UA100019C2 - Pyrazolone derivatives as pde4 inhibitors - Google Patents

Pyrazolone derivatives as pde4 inhibitors Download PDF

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Publication number
UA100019C2
UA100019C2 UAA200912770A UAA200912770A UA100019C2 UA 100019 C2 UA100019 C2 UA 100019C2 UA A200912770 A UAA200912770 A UA A200912770A UA A200912770 A UAA200912770 A UA A200912770A UA 100019 C2 UA100019 C2 UA 100019C2
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UA
Ukraine
Prior art keywords
compound
present
formula
dihydro
dimethyl
Prior art date
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UAA200912770A
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English (en)
Ukrainian (uk)
Inventor
Беате Шмидт
Кристиан Шойфлер
Йюрген Фольц
Мартин П. Фет
Рольф-Петер Хуммель
Армин Хатцельманн
Кристоф Цитт
Андреа Вользен
Дегенхард Маркс
Ханс-Петер Клей
Дебора Оккерт
Анке Хойзер
Йоханнес А.М. Кристиаанс
Герт Ян Штерк
Виро М.П.Б. Менге
Original Assignee
Никомед Гмбх
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Application filed by Никомед Гмбх filed Critical Никомед Гмбх
Publication of UA100019C2 publication Critical patent/UA100019C2/uk

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    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • 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
    • C07D401/14—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 three or more hetero 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
    • A61K31/415—1,2-Diazoles
    • A61K31/4152—1,2-Diazoles having oxo groups directly attached to the heterocyclic ring, e.g. antipyrine, phenylbutazone, sulfinpyrazone
    • 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
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P1/00—Drugs for disorders of the alimentary tract or the digestive system
    • 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
    • A61P1/04—Drugs for disorders of the alimentary tract or the digestive system for ulcers, gastritis or reflux esophagitis, e.g. antacids, inhibitors of acid secretion, mucosal protectants
    • 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
    • A61P1/16—Drugs for disorders of the alimentary tract or the digestive system for liver or gallbladder disorders, e.g. hepatoprotective agents, cholagogues, litholytics
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P11/00—Drugs for disorders of the respiratory system
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P11/00—Drugs for disorders of the respiratory system
    • A61P11/02—Nasal agents, e.g. decongestants
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P11/00—Drugs for disorders of the respiratory system
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    • A—HUMAN NECESSITIES
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    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P11/00—Drugs for disorders of the respiratory system
    • A61P11/08—Bronchodilators
    • 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
    • A61P13/02—Drugs for disorders of the urinary system of urine or of the urinary tract, e.g. urine acidifiers
    • 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
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    • A61P15/10—Drugs for genital or sexual disorders; Contraceptives for impotence
    • A—HUMAN NECESSITIES
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    • A61P17/06—Antipsoriatics
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    • A61P19/00—Drugs for skeletal disorders
    • A61P19/08—Drugs for skeletal disorders for bone diseases, e.g. rachitism, Paget's disease
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    • A61P29/00—Non-central analgesic, antipyretic or antiinflammatory agents, e.g. antirheumatic agents; Non-steroidal antiinflammatory drugs [NSAID]
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    • 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
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    • A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
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    • A61P37/00—Drugs for immunological or allergic disorders
    • A61P37/08—Antiallergic 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
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    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P9/00—Drugs for disorders of the cardiovascular system
    • A61P9/04—Inotropic agents, i.e. stimulants of cardiac contraction; Drugs for heart failure
    • 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

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  • Health & Medical Sciences (AREA)
  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Public Health (AREA)
  • Animal Behavior & Ethology (AREA)
  • Veterinary Medicine (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Engineering & Computer Science (AREA)
  • Immunology (AREA)
  • Pulmonology (AREA)
  • Rheumatology (AREA)
  • Physical Education & Sports Medicine (AREA)
  • Epidemiology (AREA)
  • Orthopedic Medicine & Surgery (AREA)
  • Diabetes (AREA)
  • Dermatology (AREA)
  • Endocrinology (AREA)
  • Urology & Nephrology (AREA)
  • Cardiology (AREA)
  • Heart & Thoracic Surgery (AREA)
  • Obesity (AREA)
  • Biomedical Technology (AREA)
  • Neurology (AREA)
  • Neurosurgery (AREA)
  • Pain & Pain Management (AREA)
  • Emergency Medicine (AREA)
  • Communicable Diseases (AREA)
  • Hospice & Palliative Care (AREA)
  • Oncology (AREA)
  • Hematology (AREA)
  • Otolaryngology (AREA)
  • Gynecology & Obstetrics (AREA)
  • Reproductive Health (AREA)

