JP2008540574A5 - - Google Patents

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Publication number

JP2008540574A5

JP2008540574A5 JP2008511453A JP2008511453A JP2008540574A5 JP 2008540574 A5 JP2008540574 A5 JP 2008540574A5 JP 2008511453 A JP2008511453 A JP 2008511453A JP 2008511453 A JP2008511453 A JP 2008511453A JP 2008540574 A5 JP2008540574 A5 JP 2008540574A5

Authority

JP

Japan

Prior art keywords

alkyl

hetero

cycloalkyl

bicycloaryl

amino

Prior art date

2006-05-10

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.)

Pending

Links

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• 125000000217 alkyl group Chemical group 0.000 claims 866
• 125000005842 heteroatom Chemical group 0.000 claims 447
• 125000000753 cycloalkyl group Chemical group 0.000 claims 353
• -1 sulfone amide Chemical class 0.000 claims 333
• 125000001072 heteroaryl group Chemical group 0.000 claims 182
• 150000001602 bicycloalkyls Chemical group 0.000 claims 180
• 125000000475 sulfinyl group Chemical group [*:2]S([*:1])=O 0.000 claims 170
• 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 claims 165
• 125000003118 aryl group Chemical group 0.000 claims 105
• 229910052739 hydrogen Inorganic materials 0.000 claims 94
• 239000001257 hydrogen Substances 0.000 claims 94
• 125000000008 (C1-C10) alkyl group Chemical group 0.000 claims 89
• 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims 87
• 125000003545 alkoxy group Chemical group 0.000 claims 86
• 125000003282 alkyl amino group Chemical group 0.000 claims 86
• 125000001841 imino group Chemical group [H]N=* 0.000 claims 85
• 125000000472 sulfonyl group Chemical group *S(*)(=O)=O 0.000 claims 85
• 125000002813 thiocarbonyl group Chemical group *C(*)=S 0.000 claims 85
• 125000004104 aryloxy group Chemical group 0.000 claims 83
• 125000005553 heteroaryloxy group Chemical group 0.000 claims 80
• 150000001875 compounds Chemical class 0.000 claims 71
• 150000002431 hydrogen Chemical class 0.000 claims 69
• 125000004356 hydroxy functional group Chemical group O* 0.000 claims 57
• 125000005843 halogen group Chemical group 0.000 claims 30
• 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims 28
• UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 21
• 229940124530 sulfonamide Drugs 0.000 claims 15
• 150000003456 sulfonamides Chemical class 0.000 claims 15
• 229940124597 therapeutic agent Drugs 0.000 claims 14
