JP2018513193A - 抗生物質感受性回復及び感光性薬剤 - Google Patents

抗生物質感受性回復及び感光性薬剤 Download PDF

Info

Publication number
JP2018513193A
JP2018513193A JP2017555572A JP2017555572A JP2018513193A JP 2018513193 A JP2018513193 A JP 2018513193A JP 2017555572 A JP2017555572 A JP 2017555572A JP 2017555572 A JP2017555572 A JP 2017555572A JP 2018513193 A JP2018513193 A JP 2018513193A
Authority
JP
Japan
Prior art keywords
group
compound
substituted
independently
compounds
Prior art date
Legal status (The legal status 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 status listed.)
Pending
Application number
JP2017555572A
Other languages
English (en)
Japanese (ja)
Other versions
JP2018513193A5 (enExample
Inventor
スネスナ ロゲイユ
スネスナ ロゲイユ
リリヤ フロロヴァ
リリヤ フロロヴァ
アレクサンダー コルニエンコ
アレクサンダー コルニエンコ
レスリー ディー エドワーズ
レスリー ディー エドワーズ
コーディ チャンピオン
コーディ チャンピオン
カイリー ズィングラー
カイリー ズィングラー
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
New Mexico Tech Research Foundation
Original Assignee
New Mexico Tech Research Foundation
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 New Mexico Tech Research Foundation filed Critical New Mexico Tech Research Foundation
Publication of JP2018513193A publication Critical patent/JP2018513193A/ja
Publication of JP2018513193A5 publication Critical patent/JP2018513193A5/ja
Pending legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • 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
    • C07D209/04—Indoles; Hydrogenated indoles
    • C07D209/30—Indoles; Hydrogenated indoles with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, directly attached to carbon atoms of the hetero ring
    • C07D209/42—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
    • 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
    • A61K31/403—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 condensed with carbocyclic rings, e.g. carbazole
    • A61K31/404—Indoles, e.g. pindolol
    • 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
    • A61K31/425—Thiazoles
    • A61K31/429—Thiazoles condensed with heterocyclic ring systems
    • A61K31/43—Compounds containing 4-thia-1-azabicyclo [3.2.0] heptane ring systems, i.e. compounds containing a ring system of the formula, e.g. penicillins, penems
    • 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
    • A61K31/425—Thiazoles
    • A61K31/429—Thiazoles condensed with heterocyclic ring systems
    • A61K31/43—Compounds containing 4-thia-1-azabicyclo [3.2.0] heptane ring systems, i.e. compounds containing a ring system of the formula, e.g. penicillins, penems
    • A61K31/431—Compounds containing 4-thia-1-azabicyclo [3.2.0] heptane ring systems, i.e. compounds containing a ring system of the formula, e.g. penicillins, penems containing further heterocyclic rings, e.g. ticarcillin, azlocillin, oxacillin
    • 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
    • A61K31/495—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with two or more nitrogen atoms as the only ring heteroatoms, e.g. piperazine or tetrazines
    • A61K31/496—Non-condensed piperazines containing further heterocyclic rings, e.g. rifampin, thiothixene or sparfloxacin
    • 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
    • A61K31/65—Tetracyclines
    • 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
    • A61K31/655—Azo (—N=N—), diazo (=N2), azoxy (>N—O—N< or N(=O)—N<), azido (—N3) or diazoamino (—N=N—N<) compounds
    • 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
    • A61K31/70—Carbohydrates; Sugars; Derivatives thereof
    • A61K31/7028—Compounds having saccharide radicals attached to non-saccharide compounds by glycosidic linkages
