UA56128C2 - Композиція, що містить селективні інгібітори вірусних або бактеріальних нейромінідаз та способи лікування - Google Patents

Info

Publication number

UA56128C2

UA56128C2 UA97094796A UA97094796A UA56128C2 UA 56128 C2 UA56128 C2 UA 56128C2 UA 97094796 A UA97094796 A UA 97094796A UA 97094796 A UA97094796 A UA 97094796A UA 56128 C2 UA56128 C2 UA 56128C2

Authority

UA

Ukraine

Prior art keywords

group

carbon atoms

independently

groups

compound according

Prior art date

1995-02-27

Links

• Espacenet
• Global Dossier
• Discuss

• 238000000034 method Methods 0.000 title claims abstract description 275
• 239000000203 mixture Substances 0.000 title claims description 133
• 108010006232 Neuraminidase Proteins 0.000 title abstract description 17
• 102000005348 Neuraminidase Human genes 0.000 title abstract description 16
• 230000003612 virological effect Effects 0.000 title description 4
• 230000001580 bacterial effect Effects 0.000 title description 3
• 229940124639 Selective inhibitor Drugs 0.000 title 1
• 150000001875 compounds Chemical class 0.000 claims abstract description 613
• -1 antibodies Substances 0.000 claims abstract description 278
• 230000002378 acidificating effect Effects 0.000 claims abstract description 53
• 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims abstract description 23
• 125000004432 carbon atom Chemical group C* 0.000 claims description 120
• XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 71
• 229910001868 water Inorganic materials 0.000 claims description 71
• 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 69
• 125000000217 alkyl group Chemical group 0.000 claims description 64
• 150000001413 amino acids Chemical group 0.000 claims description 60
• 150000001412 amines Chemical class 0.000 claims description 53
• 125000005842 heteroatom Chemical group 0.000 claims description 53
• 108090000765 processed proteins & peptides Proteins 0.000 claims description 52
• 102000004196 processed proteins & peptides Human genes 0.000 claims description 49
• 229920001184 polypeptide Polymers 0.000 claims description 46
• 229910052739 hydrogen Inorganic materials 0.000 claims description 45
• 125000000623 heterocyclic group Chemical group 0.000 claims description 44
• 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 42
• 150000002148 esters Chemical class 0.000 claims description 37
• 239000001257 hydrogen Substances 0.000 claims description 35
• 150000001408 amides Chemical class 0.000 claims description 34
• 150000003839 salts Chemical class 0.000 claims description 34
• 125000004429 atom Chemical group 0.000 claims description 32
• 239000000126 substance Substances 0.000 claims description 30
• 125000003277 amino group Chemical group 0.000 claims description 29
• 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 claims description 27
• IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 23
• ZRALSGWEFCBTJO-UHFFFAOYSA-N Guanidine Chemical compound NC(N)=N ZRALSGWEFCBTJO-UHFFFAOYSA-N 0.000 claims description 23
• 125000003118 aryl group Chemical group 0.000 claims description 22
• 150000001732 carboxylic acid derivatives Chemical class 0.000 claims description 21
• 229910052799 carbon Inorganic materials 0.000 claims description 19
• 229910052760 oxygen Inorganic materials 0.000 claims description 19
• 125000004435 hydrogen atom Chemical class [H]* 0.000 claims description 17
• 125000002947 alkylene group Chemical group 0.000 claims description 16
• 125000000304 alkynyl group Chemical group 0.000 claims description 16
• 229910052757 nitrogen Inorganic materials 0.000 claims description 16
• 125000006239 protecting group Chemical group 0.000 claims description 16
• UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 14
• 125000003342 alkenyl group Chemical group 0.000 claims description 14
• 125000004450 alkenylene group Chemical group 0.000 claims description 14
• 125000004419 alkynylene group Chemical group 0.000 claims description 14
• 229910052740 iodine Inorganic materials 0.000 claims description 13
• 239000012453 solvate Substances 0.000 claims description 13
• CHJJGSNFBQVOTG-UHFFFAOYSA-N N-methyl-guanidine Natural products CNC(N)=N CHJJGSNFBQVOTG-UHFFFAOYSA-N 0.000 claims description 12
• SWSQBOPZIKWTGO-UHFFFAOYSA-N dimethylaminoamidine Natural products CN(C)C(N)=N SWSQBOPZIKWTGO-UHFFFAOYSA-N 0.000 claims description 12
• 230000007062 hydrolysis Effects 0.000 claims description 12
• 238000006460 hydrolysis reaction Methods 0.000 claims description 12
• 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 description 11
• OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 11
• QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 10
• 125000002795 guanidino group Chemical group C(N)(=N)N* 0.000 claims description 10
• 125000001424 substituent group Chemical group 0.000 claims description 10
• 125000000539 amino acid group Chemical group 0.000 claims description 9
• 125000005843 halogen group Chemical group 0.000 claims description 9
• 239000001301 oxygen Substances 0.000 claims description 9
• 229910052717 sulfur Inorganic materials 0.000 claims description 9
• 229910052796 boron Inorganic materials 0.000 claims description 8
• 229910052736 halogen Inorganic materials 0.000 claims description 8
• 125000002252 acyl group Chemical group 0.000 claims description 7
• 206010022000 influenza Diseases 0.000 claims description 7
• 125000000475 sulfinyl group Chemical group [*:2]S([*:1])=O 0.000 claims description 7
• ABLZXFCXXLZCGV-UHFFFAOYSA-N Phosphorous acid Chemical compound OP(O)=O ABLZXFCXXLZCGV-UHFFFAOYSA-N 0.000 claims description 6
• 150000002367 halogens Chemical class 0.000 claims description 6
• UEZVMMHDMIWARA-UHFFFAOYSA-M phosphonate Chemical compound [O-]P(=O)=O UEZVMMHDMIWARA-UHFFFAOYSA-M 0.000 claims description 6
• 229910052698 phosphorus Inorganic materials 0.000 claims description 6
• 150000003536 tetrazoles Chemical class 0.000 claims description 6
• LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 claims description 5
• NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims description 5
• 239000011593 sulfur Substances 0.000 claims description 5
• 230000002265 prevention Effects 0.000 claims description 4
• 210000002345 respiratory system Anatomy 0.000 claims description 4
• 208000036142 Viral infection Diseases 0.000 claims description 3
• 125000004103 aminoalkyl group Chemical group 0.000 claims description 3
• 125000002837 carbocyclic group Chemical group 0.000 claims description 3
• 125000006165 cyclic alkyl group Chemical group 0.000 claims description 3
• 230000009385 viral infection Effects 0.000 claims description 3
• 229910052802 copper Inorganic materials 0.000 claims description 2
• 239000010949 copper Substances 0.000 claims description 2
• 239000012530 fluid Substances 0.000 claims description 2
• 230000002496 gastric effect Effects 0.000 claims description 2
• 125000003739 carbamimidoyl group Chemical group C(N)(=N)* 0.000 claims 2
• 125000004209 (C1-C8) alkyl group Chemical group 0.000 claims 1
• RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 claims 1
• 101000616562 Danio rerio Sonic hedgehog protein A Proteins 0.000 claims 1
• 235000011389 fruit/vegetable juice Nutrition 0.000 claims 1
• 238000004651 near-field scanning optical microscopy Methods 0.000 claims 1
• 125000000446 sulfanediyl group Chemical group *S* 0.000 claims 1
• 230000000694 effects Effects 0.000 abstract description 17
• 239000000463 material Substances 0.000 abstract description 13
