KR20220025690A

KR20220025690A - 신규한 화합물 및 이를 이용한 유기 발광 소자

신규한 화합물 및 이를 이용한 유기 발광 소자 Download PDF

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Publication number: KR20220025690A
Authority: KR; South Korea
Prior art keywords: compound; mmol; group; reduced pressure; under reduced
Prior art date: 2020-08-24

Application number

KR1020210111730A

Other languages

English (en)

Korean (ko)

Other versions

KR102676758B1 (ko

Inventor

김민준

이동훈

김형석

이상우

김영석

김서연

이다정

Original Assignee

주식회사 엘지화학

Priority date

2020-08-24

Filing date

2021-08-24

Publication date

2022-03-03

2021-08-24 Application filed by 주식회사 엘지화학 filed Critical 주식회사 엘지화학

2021-08-24 Priority to PCT/KR2021/011313 priority Critical patent/WO2022045743A1/ko

2022-03-03 Publication of KR20220025690A publication Critical patent/KR20220025690A/ko

2024-06-19 Application granted granted Critical

2024-06-19 Publication of KR102676758B1 publication Critical patent/KR102676758B1/ko

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150000001875 compounds Chemical class 0.000 title claims abstract description 398
239000012044 organic layer Substances 0.000 claims abstract description 85
239000010410 layer Substances 0.000 claims description 151
-1 biphenylyl Chemical group 0.000 claims description 96
125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 35
239000011368 organic material Substances 0.000 claims description 33
125000003118 aryl group Chemical group 0.000 claims description 32
YZCKVEUIGOORGS-OUBTZVSYSA-N Deuterium Chemical compound [2H] YZCKVEUIGOORGS-OUBTZVSYSA-N 0.000 claims description 26
229910052805 deuterium Inorganic materials 0.000 claims description 26
229910052739 hydrogen Inorganic materials 0.000 claims description 25
239000001257 hydrogen Substances 0.000 claims description 25
125000001424 substituent group Chemical group 0.000 claims description 17
125000000732 arylene group Chemical group 0.000 claims description 15
UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 13
125000001072 heteroaryl group Chemical group 0.000 claims description 13
125000001624 naphthyl group Chemical group 0.000 claims description 13
229910052760 oxygen Inorganic materials 0.000 claims description 13
238000000034 method Methods 0.000 claims description 12
229910052717 sulfur Inorganic materials 0.000 claims description 9
125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 8
230000001629 suppression Effects 0.000 claims description 7
229910052757 nitrogen Inorganic materials 0.000 claims description 6
125000001792 phenanthrenyl group Chemical group C1(=CC=CC=2C3=CC=CC=C3C=CC12)* 0.000 claims description 6
150000002431 hydrogen Chemical class 0.000 claims description 4
125000000843 phenylene group Chemical group C1(=C(C=CC=C1)*)* 0.000 claims description 4
125000005509 dibenzothiophenyl group Chemical group 0.000 claims description 2
125000004957 naphthylene group Chemical group 0.000 claims description 2
125000003960 triphenylenyl group Chemical group C1(=CC=CC=2C3=CC=CC=C3C3=CC=CC=C3C12)* 0.000 claims description 2
239000000463 material Substances 0.000 abstract description 36
239000000126 substance Substances 0.000 abstract description 24
MFRIHAYPQRLWNB-UHFFFAOYSA-N sodium tert-butoxide Chemical compound [Na+].CC(C)(C)[O-] MFRIHAYPQRLWNB-UHFFFAOYSA-N 0.000 description 161
HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 150
MXQOYLRVSVOCQT-UHFFFAOYSA-N palladium;tritert-butylphosphane Chemical compound [Pd].CC(C)(C)P(C(C)(C)C)C(C)(C)C.CC(C)(C)P(C(C)(C)C)C(C)(C)C MXQOYLRVSVOCQT-UHFFFAOYSA-N 0.000 description 148
239000002904 solvent Substances 0.000 description 88
238000006243 chemical reaction Methods 0.000 description 79
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 79
CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 75
239000008096 xylene Substances 0.000 description 75
CSNNHWWHGAXBCP-UHFFFAOYSA-L Magnesium sulfate Chemical compound [Mg+2].[O-][S+2]([O-])([O-])[O-] CSNNHWWHGAXBCP-UHFFFAOYSA-L 0.000 description 74
238000001816 cooling Methods 0.000 description 74
239000000706 filtrate Substances 0.000 description 74
239000012299 nitrogen atmosphere Substances 0.000 description 74
238000010898 silica gel chromatography Methods 0.000 description 74
230000015572 biosynthetic process Effects 0.000 description 72
238000003786 synthesis reaction Methods 0.000 description 72
238000002347 injection Methods 0.000 description 42
239000007924 injection Substances 0.000 description 42
0 *C(C1CC(CC(c2ccccc2)=O)CC1)=O Chemical compound *C(C1CC(CC(c2ccccc2)=O)CC1)=O 0.000 description 26
230000032258 transport Effects 0.000 description 23
KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical compound [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 description 22
239000002019 doping agent Substances 0.000 description 21
230000000903 blocking effect Effects 0.000 description 18
125000004432 carbon atom Chemical group C* 0.000 description 18
230000005525 hole transport Effects 0.000 description 18
230000000052 comparative effect Effects 0.000 description 16
239000000758 substrate Substances 0.000 description 13
125000000217 alkyl group Chemical group 0.000 description 10
125000000623 heterocyclic group Chemical group 0.000 description 9
239000000203 mixture Substances 0.000 description 9
UJOBWOGCFQCDNV-UHFFFAOYSA-N Carbazole Natural products C1=CC=C2C3=CC=CC=C3NC2=C1 UJOBWOGCFQCDNV-UHFFFAOYSA-N 0.000 description 8
JGFZNNIVVJXRND-UHFFFAOYSA-N N,N-Diisopropylethylamine (DIPEA) Chemical compound CCN(C(C)C)C(C)C JGFZNNIVVJXRND-UHFFFAOYSA-N 0.000 description 8
229910052782 aluminium Inorganic materials 0.000 description 8
XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 8
NFHFRUOZVGFOOS-UHFFFAOYSA-N palladium;triphenylphosphane Chemical compound [Pd].C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1 NFHFRUOZVGFOOS-UHFFFAOYSA-N 0.000 description 8
125000003342 alkenyl group Chemical group 0.000 description 7
238000000576 coating method Methods 0.000 description 7
229940125904 compound 1 Drugs 0.000 description 7
125000000753 cycloalkyl group Chemical group 0.000 description 7
238000000151 deposition Methods 0.000 description 7
229910052751 metal Inorganic materials 0.000 description 7
239000002184 metal Substances 0.000 description 7
125000003367 polycyclic group Chemical group 0.000 description 7
CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 6
OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 6
239000000460 chlorine Substances 0.000 description 6
