JP2009526859A5 - - Google Patents
Download PDFInfo
- Publication number
- JP2009526859A5 JP2009526859A5 JP2008555361A JP2008555361A JP2009526859A5 JP 2009526859 A5 JP2009526859 A5 JP 2009526859A5 JP 2008555361 A JP2008555361 A JP 2008555361A JP 2008555361 A JP2008555361 A JP 2008555361A JP 2009526859 A5 JP2009526859 A5 JP 2009526859A5
- Authority
- JP
- Japan
- Prior art keywords
- compound
- formula
- amino
- ethyl
- dihydro
- 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 130
- -1 hydroxy propionyl Chemical group 0.000 claims 60
- 239000000203 mixture Substances 0.000 claims 27
- 125000000217 alkyl group Chemical group 0.000 claims 25
- 125000003710 aryl alkyl group Chemical group 0.000 claims 25
- 125000004404 heteroalkyl group Chemical group 0.000 claims 24
- 125000003118 aryl group Chemical group 0.000 claims 15
- 102100034030 Transient receptor potential cation channel subfamily M member 8 Human genes 0.000 claims 13
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 claims 12
- 150000003839 salts Chemical class 0.000 claims 11
- 201000010099 disease Diseases 0.000 claims 10
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims 10
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 9
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 9
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 claims 7
- ZBCBWPMODOFKDW-UHFFFAOYSA-N diethanolamine Chemical compound OCCNCCO ZBCBWPMODOFKDW-UHFFFAOYSA-N 0.000 claims 6
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims 6
- GAWIXWVDTYZWAW-UHFFFAOYSA-N C[CH]O Chemical group C[CH]O GAWIXWVDTYZWAW-UHFFFAOYSA-N 0.000 claims 5
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims 5
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims 5
- 125000004029 hydroxymethyl group Chemical group [H]OC([H])([H])* 0.000 claims 5
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 claims 5
- 125000000022 2-aminoethyl group Chemical group [H]C([*])([H])C([H])([H])N([H])[H] 0.000 claims 3
- 241000124008 Mammalia Species 0.000 claims 3
- 206010028980 Neoplasm Diseases 0.000 claims 3
- GLUUGHFHXGJENI-UHFFFAOYSA-N Piperazine Chemical compound C1CNCCN1 GLUUGHFHXGJENI-UHFFFAOYSA-N 0.000 claims 3
- 201000011510 cancer Diseases 0.000 claims 3
- 229910052736 halogen Inorganic materials 0.000 claims 3
- 150000002367 halogens Chemical class 0.000 claims 3
- 125000000383 tetramethylene group Chemical group [H]C([H])([*:1])C([H])([H])C([H])([H])C([H])([H])[*:2] 0.000 claims 3
- 230000035899 viability Effects 0.000 claims 3
- RLPAMMIQKNCLMZ-UHFFFAOYSA-N 3-(2-aminoethyl)-2-oxo-1h-benzimidazole-5-carboxylic acid Chemical compound OC(=O)C1=CC=C2NC(=O)N(CCN)C2=C1 RLPAMMIQKNCLMZ-UHFFFAOYSA-N 0.000 claims 2
- 206010006187 Breast cancer Diseases 0.000 claims 2
- 208000026310 Breast neoplasm Diseases 0.000 claims 2
- 206010009944 Colon cancer Diseases 0.000 claims 2
- YLQBMQCUIZJEEH-UHFFFAOYSA-N Furan Chemical compound C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 claims 2
- 206010058467 Lung neoplasm malignant Diseases 0.000 claims 2
- YNAVUWVOSKDBBP-UHFFFAOYSA-N Morpholine Chemical compound C1COCCN1 YNAVUWVOSKDBBP-UHFFFAOYSA-N 0.000 claims 2
- 206010060862 Prostate cancer Diseases 0.000 claims 2