    • A61K31/7034—Compounds having saccharide radicals attached to non-saccharide compounds by glycosidic linkages attached to a carbocyclic compound, e.g. phloridzin
    • A61K31/7036—Compounds having saccharide radicals attached to non-saccharide compounds by glycosidic linkages attached to a carbocyclic compound, e.g. phloridzin having at least one amino group directly attached to the carbocyclic ring, e.g. streptomycin, gentamycin, amikacin, validamycin, fortimicins
    • 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
    • A61K31/70—Carbohydrates; Sugars; Derivatives thereof
    • A61K31/7042—Compounds having saccharide radicals and heterocyclic rings
    • A61K31/7048—Compounds having saccharide radicals and heterocyclic rings having oxygen as a ring hetero atom, e.g. leucoglucosan, hesperidin, erythromycin, nystatin, digitoxin or digoxin
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K38/00—Medicinal preparations containing peptides
    • A61K38/04—Peptides having up to 20 amino acids in a fully defined sequence; Derivatives thereof
    • A61K38/12—Cyclic peptides, e.g. bacitracins; Polymyxins; Gramicidins S, C; Tyrocidins A, B or C
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K38/00—Medicinal preparations containing peptides
    • A61K38/04—Peptides having up to 20 amino acids in a fully defined sequence; Derivatives thereof
    • A61K38/14—Peptides containing saccharide radicals; Derivatives thereof, e.g. bleomycin, phleomycin, muramylpeptides or vancomycin
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K41/00—Medicinal preparations obtained by treating materials with wave energy or particle radiation ; Therapies using these preparations
    • A61K41/0057—Photodynamic therapy with a photosensitizer, i.e. agent able to produce reactive oxygen species upon exposure to light or radiation, e.g. UV or visible light; photocleavage of nucleic acids with an agent
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • 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
    • C07D209/04—Indoles; Hydrogenated indoles
    • C07D209/10—Indoles; Hydrogenated indoles with substituted hydrocarbon radicals attached to carbon atoms of the hetero ring
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • 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
    • C07D209/04—Indoles; Hydrogenated indoles
    • C07D209/30—Indoles; Hydrogenated indoles with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, directly attached to carbon atoms of the hetero ring
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • 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
    • C07D209/04—Indoles; Hydrogenated indoles
    • C07D209/30—Indoles; Hydrogenated indoles with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, directly attached to carbon atoms of the hetero ring
    • C07D209/32—Oxygen atoms
    • C07D209/36—Oxygen atoms in position 3, e.g. adrenochrome
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • 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
    • C07D209/04—Indoles; Hydrogenated indoles
    • C07D209/30—Indoles; Hydrogenated indoles with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, directly attached to carbon atoms of the hetero ring
    • C07D209/40—Nitrogen atoms, not forming part of a nitro radical, e.g. isatin semicarbazone
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02A—TECHNOLOGIES FOR ADAPTATION TO CLIMATE CHANGE
    • Y02A50/00—TECHNOLOGIES FOR ADAPTATION TO CLIMATE CHANGE in human health protection, e.g. against extreme weather
    • Y02A50/30—Against vector-borne diseases, e.g. mosquito-borne, fly-borne, tick-borne or waterborne diseases whose impact is exacerbated by climate change