239000008199 coating composition Substances 0.000 description 6
239000000243 solution Substances 0.000 description 6
OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 5
KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 5
150000004982 aromatic amines Chemical class 0.000 description 5
125000005878 benzonaphthofuranyl group Chemical group 0.000 description 5
229910052794 bromium Inorganic materials 0.000 description 5
229910052799 carbon Inorganic materials 0.000 description 5
239000003054 catalyst Substances 0.000 description 5
229910052801 chlorine Inorganic materials 0.000 description 5
150000004696 coordination complex Chemical group 0.000 description 5
239000012153 distilled water Substances 0.000 description 5
PQXKHYXIUOZZFA-UHFFFAOYSA-M lithium fluoride Chemical compound [Li+].[F-] PQXKHYXIUOZZFA-UHFFFAOYSA-M 0.000 description 5
150000003512 tertiary amines Chemical group 0.000 description 5
BWHDROKFUHTORW-UHFFFAOYSA-N tritert-butylphosphane Chemical compound CC(C)(C)P(C(C)(C)C)C(C)(C)C BWHDROKFUHTORW-UHFFFAOYSA-N 0.000 description 5
CYPYTURSJDMMMP-WVCUSYJESA-N (1e,4e)-1,5-diphenylpenta-1,4-dien-3-one;palladium Chemical compound [Pd].[Pd].C=1C=CC=CC=1\C=C\C(=O)\C=C\C1=CC=CC=C1.C=1C=CC=CC=1\C=C\C(=O)\C=C\C1=CC=CC=C1.C=1C=CC=CC=1\C=C\C(=O)\C=C\C1=CC=CC=C1 CYPYTURSJDMMMP-WVCUSYJESA-N 0.000 description 4
UKSZBOKPHAQOMP-SVLSSHOZSA-N (1e,4e)-1,5-diphenylpenta-1,4-dien-3-one;palladium Chemical compound [Pd].C=1C=CC=CC=1\C=C\C(=O)\C=C\C1=CC=CC=C1.C=1C=CC=CC=1\C=C\C(=O)\C=C\C1=CC=CC=C1 UKSZBOKPHAQOMP-SVLSSHOZSA-N 0.000 description 4
XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 description 4
239000010405 anode material Substances 0.000 description 4
150000001716 carbazoles Chemical class 0.000 description 4
239000010406 cathode material Substances 0.000 description 4
230000008021 deposition Effects 0.000 description 4
230000000694 effects Effects 0.000 description 4
238000010438 heat treatment Methods 0.000 description 4
150000002739 metals Chemical class 0.000 description 4
SCVFZCLFOSHCOH-UHFFFAOYSA-M potassium acetate Chemical compound [K+].CC([O-])=O SCVFZCLFOSHCOH-UHFFFAOYSA-M 0.000 description 4
150000003335 secondary amines Chemical group 0.000 description 4
238000005406 washing Methods 0.000 description 4
UAOUIVVJBYDFKD-XKCDOFEDSA-N (1R,9R,10S,11R,12R,15S,18S,21R)-10,11,21-trihydroxy-8,8-dimethyl-14-methylidene-4-(prop-2-enylamino)-20-oxa-5-thia-3-azahexacyclo[9.7.2.112,15.01,9.02,6.012,18]henicosa-2(6),3-dien-13-one Chemical compound C([C@@H]1[C@@H](O)[C@@]23C(C1=C)=O)C[C@H]2[C@]12C(N=C(NCC=C)S4)=C4CC(C)(C)[C@H]1[C@H](O)[C@]3(O)OC2 UAOUIVVJBYDFKD-XKCDOFEDSA-N 0.000 description 3
AOSZTAHDEDLTLQ-AZKQZHLXSA-N (1S,2S,4R,8S,9S,11S,12R,13S,19S)-6-[(3-chlorophenyl)methyl]-12,19-difluoro-11-hydroxy-8-(2-hydroxyacetyl)-9,13-dimethyl-6-azapentacyclo[10.8.0.02,9.04,8.013,18]icosa-14,17-dien-16-one Chemical compound C([C@@H]1C[C@H]2[C@H]3[C@]([C@]4(C=CC(=O)C=C4[C@@H](F)C3)C)(F)[C@@H](O)C[C@@]2([C@@]1(C1)C(=O)CO)C)N1CC1=CC=CC(Cl)=C1 AOSZTAHDEDLTLQ-AZKQZHLXSA-N 0.000 description 3
GLGNXYJARSMNGJ-VKTIVEEGSA-N (1s,2s,3r,4r)-3-[[5-chloro-2-[(1-ethyl-6-methoxy-2-oxo-4,5-dihydro-3h-1-benzazepin-7-yl)amino]pyrimidin-4-yl]amino]bicyclo[2.2.1]hept-5-ene-2-carboxamide Chemical compound CCN1C(=O)CCCC2=C(OC)C(NC=3N=C(C(=CN=3)Cl)N[C@H]3[C@H]([C@@]4([H])C[C@@]3(C=C4)[H])C(N)=O)=CC=C21 GLGNXYJARSMNGJ-VKTIVEEGSA-N 0.000 description 3
SZUVGFMDDVSKSI-WIFOCOSTSA-N (1s,2s,3s,5r)-1-(carboxymethyl)-3,5-bis[(4-phenoxyphenyl)methyl-propylcarbamoyl]cyclopentane-1,2-dicarboxylic acid Chemical compound O=C([C@@H]1[C@@H]([C@](CC(O)=O)([C@H](C(=O)N(CCC)CC=2C=CC(OC=3C=CC=CC=3)=CC=2)C1)C(O)=O)C(O)=O)N(CCC)CC(C=C1)=CC=C1OC1=CC=CC=C1 SZUVGFMDDVSKSI-WIFOCOSTSA-N 0.000 description 3
GHYOCDFICYLMRF-UTIIJYGPSA-N (2S,3R)-N-[(2S)-3-(cyclopenten-1-yl)-1-[(2R)-2-methyloxiran-2-yl]-1-oxopropan-2-yl]-3-hydroxy-3-(4-methoxyphenyl)-2-[[(2S)-2-[(2-morpholin-4-ylacetyl)amino]propanoyl]amino]propanamide Chemical compound C1(=CCCC1)C[C@@H](C(=O)[C@@]1(OC1)C)NC([C@H]([C@@H](C1=CC=C(C=C1)OC)O)NC([C@H](C)NC(CN1CCOCC1)=O)=O)=O GHYOCDFICYLMRF-UTIIJYGPSA-N 0.000 description 3
IUSARDYWEPUTPN-OZBXUNDUSA-N (2r)-n-[(2s,3r)-4-[[(4s)-6-(2,2-dimethylpropyl)spiro[3,4-dihydropyrano[2,3-b]pyridine-2,1'-cyclobutane]-4-yl]amino]-3-hydroxy-1-[3-(1,3-thiazol-2-yl)phenyl]butan-2-yl]-2-methoxypropanamide Chemical compound C([C@H](NC(=O)[C@@H](C)OC)[C@H](O)CN[C@@H]1C2=CC(CC(C)(C)C)=CN=C2OC2(CCC2)C1)C(C=1)=CC=CC=1C1=NC=CS1 IUSARDYWEPUTPN-OZBXUNDUSA-N 0.000 description 3
STBLNCCBQMHSRC-BATDWUPUSA-N (2s)-n-[(3s,4s)-5-acetyl-7-cyano-4-methyl-1-[(2-methylnaphthalen-1-yl)methyl]-2-oxo-3,4-dihydro-1,5-benzodiazepin-3-yl]-2-(methylamino)propanamide Chemical compound O=C1[C@@H](NC(=O)[C@H](C)NC)[C@H](C)N(C(C)=O)C2=CC(C#N)=CC=C2N1CC1=C(C)C=CC2=CC=CC=C12 STBLNCCBQMHSRC-BATDWUPUSA-N 0.000 description 3
QFLWZFQWSBQYPS-AWRAUJHKSA-N (3S)-3-[[(2S)-2-[[(2S)-2-[5-[(3aS,6aR)-2-oxo-1,3,3a,4,6,6a-hexahydrothieno[3,4-d]imidazol-4-yl]pentanoylamino]-3-methylbutanoyl]amino]-3-(4-hydroxyphenyl)propanoyl]amino]-4-[1-bis(4-chlorophenoxy)phosphorylbutylamino]-4-oxobutanoic acid Chemical compound CCCC(NC(=O)[C@H](CC(O)=O)NC(=O)[C@H](Cc1ccc(O)cc1)NC(=O)[C@@H](NC(=O)CCCCC1SC[C@@H]2NC(=O)N[C@H]12)C(C)C)P(=O)(Oc1ccc(Cl)cc1)Oc1ccc(Cl)cc1 QFLWZFQWSBQYPS-AWRAUJHKSA-N 0.000 description 3
IWZSHWBGHQBIML-ZGGLMWTQSA-N (3S,8S,10R,13S,14S,17S)-17-isoquinolin-7-yl-N,N,10,13-tetramethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-amine Chemical compound CN(C)[C@H]1CC[C@]2(C)C3CC[C@@]4(C)[C@@H](CC[C@@H]4c4ccc5ccncc5c4)[C@@H]3CC=C2C1 IWZSHWBGHQBIML-ZGGLMWTQSA-N 0.000 description 3
KQZLRWGGWXJPOS-NLFPWZOASA-N 1-[(1R)-1-(2,4-dichlorophenyl)ethyl]-6-[(4S,5R)-4-[(2S)-2-(hydroxymethyl)pyrrolidin-1-yl]-5-methylcyclohexen-1-yl]pyrazolo[3,4-b]pyrazine-3-carbonitrile Chemical compound ClC1=C(C=CC(=C1)Cl)[C@@H](C)N1N=C(C=2C1=NC(=CN=2)C1=CC[C@@H]([C@@H](C1)C)N1[C@@H](CCC1)CO)C#N KQZLRWGGWXJPOS-NLFPWZOASA-N 0.000 description 3
WZZBNLYBHUDSHF-DHLKQENFSA-N 1-[(3s,4s)-4-[8-(2-chloro-4-pyrimidin-2-yloxyphenyl)-7-fluoro-2-methylimidazo[4,5-c]quinolin-1-yl]-3-fluoropiperidin-1-yl]-2-hydroxyethanone Chemical compound CC1=NC2=CN=C3C=C(F)C(C=4C(=CC(OC=5N=CC=CN=5)=CC=4)Cl)=CC3=C2N1[C@H]1CCN(C(=O)CO)C[C@@H]1F WZZBNLYBHUDSHF-DHLKQENFSA-N 0.000 description 3
ONBQEOIKXPHGMB-VBSBHUPXSA-N 1-[2-[(2s,3r,4s,5r)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-4,6-dihydroxyphenyl]-3-(4-hydroxyphenyl)propan-1-one Chemical compound O[C@@H]1[C@H](O)[C@@H](CO)O[C@H]1OC1=CC(O)=CC(O)=C1C(=O)CCC1=CC=C(O)C=C1 ONBQEOIKXPHGMB-VBSBHUPXSA-N 0.000 description 3
