AR073319A1 - Antagonistas de heteroarilo de receptores de prostaglandina d2 - Google Patents
Antagonistas de heteroarilo de receptores de prostaglandina d2Info
- Publication number
- AR073319A1 AR073319A1 ARP090103725A ARP090103725A AR073319A1 AR 073319 A1 AR073319 A1 AR 073319A1 AR P090103725 A ARP090103725 A AR P090103725A AR P090103725 A ARP090103725 A AR P090103725A AR 073319 A1 AR073319 A1 AR 073319A1
- Authority
- AR
- Argentina
- Prior art keywords
- alkyl
- substituted
- fluoroalkyl
- unsubstituted
- fluoroalkoxy
- Prior art date
Links
- 239000005557 antagonist Substances 0.000 title 1
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 abstract 11
- 125000003709 fluoroalkyl group Chemical group 0.000 abstract 7
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 5
- 125000000229 (C1-C4)alkoxy group Chemical group 0.000 abstract 3
- 150000001875 compounds Chemical class 0.000 abstract 3
- 125000004428 fluoroalkoxy group Chemical group 0.000 abstract 3
- 229910052736 halogen Inorganic materials 0.000 abstract 3
- 150000002367 halogens Chemical class 0.000 abstract 3
- 125000004404 heteroalkyl group Chemical group 0.000 abstract 3
- 125000001072 heteroaryl group Chemical group 0.000 abstract 3
- 125000006526 (C1-C2) alkyl group Chemical group 0.000 abstract 2
- 125000005913 (C3-C6) cycloalkyl group Chemical group 0.000 abstract 2
- 102100029100 Hematopoietic prostaglandin D synthase Human genes 0.000 abstract 2
- 101000988802 Homo sapiens Hematopoietic prostaglandin D synthase Proteins 0.000 abstract 2
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 abstract 2
- 125000004433 nitrogen atom Chemical group N* 0.000 abstract 2
- BHMBVRSPMRCCGG-OUTUXVNYSA-N prostaglandin D2 Chemical compound CCCCC[C@H](O)\C=C\[C@@H]1[C@@H](C\C=C/CCCC(O)=O)[C@@H](O)CC1=O BHMBVRSPMRCCGG-OUTUXVNYSA-N 0.000 abstract 2
- BHMBVRSPMRCCGG-UHFFFAOYSA-N prostaglandine D2 Natural products CCCCCC(O)C=CC1C(CC=CCCCC(O)=O)C(O)CC1=O BHMBVRSPMRCCGG-UHFFFAOYSA-N 0.000 abstract 2
- 125000004765 (C1-C4) haloalkyl group Chemical group 0.000 abstract 1
- -1 C1- fluoroalkoxy 4 Chemical group 0.000 abstract 1
- 150000001204 N-oxides Chemical class 0.000 abstract 1
- 102000009389 Prostaglandin D receptors Human genes 0.000 abstract 1
- 108050000258 Prostaglandin D receptors Proteins 0.000 abstract 1
- 125000000217 alkyl group Chemical group 0.000 abstract 1
- 125000004093 cyano group Chemical group *C#N 0.000 abstract 1
- 230000001419 dependent effect Effects 0.000 abstract 1
- 230000002526 effect on cardiovascular system Effects 0.000 abstract 1
- 230000001404 mediated effect Effects 0.000 abstract 1
- 239000008194 pharmaceutical composition Substances 0.000 abstract 1
- 239000002464 receptor antagonist Substances 0.000 abstract 1
- 229940044551 receptor antagonist Drugs 0.000 abstract 1
- 230000000241 respiratory effect Effects 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
- 125000003831 tetrazolyl group Chemical group 0.000 abstract 1
Classifications
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- 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
- C07D213/24—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 substituted hydrocarbon radicals attached to ring carbon atoms
- C07D213/54—Radicals substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
- C07D213/55—Acids; Esters
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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
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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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- A61K31/395—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
- A61K31/4427—Non condensed pyridines; Hydrogenated derivatives thereof containing further heterocyclic ring systems
- A61K31/444—Non condensed pyridines; Hydrogenated derivatives thereof containing further heterocyclic ring systems containing a six-membered ring with nitrogen as a ring heteroatom, e.g. amrinone
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- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
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- A61K31/505—Pyrimidines; Hydrogenated pyrimidines, e.g. trimethoprim
- A61K31/506—Pyrimidines; Hydrogenated pyrimidines, e.g. trimethoprim not condensed and containing further heterocyclic rings
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- 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
- C07D213/24—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 substituted hydrocarbon radicals attached to ring carbon atoms
- C07D213/54—Radicals substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
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- 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
