JP2009534421A5 - - Google Patents
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- Publication number
- JP2009534421A5 JP2009534421A5 JP2009506795A JP2009506795A JP2009534421A5 JP 2009534421 A5 JP2009534421 A5 JP 2009534421A5 JP 2009506795 A JP2009506795 A JP 2009506795A JP 2009506795 A JP2009506795 A JP 2009506795A JP 2009534421 A5 JP2009534421 A5 JP 2009534421A5
- Authority
- JP
- Japan
- Prior art keywords
- chloro
- phenyl
- urea
- hydroxy
- piperidinylsulfonyl
- 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.)
- Granted
Links
- 150000001875 compounds Chemical class 0.000 claims 29
- -1 phenyloxy Chemical group 0.000 claims 14
- NGYNBSHYFOFVLS-LBPRGKRZSA-N 1-[4-chloro-2-hydroxy-3-[(3s)-piperidin-3-yl]sulfonylphenyl]-3-(3-fluoro-2-methylphenyl)urea Chemical compound CC1=C(F)C=CC=C1NC(=O)NC1=CC=C(Cl)C(S(=O)(=O)[C@@H]2CNCCC2)=C1O NGYNBSHYFOFVLS-LBPRGKRZSA-N 0.000 claims 8
- 201000010099 disease Diseases 0.000 claims 8
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims 8
- 102000019034 Chemokines Human genes 0.000 claims 7
- 108010012236 Chemokines Proteins 0.000 claims 7
- 238000000034 method Methods 0.000 claims 7
- 150000003839 salts Chemical class 0.000 claims 7
- 241000124008 Mammalia Species 0.000 claims 6
- 208000006545 Chronic Obstructive Pulmonary Disease Diseases 0.000 claims 5
- 125000000217 alkyl group Chemical group 0.000 claims 5
- 239000003814 drug Substances 0.000 claims 5
- 229910052736 halogen Inorganic materials 0.000 claims 5
- 230000001404 mediated effect Effects 0.000 claims 5
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 5
- ZVDORRYGKFXKJT-JTQLQIEISA-N 1-(2-chloro-3-fluorophenyl)-3-[4-chloro-2-hydroxy-3-[(3s)-piperidin-3-yl]sulfonylphenyl]urea Chemical compound C1=CC(Cl)=C(S(=O)(=O)[C@@H]2CNCCC2)C(O)=C1NC(=O)NC1=CC=CC(F)=C1Cl ZVDORRYGKFXKJT-JTQLQIEISA-N 0.000 claims 4
- PKYWPWXABSTTKQ-JTQLQIEISA-N 1-[4-chloro-2-hydroxy-3-[(3s)-piperidin-3-yl]sulfonylphenyl]-3-(2-chloropyridin-3-yl)urea Chemical compound C1=CC(Cl)=C(S(=O)(=O)[C@@H]2CNCCC2)C(O)=C1NC(=O)NC1=CC=CN=C1Cl PKYWPWXABSTTKQ-JTQLQIEISA-N 0.000 claims 4
- 206010001052 Acute respiratory distress syndrome Diseases 0.000 claims 4
- 208000013616 Respiratory Distress Syndrome Diseases 0.000 claims 4
- 208000011341 adult acute respiratory distress syndrome Diseases 0.000 claims 4
- 201000000028 adult respiratory distress syndrome Diseases 0.000 claims 4
- 208000006673 asthma Diseases 0.000 claims 4
- ZVDORRYGKFXKJT-UHFFFAOYSA-N 1-(2-chloro-3-fluorophenyl)-3-(4-chloro-2-hydroxy-3-piperidin-3-ylsulfonylphenyl)urea Chemical compound C1=CC(Cl)=C(S(=O)(=O)C2CNCCC2)C(O)=C1NC(=O)NC1=CC=CC(F)=C1Cl ZVDORRYGKFXKJT-UHFFFAOYSA-N 0.000 claims 3