• 229920000642 polymer Polymers 0.000 abstract description 8
• 239000003112 inhibitor Substances 0.000 abstract description 7
• 230000002401 inhibitory effect Effects 0.000 abstract description 5
• 150000001335 aliphatic alkanes Chemical class 0.000 abstract description 3
• 238000003556 assay Methods 0.000 abstract description 2
• 230000000890 antigenic effect Effects 0.000 abstract 1
• 239000008194 pharmaceutical composition Substances 0.000 abstract 1
• 230000008569 process Effects 0.000 description 162
• XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 107
• LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 104
• 235000019441 ethanol Nutrition 0.000 description 100
• 238000006243 chemical reaction Methods 0.000 description 96
• 239000000243 solution Substances 0.000 description 95
• ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 91
• RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 89
• 239000002253 acid Substances 0.000 description 70
• VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 68
• 229940024606 amino acid Drugs 0.000 description 62
• 235000001014 amino acid Nutrition 0.000 description 61
• OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 57
• 239000003153 chemical reaction reagent Substances 0.000 description 53
• 239000002904 solvent Substances 0.000 description 52
• NOWKCMXCCJGMRR-UHFFFAOYSA-N Aziridine Chemical compound C1CN1 NOWKCMXCCJGMRR-UHFFFAOYSA-N 0.000 description 46
• JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical group C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 46
• 230000000903 blocking effect Effects 0.000 description 44
• 239000000047 product Substances 0.000 description 43
• 239000007787 solid Substances 0.000 description 42
• 238000005481 NMR spectroscopy Methods 0.000 description 41
• 238000002360 preparation method Methods 0.000 description 39
• 235000019439 ethyl acetate Nutrition 0.000 description 38
• HPALAKNZSZLMCH-UHFFFAOYSA-M sodium;chloride;hydrate Chemical compound O.[Na+].[Cl-] HPALAKNZSZLMCH-UHFFFAOYSA-M 0.000 description 35
• 239000007858 starting material Substances 0.000 description 34
• CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 33
• QTBSBXVTEAMEQO-UHFFFAOYSA-N acetic acid Substances CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 32
• 239000000543 intermediate Substances 0.000 description 32
• YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 30
• 239000004480 active ingredient Substances 0.000 description 30
• 239000002585 base Substances 0.000 description 30
• 230000015572 biosynthetic process Effects 0.000 description 30
• 238000003786 synthesis reaction Methods 0.000 description 30
• 238000003818 flash chromatography Methods 0.000 description 29
• 230000009466 transformation Effects 0.000 description 29
• VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 28
• KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 27
• 239000011541 reaction mixture Substances 0.000 description 26
• 239000003377 acid catalyst Substances 0.000 description 25
• 239000003921 oil Substances 0.000 description 24
• 150000001540 azides Chemical class 0.000 description 23
• 235000019198 oils Nutrition 0.000 description 23
• UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 23
• 238000000746 purification Methods 0.000 description 21
• 102000004190 Enzymes Human genes 0.000 description 20
• 108090000790 Enzymes Proteins 0.000 description 20
• 229940086542 triethylamine Drugs 0.000 description 20
• FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 19
• 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 19
• UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 18
• PXIPVTKHYLBLMZ-UHFFFAOYSA-N Sodium azide Chemical group [Na+].[N-]=[N+]=[N-] PXIPVTKHYLBLMZ-UHFFFAOYSA-N 0.000 description 18
• HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 18
• WFDIJRYMOXRFFG-UHFFFAOYSA-N Acetic anhydride Chemical compound CC(=O)OC(C)=O WFDIJRYMOXRFFG-UHFFFAOYSA-N 0.000 description 17
• 150000002009 diols Chemical class 0.000 description 17
• 239000003814 drug Substances 0.000 description 17
• 230000002163 immunogen Effects 0.000 description 17
• NLXLAEXVIDQMFP-UHFFFAOYSA-N Ammonia chloride Chemical compound [NH4+].[Cl-] NLXLAEXVIDQMFP-UHFFFAOYSA-N 0.000 description 16
• WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 16
• 150000001298 alcohols Chemical class 0.000 description 16
• 239000011347 resin Substances 0.000 description 16
• 229920005989 resin Polymers 0.000 description 16
• JXOHGGNKMLTUBP-HSUXUTPPSA-N shikimic acid Chemical compound O[C@@H]1CC(C(O)=O)=C[C@@H](O)[C@H]1O JXOHGGNKMLTUBP-HSUXUTPPSA-N 0.000 description 16
• JXOHGGNKMLTUBP-JKUQZMGJSA-N shikimic acid Natural products O[C@@H]1CC(C(O)=O)=C[C@H](O)[C@@H]1O JXOHGGNKMLTUBP-JKUQZMGJSA-N 0.000 description 16
• 239000000741 silica gel Substances 0.000 description 16
• 229910002027 silica gel Inorganic materials 0.000 description 16
• AFVFQIVMOAPDHO-UHFFFAOYSA-N Methanesulfonic acid Chemical compound CS(O)(=O)=O AFVFQIVMOAPDHO-UHFFFAOYSA-N 0.000 description 15
• 239000012267 brine Substances 0.000 description 15
• 239000003054 catalyst Substances 0.000 description 14
• 210000004027 cell Anatomy 0.000 description 14
• 238000009833 condensation Methods 0.000 description 14
• 230000005494 condensation Effects 0.000 description 14
• 239000000284 extract Substances 0.000 description 14
• 239000007788 liquid Substances 0.000 description 14
• 229920006395 saturated elastomer Polymers 0.000 description 14
• AAWZDTNXLSGCEK-LNVDRNJUSA-N (3r,5r)-1,3,4,5-tetrahydroxycyclohexane-1-carboxylic acid Chemical compound O[C@@H]1CC(O)(C(O)=O)C[C@@H](O)C1O AAWZDTNXLSGCEK-LNVDRNJUSA-N 0.000 description 13
• AAWZDTNXLSGCEK-UHFFFAOYSA-N Cordycepinsaeure Natural products OC1CC(O)(C(O)=O)CC(O)C1O AAWZDTNXLSGCEK-UHFFFAOYSA-N 0.000 description 13
• 241001465754 Metazoa Species 0.000 description 13
• AAWZDTNXLSGCEK-ZHQZDSKASA-N Quinic acid Natural products O[C@H]1CC(O)(C(O)=O)C[C@H](O)C1O AAWZDTNXLSGCEK-ZHQZDSKASA-N 0.000 description 13
• 230000004913 activation Effects 0.000 description 13
• 239000003513 alkali Substances 0.000 description 13
• 235000011399 aloe vera Nutrition 0.000 description 13
• 239000012043 crude product Substances 0.000 description 13
• 235000018102 proteins Nutrition 0.000 description 13
• 102000004169 proteins and genes Human genes 0.000 description 13
• 108090000623 proteins and genes Proteins 0.000 description 13
• 239000012047 saturated solution Substances 0.000 description 13
• JOXIMZWYDAKGHI-UHFFFAOYSA-N toluene-4-sulfonic acid Chemical compound CC1=CC=C(S(O)(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-N 0.000 description 13
• 241001116389 Aloe Species 0.000 description 12
• 150000007513 acids Chemical class 0.000 description 12
• 229940079593 drug Drugs 0.000 description 12
• 150000002170 ethers Chemical class 0.000 description 12
• 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 12
• 239000000843 powder Substances 0.000 description 12
• 230000002829 reductive effect Effects 0.000 description 12
• 239000000523 sample Substances 0.000 description 12
• RIOQSEWOXXDEQQ-UHFFFAOYSA-N triphenylphosphine Chemical compound C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1 RIOQSEWOXXDEQQ-UHFFFAOYSA-N 0.000 description 12
• SKMKJBYBPYBDMN-RYUDHWBXSA-N 3-(difluoromethoxy)-5-[2-(3,3-difluoropyrrolidin-1-yl)-6-[(1s,4s)-2-oxa-5-azabicyclo[2.2.1]heptan-5-yl]pyrimidin-4-yl]pyridin-2-amine Chemical compound C1=C(OC(F)F)C(N)=NC=C1C1=CC(N2[C@H]3C[C@H](OC3)C2)=NC(N2CC(F)(F)CC2)=N1 SKMKJBYBPYBDMN-RYUDHWBXSA-N 0.000 description 11