- 208000000236 Prostatic Neoplasms Diseases 0.000 claims 2
- 210000000481 breast Anatomy 0.000 claims 2
- 230000003833 cell viability Effects 0.000 claims 2
- 208000029742 colonic neoplasm Diseases 0.000 claims 2
- 125000000753 cycloalkyl group Chemical group 0.000 claims 2
- 238000003745 diagnosis Methods 0.000 claims 2
- 125000000592 heterocycloalkyl group Chemical group 0.000 claims 2
- 210000004072 lung Anatomy 0.000 claims 2
- 201000005202 lung cancer Diseases 0.000 claims 2
- 208000020816 lung neoplasm Diseases 0.000 claims 2
- QPJVMBTYPHYUOC-UHFFFAOYSA-N methyl benzoate Chemical compound COC(=O)C1=CC=CC=C1 QPJVMBTYPHYUOC-UHFFFAOYSA-N 0.000 claims 2
- 239000008194 pharmaceutical composition Substances 0.000 claims 2
- 125000001129 phenylbutoxy group Chemical group [*]OC([H])([H])C([H])([H])C([H])([H])C([H])([H])C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 claims 2
- 125000000286 phenylethyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])C([H])([H])* 0.000 claims 2
- 210000002307 prostate Anatomy 0.000 claims 2
- SILNNFMWIMZVEQ-UHFFFAOYSA-N 1,3-dihydrobenzimidazol-2-one Chemical compound C1=CC=C2NC(O)=NC2=C1 SILNNFMWIMZVEQ-UHFFFAOYSA-N 0.000 claims 1
- BLAOTIKFJIZGEZ-UHFFFAOYSA-N 1-(2-aminoethyl)-3h-imidazo[4,5-c]pyridin-2-one Chemical compound C1=NC=C2NC(=O)N(CCN)C2=C1 BLAOTIKFJIZGEZ-UHFFFAOYSA-N 0.000 claims 1
- OXHNLMTVIGZXSG-UHFFFAOYSA-N 1-Methylpyrrole Chemical compound CN1C=CC=C1 OXHNLMTVIGZXSG-UHFFFAOYSA-N 0.000 claims 1
- HYKNDKJZAXBDIB-UHFFFAOYSA-N 2-[2-(2-oxo-3h-benzimidazol-1-yl)ethyl]guanidine Chemical compound C1=CC=C2NC(=O)N(CCNC(=N)N)C2=C1 HYKNDKJZAXBDIB-UHFFFAOYSA-N 0.000 claims 1
- OEIOSWXALVXODL-UHFFFAOYSA-N 2-[[3-(2-aminoethyl)-2-oxo-1h-benzimidazol-5-yl]oxy]acetonitrile Chemical compound N#CCOC1=CC=C2NC(=O)N(CCN)C2=C1 OEIOSWXALVXODL-UHFFFAOYSA-N 0.000 claims 1
- CPVBIJDFUDYJIO-UHFFFAOYSA-N 2-amino-n-(2-aminoethyl)benzamide Chemical compound NCCNC(=O)C1=CC=CC=C1N CPVBIJDFUDYJIO-UHFFFAOYSA-N 0.000 claims 1
- QRXBDDXQNITPII-UHFFFAOYSA-N 3-(2-aminoethyl)-1h-benzimidazol-2-one Chemical compound C1=CC=C2NC(=O)N(CCN)C2=C1 QRXBDDXQNITPII-UHFFFAOYSA-N 0.000 claims 1
- QLSACFGYQGKBJF-UHFFFAOYSA-N 3-(2-aminoethyl)-1h-benzo[f]benzimidazol-2-one Chemical compound C1=CC=C2C=C(NC(N3CCN)=O)C3=CC2=C1 QLSACFGYQGKBJF-UHFFFAOYSA-N 0.000 claims 1
- RYLJPONAOGDZLM-UHFFFAOYSA-N 3-(2-aminoethyl)-1h-imidazo[4,5-b]pyridin-2-one Chemical compound C1=CC=C2NC(=O)N(CCN)C2=N1 RYLJPONAOGDZLM-UHFFFAOYSA-N 0.000 claims 1
- FRSYLCMQMPHITE-UHFFFAOYSA-N 3-(2-aminoethyl)-2-oxo-1h-benzimidazole-5-carboxamide Chemical compound NC(=O)C1=CC=C2NC(=O)N(CCN)C2=C1 FRSYLCMQMPHITE-UHFFFAOYSA-N 0.000 claims 1
- JXPZJJKVSYHDQP-UHFFFAOYSA-N 3-(2-aminoethyl)-2-oxo-n-phenyl-1h-benzimidazole-5-carboxamide Chemical compound C=1C=C2NC(=O)N(CCN)C2=CC=1C(=O)NC1=CC=CC=C1 JXPZJJKVSYHDQP-UHFFFAOYSA-N 0.000 claims 1
- PTWCAOZKGRQORW-UHFFFAOYSA-N 3-(2-aminoethyl)-2-oxo-n-pyridin-4-yl-1h-benzimidazole-5-carboxamide Chemical compound C=1C=C2NC(=O)N(CCN)C2=CC=1C(=O)NC1=CC=NC=C1 PTWCAOZKGRQORW-UHFFFAOYSA-N 0.000 claims 1
- UIMDQTIYXQXQCD-UHFFFAOYSA-N 3-(2-aminoethyl)-5-(2-hydroxyethoxy)-1h-benzimidazol-2-one Chemical compound OCCOC1=CC=C2NC(=O)N(CCN)C2=C1 UIMDQTIYXQXQCD-UHFFFAOYSA-N 0.000 claims 1