- YRHNFBLNHYMPER-UHFFFAOYSA-N 1-(4-chloro-2-hydroxy-3-piperidin-3-ylsulfonylphenyl)-3-(2,3-dichlorophenyl)urea Chemical compound C1=CC(Cl)=C(S(=O)(=O)C2CNCCC2)C(O)=C1NC(=O)NC1=CC=CC(Cl)=C1Cl YRHNFBLNHYMPER-UHFFFAOYSA-N 0.000 claims 3
- 206010040070 Septic Shock Diseases 0.000 claims 3
- 150000002367 halogens Chemical class 0.000 claims 3
- 125000000623 heterocyclic group Chemical group 0.000 claims 3
- 238000004519 manufacturing process Methods 0.000 claims 3
- 125000001424 substituent group Chemical group 0.000 claims 3
- 229940124597 therapeutic agent Drugs 0.000 claims 3
- MUYNMIWSABCFMR-UHFFFAOYSA-N 1-(2-chloro-3-fluorophenyl)-3-(4-chloro-2-hydroxy-3-piperidin-4-ylsulfonylphenyl)urea Chemical compound C1=CC(Cl)=C(S(=O)(=O)C2CCNCC2)C(O)=C1NC(=O)NC1=CC=CC(F)=C1Cl MUYNMIWSABCFMR-UHFFFAOYSA-N 0.000 claims 2
- CRHQLGHPEWNKIT-SECBINFHSA-N 1-(2-chloro-3-fluorophenyl)-3-[4-chloro-2-hydroxy-3-[(3r)-pyrrolidin-3-yl]sulfonylphenyl]urea Chemical compound C1=CC(Cl)=C(S(=O)(=O)[C@H]2CNCC2)C(O)=C1NC(=O)NC1=CC=CC(F)=C1Cl CRHQLGHPEWNKIT-SECBINFHSA-N 0.000 claims 2
- CRHQLGHPEWNKIT-VIFPVBQESA-N 1-(2-chloro-3-fluorophenyl)-3-[4-chloro-2-hydroxy-3-[(3s)-pyrrolidin-3-yl]sulfonylphenyl]urea Chemical compound C1=CC(Cl)=C(S(=O)(=O)[C@@H]2CNCC2)C(O)=C1NC(=O)NC1=CC=CC(F)=C1Cl CRHQLGHPEWNKIT-VIFPVBQESA-N 0.000 claims 2
- PKYWPWXABSTTKQ-UHFFFAOYSA-N 1-(4-chloro-2-hydroxy-3-piperidin-3-ylsulfonylphenyl)-3-(2-chloropyridin-3-yl)urea Chemical compound C1=CC(Cl)=C(S(=O)(=O)C2CNCCC2)C(O)=C1NC(=O)NC1=CC=CN=C1Cl PKYWPWXABSTTKQ-UHFFFAOYSA-N 0.000 claims 2
- VSFXNIKJSPGYDK-UHFFFAOYSA-N 1-(4-chloro-2-hydroxy-3-piperidin-4-ylsulfonylphenyl)-3-(2-phenoxyphenyl)urea Chemical compound C1=CC(Cl)=C(S(=O)(=O)C2CCNCC2)C(O)=C1NC(=O)NC1=CC=CC=C1OC1=CC=CC=C1 VSFXNIKJSPGYDK-UHFFFAOYSA-N 0.000 claims 2
- OCOZZPSPYJQSBG-UHFFFAOYSA-N 1-(4-chloro-2-hydroxy-3-piperidin-4-ylsulfonylphenyl)-3-(3-fluoro-2-methylphenyl)urea Chemical compound CC1=C(F)C=CC=C1NC(=O)NC1=CC=C(Cl)C(S(=O)(=O)C2CCNCC2)=C1O OCOZZPSPYJQSBG-UHFFFAOYSA-N 0.000 claims 2
- RPNXJDDPJUHEGW-MRXNPFEDSA-N 1-[4-chloro-2-hydroxy-3-[(3r)-pyrrolidin-3-yl]sulfonylphenyl]-3-(2-phenoxyphenyl)urea Chemical compound C1=CC(Cl)=C(S(=O)(=O)[C@H]2CNCC2)C(O)=C1NC(=O)NC1=CC=CC=C1OC1=CC=CC=C1 RPNXJDDPJUHEGW-MRXNPFEDSA-N 0.000 claims 2
- RZKGHMMYGWXTOP-VIFPVBQESA-N 1-[4-chloro-2-hydroxy-3-[(3s)-pyrrolidin-3-yl]sulfonylphenyl]-3-(2-chloropyridin-3-yl)urea Chemical compound C1=CC(Cl)=C(S(=O)(=O)[C@@H]2CNCC2)C(O)=C1NC(=O)NC1=CC=CN=C1Cl RZKGHMMYGWXTOP-VIFPVBQESA-N 0.000 claims 2
- FCPRZCUSHXUJGN-NSHDSACASA-N 1-[4-chloro-2-hydroxy-3-[(3s)-pyrrolidin-3-yl]sulfonylphenyl]-3-(3-fluoro-2-methylphenyl)urea Chemical compound CC1=C(F)C=CC=C1NC(=O)NC1=CC=C(Cl)C(S(=O)(=O)[C@@H]2CNCC2)=C1O FCPRZCUSHXUJGN-NSHDSACASA-N 0.000 claims 2
