ES2571479T3 - Derivados del ácido benzotiazol-6-il acético y su uso para tratar una infección por VIH - Google Patents
Derivados del ácido benzotiazol-6-il acético y su uso para tratar una infección por VIHInfo
- Publication number
- ES2571479T3 ES2571479T3 ES13719355T ES13719355T ES2571479T3 ES 2571479 T3 ES2571479 T3 ES 2571479T3 ES 13719355 T ES13719355 T ES 13719355T ES 13719355 T ES13719355 T ES 13719355T ES 2571479 T3 ES2571479 T3 ES 2571479T3
- Authority
- ES
- Spain
- Prior art keywords
- alkyl
- heterocycle
- heteroaryl
- optionally substituted
- aryl
- Prior art date
- Legal status (The legal status 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 status listed.)
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- OAYOVBXHLNEPOD-UHFFFAOYSA-N 2-(1,3-benzothiazol-6-yl)acetic acid Chemical class OC(=O)CC1=CC=C2N=CSC2=C1 OAYOVBXHLNEPOD-UHFFFAOYSA-N 0.000 title 1
- 208000031886 HIV Infections Diseases 0.000 title 1
- 208000037357 HIV infectious disease Diseases 0.000 title 1
- 208000033519 human immunodeficiency virus infectious disease Diseases 0.000 title 1
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 abstract 10
- 125000000623 heterocyclic group Chemical group 0.000 abstract 8
- 125000005843 halogen group Chemical group 0.000 abstract 5
- 125000001072 heteroaryl group Chemical group 0.000 abstract 5
- 125000003118 aryl group Chemical group 0.000 abstract 4
- 125000000217 alkyl group Chemical group 0.000 abstract 2
- 125000002618 bicyclic heterocycle group Chemical group 0.000 abstract 2
- -1 halo (C1-C6) alkyl Chemical group 0.000 abstract 2
- 229910052736 halogen Inorganic materials 0.000 abstract 2
- 125000002911 monocyclic heterocycle group Chemical group 0.000 abstract 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 2
- 125000006273 (C1-C3) alkyl group Chemical group 0.000 abstract 1
- 125000006583 (C1-C3) haloalkyl group Chemical group 0.000 abstract 1
- 125000006592 (C2-C3) alkenyl group Chemical group 0.000 abstract 1
- 125000006593 (C2-C3) alkynyl group Chemical group 0.000 abstract 1
- 125000006272 (C3-C7) cycloalkyl group Chemical group 0.000 abstract 1
- 125000000882 C2-C6 alkenyl group Chemical group 0.000 abstract 1
- 125000003342 alkenyl group Chemical group 0.000 abstract 1
- 125000000304 alkynyl group Chemical group 0.000 abstract 1
- 125000003710 aryl alkyl group Chemical group 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 125000004093 cyano group Chemical group *C#N 0.000 abstract 1
- 125000001188 haloalkyl group Chemical group 0.000 abstract 1
- 125000004356 hydroxy functional group Chemical group O* 0.000 abstract 1
- 125000004043 oxo group Chemical group O=* 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
Classifications
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D277/00—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings
- C07D277/60—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings condensed with carbocyclic rings or ring systems
- C07D277/62—Benzothiazoles
- C07D277/68—Benzothiazoles 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 in position 2
- C07D277/82—Nitrogen atoms
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- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/41—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
- A61K31/425—Thiazoles
- A61K31/428—Thiazoles condensed with carbocyclic rings
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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
- A61K31/4353—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 ortho- or peri-condensed with heterocyclic ring systems
- A61K31/436—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 ortho- or peri-condensed with heterocyclic ring systems the heterocyclic ring system containing a six-membered ring having oxygen as a ring hetero atom, e.g. rapamycin
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- A61K31/4353—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 ortho- or peri-condensed with heterocyclic ring systems
- A61K31/437—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 ortho- or peri-condensed with heterocyclic ring systems the heterocyclic ring system containing a five-membered ring having nitrogen as a ring hetero atom, e.g. indolizine, beta-carboline
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- A61K31/4353—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 ortho- or peri-condensed with heterocyclic ring systems
- A61K31/4375—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 ortho- or peri-condensed with heterocyclic ring systems the heterocyclic ring system containing a six-membered ring having nitrogen as a ring heteroatom, e.g. quinolizines, naphthyridines, berberine, vincamine
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- 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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- A61K31/44—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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- A61K31/44—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
- A61K31/454—Non condensed piperidines, e.g. piperocaine containing further heterocyclic ring systems containing a five-membered ring with nitrogen as a ring hetero atom, e.g. pimozide, domperidone
