JPWO2021007661A5 - - Google Patents
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- JPWO2021007661A5 JPWO2021007661A5 JP2022500799A JP2022500799A JPWO2021007661A5 JP WO2021007661 A5 JPWO2021007661 A5 JP WO2021007661A5 JP 2022500799 A JP2022500799 A JP 2022500799A JP 2022500799 A JP2022500799 A JP 2022500799A JP WO2021007661 A5 JPWO2021007661 A5 JP WO2021007661A5
- Authority
- JP
- Japan
- Prior art keywords
- methyl
- alkyl
- pentyl
- biphenyl
- diol
- Prior art date
- 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.)
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- 125000000217 alkyl group Chemical group 0.000 claims 51
- 150000001875 compounds Chemical class 0.000 claims 27
- 229910052739 hydrogen Inorganic materials 0.000 claims 19
- 239000001257 hydrogen Substances 0.000 claims 17
- 125000000592 heterocycloalkyl group Chemical group 0.000 claims 15
- 150000002431 hydrogen Chemical class 0.000 claims 14
- 125000000753 cycloalkyl group Chemical group 0.000 claims 12
- 125000001072 heteroaryl group Chemical group 0.000 claims 10
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims 8
- 125000004043 oxo group Chemical group O=* 0.000 claims 8
- 125000003118 aryl group Chemical group 0.000 claims 7
- 125000001309 chloro group Chemical group Cl* 0.000 claims 7
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 7
- -1 C 1 -C 4 alkyl Chemical group 0.000 claims 5
- 125000004648 C2-C8 alkenyl group Chemical group 0.000 claims 4
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims 4
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims 4
- ZUOUZKKEUPVFJK-UHFFFAOYSA-N diphenyl Chemical group C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 claims 4
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims 4
- 125000005843 halogen group Chemical group 0.000 claims 4
- 125000005842 heteroatom Chemical group 0.000 claims 4
- 239000002207 metabolite Substances 0.000 claims 4
- 125000002950 monocyclic group Chemical group 0.000 claims 4
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims 4
- 229910052757 nitrogen Inorganic materials 0.000 claims 4
- 229910052760 oxygen Inorganic materials 0.000 claims 4
- 239000001301 oxygen Substances 0.000 claims 4
