OA11078A - Sulfamide-metalloprotease inhibitors - Google Patents

Sulfamide-metalloprotease inhibitors Download PDF

Info

Publication number: OA11078A
Authority: OA; OAPI
Prior art keywords: alkyl; hydrogen; compound according; aryl; aralkyl
Prior art date: 1997-01-23

Application number

OA9900162A

Other languages

English (en)

Inventor

Chris Allen Broka

Jeffrey Allen Campbell

Jian Jeffrey Chen

Arlindo Lucas Castel-Hano

Robert Than Hendricks

Michael Joseph Melnick

Keith Adrian Murray Walker

Original Assignee

Hoffmann La Roche

Agouron Pharma

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.)

1997-01-23

Filing date

1999-07-23

Publication date

2003-03-17

Family has litigation

First worldwide family litigation filed litigation Critical https://patents.darts-ip.com/?family=26713422&utm_source=google_patent&utm_medium=platform_link&utm_campaign=public_patent_search&patent=OA11078(A) "Global patent litigation dataset” by Darts-ip is licensed under a Creative Commons Attribution 4.0 International License.

1999-07-23 Application filed by Hoffmann La Roche, Agouron Pharma filed Critical Hoffmann La Roche

2003-03-17 Publication of OA11078A publication Critical patent/OA11078A/en

Links

239000003475 metalloproteinase inhibitor Substances 0.000 title description 3
150000001875 compounds Chemical class 0.000 claims abstract description 250
238000000034 method Methods 0.000 claims abstract description 41
239000008194 pharmaceutical composition Substances 0.000 claims abstract description 10
-1 heteroaiyl Chemical group 0.000 claims description 817
125000000217 alkyl group Chemical group 0.000 claims description 195
229910052739 hydrogen Inorganic materials 0.000 claims description 195
239000001257 hydrogen Substances 0.000 claims description 195
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 155
125000003118 aryl group Chemical group 0.000 claims description 127
125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 127
125000003710 aryl alkyl group Chemical group 0.000 claims description 124
125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 121
125000001072 heteroaryl group Chemical group 0.000 claims description 101
125000001316 cycloalkyl alkyl group Chemical group 0.000 claims description 91
125000000753 cycloalkyl group Chemical group 0.000 claims description 91
125000004475 heteroaralkyl group Chemical group 0.000 claims description 90
125000001188 haloalkyl group Chemical group 0.000 claims description 66
125000000587 piperidin-1-yl group Chemical group [H]C1([H])N(*)C([H])([H])C([H])([H])C([H])([H])C1([H])[H] 0.000 claims description 60
125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims description 59
229910052757 nitrogen Inorganic materials 0.000 claims description 49
239000000203 mixture Substances 0.000 claims description 45
125000001424 substituent group Chemical group 0.000 claims description 45
125000003342 alkenyl group Chemical group 0.000 claims description 42
125000004404 heteroalkyl group Chemical group 0.000 claims description 42
125000004429 atom Chemical group 0.000 claims description 41
UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 38
125000004433 nitrogen atom Chemical group N* 0.000 claims description 38
125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 38
125000004476 heterocycloamino group Chemical group 0.000 claims description 33
125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 32
125000001255 4-fluorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C([H])=C1F 0.000 claims description 29
125000002252 acyl group Chemical group 0.000 claims description 27
IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 22
239000002253 acid Substances 0.000 claims description 22
125000000623 heterocyclic group Chemical group 0.000 claims description 21
229910052799 carbon Inorganic materials 0.000 claims description 19
208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims description 18
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125000003545 alkoxy group Chemical group 0.000 claims description 9
125000002102 aryl alkyloxo group Chemical group 0.000 claims description 9
125000004104 aryloxy group Chemical group 0.000 claims description 9
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125000000592 heterocycloalkyl group Chemical group 0.000 claims description 9
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239000000651 prodrug Substances 0.000 claims description 9
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125000002947 alkylene group Chemical group 0.000 claims description 8
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150000003839 salts Chemical class 0.000 claims description 7
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125000000094 2-phenylethyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])C([H])([H])* 0.000 claims description 6
206010039073 rheumatoid arthritis Diseases 0.000 claims description 6
125000004066 1-hydroxyethyl group Chemical group [H]OC([H])([*])C([H])([H])[H] 0.000 claims description 5
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208000006545 Chronic Obstructive Pulmonary Disease Diseases 0.000 claims description 5
206010027476 Metastases Diseases 0.000 claims description 5
208000001132 Osteoporosis Diseases 0.000 claims description 5
125000002777 acetyl group Chemical group [H]C([H])([H])C(*)=O 0.000 claims description 5
ZSIQJIWKELUFRJ-UHFFFAOYSA-N azepane Chemical class C1CCCNCC1 ZSIQJIWKELUFRJ-UHFFFAOYSA-N 0.000 claims description 5
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125000005505 thiomorpholino group Chemical group 0.000 claims description 5
125000001622 2-naphthyl group Chemical group [H]C1=C([H])C([H])=C2C([H])=C(*)C([H])=C([H])C2=C1[H] 0.000 claims description 4
206010028980 Neoplasm Diseases 0.000 claims description 4
125000004397 aminosulfonyl group Chemical group NS(=O)(=O)* 0.000 claims description 4
230000033115 angiogenesis Effects 0.000 claims description 4
125000004573 morpholin-4-yl group Chemical group N1(CCOCC1)* 0.000 claims description 4