- CDAWCLOXVUBKRW-UHFFFAOYSA-N 2-aminophenol Chemical class NC1=CC=CC=C1O CDAWCLOXVUBKRW-UHFFFAOYSA-N 0.000 claims 2
- BDQXHNOVHSZTRA-UHFFFAOYSA-N 4-[6-chloro-2-hydroxy-3-[(2-phenoxyphenyl)carbamoylamino]phenyl]sulfonylpiperidine-1-carboxylic acid Chemical compound C1CN(CCC1S(=O)(=O)C2=C(C=CC(=C2O)NC(=O)NC3=CC=CC=C3OC4=CC=CC=C4)Cl)C(=O)O BDQXHNOVHSZTRA-UHFFFAOYSA-N 0.000 claims 2
- NFAUHWLPKVMZBA-UHFFFAOYSA-N 4-[6-chloro-3-[(3-fluoro-2-methylphenyl)carbamoylamino]-2-hydroxyphenyl]sulfonylpiperidine-1-carboxylic acid Chemical compound CC1=C(C=CC=C1F)NC(=O)NC2=C(C(=C(C=C2)Cl)S(=O)(=O)C3CCN(CC3)C(=O)O)O NFAUHWLPKVMZBA-UHFFFAOYSA-N 0.000 claims 2
- AEAVECDTPGODQD-UHFFFAOYSA-N C1CN(C(=O)O)CCC1S(=O)(=O)C1=C(Cl)C=CC(NC(=O)NC=2C(=C(F)C=CC=2)Cl)=C1O Chemical compound C1CN(C(=O)O)CCC1S(=O)(=O)C1=C(Cl)C=CC(NC(=O)NC=2C(=C(F)C=CC=2)Cl)=C1O AEAVECDTPGODQD-UHFFFAOYSA-N 0.000 claims 2
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 claims 2
- 102000012740 beta Adrenergic Receptors Human genes 0.000 claims 2
- 108010079452 beta Adrenergic Receptors Proteins 0.000 claims 2
- 239000004202 carbamide Substances 0.000 claims 2
- 239000003085 diluting agent Substances 0.000 claims 2
- 239000003937 drug carrier Substances 0.000 claims 2
- 125000005843 halogen group Chemical group 0.000 claims 2
- 125000001072 heteroaryl group Chemical group 0.000 claims 2
- 239000012948 isocyanate Substances 0.000 claims 2
- 150000002513 isocyanates Chemical class 0.000 claims 2
- 239000008194 pharmaceutical composition Substances 0.000 claims 2
- 125000006239 protecting group Chemical group 0.000 claims 2
- 125000000719 pyrrolidinyl group Chemical group 0.000 claims 2
- 150000003457 sulfones Chemical class 0.000 claims 2
- 125000006273 (C1-C3) alkyl group Chemical group 0.000 claims 1
- 125000005913 (C3-C6) cycloalkyl group Chemical group 0.000 claims 1
- JPXNTZIAFODILH-UHFFFAOYSA-N 1-(2-chloro-3-fluorophenyl)-3-[4-chloro-2-hydroxy-3-(pyrrolidin-3-ylmethylsulfonyl)phenyl]urea Chemical compound C1=CC(Cl)=C(S(=O)(=O)CC2CNCC2)C(O)=C1NC(=O)NC1=CC=CC(F)=C1Cl JPXNTZIAFODILH-UHFFFAOYSA-N 0.000 claims 1
- MKXPBYCTEVMLQI-UHFFFAOYSA-N 1-(4-chloro-2-hydroxy-3-piperidin-3-ylsulfonylphenyl)-3-(2-ethylphenyl)urea Chemical compound CCC1=CC=CC=C1NC(=O)NC1=CC=C(Cl)C(S(=O)(=O)C2CNCCC2)=C1O MKXPBYCTEVMLQI-UHFFFAOYSA-N 0.000 claims 1
- OHCFLELUXQCVDQ-UHFFFAOYSA-N 1-(4-chloro-2-hydroxy-3-piperidin-3-ylsulfonylphenyl)-3-[2-(trifluoromethoxy)phenyl]urea Chemical compound C1=CC(Cl)=C(S(=O)(=O)C2CNCCC2)C(O)=C1NC(=O)NC1=CC=CC=C1OC(F)(F)F OHCFLELUXQCVDQ-UHFFFAOYSA-N 0.000 claims 1