- 239000008194 pharmaceutical composition Substances 0.000 claims 4
- 229920006395 saturated elastomer Polymers 0.000 claims 4
- 229910052717 sulfur Inorganic materials 0.000 claims 4
- 239000011593 sulfur Substances 0.000 claims 4
- ZOXJGFHDIHLPTG-UHFFFAOYSA-N Boron Chemical compound [B] ZOXJGFHDIHLPTG-UHFFFAOYSA-N 0.000 claims 3
- 125000002393 azetidinyl group Chemical group 0.000 claims 3
- 229910052796 boron Inorganic materials 0.000 claims 3
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims 3
- 125000006710 (C2-C12) alkenyl group Chemical group 0.000 claims 2
- 125000006711 (C2-C12) alkynyl group Chemical group 0.000 claims 2
- 125000006656 (C2-C4) alkenyl group Chemical group 0.000 claims 2
- YCXITQYWLJVCMW-UHFFFAOYSA-N 2-(3-methyl-6-prop-1-en-2-ylcyclohex-2-en-1-yl)-5-pentyl-4-(1H-pyrrol-3-yl)benzene-1,3-diol Chemical compound CC=1CCC(C(C=1)C=1C(=C(C(=CC=1O)CCCCC)C1=CNC=C1)O)C(=C)C YCXITQYWLJVCMW-UHFFFAOYSA-N 0.000 claims 2
- HBAQYPYDRFILMT-UHFFFAOYSA-N 8-[3-(1-cyclopropylpyrazol-4-yl)-1H-pyrazolo[4,3-d]pyrimidin-5-yl]-3-methyl-3,8-diazabicyclo[3.2.1]octan-2-one Chemical class C1(CC1)N1N=CC(=C1)C1=NNC2=C1N=C(N=C2)N1C2C(N(CC1CC2)C)=O HBAQYPYDRFILMT-UHFFFAOYSA-N 0.000 claims 2
- 208000019901 Anxiety disease Diseases 0.000 claims 2
- 208000036864 Attention deficit/hyperactivity disease Diseases 0.000 claims 2
- 125000000882 C2-C6 alkenyl group Chemical group 0.000 claims 2
- 125000004649 C2-C8 alkynyl group Chemical group 0.000 claims 2
- 102000018208 Cannabinoid Receptor Human genes 0.000 claims 2
- 108050007331 Cannabinoid receptor Proteins 0.000 claims 2
- RGSFGYAAUTVSQA-UHFFFAOYSA-N Cyclopentane Chemical compound C1CCCC1 RGSFGYAAUTVSQA-UHFFFAOYSA-N 0.000 claims 2
- 206010016654 Fibrosis Diseases 0.000 claims 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 2
- 206010028980 Neoplasm Diseases 0.000 claims 2
- 206010057852 Nicotine dependence Diseases 0.000 claims 2
- 208000002193 Pain Diseases 0.000 claims 2
- 208000025569 Tobacco Use disease Diseases 0.000 claims 2
- 125000006580 bicyclic heterocycloalkyl group Chemical group 0.000 claims 2
- 235000010290 biphenyl Nutrition 0.000 claims 2
- 229910052799 carbon Inorganic materials 0.000 claims 2
