KR100719166B1 - ｒａｆ 키나아제 저해제로서의 ω-카르복시아릴 치환 디페닐 우레아 - Google Patents

ｒａｆ 키나아제 저해제로서의 ω-카르복시아릴 치환 디페닐 우레아 Download PDF

Info

Publication number
KR100719166B1
KR100719166B1 KR1020017008847A KR20017008847A KR100719166B1 KR 100719166 B1 KR100719166 B1 KR 100719166B1 KR 1020017008847 A KR1020017008847 A KR 1020017008847A KR 20017008847 A KR20017008847 A KR 20017008847A KR 100719166 B1 KR100719166 B1 KR 100719166B1
Authority
KR
South Korea
Prior art keywords
phenyl
acid
trifluoromethyl
urea
chloro
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
KR1020017008847A
Other languages
English (en)
Korean (ko)
Other versions
KR20010103738A (ko
Inventor
리들번드
두마스쟈크
키레우데이
로윙어티모시비.
스코트윌리암제이.
스미스로져에이.
우드질이.
모나한메리-캐더린
나테로레이나
레닉죠엘
시브리로버트엔.
Original Assignee
바이엘 코포레이션
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
Family has litigation
First worldwide family litigation filed litigation Critical https://patents.darts-ip.com/?family=27381740&utm_source=google_patent&utm_medium=platform_link&utm_campaign=public_patent_search&patent=KR100719166(B1) "Global patent litigation dataset” by Darts-ip is licensed under a Creative Commons Attribution 4.0 International License.
Application filed by 바이엘 코포레이션 filed Critical 바이엘 코포레이션
Publication of KR20010103738A publication Critical patent/KR20010103738A/ko
Application granted granted Critical
Publication of KR100719166B1 publication Critical patent/KR100719166B1/ko
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