Landscapes

  • Health & Medical Sciences (AREA)
  • Chemical & Material Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Organic Chemistry (AREA)
  • Medicinal Chemistry (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Epidemiology (AREA)
  • Molecular Biology (AREA)
  • Proteomics, Peptides & Aminoacids (AREA)
  • Immunology (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Engineering & Computer Science (AREA)
  • Gastroenterology & Hepatology (AREA)
  • Biochemistry (AREA)
  • Oncology (AREA)
  • Communicable Diseases (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Dermatology (AREA)
  • Nutrition Science (AREA)
  • Physiology (AREA)
  • Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
JP2017555572A 2015-04-20 2016-04-20 抗生物質感受性回復及び感光性薬剤 Pending JP2018513193A (ja)

Applications Claiming Priority (5)

Application Number Priority Date Filing Date Title
US201562149738P 2015-04-20 2015-04-20
US62/149,738 2015-04-20
US201662306165P 2016-03-10 2016-03-10
US62/306,165 2016-03-10
PCT/US2016/028418 WO2016172193A1 (en) 2015-04-20 2016-04-20 Antibiotic sensitivity-restoring and photosensitive agents

Publications (2)

Publication Number Publication Date
JP2018513193A true JP2018513193A (ja) 2018-05-24
JP2018513193A5 JP2018513193A5 (enExample) 2019-05-30

Family

ID=57128517

Family Applications (1)

Application Number Title Priority Date Filing Date
JP2017555572A Pending JP2018513193A (ja) 2015-04-20 2016-04-20 抗生物質感受性回復及び感光性薬剤

Country Status (5)

Country Link
US (3) US9834514B2 (enExample)
EP (1) EP3285796A4 (enExample)
JP (1) JP2018513193A (enExample)
CN (1) CN107735101B (enExample)
WO (1) WO2016172193A1 (enExample)

Families Citing this family (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US9834514B2 (en) * 2015-04-20 2017-12-05 New Mexico Tech Research Foundation Antibiotic sensitivity-restoring and photosensitive agents
JP2022543103A (ja) 2019-08-02 2022-10-07 コイテ ヘルス オイ 全身投与抗生物質の抗微生物作用を増強する方法
CN115181050B (zh) * 2022-08-03 2024-01-30 石河子大学 一种2-苯基吲哚衍生物的制备方法及其用途
CN120093736A (zh) * 2025-03-06 2025-06-06 扬州大学 具有吸电子基团的吲哚类化合物在抑制质粒接合转移中的应用

Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2013172586A1 (ko) * 2012-05-17 2013-11-21 광주과학기술원 광 조사를 이용한 광감각제-펩타이드를 유효성분으로 포함하는 발모 개선 또는 촉진용 조성물 및 이를 이용한 방법

Family Cites Families (14)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3978224A (en) 1975-07-01 1976-08-31 Schering Corporation Antimicrobial halo-substituted-2-cyanoethylaminoalkyl-3-phenyl-indoles
AU5420494A (en) 1992-11-02 1994-05-24 Yves Claude Nicolau Method of reducing multidrug resistance in cells and tissues
WO2004062674A2 (en) * 2003-01-07 2004-07-29 Paratek Pharmaceuticals, Inc. Substituted polyamines as inhibitors of bacterial efflux pumps
US7825136B2 (en) * 2003-07-10 2010-11-02 Vertex Pharmaceuticals Incorporated Potentiators of antibacterial activity
US20060199768A1 (en) 2005-03-07 2006-09-07 University Of North Carolina At Chapel Hill Inhibitors of RecA activities for control of antibiotic-resistant bacterial pathogens
US20120135092A1 (en) 2005-03-07 2012-05-31 Scott Fain Singleton INHIBITORS OF RecA ACTIVITIES FOR CONTROL OF ANTIBIOTIC-RESISTANT BACTERIAL PATHOGENS
WO2008019292A2 (en) 2006-08-04 2008-02-14 Trustees Of Boston University Compositions and methods for potentiating antibiotic activity
CA2686997A1 (en) * 2007-05-11 2008-11-20 Mpex Pharmaceuticals, Inc. Quaternary alkyl ammonium bacterial efflux pump inhibitors and therapeutic uses thereof
WO2010054102A2 (en) * 2008-11-05 2010-05-14 Mpex Pharmaceuticals, Inc. Polybasic bacterial efflux pump inhibitors and therapeutic uses thereof
DK2512461T3 (da) * 2009-12-18 2014-01-13 Colgate Palmolive Co Chalkoner som forstærkere af antimikrobielle midler
US20130331384A1 (en) 2011-02-15 2013-12-12 The Regents Of The University Of California Firmocidin, an antimicrobial molecule produced by staphylococcus epidermidis
US9282738B2 (en) * 2011-07-11 2016-03-15 Wisconsin Alumni Research Foundation Antimicrobial compositions and methods of use thereof
EP3154534B1 (en) * 2014-06-13 2020-02-12 University Of Rochester Small molecule efflux pump inhibitors
US9834514B2 (en) * 2015-04-20 2017-12-05 New Mexico Tech Research Foundation Antibiotic sensitivity-restoring and photosensitive agents