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- A61K31/47—Quinolines; Isoquinolines
- A61K31/4709—Non-condensed quinolines and containing further heterocyclic rings
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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
- A61K31/47—Quinolines; Isoquinolines
- A61K31/4738—Quinolines; Isoquinolines ortho- or peri-condensed with heterocyclic ring systems
- A61K31/4741—Quinolines; Isoquinolines ortho- or peri-condensed with heterocyclic ring systems condensed with ring systems having oxygen as a ring hetero atom, e.g. tubocuraran derivatives, noscapine, bicuculline
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- A—HUMAN NECESSITIES
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- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- 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
- A61K31/496—Non-condensed piperazines containing further heterocyclic rings, e.g. rifampin, thiothixene or sparfloxacin
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- A61K31/4965—Non-condensed pyrazines
- A61K31/497—Non-condensed pyrazines containing further heterocyclic rings
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- A61K31/501—Pyridazines; Hydrogenated pyridazines not condensed and containing further heterocyclic rings
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- A61K31/505—Pyrimidines; Hydrogenated pyrimidines, e.g. trimethoprim
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- A61K31/505—Pyrimidines; Hydrogenated pyrimidines, e.g. trimethoprim
- A61K31/513—Pyrimidines; Hydrogenated pyrimidines, e.g. trimethoprim having oxo groups directly attached to the heterocyclic ring, e.g. cytosine
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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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- A61K31/5375—1,4-Oxazines, e.g. morpholine
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- A61K31/551—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having seven-membered rings, e.g. azelastine, pentylenetetrazole having two nitrogen atoms, e.g. dilazep
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- C07D277/62—Benzothiazoles
- C07D277/64—Benzothiazoles with only hydrocarbon or substituted hydrocarbon radicals attached in position 2
- C07D277/66—Benzothiazoles with only hydrocarbon or substituted hydrocarbon radicals attached in position 2 with aromatic rings or ring systems directly attached in position 2
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- C07D277/62—Benzothiazoles
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Abstract
Un compuesto de fórmula I': **Fórmula** en la que: R4 se selecciona entre arilo, heterociclo y heteroarilo, en donde cualquier arilo, heterociclo y heteroarilo de R4 está opcionalmente sustituido con uno o más grupos, cada uno independientemente seleccionado entre halo, alquilo (C1-C6), alquenilo (C2-C6), haloalquilo (C1-C6), cicloalquilo (C3-C7), -alquil (C1-C6)-cicloalquilo (C3-C7), -OH, -Oalquilo (C1-C6), -SH, -S-alquilo (C1-C6), NH2, -NHalquilo (C1-C6) y -N(alquilo (C 1-C6))2, en donde alquilo (C1-C6) está opcionalmente sustituido con hidroxi, -Oalquilo (C1-C6), ciano u oxo; A es fenilo, heteroarilo monocíclico o heterociclo monocíclico, en donde cualquier fenilo, heteroarilo monocíclico o heterociclo monocíclico de A está opcionalmente sustituido con uno o más grupos Z1a, y B es arilo, heteroarilo o heterociclo, en donde cualquier arilo, heteroarilo o heterociclo de B está opcionalmente sustituido con uno o más grupos Z1b; o A y B juntos forman un arilo bicíclico, heteroarilo bicíclico o heterociclo bicíclico, en donde arilo bicíclico, heteroarilo bicíclico o heterociclo bicíclico están opcionalmente sustituidos con uno o más grupos Z1b; cada Z1a se selecciona independientemente entre halo, alquilo (C1-C3), alquenilo (C2-C3), alquinilo (C2-C3), haloalquilo (C1-C3), carbociclo (C3-C7), heterociclo, -Oalquilo (C1-C3), -Oalquenilo (C2-C3), -Oalquinilo (C2-C3), -NRcRd, -NRaC(O)Ra, -C(O)ORb y -C(O)NRcRd, en donde cualquier carbociclo (C3-C7) y heterociclo de Z1a está opcionalmente sustituido con uno o más halógeno o alquilo (C1-C6); cada Z1b se selecciona independientemente entre halo, CN, alquilo (C1-C6), alquenilo (C2-C6), alquinilo (C2-C6), haloalquilo (C1-C6), carbociclo (C3-C7), heteroarilo, heterociclo, arilalquil (C1-C6)-, -OH, -Oalquilo (C1-C6), -Oalquenilo (C2-C6), -Oalquinilo (C2-C6),-NRcRd, -NRaC(O)Ra, -C(O)ORb y -C(O)NRcRd, en donde cualquier carbociclo (C3-C7) y heterociclo de Z1b está opcionalmente sustituido con uno o más halógeno o alquilo (C1-C6); y cada uno de Ra, Rb, Rc y Rd es independientemente H o alquilo (C1-C6); o una sal del mismo.
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- 2013-04-19 ES ES13719355T patent/ES2571479T3/es active Active
- 2013-04-19 CN CN201380004092.4A patent/CN105121418A/zh active Pending
- 2013-04-19 WO PCT/US2013/037483 patent/WO2013159064A1/en not_active Ceased
- 2013-04-19 PT PT152025649T patent/PT3070081T/pt unknown
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- 2013-04-19 UY UY0001034750A patent/UY34750A/es not_active Application Discontinuation
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