- ZJKUTNHGAXWWKC-UHFFFAOYSA-N 3-(2-aminoethyl)-5-(3-hydroxypropoxy)-1h-benzimidazol-2-one Chemical compound OCCCOC1=CC=C2NC(=O)N(CCN)C2=C1 ZJKUTNHGAXWWKC-UHFFFAOYSA-N 0.000 claims 1
- CGQHFINJFHNXRP-UHFFFAOYSA-N 3-(2-aminoethyl)-5-(morpholine-4-carbonyl)-1h-benzimidazol-2-one Chemical compound C=1C=C2NC(=O)N(CCN)C2=CC=1C(=O)N1CCOCC1 CGQHFINJFHNXRP-UHFFFAOYSA-N 0.000 claims 1
- SRRZBIIVGINHIG-UHFFFAOYSA-N 3-(2-aminoethyl)-5-butoxy-1h-benzimidazol-2-one Chemical compound CCCCOC1=CC=C2NC(=O)N(CCN)C2=C1 SRRZBIIVGINHIG-UHFFFAOYSA-N 0.000 claims 1
- BIFIQKAXZBNECC-UHFFFAOYSA-N 3-(2-aminoethyl)-5-ethoxy-1h-benzimidazol-2-one Chemical compound CCOC1=CC=C2NC(=O)N(CCN)C2=C1 BIFIQKAXZBNECC-UHFFFAOYSA-N 0.000 claims 1
- ZGTYTFYRCIRWBL-UHFFFAOYSA-N 3-(2-aminoethyl)-5-methoxy-1-(5-methyl-2-propan-2-ylcyclohexanecarbonyl)benzimidazol-2-one Chemical compound O=C1N(CCN)C2=CC(OC)=CC=C2N1C(=O)C1CC(C)CCC1C(C)C ZGTYTFYRCIRWBL-UHFFFAOYSA-N 0.000 claims 1
- JMUURTSNWXAKBQ-UHFFFAOYSA-N 3-(2-aminoethyl)-5-methoxy-1h-benzimidazol-2-one Chemical compound COC1=CC=C2NC(=O)N(CCN)C2=C1 JMUURTSNWXAKBQ-UHFFFAOYSA-N 0.000 claims 1
- BXNOHFQWWMPENM-UHFFFAOYSA-N 3-(2-aminoethyl)-5-methylsulfinyl-1h-benzimidazol-2-one Chemical compound CS(=O)C1=CC=C2NC(=O)N(CCN)C2=C1 BXNOHFQWWMPENM-UHFFFAOYSA-N 0.000 claims 1
- IYOZKTXBOZDOJP-UHFFFAOYSA-N 3-(2-aminoethyl)-5-methylsulfonyl-1h-benzimidazol-2-one Chemical compound CS(=O)(=O)C1=CC=C2NC(=O)N(CCN)C2=C1 IYOZKTXBOZDOJP-UHFFFAOYSA-N 0.000 claims 1
- OYOSPQWVFDIGBP-UHFFFAOYSA-N 3-(2-aminoethyl)-5-phenacyloxy-1h-benzimidazol-2-one Chemical compound C=1C=C2NC(=O)N(CCN)C2=CC=1OCC(=O)C1=CC=CC=C1 OYOSPQWVFDIGBP-UHFFFAOYSA-N 0.000 claims 1
- IVBHLFVYLBDQLL-UHFFFAOYSA-N 3-(2-aminoethyl)-5-propoxy-1h-benzimidazol-2-one Chemical compound CCCOC1=CC=C2NC(=O)N(CCN)C2=C1 IVBHLFVYLBDQLL-UHFFFAOYSA-N 0.000 claims 1
- GYKDBOGTVYFVGZ-UHFFFAOYSA-N 3-(2-aminoethyl)-6-(trifluoromethyl)-1h-benzimidazol-2-one Chemical compound C1=C(C(F)(F)F)C=C2NC(=O)N(CCN)C2=C1 GYKDBOGTVYFVGZ-UHFFFAOYSA-N 0.000 claims 1
- MWMCCCSLZMEPDO-UHFFFAOYSA-N 3-(2-aminoethyl)-n-(1,3-dihydroxy-1-phenylpropan-2-yl)-2-oxo-1h-benzimidazole-5-carboxamide Chemical compound C=1C=C2NC(=O)N(CCN)C2=CC=1C(=O)NC(CO)C(O)C1=CC=CC=C1 MWMCCCSLZMEPDO-UHFFFAOYSA-N 0.000 claims 1
- MQDDGAKCQUOION-UHFFFAOYSA-N 3-(2-aminoethyl)-n-(2-amino-2-oxoethyl)-2-oxo-1h-benzimidazole-5-carboxamide Chemical compound NC(=O)CNC(=O)C1=CC=C2NC(=O)N(CCN)C2=C1 MQDDGAKCQUOION-UHFFFAOYSA-N 0.000 claims 1
- DABVZBQXBMOKGV-UHFFFAOYSA-N 3-(2-aminoethyl)-n-(2-hydroxyethyl)-2-oxo-1h-benzimidazole-5-carboxamide Chemical compound OCCNC(=O)C1=CC=C2NC(=O)N(CCN)C2=C1 DABVZBQXBMOKGV-UHFFFAOYSA-N 0.000 claims 1
- KDSYICOGKGLXGS-UHFFFAOYSA-N 3-(2-aminoethyl)-n-[2-(2-hydroxyethoxy)ethyl]-2-oxo-1h-benzimidazole-5-carboxamide Chemical compound OCCOCCNC(=O)C1=CC=C2NC(=O)N(CCN)C2=C1 KDSYICOGKGLXGS-UHFFFAOYSA-N 0.000 claims 1
- RKIPWAWJSBBVKF-UHFFFAOYSA-N 3-(2-aminoethyl)-n-[2-(diethylamino)ethyl]-2-oxo-1h-benzimidazole-5-carboxamide Chemical compound CCN(CC)CCNC(=O)C1=CC=C2NC(=O)N(CCN)C2=C1 RKIPWAWJSBBVKF-UHFFFAOYSA-N 0.000 claims 1
- KXMUNEBHQFEAGP-UHFFFAOYSA-N 3-(2-aminoethyl)-n-benzyl-2-oxo-1h-benzimidazole-5-carboxamide Chemical compound C=1C=C2NC(=O)N(CCN)C2=CC=1C(=O)NCC1=CC=CC=C1 KXMUNEBHQFEAGP-UHFFFAOYSA-N 0.000 claims 1
