ZA200302801B - Chimical compounds. - Google Patents

Chimical compounds. Download PDF

Info

Publication number: ZA200302801B
Authority: ZA; South Africa
Prior art keywords: phenyl; methyl; bis; fluoro; trifluoromethyl
Prior art date: 2000-10-17

Application number

ZA200302801A

Other languages

English (en)

Inventor

Giuseppe Alvaro

Romano Di Fabio

Maragni Paolo Tampieri Marsia

Maria Elvira Tranquillini

Original Assignee

Glaxo Group Ltd

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.)

2000-10-17

Filing date

2003-04-10

Publication date

2004-04-21

2003-04-10 Application filed by Glaxo Group Ltd filed Critical Glaxo Group Ltd

2004-04-21 Publication of ZA200302801B publication Critical patent/ZA200302801B/en

Links

150000001875 compounds Chemical class 0.000 title claims description 119
125000000217 alkyl group Chemical group 0.000 claims description 32
238000011282 treatment Methods 0.000 claims description 29
150000003839 salts Chemical class 0.000 claims description 25
-1 4-fluoro-2-methyl-phenyl Chemical group 0.000 claims description 22
238000000034 method Methods 0.000 claims description 21
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 21
239000001257 hydrogen Substances 0.000 claims description 17
229910052739 hydrogen Inorganic materials 0.000 claims description 17
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 description 13
102100024304 Protachykinin-1 Human genes 0.000 claims description 13
101800003906 Substance P Proteins 0.000 claims description 13
239000012453 solvate Substances 0.000 claims description 12
102000003141 Tachykinin Human genes 0.000 claims description 10
108060008037 tachykinin Proteins 0.000 claims description 10
230000001404 mediated effect Effects 0.000 claims description 8
238000002360 preparation method Methods 0.000 claims description 8
UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 7
239000003814 drug Substances 0.000 claims description 7
125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 7
239000008194 pharmaceutical composition Substances 0.000 claims description 7
125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 7
229910052736 halogen Inorganic materials 0.000 claims description 6
125000005843 halogen group Chemical group 0.000 claims description 6
150000002431 hydrogen Chemical class 0.000 claims description 6
230000008569 process Effects 0.000 claims description 6
ADTNSTHKMIPKIJ-UHFFFAOYSA-N 1-[3,5-bis(trifluoromethyl)phenyl]-n-methylmethanamine Chemical compound CNCC1=CC(C(F)(F)F)=CC(C(F)(F)F)=C1 ADTNSTHKMIPKIJ-UHFFFAOYSA-N 0.000 claims description 5
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 claims description 5
229910052799 carbon Inorganic materials 0.000 claims description 5
ZHIAARPZLAPMHX-ZCFIWIBFSA-N (1r)-1-[3,5-bis(trifluoromethyl)phenyl]-n-methylethanamine Chemical compound CN[C@H](C)C1=CC(C(F)(F)F)=CC(C(F)(F)F)=C1 ZHIAARPZLAPMHX-ZCFIWIBFSA-N 0.000 claims description 4
KMDQRDXBBHPCEY-FUHWJXTLSA-N (2r,4s)-4-(4-acetylpiperazin-1-yl)-2-(4-fluoro-2-methylphenyl)piperidine-1-carboxylic acid Chemical compound C1CN(C(=O)C)CCN1[C@@H]1C[C@H](C=2C(=CC(F)=CC=2)C)N(C(O)=O)CC1 KMDQRDXBBHPCEY-FUHWJXTLSA-N 0.000 claims description 4
125000001559 cyclopropyl group Chemical group [H]C1([H])C([H])([H])C1([H])* 0.000 claims description 4
125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 4
125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims description 4
125000003386 piperidinyl group Chemical group 0.000 claims description 4
