HRP20140061T1 - Antagonisti histaminskog receptora h3 - Google Patents

Antagonisti histaminskog receptora h3 Download PDF

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HRP20140061T1
HRP20140061T1 HRP20140061TT HRP20140061T HRP20140061T1 HR P20140061 T1 HRP20140061 T1 HR P20140061T1 HR P20140061T T HRP20140061T T HR P20140061TT HR P20140061 T HRP20140061 T HR P20140061T HR P20140061 T1 HRP20140061 T1 HR P20140061T1
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pyrrolidin
ylmethylphenyl
fluoro
alkyl
cis
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HRP20140061TT
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Travis T. Wager
Ramalakshmi Yegna Chandrasekaran
Todd William Butler
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Pfizer Products Inc.
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Claims (15)

1. Spoj formule I [image] , ili njegov stereoizomer, geometrijski izomer ili tautomerni oblik, ili farmaceutski prihvatljiva sol spoja formule I ili njegovog stereoizomera, geometrijskog izomera ili tautomernog oblika, naznačen time što: svakog od R1 i R2 se neovisno bira iz skupine koju čine vodik; C1-C8 alkil, izborno supstituiran s 1 do 4 halogena; C1-C4 alkilna skupina, izborno supstituirana sa supstituentom kojeg se bira iz skupine koju čine OH, jedan do četiri C1-C4 alkila, C3-C7 cikloalkil, C1-C4 dialkilamino, C6-C14 aril, izborno supstituiran s halogenom i izborno supstituiran s C6-C10 ariloksi, izborno supstituiranim s jednim do dva halogena, i 5-10-eročlani heteroaril, izborno supstituiran s C6-C10 arilnom skupinom i izborno supstituiran s jednom do tri C1-C4 alkilne skupine; C3-C7 cikloalkil; C6-C4 aril; -(C0-C3)alkil-O-(C1-C3)alkil, izborno supstituiran s (C1-C3)alkilom; -(C1-C3)alkil-C(=O)O-(C1-C3)alkil; 3-8-eročlani heterocikloalkil, izborno supstituiran s jednom ili više C1-C4 alkilkarbonilnih skupina; C6-C10 arilsulfonil, izborno supstituiran s jednim ili više C1-C2 alkila; 5-10-eročlani heteroaril; i C6-C14 aril-C0-C4 alkilen-O-C0-C4 alkil, gdje je svaki C0-C4 alkil i svaki C0-C4 alkilen izborno supstituiran s jednim do četiri C1-C4 alkila; ili izborno R1 i R2, zajedno s dušikom na kojeg su vezani, tvore 4-, 5-, 6- ili 7-eročlani zasićeni ili nezasićeni alifatski prsten, gdje je jedan od ugljika u navedenom alifatskom prstenu izborno zamijenjen s O, S, NR3 ili CO, te gdje je navedeni prsten izborno kondenziran s C6-C10 arilenom i izborno je supstituiran na ugljiku u prstenu sa supstituentom kojeg se bira iz skupine koju čine -OH, 5-10-eročlani heteroaril, izborno supstituiran s jednim ili više halogena i izborno supstituiran s jednim ili više C1-C2 alkila, C1-C4 alkoksi, izborno supstituiran s jednim ili više C1-C2 alkoksi i izborno supstituiran s jednim ili više C1-C4 dialkilaminokarbonila, i jedan ili dva C1-C4 alkila, izborno i neovisno supstituirana s jednim ili više C1-C2 alkoksi; gdje je R3 vodik; C1-C8 alkil, izborno supstituiran s 