- 208000019425 cirrhosis of liver Diseases 0.000 claims 2
- ZPUCINDJVBIVPJ-LJISPDSOSA-N cocaine Chemical compound O([C@H]1C[C@@H]2CC[C@@H](N2C)[C@H]1C(=O)OC)C(=O)C1=CC=CC=C1 ZPUCINDJVBIVPJ-LJISPDSOSA-N 0.000 claims 2
- 150000002009 diols Chemical class 0.000 claims 2
- 201000010099 disease Diseases 0.000 claims 2
- 208000035475 disorder Diseases 0.000 claims 2
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims 2
- 208000002551 irritable bowel syndrome Diseases 0.000 claims 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 2
- 239000000203 mixture Substances 0.000 claims 2
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 claims 2
- 125000004076 pyridyl group Chemical group 0.000 claims 2
- 150000003839 salts Chemical class 0.000 claims 2
- 239000012453 solvate Substances 0.000 claims 2
- 125000004191 (C1-C6) alkoxy group Chemical group 0.000 claims 1
- GTQHCYLYESYYGM-UHFFFAOYSA-N 2-(3-methyl-6-prop-1-en-2-ylcyclohex-2-en-1-yl)-4-(1,2-oxazol-5-yl)-5-pentylbenzene-1,3-diol Chemical compound O1N=CC=C1C1=C(C(=C(C=C1CCCCC)O)C1C(CCC(=C1)C)C(=C)C)O GTQHCYLYESYYGM-UHFFFAOYSA-N 0.000 claims 1
- SIINTAZHURXWCR-UHFFFAOYSA-N 2-(3-methyl-6-prop-1-en-2-ylcyclohex-2-en-1-yl)-4-(2-methylpyrazol-3-yl)-5-pentylbenzene-1,3-diol Chemical compound CC=1CCC(C(C=1)C=1C(=C(C(=CC=1O)CCCCC)C1=CC=NN1C)O)C(=C)C SIINTAZHURXWCR-UHFFFAOYSA-N 0.000 claims 1
- ANBFCBCXYKHXFN-UHFFFAOYSA-N 2-(3-methyl-6-prop-1-en-2-ylcyclohex-2-en-1-yl)-4-(2-methylpyridin-4-yl)-5-pentylbenzene-1,3-diol Chemical compound C(=C)(C)C1CCC(=CC1C1=C(C=C(C(=C1O)C1=CC(=NC=C1)C)CCCCC)O)C ANBFCBCXYKHXFN-UHFFFAOYSA-N 0.000 claims 1
- OJHHZCLHIWMUPA-UHFFFAOYSA-N 2-(3-methyl-6-prop-1-en-2-ylcyclohex-2-en-1-yl)-4-(5-methyl-1H-1,2,4-triazol-3-yl)-5-pentylbenzene-1,3-diol Chemical compound CC=1CCC(C(C=1)C=1C(=C(C(=CC=1O)CCCCC)C1=NN=C(N1)C)O)C(=C)C OJHHZCLHIWMUPA-UHFFFAOYSA-N 0.000 claims 1
- MKRYHYJDXYLGBZ-UHFFFAOYSA-N 2-(3-methyl-6-prop-1-en-2-ylcyclohex-2-en-1-yl)-4-(oxetan-2-yl)-5-pentylbenzene-1,3-diol Chemical compound CC=1CCC(C(C=1)C=1C(=C(C(=CC=1O)CCCCC)C1OCC1)O)C(=C)C MKRYHYJDXYLGBZ-UHFFFAOYSA-N 0.000 claims 1
