ZA200503248B - Substituted benzoxazinones and uses thereof. - Google Patents

Info

Publication number

ZA200503248B

ZA200503248B ZA200503248A ZA200503248A ZA200503248B ZA 200503248 B ZA200503248 B ZA 200503248B ZA 200503248 A ZA200503248 A ZA 200503248A ZA 200503248 A ZA200503248 A ZA 200503248A ZA 200503248 B ZA200503248 B ZA 200503248B

Authority

ZA

South Africa

Prior art keywords

benzo

oxazin

piperazin

benzyl

fluoro

Prior art date

2002-11-08

Links

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• Global Dossier
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• 150000001875 compounds Chemical class 0.000 claims description 137
• -1 3-cyanophenyl Chemical group 0.000 claims description 111
• 229910052739 hydrogen Inorganic materials 0.000 claims description 58
• 239000001257 hydrogen Substances 0.000 claims description 58
• 125000000217 alkyl group Chemical group 0.000 claims description 54
• 238000000034 method Methods 0.000 claims description 50
• XEKAWZARUWARND-UHFFFAOYSA-N 6h-oxazin-3-one Chemical compound O=C1NOCC=C1 XEKAWZARUWARND-UHFFFAOYSA-N 0.000 claims description 43
• UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 34
• 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims description 34
• 150000003839 salts Chemical class 0.000 claims description 23
• 201000010099 disease Diseases 0.000 claims description 22
• 125000005843 halogen group Chemical group 0.000 claims description 19
• 125000003545 alkoxy group Chemical group 0.000 claims description 18
• 239000000651 prodrug Substances 0.000 claims description 18
• 229940002612 prodrug Drugs 0.000 claims description 18
• 125000000753 cycloalkyl group Chemical group 0.000 claims description 16
• 230000008569 process Effects 0.000 claims description 15
• 150000002431 hydrogen Chemical group 0.000 claims description 14
• 238000011282 treatment Methods 0.000 claims description 14
• 125000003118 aryl group Chemical group 0.000 claims description 13
• 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 13
• 125000001188 haloalkyl group Chemical group 0.000 claims description 12
• KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical compound [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 claims description 11
• 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 11
• 239000008194 pharmaceutical composition Substances 0.000 claims description 11
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• 125000001072 heteroaryl group Chemical group 0.000 claims description 10
• 208000006096 Attention Deficit Disorder with Hyperactivity Diseases 0.000 claims description 9
• 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 9
• JUJWROOIHBZHMG-UHFFFAOYSA-N pyridine Substances C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 claims description 9
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• 208000035231 inattentive type attention deficit hyperactivity disease Diseases 0.000 claims description 7
• QXJSPXXDAOYQOG-UHFFFAOYSA-N 1-amino-3-cyano-1-nitrourea Chemical compound C(#N)NC(N(N)[N+](=O)[O-])=O QXJSPXXDAOYQOG-UHFFFAOYSA-N 0.000 claims description 6
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• JDTROTVARTUNPQ-UHFFFAOYSA-N 1-benzyl-5-piperazin-1-yl-4,2$l^{6},1-benzoxathiazine 2,2-dioxide Chemical compound O=S1(=O)COC2=C(N3CCNCC3)C=CC=C2N1CC1=CC=CC=C1 JDTROTVARTUNPQ-UHFFFAOYSA-N 0.000 claims description 2
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• GBZWBFMJYMDYSC-UHFFFAOYSA-N 4-[(3-chlorophenyl)methyl]-6-fluoro-8-piperazin-1-yl-1,4-benzoxazin-3-one Chemical compound C=12OCC(=O)N(CC=3C=C(Cl)C=CC=3)C2=CC(F)=CC=1N1CCNCC1 GBZWBFMJYMDYSC-UHFFFAOYSA-N 0.000 claims description 2
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