• 239000003814 drug Substances 0.000 claims 13
• ZYHQGITXIJDDKC-UHFFFAOYSA-N 2-[2-(2-aminophenyl)ethyl]aniline Chemical group NC1=CC=CC=C1CCC1=CC=CC=C1N ZYHQGITXIJDDKC-UHFFFAOYSA-N 0.000 claims 11
• 102000003964 Histone deacetylase Human genes 0.000 claims 10
• 108090000353 Histone deacetylase Proteins 0.000 claims 10
• 125000000020 sulfo group Chemical group O=S(=O)([*])O[H] 0.000 claims 10
• 125000004429 atom Chemical group 0.000 claims 9
• 125000005647 linker group Chemical group 0.000 claims 9
• 238000001727 in vivo Methods 0.000 claims 8
• 150000001408 amides Chemical class 0.000 claims 6
• 201000010099 disease Diseases 0.000 claims 6
• 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims 6
• 239000008194 pharmaceutical composition Substances 0.000 claims 6
• 125000005549 heteroarylene group Chemical group 0.000 claims 5
• KXDAEFPNCMNJSK-UHFFFAOYSA-N Benzamide Chemical compound NC(=O)C1=CC=CC=C1 KXDAEFPNCMNJSK-UHFFFAOYSA-N 0.000 claims 4
• 239000003112 inhibitor Substances 0.000 claims 4
• 230000007170 pathology Effects 0.000 claims 4
• 239000003795 chemical substances by application Substances 0.000 claims 3
• 125000006652 (C3-C12) cycloalkyl group Chemical group 0.000 claims 2
• 230000000694 effects Effects 0.000 claims 2
• 125000002541 furyl group Chemical group 0.000 claims 2
• 239000012669 liquid formulation Substances 0.000 claims 2
• 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 2
• 239000000203 mixture Substances 0.000 claims 2
• 125000002757 morpholinyl group Chemical group 0.000 claims 2
• 125000002971 oxazolyl group Chemical group 0.000 claims 2
• 239000005022 packaging material Substances 0.000 claims 2
• 125000004076 pyridyl group Chemical group 0.000 claims 2
• 125000000335 thiazolyl group Chemical group 0.000 claims 2
• 125000004568 thiomorpholinyl group Chemical group 0.000 claims 2
• 125000001140 1,4-phenylene group Chemical group [H]C1=C([H])C([*:2])=C([H])C([H])=C1[*:1] 0.000 claims 1
• FFBCUULSECUDSE-UHFFFAOYSA-N 2-[(1,1,3-trioxo-4h-1$l^{6},2,4-benzothiadiazin-2-yl)methyl]-1,3-oxazole-4-carboxylic acid Chemical compound OC(=O)C1=COC(CN2S(C3=CC=CC=C3NC2=O)(=O)=O)=N1 FFBCUULSECUDSE-UHFFFAOYSA-N 0.000 claims 1
• HCZJILWHQLGZMD-UHFFFAOYSA-N 2-[(1,1,3-trioxo-4h-1$l^{6},2,4-benzothiadiazin-2-yl)methyl]-1,3-oxazole-5-carboxylic acid Chemical compound O1C(C(=O)O)=CN=C1CN1S(=O)(=O)C2=CC=CC=C2NC1=O HCZJILWHQLGZMD-UHFFFAOYSA-N 0.000 claims 1