Links

Classifications

    • 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
    • C07D295/16—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 acylated on ring nitrogen atoms
    • C07D295/18—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 acylated on ring nitrogen atoms by radicals derived from carboxylic acids, or sulfur or nitrogen analogues thereof
    • C07D295/182—Radicals derived from carboxylic acids
    • C07D295/192—Radicals derived from carboxylic acids from aromatic carboxylic acids
    • 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
    • C07D211/68—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 one double bond between ring members or between a ring member and a non-ring member
    • C07D211/72—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 one double bond between ring members or between a ring member and a non-ring member with hetero atoms or with carbon atoms having three bonds to hetero atoms, with at the most one bond to halogen, directly attached to ring carbon atoms
    • C07D211/78—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/34—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom
    • A01N43/40—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom six-membered rings
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/34—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom
    • A01N43/40—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom six-membered rings
    • A01N43/42—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom six-membered rings condensed with carbocyclic rings
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N47/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid
    • A01N47/08—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having one or more single bonds to nitrogen atoms
    • A01N47/28—Ureas or thioureas containing the groups >N—CO—N< or >N—CS—N<
    • 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
    • A61K31/16—Amides, e.g. hydroxamic acids
    • A61K31/17—Amides, e.g. hydroxamic acids having the group >N—C(O)—N< or >N—C(S)—N<, e.g. urea, thiourea, carmustine
    • 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
    • A61K31/16—Amides, e.g. hydroxamic acids
    • A61K31/18—Sulfonamides
    • 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
    • A61K31/21—Esters, e.g. nitroglycerine, selenocyanates
    • A61K31/215—Esters, e.g. nitroglycerine, selenocyanates of carboxylic acids
    • A61K31/235—Esters, e.g. nitroglycerine, selenocyanates of carboxylic acids having an aromatic ring attached to a carboxyl group
    • A61K31/24—Esters, e.g. nitroglycerine, selenocyanates of carboxylic acids having an aromatic ring attached to a carboxyl group having an amino or nitro group
    • 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
    • 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
    • A61K31/335—Heterocyclic compounds having oxygen as the only ring hetero atom, e.g. fungichromin
    • A61K31/34—Heterocyclic compounds having oxygen as the only ring hetero atom, e.g. fungichromin having five-membered rings with one oxygen as the only ring hetero atom, e.g. isosorbide
    • A61K31/341—Heterocyclic compounds having oxygen as the only ring hetero atom, e.g. fungichromin having five-membered rings with one oxygen as the only ring hetero atom, e.g. isosorbide not condensed with another ring, e.g. ranitidine, furosemide, bufetolol, muscarine
    • 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
    • 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
    • A61K31/4035—Isoindoles, e.g. phthalimide
    • 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
    • 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
    • A61K31/4427—Non condensed pyridines; Hydrogenated derivatives thereof containing further heterocyclic ring systems
    • A61K31/4439—Non condensed pyridines; Hydrogenated derivatives thereof containing further heterocyclic ring systems containing a five-membered ring with nitrogen as a ring hetero atom, e.g. omeprazole
    • 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
    • A61K31/4453—Non condensed piperidines, e.g. piperocaine only substituted in position 1, e.g. propipocaine, diperodon
    • 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
    • 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
    • A61K31/33—Heterocyclic compounds
    • A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
    • A61K31/535—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with at least one nitrogen and one oxygen as the ring hetero atoms, e.g. 1,2-oxazines
    • A61K31/5375—1,4-Oxazines, e.g. morpholine
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00—Medicinal preparations containing organic active ingredients
    • A61K31/33—Heterocyclic compounds
    • A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
    • A61K31/535—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with at least one nitrogen and one oxygen as the ring hetero atoms, e.g. 1,2-oxazines
    • A61K31/5375—1,4-Oxazines, e.g. morpholine
    • A61K31/5377—1,4-Oxazines, e.g. morpholine not condensed and containing further heterocyclic rings, e.g. timolol
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P35/00—Antineoplastic agents
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C275/00—Derivatives of urea, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups
    • C07C275/28—Derivatives of urea, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups having nitrogen atoms of urea groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C275/00—Derivatives of urea, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups
    • C07C275/28—Derivatives of urea, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups having nitrogen atoms of urea groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton
    • C07C275/30—Derivatives of urea, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups having nitrogen atoms of urea groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton being further substituted by halogen atoms, or by nitro or nitroso groups
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C275/00—Derivatives of urea, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups
    • C07C275/28—Derivatives of urea, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups having nitrogen atoms of urea groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton
    • C07C275/32—Derivatives of urea, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups having nitrogen atoms of urea groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton being further substituted by singly-bound oxygen atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C275/00—Derivatives of urea, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups
    • C07C275/28—Derivatives of urea, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups having nitrogen atoms of urea groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton
    • C07C275/32—Derivatives of urea, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups having nitrogen atoms of urea groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton being further substituted by singly-bound oxygen atoms
    • C07C275/34—Derivatives of urea, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups having nitrogen atoms of urea groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton being further substituted by singly-bound oxygen atoms having nitrogen atoms of urea groups and singly-bound oxygen atoms bound to carbon atoms of the same non-condensed six-membered aromatic ring
    • C07C275/36—Derivatives of urea, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups having nitrogen atoms of urea groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton being further substituted by singly-bound oxygen atoms having nitrogen atoms of urea groups and singly-bound oxygen atoms bound to carbon atoms of the same non-condensed six-membered aromatic ring with at least one of the oxygen atoms further bound to a carbon atom of a six-membered aromatic ring, e.g. N-aryloxyphenylureas
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C275/00—Derivatives of urea, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups
    • C07C275/28—Derivatives of urea, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups having nitrogen atoms of urea groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton
    • C07C275/40—Derivatives of urea, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups having nitrogen atoms of urea groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton being further substituted by nitrogen atoms not being part of nitro or nitroso groups
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C311/00—Amides of sulfonic acids, i.e. compounds having singly-bound oxygen atoms of sulfo groups replaced by nitrogen atoms, not being part of nitro or nitroso groups
    • C07C311/22—Sulfonamides, the carbon skeleton of the acid part being further substituted by singly-bound oxygen atoms
    • C07C311/29—Sulfonamides, the carbon skeleton of the acid part being further substituted by singly-bound oxygen atoms having the sulfur atom of at least one of the sulfonamide groups bound to a carbon atom of a six-membered aromatic ring
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C317/00—Sulfones; Sulfoxides
    • C07C317/16—Sulfones; Sulfoxides having sulfone or sulfoxide groups and singly-bound oxygen atoms bound to the same carbon skeleton
    • C07C317/22—Sulfones; Sulfoxides having sulfone or sulfoxide groups and singly-bound oxygen atoms bound to the same carbon skeleton with sulfone or sulfoxide groups bound to carbon atoms of six-membered aromatic rings of the carbon skeleton
    • 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
    • C07D209/44—Iso-indoles; Hydrogenated iso-indoles
    • C07D209/46—Iso-indoles; Hydrogenated iso-indoles with an oxygen atom in position 1
    • 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
    • C07D209/44—Iso-indoles; Hydrogenated iso-indoles
    • C07D209/48—Iso-indoles; Hydrogenated iso-indoles with oxygen atoms in positions 1 and 3, e.g. phthalimide
    • 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
    • C07D209/44—Iso-indoles; Hydrogenated iso-indoles
    • C07D209/50—Iso-indoles; Hydrogenated iso-indoles with oxygen and nitrogen atoms in positions 1 and 3
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
    • C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
    • C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D213/24—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with substituted hydrocarbon radicals attached to ring carbon atoms
    • C07D213/28—Radicals substituted by singly-bound oxygen or sulphur atoms
    • C07D213/30—Oxygen atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
    • C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
    • C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom 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
    • C07D213/72—Nitrogen atoms
    • C07D213/75—Amino or imino radicals, acylated by carboxylic or carbonic acids, or by sulfur or nitrogen analogues thereof, e.g. carbamates
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
    • C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
    • C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom 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
    • C07D213/78—Carbon atoms having three bonds to hetero atoms, with at the most one bond to halogen, e.g. ester or nitrile radicals
    • C07D213/79—Acids; Esters
    • C07D213/80—Acids; Esters in position 3
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
    • C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
    • C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom 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
    • C07D213/78—Carbon atoms having three bonds to hetero atoms, with at the most one bond to halogen, e.g. ester or nitrile radicals
    • C07D213/81—Amides; Imides
    • 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
    • C07D295/06—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 halogen atoms or nitro radicals
    • C07D295/073—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 halogen atoms or nitro radicals with the ring nitrogen atoms and the substituents separated by carbocyclic rings or by carbon chains interrupted by carbocyclic rings
    • 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
    • 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
    • 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
    • C07D295/135—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 separated by carbocyclic rings or by carbon chains interrupted by carbocyclic rings
    • 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
    • C07D295/16—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 acylated on ring nitrogen atoms
    • C07D295/18—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 acylated on ring nitrogen atoms by radicals derived from carboxylic acids, or sulfur or nitrogen analogues thereof
    • 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
    • C07D401/12—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings linked by a chain containing hetero atoms as chain links
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F7/00—Compounds containing elements of Groups 4 or 14 of the Periodic Table
    • C07F7/02—Silicon compounds
    • C07F7/08—Compounds having one or more C—Si linkages
    • C07F7/18—Compounds having one or more C—Si linkages as well as one or more C—O—Si linkages
    • C07F7/1804—Compounds having Si-O-C linkages

