AR061667A1 - Arilamidas sustituidas con tetrazol - Google Patents
Arilamidas sustituidas con tetrazolInfo
- Publication number
- AR061667A1 AR061667A1 ARP070102859A ARP070102859A AR061667A1 AR 061667 A1 AR061667 A1 AR 061667A1 AR P070102859 A ARP070102859 A AR P070102859A AR P070102859 A ARP070102859 A AR P070102859A AR 061667 A1 AR061667 A1 AR 061667A1
- Authority
- AR
- Argentina
- Prior art keywords
- alkyl
- hydrogen
- optionally substituted
- cycloalkyl
- heteroaryl
- Prior art date
Links
- CWRVKFFCRWGWCS-UHFFFAOYSA-N Pentrazole Chemical group C1CCCCC2=NN=NN21 CWRVKFFCRWGWCS-UHFFFAOYSA-N 0.000 title 1
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 abstract 14
- 125000000217 alkyl group Chemical group 0.000 abstract 12
- 229910052739 hydrogen Inorganic materials 0.000 abstract 8
- 239000001257 hydrogen Substances 0.000 abstract 8
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 7
- 125000006272 (C3-C7) cycloalkyl group Chemical group 0.000 abstract 6
- 125000004429 atom Chemical group 0.000 abstract 4
- 125000001072 heteroaryl group Chemical group 0.000 abstract 4
- 125000000623 heterocyclic group Chemical group 0.000 abstract 4
- 125000003118 aryl group Chemical group 0.000 abstract 3
- 150000001875 compounds Chemical class 0.000 abstract 3
- -1 hetero C1-6 alkyl Chemical group 0.000 abstract 3
- 125000000171 (C1-C6) haloalkyl group Chemical group 0.000 abstract 2
- 125000004093 cyano group Chemical group *C#N 0.000 abstract 2
- 229910052736 halogen Inorganic materials 0.000 abstract 2
- 229910052757 nitrogen Inorganic materials 0.000 abstract 2
- 125000002941 2-furyl group Chemical group O1C([*])=C([H])C([H])=C1[H] 0.000 abstract 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 1
- 102100040479 P2X purinoceptor 2 Human genes 0.000 abstract 1
- 101710189968 P2X purinoceptor 2 Proteins 0.000 abstract 1
- 102100040460 P2X purinoceptor 3 Human genes 0.000 abstract 1
- 101710189970 P2X purinoceptor 3 Proteins 0.000 abstract 1
- 208000035389 Ring chromosome 6 syndrome Diseases 0.000 abstract 1
- 125000003545 alkoxy group Chemical group 0.000 abstract 1
- 125000004104 aryloxy group Chemical group 0.000 abstract 1
- 125000002837 carbocyclic group Chemical group 0.000 abstract 1
- 125000000000 cycloalkoxy group Chemical group 0.000 abstract 1
- 201000010099 disease Diseases 0.000 abstract 1
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 abstract 1
- 125000005843 halogen group Chemical group 0.000 abstract 1
- 150000002367 halogens Chemical class 0.000 abstract 1
- 125000005553 heteroaryloxy group Chemical group 0.000 abstract 1
- 125000005842 heteroatom Chemical group 0.000 abstract 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 abstract 1
- 125000004433 nitrogen atom Chemical group N* 0.000 abstract 1
- 229910052760 oxygen Inorganic materials 0.000 abstract 1
- 125000001037 p-tolyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1*)C([H])([H])[H] 0.000 abstract 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 abstract 1
- 125000005495 pyridazyl group Chemical group 0.000 abstract 1
- 125000004076 pyridyl group Chemical group 0.000 abstract 1
- 125000000714 pyrimidinyl group Chemical group 0.000 abstract 1
- 239000002464 receptor antagonist Substances 0.000 abstract 1
- 229940044551 receptor antagonist Drugs 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
- 229910052717 sulfur Inorganic materials 0.000 abstract 1
- 125000004523 tetrazol-1-yl group Chemical group N1(N=NN=C1)* 0.000 abstract 1
- 125000003831 tetrazolyl group Chemical group 0.000 abstract 1
- 125000001544 thienyl group Chemical group 0.000 abstract 1
Classifications
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- A—HUMAN NECESSITIES
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- 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
- A61K31/41—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with two or more ring hetero atoms, at least one of which being nitrogen, e.g. tetrazole
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- 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
- A61K31/4427—Non condensed pyridines; Hydrogenated derivatives thereof containing further heterocyclic ring systems
- A61K31/4439—Non condensed pyridines; Hydrogenated derivatives thereof containing further heterocyclic ring systems containing a five-membered ring with nitrogen as a ring hetero atom, e.g. omeprazole
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- 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
- A61K31/4965—Non-condensed pyrazines
- A61K31/497—Non-condensed pyrazines containing further heterocyclic rings
