JP4870357B2 - ヒト腫瘍発現ｃｃｘｃｋｒ２の阻害剤 - Google Patents

ヒト腫瘍発現ｃｃｘｃｋｒ２の阻害剤 Download PDF

Info

Publication number
JP4870357B2
JP4870357B2 JP2004563974A JP2004563974A JP4870357B2 JP 4870357 B2 JP4870357 B2 JP 4870357B2 JP 2004563974 A JP2004563974 A JP 2004563974A JP 2004563974 A JP2004563974 A JP 2004563974A JP 4870357 B2 JP4870357 B2 JP 4870357B2
Authority
JP
Japan
Prior art keywords
unsubstituted
substituted
mmol
methyl
compound
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.)
Expired - Lifetime
Application number
JP2004563974A
Other languages
English (en)
Japanese (ja)
Other versions
JP2006515854A (ja
JP2006515854A5 (enExample
Inventor
メリキアン，アニータ
バーンズ，ジェニファー
マクマスター，ブライアン・イー
シャル，トーマス
ライト，ジェイ・ジェイ
Original Assignee
ケモセントリックス， インコーポレイテッド
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 ケモセントリックス， インコーポレイテッド filed Critical ケモセントリックス， インコーポレイテッド
Publication of JP2006515854A publication Critical patent/JP2006515854A/ja
Publication of JP2006515854A5 publication Critical patent/JP2006515854A5/ja
Application granted granted Critical
Publication of JP4870357B2 publication Critical patent/JP4870357B2/ja
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D241/00—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings
    • C07D241/02—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings not condensed with other rings
    • C07D241/04—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings not condensed with other rings having no double bonds between ring members or between ring members and non-ring members
    • 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
    • A61P35/00—Antineoplastic agents
    • A61P35/04—Antineoplastic agents specific for metastasis
    • 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
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C235/00—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms
    • C07C235/42—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms having carbon atoms of carboxamide groups bound to carbon atoms of six-membered aromatic rings and singly-bound oxygen atoms bound to the same carbon skeleton
    • C07C235/44—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms having carbon atoms of carboxamide groups bound to carbon atoms of six-membered aromatic rings and singly-bound oxygen atoms bound to the same carbon skeleton with carbon atoms of carboxamide groups and singly-bound oxygen atoms bound to carbon atoms of the same non-condensed six-membered aromatic ring
    • C07C235/48—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms having carbon atoms of carboxamide groups bound to carbon atoms of six-membered aromatic rings and singly-bound oxygen atoms bound to the same carbon skeleton with carbon atoms of carboxamide groups and singly-bound oxygen atoms bound to carbon atoms of the same non-condensed six-membered aromatic ring having the nitrogen atom of at least one of the carboxamide groups bound to an acyclic carbon atom of a hydrocarbon radical substituted by singly-bound oxygen atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C235/00—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms
    • C07C235/42—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms having carbon atoms of carboxamide groups bound to carbon atoms of six-membered aromatic rings and singly-bound oxygen atoms bound to the same carbon skeleton
    • C07C235/44—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms having carbon atoms of carboxamide groups bound to carbon atoms of six-membered aromatic rings and singly-bound oxygen atoms bound to the same carbon skeleton with carbon atoms of carboxamide groups and singly-bound oxygen atoms bound to carbon atoms of the same non-condensed six-membered aromatic ring
    • C07C235/50—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms having carbon atoms of carboxamide groups bound to carbon atoms of six-membered aromatic rings and singly-bound oxygen atoms bound to the same carbon skeleton with carbon atoms of carboxamide groups and singly-bound oxygen atoms bound to carbon atoms of the same non-condensed six-membered aromatic ring having the nitrogen atom of at least one of the carboxamide groups bound to an acyclic carbon atom of a hydrocarbon radical substituted by nitrogen atoms not being part of nitro or nitroso groups
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D207/00—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D207/02—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
    • 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
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D207/00—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D207/02—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
    • 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
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D207/00—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D207/02—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
    • 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
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D207/00—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D207/02—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
    • 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
    • C07D207/10—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 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
    • C07D207/12—Oxygen or sulfur atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D207/00—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D207/02—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
    • 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
    • C07D207/10—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 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
    • C07D207/14—Nitrogen atoms not forming part of a nitro radical
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D207/00—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D207/02—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
    • 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
    • C07D207/10—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 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
    • C07D207/16—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
    • 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
    • C07D211/10—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
    • C07D211/14—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 hydrocarbon or substituted hydrocarbon radicals 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
    • C07D211/36—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 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
    • C07D211/40—Oxygen atoms
    • C07D211/42—Oxygen atoms attached in position 3 or 5
    • 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
    • C07D211/36—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 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
    • C07D211/56—Nitrogen atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D241/00—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings
    • C07D241/36—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings condensed with carbocyclic rings or ring systems
    • C07D241/38—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings condensed with carbocyclic rings or ring systems with only hydrogen or carbon atoms directly attached to the ring nitrogen atoms
    • C07D241/40—Benzopyrazines
    • C07D241/42—Benzopyrazines with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to carbon atoms of the hetero ring
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D295/00—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms
    • C07D295/04—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms
    • C07D295/12—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by singly or doubly bound nitrogen atoms
    • C07D295/125—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by singly or doubly bound nitrogen atoms with the ring nitrogen atoms and the substituent nitrogen atoms attached to the same carbon chain, which is not interrupted by carbocyclic rings
    • C07D295/13—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by singly or doubly bound nitrogen atoms with the ring nitrogen atoms and the substituent nitrogen atoms attached to the same carbon chain, which is not interrupted by carbocyclic rings to an acyclic saturated chain
    • 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
    • C07D401/02—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
    • C07D401/04—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 directly linked by a ring-member-to-ring-member bond
    • 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
    • C07D401/02—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
    • C07D401/06—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 carbon chain containing only aliphatic carbon atoms
    • 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
    • C07D405/04—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 directly linked by a ring-member-to-ring-member bond
    • 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
    • C07D405/06—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 carbon chain containing only aliphatic carbon atoms
    • 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
    • C07D407/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having oxygen atoms as the only ring hetero atoms, not provided for by group C07D405/00
    • C07D407/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having oxygen atoms as the only ring hetero atoms, not provided for by group C07D405/00 containing two hetero rings
    • C07D407/12—Heterocyclic compounds containing two or more hetero rings, at least one ring having oxygen atoms as the only ring hetero atoms, not provided for by group C07D405/00 containing two hetero rings linked by a chain containing hetero atoms as chain links

