CR20220148A - Compuestos heterocíclicos de arilmetileno como bloqueadores del canal shaker de potasio kv1.3 - Google Patents

Compuestos heterocíclicos de arilmetileno como bloqueadores del canal shaker de potasio kv1.3

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Publication number
CR20220148A
CR20220148A CR20220148A CR20220148A CR20220148A CR 20220148 A CR20220148 A CR 20220148A CR 20220148 A CR20220148 A CR 20220148A CR 20220148 A CR20220148 A CR 20220148A CR 20220148 A CR20220148 A CR 20220148A
Authority
CR
Costa Rica
Prior art keywords
arylmethylene
potassium
heterocyclic compounds
channel blockers
shaker channel
Prior art date
Application number
CR20220148A
Other languages
English (en)
Inventor
Roger John Snow
Morten Østergaard Jensen
Fabrizio Giordanetto
Vishwanath Jogini
Original Assignee
De Shaw Res Llc
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 De Shaw Res Llc filed Critical De Shaw Res Llc
Publication of CR20220148A publication Critical patent/CR20220148A/es

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    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D211/00—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings
    • C07D211/04—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D211/06—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings 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
    • C07D211/08—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings 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 hydrocarbon or substituted hydrocarbon radicals directly attached to ring carbon atoms
    • C07D211/10—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings 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 hydrocarbon or substituted hydrocarbon radicals directly attached to ring carbon atoms with radicals containing only carbon and hydrogen atoms attached to ring carbon atoms
    • C07D211/12—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings 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 hydrocarbon or substituted hydrocarbon radicals directly attached to ring carbon atoms with radicals containing only carbon and hydrogen atoms attached to ring carbon atoms with only hydrogen atoms attached to the ring nitrogen atom
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D211/00—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings
    • C07D211/04—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D211/06—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings 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
    • C07D211/08—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings 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 hydrocarbon or substituted hydrocarbon radicals directly attached to ring carbon atoms
    • C07D211/18—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings 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 hydrocarbon or substituted hydrocarbon radicals directly attached to ring carbon atoms with substituted hydrocarbon radicals attached to ring carbon atoms
    • C07D211/26—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings 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 hydrocarbon or substituted hydrocarbon radicals directly attached to ring carbon atoms with substituted hydrocarbon radicals attached to ring carbon atoms with hydrocarbon radicals, substituted by nitrogen 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
    • A61K31/435—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
    • A61K31/4465—Non condensed piperidines, e.g. piperocaine only substituted in position 4
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    • A61P13/00—Drugs for disorders of the urinary system
    • A61P13/12—Drugs for disorders of the urinary system of the kidneys
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    • A61P37/02—Immunomodulators
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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
    • C07D207/06—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 radicals, containing only hydrogen and carbon atoms, attached to ring carbon atoms
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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
    • C07D207/08—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 hydrocarbon radicals, substituted by hetero atoms, attached to ring carbon atoms
    • C07D207/09—Radicals substituted by nitrogen atoms, not forming part of a nitro radical
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    • C07D209/00—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D209/02—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring
    • C07D209/52—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring condensed with a ring other than six-membered
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    • C07D211/06—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings 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
    • C07D211/08—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings 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 hydrocarbon or substituted hydrocarbon radicals directly attached to ring carbon atoms
    • C07D211/18—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings 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 hydrocarbon or substituted hydrocarbon radicals directly attached to ring carbon atoms with substituted hydrocarbon radicals attached to ring carbon atoms
    • C07D211/20—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings 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 hydrocarbon or substituted hydrocarbon radicals directly attached to ring carbon atoms with substituted hydrocarbon radicals attached to ring carbon atoms with hydrocarbon radicals, substituted by singly bound oxygen or sulphur atoms
    • C07D211/22—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings 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 hydrocarbon or substituted hydrocarbon radicals directly attached to ring carbon atoms with substituted hydrocarbon radicals attached to ring carbon atoms with hydrocarbon radicals, substituted by singly bound oxygen or sulphur atoms by oxygen atoms
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    • C07D211/06—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings 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
    • C07D211/08—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings 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 hydrocarbon or substituted hydrocarbon radicals directly attached to ring carbon atoms
    • C07D211/18—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings 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 hydrocarbon or substituted hydrocarbon radicals directly attached to ring carbon atoms with substituted hydrocarbon radicals attached to ring carbon atoms
    • C07D211/26—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings 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 hydrocarbon or substituted hydrocarbon radicals directly attached to ring carbon atoms with substituted hydrocarbon radicals attached to ring carbon atoms with hydrocarbon radicals, substituted by nitrogen atoms
    • C07D211/28—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings 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 hydrocarbon or substituted hydrocarbon radicals directly attached to ring carbon atoms with substituted hydrocarbon radicals attached to ring carbon atoms with hydrocarbon radicals, substituted by nitrogen atoms to which a second hetero atom is attached
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    • C07D211/06—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings 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
    • C07D211/08—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings 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 hydrocarbon or substituted hydrocarbon radicals directly attached to ring carbon atoms
    • C07D211/18—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings 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 hydrocarbon or substituted hydrocarbon radicals directly attached to ring carbon atoms with substituted hydrocarbon radicals attached to ring carbon atoms
    • C07D211/34—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings 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 hydrocarbon or substituted hydrocarbon radicals directly attached to ring carbon atoms with substituted hydrocarbon radicals attached to ring carbon atoms with hydrocarbon 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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    • C07D211/72—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having one double bond between ring members or between a ring member and a non-ring member with hetero atoms or with carbon atoms having three bonds to hetero atoms, with at the most one bond to halogen, directly attached to ring carbon atoms
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    • C07D223/02—Heterocyclic compounds containing seven-membered rings having one nitrogen atom as the only ring hetero atom not condensed with other rings
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Abstract

La presente invención se refiere a un compuesto de Fórmula I (<img src="data:image/png;base64,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 (***)
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