- WSRYZGSOMBEEMF-UHFFFAOYSA-N 2-(3-methyl-6-prop-1-en-2-ylcyclohex-2-en-1-yl)-4-(oxetan-3-yl)-5-pentylbenzene-1,3-diol Chemical compound CC=1CCC(C(C=1)C=1C(=C(C(=CC=1O)CCCCC)C1COC1)O)C(=C)C WSRYZGSOMBEEMF-UHFFFAOYSA-N 0.000 claims 1
- IUGASMGNRJDMRU-UHFFFAOYSA-N 2-(3-methyl-6-prop-1-en-2-ylcyclohex-2-en-1-yl)-4-(oxiran-2-yl)-5-pentylbenzene-1,3-diol Chemical compound CC=1CCC(C(C=1)C=1C(=C(C(=CC=1O)CCCCC)C1OC1)O)C(=C)C IUGASMGNRJDMRU-UHFFFAOYSA-N 0.000 claims 1
- PSVPXBOOTKJOIP-UHFFFAOYSA-N 2-(3-methyl-6-prop-1-en-2-ylcyclohex-2-en-1-yl)-5-pentyl-4-(1,3-thiazol-5-yl)benzene-1,3-diol Chemical compound CC=1CCC(C(C=1)C=1C(=C(C(=CC=1O)CCCCC)C1=CN=CS1)O)C(=C)C PSVPXBOOTKJOIP-UHFFFAOYSA-N 0.000 claims 1
- PBKMXCOOMBRLPP-UHFFFAOYSA-N 2-(3-methyl-6-prop-1-en-2-ylcyclohex-2-en-1-yl)-5-pentyl-4-(1H-pyrazol-5-yl)benzene-1,3-diol Chemical compound CC=1CCC(C(C=1)C=1C(=C(C(=CC=1O)CCCCC)C1=CC=NN1)O)C(=C)C PBKMXCOOMBRLPP-UHFFFAOYSA-N 0.000 claims 1
- DIFLHKILFZFVCG-UHFFFAOYSA-N 2-(3-methyl-6-prop-1-en-2-ylcyclohex-2-en-1-yl)-5-pentyl-4-(2H-tetrazol-5-yl)benzene-1,3-diol Chemical compound CC=1CCC(C(C=1)C=1C(=C(C(=CC=1O)CCCCC)C1=NN=NN1)O)C(=C)C DIFLHKILFZFVCG-UHFFFAOYSA-N 0.000 claims 1
- NOANGZNHTRTYPQ-UHFFFAOYSA-N 2-(3-methyl-6-prop-1-en-2-ylcyclohex-2-en-1-yl)-5-pentyl-4-(4-pyridin-3-ylphenyl)benzene-1,3-diol Chemical compound CC=1CCC(C(C=1)C1=C(C(=C(C=C1O)CCCCC)C1=CC=C(C=C1)C=1C=NC=CC=1)O)C(=C)C NOANGZNHTRTYPQ-UHFFFAOYSA-N 0.000 claims 1
- KYHHPAFCRZREMY-UHFFFAOYSA-N 2-(3-methyl-6-prop-1-en-2-ylcyclohex-2-en-1-yl)-5-pentyl-4-(4H-pyran-4-yl)benzene-1,3-diol Chemical compound CC=1CCC(C(C=1)C=1C(=C(C(=CC=1O)CCCCC)C1C=COC=C1)O)C(=C)C KYHHPAFCRZREMY-UHFFFAOYSA-N 0.000 claims 1
- AJAKIGVWKWGUOL-UHFFFAOYSA-N 2-(3-methyl-6-prop-1-en-2-ylcyclohex-2-en-1-yl)-5-pentyl-4-(7H-purin-8-yl)benzene-1,3-diol Chemical compound CC=1CCC(C(C=1)C=1C(=C(C(=CC=1O)CCCCC)C=1NC2=NC=NC=C2N=1)O)C(=C)C AJAKIGVWKWGUOL-UHFFFAOYSA-N 0.000 claims 1
- BKAMEJNMCOJYMT-UHFFFAOYSA-N 2-(3-methyl-6-prop-1-en-2-ylcyclohex-2-en-1-yl)-5-pentyl-4-pyridin-2-ylbenzene-1,3-diol Chemical compound CC=1CCC(C(C=1)C=1C(=C(C(=CC=1O)CCCCC)C1=NC=CC=C1)O)C(=C)C BKAMEJNMCOJYMT-UHFFFAOYSA-N 0.000 claims 1