1 do 4 halogena; 5-10-eročlani heteroaril, izborno supstituiran sa supstituentom kojeg se bira iz skupine koju čine halogen, C1-C4 alkil, C1-C2 alkoksi, C6-C10 aril, C1-C4 alkilaminokarbonil i cijano; C1-C4 alkilna skupina, izborno supstituirana sa supstituentom kojeg se bira iz skupine koju čine C1-C2 alkoksikarbonil, 5-10-eročlani heteroaril, izborno supstituiran s jednim ili više C1-C2 alkila, jedan do četiri C1-C4 alkila, C3-C7 cikloalkil i C6-C14 aril; C6-C10 aril, izborno supstituiran s jednim ili dva C1-C2 alkila; C1-C4 alkilkarbonil; ili C6-C14 aril-C0-C4 alkilen-O-C0-C4 alkil, gdje je svaki C0-C4 alkil i svaki C0-C4 alkilen izborno supstituiran s jednim do četiri C1-C4 alkila; R4 se neovisno bira iz skupine koju čine vodik, C1-C4 alkil, C1-C4 alkoksil, halogen, nitril, -SO2C1-C4, -SO2NHC1-C4 i -C(=O)NHC1-C4; n je 0, 1, 2, 3 ili 4; R5 je OH, -O (C1-C3)alkil, halogen ili vodik; R6 je vodik, C1-C4 alkil, izborno supstituiran s 1 do 4 halogena, ili C3-C7 cikloalkil-C0-C4 alkil; R7 je vodik, C1-C8 alkil, izborno supstituiran s 1 do 4 halogena, ili C3-C7 cikloalkil-C0-C4 alkil, gdje je svaki C0-C4 izborno supstituiran s jednim do četiri C1-C4 alkila i; R8 je vodik, C1-C8 alkil, izborno supstituiran s 1 do 4 halogena, ili C3-C7 cikloalkil-C0-C4 alkil; ili izborno R7 i R8, zajedno s dušikom na kojeg su vezani, tvore 4-, 5-, 6- ili 7-eročlani heterociklički prsten, gdje je navedeni heterociklički prsten izborno supstituiran s jednim ili dva C1-C4 alkila; i gdje je jedan od ugljika u navedenom heterocikličkom prstenu koji je odmaknut za najmanje dva atoma navedenog dušika u navedenom heterocikličkom prstenu izborno zamijenjen s O, S, NR9 ili C=O, gdje je R9 vodik, C1-C8 alkil, izborno supstituiran s 1 do 4 halogena, ili C3-C7 cikloalkil-C0-C4 alkil, te gdje je svaki C0-C4 alkil izborno supstituiran s jednim do četiri C1-C4 alkila.
2. Spoj formule I, u skladu s patentnim zahtjevom 1, naznačen time što R7 i R8, zajedno s dušikom na kojeg su vezani, tvore 4-, 5-, 6- ili 7-eročlani heterociklički prsten, gdje je navedeni heterociklički prsten izborno supstituiran s jednim ili dva C1-C4 alkila; i gdje je jedan od ugljika u navedenom heterocikličkom prstenu koji je odmaknut za najmanje dva atoma navedenog dušika u navedenom heterocikličkom prstenu izborno zamijenjen s O, S, NR9 ili C=O, gdje je R9 vodik, C1-C8 alkil, izborno supstituiran s 1 do 4 halogena, ili C3-C7 cikloalkil-C0-C4 alkil, te gdje je svaki C0-C4 alkil izborno supstituiran s jednim do četiri C1-C4 alkila.
3. Spoj formule I, u skladu s patentnim zahtjevom 2, naznačen time što R7 i R8, zajedno s dušikom na kojeg su vezani, tvore 5- ili 6-eročlani zasićeni heterocikl.
4. Spoj formule I, u skladu s patentnim zahtjevom 3, naznačen time što je navedeni zasićeni heterocikl pirolidinilna skupina.
5. Spoj formule I, u skladu s patentnim zahtjevom 2, naznačen time što je R1 vodik; R4 i R5 su neovisno vodik ili F; R6 je vodik ili C1-C6 alkil.
