AR109471A1 - Compuestos útiles como inmunomoduladores - Google Patents

Compuestos útiles como inmunomoduladores

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Publication number
AR109471A1
AR109471A1 ARP170102407A ARP170102407A AR109471A1 AR 109471 A1 AR109471 A1 AR 109471A1 AR P170102407 A ARP170102407 A AR P170102407A AR P170102407 A ARP170102407 A AR P170102407A AR 109471 A1 AR109471 A1 AR 109471A1
Authority
AR
Argentina
Prior art keywords
3alkyl
optionally substituted
group
nnrarb
halo
Prior art date
Application number
ARP170102407A
Other languages
English (en)
Inventor
Paul Michael Scola
Eric Mull
Li Sun
- Meng Zhaoxing Qiang
Zhongxing Zhang
Tao Wang
Piyasena Hewawasam
David R Langley
David B Frennesson
Mark G Saulnier
Juliang Zhu
Katherine A Grant-Young
Kap-Sun Yeung
Original Assignee
Bristol Myers Squibb Co
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Bristol Myers Squibb Co filed Critical Bristol Myers Squibb Co
Publication of AR109471A1 publication Critical patent/AR109471A1/es

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    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D207/00—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D207/02—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D207/04—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members
    • C07D207/10—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members 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
    • C07D207/12—Oxygen or sulfur atoms
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • 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
    • A61K31/40—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with one nitrogen as the only ring hetero atom, e.g. sulpiride, succinimide, tolmetin, buflomedil
    • A61K31/4025—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with one nitrogen as the only ring hetero atom, e.g. sulpiride, succinimide, tolmetin, buflomedil not condensed and containing further heterocyclic rings, e.g. cromakalim
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • 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
    • A61K31/435—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
    • A61K31/4523—Non condensed piperidines, e.g. piperocaine containing further heterocyclic ring systems
    • A61K31/4545—Non condensed piperidines, e.g. piperocaine containing further heterocyclic ring systems containing a six-membered ring with nitrogen as a ring hetero atom, e.g. pipamperone, anabasine
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K45/00—Medicinal preparations containing active ingredients not provided for in groups A61K31/00 - A61K41/00
    • A61K45/06—Mixtures of active ingredients without chemical characterisation, e.g. antiphlogistics and cardiaca
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    • A61P31/04—Antibacterial agents
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    • A61P35/00—Antineoplastic agents
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    • C07C217/00—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton
    • C07C217/02—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton having etherified hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton
    • C07C217/04—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton having etherified hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being acyclic and saturated
    • C07C217/06—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton having etherified hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being acyclic and saturated having only one etherified hydroxy group and one amino group bound to the carbon skeleton, which is not further substituted