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Veterinary Medicine (AREA)
  • Public Health (AREA)
  • Medicinal Chemistry (AREA)
  • Animal Behavior & Ethology (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Epidemiology (AREA)
  • Engineering & Computer Science (AREA)
  • Environmental Sciences (AREA)
  • Zoology (AREA)
  • Agronomy & Crop Science (AREA)
  • Pest Control & Pesticides (AREA)
  • Plant Pathology (AREA)
  • Dentistry (AREA)
  • Wood Science & Technology (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • General Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Emergency Medicine (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Pyridine Compounds (AREA)
  • Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Pyrrole Compounds (AREA)
  • Indole Compounds (AREA)
  • Furan Compounds (AREA)
  • Plural Heterocyclic Compounds (AREA)
KR1020017008847A 1999-01-13 2000-01-12 ｒａｆ 키나아제 저해제로서의 ω-카르복시아릴 치환 디페닐 우레아 Expired - Lifetime KR100719166B1 (ko)

Applications Claiming Priority (6)

Application Number Priority Date Filing Date Title
US11587799P 1999-01-13 1999-01-13
US60/115,877 1999-01-13
US25726699A 1999-02-25 1999-02-25
US09/257,266 1999-02-25
US42522899A 1999-10-22 1999-10-22
US09/425,228 1999-10-22

Related Child Applications (1)

Application Number Title Priority Date Filing Date
KR1020077002656A Division KR20070020158A (ko) 1999-01-13 2000-01-12 ｒａｆ 키나아제 저해제로서의 ω-카르복시아릴 치환디페닐 우레아

Publications (2)

Publication Number Publication Date
KR20010103738A KR20010103738A (ko) 2001-11-23
KR100719166B1 true KR100719166B1 (ko) 2007-05-17

Family

ID=27381740

Family Applications (3)

Application Number Title Priority Date Filing Date
KR1020017008847A Expired - Lifetime KR100719166B1 (ko) 1999-01-13 2000-01-12 ｒａｆ 키나아제 저해제로서의 ω-카르복시아릴 치환 디페닐 우레아
KR1020117012056A Expired - Lifetime KR101091101B1 (ko) 1999-01-13 2000-01-12 ｒａｆ 키나아제 저해제로서의 ω-카르복시아릴 치환 디페닐 우레아
KR1020077002656A Ceased KR20070020158A (ko) 1999-01-13 2000-01-12 ｒａｆ 키나아제 저해제로서의 ω-카르복시아릴 치환디페닐 우레아

Family Applications After (2)

Application Number Title Priority Date Filing Date
KR1020117012056A Expired - Lifetime KR101091101B1 (ko) 1999-01-13 2000-01-12 ｒａｆ 키나아제 저해제로서의 ω-카르복시아릴 치환 디페닐 우레아
KR1020077002656A Ceased KR20070020158A (ko) 1999-01-13 2000-01-12 ｒａｆ 키나아제 저해제로서의 ω-카르복시아릴 치환디페닐 우레아

Country Status (40)

Country Link
JP (2) JP3845792B2 (enExample)
KR (3) KR100719166B1 (enExample)
CN (2) CN100522934C (enExample)
AR (1) AR035310A1 (enExample)
AT (2) ATE460398T1 (enExample)
AU (1) AU2501600A (enExample)
BG (1) BG65945B1 (enExample)
BR (2) BRPI0007487B8 (enExample)
CA (1) CA2359510C (enExample)
CU (1) CU23213A3 (enExample)
CY (2) CY2200149T2 (enExample)
CZ (2) CZ302846B6 (enExample)
DE (4) DE60026822T2 (enExample)
DK (1) DK1140840T3 (enExample)
DZ (1) DZ3004A1 (enExample)
EE (1) EE04913B1 (enExample)
EG (1) EG24407A (enExample)
ES (2) ES2255971T3 (enExample)
GT (2) GT200000002AA (enExample)
HK (1) HK1045504B (enExample)
HR (1) HRP20010580B1 (enExample)
HU (2) HU230863B1 (enExample)
IL (2) IL144030A0 (enExample)
JO (1) JO2373B1 (enExample)
LU (1) LU91280I2 (enExample)
MA (1) MA26038A1 (enExample)
ME (1) MEP36908A (enExample)
MY (1) MY138897A (enExample)
NL (1) NL300242I2 (enExample)
NO (3) NO321059B1 (enExample)
NZ (1) NZ556598A (enExample)
PA (1) PA8489701A1 (enExample)
PL (1) PL215029B1 (enExample)
PT (2) PT1690853E (enExample)
RS (1) RS51497B (enExample)
SK (2) SK287419B6 (enExample)
SV (1) SV2001000004A (enExample)
TN (1) TNSN00010A1 (enExample)
TR (1) TR200102020T2 (enExample)
TW (1) TWI269791B (enExample)