125000002777 acetyl group Chemical group [H]C([H])([H])C(*)=O 0.000 claims description 3
229910052751 metal Inorganic materials 0.000 claims description 3
239000002184 metal Substances 0.000 claims description 3
MGJXBDMLVWIYOQ-UHFFFAOYSA-N methylazanide Chemical compound [NH-]C MGJXBDMLVWIYOQ-UHFFFAOYSA-N 0.000 claims description 3
239000000546 pharmaceutical excipient Substances 0.000 claims description 3
125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims description 3
KMDQRDXBBHPCEY-SJLPKXTDSA-N (2r,4r)-4-(4-acetylpiperazin-1-yl)-2-(4-fluoro-2-methylphenyl)piperidine-1-carboxylic acid Chemical compound C1CN(C(=O)C)CCN1[C@H]1C[C@H](C=2C(=CC(F)=CC=2)C)N(C(O)=O)CC1 KMDQRDXBBHPCEY-SJLPKXTDSA-N 0.000 claims description 2
XKXCTVMNFUFTFU-DLBZAZTESA-N (2r,4s)-4-(4-acetylpiperazin-1-yl)-2-(4-fluorophenyl)piperidine-1-carboxylic acid Chemical compound C1CN(C(=O)C)CCN1[C@@H]1C[C@H](C=2C=CC(F)=CC=2)N(C(O)=O)CC1 XKXCTVMNFUFTFU-DLBZAZTESA-N 0.000 claims description 2
PKTGBJVVKHUAFB-PKOBYXMFSA-N (2r,4s)-4-[4-(cyclopropanecarbonyl)piperazin-1-yl]-2-(4-fluoro-2-methylphenyl)piperidine-1-carboxylic acid Chemical compound CC1=CC(F)=CC=C1[C@@H]1N(C(O)=O)CC[C@H](N2CCN(CC2)C(=O)C2CC2)C1 PKTGBJVVKHUAFB-PKOBYXMFSA-N 0.000 claims description 2
239000003638 chemical reducing agent Substances 0.000 claims description 2
239000003937 drug carrier Substances 0.000 claims description 2
125000003261 o-tolyl group Chemical group [H]C1=C([H])C(*)=C(C([H])=C1[H])C([H])([H])[H] 0.000 claims description 2
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GLUUGHFHXGJENI-UHFFFAOYSA-N Piperazine Chemical compound C1CNCCN1 GLUUGHFHXGJENI-UHFFFAOYSA-N 0.000 claims 2
XKXCTVMNFUFTFU-IAGOWNOFSA-N (2r,4r)-4-(4-acetylpiperazin-1-yl)-2-(4-fluorophenyl)piperidine-1-carboxylic acid Chemical compound C1CN(C(=O)C)CCN1[C@H]1C[C@H](C=2C=CC(F)=CC=2)N(C(O)=O)CC1 XKXCTVMNFUFTFU-IAGOWNOFSA-N 0.000 claims 1
125000006272 (C3-C7) cycloalkyl group Chemical group 0.000 claims 1
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150000001721 carbon Chemical group 0.000 claims 1
238000002955 isolation Methods 0.000 claims 1
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YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 34
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OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 21
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239000012299 nitrogen atmosphere Substances 0.000 description 12
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HPALAKNZSZLMCH-UHFFFAOYSA-M sodium;chloride;hydrate Chemical compound O.[Na+].[Cl-] HPALAKNZSZLMCH-UHFFFAOYSA-M 0.000 description 10
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230000003612 virological effect Effects 0.000 description 1
230000009278 visceral effect Effects 0.000 description 1
208000009935 visceral pain Diseases 0.000 description 1
230000008673 vomiting Effects 0.000 description 1
238000009736 wetting Methods 0.000 description 1
BLGXFZZNTVWLAY-SCYLSFHTSA-N yohimbine Chemical compound C1=CC=C2C(CCN3C[C@@H]4CC[C@H](O)[C@@H]([C@H]4C[C@H]33)C(=O)OC)=C3NC2=C1 BLGXFZZNTVWLAY-SCYLSFHTSA-N 0.000 description 1
229960000317 yohimbine Drugs 0.000 description 1
AADVZSXPNRLYLV-UHFFFAOYSA-N yohimbine carboxylic acid Natural products C1=CC=C2C(CCN3CC4CCC(C(C4CC33)C(O)=O)O)=C3NC2=C1 AADVZSXPNRLYLV-UHFFFAOYSA-N 0.000 description 1
229960002791 zimeldine Drugs 0.000 description 1
OYPPVKRFBIWMSX-SXGWCWSVSA-N zimeldine Chemical compound C=1C=CN=CC=1C(=C/CN(C)C)\C1=CC=C(Br)C=C1 OYPPVKRFBIWMSX-SXGWCWSVSA-N 0.000 description 1