230000008569 process Effects 0.000 claims description 4
125000004174 2-benzimidazolyl group Chemical group [H]N1C(*)=NC2=C([H])C([H])=C([H])C([H])=C12 0.000 claims description 3
125000004801 4-cyanophenyl group Chemical group [H]C1=C([H])C(C#N)=C([H])C([H])=C1* 0.000 claims description 3
125000000339 4-pyridyl group Chemical group N1=C([H])C([H])=C([*])C([H])=C1[H] 0.000 claims description 3
230000001594 aberrant effect Effects 0.000 claims description 3
125000002485 formyl group Chemical group [H]C(*)=O 0.000 claims description 3
125000004548 quinolin-3-yl group Chemical group N1=CC(=CC2=CC=CC=C12)* 0.000 claims description 3
125000004206 2,2,2-trifluoroethyl group Chemical group [H]C([H])(*)C(F)(F)F 0.000 claims description 2
206010007134 Candida infections Diseases 0.000 claims description 2
125000003917 carbamoyl group Chemical group [H]N([H])C(*)=O 0.000 claims description 2
238000004519 manufacturing process Methods 0.000 claims description 2
125000001570 methylene group Chemical group [H]C([H])([*:1])[*:2] 0.000 claims description 2
150000002431 hydrogen Chemical group 0.000 claims 29
KCRVQMUGCKXEME-MRXNPFEDSA-N (2r)-1-[[4-(4-fluorophenyl)-3,6-dihydro-2h-pyridin-1-yl]sulfonyl]-n-hydroxypiperidine-2-carboxamide Chemical compound ONC(=O)[C@H]1CCCCN1S(=O)(=O)N1CC=C(C=2C=CC(F)=CC=2)CC1 KCRVQMUGCKXEME-MRXNPFEDSA-N 0.000 claims 1
LGARTHUDBLGZMM-OAHLLOKOSA-N (2r)-2-[[4-(4-fluorophenyl)-3,6-dihydro-2h-pyridin-1-yl]sulfonylamino]-3-methylbutanoic acid Chemical compound C1N(S(=O)(=O)N[C@H](C(C)C)C(O)=O)CCC(C=2C=CC(F)=CC=2)=C1 LGARTHUDBLGZMM-OAHLLOKOSA-N 0.000 claims 1
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239000012458 free base Substances 0.000 claims 1
125000001475 halogen functional group Chemical group 0.000 claims 1
SYSQUGFVNFXIIT-UHFFFAOYSA-N n-[4-(1,3-benzoxazol-2-yl)phenyl]-4-nitrobenzenesulfonamide Chemical class C1=CC([N+](=O)[O-])=CC=C1S(=O)(=O)NC1=CC=C(C=2OC3=CC=CC=C3N=2)C=C1 SYSQUGFVNFXIIT-UHFFFAOYSA-N 0.000 claims 1
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239000003112 inhibitor Substances 0.000 abstract description 6
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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
- C07D295/22—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 hetero atoms directly attached to ring nitrogen atoms
- C07D295/26—Sulfur 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
- C07D295/22—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 hetero atoms directly attached to ring nitrogen atoms
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P1/00—Drugs for disorders of the alimentary tract or the digestive system
- A61P1/04—Drugs for disorders of the alimentary tract or the digestive system for ulcers, gastritis or reflux esophagitis, e.g. antacids, inhibitors of acid secretion, mucosal protectants
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P13/00—Drugs for disorders of the urinary system
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P19/00—Drugs for skeletal disorders
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P19/00—Drugs for skeletal disorders
- A61P19/02—Drugs for skeletal disorders for joint disorders, e.g. arthritis, arthrosis
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P19/00—Drugs for skeletal disorders
- A61P19/08—Drugs for skeletal disorders for bone diseases, e.g. rachitism, Paget's disease
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P19/00—Drugs for skeletal disorders
- A61P19/08—Drugs for skeletal disorders for bone diseases, e.g. rachitism, Paget's disease
- A61P19/10—Drugs for skeletal disorders for bone diseases, e.g. rachitism, Paget's disease for osteoporosis
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P29/00—Non-central analgesic, antipyretic or antiinflammatory agents, e.g. antirheumatic agents; Non-steroidal antiinflammatory drugs [NSAID]
- A—HUMAN NECESSITIES
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- A61P35/00—Antineoplastic agents
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
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- 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
- A61P37/00—Drugs for immunological or allergic disorders
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- A—HUMAN NECESSITIES
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- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P7/00—Drugs for disorders of the blood or the extracellular fluid
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P7/00—Drugs for disorders of the blood or the extracellular fluid
- A61P7/02—Antithrombotic agents; Anticoagulants; Platelet aggregation inhibitors
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P9/00—Drugs for disorders of the cardiovascular system
- A61P9/10—Drugs for disorders of the cardiovascular system for treating ischaemic or atherosclerotic diseases, e.g. antianginal drugs, coronary vasodilators, drugs for myocardial infarction, retinopathy, cerebrovascula insufficiency, renal arteriosclerosis
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C307/00—Amides of sulfuric acids, i.e. compounds having singly-bound oxygen atoms of sulfate groups replaced by nitrogen atoms, not being part of nitro or nitroso groups
- C07C307/04—Diamides of sulfuric acids
- C07C307/06—Diamides of sulfuric acids having nitrogen atoms of the sulfamide groups bound to acyclic carbon atoms
- 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
- 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
- C07D213/74—Amino or imino radicals substituted by hydrocarbon or substituted hydrocarbon radicals
- 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
- C07D401/12—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
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P20/00—Technologies relating to chemical industry
- Y02P20/50—Improvements relating to the production of bulk chemicals
- Y02P20/55—Design of synthesis routes, e.g. reducing the use of auxiliary or protecting groups