- RPWSKIDVHVDFJN-UHFFFAOYSA-N 3-(2-aminoethyl)-n-ethyl-2-oxo-1h-benzimidazole-5-carboxamide Chemical compound CCNC(=O)C1=CC=C2NC(=O)N(CCN)C2=C1 RPWSKIDVHVDFJN-UHFFFAOYSA-N 0.000 claims 1
- RXQRJXLGCAGZSU-UHFFFAOYSA-N 3-(2-aminoethyl)-n-methyl-2-oxo-n-phenyl-1h-benzimidazole-5-carboxamide Chemical compound C=1C=C2NC(=O)N(CCN)C2=CC=1C(=O)N(C)C1=CC=CC=C1 RXQRJXLGCAGZSU-UHFFFAOYSA-N 0.000 claims 1
- PDTPKBRSWCTRRJ-UHFFFAOYSA-N 3-(2-aminopropyl)-1h-benzimidazol-2-one Chemical compound C1=CC=C2NC(=O)N(CC(N)C)C2=C1 PDTPKBRSWCTRRJ-UHFFFAOYSA-N 0.000 claims 1
- IOBUDJJDOXQEHW-UHFFFAOYSA-N 3-(3-aminopropyl)-1h-benzimidazol-2-one Chemical compound C1=CC=C2NC(=O)N(CCCN)C2=C1 IOBUDJJDOXQEHW-UHFFFAOYSA-N 0.000 claims 1
- GQZHRWNUXRPLPA-UHFFFAOYSA-N 3-(4-aminobutyl)-1h-benzimidazol-2-one Chemical compound C1=CC=C2NC(=O)N(CCCCN)C2=C1 GQZHRWNUXRPLPA-UHFFFAOYSA-N 0.000 claims 1
- QIOQBPNTBRXHRQ-UHFFFAOYSA-N 3-[2-(methylamino)ethyl]-1h-benzimidazol-2-one Chemical compound C1=CC=C2NC(=O)N(CCNC)C2=C1 QIOQBPNTBRXHRQ-UHFFFAOYSA-N 0.000 claims 1
- CUYKNJBYIJFRCU-UHFFFAOYSA-N 3-aminopyridine Chemical compound NC1=CC=CN=C1 CUYKNJBYIJFRCU-UHFFFAOYSA-N 0.000 claims 1
- SEICJSKAAWUPQA-UHFFFAOYSA-N 6-(2-aminoethyl)cyclohex-3-en-1-one Chemical compound NCCC1C(CC=CC1)=O SEICJSKAAWUPQA-UHFFFAOYSA-N 0.000 claims 1
- HNIPKGOLFZALEZ-UHFFFAOYSA-N C(C)N(CCNC(=O)C1=CC=CC=2NC(N(C21)CCN)=O)CC.NCCN2C(NC1=C2C=NC=C1)=O Chemical compound C(C)N(CCNC(=O)C1=CC=CC=2NC(N(C21)CCN)=O)CC.NCCN2C(NC1=C2C=NC=C1)=O HNIPKGOLFZALEZ-UHFFFAOYSA-N 0.000 claims 1
- DVHSIIPTTLRIQO-UHFFFAOYSA-N COC1=CC=C(N)C(NC(=O)C(N)C(C)O)=C1 Chemical compound COC1=CC=C(N)C(NC(=O)C(N)C(C)O)=C1 DVHSIIPTTLRIQO-UHFFFAOYSA-N 0.000 claims 1
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 claims 1
- 239000005977 Ethylene Substances 0.000 claims 1
- BHHGXPLMPWCGHP-UHFFFAOYSA-N Phenethylamine Chemical compound NCCC1=CC=CC=C1 BHHGXPLMPWCGHP-UHFFFAOYSA-N 0.000 claims 1
- MZVQCMJNVPIDEA-UHFFFAOYSA-N [CH2]CN(CC)CC Chemical group [CH2]CN(CC)CC MZVQCMJNVPIDEA-UHFFFAOYSA-N 0.000 claims 1
- 125000002777 acetyl group Chemical group [H]C([H])([H])C(*)=O 0.000 claims 1
- 239000000556 agonist Substances 0.000 claims 1
- 125000002490 anilino group Chemical group [H]N(*)C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 claims 1
- 230000006907 apoptotic process Effects 0.000 claims 1
- 125000004063 butyryl group Chemical group O=C([*])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims 1
- 239000012830 cancer therapeutic Substances 0.000 claims 1
- 150000001722 carbon compounds Chemical class 0.000 claims 1
- 230000004663 cell proliferation Effects 0.000 claims 1
- 239000003795 chemical substances by application Substances 0.000 claims 1
- 125000004802 cyanophenyl group Chemical group 0.000 claims 1
- 125000004122 cyclic group Chemical group 0.000 claims 1
- 239000003814 drug Substances 0.000 claims 1
- 239000003937 drug carrier Substances 0.000 claims 1
- 125000000031 ethylamino group Chemical group [H]C([H])([H])C([H])([H])N([H])[*] 0.000 claims 1
- 125000000623 heterocyclic group Chemical group 0.000 claims 1
- 125000004464 hydroxyphenyl group Chemical group 0.000 claims 1