Landscapes

  • Organic Chemistry (AREA)
  • Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Veterinary Medicine (AREA)
  • Animal Behavior & Ethology (AREA)
  • Public Health (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Engineering & Computer Science (AREA)
  • Oncology (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Hydrogenated Pyridines (AREA)
  • Pyrrole Compounds (AREA)
  • Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
  • Nitrogen Condensed Heterocyclic Rings (AREA)
JP2004563974A 2002-12-20 2003-12-22 ヒト腫瘍発現ｃｃｘｃｋｒ２の阻害剤 Expired - Lifetime JP4870357B2 (ja)

Applications Claiming Priority (5)

Application Number Priority Date Filing Date Title
US43491202P 2002-12-20 2002-12-20
US60/434,912 2002-12-20
US51615103P 2003-10-30 2003-10-30
US60/516,151 2003-10-30
PCT/US2003/041024 WO2004058705A2 (en) 2002-12-20 2003-12-22 Inhibitors of the binding of chemokines i-tac or sdf-1 to the ccxckr2 receptor

Publications (3)

Publication Number Publication Date
JP2006515854A JP2006515854A (ja) 2006-06-08
JP2006515854A5 JP2006515854A5 (enExample) 2007-04-26
JP4870357B2 true JP4870357B2 (ja) 2012-02-08