- QBBZZDIQIBBIPR-UHFFFAOYSA-N 1-(4-chloro-2-hydroxy-3-piperidin-4-ylsulfonylphenyl)-3-(2,2-difluoro-1,3-benzodioxol-4-yl)urea Chemical compound OC1=C(NC(=O)NC=2C=3OC(F)(F)OC=3C=CC=2)C=CC(Cl)=C1S(=O)(=O)C1CCNCC1 QBBZZDIQIBBIPR-UHFFFAOYSA-N 0.000 claims 1
- AXDQQCQGTFACRR-UHFFFAOYSA-N 1-(4-chloro-2-hydroxy-3-piperidin-4-ylsulfonylphenyl)-3-(2-chloropyridin-3-yl)urea Chemical compound C1=CC(Cl)=C(S(=O)(=O)C2CCNCC2)C(O)=C1NC(=O)NC1=CC=CN=C1Cl AXDQQCQGTFACRR-UHFFFAOYSA-N 0.000 claims 1
- KEIVOVSJTKSMSG-UHFFFAOYSA-N 1-(4-chloro-2-hydroxy-3-piperidin-4-ylsulfonylphenyl)-3-(2-ethylphenyl)urea Chemical compound CCC1=CC=CC=C1NC(=O)NC1=CC=C(Cl)C(S(=O)(=O)C2CCNCC2)=C1O KEIVOVSJTKSMSG-UHFFFAOYSA-N 0.000 claims 1
- UDEAWUIUSZJSEN-UHFFFAOYSA-N 1-(4-chloro-2-hydroxy-3-piperidin-4-ylsulfonylphenyl)-3-[2-(trifluoromethoxy)phenyl]urea Chemical compound C1=CC(Cl)=C(S(=O)(=O)C2CCNCC2)C(O)=C1NC(=O)NC1=CC=CC=C1OC(F)(F)F UDEAWUIUSZJSEN-UHFFFAOYSA-N 0.000 claims 1
- YQTOITXLXNUIOQ-UHFFFAOYSA-N 1-[4-chloro-2-hydroxy-3-(pyrrolidin-3-ylmethylsulfonyl)phenyl]-3-(3-fluoro-2-methylphenyl)urea Chemical compound CC1=C(F)C=CC=C1NC(=O)NC1=CC=C(Cl)C(S(=O)(=O)CC2CNCC2)=C1O YQTOITXLXNUIOQ-UHFFFAOYSA-N 0.000 claims 1
- UCTMKTXPZVSONA-UHFFFAOYSA-N 1-[4-chloro-2-hydroxy-3-(pyrrolidin-3-ylmethylsulfonyl)phenyl]-3-[2-(trifluoromethoxy)phenyl]urea Chemical compound C1=CC(Cl)=C(S(=O)(=O)CC2CNCC2)C(O)=C1NC(=O)NC1=CC=CC=C1OC(F)(F)F UCTMKTXPZVSONA-UHFFFAOYSA-N 0.000 claims 1
- APBXDCDLFXRMCV-SECBINFHSA-N 1-[4-chloro-2-hydroxy-3-[(3r)-pyrrolidin-3-yl]sulfonylphenyl]-3-(2,2-difluoro-1,3-benzodioxol-4-yl)urea Chemical compound OC1=C(NC(=O)NC=2C=3OC(F)(F)OC=3C=CC=2)C=CC(Cl)=C1S(=O)(=O)[C@@H]1CCNC1 APBXDCDLFXRMCV-SECBINFHSA-N 0.000 claims 1
- NDGUODLRLFWGSS-CYBMUJFWSA-N 1-[4-chloro-2-hydroxy-3-[(3r)-pyrrolidin-3-yl]sulfonylphenyl]-3-(2-ethylphenyl)urea Chemical compound CCC1=CC=CC=C1NC(=O)NC1=CC=C(Cl)C(S(=O)(=O)[C@H]2CNCC2)=C1O NDGUODLRLFWGSS-CYBMUJFWSA-N 0.000 claims 1
- LMEJQAHYEIEWGL-SNVBAGLBSA-N 1-[4-chloro-2-hydroxy-3-[(3r)-pyrrolidin-3-yl]sulfonylphenyl]-3-[2-(trifluoromethoxy)phenyl]urea Chemical compound C1=CC(Cl)=C(S(=O)(=O)[C@H]2CNCC2)C(O)=C1NC(=O)NC1=CC=CC=C1OC(F)(F)F LMEJQAHYEIEWGL-SNVBAGLBSA-N 0.000 claims 1
- 208000024827 Alzheimer disease Diseases 0.000 claims 1
- 201000001320 Atherosclerosis Diseases 0.000 claims 1
- 108010061300 CXCR3 Receptors Proteins 0.000 claims 1
- 102000011963 CXCR3 Receptors Human genes 0.000 claims 1
- 206010009900 Colitis ulcerative Diseases 0.000 claims 1
- 208000011231 Crohn disease Diseases 0.000 claims 1
- 206010012438 Dermatitis atopic Diseases 0.000 claims 1
- 241000709661 Enterovirus Species 0.000 claims 1
- 206010018364 Glomerulonephritis Diseases 0.000 claims 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical group Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims 1