• ZNDLSQUXFUFOFV-UHFFFAOYSA-N 2-[(1,1,3-trioxo-4h-1$l^{6},2,4-benzothiadiazin-2-yl)methyl]-1,3-thiazole-5-carboxylic acid Chemical compound S1C(C(=O)O)=CN=C1CN1S(=O)(=O)C2=CC=CC=C2NC1=O ZNDLSQUXFUFOFV-UHFFFAOYSA-N 0.000 claims 1
• GAXQCXYAFVRNCL-UHFFFAOYSA-N 4-[(3-amino-1,1-dioxo-1$l^{6},2,4-benzothiadiazin-2-yl)methyl]-n-(2-aminophenyl)benzamide Chemical compound NC1=NC2=CC=CC=C2S(=O)(=O)N1CC(C=C1)=CC=C1C(=O)NC1=CC=CC=C1N GAXQCXYAFVRNCL-UHFFFAOYSA-N 0.000 claims 1
• JQMIILCJCAIDET-UHFFFAOYSA-N 4-[(3-amino-1,1-dioxo-1$l^{6},2,4-benzothiadiazin-4-yl)methyl]-n-(2-aminophenyl)benzamide Chemical compound NC1=NS(=O)(=O)C2=CC=CC=C2N1CC(C=C1)=CC=C1C(=O)NC1=CC=CC=C1N JQMIILCJCAIDET-UHFFFAOYSA-N 0.000 claims 1
• JOIOVVXGHGRDQK-UHFFFAOYSA-N 4-[[7-(2-aminoethoxy)-1,1,3-trioxo-4h-1$l^{6},2,4-benzothiadiazin-2-yl]methyl]-n-(2-aminophenyl)benzamide Chemical compound O=S1(=O)C2=CC(OCCN)=CC=C2NC(=O)N1CC(C=C1)=CC=C1C(=O)NC1=CC=CC=C1N JOIOVVXGHGRDQK-UHFFFAOYSA-N 0.000 claims 1
• RACAIXNNMWKXQL-UHFFFAOYSA-N 4-[[7-(2-aminoethylamino)-1,1,3-trioxo-4h-1$l^{6},2,4-benzothiadiazin-2-yl]methyl]-n-(2-aminophenyl)benzamide Chemical compound O=S1(=O)C2=CC(NCCN)=CC=C2NC(=O)N1CC(C=C1)=CC=C1C(=O)NC1=CC=CC=C1N RACAIXNNMWKXQL-UHFFFAOYSA-N 0.000 claims 1
• CCVPLOVTMNISED-UHFFFAOYSA-N 4-[[7-(2-aminoethylsulfanyl)-1,1,3-trioxo-4h-1$l^{6},2,4-benzothiadiazin-2-yl]methyl]-n-(2-aminophenyl)benzamide Chemical compound O=S1(=O)C2=CC(SCCN)=CC=C2NC(=O)N1CC(C=C1)=CC=C1C(=O)NC1=CC=CC=C1N CCVPLOVTMNISED-UHFFFAOYSA-N 0.000 claims 1
• SECICSOLRBGEOW-UHFFFAOYSA-N 5-[(1,1,3-trioxo-4h-1$l^{6},2,4-benzothiadiazin-2-yl)methyl]furan-2-carboxylic acid Chemical compound O1C(C(=O)O)=CC=C1CN1S(=O)(=O)C2=CC=CC=C2NC1=O SECICSOLRBGEOW-UHFFFAOYSA-N 0.000 claims 1
• LOTJMCKPFSCZRB-UHFFFAOYSA-N 5-[(1,1,3-trioxo-4h-1$l^{6},2,4-benzothiadiazin-2-yl)methyl]thiophene-2-carboxylic acid Chemical compound S1C(C(=O)O)=CC=C1CN1S(=O)(=O)C2=CC=CC=C2NC1=O LOTJMCKPFSCZRB-UHFFFAOYSA-N 0.000 claims 1
• 208000024827 Alzheimer disease Diseases 0.000 claims 1
• 206010003571 Astrocytoma Diseases 0.000 claims 1
• 206010005003 Bladder cancer Diseases 0.000 claims 1
• 206010006187 Breast cancer Diseases 0.000 claims 1
• 208000026310 Breast neoplasm Diseases 0.000 claims 1
• 206010009944 Colon cancer Diseases 0.000 claims 1
• 208000001333 Colorectal Neoplasms Diseases 0.000 claims 1
• 201000004624 Dermatitis Diseases 0.000 claims 1
• 208000030306 Eye degenerative disease Diseases 0.000 claims 1