Classifications

- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/495—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with two or more nitrogen atoms as the only ring heteroatoms, e.g. piperazine or tetrazines
- A61K31/496—Non-condensed piperazines containing further heterocyclic rings, e.g. rifampin, thiothixene or sparfloxacin
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- 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
- C07D401/02—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 containing two hetero rings
- C07D401/04—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 containing two hetero rings directly linked by a ring-member-to-ring-member bond
- 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
- A61P1/08—Drugs for disorders of the alimentary tract or the digestive system for nausea, cinetosis or vertigo; Antiemetics
- 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
- A61P25/20—Hypnotics; Sedatives
- 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
- 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
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/30—Drugs for disorders of the nervous system for treating abuse or dependence
- A61P25/36—Opioid-abuse
- 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
- 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

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Health & Medical Sciences (AREA)
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General Health & Medical Sciences (AREA)
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Medicinal Chemistry (AREA)
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Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
Chemical Kinetics & Catalysis (AREA)
General Chemical & Material Sciences (AREA)
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Neurosurgery (AREA)
Biomedical Technology (AREA)
Psychiatry (AREA)
Addiction (AREA)
Hospice & Palliative Care (AREA)
Epidemiology (AREA)
Anesthesiology (AREA)
Pain & Pain Management (AREA)
Otolaryngology (AREA)
Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Hydrogenated Pyridines (AREA)
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BR (1)	BR0114637A (zh)
CA (1)	CA2425876C (zh)
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CZ (1)	CZ299824B6 (zh)
DE (3)	DE60106287T2 (zh)
DK (2)	DK1326832T3 (zh)
ES (3)	ES2227287T3 (zh)
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PT (2)	PT1524266E (zh)
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MY141736A (en)	2002-10-08	2010-06-15	Elanco Animal Health Ireland	Substituted 1,4-di-piperidin-4-yi-piperazine derivatives and their use as neurokinin antagonists

2000
- 2000-10-17 GB GBGB0025354.2A patent/GB0025354D0/en not_active Ceased
2001
- 2001-10-12 HU HU0301459A patent/HU228146B1/hu not_active IP Right Cessation
- 2001-10-12 ES ES01976453T patent/ES2227287T3/es not_active Expired - Lifetime
- 2001-10-12 EP EP04077714A patent/EP1524266B1/en not_active Expired - Lifetime
- 2001-10-12 JP JP2002536051A patent/JP3940359B2/ja not_active Expired - Fee Related
- 2001-10-12 DK DK01976453T patent/DK1326832T3/da active
- 2001-10-12 DK DK04077714T patent/DK1524266T3/da active
- 2001-10-12 BR BR0114637-8A patent/BR0114637A/pt not_active Application Discontinuation
- 2001-10-12 ES ES04077714T patent/ES2282794T3/es not_active Expired - Lifetime
- 2001-10-12 SI SI200130727T patent/SI1524266T1/sl unknown
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- 2001-10-12 AU AU9572301A patent/AU9572301A/xx active Pending
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2003
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2004
- 2004-01-13 HK HK04100241A patent/HK1058788A1/xx not_active IP Right Cessation
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2005
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- 2005-08-24 AU AU2005204234A patent/AU2005204234B2/en not_active Ceased
2006
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2007
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2008
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2009
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Also Published As