Family

ID=32685343

Family Applications (1)

Application Number Title Priority Date Filing Date
JP2004563974A Expired - Lifetime JP4870357B2 (ja) 2002-12-20 2003-12-22 ヒト腫瘍発現ｃｃｘｃｋｒ２の阻害剤

Country Status (12)

Country Link
US (2) US7649011B2 (enExample)
EP (1) EP1606251B1 (enExample)
JP (1) JP4870357B2 (enExample)
KR (1) KR101061352B1 (enExample)
CN (1) CN1747929B (enExample)
AT (1) ATE427933T1 (enExample)
AU (1) AU2003300293B8 (enExample)
CA (1) CA2511242C (enExample)
DE (1) DE60327106D1 (enExample)
ES (1) ES2323528T3 (enExample)
MX (1) MXPA05006507A (enExample)
WO (1) WO2004058705A2 (enExample)

Families Citing this family (11)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US7253007B2 (en) 2001-11-30 2007-08-07 Chemocentryx, Inc. Compositions and methods for detecting and treating diseases and conditions related to chemokine receptors
US7871619B2 (en) * 2001-11-30 2011-01-18 Chemocentryx, Inc. Compositions and methods for detecting and treating diseases and conditions related to chemokine receptors
MXPA05006507A (es) * 2002-12-20 2006-02-17 Chemocentryx Inhibidores de ccxckr2 expresado en tumor humano.
AP2005003467A0 (en) 2003-06-17 2006-12-31 Pfizer N-pyrrolidin-3-YL-amide derivatives as serotonin and noradrenaline reuptake inhibitors.
EP1715892A4 (en) * 2004-02-03 2008-07-09 Chemocentryx Inc METHODS AND COMPOSITIONS FOR MODULATING ANGIOGENESIS
US7417062B2 (en) 2004-09-29 2008-08-26 Chemocentryx, Inc. Substituted arylamides
JP4963701B2 (ja) * 2005-04-21 2012-06-27 ケモセントリックス インコーポレーティッド Ｃｃｘ−ｃｋｒ２を結合する試薬
EP1909575A2 (en) * 2005-06-29 2008-04-16 ChemoCentryx Inc Substituted n-cinnamyl benzamides
ATE486875T1 (de) * 2005-11-10 2010-11-15 Chemocentryx Inc Substituierte chinolone und verwendungsverfahren
WO2014191929A1 (en) * 2013-05-30 2014-12-04 Actelion Pharmaceuticals Ltd Cxcr7 receptor modulators
CN107001279B (zh) * 2014-12-01 2020-10-20 爱杜西亚药品有限公司 Cxcr7受体调节剂

Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2001055107A2 (en) * 2000-01-28 2001-08-02 Melacure Therapeutics Ab Aromatic amines and amides acting on the melanocortin receptors
WO2002024649A1 (en) * 2000-09-25 2002-03-28 Actelion Pharmaceuticals Ltd Substituted amino-aza-cycloalkanes useful against malaria