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Health & Medical Sciences (AREA)
Organic Chemistry (AREA)
Chemical & Material Sciences (AREA)
Chemical Kinetics & Catalysis (AREA)
Veterinary Medicine (AREA)
Public Health (AREA)
General Chemical & Material Sciences (AREA)
Medicinal Chemistry (AREA)
Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
Pharmacology & Pharmacy (AREA)
Life Sciences & Earth Sciences (AREA)
Animal Behavior & Ethology (AREA)
General Health & Medical Sciences (AREA)
Bioinformatics & Cheminformatics (AREA)
Engineering & Computer Science (AREA)
Physical Education & Sports Medicine (AREA)
Rheumatology (AREA)
Immunology (AREA)
Orthopedic Medicine & Surgery (AREA)
Urology & Nephrology (AREA)
Diabetes (AREA)
Hematology (AREA)
Oncology (AREA)
Transplantation (AREA)
Pain & Pain Management (AREA)
Heart & Thoracic Surgery (AREA)
Cardiology (AREA)
Vascular Medicine (AREA)
Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Plural Heterocyclic Compounds (AREA)
Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
Hydrogenated Pyridines (AREA)
Pyrane Compounds (AREA)
Detergent Compositions (AREA)

OA9900162A 1997-01-23 1999-07-23 Sulfamide-metalloprotease inhibitors OA11078A (en)

Applications Claiming Priority (2)

Application Number	Priority Date	Filing Date	Title
US3671497P	1997-01-23	1997-01-23
US6220997P	1997-10-16	1997-10-16

Publications (1)

Publication Number	Publication Date
OA11078A true OA11078A (en)	2003-03-17

Family

ID=26713422

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
OA9900162A OA11078A (en)	1997-01-23	1999-07-23	Sulfamide-metalloprotease inhibitors

Country Status (35)

Country	Link
EP (1)	EP0958287B2 (id)
JP (1)	JP3563411B2 (id)
KR (1)	KR100377696B1 (id)
CN (1)	CN1093125C (id)
AR (1)	AR011425A1 (id)
AT (1)	ATE223909T1 (id)
AU (1)	AU730127B2 (id)
BG (1)	BG103586A (id)
BR (1)	BR9807508A (id)
CA (1)	CA2278694C (id)
DE (2)	DE69807845T2 (id)
DK (1)	DK0958287T3 (id)
EA (1)	EA002810B1 (id)
ES (2)	ES2183331T3 (id)
FR (1)	FR2758559A1 (id)
GB (1)	GB2321641B (id)
HR (1)	HRP980036A2 (id)
HU (1)	HUP0000941A3 (id)
ID (1)	ID22849A (id)
IL (1)	IL130802A0 (id)
IS (1)	IS5125A (id)
IT (1)	IT1298163B1 (id)
MA (1)	MA26467A1 (id)
NO (1)	NO313635B1 (id)
NZ (1)	NZ336625A (id)
OA (1)	OA11078A (id)
PA (1)	PA8445301A1 (id)
PE (1)	PE57399A1 (id)
PL (1)	PL334846A1 (id)
PT (1)	PT958287E (id)
TN (1)	TNSN98012A1 (id)
TR (1)	TR199901765T2 (id)
UY (1)	UY24854A1 (id)
WO (1)	WO1998032748A1 (id)
YU (1)	YU34599A (id)

