AR123441A2 - Compuesto de pirazol - Google Patents

Compuesto de pirazol

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Publication number
AR123441A2
AR123441A2 ARP210102479A ARP210102479A AR123441A2 AR 123441 A2 AR123441 A2 AR 123441A2 AR P210102479 A ARP210102479 A AR P210102479A AR P210102479 A ARP210102479 A AR P210102479A AR 123441 A2 AR123441 A2 AR 123441A2
Authority
AR
Argentina
Prior art keywords
group
saturated heterocycle
alkyl
membered
represented
Prior art date
Application number
ARP210102479A
Other languages
English (en)
Inventor
Tomoya Miura
Yosuke Ogoshi
Kazuhito Ueyama
Dai Motoda
Toshihiko Iwayama
Koichi Suzawa
Hironobu Nagamori
Hiroshi Ueno
Akihiko Takahashi
Kazuyuki Sugimoto
Original Assignee
Japan Tobacco Inc
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Filing date
Publication date
Application filed by Japan Tobacco Inc filed Critical Japan Tobacco Inc
Publication of AR123441A2 publication Critical patent/AR123441A2/es

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    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D401/00—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
    • C07D401/02—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
    • C07D401/12—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 linked by a chain containing hetero atoms as chain links
    • 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
    • A61K31/41—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
    • A61K31/415—1,2-Diazoles
    • A61K31/4155—1,2-Diazoles non condensed and containing further heterocyclic rings
    • 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
    • A61K31/41—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
    • A61K31/4164—1,3-Diazoles
    • A61K31/4178—1,3-Diazoles not condensed 1,3-diazoles and containing further heterocyclic rings, e.g. pilocarpine, nitrofurantoin
    • 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
    • A61K31/454—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
    • 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
    • A61K31/535—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
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P1/00—Drugs for disorders of the alimentary tract or the digestive system
    • A61P1/10—Laxatives
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P13/00—Drugs for disorders of the urinary system
    • A61P13/12—Drugs for disorders of the urinary system of the kidneys
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00—Drugs for disorders of the nervous system
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P27/00—Drugs for disorders of the senses
    • A61P27/02—Ophthalmic agents
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P3/00—Drugs for disorders of the metabolism
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P3/00—Drugs for disorders of the metabolism
    • A61P3/04—Anorexiants; Antiobesity agents
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P3/00—Drugs for disorders of the metabolism
    • A61P3/08—Drugs for disorders of the metabolism for glucose homeostasis
    • A61P3/10—Drugs for disorders of the metabolism for glucose homeostasis for hyperglycaemia, e.g. antidiabetics
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P35/00—Antineoplastic agents
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P9/00—Drugs for disorders of the cardiovascular system
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P9/00—Drugs for disorders of the cardiovascular system
    • A61P9/10—Drugs for disorders of the cardiovascular system for treating ischaemic or atherosclerotic diseases, e.g. antianginal drugs, coronary vasodilators, drugs for myocardial infarction, retinopathy, cerebrovascula insufficiency, renal arteriosclerosis
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D403/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00
    • C07D403/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings
    • C07D403/12—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings linked by a chain containing hetero atoms as chain links
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D403/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00
    • C07D403/14—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing three or more hetero rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D405/00—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
    • C07D405/02—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
    • 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
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D405/00—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
    • C07D405/14—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 three or more hetero rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D409/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms
    • C07D409/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings
    • C07D409/12—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings linked by a chain containing hetero atoms as chain links
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D413/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms
    • C07D413/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings
    • C07D413/12—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings linked by a chain containing hetero atoms as chain links

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Veterinary Medicine (AREA)
  • Medicinal Chemistry (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Engineering & Computer Science (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Diabetes (AREA)
  • Epidemiology (AREA)
  • Hematology (AREA)
  • Obesity (AREA)
  • Heart & Thoracic Surgery (AREA)
  • Cardiology (AREA)
  • Urology & Nephrology (AREA)
  • Vascular Medicine (AREA)
  • Biomedical Technology (AREA)
  • Neurosurgery (AREA)
  • Neurology (AREA)
  • Child & Adolescent Psychology (AREA)
  • Emergency Medicine (AREA)
  • Endocrinology (AREA)
  • Ophthalmology & Optometry (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Plural Heterocyclic Compounds (AREA)