Patent Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2013172586A1 (ko) * 2012-05-17 2013-11-21 광주과학기술원 광 조사를 이용한 광감각제-펩타이드를 유효성분으로 포함하는 발모 개선 또는 촉진용 조성물 및 이를 이용한 방법

Non-Patent Citations (2)

* Cited by examiner, † Cited by third party
Title
ANTIMICROB.AGENTS CHEMOTHER., vol. 52, JPN6020016221, 2008, pages 3202 - 3209, ISSN: 0004266996 *
BIOORG.MED.CHEM.LETT., vol. 21, JPN6020016222, 2011, pages 4720 - 4723, ISSN: 0004266995 *

Also Published As

Publication number Publication date
CN107735101A (zh) 2018-02-23
US20190337893A1 (en) 2019-11-07
US9834514B2 (en) 2017-12-05
CN107735101B (zh) 2022-11-04
US20160304453A1 (en) 2016-10-20
WO2016172193A1 (en) 2016-10-27
EP3285796A4 (en) 2018-12-12
EP3285796A1 (en) 2018-02-28
US20180155286A1 (en) 2018-06-07
US10239834B2 (en) 2019-03-26

Similar Documents

Publication Publication Date Title
Bazina et al. Discovery of novel quaternary ammonium compounds based on quinuclidine-3-ol as new potential antimicrobial candidates
WO2013040528A1 (en) Antimicrobial compounds
US20190337893A1 (en) Antibiotic sensitivity-restoring and photosensitive agents
CN107438436A (zh) 用于治疗淋巴瘤的组蛋白脱乙酰酶抑制剂和苯达莫司汀的组合
JP7626721B2 (ja) 小分子標的ブロモ／アセチルタンパク質およびその使用
JP2017218457A (ja) キサントン化合物の誘導体
WO2013040527A1 (en) Antimicrobial compounds
CN103396396B (zh) 胺基烷酰克林沙星及其应用
WO2016039938A1 (en) Polycyclic 2-pyridinone antibacterial compounds
WO2008094203A2 (en) Polar ester prodrugs of heterocyclic hybrid antibacterial compounds and salts thereof
CN111170997A (zh) 咔唑类化合物及其制备方法和应用
US20180029997A1 (en) Quinazolinone antibiotics
JP6590924B2 (ja) 微生物感染を治療するための相乗的組成物
WO2016039937A1 (en) Bicyclic and tricyclic substituted 2-pyridinone antibacterial compounds
WO2013040526A1 (en) Antimicrobial compounds
AU2010277947B2 (en) R-7-(3-aminomethyl-4-methoxyimino-3-methyl-pyrrolidin-1-yl)-1-cyclopropyl- 6-fluoro-4-oxo-1,4-dihydro-[1,8]naphthyridine-3-carboxylic acid and L-aspartic acid salt, process for the preparation thereof and pharmaceutical composition comprising the same for antimicrobial
JP2023548809A (ja) 感染を処置するためのペンタミジンの類似体および方法
JP2017535606A (ja) パントテンアミド類似体
KR101647899B1 (ko) 헬리코박터 균 감염증 예방 또는 치료용 약학적 조성물
WO2002018344A1 (en) Novel ester or amide derivatives
US20240010619A1 (en) Small molecules with antibacterial activity
Suresh et al. Antimicrobial and larvicidal activities of 2-hydroxypyrrolidine/piperidine derivatives
US20240374737A1 (en) Erk5 degraders and uses thereof
US11655225B2 (en) Antimycobacterial heterocyclic amides
JP2014503578A (ja) Ｍｄｒポンプ阻害活性を有する新規なアザクマリン誘導体

Legal Events

Date Code Title Description
A521 Request for written amendment filed

Free format text: JAPANESE INTERMEDIATE CODE: A523

Effective date: 20190419

A621 Written request for application examination

Free format text: JAPANESE INTERMEDIATE CODE: A621

Effective date: 20190419

A131 Notification of reasons for refusal

Free format text: JAPANESE INTERMEDIATE CODE: A131

Effective date: 20200525

A02 Decision of refusal

Free format text: JAPANESE INTERMEDIATE CODE: A02

Effective date: 20201214