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MXPA02008111A (es)	2000-02-21	2002-11-29	Astrazeneca Ab	N-hidroxiformamidas substituidas con piperidina y piperazina como inhibidores de metaloproteinasas.
AU2001232113A1 (en) *	2000-02-21	2001-09-03	Astrazeneca Ab	Arylpiperazines and their use as metalloproteinase inhibiting agents (mmp)
US6495358B1 (en) *	2000-04-19	2002-12-17	Wichita State University	Sulfamide and bis-sulfamide amino acid derivatives as inhibitors of proteolytic enzymes
US6897237B2 (en)	2000-04-28	2005-05-24	Shionogi & Co. Ltd.	MMP-12 inhibitors
US6492171B2 (en)	2000-05-16	2002-12-10	Isis Pharmaceuticals, Inc.	Antisense modulation of TERT expression
US6331399B1 (en)	2000-05-16	2001-12-18	Isis Pharmaceuticals, Inc.	Antisense inhibition of tert expression
GB0119474D0 (en)	2001-08-09	2001-10-03	Astrazeneca Ab	Compounds
WO2003035610A1 (en) *	2001-10-26	2003-05-01	Shionogi & Co., Ltd.	Sulfonamide derivative having mmp inhibitory activity
PE20030701A1 (es)	2001-12-20	2003-08-21	Schering Corp	Compuestos para el tratamiento de trastornos inflamatorios
BR0308908A (pt) *	2002-04-03	2005-01-04	Topotarget Uk Ltd	Composto, composição, uso de um composto, e, métodos para inibir a hdac em uma célula, para o tratamento de uma condição mediada pela hdac, de um condição proliferativa, de câncer e de psorìase
MY140680A (en)	2002-05-20	2010-01-15	Bristol Myers Squibb Co	Hepatitis c virus inhibitors
CA2485346C (en)	2002-06-12	2013-05-28	Exelixis, Inc.	Human adam-10 inhibitors
EP1493445A1 (en) *	2003-07-04	2005-01-05	Max-Planck-Gesellschaft zur Förderung der Wissenschaften e.V.	Inhibition of stress-induced ligand-dependent EGFR activation
DE10344936A1 (de) *	2003-09-27	2005-04-21	Aventis Pharma Gmbh	Bicyclische Iminosäurederivate als Inhibitoren von Matrix-Metalloproteinasen
CN1997370B (zh)	2004-05-19	2011-06-01	索尔瓦药物有限公司	N-氨磺酰-n＇-芳基哌嗪类化合物在制备用于预防或治疗肥胖和相关疾病的药物中的用途
EP1799667B1 (en) *	2004-09-20	2013-03-20	Xenon Pharmaceuticals Inc.	Heterocyclic derivatives and their use as therapeutic agents
DE102004060229A1 (de)	2004-12-15	2006-06-29	Sanofi-Aventis Deutschland Gmbh	Neue zyklische Harnstoffe als Inhibitoren von Metallproteasen
JPWO2007102392A1 (ja)	2006-03-03	2009-07-23	塩野義製薬株式会社	Ｍｍｐ−１３選択的阻害剤
JPWO2008053913A1 (ja) *	2006-11-02	2010-02-25	塩野義製薬株式会社	Ｍｍｐ−１３を選択的に阻害するスルホニルウレア誘導体
WO2008147764A1 (en) *	2007-05-23	2008-12-04	Array Biopharma, Inc.	Mmp inhibitors and methods of use thereof
BRPI0818408B1 (pt) *	2007-10-12	2024-01-09	Basf Se	Processos para preparar diamidas sulfúricas e ingredientes herbicidas ativos
FR2947268B1 (fr)	2009-06-30	2011-08-26	Galderma Res & Dev	Nouveaux composes benzene-sulfonamides, leur procede de synthese et leur utilisation en medecine ainsi qu'en cosmetique