Publication number	Publication date
KR100847414B1 (ko)	2008-07-18
AU2005204234B2 (en)	2009-05-07
PL361180A1 (en)	2004-09-20
BR0114637A (pt)	2003-09-30
SI1524266T1 (sl)	2007-08-31
MXPA03003536A (es)	2003-08-07
AU9572301A (en)	2002-04-29
US7294630B2 (en)	2007-11-13
HK1058788A1 (en)	2004-06-04
IL155165A0 (en)	2003-10-31
CA2425876C (en)	2009-07-07
US20060142302A1 (en)	2006-06-29
ES2346108T3 (es)	2010-10-08
DE60106287T2 (de)	2006-02-23
PL203071B1 (pl)	2009-08-31
GB0025354D0 (en)	2000-11-29
CZ20031082A3 (cs)	2004-08-18
AU2005204234A1 (en)	2005-09-15
MY124957A (en)	2006-07-31
KR20030036932A (ko)	2003-05-09
EP1326832B1 (en)	2004-10-06
DE60127002D1 (de)	2007-04-12
DK1326832T3 (da)	2005-01-31
NO20031561D0 (no)	2003-04-07
US7648990B2 (en)	2010-01-19
DE60106287D1 (de)	2004-11-11
EP1752449A1 (en)	2007-02-14
SI1326832T1 (en)	2005-02-28
JP2004511544A (ja)	2004-04-15
EP1524266B1 (en)	2007-02-28
PT1326832E (pt)	2005-01-31
ES2282794T3 (es)	2007-10-16
US20100081667A1 (en)	2010-04-01
US20040014770A1 (en)	2004-01-22
NZ525091A (en)	2005-04-29
NO20031561L (no)	2003-06-14
AU2001295723B2 (en)	2005-05-26
AR034268A1 (es)	2004-02-18
AU2009201407B2 (en)	2011-12-15
EP1921064A1 (en)	2008-05-14
EP1524266A1 (en)	2005-04-20
JP3940359B2 (ja)	2007-07-04
DK1524266T3 (da)	2007-06-25
NO324468B1 (no)	2007-10-22
HUP0301459A2 (en)	2006-09-28
CA2425876A1 (en)	2002-04-25
HU228146B1 (en)	2012-12-28
AU2009201407A1 (en)	2009-05-07
ES2227287T3 (es)	2005-04-01
US7060702B2 (en)	2006-06-13
HUP0301459A3 (en)	2007-11-28
ATE468324T1 (de)	2010-06-15
EP1921064B1 (en)	2010-05-19
PT1524266E (pt)	2007-05-31
DE60127002T2 (de)	2007-10-31
DE60142197D1 (de)	2010-07-01
CY1107634T1 (el)	2013-04-18
HK1075889A1 (en)	2005-12-30
CZ299824B6 (cs)	2008-12-03
CN1231468C (zh)	2005-12-14
US20050137208A1 (en)	2005-06-23
CN1483025A (zh)	2004-03-17
WO2002032867A1 (en)	2002-04-25
IL155165A (en)	2008-11-26
TWI299730B (en)	2008-08-11
IL191486A0 (en)	2008-11-03
EP1326832A1 (en)	2003-07-16
US7119092B2 (en)	2006-10-10
US20080021041A1 (en)	2008-01-24
ATE278669T1 (de)	2004-10-15
ATE355271T1 (de)	2006-03-15

Publication	Publication Date	Title
US7648990B2 (en)	2010-01-19	Chemical compounds
AU2001295723A1 (en)	2002-07-04	Chemical compounds
US7652012B2 (en)	2010-01-26	2-(R)-(4-fluoro-2-methyl-phenyl)-4-(S)-((8aS)-6-oxo-hexahydro-pyrrolo[1,2-a]-pyrazin-2-yl)-piperidine-1-carboxylic acid [1-(R)-3,5-bis-trifluoromethyl-phenyl)-ethyl]-methylamide maleate and pharmaceutical compositions thereof
US7276509B2 (en)	2007-10-02	Piperidine derivatives and their use as antagonists of tachykinins
US20070135414A1 (en)	2007-06-14	Tachykinin Antagonists
US7482365B2 (en)	2009-01-27	Piperidylcarboxamide derivatives and their use in the treatment of tachykinin-mediated diseases
US20080249132A1 (en)	2008-10-09	Piperidine Carboxyamide Derivate Suitable as Tachykinin Receptor Antagonist
WO2007009777A1 (en)	2007-01-25	Chemical compounds