    • C07C217/14—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton having etherified hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being acyclic and saturated having only one etherified hydroxy group and one amino group bound to the carbon skeleton, which is not further substituted the oxygen atom of the etherified hydroxy group being further bound to a carbon atom of a six-membered aromatic ring
    • C07C217/18—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton having etherified hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being acyclic and saturated having only one etherified hydroxy group and one amino group bound to the carbon skeleton, which is not further substituted the oxygen atom of the etherified hydroxy group being further bound to a carbon atom of a six-membered aromatic ring the six-membered aromatic ring or condensed ring system containing that ring being further substituted
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    • C07C217/00—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton
    • C07C217/02—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton having etherified hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton
    • C07C217/04—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton having etherified hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being acyclic and saturated
    • C07C217/28—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton having etherified hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being acyclic and saturated having one amino group and at least two singly-bound oxygen atoms, with at least one being part of an etherified hydroxy group, bound to the carbon skeleton, e.g. ethers of polyhydroxy amines
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    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C217/00—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton
    • C07C217/54—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton having etherified hydroxy groups bound to carbon atoms of at least one six-membered aromatic ring and amino groups bound to acyclic carbon atoms or to carbon atoms of rings other than six-membered aromatic rings of the same carbon skeleton
    • C07C217/56—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton having etherified hydroxy groups bound to carbon atoms of at least one six-membered aromatic ring and amino groups bound to acyclic carbon atoms or to carbon atoms of rings other than six-membered aromatic rings of the same carbon skeleton with amino groups linked to the six-membered aromatic ring, or to the condensed ring system containing that ring, by carbon chains not further substituted by singly-bound oxygen atoms
    • C07C217/58—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton having etherified hydroxy groups bound to carbon atoms of at least one six-membered aromatic ring and amino groups bound to acyclic carbon atoms or to carbon atoms of rings other than six-membered aromatic rings of the same carbon skeleton with amino groups linked to the six-membered aromatic ring, or to the condensed ring system containing that ring, by carbon chains not further substituted by singly-bound oxygen atoms with amino groups and the six-membered aromatic ring, or the condensed ring system containing that ring, bound to the same carbon atom of the carbon chain
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    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C229/00—Compounds containing amino and carboxyl groups bound to the same carbon skeleton
    • C07C229/02—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton
    • C07C229/04—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being acyclic and saturated
    • C07C229/06—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being acyclic and saturated having only one amino and one carboxyl group bound to the carbon skeleton