- 208000022559 Inflammatory bowel disease Diseases 0.000 claims 1
- NLHPNBSFRJFMCY-UHFFFAOYSA-N N1(CC=C1)S(=O)(=O)C=1C(=C(C=CC1Cl)NC(=O)NC1=C(C(=CC=C1)F)C)O Chemical compound N1(CC=C1)S(=O)(=O)C=1C(=C(C=CC1Cl)NC(=O)NC1=C(C(=CC=C1)F)C)O NLHPNBSFRJFMCY-UHFFFAOYSA-N 0.000 claims 1
- SKCWTVMBOUYHNQ-UHFFFAOYSA-N N1(CC=C1)S(=O)(=O)C=1C(=C(C=CC1Cl)NC(=O)NC1=C(C(=CC=C1)F)Cl)O Chemical compound N1(CC=C1)S(=O)(=O)C=1C(=C(C=CC1Cl)NC(=O)NC1=C(C(=CC=C1)F)Cl)O SKCWTVMBOUYHNQ-UHFFFAOYSA-N 0.000 claims 1
- AAHMLGDJQQXCOL-UHFFFAOYSA-N N1(CC=C1)S(=O)(=O)C=1C(=C(C=CC1Cl)NC(=O)NC=1C(=NC=CC1)Cl)O Chemical compound N1(CC=C1)S(=O)(=O)C=1C(=C(C=CC1Cl)NC(=O)NC=1C(=NC=CC1)Cl)O AAHMLGDJQQXCOL-UHFFFAOYSA-N 0.000 claims 1
- 208000001132 Osteoporosis Diseases 0.000 claims 1
- 201000004681 Psoriasis Diseases 0.000 claims 1
- 206010063837 Reperfusion injury Diseases 0.000 claims 1
- 206010040047 Sepsis Diseases 0.000 claims 1
- 208000006011 Stroke Diseases 0.000 claims 1
- UCKMPCXJQFINFW-UHFFFAOYSA-N Sulphide Chemical compound [S-2] UCKMPCXJQFINFW-UHFFFAOYSA-N 0.000 claims 1
- 208000007536 Thrombosis Diseases 0.000 claims 1
- 206010044248 Toxic shock syndrome Diseases 0.000 claims 1
- 231100000650 Toxic shock syndrome Toxicity 0.000 claims 1
- 201000006704 Ulcerative Colitis Diseases 0.000 claims 1
- 239000002253 acid Substances 0.000 claims 1
- 125000003545 alkoxy group Chemical group 0.000 claims 1
- 201000008937 atopic dermatitis Diseases 0.000 claims 1
- 125000002393 azetidinyl group Chemical group 0.000 claims 1
- 125000000051 benzyloxy group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])O* 0.000 claims 1
- 230000015572 biosynthetic process Effects 0.000 claims 1
- 210000004204 blood vessel Anatomy 0.000 claims 1
- 239000003067 chemokine receptor CCR5 antagonist Substances 0.000 claims 1
- 125000004093 cyano group Chemical group *C#N 0.000 claims 1
- 125000004122 cyclic group Chemical group 0.000 claims 1
- 239000012467 final product Substances 0.000 claims 1
- 208000007565 gingivitis Diseases 0.000 claims 1
- 208000024908 graft versus host disease Diseases 0.000 claims 1
- 210000003958 hematopoietic stem cell Anatomy 0.000 claims 1
- 230000003301 hydrolyzing effect Effects 0.000 claims 1
- 210000003734 kidney Anatomy 0.000 claims 1
- 201000004792 malaria Diseases 0.000 claims 1
- 201000008482 osteoarthritis Diseases 0.000 claims 1
- 230000001590 oxidative effect Effects 0.000 claims 1
- 125000003386 piperidinyl group Chemical group 0.000 claims 1
- 239000002243 precursor Substances 0.000 claims 1
- 125000004076 pyridyl group Chemical group 0.000 claims 1
- 239000002464 receptor antagonist Substances 0.000 claims 1
- 229940044551 receptor antagonist Drugs 0.000 claims 1