6. Spoj formule 1, u skladu s patentnim zahtjevom 1, naznačen time što je R5 H ili F.
7. Spoj formule 1, u skladu s patentnim zahtjevom 2, naznačen time što je R5 H ili F.
8. cis-Ciklobutilni izomer ili trans-ciklobutilni izomer formule I, naznačen time što je u skladu s patentnim zahtjevom 1.
9. cis-Ciklobutilni izomer ili trans-ciklobutilni izomer formule I, naznačen time što je u skladu s patentnim zahtjevom 2.
10. Spoj formule I, u skladu s patentnim zahtjevom 1, naznačen time što se spoj bira iz skupine koju čine: dimetilamid cis-3-(3-fluor-4-pirolidin-1-ilmetilfenil)ciklobutankarboksilne kiseline; cis-[3-(3-fluor-4-pirolidin-1-ilmetilfenil)ciklobutil]pirolidin-1-ilmetanon; etil(metil)amid cis-3-(3-fluor-4-pirolidin-1-ilmetilfenil)ciklobutankarboksilne kiseline; metilamid cis-3-(3-klor-4-pirolidin-1-ilmetilfenil)ciklobutankarboksilne kiseline; metilamid cis-3-(3-fluor-4-pirolidin-1-ilmetilfenil)ciklobutankarboksilne kiseline; cis-{3-[3-klor-4-((R)-2-metilpirolidin-1-ilmetil)fenil]ciklobutil}pirolidin-1-ilmetanon; dimetilamid cis-3-(2,3-diklor-4-pirolidin-1-ilmetilfenil)ciklobutankarboksilne kiseline; etilamid cis-3-(3-fluor-4-pirolidin-1-ilmetilfenil)ciklobutankarboksilne kiseline; izobutilamid cis-3-(3-fluor-4-pirolidin-1-ilmetilfenil)ciklobutankarboksilne kiseline; cis-(3-azabiciklo[3.2.2]non-3-il)-[3-(3-fluor-4-pirolidin-1-ilmetilfenil)ciklobutil]metanon; dimetilamid trans-3-(3-fluor-4-pirolidin-1-ilmetilfenil)ciklobutankarboksilne kiseline; trans-[3-(3-fluor4-pirolidin-1-ilmetilfenil)ciklobutil]pirolidin-1-ilmetanon; etil(metil)amid trans-3-(3-fluor-4-pirolidin-1-ilmetilfenil)ciklobutankarboksilne kiseline; metilamid trans-3-(3-klor-4-pirolidin-1-ilmetilfenil)ciklobutankarboksilne kiseline; metilamid trans-3-(3-fluor-4-pirolidin-1-ilmetilfenil)ciklobutankarboksilne kiseline; trans-{3-[3-klor-4-((R)-2-metilpirolidin-1-ilmetil)fenil]ciklobutil}pirolidin-1-ilmetanon; dimetilamid trans-3-(2,3-diklor-4-pirolidin-1-ilmetilfenil)ciklobutankarboksilne kiseline; etilamid trans-3-(3-fluor-4-pirolidin-1-ilmetilfenil)ciklobutankarboksilne kiseline; izobutilamid trans-3-(3-fluor-4-pirolidin-1-ilmetilfenil)ciklobutankarboksilne kiseline; trans-(3-azabiciklo[3.2.2]non-3-il)-[3-(3-fluor-4-pirolidin-1-ilmetilfenil)ciklobutil]metanon; cis-[3-fluor-3-(3-fluor-4-pirolidin-1-ilmetilfenil)ciklobutil]pirolidin-1-ilmetanon; dimetilamid cis-3-(3-klor-4-pirolidin-1-ilmetilfenil)-3-fluorciklobutankarboksilne kiseline; cis-[3-(3-klor-4-pirolidin-1-ilmetilfenil)-3-fluorciklobutil]piperidin-1-ilmetanon; izobutil(metil)amid cis-3-(-3-klor-4-pirolidin-1-ilmetilfenil)-3-fluorciklobutankarboksilne kiseline; ciklopropilmetilamid