UNILWMWFPHPYOR-KXEYIPSPSA-M 1-[6-[2-[3-[3-[3-[2-[2-[3-[[2-[2-[[(2r)-1-[[2-[[(2r)-1-[3-[2-[2-[3-[[2-(2-amino-2-oxoethoxy)acetyl]amino]propoxy]ethoxy]ethoxy]propylamino]-3-hydroxy-1-oxopropan-2-yl]amino]-2-oxoethyl]amino]-3-[(2r)-2,3-di(hexadecanoyloxy)propyl]sulfanyl-1-oxopropan-2-yl Chemical compound O=C1C(SCCC(=O)NCCCOCCOCCOCCCNC(=O)COCC(=O)N[C@@H](CSC[C@@H](COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC)C(=O)NCC(=O)N[C@H](CO)C(=O)NCCCOCCOCCOCCCNC(=O)COCC(N)=O)CC(=O)N1CCNC(=O)CCCCCN\1C2=CC=C(S([O-])(=O)=O)C=C2CC/1=C/C=C/C=C/C1=[N+](CC)C2=CC=C(S([O-])(=O)=O)C=C2C1 UNILWMWFPHPYOR-KXEYIPSPSA-M 0.000 description 3
ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 3
YSUIQYOGTINQIN-UZFYAQMZSA-N 2-amino-9-[(1S,6R,8R,9S,10R,15R,17R,18R)-8-(6-aminopurin-9-yl)-9,18-difluoro-3,12-dihydroxy-3,12-bis(sulfanylidene)-2,4,7,11,13,16-hexaoxa-3lambda5,12lambda5-diphosphatricyclo[13.2.1.06,10]octadecan-17-yl]-1H-purin-6-one Chemical compound NC1=NC2=C(N=CN2[C@@H]2O[C@@H]3COP(S)(=O)O[C@@H]4[C@@H](COP(S)(=O)O[C@@H]2[C@@H]3F)O[C@H]([C@H]4F)N2C=NC3=C2N=CN=C3N)C(=O)N1 YSUIQYOGTINQIN-UZFYAQMZSA-N 0.000 description 3
TVTJUIAKQFIXCE-HUKYDQBMSA-N 2-amino-9-[(2R,3S,4S,5R)-4-fluoro-3-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-7-prop-2-ynyl-1H-purine-6,8-dione Chemical compound NC=1NC(C=2N(C(N(C=2N=1)[C@@H]1O[C@@H]([C@H]([C@H]1O)F)CO)=O)CC#C)=O TVTJUIAKQFIXCE-HUKYDQBMSA-N 0.000 description 3
QBWKPGNFQQJGFY-QLFBSQMISA-N 3-[(1r)-1-[(2r,6s)-2,6-dimethylmorpholin-4-yl]ethyl]-n-[6-methyl-3-(1h-pyrazol-4-yl)imidazo[1,2-a]pyrazin-8-yl]-1,2-thiazol-5-amine Chemical compound N1([C@H](C)C2=NSC(NC=3C4=NC=C(N4C=C(C)N=3)C3=CNN=C3)=C2)C[C@H](C)O[C@H](C)C1 QBWKPGNFQQJGFY-QLFBSQMISA-N 0.000 description 3
ZOXJGFHDIHLPTG-UHFFFAOYSA-N Boron Chemical group [B] ZOXJGFHDIHLPTG-UHFFFAOYSA-N 0.000 description 3
KCBAMQOKOLXLOX-BSZYMOERSA-N CC1=C(SC=N1)C2=CC=C(C=C2)[C@H](C)NC(=O)[C@@H]3C[C@H](CN3C(=O)[C@H](C(C)(C)C)NC(=O)CCCCCCCCCCNCCCONC(=O)C4=C(C(=C(C=C4)F)F)NC5=C(C=C(C=C5)I)F)O Chemical compound CC1=C(SC=N1)C2=CC=C(C=C2)[C@H](C)NC(=O)[C@@H]3C[C@H](CN3C(=O)[C@H](C(C)(C)C)NC(=O)CCCCCCCCCCNCCCONC(=O)C4=C(C(=C(C=C4)F)F)NC5=C(C=C(C=C5)I)F)O KCBAMQOKOLXLOX-BSZYMOERSA-N 0.000 description 3
BQXUPNKLZNSUMC-YUQWMIPFSA-N CCN(CCCCCOCC(=O)N[C@H](C(=O)N1C[C@H](O)C[C@H]1C(=O)N[C@@H](C)c1ccc(cc1)-c1scnc1C)C(C)(C)C)CCOc1ccc(cc1)C(=O)c1c(sc2cc(O)ccc12)-c1ccc(O)cc1 Chemical compound CCN(CCCCCOCC(=O)N[C@H](C(=O)N1C[C@H](O)C[C@H]1C(=O)N[C@@H](C)c1ccc(cc1)-c1scnc1C)C(C)(C)C)CCOc1ccc(cc1)C(=O)c1c(sc2cc(O)ccc12)-c1ccc(O)cc1 BQXUPNKLZNSUMC-YUQWMIPFSA-N 0.000 description 3
229940126657 Compound 17 Drugs 0.000 description 3
229940126639 Compound 33 Drugs 0.000 description 3
YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 3
XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 3
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AMBOWKBUZMFMHZ-UHFFFAOYSA-N c(cc1)ccc1-c(cc1)ccc1-c(cc1)ccc1N(c(cc1c2c3cccc2)ccc1[n]3-c1ccccc1)c(cc1)cc2c1[s]c1ccc(cccc3)c3c21 Chemical compound c(cc1)ccc1-c(cc1)ccc1-c(cc1)ccc1N(c(cc1c2c3cccc2)ccc1[n]3-c1ccccc1)c(cc1)cc2c1[s]c1ccc(cccc3)c3c21 AMBOWKBUZMFMHZ-UHFFFAOYSA-N 0.000 description 2
IBFPBWBZKGHLSF-UHFFFAOYSA-N c(cc1)ccc1-c(cc1)ccc1N(c(cc1)cc(c2c3cccc2)c1[n]3-c1ccccc1)c1cccc2c1c(cc(cccc1)c1c1)c1[s]2 Chemical compound c(cc1)ccc1-c(cc1)ccc1N(c(cc1)cc(c2c3cccc2)c1[n]3-c1ccccc1)c1cccc2c1c(cc(cccc1)c1c1)c1[s]2 IBFPBWBZKGHLSF-UHFFFAOYSA-N 0.000 description 2
BVEGLBJOYSEBDE-UHFFFAOYSA-N c(cc1)ccc1-c(cc1)ccc1N(c(cc1)cc(c2cc3ccccc3cc22)c1[n]2-c1ccccc1)c1cccc2c1c(cc(cccc1)c1c1)c1[s]2 Chemical compound c(cc1)ccc1-c(cc1)ccc1N(c(cc1)cc(c2cc3ccccc3cc22)c1[n]2-c1ccccc1)c1cccc2c1c(cc(cccc1)c1c1)c1[s]2 BVEGLBJOYSEBDE-UHFFFAOYSA-N 0.000 description 2
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MQXWFMQMERYKPQ-UHFFFAOYSA-N c(cc1)ccc1-c(cc1)ccc1N(c(cc12)ccc1c1c(cccc3)c3ccc1[n]2-c1c(cccc2)c2ccc1)c1ccc2c3c(cccc4)c4ccc3[o]c2c1 Chemical compound c(cc1)ccc1-c(cc1)ccc1N(c(cc12)ccc1c1c(cccc3)c3ccc1[n]2-c1c(cccc2)c2ccc1)c1ccc2c3c(cccc4)c4ccc3[o]c2c1 MQXWFMQMERYKPQ-UHFFFAOYSA-N 0.000 description 2
JNMAGSZNAYRMDH-UHFFFAOYSA-N c(cc1)ccc1-c(cc1)ccc1N(c(cc1c2c(cccc3)c3ccc22)ccc1[n]2-c1ccccc1)c1ccc(c(cc(cccc2)c2c2)c2[s]2)c2c1 Chemical compound c(cc1)ccc1-c(cc1)ccc1N(c(cc1c2c(cccc3)c3ccc22)ccc1[n]2-c1ccccc1)c1ccc(c(cc(cccc2)c2c2)c2[s]2)c2c1 JNMAGSZNAYRMDH-UHFFFAOYSA-N 0.000 description 2
DHNKQZCOIJEGCH-UHFFFAOYSA-N c(cc1)ccc1-c(cc1)ccc1N(c1ccc2[s]c(c(cccc3)c3cc3)c3c2c1)c(cc1)cc2c1c1ccccc1[n]2-c1ccccc1 Chemical compound c(cc1)ccc1-c(cc1)ccc1N(c1ccc2[s]c(c(cccc3)c3cc3)c3c2c1)c(cc1)cc2c1c1ccccc1[n]2-c1ccccc1 DHNKQZCOIJEGCH-UHFFFAOYSA-N 0.000 description 2
RMFDAXGWJWHZLO-UHFFFAOYSA-N c(cc1)ccc1-c(ccc(N(c(cc1)cc(c2ccccc22)c1[n]2-c1ccccc1)c1cccc2c1c1cc(cccc3)c3cc1[s]2)c1)c1-c1ccccc1 Chemical compound c(cc1)ccc1-c(ccc(N(c(cc1)cc(c2ccccc22)c1[n]2-c1ccccc1)c1cccc2c1c1cc(cccc3)c3cc1[s]2)c1)c1-c1ccccc1 RMFDAXGWJWHZLO-UHFFFAOYSA-N 0.000 description 2
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229910052791 calcium Inorganic materials 0.000 description 2
239000011575 calcium Substances 0.000 description 2
125000000609 carbazolyl group Chemical group C1(=CC=CC=2C3=CC=CC=C3NC12)* 0.000 description 2
125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 description 2
MVPPADPHJFYWMZ-UHFFFAOYSA-N chlorobenzene Chemical compound ClC1=CC=CC=C1 MVPPADPHJFYWMZ-UHFFFAOYSA-N 0.000 description 2
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229940125773 compound 10 Drugs 0.000 description 2
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KKOZDZRIDQGZLH-UHFFFAOYSA-N NC(C1C=CC=CC11)=CC=C1C(CC1)=Cc2c1cccc2 Chemical compound NC(C1C=CC=CC11)=CC=C1C(CC1)=Cc2c1cccc2 KKOZDZRIDQGZLH-UHFFFAOYSA-N 0.000 description 1
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GQVWHWAWLPCBHB-UHFFFAOYSA-L beryllium;benzo[h]quinolin-10-olate Chemical compound [Be+2].C1=CC=NC2=C3C([O-])=CC=CC3=CC=C21.C1=CC=NC2=C3C([O-])=CC=CC3=CC=C21 GQVWHWAWLPCBHB-UHFFFAOYSA-L 0.000 description 1
UFVXQDWNSAGPHN-UHFFFAOYSA-K bis[(2-methylquinolin-8-yl)oxy]-(4-phenylphenoxy)alumane Chemical compound [Al+3].C1=CC=C([O-])C2=NC(C)=CC=C21.C1=CC=C([O-])C2=NC(C)=CC=C21.C1=CC([O-])=CC=C1C1=CC=CC=C1 UFVXQDWNSAGPHN-UHFFFAOYSA-K 0.000 description 1
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FGAFVVXDXSWCOR-UHFFFAOYSA-N c(cc1)ccc1-[n]1c(cc(cc2)N(c3ccc4c5c(cccc6)c6ccc5[o]c4c3)c3ccc(c4ccccc4[s]4)c4c3)c2c2c1cccc2 Chemical compound c(cc1)ccc1-[n]1c(cc(cc2)N(c3ccc4c5c(cccc6)c6ccc5[o]c4c3)c3ccc(c4ccccc4[s]4)c4c3)c2c2c1cccc2 FGAFVVXDXSWCOR-UHFFFAOYSA-N 0.000 description 1