- 230000001939 inductive effect Effects 0.000 claims 1
- 230000002401 inhibitory effect Effects 0.000 claims 1
- 238000000034 method Methods 0.000 claims 1
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims 1
- 229940095102 methyl benzoate Drugs 0.000 claims 1
- UFZXCPURRLICNV-UHFFFAOYSA-N n-(2-aminoethyl)-3-methoxybenzamide Chemical compound COC1=CC=CC(C(=O)NCCN)=C1 UFZXCPURRLICNV-UHFFFAOYSA-N 0.000 claims 1
- 230000017074 necrotic cell death Effects 0.000 claims 1
- UUEVFMOUBSLVJW-UHFFFAOYSA-N oxo-[[1-[2-[2-[2-[4-(oxoazaniumylmethylidene)pyridin-1-yl]ethoxy]ethoxy]ethyl]pyridin-4-ylidene]methyl]azanium;dibromide Chemical compound [Br-].[Br-].C1=CC(=C[NH+]=O)C=CN1CCOCCOCCN1C=CC(=C[NH+]=O)C=C1 UUEVFMOUBSLVJW-UHFFFAOYSA-N 0.000 claims 1
- 239000000546 pharmaceutical excipient Substances 0.000 claims 1
- 230000002265 prevention Effects 0.000 claims 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims 1
- 125000001501 propionyl group Chemical group O=C([*])C([H])([H])C([H])([H])[H] 0.000 claims 1
- 125000004076 pyridyl group Chemical group 0.000 claims 1
- 102000005962 receptors Human genes 0.000 claims 1
- 229940124597 therapeutic agent Drugs 0.000 claims 1
- 238000002560 therapeutic procedure Methods 0.000 claims 1
- 125000003944 tolyl group Chemical group 0.000 claims 1
- 0 CC(C)C(CC=C(C)C1)C1C(N(*)C1=C(**N*)*C=B*1)=O Chemical compound CC(C)C(CC=C(C)C1)C1C(N(*)C1=C(**N*)*C=B*1)=O 0.000 description 1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US77343506P | 2006-02-15 | 2006-02-15 | |
| US60/773,435 | 2006-02-15 | ||
| PCT/US2007/004053 WO2007095340A2 (en) | 2006-02-15 | 2007-02-15 | Small-molecule modulators of trp-p8 activity |
Related Child Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2013006063A Division JP2013100325A (ja) | 2006-02-15 | 2013-01-17 | Ｔｒｐ−ｐ８活性の低分子モジュレーター |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2009526859A JP2009526859A (ja) | 2009-07-23 |
| JP2009526859A5 true JP2009526859A5 (enExample) | 2011-03-31 |
| JP5376957B2 JP5376957B2 (ja) | 2013-12-25 |
Family
ID=38372142
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2008555361A Expired - Fee Related JP5376957B2 (ja) | 2006-02-15 | 2007-02-15 | Ｔｒｐ−ｐ８活性の低分子モジュレーター |
| JP2013006063A Pending JP2013100325A (ja) | 2006-02-15 | 2013-01-17 | Ｔｒｐ−ｐ８活性の低分子モジュレーター |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2013006063A Pending JP2013100325A (ja) | 2006-02-15 | 2013-01-17 | Ｔｒｐ−ｐ８活性の低分子モジュレーター |
Country Status (21)
| Country | Link |
|---|---|
| US (2) | US7741355B2 (enExample) |
| EP (2) | EP1986622B1 (enExample) |
| JP (2) | JP5376957B2 (enExample) |
| KR (1) | KR101457361B1 (enExample) |
| CN (1) | CN101420942B (enExample) |
| AU (1) | AU2007215015B2 (enExample) |
| BR (1) | BRPI0707821A2 (enExample) |
| CA (1) | CA2642297A1 (enExample) |
| DK (1) | DK1986622T3 (enExample) |
| ES (2) | ES2441249T3 (enExample) |
| HR (1) | HRP20131224T1 (enExample) |
| HU (1) | HUE029650T2 (enExample) |
| MX (1) | MX2008010434A (enExample) |
| PL (2) | PL1986622T3 (enExample) |
| PT (1) | PT1986622E (enExample) |
| RS (1) | RS53088B (enExample) |
| RU (1) | RU2509079C2 (enExample) |
| SI (1) | SI1986622T1 (enExample) |
| TW (1) | TWI401248B (enExample) |
| WO (1) | WO2007095340A2 (enExample) |