cis-3-(3-klor-4-pirolidin-1-ilmetilfenil)-3-fluorciklobutankarboksilne kiseline; cis-[3-(3,5-difluor-pirolidin-1-ilmetilfenil)-3-fluorciklobutil]pirolidin-1-ilmetanon; metilamid cis-3-(2,6-difluor-4-pirolidin-1-ilmetilfenil)-3-fluorciklobutankarboksilne kiseline; izobutilamid cis-3-(5-klor-2-fluor-4-pirolidin-1-ilmetilfenil)-3-fluorciklobutankarboksilne kiseline; etilamid cis-3-(3-klor-4-pirolidin-1-ilmetilfenil)-3-fluorciklobutankarboksilne kiseline; metil(tetrahidropiran-4-ilmetil)amid cis-3-(3-klor-4-pirolidin-1-ilmetilfenil)-3-fluorciklobutankarboksilne kiseline; metilamid cis-3-fluor-3-(3-fluor-4-pirolidin-1-ilmetilfenil)ciklobutankarboksilne kiseline; cis-{3-[3-klor-4-((R)-2-metilpirolidin-1-ilmetil)fenil]-3-fluorciklobutil}pirolidin-1-ilmetanon; ciklopropilmetil(metil)amid cis-3-(3-klor-4-pirolidin-1-ilmetilfenil)-3-fluorciklobutankarboksilne kiseline; dimetilamid cis-3-fluor-3-(3-fluor-4-pirolidin-1-ilmetilfenil)ciklobutankarboksilne kiseline; etilamid cis-3-fluor-3-[3-fluor-4-((S)-2-metilpirolidin-1-ilmetil)fenil]ciklobutankarboksilne kiseline; cis-[3-(3-klor-4-pirolidin-1-ilmetilfenil)-3-fluorciklobutil](2,3-dihidro-5H-benzo[f][1,4]oksazepin-4-il)-metanon; etilamid cis-3-fluor-3-(3-fluor-4-pirolidin-1-ilmetilfenil)ciklobutankarboksilne kiseline; etil(metil)amid cis-3-fluor-3-(3-fluor-4-pirolidin-1--ilmetilfenil)ciklobutankarboksilne kiseline; metil(3-metilpiridin-2-ilmetil)amid cis-3-(3-klor-4-pirolidin-1-ilmetilfenil)-3-fluorciklobutankarboksilne kiseline; etilamid cis-3-fluor-3-[3-fluor-4-((R)-2-metilpirolidin-1-ilmetil)fenil]ciklobutankarboksilne kiseline; izobutilamid cis-3-fluor-3-(3-fluor-4-pirolidin-1-ilmetilfenil)ciklobutankarboksilne kiseline; cis-[3-fluor-3-(3-fluor-4-pirolidin-1-ilmetilfenil)ciklobutil]pirolidin-1-ilmetanon; cis-[3-fluor-3-(3-fluor-4-pirolidin-1-ilmetilfenil)ciklobutil]pirolidin-1-ilmetanon; dimetilamid cis-3-(2,3-diklor-4-pirolidin-1-ilmetilfenil)-3-fluorciklobutankarboksilne kiseline; trans-[3-fluor-3-(3-fluor-4-pirolidin-1-ilmetilfenil)ciklobutil]pirolidin-1-ilmetanon; dimetilamid trans-3-(3-klor-4-pirolidin-1-ilmetilfenil)-3-fluorciklobutankarboksilne kiseline; trans-[3-(3-klor-4-pirolidin-1-ilmetilfenil)-3-fluorciklobutil]piperidin-1-ilmetanon; izobutil(metil)amid trans-3-(3-klor-4-pirolidin-1-ilmetilfenil)-3-fluorciklobutankarboksilne kiseline; ciklopropilmetilamid trans-3-(3-klor-4-pirolidin-1-ilmetilfenil)-3-fluorciklobutankarboksilne kiseline; trans-[3-(3,5-difluor-4-pirolidin-1-ilmetilfenil)-3-fluorciklobutil]pirolidin-1-ilmetanon; metilamid trans-3-(2,6-difluor-4-pirolidin-1-ilmetilfenil)-3-fluorciklobutankarboksilne kiseline; izobutilamid