Family Cites Families (88)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3135608A (en) * 1960-02-17 1964-06-02 Avery Adhesive Products Inc Pressure-sensitive wet-process photographic paper
US3159601A (en) * 1962-07-02 1964-12-01 Gen Electric Platinum-olefin complex catalyzed addition of hydrogen- and alkenyl-substituted siloxanes
US3159662A (en) * 1962-07-02 1964-12-01 Gen Electric Addition reaction
NL131800C (enExample) * 1965-05-17
NL129346C (enExample) * 1966-06-23
US3418731A (en) * 1966-08-24 1968-12-31 Albert T.J.H. Anciaux Shoe sole
US3344111A (en) * 1966-09-28 1967-09-26 Gen Electric Preparation of stable copolymerizable organosilicon compositions containing a platinum catalyst and an acrylonitrile type compound
US3461185A (en) * 1968-01-10 1969-08-12 Dow Corning Heat activated curable organosilicon composition
US3814730A (en) * 1970-08-06 1974-06-04 Gen Electric Platinum complexes of unsaturated siloxanes and platinum containing organopolysiloxanes
US3715334A (en) * 1970-11-27 1973-02-06 Gen Electric Platinum-vinylsiloxanes
US3775452A (en) * 1971-04-28 1973-11-27 Gen Electric Platinum complexes of unsaturated siloxanes and platinum containing organopolysiloxanes
US3882083A (en) * 1973-11-21 1975-05-06 Gen Electric Latent addition curable organopolysiloxane compositions
US3989667A (en) * 1974-12-02 1976-11-02 Dow Corning Corporation Olefinic siloxanes as platinum inhibitors
DE2515484C3 (de) * 1975-04-09 1979-09-20 Bayer Ag, 5090 Leverkusen Beschichtungsmittel auf Basis PoIyorganosiloxanen und dessen Verwendung
JPS5277194A (en) * 1975-12-23 1977-06-29 Shin Etsu Chem Co Ltd Preparation of polybutadiene derivatives
US4061609A (en) * 1976-04-09 1977-12-06 General Electric Company Inhibitor for platinum catalyzed silicone rubber compositions
US4166452A (en) * 1976-05-03 1979-09-04 Generales Constantine D J Jr Apparatus for testing human responses to stimuli
US4256108A (en) * 1977-04-07 1981-03-17 Alza Corporation Microporous-semipermeable laminated osmotic system
US4256870A (en) * 1979-05-17 1981-03-17 General Electric Company Solventless release compositions, methods and articles of manufacture
US4265874A (en) * 1980-04-25 1981-05-05 Alza Corporation Method of delivering drug with aid of effervescent activity generated in environment of use
US4442039A (en) * 1980-05-30 1984-04-10 The B. F. Goodrich Company Process for treating hydroxyl terminated liquid polymers
US4347346A (en) * 1981-04-02 1982-08-31 General Electric Company Silicone release coatings and inhibitors
US4337332A (en) * 1981-04-09 1982-06-29 Minnesota Mining And Manufacturing Company Latently curable organosilicone compositions
JPS6054991B2 (ja) * 1982-04-02 1985-12-03 ト−レ・シリコ−ン株式会社 オルガノポリシロキサン組成物
US4500688A (en) * 1982-04-20 1985-02-19 Petrarch Systems Inc. Curable silicone containing compositions and methods of making same
US4476166A (en) * 1983-01-17 1984-10-09 General Electric Company Silicone release coatings and inhibitors
US4533575A (en) * 1983-09-23 1985-08-06 Minnesota Mining And Manufacturing Company Latently-curable organosilicone release coating composition
US4472563A (en) * 1984-02-06 1984-09-18 Dow Corning Corporation Heat curable silicones having improved room temperature stability
JPS60197719A (ja) * 1984-03-19 1985-10-07 Showa Highpolymer Co Ltd 硬化可能な樹脂の製造方法
US4562096A (en) * 1984-12-24 1985-12-31 Dow Corning Corporation Heat-curable silicone compositions, use thereof and stabilizer therefor
US4690955A (en) * 1986-06-30 1987-09-01 Union Carbide Corporation Polyether silicone copolymers with mixed hydroxy alkoxy capping for stabilizing high solid content, molded, flexible urethane foam