| ZA (1) | ZA200807680B (enExample) |
Families Citing this family (13)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP5335191B2 (ja) | 2003-08-22 | 2013-11-06 | デンドレオン コーポレイション | Ｔｒｐ−ｐ８発現に関連する疾患の処置をするための組成物および方法 |
| ES2441249T3 (es) | 2006-02-15 | 2014-02-03 | Dendreon Corporation | Moduladores de pequeñas moléculas de la actividad de TRP-P8 |
| US7772266B2 (en) | 2006-02-15 | 2010-08-10 | Dendreon Corporation | Small-molecule modulators of TRP-P8 activity |
| ES2828975T3 (es) * | 2008-08-26 | 2021-05-28 | Basf Se | Detección y uso de moduladores de bajo peso molecular del receptor de mentol frío TRPM8 |
| TWI692469B (zh) | 2012-11-09 | 2020-05-01 | 南韓商Ｌｇ化學股份有限公司 | Ｇｐｒ４０受體促效劑，製造該促效劑的方法以及含有該促效劑作爲活性劑的醫藥組成物 |
| WO2015164553A1 (en) | 2014-04-23 | 2015-10-29 | The Procter & Gamble Company | Cyclohexanecarboxamide with cooling properties |
| AU2016342264A1 (en) * | 2015-10-22 | 2018-04-05 | The Procter & Gamble Company | Synthesis of cyclohexane carboxamide derivatives useful as sensates in consumer products |
| AU2016340901B2 (en) * | 2015-10-22 | 2019-06-13 | The Procter & Gamble Company | Method of chromatographic separation |
| EP3886854A4 (en) | 2018-11-30 | 2022-07-06 | Nuvation Bio Inc. | Pyrrole and pyrazole compounds and methods of use thereof |
| CN113677334B (zh) * | 2019-02-01 | 2024-04-09 | 马歇尔大学科研协会 | 瞬时受体电位melastatin 8(trpm8)拮抗剂和相关方法 |
| WO2021174475A1 (en) * | 2020-03-05 | 2021-09-10 | Givaudan Sa | Organic compounds |
| US20250325463A1 (en) | 2022-02-02 | 2025-10-23 | Symrise Ag | Compositions (iii) |
| CN115160184A (zh) * | 2022-08-08 | 2022-10-11 | 安徽丰乐香料有限责任公司 | N-对苯乙腈基薄荷烷基甲酰胺的制备方法 |
Family Cites Families (31)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3821221A (en) | 1970-08-25 | 1974-06-28 | Delmar Chem | 1,2,3,6-tetrahydropyrimidine-2-one compounds and processes for makingthem |
| US4150052A (en) | 1971-02-04 | 1979-04-17 | Wilkinson Sword Limited | N-substituted paramenthane carboxamides |
| US4153679A (en) | 1972-04-18 | 1979-05-08 | Wilkinson Sword Limited | Acyclic carboxamides having a physiological cooling effect |
| BE802469A (fr) | 1972-07-20 | 1974-01-18 | Wilkinson Sword Ltd | Perfectionnements apportes et/ou relatifs a des composes exercant un effet refrigerant physiologique et compositions contenant ceux-ci |
| US4296093A (en) | 1973-04-16 | 1981-10-20 | Wilkinson Sword Limited | Cyclic carboxamides having a physiological cooling effect |
| GB1471894A (en) | 1973-12-12 | 1977-04-27 | Wilkinson Sword Ltd | Compositions for application to or consumption by the body and containing a compound having a physiological cooling effect |
| JPS5888334A (ja) | 1981-11-20 | 1983-05-26 | Takasago Corp | ３−ｌ−メントキシプロパン−１、２−ジオ−ル |
| DE4110973A1 (de) | 1991-04-05 | 1992-10-08 | Haarmann & Reimer Gmbh | Mittel mit physiologischem kuehleffekt und fuer diese mittel geeignete wirksame verbindungen |
| FI945411A0 (fi) | 1992-05-18 | 1994-11-17 | Procter & Gamble | Viilentäviä koostumuksia |
| BR9306575A (pt) | 1992-06-17 | 1998-12-08 | Procter & Gamble | Composições refrescantes com reduzida ardência |
