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ME02123B - Antagonisti trpv1 i njihova upotreba - Google Patents

Antagonisti trpv1 i njihova upotreba

Info

Publication number
ME02123B
ME02123B MEP-2014-674A MEP67414A ME02123B ME 02123 B ME02123 B ME 02123B ME P67414 A MEP67414 A ME P67414A ME 02123 B ME02123 B ME 02123B
Authority
ME
Montenegro
Prior art keywords
compound according
alkyl
ocf3
och3
pharmaceutically acceptable
Prior art date
Application number
MEP-2014-674A
Other languages
English (en)
French (fr)
Inventor
Noriyuki Kurose
Laykea Tafesse
Original Assignee
Purdue Pharma Lp
Shionogi & Co
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.)
Filing date
Publication date
Application filed by Purdue Pharma Lp, Shionogi & Co filed Critical Purdue Pharma Lp
Publication of ME02123B publication Critical patent/ME02123B/me

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    • 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
    • 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
    • A61K31/435—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom
    • A61K31/44—Non condensed pyridines; Hydrogenated derivatives thereof
    • A61K31/445—Non condensed piperidines, e.g. piperocaine
    • A61K31/4523—Non condensed piperidines, e.g. piperocaine containing further heterocyclic ring systems
    • A61K31/4545—Non condensed piperidines, e.g. piperocaine containing further heterocyclic ring systems containing a six-membered ring with nitrogen as a ring hetero atom, e.g. pipamperone, anabasine
    • 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
    • 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
    • A61P1/04—Drugs for disorders of the alimentary tract or the digestive system for ulcers, gastritis or reflux esophagitis, e.g. antacids, inhibitors of acid secretion, mucosal protectants
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P13/00—Drugs for disorders of the urinary system
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P13/00—Drugs for disorders of the urinary system
    • A61P13/10—Drugs for disorders of the urinary system of the bladder
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P23/00—Anaesthetics
    • 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
    • A61P25/04—Centrally acting analgesics, e.g. opioids
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P29/00—Non-central analgesic, antipyretic or antiinflammatory agents, e.g. antirheumatic agents; Non-steroidal antiinflammatory drugs [NSAID]
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
    • C—CHEMISTRY; METALLURGY
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    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
    • C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
    • C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D213/61—Halogen atoms or nitro radicals
    • C—CHEMISTRY; METALLURGY
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    • C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
    • C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
    • C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D213/72—Nitrogen atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
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    • C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
    • C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
    • C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D213/72—Nitrogen atoms
    • C07D213/74—Amino or imino radicals substituted by hydrocarbon or substituted hydrocarbon radicals
    • 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
    • C07D401/12—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 linked by a chain containing hetero atoms as chain links
    • 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
    • C07D401/14—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 three or more hetero rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D405/00—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom
    • C07D405/14—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing three or more hetero rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D407/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having oxygen atoms as the only ring hetero atoms, not provided for by group C07D405/00
    • C07D407/14—Heterocyclic compounds containing two or more hetero rings, at least one ring having oxygen atoms as the only ring hetero atoms, not provided for by group C07D405/00 containing three or more hetero rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D417/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00
    • C07D417/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings
    • C07D417/12—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings linked by a chain containing hetero atoms as chain links
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D417/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00
    • C07D417/14—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing three or more hetero rings

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Veterinary Medicine (AREA)
  • Public Health (AREA)
  • General Health & Medical Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Animal Behavior & Ethology (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • General Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Engineering & Computer Science (AREA)
  • Urology & Nephrology (AREA)
  • Biomedical Technology (AREA)
  • Neurology (AREA)
  • Neurosurgery (AREA)
  • Pain & Pain Management (AREA)
  • Rheumatology (AREA)
  • Anesthesiology (AREA)
  • Epidemiology (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Pyridine Compounds (AREA)
  • Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
  • Hydrogenated Pyridines (AREA)
  • Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)

Claims (20)