• 206010017993 Gastrointestinal neoplasms Diseases 0.000 claims 1
• 208000032612 Glial tumor Diseases 0.000 claims 1
• 206010018338 Glioma Diseases 0.000 claims 1
• 102100039999 Histone deacetylase 2 Human genes 0.000 claims 1
• 102100038715 Histone deacetylase 8 Human genes 0.000 claims 1
• 101001035011 Homo sapiens Histone deacetylase 2 Proteins 0.000 claims 1
• 101001032118 Homo sapiens Histone deacetylase 8 Proteins 0.000 claims 1
• 206010061218 Inflammation Diseases 0.000 claims 1
• 208000022559 Inflammatory bowel disease Diseases 0.000 claims 1
• 208000007766 Kaposi sarcoma Diseases 0.000 claims 1
• 206010028980 Neoplasm Diseases 0.000 claims 1
• 206010033128 Ovarian cancer Diseases 0.000 claims 1
• 206010061535 Ovarian neoplasm Diseases 0.000 claims 1
• 206010060862 Prostate cancer Diseases 0.000 claims 1
• 208000000236 Prostatic Neoplasms Diseases 0.000 claims 1
• 201000004681 Psoriasis Diseases 0.000 claims 1
• 206010041067 Small cell lung cancer Diseases 0.000 claims 1
• 208000024770 Thyroid neoplasm Diseases 0.000 claims 1
• 206010052779 Transplant rejections Diseases 0.000 claims 1
• 208000007097 Urinary Bladder Neoplasms Diseases 0.000 claims 1
• 208000008385 Urogenital Neoplasms Diseases 0.000 claims 1
• 239000004480 active ingredient Substances 0.000 claims 1
• 125000004414 alkyl thio group Chemical group 0.000 claims 1
• 125000002947 alkylene group Chemical group 0.000 claims 1
• 206010002026 amyotrophic lateral sclerosis Diseases 0.000 claims 1
• 206010003246 arthritis Diseases 0.000 claims 1
• 201000011510 cancer Diseases 0.000 claims 1
• 239000012830 cancer therapeutic Substances 0.000 claims 1
• 238000009472 formulation Methods 0.000 claims 1
• 208000005017 glioblastoma Diseases 0.000 claims 1
• 201000010536 head and neck cancer Diseases 0.000 claims 1
• 208000014829 head and neck neoplasm Diseases 0.000 claims 1
• 230000003463 hyperproliferative effect Effects 0.000 claims 1
• 125000002883 imidazolyl group Chemical group 0.000 claims 1
• 230000004054 inflammatory process Effects 0.000 claims 1
• 230000002401 inhibitory effect Effects 0.000 claims 1
• 238000001361 intraarterial administration Methods 0.000 claims 1
• 238000007918 intramuscular administration Methods 0.000 claims 1
• 238000007912 intraperitoneal administration Methods 0.000 claims 1
• 238000007913 intrathecal administration Methods 0.000 claims 1
• 238000001990 intravenous administration Methods 0.000 claims 1