    • C07C229/10—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being acyclic and saturated having only one amino and one carboxyl group bound to the carbon skeleton the nitrogen atom of the amino group being further bound to acyclic carbon atoms or to carbon atoms of rings other than six-membered aromatic rings
    • C07C229/14—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being acyclic and saturated having only one amino and one carboxyl group bound to the carbon skeleton the nitrogen atom of the amino group being further bound to acyclic carbon atoms or to carbon atoms of rings other than six-membered aromatic rings to carbon atoms of carbon skeletons containing rings
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    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C235/00—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms
    • C07C235/02—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms having carbon atoms of carboxamide groups bound to acyclic carbon atoms and singly-bound oxygen atoms bound to the same carbon skeleton
    • C07C235/04—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms having carbon atoms of carboxamide groups bound to acyclic carbon atoms and singly-bound oxygen atoms bound to the same carbon skeleton the carbon skeleton being acyclic and saturated
    • C07C235/08—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms having carbon atoms of carboxamide groups bound to acyclic carbon atoms and singly-bound oxygen atoms bound to the same carbon skeleton the carbon skeleton being acyclic and saturated having the nitrogen atom of at least one of the carboxamide groups bound to an acyclic carbon atom of a hydrocarbon radical substituted by singly-bound oxygen atoms
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    • C07C237/04—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by amino groups having the carbon atoms of the carboxamide groups bound to acyclic carbon atoms of the carbon skeleton the carbon skeleton being acyclic and saturated
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    • C07C237/04—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by amino groups having the carbon atoms of the carboxamide groups bound to acyclic carbon atoms of the carbon skeleton the carbon skeleton being acyclic and saturated
    • C07C237/06—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by amino groups having the carbon atoms of the carboxamide groups bound to acyclic carbon atoms of the carbon skeleton the carbon skeleton being acyclic and saturated having the nitrogen atoms of the carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms
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    • C07C255/00—Carboxylic acid nitriles
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    • C07C255/24—Carboxylic acid nitriles having cyano groups bound to acyclic carbon atoms containing cyano groups and singly-bound nitrogen atoms, not being further bound to other hetero atoms, bound to the same saturated acyclic carbon skeleton
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    • C07D205/00—Heterocyclic compounds containing four-membered rings with one nitrogen atom as the only ring hetero atom
    • C07D205/02—Heterocyclic compounds containing four-membered rings with one nitrogen atom as the only ring hetero atom not condensed with other rings
    • C07D205/04—Heterocyclic compounds containing four-membered rings with one nitrogen atom as the only ring hetero atom not condensed with other rings having no double bonds between ring members or between ring members and non-ring members
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    • C07D207/04—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members