trans-3-(5-klor-2-fluor-4-pirolidin-1-ilmetilfenil)-3-fluorciklobutankarboksilne kiseline; etilamid trans-3-(3-klor-4-pirolidin-1-ilmetilfenil)-3-fluorciklobutankarboksilne kiseline; metil(tetrahidropiran-4-ilmetil)amid trans-3-(3-klor-4-pirolidin-1-ilmetilfenil)-3-fluorciklobutankarboksilne kiseline; metilamid trans-3-fluor-3-(3-fluor-4-pirolidin-1-ilmetilfenil)ciklobutankarboksilne kiseline; trans-{3-[3-klor-4-((R)-2-metilpirolidin-1-ilmetil)fenil]-3-fluorciklobutil}pirolidin-1-ilmetanon; ciklopropilmetil(metil)amid trans-3-(3-klor-4-pirolidin-1-ilmetilfenil)-3-fluorciklobutankarboksilne kiseline; dimetilamid trans-3-fluor-3-(3-fluor-4-pirolidin-1-ilmetilfenil)ciklobutankarboksilne kiseline; etilamid trans-3-fluor-3-[3-fluor-4-((S)-2-metilpirolidin-1-ilmetil)fenil]ciklobutankarboksilne kiseline; trans-[3-(3-klor-4-pirolidin-1-ilmetilfenil)-3-fluorciklobutil](2,3-dihidro-5H-benzo[f][1,4]oksazepin-4-il)-metanon; etilamid trans-3-fluor-3-(3-fluor-4-pirolidin-1-ilmetilfenil)ciklobutankarboksilne kiseline; etil(metil)amid trans-3-fluor-3-(3-fluor-4-pirolidin-1-ilmetilfenil)ciklobutankarboksilne kiseline; metil(3-metilpiridin-2-ilmetil)amid trans-3-(3-klor-4-pirolidin-1-ilmetilfenil)-3-fluorciklobutankarboksilne kiseline; etilamid trans-3-fluor-3-[3-fluor-4-((R)-2-metilpirolidin-1-ilmetil)fenil]ciklobutankarboksilne kiseline; izobutilamid trans-3-fluor-3-(3-fluor-4-pirolidin-1-ilmetilfenil)ciklobutankarboksilne kiseline; trans-[3-fluor-3-(3-fluor-4-pirolidin-1-ilmetilfenil)ciklobutil]pirolidine-1-ilmetanon; trans-[3-fluor-3-(3-fluor-4-pirolidin-1-ilmetilfenil)ciklobutil]pirolidin-1-ilmetanon; i dimetilamid trans-3-(2,3-diklor-4-pirolidin-1-ilmetilfenil)-3-fluorciklobutankarboksilne kiseline.
11. Spoj formule (I), u skladu s bilo kojim od patentnih zahtjeva 1 do 10, naznačen time što je namijenjen upotrebi u liječenju poremećaja ili stanja kod sisavca kojeg se može liječiti antagoniziranjem histaminskih receptora H3.
12. Spoj formule (I), u skladu s bilo kojim od patentnih zahtjeva 1 do 10, naznačen time što je namijenjen upotrebi u liječenju poremećaja ili stanja kod sisavca, koje se bira iz skupine koju čine depresija, poremećaji raspoloženja, shizofrenija, anksiozni poremećaji, kognitivni poremećaji, Alzheimerova bolest, poremećaj nedostatka pažnje, poremećaj nedostatka pažnje uz hiperaktivnost, psihotični poremećaji, poremećaji spavanja, pretilost, vrtoglavica, epilepsija, kinetoza, dišne bolesti, alergija, reakcije dišnih puteva uzrokovane alergijom, alergijski rinitis, nosna kongestija, alergijska kongestija, kongestija, hipotenzija, kardiovaskularna bolest, bolesti GI sustava, hiper- i hipomotilitet i izlučivanje kiseline u gastrointestinalom sustavu.