- BCZPNDGZDVKUOD-UHFFFAOYSA-N 2-(3-methyl-6-prop-1-en-2-ylcyclohex-2-en-1-yl)-5-pentyl-4-pyridin-3-ylbenzene-1,3-diol Chemical compound CC=1CCC(C(C=1)C=1C(=C(C(=CC=1O)CCCCC)C=1C=NC=CC=1)O)C(=C)C BCZPNDGZDVKUOD-UHFFFAOYSA-N 0.000 claims 1
- NRQSFEMAVBUQQJ-UHFFFAOYSA-N 2-(3-methyl-6-prop-1-en-2-ylcyclohex-2-en-1-yl)-5-pentyl-4-pyridin-4-ylbenzene-1,3-diol Chemical compound CC=1CCC(C(C=1)C=1C(=C(C(=CC=1O)CCCCC)C1=CC=NC=C1)O)C(=C)C NRQSFEMAVBUQQJ-UHFFFAOYSA-N 0.000 claims 1
- YUYBLILQTFMXER-UHFFFAOYSA-N 2-(3-methyl-6-prop-1-en-2-ylcyclohex-2-en-1-yl)-5-pentyl-4-pyrimidin-2-ylbenzene-1,3-diol Chemical compound CC=1CCC(C(C=1)C=1C(=C(C(=CC=1O)CCCCC)C1=NC=CC=N1)O)C(=C)C YUYBLILQTFMXER-UHFFFAOYSA-N 0.000 claims 1
- HRZBZMVVYDSLNR-UHFFFAOYSA-N 2-(3-methyl-6-prop-1-en-2-ylcyclohex-2-en-1-yl)-5-pentyl-4-pyrimidin-4-ylbenzene-1,3-diol Chemical compound CC=1CCC(C(C=1)C=1C(=C(C(=CC=1O)CCCCC)C1=NC=NC=C1)O)C(=C)C HRZBZMVVYDSLNR-UHFFFAOYSA-N 0.000 claims 1
- VLCIBAQJLMOALG-UHFFFAOYSA-N 2-(3-methyl-6-prop-1-en-2-ylcyclohex-2-en-1-yl)-5-pentyl-4-pyrimidin-5-ylbenzene-1,3-diol Chemical compound CC=1CCC(C(C=1)C=1C(=C(C(=CC=1O)CCCCC)C=1C=NC=NC=1)O)C(=C)C VLCIBAQJLMOALG-UHFFFAOYSA-N 0.000 claims 1
- VRXKNDQSTHVKDG-UHFFFAOYSA-N 2-(3-methyl-6-prop-1-en-2-ylcyclohex-2-en-1-yl)-5-pentyl-4-thiophen-2-ylbenzene-1,3-diol Chemical compound CC=1CCC(C(C=1)C=1C(=C(C(=CC=1O)CCCCC)C=1SC=CC=1)O)C(=C)C VRXKNDQSTHVKDG-UHFFFAOYSA-N 0.000 claims 1
- JJMIJCLGPLNJSX-UHFFFAOYSA-N 2-(3-methyl-6-prop-1-en-2-ylcyclohex-2-en-1-yl)-5-pentyl-4-thiophen-3-ylbenzene-1,3-diol Chemical compound CC=1CCC(C(C=1)C=1C(=C(C(=CC=1O)CCCCC)C1=CSC=C1)O)C(=C)C JJMIJCLGPLNJSX-UHFFFAOYSA-N 0.000 claims 1
- RQIRYYDKYDJDKJ-UHFFFAOYSA-N 2-(3-methylcyclohex-2-en-1-yl)-4-(1,2-oxazol-5-yl)-5-pentylbenzene-1,3-diol Chemical compound O1N=CC=C1C1=C(C(=C(C=C1CCCCC)O)C1CCCC(=C1)C)O RQIRYYDKYDJDKJ-UHFFFAOYSA-N 0.000 claims 1
- OKPIUFDKDQTYQH-UHFFFAOYSA-N 2-(3-methylcyclohex-2-en-1-yl)-4-(2-methylpyrazol-3-yl)-5-pentylbenzene-1,3-diol Chemical compound CC=1CCCC(C=1)C=1C(=C(C(=CC=1O)CCCCC)C1=CC=NN1C)O OKPIUFDKDQTYQH-UHFFFAOYSA-N 0.000 claims 1
- ZEIMNEOJLXRTJL-UHFFFAOYSA-N 2-(3-methylcyclohex-2-en-1-yl)-4-(2-methylpyridin-4-yl)-5-pentylbenzene-1,3-diol Chemical compound CC=1CCCC(C=1)C=1C(=C(C(=CC=1O)CCCCC)C1=CC(=NC=C1)C)O ZEIMNEOJLXRTJL-UHFFFAOYSA-N 0.000 claims 1