- 208000037803 restenosis Diseases 0.000 claims 1
- 206010039073 rheumatoid arthritis Diseases 0.000 claims 1
- 230000036303 septic shock Effects 0.000 claims 1
- 208000013223 septicemia Diseases 0.000 claims 1
- 125000000472 sulfonyl group Chemical group *S(*)(=O)=O 0.000 claims 1
- 230000003612 virological effect Effects 0.000 claims 1
- 0 *c(c(S(*)(=O)=O)c1O)ccc1N Chemical compound *c(c(S(*)(=O)=O)c1O)ccc1N 0.000 description 1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US79388106P | 2006-04-21 | 2006-04-21 | |
| US60/793,881 | 2006-04-21 | ||
| PCT/US2007/067091 WO2007124424A2 (en) | 2006-04-21 | 2007-04-20 | Il-8 receptor antagonists |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2009534421A JP2009534421A (ja) | 2009-09-24 |
| JP2009534421A5 true JP2009534421A5 (https=) | 2010-06-17 |
| JP5269763B2 JP5269763B2 (ja) | 2013-08-21 |
Family
ID=38625766
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2009506795A Expired - Fee Related JP5269763B2 (ja) | 2006-04-21 | 2007-04-20 | Ｉｌ−８受容体アンタゴニスト |
Country Status (31)
| Country | Link |
|---|---|
| US (4) | US20090093451A1 (https=) |
| EP (1) | EP2009992B1 (https=) |
| JP (1) | JP5269763B2 (https=) |
| KR (1) | KR101376472B1 (https=) |
| CN (1) | CN101472477B (https=) |
| AR (1) | AR060562A1 (https=) |
| AU (1) | AU2007240365B2 (https=) |
| BR (1) | BRPI0710232B8 (https=) |
| CA (1) | CA2650009C (https=) |
| CL (1) | CL2007001142A1 (https=) |
| CR (1) | CR10391A (https=) |
| CY (1) | CY1113132T1 (https=) |
| DK (1) | DK2009992T3 (https=) |
| EA (1) | EA014958B1 (https=) |
| ES (1) | ES2389680T3 (https=) |
| HR (1) | HRP20120579T1 (https=) |
| IL (1) | IL194811A (https=) |
| JO (1) | JO2796B1 (https=) |
| MA (1) | MA30408B1 (https=) |
| MX (1) | MX2008013600A (https=) |
| MY (1) | MY145810A (https=) |
| NO (1) | NO341736B1 (https=) |
| NZ (1) | NZ572069A (https=) |
| PE (1) | PE20080077A1 (https=) |
| PL (1) | PL2009992T3 (https=) |
| PT (1) | PT2009992E (https=) |
| SI (1) | SI2009992T1 (https=) |
| TW (1) | TWI414517B (https=) |
| UA (1) | UA98456C2 (https=) |
| WO (1) | WO2007124424A2 (https=) |
| ZA (1) | ZA200808358B (https=) |
Families Citing this family (20)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| TW200418812A (en) * | 2002-10-29 | 2004-10-01 | Smithkline Beecham Corp | IL-8 receptor antagonists |
| WO2006043950A1 (en) * | 2004-10-20 | 2006-04-27 | Smithkline Beecham Corporation | Il-8 receptor antagonists |
| US8097626B2 (en) * | 2006-04-21 | 2012-01-17 | Glaxosmithkline Llc | IL-8 receptor antagonists |
| AR060562A1 (es) * | 2006-04-21 | 2008-06-25 | Smithkline Beecham Corp | Compuestos heterociclicos como antagonistas del receptor il-8. procesos de obtencion y composiciones farmaceuticas. |