• 230000009471 action Effects 0.000 description 11
• 239000012038 nucleophile Substances 0.000 description 11
• 150000002924 oxiranes Chemical class 0.000 description 11
• 238000003756 stirring Methods 0.000 description 11
• 239000000725 suspension Substances 0.000 description 11
• 239000012359 Methanesulfonyl chloride Substances 0.000 description 10
• 241000700605 Viruses Species 0.000 description 10
• 239000008346 aqueous phase Substances 0.000 description 10
• 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 10
• 239000003638 chemical reducing agent Substances 0.000 description 10
• 150000002431 hydrogen Chemical class 0.000 description 10
• 239000012044 organic layer Substances 0.000 description 10
• 239000002244 precipitate Substances 0.000 description 10
• 238000010992 reflux Methods 0.000 description 10
• 238000006467 substitution reaction Methods 0.000 description 10
• UMGDCJDMYOKAJW-UHFFFAOYSA-N thiourea Chemical compound NC(N)=S UMGDCJDMYOKAJW-UHFFFAOYSA-N 0.000 description 10
• YYROPELSRYBVMQ-UHFFFAOYSA-N 4-toluenesulfonyl chloride Chemical compound CC1=CC=C(S(Cl)(=O)=O)C=C1 YYROPELSRYBVMQ-UHFFFAOYSA-N 0.000 description 9
• WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 9
• 125000000852 azido group Chemical group *N=[N+]=[N-] 0.000 description 9
• 150000001721 carbon Chemical group 0.000 description 9
• KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 9
• 238000003776 cleavage reaction Methods 0.000 description 9
• 239000003480 eluent Substances 0.000 description 9
• 125000000524 functional group Chemical group 0.000 description 9
• 210000001035 gastrointestinal tract Anatomy 0.000 description 9
• 239000004615 ingredient Substances 0.000 description 9
• 239000010410 layer Substances 0.000 description 9
• QARBMVPHQWIHKH-UHFFFAOYSA-N methanesulfonyl chloride Chemical compound CS(Cl)(=O)=O QARBMVPHQWIHKH-UHFFFAOYSA-N 0.000 description 9
• 239000012074 organic phase Substances 0.000 description 9
• 229910052700 potassium Inorganic materials 0.000 description 9
• 239000000651 prodrug Substances 0.000 description 9
• 229940002612 prodrug Drugs 0.000 description 9
• 238000004445 quantitative analysis Methods 0.000 description 9
• 150000003335 secondary amines Chemical class 0.000 description 9
• JSPLKZUTYZBBKA-UHFFFAOYSA-N trioxidane Chemical compound OOO JSPLKZUTYZBBKA-UHFFFAOYSA-N 0.000 description 9
• 230000003213 activating effect Effects 0.000 description 8
• 150000001336 alkenes Chemical class 0.000 description 8
• 235000019270 ammonium chloride Nutrition 0.000 description 8
• 238000004587 chromatography analysis Methods 0.000 description 8
• 238000001704 evaporation Methods 0.000 description 8
• 229910052731 fluorine Inorganic materials 0.000 description 8
• 239000011737 fluorine Substances 0.000 description 8
• 230000005764 inhibitory process Effects 0.000 description 8
• 239000013067 intermediate product Substances 0.000 description 8
• 238000004519 manufacturing process Methods 0.000 description 8
• 239000012071 phase Substances 0.000 description 8
• 239000003880 polar aprotic solvent Substances 0.000 description 8
• 238000006722 reduction reaction Methods 0.000 description 8
• 230000007017 scission Effects 0.000 description 8
• 238000000926 separation method Methods 0.000 description 8
• 238000010561 standard procedure Methods 0.000 description 8
• 239000003826 tablet Substances 0.000 description 8
• MCNQUWLLXZZZAC-UHFFFAOYSA-N 4-cyano-1-(2,4-dichlorophenyl)-5-(4-methoxyphenyl)-n-piperidin-1-ylpyrazole-3-carboxamide Chemical compound C1=CC(OC)=CC=C1C1=C(C#N)C(C(=O)NN2CCCCC2)=NN1C1=CC=C(Cl)C=C1Cl MCNQUWLLXZZZAC-UHFFFAOYSA-N 0.000 description 7
• QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 7
• LCGLNKUTAGEVQW-UHFFFAOYSA-N Dimethyl ether Chemical compound COC LCGLNKUTAGEVQW-UHFFFAOYSA-N 0.000 description 7
• VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 7
• JGFZNNIVVJXRND-UHFFFAOYSA-N N,N-Diisopropylethylamine (DIPEA) Chemical compound CCN(C(C)C)C(C)C JGFZNNIVVJXRND-UHFFFAOYSA-N 0.000 description 7
• 239000002168 alkylating agent Substances 0.000 description 7
• 229940100198 alkylating agent Drugs 0.000 description 7
• BVKZGUZCCUSVTD-UHFFFAOYSA-N carbonic acid Chemical class OC(O)=O BVKZGUZCCUSVTD-UHFFFAOYSA-N 0.000 description 7
• 239000000969 carrier Substances 0.000 description 7
• 239000006071 cream Substances 0.000 description 7
• 239000003995 emulsifying agent Substances 0.000 description 7
• 230000008020 evaporation Effects 0.000 description 7
• 238000000605 extraction Methods 0.000 description 7
• 230000006870 function Effects 0.000 description 7
• 230000002503 metabolic effect Effects 0.000 description 7
• JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 description 7
• 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 7
• 239000000758 substrate Substances 0.000 description 7
• 238000000844 transformation Methods 0.000 description 7
• 101100055224 Anemone leveillei AL10 gene Proteins 0.000 description 6
• QWOJMRHUQHTCJG-UHFFFAOYSA-N CC([CH2-])=O Chemical compound CC([CH2-])=O QWOJMRHUQHTCJG-UHFFFAOYSA-N 0.000 description 6
• 108010016626 Dipeptides Proteins 0.000 description 6
• 239000004593 Epoxy Substances 0.000 description 6
• PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 6
• 241000282412 Homo Species 0.000 description 6
• XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 6
• WETWJCDKMRHUPV-UHFFFAOYSA-N acetyl chloride Chemical compound CC(Cl)=O WETWJCDKMRHUPV-UHFFFAOYSA-N 0.000 description 6
• 150000008064 anhydrides Chemical class 0.000 description 6
• 230000000840 anti-viral effect Effects 0.000 description 6
• 239000007864 aqueous solution Substances 0.000 description 6
• 239000012298 atmosphere Substances 0.000 description 6
• 125000002619 bicyclic group Chemical group 0.000 description 6
• 239000007795 chemical reaction product Substances 0.000 description 6
• 125000004122 cyclic group Chemical group 0.000 description 6
• JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 description 6
• 239000007789 gas Substances 0.000 description 6
• RAXXELZNTBOGNW-UHFFFAOYSA-N imidazole Natural products C1=CNC=N1 RAXXELZNTBOGNW-UHFFFAOYSA-N 0.000 description 6
• 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 6
• 229910052751 metal Inorganic materials 0.000 description 6
• 239000002184 metal Substances 0.000 description 6
• 230000004048 modification Effects 0.000 description 6
• 238000012986 modification Methods 0.000 description 6
• 239000003586 protic polar solvent Substances 0.000 description 6
• 239000004094 surface-active agent Substances 0.000 description 6
• 230000032258 transport Effects 0.000 description 6
• 241000712461 unidentified influenza virus Species 0.000 description 6
• BTANRVKWQNVYAZ-UHFFFAOYSA-N 2-butanol Substances CCC(C)O BTANRVKWQNVYAZ-UHFFFAOYSA-N 0.000 description 5
• 101150109121 ALO1 gene Proteins 0.000 description 5
• XJUZRXYOEPSWMB-UHFFFAOYSA-N Chloromethyl methyl ether Chemical compound COCCl XJUZRXYOEPSWMB-UHFFFAOYSA-N 0.000 description 5
• 108090000288 Glycoproteins Proteins 0.000 description 5
• 102000003886 Glycoproteins Human genes 0.000 description 5
• 241000699666 Mus <mouse, genus> Species 0.000 description 5
• DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 5
• IWUCXVSUMQZMFG-AFCXAGJDSA-N Ribavirin Chemical compound N1=C(C(=O)N)N=CN1[C@H]1[C@H](O)[C@H](O)[C@@H](CO)O1 IWUCXVSUMQZMFG-AFCXAGJDSA-N 0.000 description 5
• AYFVYJQAPQTCCC-UHFFFAOYSA-N Threonine Natural products CC(O)C(N)C(O)=O AYFVYJQAPQTCCC-UHFFFAOYSA-N 0.000 description 5
• YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Natural products CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 5
• AMTCKRZHSPPHSE-UHFFFAOYSA-N [N-]=[N+]=NON=[N+]=[N-] Chemical compound [N-]=[N+]=NON=[N+]=[N-] AMTCKRZHSPPHSE-UHFFFAOYSA-N 0.000 description 5
• 239000012346 acetyl chloride Substances 0.000 description 5
• 150000001299 aldehydes Chemical class 0.000 description 5
• 125000002843 carboxylic acid group Chemical group 0.000 description 5
• 230000003197 catalytic effect Effects 0.000 description 5
• 238000004132 cross linking Methods 0.000 description 5
• 239000000706 filtrate Substances 0.000 description 5
• 239000006260 foam Substances 0.000 description 5
• 208000037797 influenza A Diseases 0.000 description 5
• 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 description 5
• 150000002596 lactones Chemical class 0.000 description 5
• 239000000178 monomer Substances 0.000 description 5
• 125000000449 nitro group Chemical class [O-][N+](*)=O 0.000 description 5
• 238000007254 oxidation reaction Methods 0.000 description 5
• 125000000714 pyrimidinyl group Chemical group 0.000 description 5
• 230000009467 reduction Effects 0.000 description 5
• 229960000329 ribavirin Drugs 0.000 description 5
• 239000011780 sodium chloride Substances 0.000 description 5
• 125000002221 trityl group Chemical group [H]C1=C([H])C([H])=C([H])C([H])=C1C([*])(C1=C(C(=C(C(=C1[H])[H])[H])[H])[H])C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 description 5
• HEWZVZIVELJPQZ-UHFFFAOYSA-N 2,2-dimethoxypropane Chemical compound COC(C)(C)OC HEWZVZIVELJPQZ-UHFFFAOYSA-N 0.000 description 4
• IMSODMZESSGVBE-UHFFFAOYSA-N 2-Oxazoline Chemical compound C1CN=CO1 IMSODMZESSGVBE-UHFFFAOYSA-N 0.000 description 4
• 108700028369 Alleles Proteins 0.000 description 4
• XKRFYHLGVUSROY-UHFFFAOYSA-N Argon Chemical compound [Ar] XKRFYHLGVUSROY-UHFFFAOYSA-N 0.000 description 4
• HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 4
• 241000196324 Embryophyta Species 0.000 description 4
• 241000282414 Homo sapiens Species 0.000 description 4
• ROHFNLRQFUQHCH-YFKPBYRVSA-N L-leucine Chemical compound CC(C)C[C@H](N)C(O)=O ROHFNLRQFUQHCH-YFKPBYRVSA-N 0.000 description 4
• 108091005804 Peptidases Proteins 0.000 description 4
• 102000035195 Peptidases Human genes 0.000 description 4
• 235000008331 Pinus X rigitaeda Nutrition 0.000 description 4
• 235000011613 Pinus brutia Nutrition 0.000 description 4
• 241000018646 Pinus brutia Species 0.000 description 4
• 239000004952 Polyamide Substances 0.000 description 4
• MTCFGRXMJLQNBG-UHFFFAOYSA-N Serine Natural products OCC(N)C(O)=O MTCFGRXMJLQNBG-UHFFFAOYSA-N 0.000 description 4
• DTQVDTLACAAQTR-UHFFFAOYSA-N Trifluoroacetic acid Chemical compound OC(=O)C(F)(F)F DTQVDTLACAAQTR-UHFFFAOYSA-N 0.000 description 4
• 125000002777 acetyl group Chemical group [H]C([H])([H])C(*)=O 0.000 description 4
• 150000001350 alkyl halides Chemical class 0.000 description 4
• XXROGKLTLUQVRX-UHFFFAOYSA-N allyl alcohol Chemical compound OCC=C XXROGKLTLUQVRX-UHFFFAOYSA-N 0.000 description 4
• RDOXTESZEPMUJZ-UHFFFAOYSA-N anisole Chemical compound COC1=CC=CC=C1 RDOXTESZEPMUJZ-UHFFFAOYSA-N 0.000 description 4
• ICCBZGUDUOMNOF-UHFFFAOYSA-N azidoamine Chemical compound NN=[N+]=[N-] ICCBZGUDUOMNOF-UHFFFAOYSA-N 0.000 description 4
• WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 description 4
• 230000001588 bifunctional effect Effects 0.000 description 4
• 210000004369 blood Anatomy 0.000 description 4
• 239000008280 blood Substances 0.000 description 4
• 230000037396 body weight Effects 0.000 description 4
• 239000003795 chemical substances by application Substances 0.000 description 4
• 150000005690 diesters Chemical class 0.000 description 4
• 235000014113 dietary fatty acids Nutrition 0.000 description 4
• 235000019197 fats Nutrition 0.000 description 4
• 229930195729 fatty acid Natural products 0.000 description 4
• 239000000194 fatty acid Substances 0.000 description 4
• 150000004665 fatty acids Chemical class 0.000 description 4
• 239000000945 filler Substances 0.000 description 4
• 125000001153 fluoro group Chemical group F* 0.000 description 4
• 150000002440 hydroxy compounds Chemical class 0.000 description 4
• 125000001841 imino group Chemical group [H]N=* 0.000 description 4
• 150000002500 ions Chemical class 0.000 description 4
• 230000004060 metabolic process Effects 0.000 description 4
• 210000000214 mouth Anatomy 0.000 description 4
• 150000002825 nitriles Chemical class 0.000 description 4
• 230000003647 oxidation Effects 0.000 description 4
• 239000000825 pharmaceutical preparation Substances 0.000 description 4
• 229920002647 polyamide Polymers 0.000 description 4
• 238000012545 processing Methods 0.000 description 4
• HZCAHMRRMINHDJ-DBRKOABJSA-N ribavirin Natural products O[C@@H]1[C@H](O)[C@@H](CO)O[C@H]1N1N=CN=C1 HZCAHMRRMINHDJ-DBRKOABJSA-N 0.000 description 4
• 239000011734 sodium Substances 0.000 description 4
• 150000003460 sulfonic acids Chemical class 0.000 description 4
• 125000001544 thienyl group Chemical group 0.000 description 4
• 210000001519 tissue Anatomy 0.000 description 4
• 239000003039 volatile agent Substances 0.000 description 4
• 238000005406 washing Methods 0.000 description 4
• MTCFGRXMJLQNBG-REOHCLBHSA-N (2S)-2-Amino-3-hydroxypropansäure Chemical compound OC[C@H](N)C(O)=O MTCFGRXMJLQNBG-REOHCLBHSA-N 0.000 description 3
• NWUYHJFMYQTDRP-UHFFFAOYSA-N 1,2-bis(ethenyl)benzene;1-ethenyl-2-ethylbenzene;styrene Chemical compound C=CC1=CC=CC=C1.CCC1=CC=CC=C1C=C.C=CC1=CC=CC=C1C=C NWUYHJFMYQTDRP-UHFFFAOYSA-N 0.000 description 3
• BDERNNFJNOPAEC-UHFFFAOYSA-N 1-propanol Substances CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 3
• 125000000453 2,2,2-trichloroethyl group Chemical group [H]C([H])(*)C(Cl)(Cl)Cl 0.000 description 3
• MVFMATZFWFEEKJ-UHFFFAOYSA-N 3-methyl-3-nitrobutan-2-ol Chemical compound CC(O)C(C)(C)[N+]([O-])=O MVFMATZFWFEEKJ-UHFFFAOYSA-N 0.000 description 3
• 102000005367 Carboxypeptidases Human genes 0.000 description 3
• 108010006303 Carboxypeptidases Proteins 0.000 description 3
• DHMQDGOQFOQNFH-UHFFFAOYSA-N Glycine Chemical compound NCC(O)=O DHMQDGOQFOQNFH-UHFFFAOYSA-N 0.000 description 3
• XUJNEKJLAYXESH-REOHCLBHSA-N L-Cysteine Chemical compound SC[C@H](N)C(O)=O XUJNEKJLAYXESH-REOHCLBHSA-N 0.000 description 3
• QNAYBMKLOCPYGJ-REOHCLBHSA-N L-alanine Chemical compound C[C@H](N)C(O)=O QNAYBMKLOCPYGJ-REOHCLBHSA-N 0.000 description 3
• ZDXPYRJPNDTMRX-VKHMYHEASA-N L-glutamine Chemical compound OC(=O)[C@@H](N)CCC(N)=O ZDXPYRJPNDTMRX-VKHMYHEASA-N 0.000 description 3
• AGPKZVBTJJNPAG-WHFBIAKZSA-N L-isoleucine Chemical compound CC[C@H](C)[C@H](N)C(O)=O AGPKZVBTJJNPAG-WHFBIAKZSA-N 0.000 description 3
• COLNVLDHVKWLRT-QMMMGPOBSA-N L-phenylalanine Chemical compound OC(=O)[C@@H](N)CC1=CC=CC=C1 COLNVLDHVKWLRT-QMMMGPOBSA-N 0.000 description 3
• AYFVYJQAPQTCCC-GBXIJSLDSA-N L-threonine Chemical compound C[C@@H](O)[C@H](N)C(O)=O AYFVYJQAPQTCCC-GBXIJSLDSA-N 0.000 description 3
• QIVBCDIJIAJPQS-VIFPVBQESA-N L-tryptophane Chemical compound C1=CC=C2C(C[C@H](N)C(O)=O)=CNC2=C1 QIVBCDIJIAJPQS-VIFPVBQESA-N 0.000 description 3
• OUYCCCASQSFEME-QMMMGPOBSA-N L-tyrosine Chemical compound OC(=O)[C@@H](N)CC1=CC=C(O)C=C1 OUYCCCASQSFEME-QMMMGPOBSA-N 0.000 description 3
• ROHFNLRQFUQHCH-UHFFFAOYSA-N Leucine Natural products CC(C)CC(N)C(O)=O ROHFNLRQFUQHCH-UHFFFAOYSA-N 0.000 description 3
• 241000699670 Mus sp. Species 0.000 description 3
• 229910019142 PO4 Inorganic materials 0.000 description 3
• ONIBWKKTOPOVIA-UHFFFAOYSA-N Proline Natural products OC(=O)C1CCCN1 ONIBWKKTOPOVIA-UHFFFAOYSA-N 0.000 description 3