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1998
- 1998-01-14 IL IL13080298A patent/IL130802A0/xx unknown
- 1998-01-14 PL PL98334846A patent/PL334846A1/xx unknown
- 1998-01-14 BR BR9807508A patent/BR9807508A/pt not_active Application Discontinuation
- 1998-01-14 CN CN98803233A patent/CN1093125C/zh not_active Expired - Fee Related
- 1998-01-14 JP JP53153798A patent/JP3563411B2/ja not_active Expired - Fee Related
- 1998-01-14 WO PCT/EP1998/000180 patent/WO1998032748A1/en not_active Ceased
- 1998-01-14 PT PT98907943T patent/PT958287E/pt unknown
- 1998-01-14 ES ES98907943T patent/ES2183331T3/es not_active Expired - Lifetime
- 1998-01-14 NZ NZ336625A patent/NZ336625A/en unknown
- 1998-01-14 KR KR10-1999-7006632A patent/KR100377696B1/ko not_active Expired - Fee Related
- 1998-01-14 HU HU0000941A patent/HUP0000941A3/hu unknown
- 1998-01-14 TR TR1999/01765T patent/TR199901765T2/xx unknown
- 1998-01-14 EP EP98907943A patent/EP0958287B2/en not_active Expired - Lifetime
- 1998-01-14 YU YU34599A patent/YU34599A/sh unknown
- 1998-01-14 CA CA002278694A patent/CA2278694C/en not_active Expired - Fee Related
- 1998-01-14 DE DE69807845T patent/DE69807845T2/de not_active Expired - Lifetime
- 1998-01-14 EA EA199900643A patent/EA002810B1/ru not_active IP Right Cessation
- 1998-01-14 AT AT98907943T patent/ATE223909T1/de not_active IP Right Cessation
- 1998-01-14 AU AU66140/98A patent/AU730127B2/en not_active Ceased
- 1998-01-14 ID IDW990716A patent/ID22849A/id unknown
- 1998-01-14 DK DK98907943T patent/DK0958287T3/da active
- 1998-01-20 PE PE1998000043A patent/PE57399A1/es not_active Application Discontinuation
- 1998-01-20 AR ARP980100227A patent/AR011425A1/es active IP Right Grant
- 1998-01-20 IT IT98MI000091A patent/IT1298163B1/it active IP Right Grant
- 1998-01-21 PA PA19988445301A patent/PA8445301A1/es unknown
- 1998-01-21 FR FR9800601A patent/FR2758559A1/fr not_active Withdrawn
- 1998-01-21 MA MA24932A patent/MA26467A1/fr unknown
- 1998-01-22 TN TNTNSN98012A patent/TNSN98012A1/fr unknown
- 1998-01-22 UY UY24854A patent/UY24854A1/es not_active IP Right Cessation
- 1998-01-22 DE DE19802350A patent/DE19802350A1/de not_active Withdrawn
- 1998-01-22 GB GB9801393A patent/GB2321641B/en not_active Expired - Fee Related
- 1998-01-22 ES ES009800113A patent/ES2136037B1/es not_active Expired - Fee Related
- 1998-01-23 HR HR60/062,209A patent/HRP980036A2/hr not_active Application Discontinuation
1999
- 1999-07-19 BG BG103586A patent/BG103586A/bg unknown
- 1999-07-22 IS IS5125A patent/IS5125A/is unknown
- 1999-07-22 NO NO19993587A patent/NO313635B1/no not_active IP Right Cessation
- 1999-07-23 OA OA9900162A patent/OA11078A/en unknown

