AR027337A1 - Derivados de nicotinamida benzocondensada heterocicliclo utiles como inhibidores selectivos de las isozimas pde4. - Google Patents
Derivados de nicotinamida benzocondensada heterocicliclo utiles como inhibidores selectivos de las isozimas pde4.Info
- Publication number
- AR027337A1 AR027337A1 ARP010100436A ARP010100436A AR027337A1 AR 027337 A1 AR027337 A1 AR 027337A1 AR P010100436 A ARP010100436 A AR P010100436A AR P010100436 A ARP010100436 A AR P010100436A AR 027337 A1 AR027337 A1 AR 027337A1
- Authority
- AR
- Argentina
- Prior art keywords
- bicyclo
- moiety
- nr12r13
- octanyl
- cyclohexadiene
- Prior art date
Links
- 101100296720 Dictyostelium discoideum Pde4 gene Proteins 0.000 title 1
- DFPAKSUCGFBDDF-UHFFFAOYSA-N Nicotinamide Chemical class NC(=O)C1=CC=CN=C1 DFPAKSUCGFBDDF-UHFFFAOYSA-N 0.000 title 1
- 101100082610 Plasmodium falciparum (isolate 3D7) PDEdelta gene Proteins 0.000 title 1
- 229940124639 Selective inhibitor Drugs 0.000 title 1
- -1 imiazolyl Chemical group 0.000 abstract 6
- 125000000392 cycloalkenyl group Chemical group 0.000 abstract 2
- 125000000753 cycloalkyl group Chemical group 0.000 abstract 2
- ZSWFCLXCOIISFI-UHFFFAOYSA-N cyclopentadiene Chemical compound C1C=CC=C1 ZSWFCLXCOIISFI-UHFFFAOYSA-N 0.000 abstract 2
- LPIQUOYDBNQMRZ-UHFFFAOYSA-N cyclopentene Chemical compound C1CC=CC1 LPIQUOYDBNQMRZ-UHFFFAOYSA-N 0.000 abstract 2
- 125000002950 monocyclic group Chemical group 0.000 abstract 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 2
- 125000001424 substituent group Chemical group 0.000 abstract 2
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 abstract 1
- GWYPDXLJACEENP-UHFFFAOYSA-N 1,3-cycloheptadiene Chemical compound C1CC=CC=CC1 GWYPDXLJACEENP-UHFFFAOYSA-N 0.000 abstract 1
- 206010006458 Bronchitis chronic Diseases 0.000 abstract 1
- 208000006545 Chronic Obstructive Pulmonary Disease Diseases 0.000 abstract 1
- 229940123932 Phosphodiesterase 4 inhibitor Drugs 0.000 abstract 1
- 230000004913 activation Effects 0.000 abstract 1
- 125000000217 alkyl group Chemical group 0.000 abstract 1
- 208000006673 asthma Diseases 0.000 abstract 1
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 abstract 1
- 125000002619 bicyclic group Chemical group 0.000 abstract 1
- 206010006451 bronchitis Diseases 0.000 abstract 1
- 208000007451 chronic bronchitis Diseases 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- ZXIJMRYMVAMXQP-UHFFFAOYSA-N cycloheptene Chemical compound C1CCC=CCC1 ZXIJMRYMVAMXQP-UHFFFAOYSA-N 0.000 abstract 1
- UVJHQYIOXKWHFD-UHFFFAOYSA-N cyclohexa-1,4-diene Chemical compound C1C=CCC=C1 UVJHQYIOXKWHFD-UHFFFAOYSA-N 0.000 abstract 1
- 201000010099 disease Diseases 0.000 abstract 1
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 abstract 1
- 210000003979 eosinophil Anatomy 0.000 abstract 1
- 125000002541 furyl group Chemical group 0.000 abstract 1
- 125000000623 heterocyclic group Chemical group 0.000 abstract 1
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 abstract 1
- 125000003518 norbornenyl group Chemical group C12(C=CC(CC1)C2)* 0.000 abstract 1
- 125000002971 oxazolyl group Chemical group 0.000 abstract 1
- RGSFGYAAUTVSQA-UHFFFAOYSA-N pentamethylene Natural products C1CCCC1 RGSFGYAAUTVSQA-UHFFFAOYSA-N 0.000 abstract 1
- 239000002587 phosphodiesterase IV inhibitor Substances 0.000 abstract 1
- 125000004076 pyridyl group Chemical group 0.000 abstract 1
- 125000000714 pyrimidinyl group Chemical group 0.000 abstract 1
- 125000000168 pyrrolyl group Chemical group 0.000 abstract 1
- 230000001105 regulatory effect Effects 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
- 125000003003 spiro group Chemical group 0.000 abstract 1
- 125000000335 thiazolyl group Chemical group 0.000 abstract 1
- 125000001544 thienyl group Chemical group 0.000 abstract 1
Classifications