13. Spoj u skladu s patentnim zahtjevom 12, naznačen time što se poremećaj ili stanje bira iz skupine koju čine anksiozni poremećaji, poremećaj nedostatka pažnje uz hiperaktivnost, poremećaj nedostatka pažnje, dišne bolesti, pretilost, kognitivni poremećaji i psihotični poremećaji.
14. Spoj u skladu s patentnim zahtjevom 12, naznačen time što poremećaj ili stanje je dišna bolest, koju se bira iz skupine koju čine sindrom dišnog distresa kod odraslih, akutni sindrom dišnog distresa, bronhitis, kronični bronhitis, kronična opstruktivna plućna bolest, cistična fibroza, astma, emfizem, rinitis i kronični sinusitis.
15. Postupak dobivanja spoja formule I u patentnom zahtjevu 1, naznačen time što se postupak sastoji u koraku reakcije spoja formule 4 [image] s organometalnim reagensom dobivenim iz spoja formule 2 [image] , uz izravno dobivanje amida kako bi se dobilo spoj formule I.
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Families Citing this family (42)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US8158673B2 (en) * 2005-10-27 2012-04-17 Pfizer Inc. Histamine-3 receptor antagonists
CN101631545B (zh) * 2007-01-22 2013-03-13 辉瑞产品公司 治疗性化合物的甲苯磺酸盐及其药物组合物
JP5497429B2 (ja) 2007-03-07 2014-05-21 武田薬品工業株式会社 ベンゾオキサゼピン誘導体およびその用途
CN101835750B (zh) 2007-08-22 2013-07-17 阿斯利康(瑞典)有限公司 环丙基酰胺衍生物
WO2009071988A1 (en) * 2007-12-07 2009-06-11 Pfizer Inc. Tosylate salt of trans-n-isobutyl-3-fluoro-3- [3-flu0r0-4- (pyrrolidin-1-yl-methyl) -phenyl] cyclobut anecarboxamide
JP5780954B2 (ja) * 2008-05-08 2015-09-16 エヴォテック・アクチエンゲゼルシャフト ヒスタミンｈ３受容体アンタゴニストとしてのアゼチジン類及びシクロブタン類
TW201039825A (en) 2009-02-20 2010-11-16 Astrazeneca Ab Cyclopropyl amide derivatives 983
BR112012020629A2 (pt) 2010-02-18 2018-06-19 Astrazeneca Ab forma cristalina, e, método para a terapia de um distúrbio
WO2012131539A1 (en) 2011-03-31 2012-10-04 Pfizer Inc. Novel bicyclic pyridinones
WO2012172449A1 (en) 2011-06-13 2012-12-20 Pfizer Inc. Lactams as beta secretase inhibitors
EP2751116B1 (en) 2011-08-31 2016-10-12 Pfizer Inc Hexahydropyrano [3,4-d][1,3]thiazin-2-amine compounds