• RWRDLPDLKQPQOW-UHFFFAOYSA-N Pyrrolidine Chemical compound C1CCNC1 RWRDLPDLKQPQOW-UHFFFAOYSA-N 0.000 description 3
• 239000004473 Threonine Substances 0.000 description 3
• 239000007983 Tris buffer Substances 0.000 description 3
• KZSNJWFQEVHDMF-UHFFFAOYSA-N Valine Natural products CC(C)C(N)C(O)=O KZSNJWFQEVHDMF-UHFFFAOYSA-N 0.000 description 3
• DHKHKXVYLBGOIT-UHFFFAOYSA-N acetaldehyde Diethyl Acetal Natural products CCOC(C)OCC DHKHKXVYLBGOIT-UHFFFAOYSA-N 0.000 description 3
• 235000004279 alanine Nutrition 0.000 description 3
• 125000000746 allylic group Chemical group 0.000 description 3
• 150000001409 amidines Chemical class 0.000 description 3
• 239000011230 binding agent Substances 0.000 description 3
• 239000012620 biological material Substances 0.000 description 3
• YCIMNLLNPGFGHC-UHFFFAOYSA-N catechol Chemical compound OC1=CC=CC=C1O YCIMNLLNPGFGHC-UHFFFAOYSA-N 0.000 description 3
• 238000004113 cell culture Methods 0.000 description 3
• 238000004440 column chromatography Methods 0.000 description 3
• 239000003431 cross linking reagent Substances 0.000 description 3
• 238000002425 crystallisation Methods 0.000 description 3
• 230000008025 crystallization Effects 0.000 description 3
• 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 description 3
• XUJNEKJLAYXESH-UHFFFAOYSA-N cysteine Natural products SCC(N)C(O)=O XUJNEKJLAYXESH-UHFFFAOYSA-N 0.000 description 3
• 235000018417 cysteine Nutrition 0.000 description 3
• 230000002354 daily effect Effects 0.000 description 3
• MHDVGSVTJDSBDK-UHFFFAOYSA-N dibenzyl ether Chemical class C=1C=CC=CC=1COCC1=CC=CC=C1 MHDVGSVTJDSBDK-UHFFFAOYSA-N 0.000 description 3
• 125000005982 diphenylmethyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])(*)C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 description 3
• 125000004185 ester group Chemical group 0.000 description 3
• NPUKDXXFDDZOKR-LLVKDONJSA-N etomidate Chemical compound CCOC(=O)C1=CN=CN1[C@H](C)C1=CC=CC=C1 NPUKDXXFDDZOKR-LLVKDONJSA-N 0.000 description 3
• 125000002541 furyl group Chemical group 0.000 description 3
• ZDXPYRJPNDTMRX-UHFFFAOYSA-N glutamine Natural products OC(=O)C(N)CCC(N)=O ZDXPYRJPNDTMRX-UHFFFAOYSA-N 0.000 description 3
• 235000011187 glycerol Nutrition 0.000 description 3
• 239000008187 granular material Substances 0.000 description 3
• 125000002883 imidazolyl group Chemical group 0.000 description 3
• 208000015181 infectious disease Diseases 0.000 description 3
• 239000003456 ion exchange resin Substances 0.000 description 3
• 229920003303 ion-exchange polymer Polymers 0.000 description 3
• AGPKZVBTJJNPAG-UHFFFAOYSA-N isoleucine Natural products CCC(C)C(N)C(O)=O AGPKZVBTJJNPAG-UHFFFAOYSA-N 0.000 description 3
• 229960000310 isoleucine Drugs 0.000 description 3
• 150000002576 ketones Chemical class 0.000 description 3
• 239000002609 medium Substances 0.000 description 3
• 239000002207 metabolite Substances 0.000 description 3
• 229910000000 metal hydroxide Inorganic materials 0.000 description 3
• 150000004692 metal hydroxides Chemical class 0.000 description 3
• 125000004184 methoxymethyl group Chemical group [H]C([H])([H])OC([H])([H])* 0.000 description 3
• 239000002808 molecular sieve Substances 0.000 description 3
• 229940028444 muse Drugs 0.000 description 3
• HYIMSNHJOBLJNT-UHFFFAOYSA-N nifedipine Chemical compound COC(=O)C1=C(C)NC(C)=C(C(=O)OC)C1C1=CC=CC=C1[N+]([O-])=O HYIMSNHJOBLJNT-UHFFFAOYSA-N 0.000 description 3
• 125000004433 nitrogen atom Chemical group N* 0.000 description 3
• 239000002674 ointment Substances 0.000 description 3
• 230000003287 optical effect Effects 0.000 description 3
• 125000003854 p-chlorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C([H])=C1Cl 0.000 description 3
• 125000006503 p-nitrobenzyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1[N+]([O-])=O)C([H])([H])* 0.000 description 3
• 230000035699 permeability Effects 0.000 description 3
• 239000000546 pharmaceutical excipient Substances 0.000 description 3
• 230000000144 pharmacologic effect Effects 0.000 description 3
• 239000010452 phosphate Substances 0.000 description 3
• 125000001501 propionyl group Chemical group O=C([*])C([H])([H])C([H])([H])[H] 0.000 description 3
• GMVPRGQOIOIIMI-DWKJAMRDSA-N prostaglandin E1 Chemical compound CCCCC[C@H](O)\C=C\[C@H]1[C@H](O)CC(=O)[C@@H]1CCCCCCC(O)=O GMVPRGQOIOIIMI-DWKJAMRDSA-N 0.000 description 3
• 125000004076 pyridyl group Chemical group 0.000 description 3
• 230000035484 reaction time Effects 0.000 description 3
• 230000002441 reversible effect Effects 0.000 description 3
• 238000007142 ring opening reaction Methods 0.000 description 3
• 239000012266 salt solution Substances 0.000 description 3
• URGAHOPLAPQHLN-UHFFFAOYSA-N sodium aluminosilicate Chemical compound [Na+].[Al+3].[O-][Si]([O-])=O.[O-][Si]([O-])=O URGAHOPLAPQHLN-UHFFFAOYSA-N 0.000 description 3
• 239000003381 stabilizer Substances 0.000 description 3
• 150000003459 sulfonic acid esters Chemical class 0.000 description 3
• 230000001225 therapeutic effect Effects 0.000 description 3
• 125000004149 thio group Chemical group *S* 0.000 description 3
• 125000003396 thiol group Chemical group [H]S* 0.000 description 3
• 229910052718 tin Inorganic materials 0.000 description 3
• 230000000699 topical effect Effects 0.000 description 3
• 231100000419 toxicity Toxicity 0.000 description 3
• 230000001988 toxicity Effects 0.000 description 3
• 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 3
• PUPZLCDOIYMWBV-UHFFFAOYSA-N (+/-)-1,3-Butanediol Chemical compound CC(O)CCO PUPZLCDOIYMWBV-UHFFFAOYSA-N 0.000 description 2
• 239000001618 (3R)-3-methylpentan-1-ol Substances 0.000 description 2
• ZCHHRLHTBGRGOT-SNAWJCMRSA-N (E)-hex-2-en-1-ol Chemical compound CCC\C=C\CO ZCHHRLHTBGRGOT-SNAWJCMRSA-N 0.000 description 2
• ZCHHRLHTBGRGOT-PLNGDYQASA-N (z)-hex-2-en-1-ol Chemical compound CCC\C=C/CO ZCHHRLHTBGRGOT-PLNGDYQASA-N 0.000 description 2
• 125000000424 1,2-diol group Chemical group 0.000 description 2
• 150000000180 1,2-diols Chemical class 0.000 description 2
• GVEMIUUOJFZCOD-UHFFFAOYSA-N 1-fluoro-2-methylpropan-2-ol Chemical compound CC(C)(O)CF GVEMIUUOJFZCOD-UHFFFAOYSA-N 0.000 description 2
• SBUDCAVGUUUDNE-UHFFFAOYSA-N 1-fluoro-3,3-dimethylbutan-2-ol Chemical compound CC(C)(C)C(O)CF SBUDCAVGUUUDNE-UHFFFAOYSA-N 0.000 description 2
• VBICKXHEKHSIBG-UHFFFAOYSA-N 1-monostearoylglycerol Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCC(O)CO VBICKXHEKHSIBG-UHFFFAOYSA-N 0.000 description 2
• FMEFHKJRIGHSLB-UHFFFAOYSA-N 1-nitrobutan-2-ol Chemical compound CCC(O)C[N+]([O-])=O FMEFHKJRIGHSLB-UHFFFAOYSA-N 0.000 description 2
• ZSOIKNVZUIEXAQ-UHFFFAOYSA-N 1-nitrododecan-2-ol Chemical compound CCCCCCCCCCC(O)C[N+]([O-])=O ZSOIKNVZUIEXAQ-UHFFFAOYSA-N 0.000 description 2
• VJCZJBJUAGHLEY-UHFFFAOYSA-N 1-nitroheptan-2-ol Chemical compound CCCCCC(O)C[N+]([O-])=O VJCZJBJUAGHLEY-UHFFFAOYSA-N 0.000 description 2
• UHUZCPVKBAPSSA-UHFFFAOYSA-N 1-nitrooctan-2-ol Chemical compound CCCCCCC(O)C[N+]([O-])=O UHUZCPVKBAPSSA-UHFFFAOYSA-N 0.000 description 2
• RFABHELHVJVEPO-UHFFFAOYSA-N 1-nitrooctan-3-ol Chemical compound CCCCCC(O)CC[N+]([O-])=O RFABHELHVJVEPO-UHFFFAOYSA-N 0.000 description 2
• ACNMOTQCLBFDMQ-UHFFFAOYSA-N 1-nitropentan-2-ol Chemical compound CCCC(O)C[N+]([O-])=O ACNMOTQCLBFDMQ-UHFFFAOYSA-N 0.000 description 2
• BXNOMEIWVVVPOM-UHFFFAOYSA-N 11-fluoro-2-methylundecan-1-ol Chemical compound OCC(C)CCCCCCCCCF BXNOMEIWVVVPOM-UHFFFAOYSA-N 0.000 description 2
• DWUQJEHGOSZXLO-UHFFFAOYSA-N 11-fluoroundecan-1-ol Chemical compound OCCCCCCCCCCCF DWUQJEHGOSZXLO-UHFFFAOYSA-N 0.000 description 2