1. Jedinjenje formule III: ili njegova farmaceutski prihvatljiva so, gde X je 0, S, N-CN, N-OH ili N-OR10; W je N ili C; isprekidana linija označava prisustvo ili odsustvo veze, i kada isprekidana linija označava prisustvo veze ili W je N, tada R4 nije prisutan, inače R4 je -H, -OH, -OCF3, -halo, -(C1-C6)alkil, -CH2OH, -CH2CI, -CH2Br, -CH2I, -CH2F, -CH(halo)2,-CF3, -OR10, -SR10, -COOH, -COOR10, -C(O)R10, -C(0)H, -OC(O)R10, -OC(O)NHR10, -NHC(0)R13, -CON(R13)2, -S(O)2R10, ili -NO2; R10 je -(C1-C4)alkil; svaki R13 je nezavisno: -H, -(C1-C4)alkil, -(C1-C4)alkenil, -(C1-C4)alkinil, ili -fenil; svaki R3 je nezavisno: (a)    -H ili (C1-C6)alkil; ili (b)    dve R3 grupe zajedno obrazuju (C2-C6)most, koji je nesupstituisan ili supstituisan sa 1, 2 ili 3 nezavisno izabrane R8 grupe, a most opciono sadrži -FIC=CH- u okviru (C2-C6) mosta; ili (c)    dve R3 grupe zajedno obrazuju -CH2N(Ra)-CH2- most, most; ili most; Ra je izabran od -H, -(C1-C6)alkil, -(C3-C8)cikloalkil, -CH2-C(0)-RC, -(CH2)-C(0)-0RC, -(CH2)-C(0)-N(RC)2, -(CH2)2-0-Rc, -(CH2)2-S(0)2-N(Rc)2, ili -(CH2)2-N(Rc)S(0)2-Rc; Rbje izabran od: (a)    -H, -(C1-C6)alkil, -(C3-C8)cikloakil, -(3- do 7-člani)heterocikl, -N(RC)2, -N(Rc)-(C3-C8)cikloalkil, ili -N(Rc)-(3- do 7-člani)heterocikl; ili (b)    -fenil, -(5- ili 6-člani)heteroaril, -N(Rc)-fenil ili -N(Rc)-(5-do 10-člani)heteroaril, od kojih je svaki nesupstituisan ili supstituisan sa 1, 2 ili 3 nezavisno izabrane R7 grupe; svaki Rc je nezavisno izabran od -H ili -(C1-C4)alkil; m je ceo broj 0, 1, ili 2, gde Ar, je: R1 je -Cl, -F ili -CF3; gde Ar, je R14 je -H, -Cl, -F, -Br, -CF3, -OCF3, -(C1-C6)alkil, -SO2CF3, -SO2(C1-C6)alkil, -OCH3, -OCH2CH3, ili -OCH(CH3)2, i poželjno -CF3, -OCF3, -Cl, ili -F; R14 je -H, -Cl, -F, Br, -CH3, -CH2CH3, -OCH3, -OCH(CH3)2, ili -OCH2CH3; i svaki R8 i R9 je nezavisno -H, -Cl, -Br, -F, -CH3, -OCH3, -OCH7CH3, -CF3, -OCF3, izo-propil, ili terc-butil.
2.    Jedinjenje prema zahtevu 1, gde X=0.
3.    Jedinjenje prema bilo kom od patentnih zahteva 1 do 2, gde R4 je halo, poželjno F.
4.    Jedinjenje prema bilo kom od patentnih zahteva, gde R1 je halo, poželjno Cl ili F, ili CF3.
5.    Jedinjenje prema bilo kom od patentnih zahteva 1 do 4, gde W je C i isprekidana linija nije prisutna.
6.    Jedinjenje prema bilo kom od patentnih zahteva 1 do 4, gde W je C i isprekidana linija je dvostruka veza.
7.    Jedinjenje prema bilo kom od patentnih zahteva 1 do 4, gde W je N, R4 nije prisutan i isprekidana linija nije prisutna.
8.    Jedinjenje prema bilo kom od prethodnih zahteva, gde je m=0.
9.    Jedinjenje prema bilo kom od patentnih zahteva 1 do 7, gde m=l i poželjno R3 je (C1-C6)alkil i još poželjnije -CH3 ili -CH7CH3.
10.    Jedinjenje prema bilo kom od patentnih zahteva 1 do 9, gde Ar7 je izabran od
11. Jedinjenje prema bilo kom od patentnih zahteva 1 do 10, gde Ar2 je a) ili b) gde je R14 izabran od -H, -Cl, -F, -Br, -CF3, -OCF3, -(Ca-C6)alkil, -SO2CF3, -SO2(C1-C6)alkil, -OCFI3, -OCH2CFI3, -OCH(CH3)2, a poželjno je -CF3, -OCF3, -Cl, ili -F; ili c) gde je R14 izabran od -H, -Cl, -F, -Br, -OCF3, -CH3, -CH7CH3, -OCH3, -OCH7CH3, -OCH(CH3)7, i poželjno je -OCF3, -OCH3, -OCH7CH3, -Cl, ili -F; ili d) gde je R14 izabran od -H, -Cl, -F, -Br, -OCF3, -CH3j -CH7CH3, -OCH3, -OCH7CH3, -OCH(CH3)7, i poželjno je -OCF3, -OCH3, -OCH2CH3, -Cl, ili -F; ili e) ili f) gde svaki R8 i R9 su nezavisno -H, -Cl, -Br, -F, -CH3, -OCH3, -OCH7CH3, -CF3, -OCF3, izo-propil, ili terc-butil.
12. Jedinjenje prema bilo kom od patentnih zahteva 1 do 11, gde hiralni ugljenikov atom Q grupe ima (S)-konfiguraciju: ili gde hiralni ugljenikov atom Q grupe ima (R)-konfiguraciju:
13. Jedinjenje prema zahtevu 1 koje ima formulu ili njegova farmaceutski prihvatljiva so.
14. Jedinjenje prema patentnom zahtevu 1, koje ima formulu ili njegova farmaceutski prihvatljiva so.
15.    Jedinjenje prema bilo kom od prethodnih patentnih zahteva, gde je farmaceutski prihvatljiva so fumaratna so.
16.    Kompozicija koja sadrži jedinjenje prema bilo kod od patentnih zahteva 1 do 15 ili njegovu farmaceutski prihvatljivu so i farmaceutski prihvatljiv nosač ili ekscipijent.
17.    In-vitro postupak inhibicije funkcije TRPV1 u ćeliji koji obuhvata dovođenje u kontakt ćelije koja je u stanju da eksprimuje TRPV1 sa efikasnom količinom jedinjenja prema bilo kom od patentnih zahteva 1 do 15 ili njegove farmaceutski prihvatljive soli.
18.    Upotreba jedinjenja prema bilo kom od patentnih zahteva 1 do 15 ili njegove farmaceutski prihvatljive soli u proizvodnji leka za lečenje ili prevenciju bola, čira, IBD ili IBS kod životinje.
19.    Jedinjenje prema bilo kom od patentnih zahteva 1 do 15 za upotrebu kao lek.
20.    Jedinjenje prema bilo kom od zahteva 1 do 15 za primenu u lečenju ili prevenciji bola, UI, čira, IBD ili IBS kod životinje.
MEP-2014-674A 2007-04-27 2008-04-25 Antagonisti trpv1 i njihova upotreba ME02123B (me)

