Tricyclic triazolobenzazepine derivatives for use as antiallergic medicaments

• Main Authors: KITAGAWA, HIDEO, NISHIZUKA, TOSHIO, SHIOKAWA, SOHJIRO, MIYAMOTO, SACHIKO, SHIOBARA, MAKI, TAKATA, HIROMI, KAWAGUCHI, MAMI, OKADA, YUMIKO, TSUTSUMI, SEIJI, OHTSUKA, YASUO, SHISHIKURA, TAKASHI, FUSHIHARA, KENICHI, ISHIKURA, TOYOAKI
• Format: Patent
• Language: English
• Published: 01.02.2002
• Edition: 7
• Subjects: ACYCLIC OR CARBOCYCLIC COMPOUNDS; ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAININGELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN,SULFUR, SELENIUM OR TELLURIUM; CHEMISTRY; HETEROCYCLIC COMPOUNDS; HUMAN NECESSITIES; HYGIENE; MEDICAL OR VETERINARY SCIENCE; METALLURGY; ORGANIC CHEMISTRY; PREPARATIONS FOR MEDICAL, DENTAL, OR TOILET PURPOSES; SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS ORMEDICINAL PREPARATIONS

Compounds of formula (I) wherein: R1 represents a H , a hydroxyl group, C1-4 alkyl, or phenyl C1-4 alkyl; R2, R3, R4, and R5, which may be the same or different, represent any one of the following (a) to (n): (a) a H ; (b) a halogen ; (c) an optionally protected hydroxyl group; (d) formyl; (e) C1-12 alkyl which may be substituted by a halogen ; (f) C2-12 alkenyl which has one or more carbon-carbon double bonds and may be substituted by (1) a halogen , (2) cyano, (3) -COR9 wherein R9 represents a H or C1-6 alkyl, (4) -COOR10 wherein R10 represents a H or C1-6 alkyl, (5) -CONR11R12 wherein R11 and R12, which may be the same or different, represent (i) a H , (ii) C1-6 alkyl which may be substituted by amino optionally substituted by C1-4 alkyl, phenyl optionally substituted by C1-4 alkyl which may be substituted by a saturated 5 to 7-membered heterocyclic ring containing 1 or 2 nitrogen (the nitrogen may be substituted by C1-4 alkyl), or a saturated or unsaturated 5 to 7-membered heterocyclic ring, (iii) phenyl which may be substituted by carboxyl, or (iv) a saturated or unsaturated 5 to 7-membered heterocyclic ring, (6) a saturated or unsaturated 5 to 7-membered heterocyclic ring which may be substituted by C1-4 alkyl or may form a bicyclic ring fused with another ring; (g) C1-12 alkoxy which may be substituted by (1) a halogen, (2) a hydroxyl group, (3) cyano, (4) C3-7 cycloalkyl, (5) phenyl, (6) C1-4 alkoxy, (7) phenoxy, (8) amino which may be substituted by C1-4 alkyl, (9) -COR13 wherein R13 represents a H , C1-6 alkyl, phenyl optionally substituted by halogen or C1-4 alkoxy, or phenyl C1-4 alkyl, (10) -COOR14 wherein R14 represents a H or C1-6 alkyl, (11) -CONR15R16 wherein R15 and R16, which may be the same or different, represent a H or C1-6 alkyl which may be substituted by a saturated or unsaturated 5 to 7-membered heterocyclic ring, or (12) a saturated or unsaturated 5 to 7-membered heterocyclic ring which may be substituted by C1-4 alkyl or phenyl C1-4 alkyl; (h) -C=N-OR16 wherein R16 represents a H , C1-6 alkyl, phenyl C1-4 alkyl, or phenyl; (i) -(CH2)mOR17 wherein m is an integer of 0 to 4, and R17 represents a H , C1-6 alkyl, or phenyl C1-4 alkyl of which one or more H on the benzene ring may be substituted by C1-4 alkyl; (j) -(CH2)k -COR18 wherein k is an integer of 1 to 4, and R18 represents a H or C1-4 alkyl; (k) -(CH2)j-COOR19 wherein j is an integer of 0 to 4, and R19 represents a H or C1-6 alkyl; (l) -(CH2)p-NR20R21 wherein p is an integer of 1 to 4, and R20 and R21, which may be the same or different, represent (1) a H , (2) C1-6 alkyl which may be substituted by amino optionally substituted by C1-4 alkyl, (3) phenyl C1-4 alkyl, (4) -COR22 wherein R22 represents a H or C1-4 alkyl which may be substituted by carboxyl, or (5) -SO2R23 wherein R23 represent C1-4 alkyl or phenyl which may be substituted by a halogen ; (m) -(CH2)q-CONR24R25 wherein q is an integer of 0 to 4, and R24 and R25, which may be the same or different, represent a H , a saturated or unsaturated 5 to 7-membered heterocyclic ring, or C1-6 alkyl which may be substituted by a saturated or unsaturated 5 to 7-membered heterocyclic ring, or alternatively R24 and R25 may form a saturated or unsaturated 5 to 7-membered heterocyclic ring together with a nitrogen to which they are attached (the heterocyclic ring may further contain at least 1 O, N or S , may form a bicyclic ring fused with another ring, or may be substituted by C1-4 alkyl); and (n) -NR26R27 wherein R26 and R27, which may be the same or different, represent a H or -COR28 wherein R28 represents a H , C1-6 alkyl, or phenyl which may be substituted by C1-4 alkyl or C1-6 alkoxy optionally substituted by phenyl; R31 and R32, which may be the same or different, represent a H or C1-6 alkyl which may be substituted by a halogen ; and Q represents a group selected from the following groups (i) to (iv) or a halogen or C1-6 alkoxy.