US4927838A (en) * 1987-07-10 1990-05-22 Hoffman-La Roche Inc. Pyridine compounds which are useful in treating a disease state characterized by an excess of platelet activating factors
DE3741165A1 (de) * 1987-12-04 1989-06-15 Henkel Kgaa Heisshaertende klebstoffe auf basis von hydroxylgruppen enthaltendem polybutadien
JP2750135B2 (ja) * 1988-11-29 1998-05-13 サンスター技研株式会社 湿気架橋型ポリオレフィン用プライマー
US5393843A (en) * 1992-08-31 1995-02-28 Shell Oil Company Butadiene polymers having terminal functional groups
US5506289A (en) * 1993-07-23 1996-04-09 Gen Electric Liquid injection molding inhibitors for curable compositions
US5391663A (en) * 1993-11-22 1995-02-21 Shell Oil Company Protected functional initiators for making terminally functionalized polymers
US5391637A (en) * 1993-11-23 1995-02-21 Shell Oil Company Capping of anionic polymers with oxetanes
US5376745A (en) * 1993-12-01 1994-12-27 Shell Oil Company Low viscosity terminally functionalized isoprene polymers
US5416168A (en) * 1994-03-31 1995-05-16 Shell Oil Company Protected functional initiators for making terminally functionalized polymers
US6537764B1 (en) 1995-01-19 2003-03-25 Children's Medical Center Corporation Method of identifying inhibitors of C—C chemokine receptor 3
US6632522B1 (en) * 1995-02-16 2003-10-14 3M Innovative Properties Company Blended pressure-sensitive adhesives
SE9600820D0 (sv) * 1996-03-01 1996-03-01 Pharmacia Ab Antibodies and their use
US5672653A (en) * 1996-05-13 1997-09-30 Elf Atochem North America, Inc. Anionic waterborne polyurethane dispersions
GB9712818D0 (en) * 1996-07-08 1997-08-20 Cambridge Antibody Tech Labelling and selection of specific binding molecules
DE69737656T2 (de) 1996-09-10 2008-01-03 Theodor Kocher Institut Cxcr3 chemokine rezeptor, antikoerper, nukleinsaeure und deren verfahren zur anwendung
US6140064A (en) * 1996-09-10 2000-10-31 Theodor-Kocher Institute Method of detecting or identifying ligands, inhibitors or promoters of CXC chemokine receptor 3
US5876946A (en) * 1997-06-03 1999-03-02 Pharmacopeia, Inc. High-throughput assay
EP0897980A3 (en) 1997-08-20 2002-04-17 Smithkline Beecham Corporation CXCR4B: A human splice variant of CXCR4 chemokine receptor
US6262217B1 (en) * 1997-12-15 2001-07-17 Lord Corporation Polyurethane compositions
US6306653B1 (en) * 1998-01-20 2001-10-23 Codon Diagnostics, Llc Detection and treatment of breast disease
DE1068357T1 (de) 1998-03-30 2001-07-19 Northwest Biotherapeutics, Inc. Therapeutische und diagnostische anwendungen welche auf der rolle von cxcr-4 in der tumorgenese basieren
US6287765B1 (en) * 1998-05-20 2001-09-11 Molecular Machines, Inc. Methods for detecting and identifying single molecules
EP0992430A3 (en) * 1998-10-07 2000-09-13 Negesat Di Boer Fabrizio & C. SNC Housing providing cooling for equipment aboard aircraft or spacecraft
US6121354A (en) * 1998-11-19 2000-09-19 Bostik, Inc. High performance single-component sealant
US6329510B1 (en) * 1999-01-29 2001-12-11 Millennium Pharmaceuticals, Inc. Anti-CCR1 antibodies and methods of use therefor
US6329159B1 (en) * 1999-03-11 2001-12-11 Millennium Pharmaceuticals, Inc. Anti-GPR-9-6 antibodies and methods of identifying agents which modulate GPR-9-6 function
US6365356B1 (en) * 1999-03-17 2002-04-02 Cornell Research Foundation, Inc. Receptors that regulate cell signaling relating to chemokines
CA2367173A1 (en) * 1999-04-08 2000-10-12 The General Hospital Corporation Purposeful movement of human migratory cells away from an agent source
JP3661755B2 (ja) * 1999-07-14 2005-06-22 信越化学工業株式会社 コーティング剤及びシリコーンゴム部材
GB9917372D0 (en) * 1999-07-23 1999-09-22 Dow Corning Silicone release coating compositions