• 239000002502 liposome Substances 0.000 claims 1
• 201000001441 melanoma Diseases 0.000 claims 1
• 201000006417 multiple sclerosis Diseases 0.000 claims 1
• ZUZQYYBHXGKXEP-UHFFFAOYSA-N n-(2-amino-5-fluorophenyl)-4-[(1,1,3-trioxo-4h-1$l^{6},2,4-benzothiadiazin-2-yl)methyl]benzamide Chemical compound NC1=CC=C(F)C=C1NC(=O)C(C=C1)=CC=C1CN1S(=O)(=O)C2=CC=CC=C2NC1=O ZUZQYYBHXGKXEP-UHFFFAOYSA-N 0.000 claims 1
• HCWUKZIVAINRQU-UHFFFAOYSA-N n-(2-amino-5-fluorophenyl)-4-[(6-methoxy-1,1-dioxo-3-sulfanylidene-4h-1$l^{6},2,4-benzothiadiazin-2-yl)methyl]benzamide Chemical compound C=1C(OC)=CC=C(S2(=O)=O)C=1NC(=S)N2CC(C=C1)=CC=C1C(=O)NC1=CC(F)=CC=C1N HCWUKZIVAINRQU-UHFFFAOYSA-N 0.000 claims 1
• NPQDLOHJMQJGSD-UHFFFAOYSA-N n-(2-amino-5-morpholin-4-ylphenyl)-4-[(1,1,3-trioxo-4h-1$l^{6},2,4-benzothiadiazin-2-yl)methyl]benzamide Chemical compound C1=C(NC(=O)C=2C=CC(CN3S(C4=CC=CC=C4NC3=O)(=O)=O)=CC=2)C(N)=CC=C1N1CCOCC1 NPQDLOHJMQJGSD-UHFFFAOYSA-N 0.000 claims 1
• SYIAJYHJBLEYLI-UHFFFAOYSA-N n-(2-amino-5-phenylphenyl)-4-[(1,1,3-trioxo-4h-1$l^{6},2,4-benzothiadiazin-2-yl)methyl]benzamide Chemical compound C1=C(NC(=O)C=2C=CC(CN3S(C4=CC=CC=C4NC3=O)(=O)=O)=CC=2)C(N)=CC=C1C1=CC=CC=C1 SYIAJYHJBLEYLI-UHFFFAOYSA-N 0.000 claims 1
• JMDWFDLZJZTRLR-UHFFFAOYSA-N n-(2-amino-5-thiomorpholin-4-ylphenyl)-4-[(1,1,3-trioxo-4h-1$l^{6},2,4-benzothiadiazin-2-yl)methyl]benzamide Chemical compound C1=C(NC(=O)C=2C=CC(CN3S(C4=CC=CC=C4NC3=O)(=O)=O)=CC=2)C(N)=CC=C1N1CCSCC1 JMDWFDLZJZTRLR-UHFFFAOYSA-N 0.000 claims 1
• SOTLMITVZGHQAC-UHFFFAOYSA-N n-(2-aminophenyl)-1-methyl-2-[(1,1,3-trioxo-4h-1$l^{6},2,4-benzothiadiazin-2-yl)methyl]imidazole-4-carboxamide Chemical compound N1=C(CN2S(C3=CC=CC=C3NC2=O)(=O)=O)N(C)C=C1C(=O)NC1=CC=CC=C1N SOTLMITVZGHQAC-UHFFFAOYSA-N 0.000 claims 1
• HAFONOYZGYJGEX-UHFFFAOYSA-N n-(2-aminophenyl)-1-methyl-5-[(1,1,3-trioxo-4h-1$l^{6},2,4-benzothiadiazin-2-yl)methyl]pyrrole-2-carboxamide Chemical compound CN1C(CN2S(C3=CC=CC=C3NC2=O)(=O)=O)=CC=C1C(=O)NC1=CC=CC=C1N HAFONOYZGYJGEX-UHFFFAOYSA-N 0.000 claims 1
• GGVHOWJRPMWSNE-UHFFFAOYSA-N n-(2-aminophenyl)-3-fluoro-4-[(1,1,3-trioxo-4h-1$l^{6},2,4-benzothiadiazin-2-yl)methyl]benzamide Chemical compound NC1=CC=CC=C1NC(=O)C(C=C1F)=CC=C1CN1S(=O)(=O)C2=CC=CC=C2NC1=O GGVHOWJRPMWSNE-UHFFFAOYSA-N 0.000 claims 1
