BR112016027834B1 - Desaromatização oxidativa de berbinas - Google Patents

Info

Publication number

BR112016027834B1

BR112016027834B1 BR112016027834-8A BR112016027834A BR112016027834B1 BR 112016027834 B1 BR112016027834 B1 BR 112016027834B1 BR 112016027834 A BR112016027834 A BR 112016027834A BR 112016027834 B1 BR112016027834 B1 BR 112016027834B1

Authority

BR

Brazil

Prior art keywords

formula

compound

hydrogen

cancer

halogen

Prior art date

2014-06-11

Links

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• 230000001590 oxidative effect Effects 0.000 title abstract description 4
• 238000000034 method Methods 0.000 claims abstract description 30
• 150000001875 compounds Chemical class 0.000 claims description 88
• 239000001257 hydrogen Substances 0.000 claims description 88
• 229910052739 hydrogen Inorganic materials 0.000 claims description 88
• 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 62
• 229910052736 halogen Inorganic materials 0.000 claims description 47
• 150000002367 halogens Chemical group 0.000 claims description 47
• 206010028980 Neoplasm Diseases 0.000 claims description 39
• 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 36
• 201000011510 cancer Diseases 0.000 claims description 34
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• 238000006243 chemical reaction Methods 0.000 claims description 28
• UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 25
• 239000007800 oxidant agent Substances 0.000 claims description 24
• 125000004191 (C1-C6) alkoxy group Chemical group 0.000 claims description 23
• 239000002904 solvent Substances 0.000 claims description 22
• 150000003839 salts Chemical class 0.000 claims description 19
• WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 claims description 18
• 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 16
• 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 15
• 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 12
• AZQWKYJCGOJGHM-UHFFFAOYSA-N 1,4-benzoquinone Chemical compound O=C1C=CC(=O)C=C1 AZQWKYJCGOJGHM-UHFFFAOYSA-N 0.000 claims description 10
• 159000000021 acetate salts Chemical class 0.000 claims description 7
• 230000002401 inhibitory effect Effects 0.000 claims description 4
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• 230000012010 growth Effects 0.000 claims description 3
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• 238000004519 manufacturing process Methods 0.000 claims description 2
• 150000002431 hydrogen Chemical group 0.000 claims 2
• 101100347605 Arabidopsis thaliana VIII-A gene Proteins 0.000 claims 1
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• FIPWRIJSWJWJAI-UHFFFAOYSA-N Butyl carbitol 6-propylpiperonyl ether Chemical compound C1=C(CCC)C(COCCOCCOCCCC)=CC2=C1OCO2 FIPWRIJSWJWJAI-UHFFFAOYSA-N 0.000 claims 1
• 125000002467 phosphate group Chemical class [H]OP(=O)(O[H])O[*] 0.000 claims 1
• 229960005235 piperonyl butoxide Drugs 0.000 claims 1
• BRLDZKPJJNASGG-KRWDZBQOSA-N alpha-berbine Chemical class C1=CC=C2CN3CCC4=CC=CC=C4[C@@H]3CC2=C1 BRLDZKPJJNASGG-KRWDZBQOSA-N 0.000 abstract description 15
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