AR080770A1 - Piperidinsulfonamidas moduladoras de la actividad de receptores xcc3, composiciones farmaceuticas que las contienen y uso de las mismas en el tratamiento de patologias respiratorias,tales como asma, entre otras. - Google Patents
Piperidinsulfonamidas moduladoras de la actividad de receptores xcc3, composiciones farmaceuticas que las contienen y uso de las mismas en el tratamiento de patologias respiratorias,tales como asma, entre otras.Info
- Publication number
- AR080770A1 AR080770A1 ARP110100873A ARP110100873A AR080770A1 AR 080770 A1 AR080770 A1 AR 080770A1 AR P110100873 A ARP110100873 A AR P110100873A AR P110100873 A ARP110100873 A AR P110100873A AR 080770 A1 AR080770 A1 AR 080770A1
- Authority
- AR
- Argentina
- Prior art keywords
- nr1br1c
- heterocyclyl
- nrbrc
- cycloalkyl
- heteroaryl
- Prior art date
Links
- 208000006673 asthma Diseases 0.000 title 1
- 230000000694 effects Effects 0.000 title 1
- 239000008194 pharmaceutical composition Substances 0.000 title 1
- 230000000241 respiratory effect Effects 0.000 title 1
- 125000000623 heterocyclic group Chemical group 0.000 abstract 11
- 125000001072 heteroaryl group Chemical group 0.000 abstract 10
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 abstract 9
- 125000006272 (C3-C7) cycloalkyl group Chemical group 0.000 abstract 9
- 125000000882 C2-C6 alkenyl group Chemical group 0.000 abstract 7
- 125000003601 C2-C6 alkynyl group Chemical group 0.000 abstract 7
- 125000005915 C6-C14 aryl group Chemical group 0.000 abstract 7
- 125000003710 aryl alkyl group Chemical group 0.000 abstract 7
- 229910052739 hydrogen Inorganic materials 0.000 abstract 7
- 239000001257 hydrogen Substances 0.000 abstract 7
- 150000002431 hydrogen Chemical class 0.000 abstract 5
- 125000004433 nitrogen atom Chemical group N* 0.000 abstract 5
- ZRALSGWEFCBTJO-UHFFFAOYSA-N Guanidine Chemical compound NC(N)=N ZRALSGWEFCBTJO-UHFFFAOYSA-N 0.000 abstract 4
- 125000004093 cyano group Chemical group *C#N 0.000 abstract 4
- 125000005843 halogen group Chemical group 0.000 abstract 4
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 abstract 4
- 239000000203 mixture Substances 0.000 abstract 3
- 125000001424 substituent group Chemical group 0.000 abstract 3
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 2
- CHJJGSNFBQVOTG-UHFFFAOYSA-N N-methyl-guanidine Natural products CNC(N)=N CHJJGSNFBQVOTG-UHFFFAOYSA-N 0.000 abstract 2
- SWSQBOPZIKWTGO-UHFFFAOYSA-N dimethylaminoamidine Natural products CN(C)C(N)=N SWSQBOPZIKWTGO-UHFFFAOYSA-N 0.000 abstract 2
- 229910052760 oxygen Inorganic materials 0.000 abstract 2
- 229910052717 sulfur Inorganic materials 0.000 abstract 2
- 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 abstract 1
- YZCKVEUIGOORGS-OUBTZVSYSA-N Deuterium Chemical compound [2H] YZCKVEUIGOORGS-OUBTZVSYSA-N 0.000 abstract 1
- 125000003342 alkenyl group Chemical group 0.000 abstract 1
- 125000000217 alkyl group Chemical group 0.000 abstract 1
- 125000000304 alkynyl group Chemical group 0.000 abstract 1
- 125000003118 aryl group Chemical group 0.000 abstract 1
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 125000000753 cycloalkyl group Chemical group 0.000 abstract 1
- 229910052805 deuterium Inorganic materials 0.000 abstract 1