Families Citing this family (41)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
ATE529406T1 (de) 2002-02-11 2011-11-15 Bayer Healthcare Llc Aryl-harnstoffe als kinase inhibitoren
PE20040522A1 (es) * 2002-05-29 2004-09-28 Novartis Ag Derivados de diarilurea dependientes de la cinasa de proteina
KR20060132882A (ko) * 2004-01-30 2006-12-22 메르크 파텐트 게엠베하 비스아릴우레아 유도체
TW200530236A (en) * 2004-02-23 2005-09-16 Chugai Pharmaceutical Co Ltd Heteroaryl phenylurea
MY191349A (en) * 2004-08-27 2022-06-17 Bayer Pharmaceuticals Corp New pharmaceutical compositions for the treatment of hyper-proliferative disorders
BRPI0515944B1 (pt) * 2004-09-29 2021-11-09 Bayer Healthcare Llc Processo para a preparação de 4-{4-[({[4-cloro-3-(trifluorometil)fe-nil]amino}carbonil) amino]fenóxi}nmetilpiridina-2-carboxamida
DE102005015253A1 (de) * 2005-04-04 2006-10-05 Merck Patent Gmbh Pyrazolderivate
EP1973897B1 (en) * 2005-12-21 2014-05-21 Bayer Intellectual Property GmbH Substituted pyrimidine derivatives useful in the treatment of cancer and other disorders
WO2008044688A1 (en) * 2006-10-11 2008-04-17 Daiichi Sankyo Company, Limited Urea derivative
JP2010522163A (ja) * 2007-03-20 2010-07-01 キュリス，インコーポレイテッド 亜鉛結合部位を含むＲａｆキナーゼインヒビター
NZ583790A (en) * 2007-09-10 2012-04-27 Cipla Ltd Process for the preparation the raf kinase inhibitor sorafenib and intermediates for use in the process
CN101372475B (zh) * 2008-03-19 2012-01-04 南京工业大学 芳杂环取代的二苯脲类衍生物及其用途
CN101298427B (zh) * 2008-06-26 2012-03-21 中国科学院广州生物医药与健康研究院 二芳基脲类化合物及其应用
TW201012467A (en) 2008-09-16 2010-04-01 Taiho Pharmaceutical Co Ltd Antitumor agent containing 4-[[3,5-bis(trimethylsilyl)benzoyl]amino]benzoic acid
CN103254126A (zh) * 2008-09-19 2013-08-21 苏州泽璟生物制药有限公司 氘代的ω-二苯基脲及衍生物以及包含该化合物的药物组合物
CN101362717B (zh) * 2008-09-28 2013-02-06 四川大学 4-(4-氨基苯胺基)-2-(甲基氨甲酰基)吡啶及其衍生物和它们的制备方法、用途
JO3101B1 (ar) * 2008-12-02 2017-09-20 Takeda Pharmaceuticals Co مشتقات بنزوثيازول كعوامل مضادة للسرطان
CN102216280B (zh) * 2009-01-22 2014-06-18 沈阳药科大学 双芳基脲类衍生物及用途
EP2531498B1 (en) * 2010-02-05 2016-07-13 Novartis AG Compounds and compositions as protein kinase inhibitors
CN102219733A (zh) * 2010-04-14 2011-10-19 上海医药工业研究院 索拉非尼的制备方法
CN101830847B (zh) * 2010-05-18 2012-10-10 张南 抗癌用化合物及制备方法
CN102617458A (zh) * 2010-05-18 2012-08-01 张南 抗癌用化合物的制备方法
AU2011310532B2 (en) 2010-10-01 2016-01-14 Bayer Intellectual Property Gmbh Substituted N-(2-arylamino)aryl sulfonamide-containing combinations
EP2661434A4 (en) * 2011-01-06 2014-07-09 Beta Pharma Canada Inc NEW URGES FOR THE TREATMENT AND PREVENTION OF CANCER
CN102875460A (zh) * 2012-05-17 2013-01-16 上海奥博生物医药技术有限公司 一种制备索拉非尼的方法
CN103508961B (zh) * 2012-06-26 2015-07-22 中美冠科生物技术（太仓）有限公司 抗肿瘤药物
CN103408488A (zh) * 2013-08-13 2013-11-27 张家港威胜生物医药有限公司 一种索拉非尼的优化合成方法
CN103435553A (zh) * 2013-09-16 2013-12-11 中国药科大学 基于哌嗪结构的芳甲酰胺类Raf激酶抑制剂及其制备方法和用途
CN104672129B (zh) * 2013-11-26 2019-06-25 广东东阳光药业有限公司 一种脲类化合物的制备方法
CN104974132B (zh) * 2014-04-08 2017-05-17 北大方正集团有限公司 多取代的吡啶化合物、制备方法、用途及药物组合物
CN104177292A (zh) * 2014-08-08 2014-12-03 亿腾药业（泰州）有限公司 一种工业化生产甲苯磺酸索拉非尼多晶型ⅰ的方法
CA2998647A1 (en) * 2014-10-03 2016-04-07 The Royal Institution For The Advancement Of Learning/Mcgill University Urea and bis-urea based compounds and analogues thereof useful in the treatment of androgen receptor mediated diseases or disorders
CN105348186B (zh) * 2015-10-15 2018-05-22 青岛海洋生物医药研究院股份有限公司 氘代双芳基脲类化合物及其制备方法和在制备抗肿瘤的药物中的应用
CN105753841B (zh) * 2016-01-18 2018-01-05 西安交通大学 一种n‑吲唑取代硫脲类衍生物及其制备方法和应用
CN105924390B (zh) * 2016-05-19 2018-07-10 广州南新制药有限公司 一种美他非尼的合成方法
CN106699652B (zh) * 2016-11-07 2020-11-13 天津大学 一种索拉非尼α-氨基丁酸盐及其制备方法
CN108264510A (zh) 2017-01-02 2018-07-10 上海喆邺生物科技有限公司 一种选择性抑制激酶化合物及其用途
CN107417604A (zh) * 2017-07-25 2017-12-01 新发药业有限公司 4‑取代吡啶‑2‑甲酰胺化合物及其制备方法与应用
US20220213064A1 (en) * 2019-04-12 2022-07-07 National Health Research Institutes Heterocyclic compounds as kinase inhibitors for therapeutic uses
CN113831491B (zh) * 2021-09-30 2023-03-24 南昌大学 一种嘧啶唑共价有机框架的制备方法及吸附应用
CN120112529A (zh) * 2023-09-28 2025-06-06 四川大学华西医院 一种含吡啶的化合物及其制备方法和用途

Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5447957A (en) * 1994-06-02 1995-09-05 Smithkline Beecham Corp. Anti-inflammatory compounds
WO1999020617A1 (en) * 1997-10-21 1999-04-29 Active Biotech Ab Antiinflammatory thiadiazolyl ureas which act as lfa-1 and mac-1 inhibitors

Family Cites Families (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4973675A (en) * 1989-04-13 1990-11-27 University Of Tennessee Research Center Hybrid nitrosoureidoanthracyclines having antitumor activity
US5447987A (en) * 1993-12-24 1995-09-05 Shin-Etsu Chemical Co., Ltd. Organopolysiloxane compositions
WO1995033458A1 (en) * 1994-06-02 1995-12-14 Smithkline Beecham Corporation Anti-inflammatory compounds
EP0986382B1 (en) * 1997-05-23 2008-06-25 Bayer Pharmaceuticals Corporation Raf kinase inhibitors
DE1019040T1 (de) * 1997-05-23 2001-02-08 Bayer Corp., West Haven Hemmung von p38 kinase aktivität durch arylharnstoff
HU227711B1 (en) * 1997-12-22 2011-12-28 Bayer Healthcare Llc Inhibition of raf kinase using symmetrical and unsymmetrical substituted diphenyl ureas and pharmaceutical compositions containing them

Patent Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5447957A (en) * 1994-06-02 1995-09-05 Smithkline Beecham Corp. Anti-inflammatory compounds
WO1999020617A1 (en) * 1997-10-21 1999-04-29 Active Biotech Ab Antiinflammatory thiadiazolyl ureas which act as lfa-1 and mac-1 inhibitors

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
Tetrahedron letters 37(38), 6947-6950, 1996 *

Also Published As

Publication number Publication date
PA8489701A1 (es) 2002-11-18
MA26038A1 (fr) 2004-04-01
DE122006000059I1 (de) 2007-02-15
CN100522934C (zh) 2009-08-05
HUP0300866A2 (hu) 2003-07-28
BRPI0017535B8 (pt) 2021-09-14
KR20110063595A (ko) 2011-06-10
ES2255971T3 (es) 2006-07-16
NO20013463D0 (no) 2001-07-12
ATE321027T1 (de) 2006-04-15
IL144030A (en) 2010-06-30
CZ20012489A3 (cs) 2002-01-16
PT1690853E (pt) 2010-04-23
CA2359510C (en) 2007-02-13
BRPI0017535B1 (pt) 2018-02-14
SV2001000004A (es) 2001-01-10
GT200000002A (es) 2002-01-09
NZ556598A (en) 2008-11-28
SK285532B6 (sk) 2007-03-01
KR20010103738A (ko) 2001-11-23
EG24407A (en) 2009-05-20
JP2006328075A (ja) 2006-12-07
PL360085A1 (en) 2004-09-06
HU0600871D0 (en) 2007-01-29
BG65945B1 (bg) 2010-06-30
CU23213A3 (es) 2007-06-20
HRP20010580B1 (en) 2010-07-31
BG109688A (bg) 2007-05-31
NO2007002I2 (no) 2009-10-05
CN1341098A (zh) 2002-03-20
HU230863B1 (hu) 2018-10-29
CZ299125B6 (cs) 2008-04-30
SK9882001A3 (en) 2002-04-04
MY138897A (en) 2009-08-28
ES2272203T3 (es) 2010-07-13
YU49101A (sh) 2004-05-12
NL300242I1 (nl) 2006-12-01
CZ302846B6 (cs) 2011-12-14
EE200100368A (et) 2003-04-15
DZ3004A1 (fr) 2004-03-27
DE60026822T2 (de) 2006-08-24
SK287419B6 (sk) 2010-09-07
EE04913B1 (et) 2007-10-15
NO2007002I1 (no) 2007-01-05
DE60044004D1 (de) 2010-04-22
JO2373B1 (en) 2006-12-12
RS51497B (sr) 2011-04-30
BR0007487A (pt) 2003-09-23
PL215029B1 (pl) 2013-10-31
IL144030A0 (en) 2002-04-21
HUP0300866A3 (en) 2006-04-28
CN1721397A (zh) 2006-01-18
NO321059B1 (no) 2006-03-06
LU91280I2 (fr) 2006-12-13
NO20013463L (no) 2001-09-12
TNSN00010A1 (fr) 2002-05-30
JP3845792B2 (ja) 2006-11-15
KR101091101B1 (ko) 2011-12-09
ES2272203T1 (es) 2007-05-01
CY1110177T1 (el) 2015-01-14
DE60026822D1 (en) 2006-05-11
JP2003526613A (ja) 2003-09-09
AU2501600A (en) 2000-08-01
BRPI0007487B8 (pt) 2021-05-25
DK1140840T3 (da) 2006-07-31
PT1140840E (pt) 2006-05-31
HU225780B1 (en) 2007-08-28
NL300242I2 (nl) 2007-04-02
CY2200149T2 (el) 2010-07-28
DE05028442T1 (de) 2007-02-22
AR035310A1 (es) 2004-05-12
TWI269791B (en) 2007-01-01
CN1219764C (zh) 2005-09-21
CA2359510A1 (en) 2000-07-20
HRP20010580A2 (en) 2002-08-31
JP4472669B2 (ja) 2010-06-02
TR200102020T2 (tr) 2003-01-21
ATE460398T1 (de) 2010-03-15
KR20070020158A (ko) 2007-02-16
BRPI0007487B1 (pt) 2015-07-07
HK1045504A1 (en) 2002-11-29
NO20055863L (no) 2001-09-12
GT200000002AA (es) 2007-06-15
MEP36908A (en) 2011-02-10
HK1087689A1 (en) 2006-10-20
LU91280I9 (enExample) 2019-01-02
HK1045504B (zh) 2006-04-07
NO337326B1 (no) 2016-03-07