• NVMYVARFCPAXNR-UHFFFAOYSA-N 11-fluoroundecan-2-ol Chemical compound CC(O)CCCCCCCCCF NVMYVARFCPAXNR-UHFFFAOYSA-N 0.000 description 2
• PSXISJYLVGWDJC-UHFFFAOYSA-N 11-nitroundecan-1-ol Chemical compound OCCCCCCCCCCC[N+]([O-])=O PSXISJYLVGWDJC-UHFFFAOYSA-N 0.000 description 2
• DRHUCRLKSMPHDB-UHFFFAOYSA-N 12-fluorododecan-1-ol Chemical compound OCCCCCCCCCCCCF DRHUCRLKSMPHDB-UHFFFAOYSA-N 0.000 description 2
• FKLFIROEVCJXIF-UHFFFAOYSA-N 12-nitrododecan-1-ol Chemical compound OCCCCCCCCCCCC[N+]([O-])=O FKLFIROEVCJXIF-UHFFFAOYSA-N 0.000 description 2
• AUWDOZOUJWEPBA-UHFFFAOYSA-N 2-(4-methoxyphenyl)ethanol Chemical compound COC1=CC=C(CCO)C=C1 AUWDOZOUJWEPBA-UHFFFAOYSA-N 0.000 description 2
• LBLYYCQCTBFVLH-UHFFFAOYSA-N 2-Methylbenzenesulfonic acid Chemical compound CC1=CC=CC=C1S(O)(=O)=O LBLYYCQCTBFVLH-UHFFFAOYSA-N 0.000 description 2
• VVCMGAUPZIKYTH-VGHSCWAPSA-N 2-acetyloxybenzoic acid;[(2s,3r)-4-(dimethylamino)-3-methyl-1,2-diphenylbutan-2-yl] propanoate;1,3,7-trimethylpurine-2,6-dione Chemical compound CC(=O)OC1=CC=CC=C1C(O)=O.CN1C(=O)N(C)C(=O)C2=C1N=CN2C.C([C@](OC(=O)CC)([C@H](C)CN(C)C)C=1C=CC=CC=1)C1=CC=CC=C1 VVCMGAUPZIKYTH-VGHSCWAPSA-N 0.000 description 2
• QHSCIWIRXWFIGH-UHFFFAOYSA-N 2-amino-2-methylpentanedioic acid Chemical compound OC(=O)C(N)(C)CCC(O)=O QHSCIWIRXWFIGH-UHFFFAOYSA-N 0.000 description 2
• OYIFNHCXNCRBQI-UHFFFAOYSA-N 2-aminoadipic acid Chemical compound OC(=O)C(N)CCCC(O)=O OYIFNHCXNCRBQI-UHFFFAOYSA-N 0.000 description 2
• LQMAGZIWFASHJM-UHFFFAOYSA-N 2-fluoro-2-methylpentan-3-ol Chemical compound CCC(O)C(C)(C)F LQMAGZIWFASHJM-UHFFFAOYSA-N 0.000 description 2
• VQDNMKWCOYVVJH-UHFFFAOYSA-N 2-fluoro-2-methylpropan-1-ol Chemical compound CC(C)(F)CO VQDNMKWCOYVVJH-UHFFFAOYSA-N 0.000 description 2
• BLYSPQXGKZNMJA-UHFFFAOYSA-N 2-fluorobutan-1-ol Chemical compound CCC(F)CO BLYSPQXGKZNMJA-UHFFFAOYSA-N 0.000 description 2
• SJZQQJOIMGMRKP-UHFFFAOYSA-N 2-fluorodecan-1-ol Chemical compound CCCCCCCCC(F)CO SJZQQJOIMGMRKP-UHFFFAOYSA-N 0.000 description 2
• PYMZAXRFSIFPKK-UHFFFAOYSA-N 2-fluorododecan-1-ol Chemical compound CCCCCCCCCCC(F)CO PYMZAXRFSIFPKK-UHFFFAOYSA-N 0.000 description 2
• PXUHUAWWMDRECM-UHFFFAOYSA-N 2-fluorooctan-1-ol Chemical compound CCCCCCC(F)CO PXUHUAWWMDRECM-UHFFFAOYSA-N 0.000 description 2
• CRBJBYGJVIBWIY-UHFFFAOYSA-N 2-isopropylphenol Chemical compound CC(C)C1=CC=CC=C1O CRBJBYGJVIBWIY-UHFFFAOYSA-N 0.000 description 2
• BFXVQEIWGOVPRX-UHFFFAOYSA-N 2-methyl-1-nitrobutan-2-ol Chemical compound CCC(C)(O)C[N+]([O-])=O BFXVQEIWGOVPRX-UHFFFAOYSA-N 0.000 description 2
• FOOMQHQMUGNBKK-UHFFFAOYSA-N 2-methyl-1-nitropropan-2-ol Chemical compound CC(C)(O)C[N+]([O-])=O FOOMQHQMUGNBKK-UHFFFAOYSA-N 0.000 description 2
• AUTNNBNYALYGCQ-UHFFFAOYSA-N 2-methyl-2-nitrohexan-3-ol Chemical compound CCCC(O)C(C)(C)[N+]([O-])=O AUTNNBNYALYGCQ-UHFFFAOYSA-N 0.000 description 2
• XGIVOZBEDLLCCO-UHFFFAOYSA-N 2-methyl-2-nitropentan-3-ol Chemical compound CCC(O)C(C)(C)[N+]([O-])=O XGIVOZBEDLLCCO-UHFFFAOYSA-N 0.000 description 2
• MVGJRISPEUZYAQ-UHFFFAOYSA-N 2-methyl-2-nitropropan-1-ol Chemical compound OCC(C)(C)[N+]([O-])=O MVGJRISPEUZYAQ-UHFFFAOYSA-N 0.000 description 2
• XYQFGZBXVWWGRK-UHFFFAOYSA-N 2-methyl-4-nitrobutan-2-ol Chemical compound CC(C)(O)CC[N+]([O-])=O XYQFGZBXVWWGRK-UHFFFAOYSA-N 0.000 description 2
• WTRFXBIPCREZQA-UHFFFAOYSA-N 2-methyl-4-nitrohexan-3-ol Chemical compound CCC([N+]([O-])=O)C(O)C(C)C WTRFXBIPCREZQA-UHFFFAOYSA-N 0.000 description 2
• LOCQZPLNYZAZHO-UHFFFAOYSA-N 2-methyl-4-nitropentan-3-ol Chemical compound CC(C)C(O)C(C)[N+]([O-])=O LOCQZPLNYZAZHO-UHFFFAOYSA-N 0.000 description 2
• HGGBYJGRYRWRBE-UHFFFAOYSA-N 2-methyl-5-nitropentan-2-ol Chemical compound CC(C)(O)CCC[N+]([O-])=O HGGBYJGRYRWRBE-UHFFFAOYSA-N 0.000 description 2
• MHIHRIPETCJEMQ-UHFFFAOYSA-N 2-nitrobutan-1-ol Chemical compound CCC(CO)[N+]([O-])=O MHIHRIPETCJEMQ-UHFFFAOYSA-N 0.000 description 2
• UIKBCINGVAVLOY-UHFFFAOYSA-N 2-nitrododecan-1-ol Chemical compound CCCCCCCCCCC(CO)[N+]([O-])=O UIKBCINGVAVLOY-UHFFFAOYSA-N 0.000 description 2
• BJKHKPOTYLELSH-UHFFFAOYSA-N 2-nitroheptan-3-ol Chemical compound CCCCC(O)C(C)[N+]([O-])=O BJKHKPOTYLELSH-UHFFFAOYSA-N 0.000 description 2
• PCFLNKSZNBPQOP-UHFFFAOYSA-N 2-nitrohexan-3-ol Chemical compound CCCC(O)C(C)[N+]([O-])=O PCFLNKSZNBPQOP-UHFFFAOYSA-N 0.000 description 2
• OYHTVILGINELNJ-UHFFFAOYSA-N 2-nitropentan-1-ol Chemical compound CCCC(CO)[N+]([O-])=O OYHTVILGINELNJ-UHFFFAOYSA-N 0.000 description 2
• JYVLIDXNZAXMDK-UHFFFAOYSA-N 2-pentanol Substances CCCC(C)O JYVLIDXNZAXMDK-UHFFFAOYSA-N 0.000 description 2
• POPUCNRCMDNMTD-UHFFFAOYSA-N 3,3-dimethyl-1-nitrobutan-2-ol Chemical compound CC(C)(C)C(O)C[N+]([O-])=O POPUCNRCMDNMTD-UHFFFAOYSA-N 0.000 description 2
• ZISWRXJZUKDIOO-UHFFFAOYSA-N 3-(3,4-dimethoxyphenyl)propan-1-ol Chemical compound COC1=CC=C(CCCO)C=C1OC ZISWRXJZUKDIOO-UHFFFAOYSA-N 0.000 description 2
• CFOIQWACFNTMNS-UHFFFAOYSA-N 3-fluoro-2,3-dimethylbutan-2-ol Chemical compound CC(C)(O)C(C)(C)F CFOIQWACFNTMNS-UHFFFAOYSA-N 0.000 description 2
• YSAZHINBXCWZTE-UHFFFAOYSA-N 3-fluorobutan-1-ol Chemical compound CC(F)CCO YSAZHINBXCWZTE-UHFFFAOYSA-N 0.000 description 2
• HNVRRHSXBLFLIG-UHFFFAOYSA-N 3-hydroxy-3-methylbut-1-ene Chemical compound CC(C)(O)C=C HNVRRHSXBLFLIG-UHFFFAOYSA-N 0.000 description 2
• VCKPUUFAIGNJHC-UHFFFAOYSA-N 3-hydroxykynurenine Chemical compound OC(=O)C(N)CC(=O)C1=CC=CC(O)=C1N VCKPUUFAIGNJHC-UHFFFAOYSA-N 0.000 description 2
• KJTQHXTUICAYHG-UHFFFAOYSA-N 3-methyl-1-nitrobutan-2-ol Chemical compound CC(C)C(O)C[N+]([O-])=O KJTQHXTUICAYHG-UHFFFAOYSA-N 0.000 description 2
• DMIRKUOHEBAINR-UHFFFAOYSA-N 3-methyl-2-nitrobutan-1-ol Chemical compound CC(C)C(CO)[N+]([O-])=O DMIRKUOHEBAINR-UHFFFAOYSA-N 0.000 description 2
• CHOTTWGZEKCPHA-UHFFFAOYSA-N 3-nitro-2-pentanol Chemical compound CCC(C(C)O)[N+]([O-])=O CHOTTWGZEKCPHA-UHFFFAOYSA-N 0.000 description 2
• OJVOGABFNZDOOZ-UHFFFAOYSA-N 3-nitrobutan-2-ol Chemical compound CC(O)C(C)[N+]([O-])=O OJVOGABFNZDOOZ-UHFFFAOYSA-N 0.000 description 2
• CVOIQJVZYQYMBH-UHFFFAOYSA-N 3-nitroheptan-4-ol Chemical compound CCCC(O)C(CC)[N+]([O-])=O CVOIQJVZYQYMBH-UHFFFAOYSA-N 0.000 description 2
• DUOURUCKSSLFRF-UHFFFAOYSA-N 4-fluoro-4-methylpentan-2-ol Chemical compound CC(O)CC(C)(C)F DUOURUCKSSLFRF-UHFFFAOYSA-N 0.000 description 2
• SHOBGSRUFRALBO-UHFFFAOYSA-N 4-fluorobutan-1-ol Chemical compound OCCCCF SHOBGSRUFRALBO-UHFFFAOYSA-N 0.000 description 2
• PEAJLEGVRQOZNV-UHFFFAOYSA-N 4-fluorobutan-2-ol Chemical compound CC(O)CCF PEAJLEGVRQOZNV-UHFFFAOYSA-N 0.000 description 2
• 125000001255 4-fluorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C([H])=C1F 0.000 description 2
• 125000004172 4-methoxyphenyl group Chemical group [H]C1=C([H])C(OC([H])([H])[H])=C([H])C([H])=C1* 0.000 description 2
• OFEODFOGZSJOCW-UHFFFAOYSA-N 4-methyl-1-nitropentan-2-ol Chemical compound CC(C)CC(O)C[N+]([O-])=O OFEODFOGZSJOCW-UHFFFAOYSA-N 0.000 description 2
• DBYMNHYVMTWSLQ-UHFFFAOYSA-N 4-methyl-4-nitropentan-1-ol Chemical compound [O-][N+](=O)C(C)(C)CCCO DBYMNHYVMTWSLQ-UHFFFAOYSA-N 0.000 description 2
• XSOWARLVOQBBOO-UHFFFAOYSA-N 4-nitrobutan-1-ol Chemical compound OCCCC[N+]([O-])=O XSOWARLVOQBBOO-UHFFFAOYSA-N 0.000 description 2
• OMUHFGMZLLRVEN-UHFFFAOYSA-N 4-nitroheptan-3-ol Chemical compound CCCC([N+]([O-])=O)C(O)CC OMUHFGMZLLRVEN-UHFFFAOYSA-N 0.000 description 2
• 125000000339 4-pyridyl group Chemical group N1=C([H])C([H])=C([*])C([H])=C1[H] 0.000 description 2
• WRYLYDPHFGVWKC-UHFFFAOYSA-N 4-terpineol Chemical compound CC(C)C1(O)CCC(C)=CC1 WRYLYDPHFGVWKC-UHFFFAOYSA-N 0.000 description 2