- 150000004677 hydrates Chemical class 0.000 abstract 1
- 125000004043 oxo group Chemical group O=* 0.000 abstract 1
- 125000004430 oxygen atom Chemical group O* 0.000 abstract 1
- 229940002612 prodrug Drugs 0.000 abstract 1
- 239000000651 prodrug Substances 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
- 239000012453 solvate Substances 0.000 abstract 1
- 125000004434 sulfur atom Chemical group 0.000 abstract 1
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 abstract 1
Classifications
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D211/00—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings
- C07D211/92—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with a hetero atom directly attached to the ring nitrogen atom
- C07D211/96—Sulfur atom
-
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- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
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- 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
- A61K31/4468—Non condensed piperidines, e.g. piperocaine having a nitrogen directly attached in position 4, e.g. clebopride, fentanyl
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- 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
- A61K31/4525—Non condensed piperidines, e.g. piperocaine containing further heterocyclic ring systems containing a five-membered ring with oxygen as a ring hetero atom
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- 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
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- C07D405/12—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 two hetero rings linked by a chain containing hetero atoms as chain links
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Landscapes
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- Tropical Medicine & Parasitology (AREA)
Abstract
Reivindicacion 1: Un compuesto caracterizado porque tiene la formula (1) o (2): o un enantiomero, una mezcla de enantiomeros, una mezcla de dos o más diastereomeros, un tautomero o una mezcla de dos o más tautomeros de ellos; o una de sus sales, solvatos, hidratos o profármacos farrnacéuticamente aceptables; en donde: R1, R2, R3, R4, R5 y R6 son cada uno, de modo independiente, (a) hidrogeno, halo, ciano, nitro o guanidina; (b) alquilo C1-6, alquenilo C2-6, alquinilo C2-6, cicloalquilo C3-7, arilo C6-14, aralquilo C7-15, heteroarilo o heterociclilo; o (c) -C(O)R1a, -C(O)OR1a, -C(O)NR1bR1c, -C(NR1a)NR1bR1c, -OR1a, -OC(O)R1a, -OC(O)OR1a, -OC(O)NR1bR1c, -OC(=NR1a)NR1bR1c, -OS(O)R1a, -OS(O)2R1a, -OS(O)NR1bR1c, -OS(O)2NR1bR1c, -NR1bR1c, -NR1aC(O)R1d, -NR1aC(O)OR1d, -NR1aC(O)NR1bR1c, -NR1aC(=NR1d)NR1bR1c, -NR1aS(O)R1d, -NR1aS(O)2R1d, -NR1aS(O)NR1bR1c, -NR1aS(O)2NR1bR1c, -SR1a, -S(O)R1a, -S(O)2R1a, -S(O)NR1bR1c o -S(O)2NR1bR1c; R7 es (a) hidrogeno, halo, ciano, nitro, oxo o guanidina; (b) alquilo C1-6, alquenilo C2-6, alquinilo C2-6, cicloalquilo C3-7, arilo C6-14, aralquilo C7-15, heteroarilo o heterociclilo; o (c) -C(O)R1a, -C(O)OR1a, -C(O)NR1bR1c, -C(NR1a)NR1bR1c, -OR1a, -OC(O)R1a, -OC(O)OR1a, -OC(O)NR1bR1c, -OC(=NR1a)NR1bR1c, -OS(O)R1a, -OS(O)2R1a, -OS(O)NR1bR1c, -OS(O)2NR1bR1c, -NR1bR1c, -NR1aC(O)R1d, -NR1aC(O)OR1d, -NR1aC(O)NRbR1c, -NR1aC(=NR1d)NR1bR1c, -NR1aS(O)R1d, -NR1aS(O)2R1d, -NR1aS(O)NR1bR1c, -NR1aS(O)2NR1bR1c, -SR1a, -S(O)R1a, -S(O)2R1a, -S(O)NR1bR1c