Similar Documents

Publication Publication Date Title
KR100719166B1 (ko) ｒａｆ 키나아제 저해제로서의 ω-카르복시아릴 치환 디페닐 우레아
EP1140840B1 (en) -g(v)-carboxyaryl substituted diphenyl ureas as raf kinase inhibitors
RU2319693C9 (ru) Производные мочевины (варианты), фармацевтическая композиция (варианты) и способ лечения заболевания, связанного с ростом раковых клеток (варианты)
US8124630B2 (en) ω-carboxyaryl substituted diphenyl ureas as raf kinase inhibitors
US20030144278A1 (en) Omega-carboxyaryl substituted diphenyl ureas as raf kinase inhibitors
US20020165394A1 (en) Inhibition of RAF kinase using quinolyl, isoquinolyl or pyridyl ureas
US20030207872A1 (en) Omega-carboxyaryl substituted diphenyl ureas as raf kinase inhibitors
US20120040986A1 (en) Omega carboxyaryl substituted diphenyl ureas as raf kinase inhibitors
EP1690853B1 (en) Use of omega-carboxyaryl substituted diphenyl ureas as raf kinase inhibitors
HK1087689B (en) ω-CARBOXYARYL SUBSTITUTED DIPHENYL UREAS AS RAF KINASE INHIBITORS
PL203687B1 (pl) Zwi azki z grupy difenylomoczników, kompozycje farmaceutyczne je zawieraj ace oraz ich zastosowanie
BG65158B1 (bg) Омега-карбоксиарил заместени дифенил уреи като инхибитори на raf киназа
AU2004200722A1 (en) Omega-carboxyaryl substituted diphenyl ureas as raf kinase inhibitors

Legal Events

Date Code Title Description
PA0105 International application

Patent event date: 20010712

Patent event code: PA01051R01D

Comment text: International Patent Application

PG1501 Laying open of application
A201 Request for examination
AMND Amendment
PA0201 Request for examination

Patent event code: PA02012R01D

Patent event date: 20050105

Comment text: Request for Examination of Application

E902 Notification of reason for refusal
PE0902 Notice of grounds for rejection

Comment text: Notification of reason for refusal

Patent event date: 20060428

Patent event code: PE09021S01D

AMND Amendment
E601 Decision to refuse application
PE0601 Decision on rejection of patent

Patent event date: 20060929

Comment text: Decision to Refuse Application

Patent event code: PE06012S01D

Patent event date: 20060428

Comment text: Notification of reason for refusal

Patent event code: PE06011S01I

J201 Request for trial against refusal decision
PJ0201 Trial against decision of rejection

Patent event date: 20070102

Comment text: Request for Trial against Decision on Refusal

Patent event code: PJ02012R01D

Patent event date: 20060929

Comment text: Decision to Refuse Application

Patent event code: PJ02011S01I

Appeal kind category: Appeal against decision to decline refusal

Decision date: 20070214

Appeal identifier: 2007101000043

Request date: 20070102

A107 Divisional application of patent
AMND Amendment
PA0104 Divisional application for international application

Comment text: Divisional Application for International Patent

Patent event code: PA01041R01D

Patent event date: 20070201

PB0901 Examination by re-examination before a trial

Comment text: Amendment to Specification, etc.

Patent event date: 20070201

Patent event code: PB09011R02I

Comment text: Request for Trial against Decision on Refusal

Patent event date: 20070102

Patent event code: PB09011R01I

Comment text: Amendment to Specification, etc.

Patent event date: 20060828

Patent event code: PB09011R02I

Comment text: Amendment to Specification, etc.