• KDDQRKBRJSGMQE-UHFFFAOYSA-N 4-thiazolyl Chemical group [C]1=CSC=N1 KDDQRKBRJSGMQE-UHFFFAOYSA-N 0.000 description 2
• 125000004199 4-trifluoromethylphenyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1*)C(F)(F)F 0.000 description 2
• BKAWJIRCKVUVED-UHFFFAOYSA-N 5-(2-hydroxyethyl)-4-methylthiazole Chemical compound CC=1N=CSC=1CCO BKAWJIRCKVUVED-UHFFFAOYSA-N 0.000 description 2
• UEZJJZXNTWFPBP-UHFFFAOYSA-N 5-fluoro-2-methylpentan-2-ol Chemical compound CC(C)(O)CCCF UEZJJZXNTWFPBP-UHFFFAOYSA-N 0.000 description 2
• RCIXPUGUGPXKBZ-UHFFFAOYSA-N 5-fluoropentan-2-ol Chemical compound CC(O)CCCF RCIXPUGUGPXKBZ-UHFFFAOYSA-N 0.000 description 2
• RKEYKDXXZCICFZ-UHFFFAOYSA-N 5-hydroxypipecolic acid Chemical compound OC1CCC(C(O)=O)NC1 RKEYKDXXZCICFZ-UHFFFAOYSA-N 0.000 description 2
• JHAZSFLGWSANGV-UHFFFAOYSA-N 5-methyl-5-nitrohexan-2-ol Chemical compound CC(O)CCC(C)(C)[N+]([O-])=O JHAZSFLGWSANGV-UHFFFAOYSA-N 0.000 description 2
• SEICGYRRALKKBW-UHFFFAOYSA-N 5-nitrooctan-4-ol Chemical compound CCCC(O)C([N+]([O-])=O)CCC SEICGYRRALKKBW-UHFFFAOYSA-N 0.000 description 2
• UISXXYURSRKYST-UHFFFAOYSA-N 5-nitropentan-1-ol Chemical compound OCCCCC[N+]([O-])=O UISXXYURSRKYST-UHFFFAOYSA-N 0.000 description 2
• CWDWFSXUQODZGW-UHFFFAOYSA-N 5-thiazolyl Chemical group [C]1=CN=CS1 CWDWFSXUQODZGW-UHFFFAOYSA-N 0.000 description 2
• BZIZKLZGQRAKFR-UHFFFAOYSA-N 7-fluoroheptan-1-ol Chemical compound OCCCCCCCF BZIZKLZGQRAKFR-UHFFFAOYSA-N 0.000 description 2
• NSQGVCPOJCWINW-UHFFFAOYSA-N 7-nitroheptan-1-ol Chemical compound OCCCCCCC[N+]([O-])=O NSQGVCPOJCWINW-UHFFFAOYSA-N 0.000 description 2
• DGGXBEHZGMUMOU-UHFFFAOYSA-N 8-fluorooctan-1-ol Chemical compound OCCCCCCCCF DGGXBEHZGMUMOU-UHFFFAOYSA-N 0.000 description 2
• NVCMQUWIVFXVRL-UHFFFAOYSA-N 8-nitrooctan-1-ol Chemical compound OCCCCCCCC[N+]([O-])=O NVCMQUWIVFXVRL-UHFFFAOYSA-N 0.000 description 2
• SLLKICYJHPXTNM-UHFFFAOYSA-N 9-nitrononan-1-ol Chemical compound OCCCCCCCCC[N+]([O-])=O SLLKICYJHPXTNM-UHFFFAOYSA-N 0.000 description 2
• UJOBWOGCFQCDNV-UHFFFAOYSA-N 9H-carbazole Chemical compound C1=CC=C2C3=CC=CC=C3NC2=C1 UJOBWOGCFQCDNV-UHFFFAOYSA-N 0.000 description 2
• 244000215068 Acacia senegal Species 0.000 description 2
• 102100027211 Albumin Human genes 0.000 description 2
• 101100378758 Anemone leveillei AL21 gene Proteins 0.000 description 2
• 239000004475 Arginine Substances 0.000 description 2
• CIWBSHSKHKDKBQ-JLAZNSOCSA-N Ascorbic acid Chemical compound OC[C@H](O)[C@H]1OC(=O)C(O)=C1O CIWBSHSKHKDKBQ-JLAZNSOCSA-N 0.000 description 2
• DCXYFEDJOCDNAF-UHFFFAOYSA-N Asparagine Natural products OC(=O)C(N)CC(N)=O DCXYFEDJOCDNAF-UHFFFAOYSA-N 0.000 description 2
• 241000894006 Bacteria Species 0.000 description 2
• 125000001433 C-terminal amino-acid group Chemical group 0.000 description 2
• VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 2
• 239000005749 Copper compound Substances 0.000 description 2
• IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 2
• YCKRFDGAMUMZLT-UHFFFAOYSA-N Fluorine atom Chemical compound [F] YCKRFDGAMUMZLT-UHFFFAOYSA-N 0.000 description 2
• ZHNUHDYFZUAESO-UHFFFAOYSA-N Formamide Chemical compound NC=O ZHNUHDYFZUAESO-UHFFFAOYSA-N 0.000 description 2
• BDAGIHXWWSANSR-UHFFFAOYSA-M Formate Chemical compound [O-]C=O BDAGIHXWWSANSR-UHFFFAOYSA-M 0.000 description 2
• GLZPCOQZEFWAFX-UHFFFAOYSA-N Geraniol Chemical compound CC(C)=CCCC(C)=CCO GLZPCOQZEFWAFX-UHFFFAOYSA-N 0.000 description 2
• WHUUTDBJXJRKMK-UHFFFAOYSA-N Glutamic acid Natural products OC(=O)C(N)CCC(O)=O WHUUTDBJXJRKMK-UHFFFAOYSA-N 0.000 description 2
• 229920000084 Gum arabic Polymers 0.000 description 2
• 102000004157 Hydrolases Human genes 0.000 description 2
• 108090000604 Hydrolases Proteins 0.000 description 2
• PMMYEEVYMWASQN-DMTCNVIQSA-N Hydroxyproline Chemical compound O[C@H]1CN[C@H](C(O)=O)C1 PMMYEEVYMWASQN-DMTCNVIQSA-N 0.000 description 2
• 108010093096 Immobilized Enzymes Proteins 0.000 description 2
• KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 2
• ONIBWKKTOPOVIA-BYPYZUCNSA-N L-Proline Chemical compound OC(=O)[C@@H]1CCCN1 ONIBWKKTOPOVIA-BYPYZUCNSA-N 0.000 description 2
• ODKSFYDXXFIFQN-BYPYZUCNSA-P L-argininium(2+) Chemical compound NC(=[NH2+])NCCC[C@H]([NH3+])C(O)=O ODKSFYDXXFIFQN-BYPYZUCNSA-P 0.000 description 2
• DCXYFEDJOCDNAF-REOHCLBHSA-N L-asparagine Chemical compound OC(=O)[C@@H](N)CC(N)=O DCXYFEDJOCDNAF-REOHCLBHSA-N 0.000 description 2
• CKLJMWTZIZZHCS-REOHCLBHSA-N L-aspartic acid Chemical compound OC(=O)[C@@H](N)CC(O)=O CKLJMWTZIZZHCS-REOHCLBHSA-N 0.000 description 2
• WHUUTDBJXJRKMK-VKHMYHEASA-N L-glutamic acid Chemical compound OC(=O)[C@@H](N)CCC(O)=O WHUUTDBJXJRKMK-VKHMYHEASA-N 0.000 description 2
• FFFHZYDWPBMWHY-VKHMYHEASA-N L-homocysteine Chemical compound OC(=O)[C@@H](N)CCS FFFHZYDWPBMWHY-VKHMYHEASA-N 0.000 description 2
• KDXKERNSBIXSRK-YFKPBYRVSA-N L-lysine Chemical compound NCCCC[C@H](N)C(O)=O KDXKERNSBIXSRK-YFKPBYRVSA-N 0.000 description 2
• FFEARJCKVFRZRR-BYPYZUCNSA-N L-methionine Chemical compound CSCC[C@H](N)C(O)=O FFEARJCKVFRZRR-BYPYZUCNSA-N 0.000 description 2
• KZSNJWFQEVHDMF-BYPYZUCNSA-N L-valine Chemical compound CC(C)[C@H](N)C(O)=O KZSNJWFQEVHDMF-BYPYZUCNSA-N 0.000 description 2
• 240000007472 Leucaena leucocephala Species 0.000 description 2
• 235000010643 Leucaena leucocephala Nutrition 0.000 description 2
• 239000002841 Lewis acid Substances 0.000 description 2
• KDXKERNSBIXSRK-UHFFFAOYSA-N Lysine Natural products NCCCCC(N)C(O)=O KDXKERNSBIXSRK-UHFFFAOYSA-N 0.000 description 2
• 239000004472 Lysine Substances 0.000 description 2
• 101710162120 Methane monooxygenase component C Proteins 0.000 description 2
• YNAVUWVOSKDBBP-UHFFFAOYSA-N Morpholine Chemical group C1COCCN1 YNAVUWVOSKDBBP-UHFFFAOYSA-N 0.000 description 2
• FQPGMQABJNQLLF-UHFFFAOYSA-N O-amino-L-homoserine Natural products NOCCC(N)C(O)=O FQPGMQABJNQLLF-UHFFFAOYSA-N 0.000 description 2
• OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 description 2
• 239000004365 Protease Substances 0.000 description 2
• KAESVJOAVNADME-UHFFFAOYSA-N Pyrrole Chemical compound C=1C=CNC=1 KAESVJOAVNADME-UHFFFAOYSA-N 0.000 description 2
• 241000700159 Rattus Species 0.000 description 2
• WQDUMFSSJAZKTM-UHFFFAOYSA-N Sodium methoxide Chemical compound [Na+].[O-]C WQDUMFSSJAZKTM-UHFFFAOYSA-N 0.000 description 2
• 206010041349 Somnolence Diseases 0.000 description 2
• 241000282887 Suidae Species 0.000 description 2
• UCKMPCXJQFINFW-UHFFFAOYSA-N Sulphide Chemical compound [S-2] UCKMPCXJQFINFW-UHFFFAOYSA-N 0.000 description 2
• 241001648319 Toronia toru Species 0.000 description 2
• QIVBCDIJIAJPQS-UHFFFAOYSA-N Tryptophan Natural products C1=CC=C2C(CC(N)C(O)=O)=CNC2=C1 QIVBCDIJIAJPQS-UHFFFAOYSA-N 0.000 description 2
• 239000000205 acacia gum Substances 0.000 description 2
• 235000010489 acacia gum Nutrition 0.000 description 2
• 150000001241 acetals Chemical class 0.000 description 2
• 239000012190 activator Substances 0.000 description 2
• 239000008186 active pharmaceutical agent Substances 0.000 description 2
• 239000013543 active substance Substances 0.000 description 2
• 239000000654 additive Substances 0.000 description 2
• WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 description 2
• 239000000443 aerosol Substances 0.000 description 2
• 125000003158 alcohol group Chemical group 0.000 description 2
• 125000003545 alkoxy group Chemical group 0.000 description 2
• 125000002877 alkyl aryl group Chemical group 0.000 description 2
• 150000005215 alkyl ethers Chemical class 0.000 description 2
• 230000029936 alkylation Effects 0.000 description 2
• 238000005804 alkylation reaction Methods 0.000 description 2
