - Lifetime
- 2000-03-21 NZ NZ513674A patent/NZ513674A/en not_active IP Right Cessation
- 2000-03-21 MX MXPA01009643A patent/MXPA01009643A/es unknown
- 2000-03-21 ID IDW00200101969A patent/ID29871A/id unknown
- 2000-03-21 ME MEP-2008-120A patent/ME00057B/me unknown
- 2000-03-21 JP JP2000607995A patent/JP3853155B2/ja not_active Expired - Fee Related
- 2000-03-21 ES ES00911009T patent/ES2226794T3/es not_active Expired - Lifetime
- 2000-03-21 RS YUP-682/01A patent/RS50085B/sr unknown
- 2000-03-21 CA CA002366829A patent/CA2366829C/fr not_active Expired - Lifetime
- 2000-03-21 PT PT00911009T patent/PT1165528E/pt unknown
- 2000-03-21 RU RU2001124835/04A patent/RU2222537C2/ru not_active IP Right Cessation
- 2000-03-23 AR ARP000101299A patent/AR023139A1/es active IP Right Grant
- 2000-03-24 TW TW089105498A patent/TW534906B/zh not_active IP Right Cessation
- 2000-03-24 CO CO00021353A patent/CO5160340A1/es unknown
- 2000-03-27 PE PE2000000258A patent/PE20001596A1/es not_active Application Discontinuation
- 2000-03-27 UY UY26079A patent/UY26079A1/es not_active IP Right Cessation
-
2001
- 2001-08-21 IL IL145041A patent/IL145041A/en not_active IP Right Cessation
- 2001-08-23 ZA ZA200106981A patent/ZA200106981B/en unknown
- 2001-08-24 IS IS6063A patent/IS2338B/is unknown
- 2001-09-19 BG BG105923A patent/BG64623B1/bg unknown
- 2001-09-24 NO NO20014632A patent/NO321576B1/no not_active IP Right Cessation
- 2001-09-25 HR HR20010704A patent/HRP20010704B1/xx not_active IP Right Cessation
-
2002
- 2002-05-27 HK HK02103933.2A patent/HK1042092B/zh not_active IP Right Cessation
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