JP2012532894A5 - - Google Patents

Info

Publication number

JP2012532894A5

JP2012532894A5 JP2012519850A JP2012519850A JP2012532894A5 JP 2012532894 A5 JP2012532894 A5 JP 2012532894A5 JP 2012519850 A JP2012519850 A JP 2012519850A JP 2012519850 A JP2012519850 A JP 2012519850A JP 2012532894 A5 JP2012532894 A5 JP 2012532894A5

Authority

JP

Japan

Prior art keywords

optionally substituted

anhydro

glycero

galacto

dideoxy

Prior art date

2010-07-16

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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• 150000001875 compounds Chemical class 0.000 claims 22
• 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 19
• 229910052739 hydrogen Inorganic materials 0.000 claims 14
• 125000005017 substituted alkenyl group Chemical group 0.000 claims 13
• 125000000547 substituted alkyl group Chemical group 0.000 claims 13
• 239000001257 hydrogen Substances 0.000 claims 12
• 125000003710 aryl alkyl group Chemical group 0.000 claims 11
• 125000002252 acyl group Chemical group 0.000 claims 8
• 150000002431 hydrogen Chemical class 0.000 claims 8
• 125000003342 alkenyl group Chemical group 0.000 claims 6
• 125000000217 alkyl group Chemical group 0.000 claims 6
• 125000000472 sulfonyl group Chemical group *S(*)(=O)=O 0.000 claims 6
• 125000000304 alkynyl group Chemical group 0.000 claims 5
• 150000003852 triazoles Chemical class 0.000 claims 5
• UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 4
• 125000001072 heteroaryl group Chemical group 0.000 claims 4
• 125000000623 heterocyclic group Chemical group 0.000 claims 4
• 241000712431 Influenza A virus Species 0.000 claims 3
• 102000005348 Neuraminidase Human genes 0.000 claims 3
• 108010006232 Neuraminidase Proteins 0.000 claims 3
• 229940124639 Selective inhibitor Drugs 0.000 claims 3
• 230000008030 elimination Effects 0.000 claims 3
• 238000003379 elimination reaction Methods 0.000 claims 3
• 238000000034 method Methods 0.000 claims 3
• LOTBYPQQWICYBB-UHFFFAOYSA-N methyl n-hexyl-n-[2-(hexylamino)ethyl]carbamate Chemical compound CCCCCCNCCN(C(=O)OC)CCCCCC LOTBYPQQWICYBB-UHFFFAOYSA-N 0.000 claims 3
• 229910052760 oxygen Inorganic materials 0.000 claims 3
• 125000006239 protecting group Chemical group 0.000 claims 3
• 125000003107 substituted aryl group Chemical group 0.000 claims 3
• 229910052717 sulfur Inorganic materials 0.000 claims 3
• 230000002378 acidificating effect Effects 0.000 claims 2
• 238000003795 desorption Methods 0.000 claims 2
• 150000002148 esters Chemical class 0.000 claims 2
• 150000004820 halides Chemical class 0.000 claims 2
• 238000004519 manufacturing process Methods 0.000 claims 2
• 229910052698 phosphorus Inorganic materials 0.000 claims 2
• 125000004426 substituted alkynyl group Chemical group 0.000 claims 2
• CCPSTGRFUHTVNN-ZSEVYCOTSA-N (2r,3r,4s)-3-acetamido-4-hydroxy-5-[(e)-3-(4-methylphenyl)prop-2-enyl]-2-[(1r,2r)-1,2,3-trihydroxypropyl]-3,4-dihydro-2h-pyran-6-carboxylic acid Chemical compound O1[C@@H]([C@H](O)[C@H](O)CO)[C@H](NC(=O)C)[C@@H](O)C(C\C=C\C=2C=CC(C)=CC=2)=C1C(O)=O CCPSTGRFUHTVNN-ZSEVYCOTSA-N 0.000 claims 1
• NOWKCMXCCJGMRR-UHFFFAOYSA-N Aziridine Chemical compound C1CN1 NOWKCMXCCJGMRR-UHFFFAOYSA-N 0.000 claims 1
• 101100516563 Caenorhabditis elegans nhr-6 gene Proteins 0.000 claims 1
• -1 R 3 Chemical class 0.000 claims 1
• FZWLAAWBMGSTSO-UHFFFAOYSA-N Thiazole Chemical compound C1=CSC=N1 FZWLAAWBMGSTSO-UHFFFAOYSA-N 0.000 claims 1
• 238000005852 acetolysis reaction Methods 0.000 claims 1
• 125000004423 acyloxy group Chemical group 0.000 claims 1
• 125000003545 alkoxy group Chemical group 0.000 claims 1
• 125000000852 azido group Chemical group *N=[N+]=[N-] 0.000 claims 1
• 238000007068 beta-elimination reaction Methods 0.000 claims 1
• 239000003153 chemical reaction reagent Substances 0.000 claims 1
• 230000001143 conditioned effect Effects 0.000 claims 1
• 239000003937 drug carrier Substances 0.000 claims 1
• 239000012039 electrophile Substances 0.000 claims 1
• 150000002118 epoxides Chemical class 0.000 claims 1
• 125000001033 ether group Chemical group 0.000 claims 1
• 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims 1
• 125000000524 functional group Chemical group 0.000 claims 1
• 229910052736 halogen Inorganic materials 0.000 claims 1
• 150000002367 halogens Chemical class 0.000 claims 1
• 229910001385 heavy metal Inorganic materials 0.000 claims 1
• 125000004404 heteroalkyl group Chemical group 0.000 claims 1
• 125000005842 heteroatom Chemical group 0.000 claims 1
• 238000006138 lithiation reaction Methods 0.000 claims 1
• QHIROPCGBMZKSC-XSMZZKNVSA-N methyl (2r,3r,4s)-3-acetamido-4-acetyloxy-5-(3-acetyloxypropyl)-2-[(1s,2r)-1,2,3-triacetyloxypropyl]-3,4-dihydro-2h-pyran-6-carboxylate Chemical compound COC(=O)C1=C(CCCOC(C)=O)[C@H](OC(C)=O)[C@@H](NC(C)=O)[C@H]([C@H](OC(C)=O)[C@@H](COC(C)=O)OC(C)=O)O1 QHIROPCGBMZKSC-XSMZZKNVSA-N 0.000 claims 1
• 229910052757 nitrogen Inorganic materials 0.000 claims 1
• 239000008194 pharmaceutical composition Substances 0.000 claims 1
• OJMIONKXNSYLSR-UHFFFAOYSA-N phosphorous acid Chemical class OP(O)O OJMIONKXNSYLSR-UHFFFAOYSA-N 0.000 claims 1
• 239000000651 prodrug Substances 0.000 claims 1
• 229940002612 prodrug Drugs 0.000 claims 1
• 150000003839 salts Chemical class 0.000 claims 1
• 125000001424 substituent group Chemical group 0.000 claims 1
• 150000003536 tetrazoles Chemical class 0.000 claims 1
• 125000003441 thioacyl group Chemical group 0.000 claims 1
• 0 CC1NC(*)=C(*)C(*)(*)C1* Chemical compound CC1NC(*)=C(*)C(*)(*)C1* 0.000 description 5