Abstract

Reivindicación 1: Un compuesto o una de sus sales farmacéuticamente aceptables representado por la fórmula general [1], caracterizado porque Anillo Cy es (1) arilo C₆₋₁₀, (2) cicloalquilo C₃₋₈ o (3) cicloalquenilo C₃₋₈, n1 es 0, 1, 2, 3, ó 4, R¹ᵃ está representado (1) un átomo de halógeno, (2) hidroxi, (3) carboxi, (4) un grupo alquilo C₁₋₆, (5) un grupo alquenilo C₂₋₈, (6) un grupo alquinilo C₂₋₈, (7) un grupo alcoxi C₁₋₆, (8) un grupo cicloalquilo C₃₋₆, (9) un grupo haloalquilo C₁₋₆, (10) un grupo hidroxialquilo C₁₋₆, (11) un grupo alcoxi C₁₋₆alquilo C₁₋₆, (12) un grupo haloalcoxi C₁₋₆alquilo C₁₋₆ (13) un grupo alquil C₁₋₆sulfonilalquilo C₁₋₆, (14) un grupo haloalquil C₁₋₆sulfonilalquilo C₁₋₆, (15) un grupo halodialquil C₁₋₆aminoalquilo C₁₋₆, (16) un grupo cicloalquil C₃₋₆alquinilo C₂₋₆, (17) un grupo haloalcoxi C₁₋₆, (18) un grupo carboxialcoxi C₁₋₆, (19) un grupo alquil C₁₋₆sulfanilo, (20) un grupo alquilsulfonilo C₁₋₆, (21) un grupo haloalquilsulfonilo C₁₋₆, (22) un grupo alquil C₁₋₈carbonilo, (23) un grupo alquil C₁₋₆oxicarbonilo, (24) un grupo representado por la fórmula [2], donde R⁵ es (a) un átomo de hidrógeno o (b) un grupo alquilo C₁₋₆, y R⁶ es (a) un grupo alquilo C₁₋₆ o (b) un grupo haloalquilo C₁₋₆, (25) un grupo alquilo C₆₋₁₀ de heterociclo saturado (el heterociclo saturado es un heterociclo saturado de 4 miembros a 6 miembros que tiene 1 a 2 heteroátomos seleccionados de nitrógeno, oxígeno, y azufre), o (26) un grupo oxialquilo C₁₋₆ de un heterociclo saturado (el heterociclo saturado es un heterociclo saturado de 4 miembros a 6 miembros que tiene 1 a 2 heteroátomos seleccionados de nitrógeno, oxígeno, y azufre), con la condición de que cuando n1 es 2, 3, ó 4, R¹ᵃ puede ser igual o diferente, R²ᵃ es (1) un grupo hidroxialquilo C₁₋₈, (2) un grupo cicloalquilo C₃₋₈alquilo C₁₋₆, (3) un grupo aril C₆₋₁₀, alquilo C₁₋₆, (4) un grupo alquilo C₆₋₁₀ de heterociclo saturado (el heterociclo saturado es un heterociclo saturado de 4 miembros a 6 miembros que tiene 1 a 2 heteroátomos seleccionados de nitrógeno, oxígeno, y azufre), (5) un grupo cicloalquilo C₃₋₈, (6) un grupo haloalquilo C₁₋₆, (7) un grupo alcoxi C₁₋₆alquilo C₁₋₆, (8) un grupo halocicloalquilo C₃₋₈, (9) un grupo arilo C₆₋₁₀ (el grupo arilo C₆₋₁₀ está opcionalmente sustituido con 1 a 4 sustituyentes seleccionados de (a) un átomo de halógeno, (b) hidroxi, (c) un grupo alquilo C₁₋₆, (d) un grupo alquenilo C₂₋₈, (e) un grupo alquinilo C₂₋₆, (f) un grupo alcoxi C₁₋₆, (g) un grupo haloalquilo C₁₋₆, (h) un grupo alcoxi C₁₋₆alquilo C₁₋₆, (i) un grupo haloalcoxi C₁₋₆, (j) un grupo hidroxialcoxi C₁₋₆, (k) un grupo alcoxi C₁₋₆alcoxi C₁₋₆, (l) un grupo carboxialcoxi C₁₋₆, (m) un grupo aril C₁₋₆alcoxi C₁₋₆, (n) un grupo alquil C₁₋₆sulfanilalcoxi C₁₋₆, (o) un grupo alquil C₁₋₆sulfonilalcoxi C₁₋₆, (p) un grupo aril C₆₋₁₀alcoxi C₁₋₆alcoxi C₁₋₆, (q) un grupo alcoxi C₁₋₆ del heterociclo saturado (el heterociclo saturado es un heterociclo saturado de 4 miembros a 6 miembros que tiene 1 a 2 heteroátomos seleccionados de nitrógeno, oxígeno, y azufre, y está opcionalmente sustituido con 1 a 2 grupos alquilo C₁₋₆), (r) un grupo heterociclo oxi saturado (el heterociclo saturado es un heterociclo saturado de 4 miembros a 6 miembros que tiene 1 a 2 heteroátomos seleccionados de nitrógeno, oxígeno, y azufre, (s) un grupo cicloalquil C₃₋₈oxi, (t) un grupo alcoxi C₁₋₆carboniloxi, y (u) un grupo alquilsulfonilo C₁₋₆), o (10) un grupo heterociclo saturado (el heterociclo saturado es un heterociclo saturado de 4 miembros a 6 miembros que tiene 1 a 2 heteroátomos seleccionados de nitrógeno, oxígeno, y azufre, y está opcionalmente sustituido con 1 a 4 grupos alquilo C₁₋₆), Anillo Cyᵃ es un grupo seleccionado de (1) un grupo representado por la fórmula [3], donde m2 es 1, 2 ó 3, m3 es 1, 2 ó 3, n3 es 1 ó 2, (2) un grupo representado por la fórmula [4], donde m4 es 0, 1, 2 ó 3, m5 es 0, 1 ó 2, siempre que la suma de m4 y m5 sea 1 o más, (3) un grupo representado por la fórmula [5], donde m4 es 0, 1, 2 ó 3, m5 es 0, 1 ó 2, siempre que la suma de m4 y m5 sea 1 o más, (4) un grupo representado por la fórmula [6], donde m6 es 0, 1 ó 2, m7 es 0, 1 ó 2, siempre que la suma de m6 y m7 es 1 o más, (5) un grupo representado por la fórmula [7], donde m6 es 0, 1 ó 2, m7 es 0, 1 ó 2, siempre que la suma de m6 y m7 es 1 o más, (6) un grupo representado por la fórmula [7], donde m8 es 1 ó 2, m9 es 1 ó 2, y (7) un grupo representado por la fórmula [9], donde m8 es 1 ó 2, m9 es 1 ó 2, n2 es 0, 1, 2, 3, ó 4, R³ᵃ es (1) hidroxi, (2) un grupo alquilo C₁₋₆ o (3) un grupo hidroxialquilo C₁₋₆, con la condición de que cuando n2 sea 2, 3, ó 4, R³ᵃ puede ser igual o diferente, R³ᵇ es (1) hidroxi, (2) un grupo alquilo C₁₋₆ (que puede formar un grupo cicloalquilo C₃₋₆ junto con el carbono al que está unido y el carbono adyacente a este) o (3) un grupo hidroxialquilo C₁₋₆, o (4) cuando dos R³ᵇ se unen al mismo carbono, forman un grupo cicloalquilo C₃₋₆ junto con el carbono al que están unidos, siempre que cuando n2 sea 2, 3 ó 4, cada R³ᵇ puede ser igual o diferente, y R⁴ᵇ es (1) un átomo de hidrógeno, (2) un grupo alquilo C₁₋₆, (3) un grupo carboxialquilo C₁₋₆, (4) un grupo haloalquilo C₁₋₆ o (5) un grupo alcoxi C₁₋₆alquilo C₁₋₆.
ARP210102479A 2011-08-31 2021-09-06 Compuesto de pirazol AR123441A2 (es)