| EP0667330B1 (en) | 1992-10-29 | 1997-08-06 | Hisamitsu Pharmaceutical Co., Inc. | Cyclohexanol derivative, agent and composition containing the same for imparting pleasantly cool feeling, process for producing the derivative, and intermediate therefor |
| NZ503712A (en) * | 1997-10-02 | 2003-07-25 | Sankyo Co | Amidopropionic acid derivatives |
| JP4017758B2 (ja) | 1998-08-04 | 2007-12-05 | 高砂香料工業株式会社 | 冷感剤組成物 |
| JP2000247910A (ja) | 1999-02-26 | 2000-09-12 | Lion Corp | 外用剤組成物 |
| WO2001062765A2 (en) * | 1999-02-26 | 2001-08-30 | Arena Pharmaceuticals, Inc. | Small molecule modulators of g protein-coupled receptor six |
| US6497659B1 (en) * | 1999-04-09 | 2002-12-24 | Spacelabs Medical, Inc. | System for identifying a cable transmitting a signal from a sensor to an electronic instrument |
| US6780443B1 (en) | 2000-02-04 | 2004-08-24 | Takasago International Corporation | Sensate composition imparting initial sensation upon contact |
| US6683192B2 (en) * | 2000-03-30 | 2004-01-27 | Curis, Inc. | Small organic molecule regulators of cell proliferation |
| EP1157617B1 (en) | 2000-05-23 | 2007-12-12 | Nestle Sa | Use of alpha-ketoenamine derivatives as cooling agents |
| US6497859B1 (en) | 2000-11-17 | 2002-12-24 | Noville Inc. | Cooling agents, pharmaceutical compositions having cooling agents and processes for making and using same |
| KR20040004642A (ko) | 2001-05-23 | 2004-01-13 | 덴드레온 샌 디에고 엘엘씨 | 세포 표면 프로테아제에 의해 활성화되는 접합체 및 이의치료학적 용도 |
| US20040001801A1 (en) | 2002-05-23 | 2004-01-01 | Corvas International, Inc. | Conjugates activated by cell surface proteases and therapeutic uses thereof |
| DE10259619A1 (de) * | 2002-12-18 | 2004-07-08 | Metagen Pharmaceuticals Gmbh | Verwendung einer TRPM8 aktivierenden Substanz zur Tumorbehandlung |
| CA2530884C (en) | 2003-07-02 | 2016-01-12 | Genentech, Inc. | Trp-p8 active compounds and therapeutic treatment methods |
| JP5335191B2 (ja) | 2003-08-22 | 2013-11-06 | デンドレオン コーポレイション | Ｔｒｐ−ｐ８発現に関連する疾患の処置をするための組成物および方法 |
| DE20313976U1 (de) * | 2003-09-09 | 2003-12-11 | Saueressig Gmbh + Co. | Walzenanordnung für das Prägen von bahnförmigen Materialien |
| US7169377B2 (en) * | 2003-10-15 | 2007-01-30 | Wei Edward T | Radioligands for the TRP-M8 receptor and methods therewith |
| US20050165025A1 (en) | 2004-01-22 | 2005-07-28 | Recordati Ireland Ltd. | Combination therapy with 5HT 1A and 5HT 1B-receptor antagonists |
| US20050187211A1 (en) * | 2004-02-23 | 2005-08-25 | Wei Edward T. | N-arylsalkyl-carboxamide compositions and methods |
| BRPI0610087A2 (pt) * | 2005-05-27 | 2008-12-02 | Givaudan Sa | composto para resfriamento |
| ES2441249T3 (es) | 2006-02-15 | 2014-02-03 | Dendreon Corporation | Moduladores de pequeñas moléculas de la actividad de TRP-P8 |
-
2007
- 2007-02-15 ES ES07750861.2T patent/ES2441249T3/es active Active
- 2007-02-15 ES ES12001852.8T patent/ES2592959T3/es active Active
- 2007-02-15 RU RU2008136859/04A patent/RU2509079C2/ru not_active IP Right Cessation
- 2007-02-15 AU AU2007215015A patent/AU2007215015B2/en not_active Ceased
- 2007-02-15 EP EP07750861.2A patent/EP1986622B1/en active Active
- 2007-02-15 HU HUE12001852A patent/HUE029650T2/en unknown
- 2007-02-15 CN CN200780013155.7A patent/CN101420942B/zh not_active Expired - Fee Related
- 2007-02-15 HR HRP20131224TT patent/HRP20131224T1/hr unknown