- WKTCIAPOKPZWHW-UHFFFAOYSA-N 2-(3-methylcyclohex-2-en-1-yl)-4-(3-methyl-1,2,4-oxadiazol-5-yl)-5-pentylbenzene-1,3-diol Chemical compound CC=1CCCC(C=1)C=1C(=C(C(=CC=1O)CCCCC)C1=NC(=NO1)C)O WKTCIAPOKPZWHW-UHFFFAOYSA-N 0.000 claims 1
- GRYIEWQROMVYQZ-UHFFFAOYSA-N 2-(3-methylcyclohex-2-en-1-yl)-4-(5-methyl-1,2,4-oxadiazol-3-yl)-5-pentylbenzene-1,3-diol Chemical compound CC=1CCCC(C=1)C=1C(=C(C(=CC=1O)CCCCC)C1=NOC(=N1)C)O GRYIEWQROMVYQZ-UHFFFAOYSA-N 0.000 claims 1
- JZXMMKFWFFKDAY-UHFFFAOYSA-N 2-(3-methylcyclohex-2-en-1-yl)-4-(5-methyl-1H-1,2,4-triazol-3-yl)-5-pentylbenzene-1,3-diol Chemical compound CC=1CCCC(C=1)C=1C(=C(C(=CC=1O)CCCCC)C1=NN=C(N1)C)O JZXMMKFWFFKDAY-UHFFFAOYSA-N 0.000 claims 1
- FHJFKWOVZGRLQS-UHFFFAOYSA-N 2-(3-methylcyclohex-2-en-1-yl)-4-(oxetan-2-yl)-5-pentylbenzene-1,3-diol Chemical compound CC=1CCCC(C=1)C=1C(=C(C(=CC=1O)CCCCC)C1OCC1)O FHJFKWOVZGRLQS-UHFFFAOYSA-N 0.000 claims 1
- LDYYRLVZUBNGPB-UHFFFAOYSA-N 2-(3-methylcyclohex-2-en-1-yl)-4-(oxetan-3-yl)-5-pentylbenzene-1,3-diol Chemical compound CC=1CCCC(C=1)C=1C(=C(C(=CC=1O)CCCCC)C1COC1)O LDYYRLVZUBNGPB-UHFFFAOYSA-N 0.000 claims 1
- SADKBFWPWLZZNI-UHFFFAOYSA-N 2-(3-methylcyclohex-2-en-1-yl)-4-(oxiran-2-yl)-5-pentylbenzene-1,3-diol Chemical compound CC=1CCCC(C=1)C=1C(=C(C(=CC=1O)CCCCC)C1OC1)O SADKBFWPWLZZNI-UHFFFAOYSA-N 0.000 claims 1
- DQNINCGYBXMMNV-UHFFFAOYSA-N 2-(3-methylcyclohex-2-en-1-yl)-5-pentyl-4-(1,3-thiazol-4-yl)benzene-1,3-diol Chemical compound CC=1CCCC(C=1)C=1C(=C(C(=CC=1O)CCCCC)C=1N=CSC=1)O DQNINCGYBXMMNV-UHFFFAOYSA-N 0.000 claims 1
- DHCIYOHEAICQAX-UHFFFAOYSA-N 2-(3-methylcyclohex-2-en-1-yl)-5-pentyl-4-(1,3-thiazol-5-yl)benzene-1,3-diol Chemical compound CC=1CCCC(C=1)C=1C(=C(C(=CC=1O)CCCCC)C1=CN=CS1)O DHCIYOHEAICQAX-UHFFFAOYSA-N 0.000 claims 1
- ACSNDEHHAMAGEF-UHFFFAOYSA-N 2-(3-methylcyclohex-2-en-1-yl)-5-pentyl-4-(1H-pyrazol-4-yl)benzene-1,3-diol Chemical compound CC=1CCCC(C=1)C=1C(=C(C(=CC=1O)CCCCC)C=1C=NNC=1)O ACSNDEHHAMAGEF-UHFFFAOYSA-N 0.000 claims 1
- LVPWVNOUEGRLKJ-UHFFFAOYSA-N 2-(3-methylcyclohex-2-en-1-yl)-5-pentyl-4-(1H-pyrazol-5-yl)benzene-1,3-diol Chemical compound CC=1CCCC(C=1)C=1C(=C(C(=CC=1O)CCCCC)C1=CC=NN1)O LVPWVNOUEGRLKJ-UHFFFAOYSA-N 0.000 claims 1