Patent event date: 20050105

Patent event code: PB09011R02I

B701 Decision to grant
PB0701 Decision of registration after re-examination before a trial

Patent event date: 20070214

Comment text: Decision to Grant Registration

Patent event code: PB07012S01D

Patent event date: 20070206

Comment text: Transfer of Trial File for Re-examination before a Trial

Patent event code: PB07011S01I

GRNT Written decision to grant
PR0701 Registration of establishment

Comment text: Registration of Establishment

Patent event date: 20070510

Patent event code: PR07011E01D

PR1002 Payment of registration fee

Payment date: 20070511

End annual number: 3

Start annual number: 1

PG1601 Publication of registration
PR1001 Payment of annual fee

Payment date: 20100430

Start annual number: 4

End annual number: 4

PR1001 Payment of annual fee

Payment date: 20110428

Start annual number: 5

End annual number: 5

PR1001 Payment of annual fee

Payment date: 20120423

Start annual number: 6

End annual number: 6

PR1001 Payment of annual fee

Payment date: 20130419

Start annual number: 7

End annual number: 7

A101 Application to extend term of patent right by permit
PA0101 Application to register extension of term of patent right by permit, etc.

Patent event date: 20131122

Patent event code: PA01011R01D

Comment text: Application to Register Extension of Term of Patent Right by Permit, etc.

FPAY Annual fee payment

Payment date: 20140421

Year of fee payment: 8

PR1001 Payment of annual fee

Payment date: 20140421

Start annual number: 8

End annual number: 8

J204 Request for invalidation trial [patent]
PJ0205 Invalidation trial for registration of extension of term of patent right

Comment text: Request for Trial

Patent event code: PJ02052R01D

Patent event date: 20150320

Decision date: 20150420

Appeal identifier: 2015100001324

Appeal kind category: Invalidation of Extension of Term

Request date: 20150320

Comment text: Registration of Extension of Term of Patent Right

Patent event code: PJ02051S01I

Patent event date: 20140305

Decision date: 20150420

Appeal identifier: 2015100001323

Appeal kind category: Invalidation of Extension of Term

Request date: 20150320

J204 Request for invalidation trial [patent]
PJ0205 Invalidation trial for registration of extension of term of patent right

Comment text: Request for Trial

Patent event code: PJ02052R01D

Patent event date: 20150403

Comment text: Registration of Extension of Term of Patent Right

Patent event code: PJ02051S01I

Patent event date: 20140305

Decision date: 20150701

Appeal identifier: 2015100002139

Appeal kind category: Invalidation of Extension of Term

Request date: 20150403

Appeal identifier: 2015100002138

Appeal kind category: Invalidation of Extension of Term

Request date: 20150403

Decision date: 20150513

Appeal identifier: 2015100002107

Appeal kind category: Invalidation of Extension of Term

Request date: 20150403

Decision date: 20150707

Appeal identifier: 2015100002104

Appeal kind category: Invalidation of Extension of Term

Request date: 20150403

PR1001 Payment of annual fee

Payment date: 20150416

Start annual number: 9

End annual number: 9

PJ0205 Invalidation trial for registration of extension of term of patent right

Comment text: Request for Trial

Patent event code: PJ02052R01D

Patent event date: 20150417

Comment text: Registration of Extension of Term of Patent Right

Patent event code: PJ02051S01I

Patent event date: 20140305

Decision date: 20150619

Appeal identifier: 2015100002897

Appeal kind category: Invalidation of Extension of Term

Request date: 20150417

Appeal identifier: 2015100002896

Appeal kind category: Invalidation of Extension of Term

Request date: 20150417

Appeal identifier: 2015100002895

Appeal kind category: Invalidation of Extension of Term

Request date: 20150417

Decision date: 20150706

Appeal identifier: 2015100002894

Appeal kind category: Invalidation of Extension of Term

Request date: 20150417

Appeal identifier: 2015100002892

Appeal kind category: Invalidation of Extension of Term

Request date: 20150417

Decision date: 20150615

Appeal identifier: 2015100002890

Appeal kind category: Invalidation of Extension of Term

Request date: 20150417

Appeal identifier: 2015100002889

Appeal kind category: Invalidation of Extension of Term

Request date: 20150417

Appeal identifier: 2015100002884

Appeal kind category: Invalidation of Extension of Term

Request date: 20150417

Decision date: 20150602

Appeal identifier: 2015100002881

Appeal kind category: Invalidation of Extension of Term

Request date: 20150417

Appeal identifier: 2015100002873

Appeal kind category: Invalidation of Extension of Term

Request date: 20150417

PJ1201 Withdrawal of trial

Patent event code: PJ12011R01D

Patent event date: 20150420

Comment text: Written Withdrawal of Request for Trial

Appeal identifier: 2015100001324

Request date: 20150320

Appeal kind category: Invalidation of Extension of Term

Decision date: 20150420

Appeal identifier: 2015100001323

Request date: 20150320

Appeal kind category: Invalidation of Extension of Term

Decision date: 20150420

PJ1201 Withdrawal of trial

Patent event code: PJ12011R01D

Patent event date: 20150513

Comment text: Written Withdrawal of Request for Trial

Appeal identifier: 2015100002107

Request date: 20150403

Appeal kind category: Invalidation of Extension of Term

Decision date: 20150513

J121 Written withdrawal of request for trial
PJ1201 Withdrawal of trial

Patent event code: PJ12011R01D

Patent event date: 20150602

Comment text: Written Withdrawal of Request for Trial

Appeal identifier: 2015100002881

Request date: 20150417

Appeal kind category: Invalidation of Extension of Term

Decision date: 20150602

J501 Disposition of invalidation of trial
PJ0501 Disposition of invalidation of trial