US6271309B1 (en) * 1999-07-30 2001-08-07 3M Innovative Properties Company Curable compositions comprising the hydrosilation product of olefin-containing polymers and organosiloxane hydrides, cured compositions made therefrom, and methods of making same
DE19947523A1 (de) * 1999-10-02 2001-04-05 Basf Coatings Ag Feststoff, enthaltend über Urethangruppen an die Grundstruktur gebundene Gruppen, die mit aktinischer Strahlung aktivierbare Bindungen enthalten, und ihre Verwendung
DE19953446A1 (de) * 1999-11-06 2001-05-17 Basf Coatings Ag Polyurethane und Pfropfmischpolymerisate auf Polyurethanbasis sowie ihre Verwendung zur Herstellung von Beschichtungsstoffen, Klebstoffen und Dichtungsmassen
US20020061599A1 (en) * 1999-12-30 2002-05-23 Elling Christian E. Method of identifying ligands of biological target molecules
US6784240B2 (en) * 2000-01-28 2004-08-31 Kaneka Corporation Curable composition
JP2003523744A (ja) * 2000-02-09 2003-08-12 ヒューマン ジノーム サイエンシーズ， インコーポレイテッド Ｃｃｒ５に対する抗体
US20020064770A1 (en) * 2000-03-21 2002-05-30 Nestor John J. Binding compounds and methods for identifying binding compounds
US6559260B1 (en) * 2000-03-27 2003-05-06 Sartomer Technology Company, Inc. Allyl urethane resin compositions
EP1288247B1 (en) * 2000-05-24 2008-07-16 Kaneka Corporation Curable compositions and compatibilizing agent
AR028947A1 (es) * 2000-06-20 2003-05-28 Astrazeneca Ab Compuestos novedosos
JP5592043B2 (ja) * 2000-06-23 2014-09-17 モーメンティブ・パフォーマンス・マテリアルズ・インク シリコーン感圧接着剤組成物
AU2001271502A1 (en) * 2000-06-26 2002-01-08 Gpc Biotech Ag Methods and compositions for isolating biologically active antibodies
US6387487B1 (en) * 2000-08-11 2002-05-14 General Electric Company Dual cure, low-solvent silicone pressure sensitive adhesives
JP2005500287A (ja) * 2001-06-11 2005-01-06 シャイアー バイオケム インコーポレイテッド Ｆｌａｖｉｖｉｒｕｓ感染の処置または予防のための化合物および方法
WO2003007888A2 (en) * 2001-07-20 2003-01-30 Adipogenix, Inc. Fat accumulation-modulating compounds
EP1279687A2 (en) * 2001-07-26 2003-01-29 Sartomer Technology Co., Inc. Hydroxyl-terminated polybutadienes and curing formulations
DE10145266A1 (de) * 2001-09-14 2003-04-24 Basf Coatings Ag Polyurethane und Pfropfmischpolymerisate auf Polyurethanbasis sowie ihre Verwendung zur Herstellung von Beschichtungsstoffen, Klebstoffen und Dichtungsmassen
WO2003035757A1 (en) * 2001-10-23 2003-05-01 Dow Corning Corporation Thermoplastic polyurethane-silicone elastomers
US6924000B2 (en) * 2002-03-07 2005-08-02 Lord Corporation Environmentally preferred high solids, low viscosity flock adhesives
DE10241853B3 (de) * 2002-09-09 2004-01-22 Byk-Chemie Gmbh Polymeres Harnstoffurethan als Rheologiesteuerungsmittel und Verfahren zur Herstellung
JP2004122621A (ja) * 2002-10-03 2004-04-22 Daicel Chem Ind Ltd 表面保護フィルム及びその製造方法
MXPA05006507A (es) * 2002-12-20 2006-02-17 Chemocentryx Inhibidores de ccxckr2 expresado en tumor humano.
US7090923B2 (en) * 2003-02-12 2006-08-15 General Electric Corporation Paper release compositions having improved adhesion to paper and polymeric films
US7005475B2 (en) * 2003-06-10 2006-02-28 General Electric Company Curable silicone compositions having improved adhesion to polymeric films
US20050137375A1 (en) * 2003-12-19 2005-06-23 3M Innovative Properties Company Polyurethane-based pressure sensitive adhesives and methods of manufacture
US20060247369A1 (en) * 2005-04-29 2006-11-02 Griswold Roy M Silylated polymer derived from butadiene and solvent-resistant pressure sensitive adhesive composition containing same
US7405259B2 (en) * 2005-04-29 2008-07-29 Momentive Performance Materials Inc. Silylated polymer derived from butadiene and solvent-resistant pressure sensitive adhesive composition containing same