- 2007-02-15 KR KR1020087022583A patent/KR101457361B1/ko not_active Expired - Fee Related
- 2007-02-15 US US11/707,546 patent/US7741355B2/en not_active Expired - Fee Related
- 2007-02-15 WO PCT/US2007/004053 patent/WO2007095340A2/en not_active Ceased
- 2007-02-15 JP JP2008555361A patent/JP5376957B2/ja not_active Expired - Fee Related
- 2007-02-15 PL PL07750861T patent/PL1986622T3/pl unknown
- 2007-02-15 DK DK07750861.2T patent/DK1986622T3/da active
- 2007-02-15 MX MX2008010434A patent/MX2008010434A/es active IP Right Grant
- 2007-02-15 TW TW096105713A patent/TWI401248B/zh not_active IP Right Cessation
- 2007-02-15 PT PT77508612T patent/PT1986622E/pt unknown
- 2007-02-15 RS RS20130579A patent/RS53088B/sr unknown
- 2007-02-15 EP EP12001852.8A patent/EP2510925B8/en active Active
- 2007-02-15 BR BRPI0707821-8A patent/BRPI0707821A2/pt not_active IP Right Cessation
- 2007-02-15 SI SI200731377T patent/SI1986622T1/sl unknown
- 2007-02-15 CA CA002642297A patent/CA2642297A1/en not_active Abandoned
- 2007-02-15 PL PL12001852T patent/PL2510925T3/pl unknown
-
2008
- 2008-09-05 ZA ZA2008/07680A patent/ZA200807680B/en unknown
-
2010
- 2010-06-08 US US12/796,587 patent/US8614243B2/en not_active Expired - Fee Related
-
2013
- 2013-01-17 JP JP2013006063A patent/JP2013100325A/ja active Pending
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| JP2009526859A5 (enExample) | ||
| JP6238942B2 (ja) | 造血成長因子模倣小分子化合物およびそれらの使用 | |
| JP6261340B2 (ja) | 造血成長因子模倣体の使用 | |
| RU2008136859A (ru) | НИЗКОМОЛЕКУЛЯРНЫЕ МОДУЛЯТОРЫ АКТИВНОСТИ Trp-p8 | |
| JP4838128B2 (ja) | ピペラジン誘導体および治療剤としてのその用途 | |
| JP4139325B2 (ja) | ミクロソーム・トリグリセリド・トランスファータンパク質（ｍｔｐ）及び／又はアポリポタンパク質ｂ（ａｐｏｂ）分泌の阻害剤としてのトリアミド置換インドール、ベンゾフラン及びベンゾチオフェン | |
| TWI415845B (zh) | 用於治療與５-ｈｔ2ａ血清素受體相關聯病症之作為５-ｈｔ2ａ血清素受體之調節劑的吡唑衍生物 | |
| RU2360904C2 (ru) | 1,3,5-тризамещенные производные 4,5-дигидро-1н-пиразола, обладающие св1-антагонистической активностью | |
| US7407950B2 (en) | N-(heteroaryl)-1H-indole-2-carboxamide derivatives and their use as vanilloid TRPV1 receptor ligands | |
| ES2949852T3 (es) | Agonistas de PPAR, compuestos, composiciones farmacéuticas y métodos de uso de los mismos | |
| JP2008513515A (ja) | 複素環誘導体および治療薬としてのそれらの使用 | |
| CN1849310A (zh) | 作为大麻素受体调制剂的噻唑衍生物 | |
| CA2604773A1 (fr) | Antagonistes npy, preparation et utilisations | |
| ES2861503T3 (es) | Agonistas de PPAR, compuestos, composiciones farmacéuticas y métodos de uso de los mismos | |
| RU2239628C2 (ru) | АМИНОБЕНЗОФЕНОНЫ КАК ИНГИБИТОРЫ IL-1β И TNF-α | |
| ES2403592T3 (es) | Nuevos derivados de bencimidazol y su empleo como agonsitas del FXR | |
| KR20150031481A (ko) | 단백질 응집 저해제로서의 디- 및 트리-헤테로아릴 유도체 | |
| BRPI0712938A2 (pt) | mÉtodo para modular excrescÊncia de neurito pelo uso de um antagonista de receptor de galanina-3 | |
| CN110478344A (zh) | 一种酰基硫脲类化合物在制备抗乙型流感病毒药物中的应用 | |
| Xie et al. | Discovery of novel N, N-3-phenyl-3-benzylaminopropionanilides as potent inhibitors of cholesteryl ester transfer protein in vivo | |
| CN106103427B (zh) | 吲唑化合物及其制备方法 | |
| WO2013102929A1 (en) | Novel compounds for treatment of diabetes, obesity or related disorders | |
| WO2006090850A1 (ja) | ベンズアミド化合物 | |
| WO1995025514A1 (en) | Compounds useful as anxiolytic, sedative, and hypnotic agents |