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FFYQTPPJMGCROQ-UHFFFAOYSA-N c(cc1)ccc1-[n]1c(ccc(N(c(cc2)cc3c2[o]c2c3cccc2)c2cccc3c2c2ccc(cccc4)c4c2[s]3)c2)c2c2ccccc12 Chemical compound c(cc1)ccc1-[n]1c(ccc(N(c(cc2)cc3c2[o]c2c3cccc2)c2cccc3c2c2ccc(cccc4)c4c2[s]3)c2)c2c2ccccc12 FFYQTPPJMGCROQ-UHFFFAOYSA-N 0.000 description 1
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YJNXQPZORVEEIZ-UHFFFAOYSA-N c(cc1)ccc1-[n]1c(ccc(N(c(cc2)ccc2-c2cc(cccc3)c3cc2)c2cccc3c2c(ccc2ccccc22)c2[s]3)c2)c2c2ccccc12 Chemical compound c(cc1)ccc1-[n]1c(ccc(N(c(cc2)ccc2-c2cc(cccc3)c3cc2)c2cccc3c2c(ccc2ccccc22)c2[s]3)c2)c2c2ccccc12 YJNXQPZORVEEIZ-UHFFFAOYSA-N 0.000 description 1
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LCMGWJRTMZWWBM-UHFFFAOYSA-N c(cc1)ccc1-[n]1c(ccc(N(c2cc(cccc3)c3cc2)c2cccc3c2c(ccc2c4cccc2)c4[s]3)c2)c2c2ccccc12 Chemical compound c(cc1)ccc1-[n]1c(ccc(N(c2cc(cccc3)c3cc2)c2cccc3c2c(ccc2c4cccc2)c4[s]3)c2)c2c2ccccc12 LCMGWJRTMZWWBM-UHFFFAOYSA-N 0.000 description 1
QSMWZHVDLYRKNA-UHFFFAOYSA-N c(cc1)ccc1-[n]1c(ccc(N(c2cc3ccccc3cc2)c2cccc3c2c(ccc2c4cccc2)c4[o]3)c2)c2c2c1cccc2 Chemical compound c(cc1)ccc1-[n]1c(ccc(N(c2cc3ccccc3cc2)c2cccc3c2c(ccc2c4cccc2)c4[o]3)c2)c2c2c1cccc2 QSMWZHVDLYRKNA-UHFFFAOYSA-N 0.000 description 1
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FAUCZSDUMHDKIY-UHFFFAOYSA-N c(cc1)ccc1-[n]1c(ccc(N(c2ccc(c3ccccc3[s]3)c3c2)c2c3[s]c(c(cccc4)c4cc4)c4c3ccc2)c2)c2c2ccccc12 Chemical compound c(cc1)ccc1-[n]1c(ccc(N(c2ccc(c3ccccc3[s]3)c3c2)c2c3[s]c(c(cccc4)c4cc4)c4c3ccc2)c2)c2c2ccccc12 FAUCZSDUMHDKIY-UHFFFAOYSA-N 0.000 description 1
XDVHDOWHILLSBQ-UHFFFAOYSA-N c(cc1)ccc1-[n]1c(ccc(N(c2ccc3[o]c4ccccc4c3c2)c(cc2)cc3c2c(ccc2c4cccc2)c4[o]3)c2)c2c2ccccc12 Chemical compound c(cc1)ccc1-[n]1c(ccc(N(c2ccc3[o]c4ccccc4c3c2)c(cc2)cc3c2c(ccc2c4cccc2)c4[o]3)c2)c2c2ccccc12 XDVHDOWHILLSBQ-UHFFFAOYSA-N 0.000 description 1
QRABOFLHNLKADM-UHFFFAOYSA-N c(cc1)ccc1-[n]1c(ccc(N(c2ccc3[o]c4ccccc4c3c2)c(cc2)cc3c2c2ccc(cccc4)c4c2[s]3)c2)c2c2ccccc12 Chemical compound c(cc1)ccc1-[n]1c(ccc(N(c2ccc3[o]c4ccccc4c3c2)c(cc2)cc3c2c2ccc(cccc4)c4c2[s]3)c2)c2c2ccccc12 QRABOFLHNLKADM-UHFFFAOYSA-N 0.000 description 1
BYURVABTOVJXKI-UHFFFAOYSA-N c(cc1)ccc1-[n]1c(ccc(N(c2ccc3c(c(cccc4)c4cc4)c4[s]c3c2)c2cc3ccccc3cc2)c2)c2c2ccccc12 Chemical compound c(cc1)ccc1-[n]1c(ccc(N(c2ccc3c(c(cccc4)c4cc4)c4[s]c3c2)c2cc3ccccc3cc2)c2)c2c2ccccc12 BYURVABTOVJXKI-UHFFFAOYSA-N 0.000 description 1
UVFXUQZFJKJCMF-UHFFFAOYSA-N c(cc1)ccc1-[n]1c(ccc(N(c2ccc3c4c(cccc5)c5ccc4[o]c3c2)c2cc(cccc3)c3c3ccccc23)c2)c2c2c1cccc2 Chemical compound c(cc1)ccc1-[n]1c(ccc(N(c2ccc3c4c(cccc5)c5ccc4[o]c3c2)c2cc(cccc3)c3c3ccccc23)c2)c2c2c1cccc2 UVFXUQZFJKJCMF-UHFFFAOYSA-N 0.000 description 1
OGAPXZJKHMYZGU-UHFFFAOYSA-N c(cc1)ccc1-[n]1c(ccc(N(c2ccc3c4c(cccc5)c5ccc4[s]c3c2)c2cc3ccccc3c3ccccc23)c2)c2c2ccccc12 Chemical compound c(cc1)ccc1-[n]1c(ccc(N(c2ccc3c4c(cccc5)c5ccc4[s]c3c2)c2cc3ccccc3c3ccccc23)c2)c2c2ccccc12 OGAPXZJKHMYZGU-UHFFFAOYSA-N 0.000 description 1
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HXSWECMCOMBFOU-UHFFFAOYSA-N c(cc1)ccc1-[n]1c2c(cccc3)c3ccc2c2c1ccc(N(c(cc1)cc3c1c(cccc1)c1cc3)c1c(c(ccc3c4cccc3)c4[s]3)c3ccc1)c2 Chemical compound c(cc1)ccc1-[n]1c2c(cccc3)c3ccc2c2c1ccc(N(c(cc1)cc3c1c(cccc1)c1cc3)c1c(c(ccc3c4cccc3)c4[s]3)c3ccc1)c2 HXSWECMCOMBFOU-UHFFFAOYSA-N 0.000 description 1
HBTFQIPKWQGPTJ-UHFFFAOYSA-N c(cc1)ccc1-[n]1c2cc(N(c(cc3)ccc3-c3c(cccc4)c4ccc3)c3c(c(ccc4c5cccc4)c5[s]4)c4ccc3)ccc2c2cc(cccc3)c3cc12 Chemical compound c(cc1)ccc1-[n]1c2cc(N(c(cc3)ccc3-c3c(cccc4)c4ccc3)c3c(c(ccc4c5cccc4)c5[s]4)c4ccc3)ccc2c2cc(cccc3)c3cc12 HBTFQIPKWQGPTJ-UHFFFAOYSA-N 0.000 description 1
CSIAQJLSOXGYJK-UHFFFAOYSA-N c(cc1)ccc1-[n]1c2cc(N(c(cc3)ccc3-c3c(cccc4)c4ccc3)c3cccc4c3c(ccc3c5cccc3)c5[o]4)ccc2c2c1cc(cccc1)c1c2 Chemical compound c(cc1)ccc1-[n]1c2cc(N(c(cc3)ccc3-c3c(cccc4)c4ccc3)c3cccc4c3c(ccc3c5cccc3)c5[o]4)ccc2c2c1cc(cccc1)c1c2 CSIAQJLSOXGYJK-UHFFFAOYSA-N 0.000 description 1
MIYKEDILXLNGCY-UHFFFAOYSA-N c(cc1)ccc1-[n]1c2cc(N(c3cc(cccc4)c4cc3)c3cccc4c3c(ccc3c5cccc3)c5[s]4)ccc2c2c1cccc2 Chemical compound c(cc1)ccc1-[n]1c2cc(N(c3cc(cccc4)c4cc3)c3cccc4c3c(ccc3c5cccc3)c5[s]4)ccc2c2c1cccc2 MIYKEDILXLNGCY-UHFFFAOYSA-N 0.000 description 1
CAWPCBFZJQIABW-UHFFFAOYSA-N c(cc1)ccc1-[n]1c2cc(N(c3ccc(c4ccccc4[s]4)c4c3)c(cc3)cc4c3c3c(cccc5)c5ccc3[s]4)ccc2c2c1cccc2 Chemical compound c(cc1)ccc1-[n]1c2cc(N(c3ccc(c4ccccc4[s]4)c4c3)c(cc3)cc4c3c3c(cccc5)c5ccc3[s]4)ccc2c2c1cccc2 CAWPCBFZJQIABW-UHFFFAOYSA-N 0.000 description 1
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DVQVCXKOBWSKMP-UHFFFAOYSA-N c(cc1)ccc1-[n]1c2cc(N(c3ccc4[s]c5ccc(cccc6)c6c5c4c3)c3c(c4ccccc4[s]4)c4ccc3)ccc2c2ccccc12 Chemical compound c(cc1)ccc1-[n]1c2cc(N(c3ccc4[s]c5ccc(cccc6)c6c5c4c3)c3c(c4ccccc4[s]4)c4ccc3)ccc2c2ccccc12 DVQVCXKOBWSKMP-UHFFFAOYSA-N 0.000 description 1
WKOCCHKGULAOJE-UHFFFAOYSA-N c(cc1)ccc1-[n]1c2cc(cccc3)c3cc2c2c1cccc2N(c(cc1)ccc1-c1cc(c(cccc2)c2cc2)c2cc1)c(cccc12)c1[s]c1c2c(cccc2)c2cc1 Chemical compound c(cc1)ccc1-[n]1c2cc(cccc3)c3cc2c2c1cccc2N(c(cc1)ccc1-c1cc(c(cccc2)c2cc2)c2cc1)c(cccc12)c1[s]c1c2c(cccc2)c2cc1 WKOCCHKGULAOJE-UHFFFAOYSA-N 0.000 description 1
KLPDNABTALSWFQ-UHFFFAOYSA-N c(cc1)ccc1-[n]1c2cc(cccc3)c3cc2c2c1cccc2N(c(cc1)ccc1-c1cc(c2ccccc2cc2)c2cc1)c1cccc2c1[o]c1ccc(cccc3)c3c21 Chemical compound c(cc1)ccc1-[n]1c2cc(cccc3)c3cc2c2c1cccc2N(c(cc1)ccc1-c1cc(c2ccccc2cc2)c2cc1)c1cccc2c1[o]c1ccc(cccc3)c3c21 KLPDNABTALSWFQ-UHFFFAOYSA-N 0.000 description 1
MWAYDHQOYUQGAH-UHFFFAOYSA-N c(cc1)ccc1-[n]1c2cccc(N(c3ccc4[o]c(c5ccccc5cc5)c5c4c3)c3cc(-c4cccc5c4cccc5)ccc3)c2c2c1cccc2 Chemical compound c(cc1)ccc1-[n]1c2cccc(N(c3ccc4[o]c(c5ccccc5cc5)c5c4c3)c3cc(-c4cccc5c4cccc5)ccc3)c2c2c1cccc2 MWAYDHQOYUQGAH-UHFFFAOYSA-N 0.000 description 1
KXZNFIVVWABUHF-UHFFFAOYSA-N c(cc1)ccc1-[n]1c2cccc(N(c3ccc4[s]c(c(cccc5)c5cc5)c5c4c3)c3cc(-c4cccc5ccccc45)ccc3)c2c2ccccc12 Chemical compound c(cc1)ccc1-[n]1c2cccc(N(c3ccc4[s]c(c(cccc5)c5cc5)c5c4c3)c3cc(-c4cccc5ccccc45)ccc3)c2c2ccccc12 KXZNFIVVWABUHF-UHFFFAOYSA-N 0.000 description 1
GMORYVZKIXXOIU-UHFFFAOYSA-N c(cc1)ccc1-c(c(-c1ccccc1)c1)ccc1N(c(cc1)cc2c1c1ccccc1[n]2-c1cc(cccc2)c2cc1)c1c2[o]c(c(cccc3)c3cc3)c3c2ccc1 Chemical compound c(cc1)ccc1-c(c(-c1ccccc1)c1)ccc1N(c(cc1)cc2c1c1ccccc1[n]2-c1cc(cccc2)c2cc1)c1c2[o]c(c(cccc3)c3cc3)c3c2ccc1 GMORYVZKIXXOIU-UHFFFAOYSA-N 0.000 description 1
BCHBHQSUKUQMCF-UHFFFAOYSA-N c(cc1)ccc1-c(c(-c1ccccc1)c1)ccc1Nc(cc1)cc2c1c1ccccc1[n]2-c1cc2ccccc2cc1 Chemical compound c(cc1)ccc1-c(c(-c1ccccc1)c1)ccc1Nc(cc1)cc2c1c1ccccc1[n]2-c1cc2ccccc2cc1 BCHBHQSUKUQMCF-UHFFFAOYSA-N 0.000 description 1