Patent Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2001055107A2 (en) * 2000-01-28 2001-08-02 Melacure Therapeutics Ab Aromatic amines and amides acting on the melanocortin receptors
WO2002024649A1 (en) * 2000-09-25 2002-03-28 Actelion Pharmaceuticals Ltd Substituted amino-aza-cycloalkanes useful against malaria

Also Published As

Publication number Publication date
EP1606251A2 (en) 2005-12-21
CA2511242A1 (en) 2004-07-15
AU2003300293A1 (en) 2004-07-22
CN1747929A (zh) 2006-03-15
ATE427933T1 (de) 2009-04-15
US20100144720A1 (en) 2010-06-10
CN1747929B (zh) 2010-04-28
US20040171655A1 (en) 2004-09-02
EP1606251B1 (en) 2009-04-08
JP2006515854A (ja) 2006-06-08
AU2003300293B2 (en) 2009-12-17
ES2323528T3 (es) 2009-07-20
MXPA05006507A (es) 2006-02-17
DE60327106D1 (de) 2009-05-20
AU2003300293B8 (en) 2010-01-14
CA2511242C (en) 2010-01-12
KR20050109920A (ko) 2005-11-22
WO2004058705B1 (en) 2004-09-30
US7649011B2 (en) 2010-01-19
WO2004058705A3 (en) 2004-08-19
WO2004058705A2 (en) 2004-07-15
KR101061352B1 (ko) 2011-08-31

Similar Documents

Publication Publication Date Title
US20100144720A1 (en) Inhibitors of human tumor-expressed ccxckr2
JP4335532B2 (ja) Ｍｃｈアンタゴニストおよび肥満治療でのそれらの使用
KR101701367B1 (ko) Ｃｘｃｒ７의 모듈레이터
JP2020528905A (ja) 免疫調節化合物
JP5250627B2 (ja) 新規化合物
JP2003523998A (ja) 新規化合物
JP2018519249A (ja) イソオキサゾリル置換ベンズイミダゾール類
CN101516869A (zh) 具有cxcr3拮抗剂活性的杂环取代的哌嗪化合物
JP2005537293A (ja) Ｎ−［フェニル（ピペリジン−２−イル）メチル］ベンズアミド誘導体、その製造法、およびその治療用途
JP2021536445A (ja) 小型分子ｐｄ−ｌ１インヒビターによる癌治療法
WO2021083328A1 (zh) 多取代异吲哚啉类化合物、其制备方法、药物组合物及用途
TW202216684A (zh) 用於抑制與降解雄激素受體的化合物、醫藥組合物及其應用
JP2005535641A (ja) 肥満の処置のための選択的メラニン濃縮ホルモンレセプターアンタゴニストとしてのスピロ置換ピペリジン
JP2008514590A (ja) ベンゾイミダゾール誘導体、それを含む組成物、その製造方法及びその使用
JP4570165B2 (ja) 肥満および関連障害の処置のための選択的ｍｃｈレセプターアンタゴニストとしてのビアリールテトラヒドロイソキノリンピペリジン
BRPI0613987A2 (pt) derivados de benzilpiperazina e seu uso médico
CN1461304A (zh) 作为双组织胺h1和h3促效剂或拮抗剂的取代的咪唑类化合物
JP4605801B2 (ja) 肥満治療用のｍｃｈアンタゴニスト
US20070021484A1 (en) Substituted N-cinnamyl benzamides
WO2019107533A1 (ja) ピリジンおよびベンゼン誘導体
JP2025529875A (ja) 新規の置換テトラヒドロイソキノリン－６－カルボン酸誘導体、この誘導体を調製する方法、及びこの誘導体の治療的使用
JP2005535599A (ja) オキソフェニルシクロヘキシルプロパノールアミン誘導体、それらの製造法、およびそれらの治療的適用
TW202344246A (zh) 一種含萘環的化合物、含其的藥物組合物及其應用
EA006315B1 (ru) Производные индола, пригодные для лечения расстройств цнс