Comment text: Request for Amendment

Patent event date: 20010801

Patent event code: PJ05011S01I

Appeal kind category: Invalidation of Extension of Term

Request date: 20150417

Appeal identifier: 2015100002892

J121 Written withdrawal of request for trial
J501 Disposition of invalidation of trial
PJ0501 Disposition of invalidation of trial

Comment text: Request for Amendment

Patent event date: 20010801

Patent event code: PJ05011S01I

Appeal kind category: Invalidation of Extension of Term

Request date: 20150417

Appeal identifier: 2015100002873

PJ1201 Withdrawal of trial

Patent event code: PJ12011R01D

Patent event date: 20150615

Comment text: Written Withdrawal of Request for Trial

Appeal identifier: 2015100002890

Request date: 20150417

Appeal kind category: Invalidation of Extension of Term

Decision date: 20150615

J121 Written withdrawal of request for trial
PJ1201 Withdrawal of trial

Patent event code: PJ12011R01D

Patent event date: 20150619

Comment text: Written Withdrawal of Request for Trial

Appeal identifier: 2015100002897

Request date: 20150417

Appeal kind category: Invalidation of Extension of Term

Decision date: 20150619

J121 Written withdrawal of request for trial
PJ1201 Withdrawal of trial

Patent event code: PJ12011R01D

Patent event date: 20150701

Comment text: Written Withdrawal of Request for Trial

Appeal identifier: 2015100002139

Request date: 20150403

Appeal kind category: Invalidation of Extension of Term

Decision date: 20150701

J501 Disposition of invalidation of trial
PJ0501 Disposition of invalidation of trial

Comment text: Request for Amendment

Patent event date: 20010801

Patent event code: PJ05011S01I

Appeal kind category: Invalidation of Extension of Term

Request date: 20150417

Appeal identifier: 2015100002895

Appeal kind category: Invalidation of Extension of Term

Request date: 20150417

Appeal identifier: 2015100002889

J121 Written withdrawal of request for trial
PJ1201 Withdrawal of trial

Patent event code: PJ12011R01D

Patent event date: 20150706

Comment text: Written Withdrawal of Request for Trial

Appeal identifier: 2015100002894

Request date: 20150417

Appeal kind category: Invalidation of Extension of Term

Decision date: 20150706

PJ1201 Withdrawal of trial

Patent event code: PJ12011R01D

Patent event date: 20150707

Comment text: Written Withdrawal of Request for Trial

Appeal identifier: 2015100002104

Request date: 20150403

Appeal kind category: Invalidation of Extension of Term

Decision date: 20150707

J501 Disposition of invalidation of trial
PJ0501 Disposition of invalidation of trial

Comment text: Request for Amendment

Patent event date: 20010801

Patent event code: PJ05011S01I

Appeal kind category: Invalidation of Extension of Term

Request date: 20150417

Appeal identifier: 2015100002884

J121 Written withdrawal of request for trial
PJ1201 Withdrawal of trial

Patent event code: PJ12011R01D

Patent event date: 20151130

Comment text: Written Withdrawal of Request for Trial

Appeal identifier: 2015100002138

Request date: 20150403

Appeal kind category: Invalidation of Extension of Term

Decision date: 20151130

J301 Trial decision

Free format text: TRIAL DECISION FOR INVALIDATION OF EXTENSION OF TERM REQUESTED 20150417

Effective date: 20151204

PJ1301 Trial decision

Patent event code: PJ13011S05D

Patent event date: 20151204

Comment text: Trial Decision on Invalidation (Patent, Utility Model, Industrial Design)

Appeal kind category: Invalidation of Extension of Term

Request date: 20150417

Decision date: 20151204

Appeal identifier: 2015100002896

J2X1 Appeal (before the patent court)

Free format text: INVALIDATION OF EXTENSION OF TERM

PJ2001 Appeal

Patent event date: 20151204

Comment text: Trial Decision on Invalidation (Patent, Utility Model, Industrial Design)

Patent event code: PJ20011S05I

Appeal kind category: Invalidation of Extension of Term

Appeal identifier: 2016200000038

Request date: 20160104

FPAY Annual fee payment

Payment date: 20160419

Year of fee payment: 10

PR1001 Payment of annual fee

Payment date: 20160419

Start annual number: 10

End annual number: 10

FPAY Annual fee payment

Payment date: 20170504

Year of fee payment: 11

PR1001 Payment of annual fee

Payment date: 20170504

Start annual number: 11

End annual number: 11

J122 Written withdrawal of action (patent court)
PJ1202 Withdrawal of action (patent court)

Patent event code: PJ12021R01D

Patent event date: 20170918

Comment text: Written Withdrawal of Action

Decision date: 20170831

Request date: 20160104

Appeal identifier: 2016200000038

Appeal kind category: Invalidation of Extension of Term

FPAY Annual fee payment

Payment date: 20180427

Year of fee payment: 12

PR1001 Payment of annual fee

Payment date: 20180427

Start annual number: 12

End annual number: 12

FPAY Annual fee payment

Payment date: 20190429

Year of fee payment: 13

PR1001 Payment of annual fee

Payment date: 20190429

Start annual number: 13

End annual number: 13

PC1801 Expiration of term

Termination date: 20210317

Termination category: Expiration of duration