o -S(O)2NR1bR1c; X es O o S; Y es -C(O)R1a, -C(S)R1a, -C(O)NR1bR1c, -C(S)NR1bR1c, -C(O)OR1e, -S(O)R1a o -S(O)2R1a; R8 es hidrogeno, alquilo C1-6 o cicloalquilo C3-7; o Y y R8 junto con el átomo de N al que están unidos forman un heteroarilo que comprende al menos un átomo de O, S o N adicional; Z es -C(O)R1a, -C(S)R1a, -C(O)NR1bR1c, -C(S)NR1bR1c, -S(O)R1a o -S(O)2R1a; m es un numero entero de 0 a 3; R9 es hidrogeno, alquilo C1-6 o cicloalquilo C3-7; m es un numero entero de 0 a 3; n es un numero entero de 1 a 3; p es un numero entero de 1 a 4; y cada R1a, R1b, R1c, R1d y R1e es, de modo independiente, hidrogeno, alquilo C1-6, alquenilo C2-6, alquinilo C2-6, cicloalquilo C3-7, arilo C6-14, heteroarilo o heterociclilo; o cada par de R1b y R1c junto con el átomo de N al que están unidos forman, de modo independiente, heteroarilo o heterociclilo, siempre que R1e no sea t-butilo o bencilo; en donde cada alquilo, alquenilo, alquinilo, cicloalquilo, arilo, aralquilo, heterociclilo y heteroarilo está opcionalmente sustituido con uno o varios grupos, cada uno seleccionado, de modo independiente, de (a) ciano, halo y nitro; (b) alquilo C1-6, alquenilo C2-6, alquinilo C2-6, cicloalquilo C3-7, arilo C6-14, aralquilo C7-15, heteroarilo y heterociclilo, cada uno sustituido, de modo independiente, con uno o varios, en una forma de realizacion, uno, dos, tres o cuatro sustituyentes Q; y (c) -C(O)Ra, -C(O)ORa, -C(O)NRbRc, -C(NRa)NRbRc, -ORa, -OC(O)Ra, -OC(O)ORa, -OC(O)NRbRc, -OC(=NRa)NRbRc, -OS(O)Ra, -OS(O)2Ra, -OS(O)NRbRc, -OS(O)2NRbRc, -NRbRc, -NRaC(O)Rd, -NRaC(O)ORd, -NRaC(O)NRbRc, -NRaC(=NRd)NRbRc, -NRaS(O)Rd, -NRaS(O)2Rd, -NRaS(O)NRbRC, -NRaS(O)2NRbRc, -SRa, -S(O)Ra, -S(O)2Ra, -S(O)NRbRc y -S(O)2NRbRc, en donde cada Ra, Rb, Rc y Rd es, de modo independiente, (i) hidrogeno; (ii) alquilo C1-6, alquenilo C2-6, alquinilo C2-6, cicloalquilo C3-7, arilo C6-14, aralquilo C7-15, heteroarilo o heterociclilo, cada uno sustituido, de modo independiente, con uno o varios, en una forma de realizacion, uno, dos, tres o cuatro sustituyentes Q; o (iii) Rb y Rc junto con el átomo de N al que están unidos forman heterociclilo, opcionalmente sustituido con uno o varios, en una forma de realizacion, uno, dos, tres o cuatro sustituyentes Q; en donde cada Q está seleccionado, de modo independiente, del grupo que consiste en (a) deuterio; (b) ciano, halo y nitro; c) alquilo C1-6, alquenilo C2-6, alquinilo C2-6, cicloalquilo C3-7, arilo C6-14, aralquilo C7-15, heteroarilo y heterociclilo; y (d) -C(O)Re, -C(O)ORe, -C(O)NRfRg, -C(NRe)NRfRg, -ORe, -OC(O)Re, -OC(O)ORe, -OC(O)NRfRg, -OC(=NRe)NRfRg, -OS(O)Re, -OS(O)2Re, -OS(O)NRfRg, -OS(O)2NRfRg, -NRfRg, -NReC(O)Rh, -NReC(O)ORh, -NReC(O)NRfRg, -NReC(=NRh)NRfRg, -NReS(O)Rh, -NReS(O)Rh, -NReS(O)2Rh, -NReS(O)2NRfRg, -NReS(O)2NRfRg,_-SRe, -S(O)Re, -S(O)2Re, -S(O)NRfRg y -S(O)2NRfRg; en donde cada Re, Rf, Rg y Rh es, de modo independiente, (i) hidrogeno; (ii) alquilo C1-6, alquenilo C2-6, alquinilo C2-6, cicloalquilo C3-7, arilo C6-14, aralquilo C7-15, heteroarilo o heterociclilo; o (iii) Rf y Rg junto con el átomo de N al que están unidos forman heterociclilo.