• ICORXRWLUDPJNJ-UHFFFAOYSA-N n-(2-aminophenyl)-3-methyl-2-[(1,1,3-trioxo-4h-1$l^{6},2,4-benzothiadiazin-2-yl)methyl]imidazole-4-carboxamide Chemical compound CN1C(CN2S(C3=CC=CC=C3NC2=O)(=O)=O)=NC=C1C(=O)NC1=CC=CC=C1N ICORXRWLUDPJNJ-UHFFFAOYSA-N 0.000 claims 1
• IGNFSQWGYYCBAW-UHFFFAOYSA-N n-(2-aminophenyl)-4-[(1,1,3-trioxo-4h-1$l^{6},2,4-benzothiadiazin-2-yl)methyl]benzamide Chemical compound NC1=CC=CC=C1NC(=O)C(C=C1)=CC=C1CN1S(=O)(=O)C2=CC=CC=C2NC1=O IGNFSQWGYYCBAW-UHFFFAOYSA-N 0.000 claims 1
• OURMGAFSPQQEME-UHFFFAOYSA-N n-(2-aminophenyl)-4-[(1,1,3-trioxo-4h-pyrido[4,3-e][1,2,4]thiadiazin-2-yl)methyl]benzamide Chemical compound NC1=CC=CC=C1NC(=O)C(C=C1)=CC=C1CN1S(=O)(=O)C2=CN=CC=C2NC1=O OURMGAFSPQQEME-UHFFFAOYSA-N 0.000 claims 1
• SPUREBYFGQJFAJ-UHFFFAOYSA-N n-(2-aminophenyl)-4-[(1,1,3-trioxo-7-pyridin-3-yl-4h-1$l^{6},2,4-benzothiadiazin-2-yl)methyl]benzamide Chemical compound NC1=CC=CC=C1NC(=O)C(C=C1)=CC=C1CN1S(=O)(=O)C2=CC(C=3C=NC=CC=3)=CC=C2NC1=O SPUREBYFGQJFAJ-UHFFFAOYSA-N 0.000 claims 1
• CSUUEZKUXNGQKQ-UHFFFAOYSA-N n-(2-aminophenyl)-4-[(1,1,3-trioxo-7-pyridin-4-yl-4h-1$l^{6},2,4-benzothiadiazin-2-yl)methyl]benzamide Chemical compound NC1=CC=CC=C1NC(=O)C(C=C1)=CC=C1CN1S(=O)(=O)C2=CC(C=3C=CN=CC=3)=CC=C2NC1=O CSUUEZKUXNGQKQ-UHFFFAOYSA-N 0.000 claims 1
• KQRSYOYCZXMAOA-UHFFFAOYSA-N n-(2-aminophenyl)-4-[(1,1,3-trioxo-7-pyrimidin-5-yl-4h-1$l^{6},2,4-benzothiadiazin-2-yl)methyl]benzamide Chemical compound NC1=CC=CC=C1NC(=O)C(C=C1)=CC=C1CN1S(=O)(=O)C2=CC(C=3C=NC=NC=3)=CC=C2NC1=O KQRSYOYCZXMAOA-UHFFFAOYSA-N 0.000 claims 1
• WQACHYDHMOHTFB-UHFFFAOYSA-N n-(2-aminophenyl)-4-[(1,1,3-trioxo-7-thiophen-3-yl-4h-1$l^{6},2,4-benzothiadiazin-2-yl)methyl]benzamide Chemical compound NC1=CC=CC=C1NC(=O)C(C=C1)=CC=C1CN1S(=O)(=O)C2=CC(C3=CSC=C3)=CC=C2NC1=O WQACHYDHMOHTFB-UHFFFAOYSA-N 0.000 claims 1
• YSFQTZRFPWSZHQ-UHFFFAOYSA-N n-(2-aminophenyl)-4-[(1,1-dioxo-3-sulfanylidene-4h-1$l^{6},2,4-benzothiadiazin-2-yl)methyl]benzamide Chemical compound NC1=CC=CC=C1NC(=O)C(C=C1)=CC=C1CN1S(=O)(=O)C2=CC=CC=C2NC1=S YSFQTZRFPWSZHQ-UHFFFAOYSA-N 0.000 claims 1
• WSFPYKBIVXZFKA-UHFFFAOYSA-N n-(2-aminophenyl)-4-[(3-ethylsulfanyl-1,1-dioxo-1$l^{6},2,4-benzothiadiazin-2-yl)methyl]benzamide Chemical compound CCSC1=NC2=CC=CC=C2S(=O)(=O)N1CC(C=C1)=CC=C1C(=O)NC1=CC=CC=C1N WSFPYKBIVXZFKA-UHFFFAOYSA-N 0.000 claims 1
• JOCMGYOZTSCQSH-UHFFFAOYSA-N n-(2-aminophenyl)-4-[(3-methyl-2-oxo-4h-quinazolin-1-yl)methyl]benzamide Chemical compound O=C1N(C)CC2=CC=CC=C2N1CC(C=C1)=CC=C1C(=O)NC1=CC=CC=C1N JOCMGYOZTSCQSH-UHFFFAOYSA-N 0.000 claims 1