NYMMXWVBOXTCHV-UHFFFAOYSA-N c(cc1)ccc1-c(c1c2cccc1)ccc2N(c(cc1c2c3cccc2)ccc1[n]3-c1ccccc1)c1ccc2c3c(cccc4)c4ccc3[s]c2c1 Chemical compound c(cc1)ccc1-c(c1c2cccc1)ccc2N(c(cc1c2c3cccc2)ccc1[n]3-c1ccccc1)c1ccc2c3c(cccc4)c4ccc3[s]c2c1 NYMMXWVBOXTCHV-UHFFFAOYSA-N 0.000 description 1
YTOVJDILYHNSBH-UHFFFAOYSA-N c(cc1)ccc1-c(c1ccccc11)ccc1N(c(cc1)cc(c2ccccc22)c1[n]2-c1ccccc1)c1cccc2c1[s]c1c2ccc2c1cccc2 Chemical compound c(cc1)ccc1-c(c1ccccc11)ccc1N(c(cc1)cc(c2ccccc22)c1[n]2-c1ccccc1)c1cccc2c1[s]c1c2ccc2c1cccc2 YTOVJDILYHNSBH-UHFFFAOYSA-N 0.000 description 1
SSILPCQXEWPGAZ-UHFFFAOYSA-N c(cc1)ccc1-c(cc(cc1)N(c(cc2)cc(c3c4cccc3)c2[n]4-c2ccccc2)c2c(c(ccc3c4cccc3)c4[s]3)c3ccc2)c1-c1cc(cccc2)c2cc1 Chemical compound c(cc1)ccc1-c(cc(cc1)N(c(cc2)cc(c3c4cccc3)c2[n]4-c2ccccc2)c2c(c(ccc3c4cccc3)c4[s]3)c3ccc2)c1-c1cc(cccc2)c2cc1 SSILPCQXEWPGAZ-UHFFFAOYSA-N 0.000 description 1
YNPWTXOPOINALR-UHFFFAOYSA-N c(cc1)ccc1-c(cc(cc1)N(c(cc2)cc(c3c4cccc3)c2[n]4-c2ccccc2)c2c(c(ccc3ccccc33)c3[o]3)c3ccc2)c1-c1cc2ccccc2cc1 Chemical compound c(cc1)ccc1-c(cc(cc1)N(c(cc2)cc(c3c4cccc3)c2[n]4-c2ccccc2)c2c(c(ccc3ccccc33)c3[o]3)c3ccc2)c1-c1cc2ccccc2cc1 YNPWTXOPOINALR-UHFFFAOYSA-N 0.000 description 1
WOSNXMSNQOEJQN-UHFFFAOYSA-N c(cc1)ccc1-c(cc(cc1)N(c(cc2)cc3c2c(cccc2)c2[n]3-c2ccccc2)c(cc2)cc3c2c2c(cccc4)c4ccc2[o]3)c1-c1cc(cccc2)c2cc1 Chemical compound c(cc1)ccc1-c(cc(cc1)N(c(cc2)cc3c2c(cccc2)c2[n]3-c2ccccc2)c(cc2)cc3c2c2c(cccc4)c4ccc2[o]3)c1-c1cc(cccc2)c2cc1 WOSNXMSNQOEJQN-UHFFFAOYSA-N 0.000 description 1
QTWDAOMWKVQMBL-UHFFFAOYSA-N c(cc1)ccc1-c(cc(cc1)N(c(cc2)cc3c2c(cccc2)c2[n]3-c2ccccc2)c(cc2)cc3c2c2c(cccc4)c4ccc2[s]3)c1-c1cc(cccc2)c2cc1 Chemical compound c(cc1)ccc1-c(cc(cc1)N(c(cc2)cc3c2c(cccc2)c2[n]3-c2ccccc2)c(cc2)cc3c2c2c(cccc4)c4ccc2[s]3)c1-c1cc(cccc2)c2cc1 QTWDAOMWKVQMBL-UHFFFAOYSA-N 0.000 description 1
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KDNKCGUNQYGTIA-UHFFFAOYSA-N c(cc1)ccc1-c(cc1)c(cccc2)c2c1N(c(cc1)cc2c1c1cc(cccc3)c3cc1[n]2-c1ccccc1)c1cccc2c1c1cc(cccc3)c3cc1[s]2 Chemical compound c(cc1)ccc1-c(cc1)c(cccc2)c2c1N(c(cc1)cc2c1c1cc(cccc3)c3cc1[n]2-c1ccccc1)c1cccc2c1c1cc(cccc3)c3cc1[s]2 KDNKCGUNQYGTIA-UHFFFAOYSA-N 0.000 description 1
GUDLASRROKEDHL-UHFFFAOYSA-N c(cc1)ccc1-c(cc1)c(cccc2)c2c1N(c(cc1)cc2c1c1ccccc1[n]2-c1ccccc1)c(cc1)cc2c1c(c(cccc1)c1cc1)c1[o]2 Chemical compound c(cc1)ccc1-c(cc1)c(cccc2)c2c1N(c(cc1)cc2c1c1ccccc1[n]2-c1ccccc1)c(cc1)cc2c1c(c(cccc1)c1cc1)c1[o]2 GUDLASRROKEDHL-UHFFFAOYSA-N 0.000 description 1
RXILTJKEYASAIX-UHFFFAOYSA-N c(cc1)ccc1-c(cc1)cc(cc2)c1cc2N(c(cc1)cc(c2c3cccc2)c1[n]3-c1ccccc1)c1cccc2c1c(ccc1c3cccc1)c3[s]2 Chemical compound c(cc1)ccc1-c(cc1)cc(cc2)c1cc2N(c(cc1)cc(c2c3cccc2)c1[n]3-c1ccccc1)c1cccc2c1c(ccc1c3cccc1)c3[s]2 RXILTJKEYASAIX-UHFFFAOYSA-N 0.000 description 1
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AGVLGYZIJOXFGJ-UHFFFAOYSA-N c(cc1)ccc1-c(ccc(N(c(cc1)cc(c2c3cccc2)c1[n]3-c1ccccc1)c1cccc2c1c(ccc1c3cccc1)c3[s]2)c1)c1-c1ccccc1 Chemical compound c(cc1)ccc1-c(ccc(N(c(cc1)cc(c2c3cccc2)c1[n]3-c1ccccc1)c1cccc2c1c(ccc1c3cccc1)c3[s]2)c1)c1-c1ccccc1 AGVLGYZIJOXFGJ-UHFFFAOYSA-N 0.000 description 1
OMLOXCIZAUWRAF-UHFFFAOYSA-N c(cc1)ccc1-c(ccc(N(c(cc1)cc(c2ccccc22)c1[n]2-c1ccccc1)c(cc1)cc2c1c(ccc1c3cccc1)c3[s]2)c1)c1-c1cc(cccc2)c2cc1 Chemical compound c(cc1)ccc1-c(ccc(N(c(cc1)cc(c2ccccc22)c1[n]2-c1ccccc1)c(cc1)cc2c1c(ccc1c3cccc1)c3[s]2)c1)c1-c1cc(cccc2)c2cc1 OMLOXCIZAUWRAF-UHFFFAOYSA-N 0.000 description 1
GEMYTBAINOYSRV-UHFFFAOYSA-N c(cc1)ccc1-c(ccc(N(c(cc1)cc2c1c(cccc1)c1[n]2-c1cc(cccc2)c2cc1)c1c(c(ccc2c3cccc2)c3[s]2)c2ccc1)c1)c1-c1ccccc1 Chemical compound c(cc1)ccc1-c(ccc(N(c(cc1)cc2c1c(cccc1)c1[n]2-c1cc(cccc2)c2cc1)c1c(c(ccc2c3cccc2)c3[s]2)c2ccc1)c1)c1-c1ccccc1 GEMYTBAINOYSRV-UHFFFAOYSA-N 0.000 description 1
OAHZTPKKMZHFLB-UHFFFAOYSA-N c(cc1)ccc1-c(cccc1)c1-[n]1c(cc(cc2)N(c3ccccc3)c(cc3)cc4c3[o]c3ccc(cccc5)c5c43)c2c2c(cccc3)c3ccc12 Chemical compound c(cc1)ccc1-c(cccc1)c1-[n]1c(cc(cc2)N(c3ccccc3)c(cc3)cc4c3[o]c3ccc(cccc5)c5c43)c2c2c(cccc3)c3ccc12 OAHZTPKKMZHFLB-UHFFFAOYSA-N 0.000 description 1
NSAUHGUUTKUVDE-UHFFFAOYSA-N c(cc1)ccc1-c(cccc1)c1-c(cc1)ccc1-[n]1c2ccc(cccc3)c3c2c2cc(N(c3ccccc3)c(cc3)cc4c3[s]c3ccc(cccc5)c5c43)ccc12 Chemical compound c(cc1)ccc1-c(cccc1)c1-c(cc1)ccc1-[n]1c2ccc(cccc3)c3c2c2cc(N(c3ccccc3)c(cc3)cc4c3[s]c3ccc(cccc5)c5c43)ccc12 NSAUHGUUTKUVDE-UHFFFAOYSA-N 0.000 description 1
XJJNGQYWNGJVJH-UHFFFAOYSA-N c(cc1)ccc1-c(cccc1)c1-c(cc1)ccc1N(c(cc1)cc(c2ccccc22)c1[n]2-c1ccccc1)c(cccc12)c1[o]c(cc1)c2c(cc2)c1cc2-c1cc(c2c(cc3)c4cc(N(c(cc5)ccc5-c5ccc(cccc6)c6c5)c(cc5)cc(c6ccccc66)c5[n]6-c5cc6ccccc6cc5)ccc4[o]2)c3cc1 Chemical compound c(cc1)ccc1-c(cccc1)c1-c(cc1)ccc1N(c(cc1)cc(c2ccccc22)c1[n]2-c1ccccc1)c(cccc12)c1[o]c(cc1)c2c(cc2)c1cc2-c1cc(c2c(cc3)c4cc(N(c(cc5)ccc5-c5ccc(cccc6)c6c5)c(cc5)cc(c6ccccc66)c5[n]6-c5cc6ccccc6cc5)ccc4[o]2)c3cc1 XJJNGQYWNGJVJH-UHFFFAOYSA-N 0.000 description 1
YHTNYABFDNJHHU-UHFFFAOYSA-N c(cc1)ccc1-c(cccc1)c1-c(cc1)ccc1N(c(cc1)cc(c2ccccc22)c1[n]2-c1ccccc1)c1c2[s]c3ccc(cccc4)c4c3c2ccc1 Chemical compound c(cc1)ccc1-c(cccc1)c1-c(cc1)ccc1N(c(cc1)cc(c2ccccc22)c1[n]2-c1ccccc1)c1c2[s]c3ccc(cccc4)c4c3c2ccc1 YHTNYABFDNJHHU-UHFFFAOYSA-N 0.000 description 1
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GKEFJRFHJCUONS-UHFFFAOYSA-N c(cc1)ccc1-c(cccc1)c1-c(cc1)ccc1N(c(cc1)cc2c1c(cccc1)c1[n]2-c1cccc2c1cccc2)c(cc1)cc2c1c1c(cccc3)c3ccc1[o]2 Chemical compound c(cc1)ccc1-c(cccc1)c1-c(cc1)ccc1N(c(cc1)cc2c1c(cccc1)c1[n]2-c1cccc2c1cccc2)c(cc1)cc2c1c1c(cccc3)c3ccc1[o]2 GKEFJRFHJCUONS-UHFFFAOYSA-N 0.000 description 1
VMVJLZFOHKFTRD-UHFFFAOYSA-N c(cc1)ccc1-c(cccc1)c1-c(cc1)ccc1N(c(cc1)cc2c1c(cccc1)c1[n]2-c1cccc2c1cccc2)c(cc1)cc2c1c1c(cccc3)c3ccc1[s]2 Chemical compound c(cc1)ccc1-c(cccc1)c1-c(cc1)ccc1N(c(cc1)cc2c1c(cccc1)c1[n]2-c1cccc2c1cccc2)c(cc1)cc2c1c1c(cccc3)c3ccc1[s]2 VMVJLZFOHKFTRD-UHFFFAOYSA-N 0.000 description 1
FCJQYIGLJYTYAH-UHFFFAOYSA-N c(cc1)ccc1-c(cccc1)c1-c(cc1)ccc1N(c(cc1)cc2c1c1c(cccc3)c3ccc1[n]2-c1ccccc1)c1cccc2c1[o]c1ccc(cccc3)c3c21 Chemical compound c(cc1)ccc1-c(cccc1)c1-c(cc1)ccc1N(c(cc1)cc2c1c1c(cccc3)c3ccc1[n]2-c1ccccc1)c1cccc2c1[o]c1ccc(cccc3)c3c21 FCJQYIGLJYTYAH-UHFFFAOYSA-N 0.000 description 1
QABSGZUIQLFMPD-UHFFFAOYSA-N c(cc1)ccc1-c(cccc1)c1N(c(cc12)ccc1c(c(cccc1)c1cc1)c1[n]2-c1cc(cccc2)c2cc1)c1c(c(ccc2c3cccc2)c3[s]2)c2ccc1 Chemical compound c(cc1)ccc1-c(cccc1)c1N(c(cc12)ccc1c(c(cccc1)c1cc1)c1[n]2-c1cc(cccc2)c2cc1)c1c(c(ccc2c3cccc2)c3[s]2)c2ccc1 QABSGZUIQLFMPD-UHFFFAOYSA-N 0.000 description 1