Applications Claiming Priority (6)

Application Number Priority Date Filing Date Title
US92666107P 2007-04-27 2007-04-27
US93003607P 2007-05-11 2007-05-11
US93700307P 2007-06-21 2007-06-21
US96240907P 2007-07-27 2007-07-27
PCT/IB2008/001069 WO2008132600A2 (en) 2007-04-27 2008-04-25 Trpv1 antagonists and uses thereof
EP08737573.9A EP2142529B1 (en) 2007-04-27 2008-04-25 Trpv1 antagonists and uses thereof

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KR (2) KR20100005725A (me)
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NZ (1) NZ580266A (me)
PE (2) PE20090422A1 (me)
PH (1) PH12013500848B1 (me)
PL (1) PL2142529T3 (me)
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* Cited by examiner, † Cited by third party
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WO2002060446A1 (fr) 2001-01-29 2002-08-08 Shionogi & Co., Ltd. Preparation medicamenteuse contenant du 5-methyle-1-phenyle-2-(1h)-pyridone en tant que principe actif
NZ580266A (en) 2007-04-27 2012-03-30 Purdue Pharma Lp Trpv1 inhibitors / antagonists and uses thereof
US8759362B2 (en) * 2008-10-24 2014-06-24 Purdue Pharma L.P. Bicycloheteroaryl compounds and their use as TRPV1 ligands
US8546388B2 (en) * 2008-10-24 2013-10-01 Purdue Pharma L.P. Heterocyclic TRPV1 receptor ligands
US8703962B2 (en) * 2008-10-24 2014-04-22 Purdue Pharma L.P. Monocyclic compounds and their use as TRPV1 ligands
HRP20171415T4 (hr) 2009-06-25 2023-03-03 Alkermes Pharma Ireland Limited Heterociklični spojevi za liječenje neuroloških i psiholoških poremećaja
CA2797708C (en) 2010-05-04 2016-08-16 Alkermes Pharma Ireland Limited Process for synthesizing oxidized lactam compounds
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PT2142529E (pt) 2014-03-20
PE20130325A1 (es) 2013-03-18
HK1139949A1 (en) 2010-09-30
AU2008243874A1 (en) 2008-11-06
US8575199B2 (en) 2013-11-05
US20120177570A1 (en) 2012-07-12
CO6241153A2 (es) 2011-01-20
MX2009011600A (es) 2010-11-26
MY148657A (en) 2013-05-15
US20150018366A1 (en) 2015-01-15
PE20090422A1 (es) 2009-04-18
CA2756791C (en) 2016-09-13
JP2014015465A (ja) 2014-01-30
CA2685266A1 (en) 2008-11-06
IL201688A (en) 2017-01-31
EP2604599A1 (en) 2013-06-19
TW200911249A (en) 2009-03-16
US10584110B2 (en) 2020-03-10
UY31050A1 (es) 2008-07-03
US20090170868A1 (en) 2009-07-02
JP2010525048A (ja) 2010-07-22
ES2453947T3 (es) 2014-04-09
CA2756791A1 (en) 2008-11-06
BRPI0809795A2 (pt) 2014-10-07
EP2142529B1 (en) 2013-12-25
IL201688A0 (en) 2010-05-31
US20090176796A1 (en) 2009-07-09
WO2008132600A2 (en) 2008-11-06
EP2142529A2 (en) 2010-01-13
KR20130004524A (ko) 2013-01-10
HK1184152A1 (en) 2014-01-17
DK2142529T3 (da) 2014-02-10
RS53212B (sr) 2014-08-29
NZ580266A (en) 2012-03-30
WO2008132600A3 (en) 2009-03-12
CN101932570A (zh) 2010-12-29
TWI362930B (en) 2012-05-01
US20090170867A1 (en) 2009-07-02
EP2604598A1 (en) 2013-06-19
HRP20140279T1 (hr) 2014-04-25
CA2833209C (en) 2016-06-28
CA2685266C (en) 2014-01-28
PH12013500848B1 (en) 2015-05-18

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