• JFHIAIDFNFNQEE-UHFFFAOYSA-N n-(2-aminophenyl)-4-[(3-methyl-2-sulfanylidene-4h-quinazolin-1-yl)methyl]benzamide Chemical compound S=C1N(C)CC2=CC=CC=C2N1CC(C=C1)=CC=C1C(=O)NC1=CC=CC=C1N JFHIAIDFNFNQEE-UHFFFAOYSA-N 0.000 claims 1
• UPRMJMMHAQDMAI-UHFFFAOYSA-N n-(2-aminophenyl)-4-[(3-methylsulfanyl-1,1-dioxo-1$l^{6},2,4-benzothiadiazin-2-yl)methyl]benzamide Chemical compound CSC1=NC2=CC=CC=C2S(=O)(=O)N1CC(C=C1)=CC=C1C(=O)NC1=CC=CC=C1N UPRMJMMHAQDMAI-UHFFFAOYSA-N 0.000 claims 1
• YVPPDNSLVOZJFE-UHFFFAOYSA-N n-(2-aminophenyl)-4-[(6-fluoro-1,1-dioxo-3-sulfanylidene-4h-1$l^{6},2,4-benzothiadiazin-2-yl)methyl]benzamide Chemical compound NC1=CC=CC=C1NC(=O)C(C=C1)=CC=C1CN1S(=O)(=O)C2=CC=C(F)C=C2NC1=S YVPPDNSLVOZJFE-UHFFFAOYSA-N 0.000 claims 1
• IDDIZVJTAKSTIQ-UHFFFAOYSA-N n-(2-aminophenyl)-4-[(6-methoxy-1,1-dioxo-3-sulfanylidene-4h-1$l^{6},2,4-benzothiadiazin-2-yl)methyl]benzamide Chemical compound C=1C(OC)=CC=C(S2(=O)=O)C=1NC(=S)N2CC(C=C1)=CC=C1C(=O)NC1=CC=CC=C1N IDDIZVJTAKSTIQ-UHFFFAOYSA-N 0.000 claims 1
• DTMURQYPPAHUAF-UHFFFAOYSA-N n-(2-aminophenyl)-4-[(6-methoxy-3-methylsulfanyl-1,1-dioxo-1$l^{6},2,4-benzothiadiazin-2-yl)methyl]benzamide Chemical compound C=1C(OC)=CC=C(S2(=O)=O)C=1N=C(SC)N2CC(C=C1)=CC=C1C(=O)NC1=CC=CC=C1N DTMURQYPPAHUAF-UHFFFAOYSA-N 0.000 claims 1
• HLGCHCILARXGOS-UHFFFAOYSA-N n-(2-aminophenyl)-4-[(7-bromo-1,1,3-trioxo-4h-1$l^{6},2,4-benzothiadiazin-2-yl)methyl]benzamide Chemical compound NC1=CC=CC=C1NC(=O)C(C=C1)=CC=C1CN1S(=O)(=O)C2=CC(Br)=CC=C2NC1=O HLGCHCILARXGOS-UHFFFAOYSA-N 0.000 claims 1
• FHANUHDHNRSLND-UHFFFAOYSA-N n-(2-aminophenyl)-4-[[1,1,3-trioxo-7-(2-thiomorpholin-4-ylethylamino)-4h-1$l^{6},2,4-benzothiadiazin-2-yl]methyl]benzamide Chemical compound NC1=CC=CC=C1NC(=O)C(C=C1)=CC=C1CN1S(=O)(=O)C2=CC(NCCN3CCSCC3)=CC=C2NC1=O FHANUHDHNRSLND-UHFFFAOYSA-N 0.000 claims 1
• ZITSKCZAMKRQTF-UHFFFAOYSA-N n-(2-aminophenyl)-4-[[1,1-dioxo-3-sulfanylidene-6-(trifluoromethyl)-4h-1$l^{6},2,4-benzothiadiazin-2-yl]methyl]benzamide Chemical compound NC1=CC=CC=C1NC(=O)C(C=C1)=CC=C1CN1S(=O)(=O)C2=CC=C(C(F)(F)F)C=C2NC1=S ZITSKCZAMKRQTF-UHFFFAOYSA-N 0.000 claims 1
• XFXJAQSZPGSHLK-UHFFFAOYSA-N n-(2-aminophenyl)-4-[[3-(methylamino)-1,1-dioxo-1$l^{6},2,4-benzothiadiazin-2-yl]methyl]benzamide Chemical compound CNC1=NC2=CC=CC=C2S(=O)(=O)N1CC(C=C1)=CC=C1C(=O)NC1=CC=CC=C1N XFXJAQSZPGSHLK-UHFFFAOYSA-N 0.000 claims 1