- C07D213/24—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 substituted hydrocarbon radicals attached to ring carbon atoms
- C07D213/54—Radicals substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
- C07D213/57—Nitriles
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- 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
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- 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
- C07D213/62—Oxygen or sulfur atoms
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- C07D213/89—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 with hetero atoms directly attached to the ring nitrogen atom
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Abstract
También se describen composiciones farmacéuticas que incluyen los compuestos descritos en la presente, y métodos para usar tales antagonistas de receptores de PGD2, solos o en combinacion con otros compuestos para tratar condiciones respiratorias, cardiovasculares y otras mediadas por PGD2 o dependientes de PGD2. Reivindicacion 1: Un compuesto que tiene la estructura de formula (1), sal farmacéuticamente aceptable o N-oxido del mismo, caracterizado porque, RA es H, halogeno, -CN, -OH, alquilo C1-4, fluoroalquilo C1-4, fluoroalcoxi C1-4, o alcoxi C1-4; RB es H, halogeno, -CN, -OH, alquilo C1-4, fluoroalquilo C1-4, fluoroalcoxi C1-4, o alcoxi C1-4; R6 es H, halogeno, -CN, tetrazolilo, -OH, -SR13, -S(=O)R12, -S(=O)2R12, -NHS(=O)2R12, -C(=O)R12, -OC(=O)R12, -CO2R13, -N(R13)2, -C(=O)N(R13)2, -NHC(=O)R12, alquilo C1-4, fluoroalquilo C1-4, fluoroalcoxi C1-4, alcoxi C1-4, o heteroalquilo C1-4; R10 es alquilo C1-4, fluoroalquilo C1-4, cicloalquilo C3-6, un fenilo sustituido o insustituido, un heteroarilo de 6 elementos sustituido o insustituido que contiene 1 o 2 átomos de N, -alquilo C1-2-(fenilo sustituido o insustituido), -alquilo C1-2-(heteroarilo de 6 elementos sustituido o insustituido, que contiene 1 o 2 átomos de N), -alquilo C1-2-O-alquilo C1-4, -O-alquilo C1-4, -O-alquilo C1-2-O-alquilo C1-2-(fenilo sustituido o insustituido), -NR16-alquilo C1-4, o -NR16-alquilo C1-2-(fenilo sustituido o insustituido); R11 es alquilo C1-4, haloalquilo C1-4. cicloalquilo C3-6, o bencilo sustituido o insustituido; R12 es alquilo C1-4, heteroalquilo C1-4, o fluoroalquilo C1-4; cada R13 es seleccionado independientemente a partir de H, alquilo C1-4, heteroalquilo C1-4, fluoroalquilo C1-4 o bencilo sustituido o insustituido; R16 es H o alquilo C1-4; en donde cada fenilo sustituido o heteroarilo insustituido, es sustituido con 1 o 2 RC, en donde cada RC es seleccionado independientemente a partir de, -OH, alquilo C1-4, fluoroalquilo C1-4, fluoroalcoxi C1-4, y alcoxi C1-4.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
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US10107408P | 2008-09-29 | 2008-09-29 |
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EP (1) | EP2328869A4 (es) |
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CN (1) | CN102164894A (es) |
AR (1) | AR073319A1 (es) |
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TW (1) | TW201018465A (es) |
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- 2009-09-28 JP JP2011529334A patent/JP2012504141A/ja not_active Ceased
- 2009-09-28 AR ARP090103725A patent/AR073319A1/es unknown
- 2009-09-28 PE PE2009001158A patent/PE20100317A1/es not_active Application Discontinuation
- 2009-09-28 EP EP09817014A patent/EP2328869A4/en not_active Withdrawn
- 2009-09-28 CA CA2737739A patent/CA2737739C/en not_active Expired - Fee Related
- 2009-09-28 US US13/121,398 patent/US20110312974A1/en not_active Abandoned
- 2009-09-28 WO PCT/US2009/058655 patent/WO2010037054A2/en active Application Filing
- 2009-09-28 US US12/568,571 patent/US8049015B2/en not_active Expired - Fee Related
- 2009-09-28 WO PCT/US2009/058663 patent/WO2010037059A2/en active Application Filing
- 2009-09-28 CN CN2009801381671A patent/CN102164894A/zh active Pending
- 2009-09-29 TW TW098133063A patent/TW201018465A/zh unknown
- 2009-09-29 UY UY0001032152A patent/UY32152A/es unknown
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PE20100317A1 (es) | 2010-05-18 |
CA2737739A1 (en) | 2010-04-01 |
GB0916810D0 (en) | 2009-11-04 |
UY32152A (es) | 2010-04-30 |
WO2010037059A2 (en) | 2010-04-01 |
JP2012504141A (ja) | 2012-02-16 |
WO2010037059A3 (en) | 2010-07-22 |
US20100081673A1 (en) | 2010-04-01 |
GB2463788B (en) | 2010-12-15 |
WO2010037054A2 (en) | 2010-04-01 |
EP2328869A2 (en) | 2011-06-08 |
US8049015B2 (en) | 2011-11-01 |
US20110312974A1 (en) | 2011-12-22 |
EP2328869A4 (en) | 2013-01-09 |
CA2737739C (en) | 2013-09-24 |
WO2010037054A3 (en) | 2010-07-08 |
TW201018465A (en) | 2010-05-16 |
GB2463788A (en) | 2010-03-31 |
CN102164894A (zh) | 2011-08-24 |
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