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- A61K31/535—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with at least one nitrogen and one oxygen as the ring hetero atoms, e.g. 1,2-oxazines
- A61K31/5375—1,4-Oxazines, e.g. morpholine
- A61K31/5377—1,4-Oxazines, e.g. morpholine not condensed and containing further heterocyclic rings, e.g. timolol
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Abstract
Se proporcionan también métodos de uso de los compuestos para tratar enfermedades con antagonistas de receptores P2X3 y/o P2X2/3 y métodos para la obtencion de los compuestos Reivindicacion 1: Un compuesto de la formula (1) o una sal farmacéuticamente aceptable de los mismos, en la que: R1 es tetrazolilo opcionalmente sustituido; R2 es fenilo opcionalmente sustituido, piridinilo opcionalmente sustituido, pirimidinilo opcionalmente sustituido, piridazilo opcionalmente sustituido o tiofenilo opcionalmente sustituido; R3 es hidrogeno; alquilo C1-6, hetero-alquilo C1-6 o ciano; R4 es hidrogeno; alquilo C1-6 o hetero-alquilo C1-6, o R3 y R4 junto con el átomo al que están unidos forman un anillo carbocíclico C3-6, R5 es alquilo C1-6, hetero-alquilo C1-6, haloalquilo C1-6, N-(alquil C1-6)-amino; N,N-di-(alquil C1-6)-amino; cicloalquilo C3-7, arilo; heteroarilo; heterociclilo; (cicloalquil C3-7)-alquilo C1-6, heteroaril-alquilo C1-6, heterociclil-alquilo C1-6, ariloxi- alquilo C1-6, -(CRaRb)m-C(O)-R8, en el que m es el numero 0 o 1; Ra y Rb con independencia entre sí son hidrogeno o alquilo C1-6 y R8 es hidrogeno; alquilo C1-6, hetero-alquilo C1-6, cicloalquilo C3-7, arilo; heteroarilo; heterociclilo; (cicloalquil C3-7)-alquilo C1-6, aril-alquilo C1-6, heteroarilalquilo C1-6, heterociclil-alquilo C1-6, cicloalquiloxi C3-7, ariloxi; heteroariloxi; heterocicliloxj; cicloalquiloxi C3-7-alquilo C1-6, ariloxi-alquilo C1-6, heteroariloxi-alquilo C1-6, heterocicliloxi-alquilo C1-6 o -NR9R10, en el que R9 es hidrogeno o alquilo C1-6, y R10 es hidrogeno; alquilo C1-6, hetero-alquilo C1-6, cicloalquilo C3-7, arilo; heteroarilo; heterociclilo; (cicloalquil C3-7)-alquilo C1-6, aril-alquilo C1-6, heteroaril-alquilo C1-6 o heterociclil-alquilo C1-6, o R4 y R5 junto con el átomo al que están unidos forman un anillo carbocíclico C3-6 que está opcionalmente sustituido por hidroxi; o R4 y R5 junto con el átomo al que están unidos forman un anillo heterocíclico C4-6 que contiene uno o dos heteroátomos elegidos con independencia entre O, N y S; o R3, R4 y R5 junto con el átomo al que están unidos forman un heteroarilo de seis eslabones que contiene uno o do átomos de nitrogeno, y que está opcionalmente sustituido por halogeno, amino o alquilo C1-6; R6 es alquilo C1-6, alquiloxi C1-6, halogeno; haloalquilo C1-6 o ciano; con la condicion de que cuando R1 es tetrazol-1-ilo, R2 es 4-metil-fenilo, R3 es metilo, R4 es hidrogeno y es hidrogeno, entonces R5 no sea furan-2-ilo.
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| CA2754654A1 (en) * | 2009-06-22 | 2010-12-29 | F. Hoffmann-La Roche Ag | Novel oxazolone and pyrrolidinone-substituted arylamides |
| ES2450891T3 (es) * | 2009-06-22 | 2014-03-25 | F. Hoffmann-La Roche Ag | Bifenilamidas útiles como moduladores de receptores P2X3 y/o P2X2/3 |
| CA2761921A1 (en) | 2009-06-22 | 2010-12-29 | F. Hoffmann-La Roche Ag | Indole, indazole and benzimidazole arylamides |
| KR20130087002A (ko) * | 2010-06-04 | 2013-08-05 | 알바니 몰레큘라 리써치, 인크. | 글리신 수송체-1 저해제, 그의 제조 방법 및 그의 용도 |
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| JP6544665B2 (ja) | 2014-12-09 | 2019-07-17 | バイエル アクチェンゲゼルシャフトBayer Aktiengesellschaft | 1,3−チアゾール−2−イル置換ベンズアミド |
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| WO2017060202A1 (en) * | 2015-10-06 | 2017-04-13 | F. Hoffmann-La Roche Ag | Triazole derivatives |
| EP3411365B1 (en) | 2016-02-02 | 2019-11-20 | H. Hoffnabb-La Roche Ag | Pyrazol-pyridine derivatives as eaat3 inhibitors |
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| EP3464246B1 (en) * | 2016-05-27 | 2020-07-08 | H. Hoffnabb-La Roche Ag | Pyrazol compounds as eaat3 inhibitors |
| EP3526201B1 (en) | 2016-10-14 | 2020-11-18 | H. Hoffnabb-La Roche Ag | Imidazole compounds as eaat3 inhibitors |
| TWI741040B (zh) * | 2016-10-20 | 2021-10-01 | 德商拜耳作物科學公司 | 製備3-烷基硫基-2-氯-n-(1-烷基-1h-四唑-5-基)-4-三氟甲基苯甲醯胺之方法 |
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| GEP20257823B (en) | 2019-05-31 | 2025-11-10 | Chiesi Farm Spa | Amino quinazoline derivatives as p2x3 inhibitors |
| CN116601149A (zh) | 2020-11-27 | 2023-08-15 | 奇斯药制品公司 | 作为p2x3抑制剂的氨基喹唑啉衍生物 |
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