Also Published As

Publication number	Publication date
NO993587L (no)	1999-09-22
EP0958287B1 (en)	2002-09-11
KR20000070398A (ko)	2000-11-25
CA2278694C (en)	2006-09-26
PA8445301A1 (es)	2001-07-31
ES2136037B1 (es)	2000-11-16
ES2136037A1 (es)	1999-11-01
ITMI980091A1 (it)	1999-07-20
EA002810B1 (ru)	2002-10-31
PL334846A1 (en)	2000-03-27
HUP0000941A2 (hu)	2001-04-28
UY24854A1 (es)	2000-12-29
TNSN98012A1 (fr)	2005-03-15
KR100377696B1 (ko)	2003-03-29
HRP980036A2 (en)	1998-12-31
ATE223909T1 (de)	2002-09-15
PE57399A1 (es)	1999-06-25
CA2278694A1 (en)	1998-07-30
JP3563411B2 (ja)	2004-09-08
AU730127B2 (en)	2001-02-22
NO313635B1 (no)	2002-11-04
YU34599A (sh)	2002-03-18
GB2321641B (en)	2001-04-04
MA26467A1 (fr)	2004-12-20
DE69807845D1 (de)	2002-10-17
PT958287E (pt)	2002-12-31
AR011425A1 (es)	2000-08-16
GB2321641A (en)	1998-08-05
GB9801393D0 (en)	1998-03-18
HUP0000941A3 (en)	2002-06-28
BG103586A (bg)	2000-03-31
FR2758559A1 (fr)	1998-07-24
ES2183331T3 (es)	2003-03-16
CN1093125C (zh)	2002-10-23
AU6614098A (en)	1998-08-18
NZ336625A (en)	2001-04-27
IL130802A0 (en)	2001-01-28
IT1298163B1 (it)	1999-12-20
JP2001523222A (ja)	2001-11-20
NO993587D0 (no)	1999-07-22
DE69807845T2 (de)	2003-06-05
BR9807508A (pt)	2000-03-21
ID22849A (id)	1999-12-09
TR199901765T2 (xx)	1999-10-21
DE19802350A1 (de)	1998-07-30
DK0958287T3 (da)	2003-01-20
EP0958287A1 (en)	1999-11-24
CN1250445A (zh)	2000-04-12
IS5125A (is)	1999-07-22
EP0958287B2 (en)	2008-04-09
EA199900643A1 (ru)	2000-04-24
WO1998032748A1 (en)	1998-07-30

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