ZOOXYTDNBHESCP-UHFFFAOYSA-N c(cc1)ccc1-c(cccc1)c1N(c1ccc(c(ccc2c3cccc2)c3[n]2-c3ccccc3)c2c1)c1c2[s]c3ccc(cccc4)c4c3c2ccc1 Chemical compound c(cc1)ccc1-c(cccc1)c1N(c1ccc(c(ccc2c3cccc2)c3[n]2-c3ccccc3)c2c1)c1c2[s]c3ccc(cccc4)c4c3c2ccc1 ZOOXYTDNBHESCP-UHFFFAOYSA-N 0.000 description 1
XQPMLXVXRVXIEA-UHFFFAOYSA-N c(cc1)ccc1-c(cccc1)c1N(c1ccc(c2ccc(cccc3)c3c2[n]2-c3ccccc3)c2c1)c1cccc2c1[o]c1c2c2ccccc2cc1 Chemical compound c(cc1)ccc1-c(cccc1)c1N(c1ccc(c2ccc(cccc3)c3c2[n]2-c3ccccc3)c2c1)c1cccc2c1[o]c1c2c2ccccc2cc1 XQPMLXVXRVXIEA-UHFFFAOYSA-N 0.000 description 1
YXQPCBNJHPXYNT-UHFFFAOYSA-N c(cc1)ccc1-c1c(cccc2)c2cc(N(c(cc2c3c4c(cccc5)c5cc3)ccc2[n]4-c2cccc3c2cccc3)c2ccc3[o]c4ccc(cccc5)c5c4c3c2)c1 Chemical compound c(cc1)ccc1-c1c(cccc2)c2cc(N(c(cc2c3c4c(cccc5)c5cc3)ccc2[n]4-c2cccc3c2cccc3)c2ccc3[o]c4ccc(cccc5)c5c4c3c2)c1 YXQPCBNJHPXYNT-UHFFFAOYSA-N 0.000 description 1
XCTZBOUTNUMGPP-UHFFFAOYSA-N c(cc1)ccc1-c1c(cccc2)c2cc(N(c(cc2c3c4c(cccc5)c5cc3)ccc2[n]4-c2cccc3c2cccc3)c2ccc3[s]c4ccc(cccc5)c5c4c3c2)c1 Chemical compound c(cc1)ccc1-c1c(cccc2)c2cc(N(c(cc2c3c4c(cccc5)c5cc3)ccc2[n]4-c2cccc3c2cccc3)c2ccc3[s]c4ccc(cccc5)c5c4c3c2)c1 XCTZBOUTNUMGPP-UHFFFAOYSA-N 0.000 description 1
ZYUNLWWRSPZJBG-UHFFFAOYSA-N c(cc1)ccc1-c1c(cccc2)c2cc(N(c(cc2c3c4c5ccccc5cc3)ccc2[n]4-c2ccccc2)c2ccc3[o]c4ccc(cccc5)c5c4c3c2)c1 Chemical compound c(cc1)ccc1-c1c(cccc2)c2cc(N(c(cc2c3c4c5ccccc5cc3)ccc2[n]4-c2ccccc2)c2ccc3[o]c4ccc(cccc5)c5c4c3c2)c1 ZYUNLWWRSPZJBG-UHFFFAOYSA-N 0.000 description 1
MQQMHIIWFACBKL-UHFFFAOYSA-N c(cc1)ccc1-c1cc(-[n](c(c2c3)ccc3N(c3cccc4c3[s]c3c(cccc5)c5ccc43)c(cc3)c(cccc4)c4c3-c3ccccc3)c3c2c2ccccc2cc3)ccc1 Chemical compound c(cc1)ccc1-c1cc(-[n](c(c2c3)ccc3N(c3cccc4c3[s]c3c(cccc5)c5ccc43)c(cc3)c(cccc4)c4c3-c3ccccc3)c3c2c2ccccc2cc3)ccc1 MQQMHIIWFACBKL-UHFFFAOYSA-N 0.000 description 1
ZCMVJDKBVGGKAT-UHFFFAOYSA-N c(cc1)ccc1-c1cc(-[n](c2ccc3)c(c(cccc4)c4cc4)c4c2c3N(c2ccc3[s]c4ccc(cccc5)c5c4c3c2)c2cc(cccc3)c3cc2)ccc1 Chemical compound c(cc1)ccc1-c1cc(-[n](c2ccc3)c(c(cccc4)c4cc4)c4c2c3N(c2ccc3[s]c4ccc(cccc5)c5c4c3c2)c2cc(cccc3)c3cc2)ccc1 ZCMVJDKBVGGKAT-UHFFFAOYSA-N 0.000 description 1
DFVCYGCQSRVNQI-UHFFFAOYSA-N c(cc1)ccc1-c1cc(-[n]2c(cc(cccc3)c3c3)c3c3c2ccc(N(c(cc2)cc4c2c2ccc(cccc5)c5c2[s]4)c2cc(cccc4)c4c4c2cccc4)c3)ccc1 Chemical compound c(cc1)ccc1-c1cc(-[n]2c(cc(cccc3)c3c3)c3c3c2ccc(N(c(cc2)cc4c2c2ccc(cccc5)c5c2[s]4)c2cc(cccc4)c4c4c2cccc4)c3)ccc1 DFVCYGCQSRVNQI-UHFFFAOYSA-N 0.000 description 1
GKLXTERNUVDOKO-UHFFFAOYSA-N c(cc1)ccc1-c1cc(-[n]2c3cccc(N(c4ccc5[o]c6ccc(cccc7)c7c6c5c4)c4cc(cc(cc5)-c6ccccc6)c5cc4)c3c3c2cccc3)ccc1 Chemical compound c(cc1)ccc1-c1cc(-[n]2c3cccc(N(c4ccc5[o]c6ccc(cccc7)c7c6c5c4)c4cc(cc(cc5)-c6ccccc6)c5cc4)c3c3c2cccc3)ccc1 GKLXTERNUVDOKO-UHFFFAOYSA-N 0.000 description 1
HLPNZXLFVLLBFB-UHFFFAOYSA-N c(cc1)ccc1-c1cc(-[n]2c3cccc(N(c4ccc5[s]c6ccc(cccc7)c7c6c5c4)c4cc(cc(cc5)-c6ccccc6)c5cc4)c3c3ccccc23)ccc1 Chemical compound c(cc1)ccc1-c1cc(-[n]2c3cccc(N(c4ccc5[s]c6ccc(cccc7)c7c6c5c4)c4cc(cc(cc5)-c6ccccc6)c5cc4)c3c3ccccc23)ccc1 HLPNZXLFVLLBFB-UHFFFAOYSA-N 0.000 description 1
RMFXNCGUZUAKSB-UHFFFAOYSA-N c(cc1)ccc1-c1cc(-c(cc2)ccc2N(c2c(c3ccccc3[n]3-c4cc(cccc5)c5cc4)c3ccc2)c2cccc3c2c(ccc2c4cccc2)c4[s]3)c(cccc2)c2c1 Chemical compound c(cc1)ccc1-c1cc(-c(cc2)ccc2N(c2c(c3ccccc3[n]3-c4cc(cccc5)c5cc4)c3ccc2)c2cccc3c2c(ccc2c4cccc2)c4[s]3)c(cccc2)c2c1 RMFXNCGUZUAKSB-UHFFFAOYSA-N 0.000 description 1
QAIYAUUUQZETMQ-UHFFFAOYSA-N c(cc1)ccc1-c1cc(-c(cc2)ccc2N(c2ccc3[o]c(c4ccccc4cc4)c4c3c2)c(cc2)cc3c2c2ccccc2[n]3-c2cc(-c3ccccc3)ccc2)ccc1 Chemical compound c(cc1)ccc1-c1cc(-c(cc2)ccc2N(c2ccc3[o]c(c4ccccc4cc4)c4c3c2)c(cc2)cc3c2c2ccccc2[n]3-c2cc(-c3ccccc3)ccc2)ccc1 QAIYAUUUQZETMQ-UHFFFAOYSA-N 0.000 description 1
VJBBFTJFOGWEFI-UHFFFAOYSA-N c(cc1)ccc1-c1cc(-c2c(cccc3)c3cc(N(c(cc3c4c5cccc4)ccc3[n]5-c3ccccc3)c3ccc4[s]c5ccc(cccc6)c6c5c4c3)c2)ccc1 Chemical compound c(cc1)ccc1-c1cc(-c2c(cccc3)c3cc(N(c(cc3c4c5cccc4)ccc3[n]5-c3ccccc3)c3ccc4[s]c5ccc(cccc6)c6c5c4c3)c2)ccc1 VJBBFTJFOGWEFI-UHFFFAOYSA-N 0.000 description 1
LUYYNIFMZZNOKB-UHFFFAOYSA-N c(cc1)ccc1-c1cc(-c2c(cccc3)c3cc(N(c(cc3c4ccccc44)ccc3[n]4-c3ccccc3)c(cc34)ccc3[o]c3c4c(cccc4)c4cc3)c2)ccc1 Chemical compound c(cc1)ccc1-c1cc(-c2c(cccc3)c3cc(N(c(cc3c4ccccc44)ccc3[n]4-c3ccccc3)c(cc34)ccc3[o]c3c4c(cccc4)c4cc3)c2)ccc1 LUYYNIFMZZNOKB-UHFFFAOYSA-N 0.000 description 1
YHRZSCHBSAISED-UHFFFAOYSA-N c(cc1)ccc1-c1cc(N(c(cc2)cc(c3ccccc33)c2[n]3-c2ccccc2)c(cc2)cc3c2[o]c2c3ccc3ccccc23)c(cccc2)c2c1 Chemical compound c(cc1)ccc1-c1cc(N(c(cc2)cc(c3ccccc33)c2[n]3-c2ccccc2)c(cc2)cc3c2[o]c2c3ccc3ccccc23)c(cccc2)c2c1 YHRZSCHBSAISED-UHFFFAOYSA-N 0.000 description 1
ZOYDIATYASWDMG-UHFFFAOYSA-N c(cc1)ccc1-c1cc(N(c(cc2)cc(c3ccccc33)c2[n]3-c2ccccc2)c(cc2)cc3c2[o]c2ccc(cccc4)c4c32)cc2c1cccc2 Chemical compound c(cc1)ccc1-c1cc(N(c(cc2)cc(c3ccccc33)c2[n]3-c2ccccc2)c(cc2)cc3c2[o]c2ccc(cccc4)c4c32)cc2c1cccc2 ZOYDIATYASWDMG-UHFFFAOYSA-N 0.000 description 1
SBVUFSJXAITIMZ-UHFFFAOYSA-N c(cc1)ccc1-c1cc(N(c(cc2)cc(c3ccccc33)c2[n]3-c2ccccc2)c2cccc3c2[o]c2ccc(cccc4)c4c32)cc2c1cccc2 Chemical compound c(cc1)ccc1-c1cc(N(c(cc2)cc(c3ccccc33)c2[n]3-c2ccccc2)c2cccc3c2[o]c2ccc(cccc4)c4c32)cc2c1cccc2 SBVUFSJXAITIMZ-UHFFFAOYSA-N 0.000 description 1
AIAQALIVLAMQTG-UHFFFAOYSA-N c(cc1)ccc1-c1cc(N(c(cc2)cc(c3ccccc33)c2[n]3-c2ccccc2)c2cccc3c2[s]c2ccc(cccc4)c4c32)cc2c1cccc2 Chemical compound c(cc1)ccc1-c1cc(N(c(cc2)cc(c3ccccc33)c2[n]3-c2ccccc2)c2cccc3c2[s]c2ccc(cccc4)c4c32)cc2c1cccc2 AIAQALIVLAMQTG-UHFFFAOYSA-N 0.000 description 1
GTSJDZBTKTZFNA-UHFFFAOYSA-N c(cc1)ccc1-c1cc(N(c(cc2)cc3c2[o]c2c3ccc3c2cccc3)c2ccc(c3ccccc3[n]3-c4ccccc4)c3c2)cc2c1cccc2 Chemical compound c(cc1)ccc1-c1cc(N(c(cc2)cc3c2[o]c2c3ccc3c2cccc3)c2ccc(c3ccccc3[n]3-c4ccccc4)c3c2)cc2c1cccc2 GTSJDZBTKTZFNA-UHFFFAOYSA-N 0.000 description 1
VSXPIKFZKTUJSZ-UHFFFAOYSA-N c(cc1)ccc1-c1cc(N(c(cc2)cc3c2[s]c2c3ccc3c2cccc3)c(cc2)cc3c2c2ccccc2[n]3-c2ccccc2)cc2c1cccc2 Chemical compound c(cc1)ccc1-c1cc(N(c(cc2)cc3c2[s]c2c3ccc3c2cccc3)c(cc2)cc3c2c2ccccc2[n]3-c2ccccc2)cc2c1cccc2 VSXPIKFZKTUJSZ-UHFFFAOYSA-N 0.000 description 1
XNERMCVUXXUSGQ-UHFFFAOYSA-N c(cc1)ccc1-c1cc(N(c(cc23)ccc2[o]c2c3c(cccc3)c3cc2)c(cc2)cc3c2c2cc(cccc4)c4cc2[n]3-c2cc(cccc3)c3cc2)cc(-c2ccccc2)c1 Chemical compound c(cc1)ccc1-c1cc(N(c(cc23)ccc2[o]c2c3c(cccc3)c3cc2)c(cc2)cc3c2c2cc(cccc4)c4cc2[n]3-c2cc(cccc3)c3cc2)cc(-c2ccccc2)c1 XNERMCVUXXUSGQ-UHFFFAOYSA-N 0.000 description 1
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PHUBGEQIJLXLRC-UHFFFAOYSA-N c(cc1)ccc1-c1cc(N(c2c(c3ccc(cccc4)c4c3[n]3-c4ccccc4)c3ccc2)c2c(c(ccc3ccccc33)c3[s]3)c3ccc2)ccc1 Chemical compound c(cc1)ccc1-c1cc(N(c2c(c3ccc(cccc4)c4c3[n]3-c4ccccc4)c3ccc2)c2c(c(ccc3ccccc33)c3[s]3)c3ccc2)ccc1 PHUBGEQIJLXLRC-UHFFFAOYSA-N 0.000 description 1