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ARP120103173A AR087701A1 (es) 2011-08-31 2012-08-28 Derivados de pirazol con actividad inhibidora de sglt1
ARP210102479A AR123441A2 (es) 2011-08-31 2021-09-06 Compuesto de pirazol

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EP (4) EP3524599A1 (es)
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KR (1) KR101989203B1 (es)
CN (1) CN103917535B (es)
AR (2) AR087701A1 (es)
AU (1) AU2012302723B2 (es)
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CA (1) CA2845127C (es)
CL (1) CL2014000490A1 (es)
CO (1) CO6890098A2 (es)
CY (1) CY1121631T1 (es)
DK (1) DK3199533T3 (es)
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IL (1) IL230763A (es)
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PE (1) PE20142343A1 (es)
PH (1) PH12014500444A1 (es)
PL (1) PL3199533T3 (es)
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RU (1) RU2617678C2 (es)
SG (1) SG11201400244YA (es)
SI (1) SI3199533T1 (es)
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TW (1) TWI549949B (es)
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Publication number Priority date Publication date Assignee Title
AR087701A1 (es) * 2011-08-31 2014-04-09 Japan Tobacco Inc Derivados de pirazol con actividad inhibidora de sglt1
UA117092C2 (uk) 2011-09-06 2018-06-25 Байєр Інтеллектуал Проперті Гмбх Амінозаміщені імідазопіридазини
PL2848254T3 (pl) 2012-05-07 2017-03-31 Kissei Pharmaceutical Co., Ltd. Pochodne pirazolu i ich zastosowanie w celach medycznych
US9783543B2 (en) 2012-11-19 2017-10-10 Bayer Pharma Aktiengesellschaft Aminoimidazopyridazines
MX346453B (es) * 2013-02-04 2017-03-17 Taisho Pharmaceutical Co Ltd Medicamento profilactico o terapeutico para el estreñimiento.
WO2014182955A2 (en) * 2013-05-08 2014-11-13 The University Of Houston System Targeting the egfr-sglt1 interaction for cancer therapy
CN105294703B (zh) * 2015-10-23 2018-01-23 西安近代化学研究所 3,7,10‑三氧代‑2,4,6,8,9,11‑六氮杂[3,3,3]螺桨烷的合成方法
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