Legal Events

Date Code Title Description
A621 Written request for application examination

Free format text: JAPANESE INTERMEDIATE CODE: A621

Effective date: 20061221

A521 Request for written amendment filed

Free format text: JAPANESE INTERMEDIATE CODE: A523

Effective date: 20070308

A131 Notification of reasons for refusal

Free format text: JAPANESE INTERMEDIATE CODE: A131

Effective date: 20100625

A521 Request for written amendment filed

Free format text: JAPANESE INTERMEDIATE CODE: A523

Effective date: 20100913

A131 Notification of reasons for refusal

Free format text: JAPANESE INTERMEDIATE CODE: A131

Effective date: 20110531

A521 Request for written amendment filed

Free format text: JAPANESE INTERMEDIATE CODE: A523

Effective date: 20110824

TRDD Decision of grant or rejection written
A01 Written decision to grant a patent or to grant a registration (utility model)

Free format text: JAPANESE INTERMEDIATE CODE: A01

Effective date: 20111018

A01 Written decision to grant a patent or to grant a registration (utility model)

Free format text: JAPANESE INTERMEDIATE CODE: A01

A61 First payment of annual fees (during grant procedure)

Free format text: JAPANESE INTERMEDIATE CODE: A61

Effective date: 20111117

R150 Certificate of patent or registration of utility model

Ref document number: 4870357

Country of ref document: JP

Free format text: JAPANESE INTERMEDIATE CODE: R150

Free format text: JAPANESE INTERMEDIATE CODE: R150

FPAY Renewal fee payment (event date is renewal date of database)

Free format text: PAYMENT UNTIL: 20141125

Year of fee payment: 3

R250 Receipt of annual fees

Free format text: JAPANESE INTERMEDIATE CODE: R250

R250 Receipt of annual fees

Free format text: JAPANESE INTERMEDIATE CODE: R250

R250 Receipt of annual fees

Free format text: JAPANESE INTERMEDIATE CODE: R250

R250 Receipt of annual fees

Free format text: JAPANESE INTERMEDIATE CODE: R250

R250 Receipt of annual fees

Free format text: JAPANESE INTERMEDIATE CODE: R250

R250 Receipt of annual fees

Free format text: JAPANESE INTERMEDIATE CODE: R250

R250 Receipt of annual fees

Free format text: JAPANESE INTERMEDIATE CODE: R250

R250 Receipt of annual fees

Free format text: JAPANESE INTERMEDIATE CODE: R250

S531 Written request for registration of change of domicile

Free format text: JAPANESE INTERMEDIATE CODE: R313531

R350 Written notification of registration of transfer

Free format text: JAPANESE INTERMEDIATE CODE: R350

R250 Receipt of annual fees

Free format text: JAPANESE INTERMEDIATE CODE: R250

R250 Receipt of annual fees

Free format text: JAPANESE INTERMEDIATE CODE: R250

EXPY Cancellation because of completion of term