    • C07D207/10—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members 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
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    • C07D207/02—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D207/04—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members
    • C07D207/10—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members 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
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    • C07D211/40—Oxygen atoms
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Abstract

Compuestos útiles como inmunomoduladores. Compuestos, composiciones que comprenden estos compuestos y métodos de uso. Composiciones farmacéuticas que comprenden al menos un compuesto de acuerdo con la descripción que son útiles para el tratamiento de diversas enfermedades, que incluyen cáncer y enfermedades infecciosas. Reivindicación 1: Un compuesto caracterizado por la fórmula (1), o una sal de aquel aceptable desde el punto de vista farmacéutico, en donde: R¹ y R⁵ se seleccionan independientemente de hidrógeno, -CH₃, ciano, halo, halometilo, dihalometilo y trihalometilo; R² y R³ se seleccionan independientemente de hidrógeno, -O(CH₂)ₘPh, -(CH₂)ₘOPh, -O(CH₂)ₙNRᵃRᵇ, -(CH₂)ₘPh, -(alquenileno)Ph, -S(O)₂NH(CH₂)ₙNRᵃRᵇ, -S(O)₂NH(CH₂)ₙCO₂H, -O(CH₂)piperidinilo, -O(CH₂)ₘpiridinilo, -(CH₂)ₘNH(CH₂)ₙNRᵃRᵇ, -NH(CH₂)ₙNRᵃRᵇ, -C(O)NH(CH₂)ₙNRᵃRᵇ, -NHC(O)(CH₂)ₙNRᵃRᵇ, -NHC(O)NH(CH₂)ₙNRᵃRᵇ y -NHC(O)NH(CH₂)ₙCO₂H; en donde cada grupo piperidinilo se sustituye opcionalmente con un grupo C₁₋₃alquilo; y en donde el grupo piridinilo se sustituye opcionalmente con un grupo ciano; y en donde cada grupo Ph se sustituye opcionalmente con 1, 2 ó 3 grupos seleccionados independientemente de C₁₋₃alcoxi, C₁₋₃alquilo, C₁₋₃alquilcarbonilo, amino, carboxi, (C₃₋₆cicloalquil)alcoxi, ciano, halo, hidroxi, hidroximetilo, -CHO, -C(O)NRᵃRᵇ, -(CH₂)ₘNRᵃRᵇ, -OCH₂fenilo, en donde fenilo se sustituye opcionalmente con 1 ó 2 grupos halo, y -OCH₂piridinilo opcionalmente sustituido con un grupo ciano, un grupo aminocarbonilo o un anillo de pirazol; o R² y R³, junto con los átomos a los que están unidos, forman un anillo de 1,4-dioxano opcionalmente sustituido con -O(CH₂)ₙNRᵃRᵇ; R⁴ se selecciona de hidrógeno, -O(CH₂)ₘPh, -(CH₂)ₘOPh, -O(CH₂)ₙNRᵃRᵇ, -(CH₂)ₘPh, -(alquenileno)Ph, -S(O)₂NH(CH₂)ₙNRᵃRᵇ, -S(O)₂NH(CH₂)ₙCO₂H, -O(CH₂)piperidinilo, -O(CH₂)ₘpiridinilo, -NH(CH₂)ₙNRᵃRᵇ, -C(O)NH(CH₂)ₙNRᵃRᵇ, -NHC(O)(CH₂)ₙNRᵃRᵇ, -NHC(O)NH(CH₂)ₙNRᵃRᵇ y -NHC(O)NH(CH₂)ₙCO₂H; en donde cada grupo piperidinilo se sustituye opcionalmente con un grupo C₁₋₃alquilo; y en donde el grupo piridinilo se sustituye opcionalmente con un grupo ciano; y en donde cada grupo Ph se sustituye opcionalmente con 1, 2 ó 3 grupos seleccionados independientemente de C₁₋₃alcoxi, C₁₋₃alquilo, C₁₋₃alquilcarbonilo, amino, carboxi, ciano, (C₃₋₆cicloalquil)alcoxi, halo, hidroxi, hidroximetilo, -C(O)NRᵃRᵇ, -(CH₂)ₘNRᵃRᵇ, -OCH₂fenilo, en donde el fenilo se sustituye opcionalmente con 1 ó 2 grupos halo, y -OCH₂piridinilo opcionalmente sustituido con un grupo ciano, un grupo aminocarbonilo o un anillo de pirazol; R⁶ y R⁷ se seleccionan independientemente de hidrógeno, -O(CH₂)ₘPh, -(CH₂)ₘOPh, -O(CH₂)ₙNRᵃRᵇ, -(CH₂)ₘPh, -(alquenileno)Ph, -S(O)₂NH(CH₂)ₙNRᵃRᵇ, -S(O)₂NH(CH₂)ₙCO₂H, -O(CH₂)piperidinilo, -O(CH₂)ₘpiridinilo, -(CH₂)ₘNH(CH₂)ₙNRᵃRᵇ, -NH(CH₂)ₙNRᵃRᵇ, -C(O)NH(CH₂)ₙNRᵃRᵇ, NHC(O)(CH₂)ₙNRᵃRᵇ, -NHC(O)NH(CH₂)ₙNRᵃRᵇ y -NHC(O)NH(CH₂)ₙCO₂H, en donde el grupo piperidinilo se sustituye opcionalmente con un grupo C₁₋₃alquilo; y en donde el grupo piridinilo se sustituye opcionalmente con un grupo ciano; y en donde cada grupo Ph se sustituye opcionalmente con 1, 2 ó 3 grupos seleccionados independientemente de C₁₋₃alcoxi, C₁₋₃alquilo, C₁₋₃alquilcarbonilo, amino, carboxi, ciano, (C₃₋₆cicloalquil)alcoxi, halo, hidroxi, hidroximetilo, -C(O)NRᵃRᵇ, -(CH₂)ₘNRᵃRᵇ, -OCH₂fenilo, en