WO2013151982A1 (en) 2012-04-03 2013-10-10 Arena Pharmaceuticals, Inc. Methods and compounds useful in treating pruritus, and methods for identifying such compounds
JP6110937B2 (ja) 2012-05-04 2017-04-05 ファイザー・インク ＡＰＰ、ＢＡＣＥ１、およびＢＡＣＥ２の阻害剤としての複素環式置換ヘキサヒドロピラノ［３，４−ｄ］［１，３］チアジン−２−アミン化合物
NZ702571A (en) 2012-06-29 2017-02-24 Pfizer 4-(substituted-amino)-7h-pyrrolo[2,3-d]pyrimidines as lrrk2 inhibitors
JP2015529239A (ja) 2012-09-20 2015-10-05 ファイザー・インク アルキル置換ヘキサヒドロピラノ［３，４−ｄ］［１，３］チアジン−２−アミン化合物
UA110688C2 (uk) 2012-09-21 2016-01-25 Пфайзер Інк. Біциклічні піридинони
JP6440625B2 (ja) 2012-11-14 2018-12-19 ザ・ジョンズ・ホプキンス・ユニバーシティー 精神分裂病を処置するための方法および組成物
EP2931731A1 (en) 2012-12-11 2015-10-21 Pfizer Inc. Hexahydropyrano [3,4-d][1,3]thiazin-2-amine compounds as inhibitors of bace1
EP2935282A1 (en) 2012-12-19 2015-10-28 Pfizer Inc. CARBOCYCLIC- AND HETEROCYCLIC-SUBSTITUTED HEXAHYDROPYRANO[3,4-d][1,3]THIAZIN-2-AMINE COMPOUNDS
WO2014125394A1 (en) 2013-02-13 2014-08-21 Pfizer Inc. HETEROARYL-SUBSTITUTED HEXAHYDROPYRANO [3,4-d][1,3] THIAZIN-2-AMINE COMPOUNDS
US9233981B1 (en) 2013-02-15 2016-01-12 Pfizer Inc. Substituted phenyl hexahydropyrano[3,4-d][1,3]thiazin-2-amine compounds
AP2015008663A0 (en) 2013-02-19 2015-08-31 Pfizer Azabenzimidazole compounds as inhibitors of PDE4 isozymes for the treatment of cns and other disorders
ES2742078T3 (es) 2013-10-04 2020-02-13 Pfizer Piridonas bicíclicas novedosas como moduladores de gamma-secretasa
JP6487921B2 (ja) 2013-12-17 2019-03-20 ファイザー・インク ＬＲＲＫ２阻害薬としての新規の３，４−二置換−１Ｈ−ピロロ［２，３−ｂ］ピリジンおよび４，５−二置換−７Ｈ−ピロロ［２，３−ｃ］ピリダジン
KR101886945B1 (ko) 2014-04-01 2018-08-08 화이자 인코포레이티드 감마-세크레타제 조절제로서의 크로멘 및 1,1a,2,7b-테트라히드로시클로프로파[c]크로멘 피리도피라진디온
MD20160105A2 (ro) 2014-04-10 2017-03-31 Pfizer Inc. 2-Amino-6-metil-4,4a,5,6-tetrahidropirano[3,4-d][1,3]tiazin-8a(8H)-il-1,3-tiazol-4-il amide
JP6713982B2 (ja) 2014-07-24 2020-06-24 ファイザー・インク ピラゾロピリミジン化合物
CU20170007A7 (es) 2014-08-06 2017-06-05 Pfizer Compuestos de imidazopiridazina
MX368391B (es) 2015-02-03 2019-09-30 Pfizer Ciclopropabenzofuranil-piridopirazindionas novedosas.