Abstract

В заявке описаны соединения формулы 1, в которой R1, R7, R8, R9 и n имеют значения, приведенные в описании, которые являются новыми эффективными ингибиторами фосфодиэстеразы типа 4.(1)
UAA200912770A 2007-05-16 2008-05-14 Pyrazolone derivatives as pde4 inhibitors UA100019C2 (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
EP07108314 2007-05-16

Publications (1)

Publication Number Publication Date
UA100019C2 true UA100019C2 (en) 2012-11-12

Family

ID=38179942

Family Applications (1)

Application Number Title Priority Date Filing Date
UAA200912770A UA100019C2 (en) 2007-05-16 2008-05-14 Pyrazolone derivatives as pde4 inhibitors

Country Status (30)

Country Link
US (3) US8304436B2 (ru)
EP (3) EP2402330B1 (ru)
JP (2) JP5529010B2 (ru)
KR (1) KR101601284B1 (ru)
CN (2) CN101657441B (ru)
AR (1) AR066576A1 (ru)
AT (1) ATE526326T1 (ru)
AU (1) AU2008250069B2 (ru)
BR (1) BRPI0811214A2 (ru)
CA (1) CA2686909C (ru)
CO (1) CO6220956A2 (ru)
CY (1) CY1112152T1 (ru)
DK (1) DK2148876T3 (ru)
EA (1) EA018984B1 (ru)
EC (1) ECSP099738A (ru)
ES (2) ES2427442T3 (ru)
HR (1) HRP20110940T1 (ru)
IL (1) IL201959A (ru)
ME (1) ME00952B (ru)
MX (1) MX2009012062A (ru)
MY (1) MY154498A (ru)
NZ (1) NZ581547A (ru)
PL (1) PL2148876T3 (ru)
PT (1) PT2148876E (ru)
RS (1) RS52074B (ru)
SI (1) SI2148876T1 (ru)
TW (2) TWI460174B (ru)
UA (1) UA100019C2 (ru)
WO (1) WO2008138939A1 (ru)
ZA (1) ZA200906423B (ru)

Families Citing this family (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
SI2148876T1 (sl) * 2007-05-16 2012-01-31 Nycomed Gmbh Pirazolonski derivati kot PDE4 inhibitorji
AR074318A1 (es) * 2008-11-14 2011-01-05 Nycomed Gmbh Derivados heterociclicos de pirazolona, composiciones farmaceuticas que los contienen y uso de los mismos para el tratamiento de enfermedades de las vias respiratorias.
EP2404902A1 (en) * 2009-03-05 2012-01-11 Shionogi&Co., Ltd. Piperidine and pyrrolidine derivatives having npy y5 receptor antagonism
WO2011136752A1 (en) * 2010-04-26 2011-11-03 Mahmut Bilgic Combined pharmaceutical composition comprising carmoterol and ciclesonide for the treatment of respiratory diseases
JP5609614B2 (ja) * 2010-12-15 2014-10-22 東ソー株式会社 新規アリールアミンデンドリマー状化合物、その製造方法およびその用途
WO2014144772A1 (en) 2013-03-15 2014-09-18 Karyopharm Therapeutics Inc. Methods of promoting wound healing using crm1 inhibitors
WO2021245192A1 (en) 2020-06-04 2021-12-09 Topadur Pharma Ag Novel dual mode of action soluble guanylate cyclase activators and phosphodiesterase inhibitors and uses thereof