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- 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
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- C07D417/14—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing three or more hetero rings
Abstract
Compuestos utiles como inhibidores de la PDE4 en el tratamiento de enfermedades reguladas por la activacion y desgranulacion de los eosinofilos,especialmente el asma, bronquitis cronica y enfermedad pulmonar obstructiva cronica, de la formula 1 donde m es 0,1 o 2; n es 1 o 2; W es -O-, -S(=O)t-, dondet es 0, 1, o 2, o -N(R3)-; Y es =C(RE)- o [N->(O)]-; RA y RB son -H, -F, -CF3, -alquilo (C1-6), -cicloalquilo (C3-7), fenilo, bencilo o un resto heterocíclicoopcionalmente sustituido con 0 a 3 susti tuyentes R10; o RA y RB se consideran juntos para formar un resto espiro de la formula 1; con la condicion de que paratodos los significados de RA y RB, cuando R10 como sustituyente de RA o RB tiene el significado de -OR12, -OC(=O)NR12R13, la relaci on posicional de dichos OR12-O-C(=O)R13, o -OC(=O)NR12R13 frente a -OR12 como un significado de Z, no es vecinal; R5 y R6 consideran juntos para formar un resto de las formulas parcialesde 2 a 6 donde R7 y R8, en cada una de dichas formulas parciales son -H; -CH3, -OCH3; o están ausentes, en cuyo caso la línea de trazos -----representa un dobleenlace; Q es fenilo, pirrolilo, furanilo, tienilo, piridilo, pirimidinilo, imiazolilo, tiazolilo, oxazolilo, un resto -cicloalquilo (C5-7) monocíclico; un resto -cicloalquenilo (C5-7) monocíclico que es un miembro independientemente seleccionado el grupo constituido por ciclopenteno, ciclopentadieno, ciclohexeno1,3-ciclohexadieno, 1,4-ciclohexadieno, ciclohepteno; 1,3-cicloheptadieno; y cicloheptatrie no; o un resto -cicloalquilo (C7-10) o -cicloalquenilo (C7-10)bicíclico, preferiblemente uno que es un miembro seleccionado del grupo constituido por norbomanilo, norbornenilo, biciclo[2.2.2]octanilo, biciclo[3.2.1]octanilo, biciclo[3.3.0]ocatanilo, biciclo[2.2.2]oct-5-enilo, biciclo[2.2.2]oct-7-enilo, biciclo[3.3.1]nonanilo, y adamantanilo; y Z es -OR12, -C(=O)R12, o-CN; o una de sus sales farmacéuticamente aceptables.
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US17928400P | 2000-01-31 | 2000-01-31 |
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AR027337A1 true AR027337A1 (es) | 2003-03-26 |
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ARP010100436A AR027337A1 (es) | 2000-01-31 | 2001-01-31 | Derivados de nicotinamida benzocondensada heterocicliclo utiles como inhibidores selectivos de las isozimas pde4. |
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US (1) | US7354941B2 (es) |
EP (1) | EP1252158B1 (es) |
JP (1) | JP3917863B2 (es) |
KR (1) | KR20020072299A (es) |
CN (1) | CN1404481A (es) |
AP (1) | AP2002002589A0 (es) |
AR (1) | AR027337A1 (es) |
AT (1) | ATE293624T1 (es) |
AU (1) | AU2700201A (es) |
BG (1) | BG106852A (es) |
BR (1) | BR0107964A (es) |
CA (1) | CA2398182C (es) |
CO (1) | CO5261634A1 (es) |
CZ (1) | CZ20022410A3 (es) |
DE (1) | DE60110205T2 (es) |
EA (1) | EA004885B1 (es) |
EE (1) | EE200200425A (es) |
ES (1) | ES2238415T3 (es) |
GE (1) | GEP20043302B (es) |
GT (1) | GT200100022A (es) |
HN (1) | HN2001000019A (es) |
HU (1) | HUP0204262A2 (es) |
IL (1) | IL150641A0 (es) |
IS (1) | IS6421A (es) |
MA (1) | MA26870A1 (es) |
MX (1) | MXPA02007419A (es) |
NO (1) | NO20023613L (es) |
NZ (1) | NZ519547A (es) |
OA (1) | OA12169A (es) |
PA (1) | PA8511201A1 (es) |
PE (1) | PE20011058A1 (es) |
PL (1) | PL357995A1 (es) |
PT (1) | PT1252158E (es) |
SK (1) | SK10142002A3 (es) |
SV (1) | SV2002000299A (es) |
TN (1) | TNSN01020A1 (es) |
TR (1) | TR200201880T2 (es) |
UY (1) | UY26569A1 (es) |
WO (1) | WO2001057036A1 (es) |
ZA (1) | ZA200206033B (es) |
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