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US31497110P | 2010-03-17 | 2010-03-17 |
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AR080770A1 true AR080770A1 (es) | 2012-05-09 |
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ARP110100873A AR080770A1 (es) | 2010-03-17 | 2011-03-17 | Piperidinsulfonamidas moduladoras de la actividad de receptores xcc3, composiciones farmaceuticas que las contienen y uso de las mismas en el tratamiento de patologias respiratorias,tales como asma, entre otras. |
Country Status (11)
Country | Link |
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US (2) | US8741894B2 (es) |
EP (1) | EP2547655B1 (es) |
JP (1) | JP5818873B2 (es) |
CN (1) | CN102892754A (es) |
AR (1) | AR080770A1 (es) |
AU (1) | AU2011227232B2 (es) |
CA (1) | CA2793391A1 (es) |
IL (1) | IL222000A0 (es) |
MX (1) | MX336559B (es) |
TW (1) | TW201134820A (es) |
WO (1) | WO2011116161A2 (es) |
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-
2011
- 2011-03-17 TW TW100109234A patent/TW201134820A/zh unknown
- 2011-03-17 CA CA2793391A patent/CA2793391A1/en not_active Abandoned
- 2011-03-17 MX MX2012010714A patent/MX336559B/es unknown
- 2011-03-17 US US13/050,831 patent/US8741894B2/en not_active Expired - Fee Related
- 2011-03-17 EP EP11715094.6A patent/EP2547655B1/en not_active Not-in-force
- 2011-03-17 WO PCT/US2011/028771 patent/WO2011116161A2/en active Application Filing
- 2011-03-17 AR ARP110100873A patent/AR080770A1/es unknown
- 2011-03-17 JP JP2013500199A patent/JP5818873B2/ja not_active Expired - Fee Related
- 2011-03-17 AU AU2011227232A patent/AU2011227232B2/en not_active Ceased
- 2011-03-17 CN CN2011800243474A patent/CN102892754A/zh active Pending
-
2012
- 2012-09-19 IL IL222000A patent/IL222000A0/en unknown
-
2014
- 2014-04-22 US US14/258,906 patent/US20140221428A1/en not_active Abandoned
Also Published As
Publication number | Publication date |
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WO2011116161A2 (en) | 2011-09-22 |
EP2547655A2 (en) | 2013-01-23 |
WO2011116161A3 (en) | 2012-04-19 |
AU2011227232A1 (en) | 2012-10-11 |
US20110230487A1 (en) | 2011-09-22 |
US8741894B2 (en) | 2014-06-03 |
TW201134820A (en) | 2011-10-16 |
CN102892754A (zh) | 2013-01-23 |
MX336559B (es) | 2016-01-25 |
AU2011227232B2 (en) | 2015-07-09 |
JP5818873B2 (ja) | 2015-11-18 |
JP2013522316A (ja) | 2013-06-13 |
US20140221428A1 (en) | 2014-08-07 |
IL222000A0 (en) | 2012-12-02 |
EP2547655B1 (en) | 2016-03-09 |
MX2012010714A (es) | 2013-01-29 |
CA2793391A1 (en) | 2011-09-22 |
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