XDFQDSWUKYMFFK-UHFFFAOYSA-N c(cc1)ccc1-c1cc(N(c2ccc3[o]c(c(cccc4)c4cc4)c4c3c2)c(cc2)cc3c2c2cc(cccc4)c4cc2[n]3-c2ccccc2)cc(-c2ccccc2)c1 Chemical compound c(cc1)ccc1-c1cc(N(c2ccc3[o]c(c(cccc4)c4cc4)c4c3c2)c(cc2)cc3c2c2cc(cccc4)c4cc2[n]3-c2ccccc2)cc(-c2ccccc2)c1 XDFQDSWUKYMFFK-UHFFFAOYSA-N 0.000 description 1
UJSSNHIYYZMGEH-UHFFFAOYSA-N c(cc1)ccc1-c1cc(N(c2ccc3[o]c(c(cccc4)c4cc4)c4c3c2)c2ccc(c3ccccc3[n]3-c4cc5ccccc5cc4)c3c2)cc(-c2cc3ccccc3cc2)c1 Chemical compound c(cc1)ccc1-c1cc(N(c2ccc3[o]c(c(cccc4)c4cc4)c4c3c2)c2ccc(c3ccccc3[n]3-c4cc5ccccc5cc4)c3c2)cc(-c2cc3ccccc3cc2)c1 UJSSNHIYYZMGEH-UHFFFAOYSA-N 0.000 description 1
XFNHVQADIBNJHZ-UHFFFAOYSA-N c(cc1)ccc1-c1cc(N(c2ccc3[o]c4ccc(cccc5)c5c4c3c2)c(cc2)cc3c2c(cccc2)c2[n]3-c2ccccc2)cc(-c2cc3ccccc3cc2)c1 Chemical compound c(cc1)ccc1-c1cc(N(c2ccc3[o]c4ccc(cccc5)c5c4c3c2)c(cc2)cc3c2c(cccc2)c2[n]3-c2ccccc2)cc(-c2cc3ccccc3cc2)c1 XFNHVQADIBNJHZ-UHFFFAOYSA-N 0.000 description 1
NKMPEGAOXOOJJD-UHFFFAOYSA-N c(cc1)ccc1-c1cc(N(c2ccc3[s]c(c4ccccc4cc4)c4c3c2)c(cc2)cc3c2c(cccc2)c2[n]3-c2cc3ccccc3cc2)cc(-c2cc3ccccc3cc2)c1 Chemical compound c(cc1)ccc1-c1cc(N(c2ccc3[s]c(c4ccccc4cc4)c4c3c2)c(cc2)cc3c2c(cccc2)c2[n]3-c2cc3ccccc3cc2)cc(-c2cc3ccccc3cc2)c1 NKMPEGAOXOOJJD-UHFFFAOYSA-N 0.000 description 1
MXYVJMWNVSLUDT-UHFFFAOYSA-N c(cc1)ccc1-c1cc(cccc2)c2c(N(c(cc2)cc(c3c4cccc3)c2[n]4-c2c(cccc3)c3ccc2)c(cc2)cc3c2c(ccc2c4cccc2)c4[o]3)c1 Chemical compound c(cc1)ccc1-c1cc(cccc2)c2c(N(c(cc2)cc(c3c4cccc3)c2[n]4-c2c(cccc3)c3ccc2)c(cc2)cc3c2c(ccc2c4cccc2)c4[o]3)c1 MXYVJMWNVSLUDT-UHFFFAOYSA-N 0.000 description 1
BMQGOQZULITEJX-UHFFFAOYSA-N c(cc1)ccc1-c1cc(cccc2)c2c(N(c(cc2)cc(c3c4cccc3)c2[n]4-c2cccc3ccccc23)c(cc2)cc3c2c2ccc(cccc4)c4c2[s]3)c1 Chemical compound c(cc1)ccc1-c1cc(cccc2)c2c(N(c(cc2)cc(c3c4cccc3)c2[n]4-c2cccc3ccccc23)c(cc2)cc3c2c2ccc(cccc4)c4c2[s]3)c1 BMQGOQZULITEJX-UHFFFAOYSA-N 0.000 description 1
RSZIWHNFHWUKFE-UHFFFAOYSA-N c(cc1)ccc1-c1cc(cccc2)c2c(N(c(cc2)cc3c2c(cccc2)c2[n]3-c2ccccc2)c2ccc3c(c(cccc4)c4cc4)c4[o]c3c2)c1 Chemical compound c(cc1)ccc1-c1cc(cccc2)c2c(N(c(cc2)cc3c2c(cccc2)c2[n]3-c2ccccc2)c2ccc3c(c(cccc4)c4cc4)c4[o]c3c2)c1 RSZIWHNFHWUKFE-UHFFFAOYSA-N 0.000 description 1
HBQROIXVDKVKAS-UHFFFAOYSA-N c(cc1)ccc1-c1cc(cccc2)c2c(N(c(cc2)cc3c2c2ccccc2[n]3-c2ccccc2)c2ccc3c4c(cccc5)c5ccc4[s]c3c2)c1 Chemical compound c(cc1)ccc1-c1cc(cccc2)c2c(N(c(cc2)cc3c2c2ccccc2[n]3-c2ccccc2)c2ccc3c4c(cccc5)c5ccc4[s]c3c2)c1 HBQROIXVDKVKAS-UHFFFAOYSA-N 0.000 description 1
FYCOYNFTHOPOHX-UHFFFAOYSA-N c(cc1)ccc1-c1cc(cccc2)c2c(N(c(cc2c3ccccc33)ccc2[n]3-c2ccccc2)c(cc2)cc3c2[o]c2ccc(cccc4)c4c32)c1 Chemical compound c(cc1)ccc1-c1cc(cccc2)c2c(N(c(cc2c3ccccc33)ccc2[n]3-c2ccccc2)c(cc2)cc3c2[o]c2ccc(cccc4)c4c32)c1 FYCOYNFTHOPOHX-UHFFFAOYSA-N 0.000 description 1
ABCUFFCHVLQZOT-UHFFFAOYSA-N c(cc1)ccc1-c1cc(cccc2)c2c(Nc(cc2)cc(c3ccccc33)c2[n]3-c2ccccc2)c1 Chemical compound c(cc1)ccc1-c1cc(cccc2)c2c(Nc(cc2)cc(c3ccccc33)c2[n]3-c2ccccc2)c1 ABCUFFCHVLQZOT-UHFFFAOYSA-N 0.000 description 1
KDJCJRUWMZTIBU-UHFFFAOYSA-N c(cc1)ccc1-c1cc2ccccc2c(-c(cc2)ccc2N(c2c(c3ccccc3[n]3-c4cc(cccc5)c5cc4)c3ccc2)c2c(c(ccc3c4cccc3)c4[o]3)c3ccc2)c1 Chemical compound c(cc1)ccc1-c1cc2ccccc2c(-c(cc2)ccc2N(c2c(c3ccccc3[n]3-c4cc(cccc5)c5cc4)c3ccc2)c2c(c(ccc3c4cccc3)c4[o]3)c3ccc2)c1 KDJCJRUWMZTIBU-UHFFFAOYSA-N 0.000 description 1
DLYZEUAPTBRVBR-UHFFFAOYSA-N c(cc1)ccc1-c1cc2ccccc2c(N(c(cc2)cc(c3ccccc33)c2[n]3-c2ccccc2)c2cccc3c2[o]c2c3ccc3c2cccc3)c1 Chemical compound c(cc1)ccc1-c1cc2ccccc2c(N(c(cc2)cc(c3ccccc33)c2[n]3-c2ccccc2)c2cccc3c2[o]c2c3ccc3c2cccc3)c1 DLYZEUAPTBRVBR-UHFFFAOYSA-N 0.000 description 1
SNZLZOLNCVNWLB-UHFFFAOYSA-N c(cc1)ccc1-c1cc2ccccc2c(N(c(cc2)cc(c3ccccc33)c2[n]3-c2ccccc2)c2cccc3c2[s]c2c3ccc3c2cccc3)c1 Chemical compound c(cc1)ccc1-c1cc2ccccc2c(N(c(cc2)cc(c3ccccc33)c2[n]3-c2ccccc2)c2cccc3c2[s]c2c3ccc3c2cccc3)c1 SNZLZOLNCVNWLB-UHFFFAOYSA-N 0.000 description 1
JQYHJXPDDSZOIG-UHFFFAOYSA-N c(cc1)ccc1-c1cc2ccccc2c(N(c(cc2c3c4cccc3)ccc2[n]4-c2ccccc2)c(cc2)cc3c2[s]c2ccc(cccc4)c4c32)c1 Chemical compound c(cc1)ccc1-c1cc2ccccc2c(N(c(cc2c3c4cccc3)ccc2[n]4-c2ccccc2)c(cc2)cc3c2[s]c2ccc(cccc4)c4c32)c1 JQYHJXPDDSZOIG-UHFFFAOYSA-N 0.000 description 1
IFEBXDXADDKOJL-UHFFFAOYSA-N c(cc1)ccc1-c1ccc(-c(cc2)ccc2N(c(cc2)cc3c2c2c(cccc4)c4ccc2[s]3)c2cccc3c2c2ccccc2[n]3-c2ccccc2)c2c1cccc2 Chemical compound c(cc1)ccc1-c1ccc(-c(cc2)ccc2N(c(cc2)cc3c2c2c(cccc4)c4ccc2[s]3)c2cccc3c2c2ccccc2[n]3-c2ccccc2)c2c1cccc2 IFEBXDXADDKOJL-UHFFFAOYSA-N 0.000 description 1
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PMOWEPPHCLNMMT-UHFFFAOYSA-N c(cc1)ccc1-c1cccc(-[n]2c(cc(cc3)N(c4ccccc4)c4c5[s]c(c(cccc6)c6cc6)c6c5ccc4)c3c3c(cccc4)c4ccc23)c1 Chemical compound c(cc1)ccc1-c1cccc(-[n]2c(cc(cc3)N(c4ccccc4)c4c5[s]c(c(cccc6)c6cc6)c6c5ccc4)c3c3c(cccc4)c4ccc23)c1 PMOWEPPHCLNMMT-UHFFFAOYSA-N 0.000 description 1
RYDOSJISEDYUFQ-UHFFFAOYSA-N c(cc1)ccc1-c1cccc(-[n]2c3cc(N(c4ccccc4)c(cc4)cc5c4c(c4ccccc4cc4)c4[s]5)ccc3c3cc(cccc4)c4cc23)c1 Chemical compound c(cc1)ccc1-c1cccc(-[n]2c3cc(N(c4ccccc4)c(cc4)cc5c4c(c4ccccc4cc4)c4[s]5)ccc3c3cc(cccc4)c4cc23)c1 RYDOSJISEDYUFQ-UHFFFAOYSA-N 0.000 description 1
KVTWXKFMAHVKMU-UHFFFAOYSA-N c(cc1)ccc1-c1cccc(-[n]2c3cc4ccccc4cc3c3c2ccc(N(c(cc2)cc4c2c(ccc2c5cccc2)c5[o]4)c2cc(cccc4)c4c4c2cccc4)c3)c1 Chemical compound c(cc1)ccc1-c1cccc(-[n]2c3cc4ccccc4cc3c3c2ccc(N(c(cc2)cc4c2c(ccc2c5cccc2)c5[o]4)c2cc(cccc4)c4c4c2cccc4)c3)c1 KVTWXKFMAHVKMU-UHFFFAOYSA-N 0.000 description 1
RKCLJWUITHXYPA-UHFFFAOYSA-N c(cc1)ccc1-c1cccc(-c(cc2)ccc2N(c2c(c(ccc3ccccc33)c3[n]3-c4cc(cccc5)c5cc4)c3ccc2)c2cccc3c2c(ccc2c4cccc2)c4[s]3)c1 Chemical compound c(cc1)ccc1-c1cccc(-c(cc2)ccc2N(c2c(c(ccc3ccccc33)c3[n]3-c4cc(cccc5)c5cc4)c3ccc2)c2cccc3c2c(ccc2c4cccc2)c4[s]3)c1 RKCLJWUITHXYPA-UHFFFAOYSA-N 0.000 description 1
PFNZSJDVHJTXHJ-UHFFFAOYSA-N c(cc1)ccc1-c1cccc(-c(cc2)ccc2N(c2c(c3cc4ccccc4cc3[n]3-c4ccccc4)c3ccc2)c2cccc3c2c(ccc2ccccc22)c2[o]3)c1 Chemical compound c(cc1)ccc1-c1cccc(-c(cc2)ccc2N(c2c(c3cc4ccccc4cc3[n]3-c4ccccc4)c3ccc2)c2cccc3c2c(ccc2ccccc22)c2[o]3)c1 PFNZSJDVHJTXHJ-UHFFFAOYSA-N 0.000 description 1
CCSXHIQGQMDZOP-UHFFFAOYSA-N c(cc1)ccc1-c1cccc(-c(cc2)ccc2N(c2c(c3ccccc3[n]3-c4ccccc4)c3ccc2)c2c(c(ccc3c4cccc3)c4[o]3)c3ccc2)c1 Chemical compound c(cc1)ccc1-c1cccc(-c(cc2)ccc2N(c2c(c3ccccc3[n]3-c4ccccc4)c3ccc2)c2c(c(ccc3c4cccc3)c4[o]3)c3ccc2)c1 CCSXHIQGQMDZOP-UHFFFAOYSA-N 0.000 description 1
RXKFYLUZHXRSBG-UHFFFAOYSA-N c(cc1)ccc1-c1cccc(-c(cc2)ccc2N(c2c(c3ccccc3[n]3-c4ccccc4)c3ccc2)c2c(c3ccc(cccc4)c4c3[s]3)c3ccc2)c1 Chemical compound c(cc1)ccc1-c1cccc(-c(cc2)ccc2N(c2c(c3ccccc3[n]3-c4ccccc4)c3ccc2)c2c(c3ccc(cccc4)c4c3[s]3)c3ccc2)c1 RXKFYLUZHXRSBG-UHFFFAOYSA-N 0.000 description 1
