WO2020175957A1 - Composés dérivés d'amide de pirazole et leur utilisation - Google Patents

Composés dérivés d'amide de pirazole et leur utilisation Download PDF

Info

Publication number
WO2020175957A1
WO2020175957A1 PCT/KR2020/002897 KR2020002897W WO2020175957A1 WO 2020175957 A1 WO2020175957 A1 WO 2020175957A1 KR 2020002897 W KR2020002897 W KR 2020002897W WO 2020175957 A1 WO2020175957 A1 WO 2020175957A1
Authority
WO
WIPO (PCT)
Prior art keywords
pharmaceutically acceptable
acceptable salt
amide derivative
optical isomer
derivative compound
Prior art date
Application number
PCT/KR2020/002897
Other languages
English (en)
Korean (ko)
Inventor
양민규
김좌진
Original Assignee
주식회사 마더스제약
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 주식회사 마더스제약 filed Critical 주식회사 마더스제약
Publication of WO2020175957A1 publication Critical patent/WO2020175957A1/fr

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D231/00—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings
    • C07D231/02—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings
    • C07D231/10—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
    • C07D231/14—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three 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
    • 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
    • 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
    • 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

Definitions

  • the present invention relates to a pyrazole amide derivative compound and its use.
  • [16] and 11 2 are each independently or 0-04 alkyl.
  • a pharmaceutically acceptable salt refers to a salt commonly used in the pharmaceutical industry, for example, an inorganic ion salt made of calcium, potassium, sodium and magnesium; hydrochloric acid, nitric acid, phosphoric acid, Inorganic acid salts prepared from bromic acid, iodic acid, perchloric acid and sulfuric acid; acetic acid, trifluoroacetic acid, citric acid, maleic acid, 2020/175957 1»(:1 ⁇ 1 ⁇ 2020/002897 Succinic acid, oxalic acid, benzoic acid, tartaric acid, fumaric acid, manderic acid, propionic acid, lactic acid, glycolic acid, gluconic acid, galacturonic acid, glutamic acid, glutaric acid, glucu Organic acid salts made of Ronic acid, aspartic acid, ascorbic acid, carboxylic acid, vanillic acid, hydroiodic acid, etc.; methanesulfonic acid, ethanes
  • the present invention provides a use of a pyrazole amide derivative compound represented by the following formula (1), an optical isomer thereof, or a pharmaceutically acceptable salt thereof.
  • the pharmaceutical composition of the present invention may contain one or more active ingredients that exhibit the same or similar drug efficacy.
  • Silver TBS-T buffer (40 mM Tris-HCl pH 7.4, 25 mM NaCl, 0.1% Tween-20) was added with 5% non-fat dry milk or 5% bovine serum albumin to inhibit non-specific binding with antibodies. The reaction was carried out on a shaker for 1 hour. After that, the blocking solution was reacted with an antibody for 2 hours at room temperature, and washed 5 times with TBS-T buffer for 5 minutes each, followed by HRP-conjugated reaction with the primary antibody. The secondary antibody was added to the blocking solution and reacted for 2 hours under the same conditions as the primary antibody. After washing 5 times with TBS-T buffer for 5 minutes each, the film was sensitized using an ECL system in a dark room to observe the expression pattern of each protein.

Abstract

La présente invention concerne un composé dérivé possédant une structure d'amide de pirazole, un énantiomère de celui-ci ou un sel pharmaceutiquement acceptable de celui-ci. Selon la présente invention, le composé dérivé d'amide de pyrazole, l'énantiomère de celui-ci et le sel pharmaceutiquement acceptable de celui-ci, en inhibant la mitsugumine 53 (MG53), peuvent augmenter la sécrétion d'insuline, et même lorsqu'ils sont pris sur une longue période, peuvent abaisser les taux de glycémie très efficacement sans induire d'hypoglycémie, tout en ayant une fonction de protection sur les cellules bêta pancréatiques, et en même temps, résoudre de façon spectaculaire le problème de prise de poids et de résistance à l'insuline.
PCT/KR2020/002897 2019-02-28 2020-02-28 Composés dérivés d'amide de pirazole et leur utilisation WO2020175957A1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
KR10-2019-0023970 2019-02-28
KR20190023970 2019-02-28

Publications (1)

Publication Number Publication Date
WO2020175957A1 true WO2020175957A1 (fr) 2020-09-03

Family

ID=72239640

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/KR2020/002897 WO2020175957A1 (fr) 2019-02-28 2020-02-28 Composés dérivés d'amide de pirazole et leur utilisation

Country Status (2)

Country Link
KR (1) KR102396602B1 (fr)
WO (1) WO2020175957A1 (fr)

Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2008008286A2 (fr) * 2006-07-12 2008-01-17 Merck & Co., Inc. Pyrazoles substitués servant d'antagonistes des récepteurs de la ghréline
WO2008149379A2 (fr) * 2007-06-06 2008-12-11 Torrent Pharmaceuticals Ltd. Nouveaux composés
US20100190979A1 (en) * 2005-11-28 2010-07-29 David Robert Bolin Diacylglycerol acyltransferase inhibitors
KR20140029517A (ko) * 2011-06-09 2014-03-10 에프. 호프만-라 로슈 아게 피라졸 유도체
WO2016027253A1 (fr) * 2014-08-21 2016-02-25 Glaxosmithkline Intellectual Property Development Limited Amides hétérocycliques utilisés comme inhibiteurs de la rip1 kinase en tant que médicaments

Patent Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US20100190979A1 (en) * 2005-11-28 2010-07-29 David Robert Bolin Diacylglycerol acyltransferase inhibitors
WO2008008286A2 (fr) * 2006-07-12 2008-01-17 Merck & Co., Inc. Pyrazoles substitués servant d'antagonistes des récepteurs de la ghréline
WO2008149379A2 (fr) * 2007-06-06 2008-12-11 Torrent Pharmaceuticals Ltd. Nouveaux composés
KR20140029517A (ko) * 2011-06-09 2014-03-10 에프. 호프만-라 로슈 아게 피라졸 유도체
WO2016027253A1 (fr) * 2014-08-21 2016-02-25 Glaxosmithkline Intellectual Property Development Limited Amides hétérocycliques utilisés comme inhibiteurs de la rip1 kinase en tant que médicaments

Also Published As

Publication number Publication date
KR20200105443A (ko) 2020-09-07
KR102396602B1 (ko) 2022-05-11

Similar Documents

Publication Publication Date Title
CN108929263B (zh) 芳酰胺类Kv2.1抑制剂及其制备方法、药物组合物和用途
JP3743520B2 (ja) エンドセリンの活性を調節するスルホンアミド及びそれらの誘導体
DE60034605T2 (de) Sulfonamide und deren Derivate als Modulatoren der Endothelin-Aktivität
US7439374B2 (en) Azabenzofuran substituted thioureas; inhibitors of viral replication
JP2003176288A (ja) エンドテリン介在障害治療用のスルホンアミド類
JP2008208143A (ja) エンドテリン介在障害治療用のスルホンアミド類
KR20090018593A (ko) 세포괴사 저해제로서의 인돌 및 인다졸 화합물
DE60220255T2 (de) N-phenylarylsulfonamidverbindung, arzneimittel, das diese verbindung als wirkstoff enthält, zwischenprodukt für die verbindung und verfahren zu dessen herstellung
MX2011006239A (es) Analogos ciclicos de peptido de 4-amino-4-oxobutanoilo, inhibidores de replica viral.
AU2008257158A1 (en) Heteroaryl substituted thiazoles and their use as antiviral agents
CA3123215C (fr) Inhibiteurs de sarm1 en combinaison avec des agents neuroprotecteurs
US9000029B2 (en) Proline sulfonamide derivatives as orexin receptor antagonists
TW202003472A (zh) 鈣蛋白酶(calpain)調節劑及其醫療用途
EP4031245A1 (fr) Inhibiteurs hétéroaryles de la kallicréine plasmatique
CA2954724A1 (fr) Pyridinones substitues par phenyle et acide tertbutylacetique a effet anti-vih
KR20120013266A (ko) 세포괴사 저해제로서의 인돌 및 인다졸 화합물
EA037264B1 (ru) Гетероциклическое сульфонамидное производное и содержащее его лекарственное средство
CN105764884B (zh) 用于治疗代谢疾病的ppar-节制性化合物
CN107151236A (zh) 一种2,3-环氧丁二酰衍生物及其制备方法和用途
WO2020175957A1 (fr) Composés dérivés d'amide de pirazole et leur utilisation
CA3088968C (fr) Derive de dihydro-indolizinone
CA3174321A1 (fr) Derives d'indazole utiles en tant qu'inhibiteurs de sarm1
TW200800905A (en) Substituted 1-amino-4-phenyldihydroisoquinolines, process for their preparation, their use as medicament, and medicament comprising them
WO2005123073A1 (fr) Composes marins possedant des proprietes bloquant les canaux calciques, destines au traitement de maladies cognitives ou neurodegeneratives
CN114539129A (zh) 烯丙胺类双功能化合物及其用途

Legal Events

Date Code Title Description
121 Ep: the epo has been informed by wipo that ep was designated in this application

Ref document number: 20763583

Country of ref document: EP

Kind code of ref document: A1

NENP Non-entry into the national phase

Ref country code: DE

122 Ep: pct application non-entry in european phase

Ref document number: 20763583

Country of ref document: EP

Kind code of ref document: A1