- DMICENHIUXEBEK-UHFFFAOYSA-N 2-(3-methylcyclohex-2-en-1-yl)-5-pentyl-4-(1H-pyrrol-2-yl)benzene-1,3-diol Chemical compound CC=1CCCC(C=1)C=1C(=C(C(=CC=1O)CCCCC)C=1NC=CC=1)O DMICENHIUXEBEK-UHFFFAOYSA-N 0.000 claims 1
- ORLGNBLCLMGMEK-UHFFFAOYSA-N 2-(3-methylcyclohex-2-en-1-yl)-5-pentyl-4-(1H-pyrrol-3-yl)benzene-1,3-diol Chemical compound CC=1CCCC(C=1)C=1C(=C(C(=CC=1O)CCCCC)C1=CNC=C1)O ORLGNBLCLMGMEK-UHFFFAOYSA-N 0.000 claims 1
- WUVMCHVOHJJLEU-UHFFFAOYSA-N 2-(3-methylcyclohex-2-en-1-yl)-5-pentyl-4-(2H-tetrazol-5-yl)benzene-1,3-diol Chemical compound CC=1CCCC(C=1)C=1C(=C(C(=CC=1O)CCCCC)C1=NN=NN1)O WUVMCHVOHJJLEU-UHFFFAOYSA-N 0.000 claims 1
- XXZGAICNGFPMOZ-UHFFFAOYSA-N 2-(3-methylcyclohex-2-en-1-yl)-5-pentyl-4-(4-pyridin-3-ylphenyl)benzene-1,3-diol Chemical compound CCCCCC1=CC(=C(C(=C1C2=CC=C(C=C2)C3=CN=CC=C3)O)C4CCCC(=C4)C)O XXZGAICNGFPMOZ-UHFFFAOYSA-N 0.000 claims 1
- CNOOZELFQAMVIY-UHFFFAOYSA-N 2-(3-methylcyclohex-2-en-1-yl)-5-pentyl-4-(4H-pyran-4-yl)benzene-1,3-diol Chemical compound CC=1CCCC(C=1)C=1C(=C(C(=CC=1O)CCCCC)C1C=COC=C1)O CNOOZELFQAMVIY-UHFFFAOYSA-N 0.000 claims 1
- BIINPUNZGVEODW-UHFFFAOYSA-N 2-(3-methylcyclohex-2-en-1-yl)-5-pentyl-4-(7H-purin-8-yl)benzene-1,3-diol Chemical compound CC=1CCCC(C=1)C=1C(=C(C(=CC=1O)CCCCC)C=1NC2=NC=NC=C2N=1)O BIINPUNZGVEODW-UHFFFAOYSA-N 0.000 claims 1
- AHUGONBXIUCHID-UHFFFAOYSA-N 2-(3-methylcyclohex-2-en-1-yl)-5-pentyl-4-pyrazin-2-ylbenzene-1,3-diol Chemical compound CC=1CCCC(C=1)C=1C(=C(C(=CC=1O)CCCCC)C1=NC=CN=C1)O AHUGONBXIUCHID-UHFFFAOYSA-N 0.000 claims 1
- UNCBJCPYJUUIGT-UHFFFAOYSA-N 2-(3-methylcyclohex-2-en-1-yl)-5-pentyl-4-pyridin-2-ylbenzene-1,3-diol Chemical compound CC=1CCCC(C=1)C=1C(=C(C(=CC=1O)CCCCC)C1=NC=CC=C1)O UNCBJCPYJUUIGT-UHFFFAOYSA-N 0.000 claims 1
- WZEJRHNCJYKQDX-UHFFFAOYSA-N 2-(3-methylcyclohex-2-en-1-yl)-5-pentyl-4-pyridin-3-ylbenzene-1,3-diol Chemical compound CC=1CCCC(C=1)C=1C(=C(C(=CC=1O)CCCCC)C=1C=NC=CC=1)O WZEJRHNCJYKQDX-UHFFFAOYSA-N 0.000 claims 1
- DJLHFFFYVTUNCJ-UHFFFAOYSA-N 2-(3-methylcyclohex-2-en-1-yl)-5-pentyl-4-pyridin-4-ylbenzene-1,3-diol Chemical compound CC=1CCCC(C=1)C=1C(=C(C(=CC=1O)CCCCC)C1=CC=NC=C1)O DJLHFFFYVTUNCJ-UHFFFAOYSA-N 0.000 claims 1
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