CN107787322B (zh) 2015-06-17 2023-07-07 辉瑞大药厂 三环化合物以及它们作为磷酸二酯酶抑制剂的用途
CN108137586B (zh) 2015-09-14 2021-04-13 辉瑞大药厂 作为LRRK2抑制剂的新颖咪唑并[4,5-c]喹啉和咪唑并[4,5-c][1,5]萘啶衍生物
EP3353182A1 (en) 2015-09-24 2018-08-01 Pfizer Inc Tetrahydropyrano[3,4-d][1,3]oxazin derivatives and their use as bace inhibitors
WO2017051276A1 (en) 2015-09-24 2017-03-30 Pfizer Inc. N-[2-(2-amino-6,6-disubstituted-4, 4a, 5, 6-tetrahydropyrano [3,4-d][1,3] thiazin-8a (8h)-yl) -1, 3-thiazol-4-yl] amides
JP2018534251A (ja) 2015-09-24 2018-11-22 ファイザー・インク Ｂａｃｅ阻害剤として有用なｎ−［２−（３−アミノ−２，５−ジメチル−１，１−ジオキシド−５，６−ジヒドロ−２ｈ−１，２，４−チアジアジン−５−イル）−１，３−チアゾール−４−イル］アミド
EP3419979B1 (en) 2016-02-23 2020-01-29 Pfizer Inc 6,7-dihydro-5h-pyrazolo[5,1-b][1,3]oxazine-2-carboxamide compounds
EP3872078A1 (en) 2016-07-01 2021-09-01 Pfizer Inc. 5,7-dihydro-pyrrolo-pyridine derivatives for use in the treament of depression, anxiety or panic disorders
US11161844B2 (en) 2017-03-10 2021-11-02 Pfizer Inc. Cyclic substituted imidazo[4,5-c]quinoline derivatives
CA3056030A1 (en) 2017-03-10 2018-09-13 Pfizer Inc. Novel imidazo[4,5-c]quinoline derivatives as lrrk2 inhibitors
US20230137562A1 (en) 2017-06-07 2023-05-04 Adrx, Inc. Tau aggregation inhibitors
JP7263266B2 (ja) 2017-06-22 2023-04-24 ファイザー・インク ジヒドロ－ピロロ－ピリジン誘導体
WO2019036725A2 (en) 2017-08-18 2019-02-21 Adrx, Inc. PEPTIDE INHIBITORS OF TAU AGGREGATION
WO2019183636A1 (en) 2018-03-23 2019-09-26 Pfizer Inc. Piperazine azaspiro derivaves

Family Cites Families (13)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US6559140B2 (en) 2000-03-09 2003-05-06 Abbott Laboratories Cyclic and bicyclic diamino histamine-3 receptor antagonists
AU2002254114A1 (en) 2001-03-23 2002-10-08 Eli Lilly And Company Non-imidazole aryl alkylamines compounds as histamine h3 receptor antagonists, preparation and therapeutic uses
US7671047B2 (en) 2002-06-19 2010-03-02 Sanofi-Aventis Deutschland Gmbh Cationically substituted diphenylazetidinones, process for their preparation, medicaments comprising these compounds, and their use
JP2004131497A (ja) * 2002-09-18 2004-04-30 Satoshi Shuto シスシクロプロパン誘導体
ATE461178T1 (de) * 2003-07-29 2010-04-15 High Point Pharmaceuticals Llc Pyridazinyl-piperazine und deren verwendung als histamin-h3-rezeptorliganden
WO2005028438A1 (ja) * 2003-09-22 2005-03-31 Banyu Pharmaceutical Co., Ltd. 新規ピペリジン誘導体
BRPI0507374A (pt) 2004-02-02 2007-07-10 Pfizer Prod Inc moduladores do receptor de histamina-3
US7632857B2 (en) * 2004-04-01 2009-12-15 Eli Lilly And Company Histamine H3 receptor agents, preparation and therapeutic uses
US7456164B2 (en) 2004-05-07 2008-11-25 Pfizer, Inc 3- or 4-monosubtituted phenol and thiophenol derivatives useful as H3 ligands
EP1595881A1 (en) 2004-05-12 2005-11-16 Pfizer Limited Tetrahydronaphthyridine derivates useful as histamine H3 receptor ligands
CA2607499C (en) 2005-06-22 2010-11-30 Pfizer Products Inc. Histamine-3 receptor antagonists
US8158673B2 (en) * 2005-10-27 2012-04-17 Pfizer Inc. Histamine-3 receptor antagonists
CN101631545B (zh) * 2007-01-22 2013-03-13 辉瑞产品公司 治疗性化合物的甲苯磺酸盐及其药物组合物

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