Family Cites Families (20)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2903460A (en) * 1956-04-07 1959-09-08 Sandoz Ag Pyrazolone derivatives
US4550119A (en) 1983-05-23 1985-10-29 Warner-Lambert Company 2,4-Dihydro-5-[(substituted)phenyl]-4,4-disubstituted-3H-pyrazol-3-ones
IE71647B1 (en) 1991-01-28 1997-02-26 Rhone Poulenc Rorer Ltd Benzamide derivatives
ES2227519T3 (es) 1992-07-28 2005-04-01 Aventis Pharma Limited Inhibidores de c-amp-fosfodiesterasa.
DE59410119D1 (de) 1993-07-02 2002-06-20 Byk Gulden Lomberg Chem Fab Fluoralkoxy substituierte benzamide und ihre verwendung als zyklisch-nukleotid phosphodiesterase-inhibitoren
NZ290420A (en) 1994-07-22 1999-01-28 Byk Gulden Lomberg Chem Fab Phenyl or pyridyl-amide substituted dihydro benzofurans; medicaments
ES2193508T3 (es) 1997-01-15 2003-11-01 Altana Pharma Ag Ftalizinonas.
US6418201B1 (en) 2000-02-22 2002-07-09 Intel Corporation Multiple platform voice processing system with optimized resource allocation
HRP20030636B1 (en) 2001-02-15 2012-05-31 Nycomed Gmbh Phthalayinone-piperidino-derivatives as pde4 inhibitors
PT1383733E (pt) 2001-04-20 2008-04-15 Pfizer Prod Inc Processo para a preparação de indenos 1,3-substituídos e compostos azapolicíclicos fundidos com arilo
EE200300514A (et) 2001-04-25 2004-02-16 Altana Pharma Ag Ftalasinoonid, nende kasutamine hingamisteede haigusnähte leevendavate ravimite valmistamiseks ningneid sisaldavad ravimid
WO2004018449A1 (en) 2002-08-10 2004-03-04 Altana Pharma Ag Piperidine-derivatives as pde4 inhibitors
CA2494650A1 (en) 2002-08-10 2004-03-04 Altana Pharma Ag Pyridazinone-derivatives as pde4 inhibitors
JP2005538140A (ja) 2002-08-10 2005-12-15 アルタナ ファルマ アクチエンゲゼルシャフト Pde4インヒビターとしてのピペリジン−ピリダゾン及びフタラゾン
EP1539801B1 (en) * 2002-08-20 2015-03-25 Biosurface Engineering Technologies, Inc. Synthetic heparin-binding growth factor analogs
US7825147B2 (en) * 2003-08-29 2010-11-02 Ranbaxy Laboratories Limited Inhibitors of phosphodiesterase type-IV
AU2005210042B2 (en) * 2004-02-04 2011-04-21 Takeda Gmbh 2-(piperidin-4-yl) -4, 5-dihydro-2H-pyridazin-3-one derivatives as PDE4 inhibitors
WO2005075457A1 (en) * 2004-02-04 2005-08-18 Altana Pharma Ag Phthalazinone-derivatives as pde4 inhibitors
JP2006169138A (ja) * 2004-12-14 2006-06-29 Kyorin Pharmaceut Co Ltd ピラゾロピリジンピラゾロン誘導体とその付加塩及びpde阻害剤
SI2148876T1 (sl) * 2007-05-16 2012-01-31 Nycomed Gmbh Pirazolonski derivati kot PDE4 inhibitorji

Also Published As

Publication number Publication date
US20100120757A1 (en) 2010-05-13
EP2402330B1 (en) 2013-06-26
IL201959A (en) 2015-04-30
EP2148876B1 (en) 2011-09-28
CN101657441A (zh) 2010-02-24
EA200901504A1 (ru) 2010-04-30
TWI460174B (zh) 2014-11-11
HK1191574A1 (zh) 2014-08-01
EP2148876A1 (en) 2010-02-03
DK2148876T3 (da) 2012-01-16
PL2148876T3 (pl) 2012-02-29
EP2508520A1 (en) 2012-10-10
US8304436B2 (en) 2012-11-06
ES2427442T3 (es) 2013-10-30
US8865745B2 (en) 2014-10-21
US20130012544A1 (en) 2013-01-10
EA018984B1 (ru) 2013-12-30
TW200914439A (en) 2009-04-01
JP2014159452A (ja) 2014-09-04
SI2148876T1 (sl) 2012-01-31
JP2010526852A (ja) 2010-08-05
TWI414521B (zh) 2013-11-11
WO2008138939A1 (en) 2008-11-20
RS52074B (sr) 2012-06-30
US9090597B2 (en) 2015-07-28
PT2148876E (pt) 2011-12-28
US20140378509A1 (en) 2014-12-25
AR066576A1 (es) 2009-08-26
CN103463086B (zh) 2015-10-21
CY1112152T1 (el) 2015-12-09
AU2008250069A1 (en) 2008-11-20
CN103463086A (zh) 2013-12-25
CN101657441B (zh) 2013-09-11
MY154498A (en) 2015-06-30
IL201959A0 (en) 2010-06-16
ZA200906423B (en) 2010-06-30
JP5529010B2 (ja) 2014-06-25
CO6220956A2 (es) 2010-11-19
BRPI0811214A2 (pt) 2014-10-29
CA2686909A1 (en) 2008-11-20
MX2009012062A (es) 2009-11-19
KR101601284B1 (ko) 2016-03-08
ME00952B (me) 2012-06-20
HK1141017A1 (en) 2010-10-29
HRP20110940T1 (hr) 2012-01-31
ECSP099738A (es) 2009-12-28
AU2008250069B2 (en) 2013-07-25
EP2402330A1 (en) 2012-01-04
JP5850972B2 (ja) 2016-02-03
CA2686909C (en) 2016-07-05
TW201406752A (zh) 2014-02-16
ATE526326T1 (de) 2011-10-15
ES2374337T3 (es) 2012-02-15
NZ581547A (en) 2012-02-24
KR20100017745A (ko) 2010-02-16

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