donde el fenilo se sustituye opcionalmente con 1 ó 2 grupos halo; y -OCH₂piridinilo opcionalmente sustituido con un grupo ciano, un grupo aminocarbonilo o un anillo de pirazol; o R⁶ y R⁷, junto con los átomos a los que están unidos, forman un anillo de 1,4-dioxano opcionalmente sustituido con -O(CH₂)ₙNRᵃRᵇ; siempre que al menos dos de R², R³, R⁴, R⁶ y R⁷ no sean hidrógeno; y siempre que cuando R² es -(CH₂)ₘOPh, -(CH₂)ₘPh o -(alquenileno)Ph, entonces R⁶ se seleccione de -(CH₂)ₘOPh, -(CH₂)ₘPh y -(alquenileno)Ph; m es 1, 2 ó 3; n es 2, 3, 4, 5; Rᵃ y Rᵇ se seleccionan independientemente de hidrógeno, C₁₋₃alquilo, C₁₋₃alquilsulfonil-C₁₋₃alquilo, aminocarbonil-C₁₋₆alquilo, carboxi-C₂₋₆alquenilo, carboxi-C₁₋₆alquilo, (carboxi-C₁₋₃alquil)carbonilo, ciano-C₁₋₃alquilo, (C₃₋₆cicloalquil)C₁₋₃alquilo, C₃₋₆cicloalquilo, halo-C₁₋₃alquilo, hidroxi-C₁₋₆alquilo, (hidroxi-C₁₋₆alquil)carbonilo, imidazolil-C₁₋₃alquilo, morfolinil-C₁₋₃alquilo, oxeranilo, fenilo, fenil-C₁₋₃alquilo, piperidinilo, piperidinil-C₁₋₃alquilo, piridinil-C₁₋₃, alquilo, pirimidinil-C₁₋₃alquilo, pirazolil-C₁₋₃alquilo, tetrahidrofuril-C₁₋₃alquilo, tiazolilo, tiazolil-C₁₋₃alquilo, (NRᶜRᵈ)C₁₋₃alquilo, un compuesto de fórmula (2) y un compuesto de fórmula (3); en donde la parte alquilo del carboxi-C₁₋₃alquilo también se sustituye opcionalmente con 1 ó 2 grupos seleccionados de C₁₋₃alcoxi, C₁₋₃alquilsulfanilo, ciano, hidroxi, indolilo, fenil-C₁₋₃alcoxi, fenilo opcionalmente sustituido con un halo y piridinilo; y en donde la parte alquilo del (C₃₋₆cicloalquil)C₁₋₃alquilo, el halo-C₁₋₃alquilo, el imidazolil-C₁₋₃alquilo y el fenil-C₁₋₃alquilo se sustituye opcionalmente con un grupo aminocarbonilo o carboxi; en donde la parte alquilo de, se sustituye opcionalmente con un grupo aminocarbonilo; en donde el C₃₋₆cicloalquilo y la parte cicloalquilo del (C₃₋₆cicloalquil)C₁₋₃alquilo se sustituye opcionalmente con 1, 2 ó 3 grupos seleccionados independientemente de hidroxi e hidroxi-C₁₋₃alquilo; y en donde la parte alquilo del hidroxi-C₁₋₆alquilo también se sustituye opcionalmente con un grupo seleccionado de C₁₋₃alcoxi, C₁₋₆alcoxicarbonilo, C₃₋₆cicloalquilo, fenil-C₁₋₃alcoxicarbonilo, tetrahidrofurilo, imidazolilo opcionalmente sustituido con uno o dos grupos seleccionados independientemente de C₁₋₃alquilo y halo, piridinilo, fenilo opcionalmente sustituido con dos grupos halo, y tiazolilo; y en donde la parte imidazolilo del imidazolil-C₁₋₃alquilo, el piperidinilo, la parte piperidinilo del piperidinil-C₁₋₃alquilo, la parte pirazolilo del pirazolil-C₁₋₃alquilo, y la parte piridinilo del piridinil-C₁₋₃alquilo se sustituyen opcionalmente con 1, 2 ó 3 grupos seleccionados independientemente de C₁₋₃alquilo, ciano, halo e hidroxi-C₁₋₃alquilo; y en donde el fenilo y la parte fenilo del fenil-C₁₋₃alquilo se sustituye opcionalmente con uno o dos grupos seleccionados independientemente de C₁₋₃alcoxi, amino y halo; o Rᵃ y Rᵇ, junto con el átomo de nitrógeno al que están unidos, forman un anillo de 4, 5 ó 6 miembros que contienen opcionalmente un heteroátomo adicional seleccionado de nitrógeno, oxígeno y azufre; en donde el anillo se fusiona opcionalmente a un grupo fenilo para formar una estructura bicíclica, y en donde el anillo y la estructura bicíclica se sustituyen opcionalmente con 1 ó 2 grupos seleccionados de C₁₋₃alcoxi, C₁₋₃alcoxicarbonilo, C₁₋₃alquilo, C₁₋₃alquilcarbonilo, aminocarbonilo, carboxi, carboxi-C₁₋₃alquilo, halo, hidroxi, hidroxi-C₁₋₃alquilo, -NRᶜRᵈ, (NRᶜRᵈ)carbonilo, (NRᶜRᵈ)carbonil-C₁₋₃alquilo, oxo, piridinilo y fenilo opcionalmente sustituido con un grupo halo o metoxi; y Rᶜ y Rᵈ se seleccionan independientemente de hidrógeno, C₁₋₃alquilo, C₁₋₃alquilcarbonilo y un compuesto de fórmula (4).
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