| AR061571A1 (es) * | 2006-06-23 | 2008-09-03 | Smithkline Beecham Corp | Compuesto sal del acido toluenosulfonico de 4-{[6-cloro-3-({[(2- cloro-3-fluorofenil) amino]carbonil} amino)- 2- hidroxifenil]sulfonil] -1- piperazinacarbxilato de 1.1-dimetiletilo, composicion farmaceutica que lo comprende su uso para la fabricacion de un medicamento combinacion farmaceutica con un |
| PT2356462T (pt) | 2008-11-11 | 2017-04-07 | Univ Michigan Regents | Composições e métodos anti-cxcr1 |
| US8648070B2 (en) * | 2010-12-17 | 2014-02-11 | Boehringer Ingelheim International Gmbh | Bicyclic ring system substituted sulfonamide functionalised phenols as medicaments |
| US8648118B2 (en) * | 2010-12-17 | 2014-02-11 | Boehringer Ingelheim International Gmbh | Bicyclic ring system substituted amide functionalised phenols as medicaments |
| GB201320021D0 (en) * | 2013-11-13 | 2013-12-25 | Glaxosmithkline Ip Dev Ltd | Novel Compounds |
| US20170100385A1 (en) | 2014-05-12 | 2017-04-13 | Glaxosmithkline Intellectual Property (No. 2) Limited | Pharmaceutical compositions comprising danirixin for treating infectious diseases |
| CR20160557A (es) * | 2014-05-29 | 2017-01-20 | Glaxosmithkline Ip Dev Ltd | Compuestos derivados de 1-(ciclopent-2-en-1-il)-3-(2-hidroxi-3-(arilsulfonil)fenil)urea como inhibidores cxcr2 |
| RU2017106172A (ru) * | 2014-07-31 | 2018-08-28 | Глэксосмитклайн Интеллекчуал Проперти Дивелопмент Лимитед | Применение антагонистов cxcr2 для предотвращения и/или лечения периферической невропатии, вызванной химиотерапией (cipn) |
| CN105061582A (zh) * | 2015-07-15 | 2015-11-18 | 云南大学 | 树鼩cxcl8-cxcr1在类风湿关节炎治疗的应用 |
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- 2007-04-20 BR BRPI0710232A patent/BRPI0710232B8/pt not_active IP Right Cessation
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- 2007-04-20 TW TW096114156A patent/TWI414517B/zh not_active IP Right Cessation
- 2007-04-20 WO PCT/US2007/067091 patent/WO2007124424A2/en not_active Ceased
- 2007-04-20 HR HRP20120579TT patent/HRP20120579T1/hr unknown
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- 2007-04-20 DK DK07761018.6T patent/DK2009992T3/da active
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- 2007-04-20 UA UAA200812360A patent/UA98456C2/uk unknown
- 2007-04-20 EP EP07761018A patent/EP2009992B1/en not_active Not-in-force
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- 2007-04-20 KR KR1020087028378A patent/KR101376472B1/ko not_active Expired - Fee Related
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- 2008-10-22 IL IL194811A patent/IL194811A/en active IP Right Grant
- 2008-11-10 MA MA31373A patent/MA30408B1/fr unknown
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