DXAKWAFMOSEJRU-UHFFFAOYSA-N c(cc1)ccc1-c1cccc(-c(cc2)ccc2Nc2c(c3ccccc3[n]3-c4ccccc4)c3ccc2)c1 Chemical compound c(cc1)ccc1-c1cccc(-c(cc2)ccc2Nc2c(c3ccccc3[n]3-c4ccccc4)c3ccc2)c1 DXAKWAFMOSEJRU-UHFFFAOYSA-N 0.000 description 1
ZTLHFGKCSITIPH-UHFFFAOYSA-N c(cc1)ccc1-c1cccc(N(c(cc2)cc(c3c4ccc5c3cccc5)c2[n]4-c2c(cccc3)c3ccc2)c(cc2)cc3c2c2c(cccc4)c4ccc2[s]3)c1 Chemical compound c(cc1)ccc1-c1cccc(N(c(cc2)cc(c3c4ccc5c3cccc5)c2[n]4-c2c(cccc3)c3ccc2)c(cc2)cc3c2c2c(cccc4)c4ccc2[s]3)c1 ZTLHFGKCSITIPH-UHFFFAOYSA-N 0.000 description 1
WGBCUIISRDZBSR-UHFFFAOYSA-N c(cc1)ccc1-c1cccc(N(c(cc2)cc(c3ccc(cccc4)c4c33)c2[n]3-c2ccccc2)c(cc2)cc3c2c2c(cccc4)c4ccc2[o]3)c1 Chemical compound c(cc1)ccc1-c1cccc(N(c(cc2)cc(c3ccc(cccc4)c4c33)c2[n]3-c2ccccc2)c(cc2)cc3c2c2c(cccc4)c4ccc2[o]3)c1 WGBCUIISRDZBSR-UHFFFAOYSA-N 0.000 description 1
FZRYWZKBGCLASY-UHFFFAOYSA-N c(cc1)ccc1-c1cccc(N(c(cc2)cc3c2c(ccc2ccccc22)c2[n]3-c2cc(cccc3)c3cc2)c2c(c(ccc3c4cccc3)c4[s]3)c3ccc2)c1 Chemical compound c(cc1)ccc1-c1cccc(N(c(cc2)cc3c2c(ccc2ccccc22)c2[n]3-c2cc(cccc3)c3cc2)c2c(c(ccc3c4cccc3)c4[s]3)c3ccc2)c1 FZRYWZKBGCLASY-UHFFFAOYSA-N 0.000 description 1
FNAGTOXLZHQBRG-UHFFFAOYSA-N c(cc1)ccc1-c1cccc(N(c(cc2)cc3c2c(ccc2ccccc22)c2[n]3-c2cc(cccc3)c3cc2)c2c(c(ccc3ccccc33)c3[o]3)c3ccc2)c1 Chemical compound c(cc1)ccc1-c1cccc(N(c(cc2)cc3c2c(ccc2ccccc22)c2[n]3-c2cc(cccc3)c3cc2)c2c(c(ccc3ccccc33)c3[o]3)c3ccc2)c1 FNAGTOXLZHQBRG-UHFFFAOYSA-N 0.000 description 1
VNLQEMMBBJASIW-UHFFFAOYSA-N c(cc1)ccc1-c1cccc(N(c(cc2)cc3c2c2ccccc2[n]3-c2cc(cccc3)c3cc2)c(cc2)cc3c2c2ccc(cccc4)c4c2[o]3)c1 Chemical compound c(cc1)ccc1-c1cccc(N(c(cc2)cc3c2c2ccccc2[n]3-c2cc(cccc3)c3cc2)c(cc2)cc3c2c2ccc(cccc4)c4c2[o]3)c1 VNLQEMMBBJASIW-UHFFFAOYSA-N 0.000 description 1
BTWNWUWPUXIDIL-UHFFFAOYSA-N c(cc1)ccc1-c1cccc(N(c(cc2)cc3c2c2ccccc2[n]3-c2cc3ccccc3cc2)c2cc(cccc3)c3c3c2[o]c2ccccc32)c1 Chemical compound c(cc1)ccc1-c1cccc(N(c(cc2)cc3c2c2ccccc2[n]3-c2cc3ccccc3cc2)c2cc(cccc3)c3c3c2[o]c2ccccc32)c1 BTWNWUWPUXIDIL-UHFFFAOYSA-N 0.000 description 1
OERVBYXOOMADPC-UHFFFAOYSA-N c(cc1)ccc1-c1cccc(N(c2c(c(ccc3ccccc33)c3[n]3-c4ccccc4)c3ccc2)c2cccc3c2c(ccc2c4cccc2)c4[o]3)c1 Chemical compound c(cc1)ccc1-c1cccc(N(c2c(c(ccc3ccccc33)c3[n]3-c4ccccc4)c3ccc2)c2cccc3c2c(ccc2c4cccc2)c4[o]3)c1 OERVBYXOOMADPC-UHFFFAOYSA-N 0.000 description 1
OEAZPNQXZNSEFE-UHFFFAOYSA-N c(cc1)ccc1-c1cccc(N(c2c(c3cc4ccccc4cc3[n]3-c4cccc(-c5ccccc5)c4)c3ccc2)c2cccc3c2c(ccc2ccccc22)c2[s]3)c1 Chemical compound c(cc1)ccc1-c1cccc(N(c2c(c3cc4ccccc4cc3[n]3-c4cccc(-c5ccccc5)c4)c3ccc2)c2cccc3c2c(ccc2ccccc22)c2[s]3)c1 OEAZPNQXZNSEFE-UHFFFAOYSA-N 0.000 description 1
PPILDLUZZDPQFC-UHFFFAOYSA-N c(cc1)ccc1-c1cccc(N(c2ccc(c(ccc3c4cccc3)c4[n]3-c4ccccc4)c3c2)c2c(c(ccc3c4cccc3)c4[o]3)c3ccc2)c1 Chemical compound c(cc1)ccc1-c1cccc(N(c2ccc(c(ccc3c4cccc3)c4[n]3-c4ccccc4)c3c2)c2c(c(ccc3c4cccc3)c4[o]3)c3ccc2)c1 PPILDLUZZDPQFC-UHFFFAOYSA-N 0.000 description 1
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XZOIPGKGCSSNFZ-UHFFFAOYSA-N c(cc1)ccc1-c1ccccc1-c(cc1)ccc1-[n]1c2c(cccc3)c3ccc2c2c1cccc2N(c1ccccc1)c1ccc2[s]c(c3ccccc3cc3)c3c2c1 Chemical compound c(cc1)ccc1-c1ccccc1-c(cc1)ccc1-[n]1c2c(cccc3)c3ccc2c2c1cccc2N(c1ccccc1)c1ccc2[s]c(c3ccccc3cc3)c3c2c1 XZOIPGKGCSSNFZ-UHFFFAOYSA-N 0.000 description 1
YRJIBALDOARJML-UHFFFAOYSA-N c(cc1)ccc1N(c(cc1)cc(c2c(cccc3)c3ccc22)c1[n]2-c1cc2ccccc2cc1)c1ccc2[o]c(c3ccccc3cc3)c3c2c1 Chemical compound c(cc1)ccc1N(c(cc1)cc(c2c(cccc3)c3ccc22)c1[n]2-c1cc2ccccc2cc1)c1ccc2[o]c(c3ccccc3cc3)c3c2c1 YRJIBALDOARJML-UHFFFAOYSA-N 0.000 description 1
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230000005283 ground state Effects 0.000 description 1
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229910052697 platinum Inorganic materials 0.000 description 1
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239000007774 positive electrode material Substances 0.000 description 1
229910052700 potassium Inorganic materials 0.000 description 1
239000011591 potassium Substances 0.000 description 1
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239000000047 product Substances 0.000 description 1
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125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
LVTJOONKWUXEFR-FZRMHRINSA-N protoneodioscin Natural products O(C[C@@H](CC[C@]1(O)[C@H](C)[C@@H]2[C@]3(C)[C@H]([C@H]4[C@@H]([C@]5(C)C(=CC4)C[C@@H](O[C@@H]4[C@H](O[C@H]6[C@@H](O)[C@@H](O)[C@@H](O)[C@H](C)O6)[C@@H](O)[C@H](O[C@H]6[C@@H](O)[C@@H](O)[C@@H](O)[C@H](C)O6)[C@H](CO)O4)CC5)CC3)C[C@@H]2O1)C)[C@H]1[C@H](O)[C@H](O)[C@H](O)[C@@H](CO)O1 LVTJOONKWUXEFR-FZRMHRINSA-N 0.000 description 1
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KZUNJOHGWZRPMI-UHFFFAOYSA-N samarium atom Chemical compound [Sm] KZUNJOHGWZRPMI-UHFFFAOYSA-N 0.000 description 1
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JLBRGNFGBDNNSF-UHFFFAOYSA-N tert-butyl(dimethyl)borane Chemical group CB(C)C(C)(C)C JLBRGNFGBDNNSF-UHFFFAOYSA-N 0.000 description 1
ZGNPLWZYVAFUNZ-UHFFFAOYSA-N tert-butylphosphane Chemical compound CC(C)(C)P ZGNPLWZYVAFUNZ-UHFFFAOYSA-N 0.000 description 1
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IBBLKSWSCDAPIF-UHFFFAOYSA-N thiopyran Chemical compound S1C=CC=C=C1 IBBLKSWSCDAPIF-UHFFFAOYSA-N 0.000 description 1
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239000011135 tin Substances 0.000 description 1
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TVIVIEFSHFOWTE-UHFFFAOYSA-K tri(quinolin-8-yloxy)alumane Chemical compound [Al+3].C1=CN=C2C([O-])=CC=CC2=C1.C1=CN=C2C([O-])=CC=CC2=C1.C1=CN=C2C([O-])=CC=CC2=C1 TVIVIEFSHFOWTE-UHFFFAOYSA-K 0.000 description 1
KWQNQSDKCINQQP-UHFFFAOYSA-K tri(quinolin-8-yloxy)gallane Chemical compound C1=CN=C2C(O[Ga](OC=3C4=NC=CC=C4C=CC=3)OC=3C4=NC=CC=C4C=CC=3)=CC=CC2=C1 KWQNQSDKCINQQP-UHFFFAOYSA-K 0.000 description 1
125000004306 triazinyl group Chemical group 0.000 description 1
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WXRGABKACDFXMG-UHFFFAOYSA-N trimethylborane Chemical group CB(C)C WXRGABKACDFXMG-UHFFFAOYSA-N 0.000 description 1
125000000026 trimethylsilyl group Chemical group [H]C([H])([H])[Si]([*])(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
MXSVLWZRHLXFKH-UHFFFAOYSA-N triphenylborane Chemical group C1=CC=CC=C1B(C=1C=CC=CC=1)C1=CC=CC=C1 MXSVLWZRHLXFKH-UHFFFAOYSA-N 0.000 description 1
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229910052720 vanadium Inorganic materials 0.000 description 1
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