• DSIXDDWVKVKGJT-UHFFFAOYSA-N n-(2-aminophenyl)-4-[[3-methylsulfanyl-1,1-dioxo-6-(trifluoromethyl)-1$l^{6},2,4-benzothiadiazin-2-yl]methyl]benzamide Chemical compound CSC1=NC2=CC(C(F)(F)F)=CC=C2S(=O)(=O)N1CC(C=C1)=CC=C1C(=O)NC1=CC=CC=C1N DSIXDDWVKVKGJT-UHFFFAOYSA-N 0.000 claims 1
• SWPDTSQVHQKWLJ-UHFFFAOYSA-N n-(2-aminophenyl)-4-[[7-(2-morpholin-4-ylethoxy)-1,1,3-trioxo-4h-1$l^{6},2,4-benzothiadiazin-2-yl]methyl]benzamide Chemical compound NC1=CC=CC=C1NC(=O)C(C=C1)=CC=C1CN1S(=O)(=O)C2=CC(OCCN3CCOCC3)=CC=C2NC1=O SWPDTSQVHQKWLJ-UHFFFAOYSA-N 0.000 claims 1
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• ATFRPFMPOJJAOU-UHFFFAOYSA-N n-(2-aminophenyl)-4-[[7-[2-(dimethylamino)ethylamino]-1,1,3-trioxo-4h-1$l^{6},2,4-benzothiadiazin-2-yl]methyl]benzamide Chemical compound O=S1(=O)C2=CC(NCCN(C)C)=CC=C2NC(=O)N1CC(C=C1)=CC=C1C(=O)NC1=CC=CC=C1N ATFRPFMPOJJAOU-UHFFFAOYSA-N 0.000 claims 1
• QIRSGBOMMXXFLV-UHFFFAOYSA-N n-(2-aminophenyl)-4-[[7-[2-(dimethylamino)ethylsulfanyl]-1,1,3-trioxo-4h-1$l^{6},2,4-benzothiadiazin-2-yl]methyl]benzamide Chemical compound O=S1(=O)C2=CC(SCCN(C)C)=CC=C2NC(=O)N1CC(C=C1)=CC=C1C(=O)NC1=CC=CC=C1N QIRSGBOMMXXFLV-UHFFFAOYSA-N 0.000 claims 1
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• QJZIVINGMLPCKP-UHFFFAOYSA-N n-(2-aminophenyl)-4-[[7-[2-(methylamino)ethylamino]-1,1,3-trioxo-4h-1$l^{6},2,4-benzothiadiazin-2-yl]methyl]benzamide Chemical compound O=S1(=O)C2=CC(NCCNC)=CC=C2NC(=O)N1CC(C=C1)=CC=C1C(=O)NC1=CC=CC=C1N QJZIVINGMLPCKP-UHFFFAOYSA-N 0.000 claims 1
• KIIBWOXWSFUNHV-UHFFFAOYSA-N n-(2-aminophenyl)-4-[[7-[2-(methylamino)ethylsulfanyl]-1,1,3-trioxo-4h-1$l^{6},2,4-benzothiadiazin-2-yl]methyl]benzamide Chemical compound O=S1(=O)C2=CC(SCCNC)=CC=C2NC(=O)N1CC(C=C1)=CC=C1C(=O)NC1=CC=CC=C1N KIIBWOXWSFUNHV-UHFFFAOYSA-N 0.000 claims 1
• PLZWMTRJYKNVOF-UHFFFAOYSA-N n-[2-amino-5-(1,3-oxazol-2-yl)phenyl]-4-[(1,1,3-trioxo-4h-1$l^{6},2,4-benzothiadiazin-2-yl)methyl]benzamide Chemical compound C1=C(NC(=O)C=2C=CC(CN3S(C4=CC=CC=C4NC3=O)(=O)=O)=CC=2)C(N)=CC=C1C1=NC=CO1 PLZWMTRJYKNVOF-UHFFFAOYSA-N 0.000 claims 1
• CXGYPQPSPYFYHP-UHFFFAOYSA-N n-[2-amino-5-(3-fluorophenyl)phenyl]-4-[(1,1,3-trioxo-4h-1$l^{6},2,4-benzothiadiazin-2-yl)methyl]benzamide Chemical compound C1=C(NC(=O)C=2C=CC(CN3S(C4=CC=CC=C4NC3=O)(=O)=O)=CC=2)C(N)=CC=C1C1=CC=CC(F)=C1 CXGYPQPSPYFYHP-UHFFFAOYSA-N 0.000 claims 1
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• 0 C*IN(C(N(*)c1c2cccc1)=O)S2(=O)=O Chemical compound C*IN(C(N(*)c1c2cccc1)=O)S2(=O)=O 0.000 description 4