• 125000003275 alpha amino acid group Chemical group 0.000 description 2
• QWCKQJZIFLGMSD-UHFFFAOYSA-N alpha-aminobutyric acid Chemical compound CCC(N)C(O)=O QWCKQJZIFLGMSD-UHFFFAOYSA-N 0.000 description 2
• 229940035676 analgesics Drugs 0.000 description 2
• 239000000730 antalgic agent Substances 0.000 description 2
• 239000003242 anti bacterial agent Substances 0.000 description 2
• 230000001754 anti-pyretic effect Effects 0.000 description 2
• 229940088710 antibiotic agent Drugs 0.000 description 2
• 239000003963 antioxidant agent Substances 0.000 description 2
• 235000006708 antioxidants Nutrition 0.000 description 2
• 239000002221 antipyretic Substances 0.000 description 2
• 229940125716 antipyretic agent Drugs 0.000 description 2
• ODKSFYDXXFIFQN-UHFFFAOYSA-N arginine Natural products OC(=O)C(N)CCCNC(N)=N ODKSFYDXXFIFQN-UHFFFAOYSA-N 0.000 description 2
• 229910052786 argon Inorganic materials 0.000 description 2
• 235000009582 asparagine Nutrition 0.000 description 2
• 229960001230 asparagine Drugs 0.000 description 2
• IADUEWIQBXOCDZ-UHFFFAOYSA-N azetidine-2-carboxylic acid Chemical compound OC(=O)C1CCN1 IADUEWIQBXOCDZ-UHFFFAOYSA-N 0.000 description 2
• 150000001541 aziridines Chemical class 0.000 description 2
• XMIIGOLPHOKFCH-UHFFFAOYSA-N beta-phenylpropanoic acid Natural products OC(=O)CCC1=CC=CC=C1 XMIIGOLPHOKFCH-UHFFFAOYSA-N 0.000 description 2
• 230000004071 biological effect Effects 0.000 description 2
• 239000012472 biological sample Substances 0.000 description 2
• GZUXJHMPEANEGY-UHFFFAOYSA-N bromomethane Chemical compound BrC GZUXJHMPEANEGY-UHFFFAOYSA-N 0.000 description 2
• 239000006227 byproduct Substances 0.000 description 2
• FQPGMQABJNQLLF-GSVOUGTGSA-N canaline Chemical compound NOCC[C@@H](N)C(O)=O FQPGMQABJNQLLF-GSVOUGTGSA-N 0.000 description 2
• 150000004657 carbamic acid derivatives Chemical class 0.000 description 2
• 150000001720 carbohydrates Chemical class 0.000 description 2
• 150000004649 carbonic acid derivatives Chemical class 0.000 description 2
• 150000001735 carboxylic acids Chemical class 0.000 description 2
• 230000008859 change Effects 0.000 description 2
• 238000000576 coating method Methods 0.000 description 2
• 229940125904 compound 1 Drugs 0.000 description 2
• 229940126208 compound 22 Drugs 0.000 description 2
• 238000006482 condensation reaction Methods 0.000 description 2
• 238000013270 controlled release Methods 0.000 description 2
• 238000001816 cooling Methods 0.000 description 2
• 150000001880 copper compounds Chemical class 0.000 description 2
• 239000006184 cosolvent Substances 0.000 description 2
• 230000008878 coupling Effects 0.000 description 2
• 238000010168 coupling process Methods 0.000 description 2
• 238000005859 coupling reaction Methods 0.000 description 2
• 150000005676 cyclic carbonates Chemical class 0.000 description 2
• 125000000753 cycloalkyl group Chemical group 0.000 description 2
• 125000001995 cyclobutyl group Chemical group [H]C1([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 description 2
• 125000001511 cyclopentyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 description 2
• 230000007123 defense Effects 0.000 description 2
• 239000012024 dehydrating agents‎ Substances 0.000 description 2
• 229940042406 direct acting antivirals neuraminidase inhibitors Drugs 0.000 description 2
• KPUWHANPEXNPJT-UHFFFAOYSA-N disiloxane Chemical class [SiH3]O[SiH3] KPUWHANPEXNPJT-UHFFFAOYSA-N 0.000 description 2
• 239000006185 dispersion Substances 0.000 description 2
• 238000004821 distillation Methods 0.000 description 2
• PMMYEEVYMWASQN-UHFFFAOYSA-N dl-hydroxyproline Natural products OC1C[NH2+]C(C([O-])=O)C1 PMMYEEVYMWASQN-UHFFFAOYSA-N 0.000 description 2
• 229940088679 drug related substance Drugs 0.000 description 2
• 239000000839 emulsion Substances 0.000 description 2
• 150000002081 enamines Chemical class 0.000 description 2
• 125000001033 ether group Chemical group 0.000 description 2
• 238000004108 freeze drying Methods 0.000 description 2
• 239000011521 glass Substances 0.000 description 2
• 150000004676 glycans Chemical class 0.000 description 2
• 150000004820 halides Chemical class 0.000 description 2
• 125000001188 haloalkyl group Chemical group 0.000 description 2
• 108060003552 hemocyanin Proteins 0.000 description 2
• VTIODUHBZHNXFP-UHFFFAOYSA-N hex-4-en-1-ol Chemical compound CC=CCCCO VTIODUHBZHNXFP-UHFFFAOYSA-N 0.000 description 2
• 229920001519 homopolymer Polymers 0.000 description 2
• 150000004677 hydrates Chemical class 0.000 description 2
• 230000003301 hydrolyzing effect Effects 0.000 description 2
• 125000001165 hydrophobic group Chemical group 0.000 description 2
• 229960002591 hydroxyproline Drugs 0.000 description 2
• 150000002466 imines Chemical class 0.000 description 2
• 230000028993 immune response Effects 0.000 description 2
• 238000003018 immunoassay Methods 0.000 description 2
• 239000012535 impurity Substances 0.000 description 2
• 125000003387 indolinyl group Chemical group N1(CCC2=CC=CC=C12)* 0.000 description 2
• 125000001041 indolyl group Chemical group 0.000 description 2
• 208000037798 influenza B Diseases 0.000 description 2
• 239000007924 injection Substances 0.000 description 2
• 238000002347 injection Methods 0.000 description 2
• 229910052500 inorganic mineral Inorganic materials 0.000 description 2
• 239000013461 intermediate chemical Substances 0.000 description 2
• 230000000968 intestinal effect Effects 0.000 description 2
• 210000004347 intestinal mucosa Anatomy 0.000 description 2
• INQOMBQAUSQDDS-UHFFFAOYSA-N iodomethane Chemical compound IC INQOMBQAUSQDDS-UHFFFAOYSA-N 0.000 description 2
• 230000002427 irreversible effect Effects 0.000 description 2
• CPJRRXSHAYUTGL-UHFFFAOYSA-N isopentenyl alcohol Chemical compound CC(=C)CCO CPJRRXSHAYUTGL-UHFFFAOYSA-N 0.000 description 2
• 125000002183 isoquinolinyl group Chemical group C1(=NC=CC2=CC=CC=C12)* 0.000 description 2
• 125000001786 isothiazolyl group Chemical group 0.000 description 2
• 210000002414 leg Anatomy 0.000 description 2
• 150000007517 lewis acids Chemical class 0.000 description 2
• 150000002632 lipids Chemical class 0.000 description 2
• 210000004185 liver Anatomy 0.000 description 2
• 239000012907 medicinal substance Substances 0.000 description 2
• 229930182817 methionine Natural products 0.000 description 2
• NSPJNIDYTSSIIY-UHFFFAOYSA-N methoxy(methoxymethoxy)methane Chemical compound COCOCOC NSPJNIDYTSSIIY-UHFFFAOYSA-N 0.000 description 2
• UZKWTJUDCOPSNM-UHFFFAOYSA-N methoxybenzene Substances CCCCOC=C UZKWTJUDCOPSNM-UHFFFAOYSA-N 0.000 description 2
• 150000004702 methyl esters Chemical class 0.000 description 2
• 150000005217 methyl ethers Chemical class 0.000 description 2
• 244000005700 microbiome Species 0.000 description 2
• 235000010755 mineral Nutrition 0.000 description 2
• 239000011707 mineral Substances 0.000 description 2
• 239000002480 mineral oil Substances 0.000 description 2
• 125000002950 monocyclic group Chemical group 0.000 description 2
• 150000002772 monosaccharides Chemical class 0.000 description 2
• 238000000465 moulding Methods 0.000 description 2
• IFYDWYVPVAMGRO-UHFFFAOYSA-N n-[3-(dimethylamino)propyl]tetradecanamide Chemical compound CCCCCCCCCCCCCC(=O)NCCCN(C)C IFYDWYVPVAMGRO-UHFFFAOYSA-N 0.000 description 2
• ZSBDPRIWBYHIAF-UHFFFAOYSA-N n-acetylacetamide Chemical compound CC(=O)NC(C)=O ZSBDPRIWBYHIAF-UHFFFAOYSA-N 0.000 description 2
• 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 description 2
• 238000000655 nuclear magnetic resonance spectrum Methods 0.000 description 2
• 229920001542 oligosaccharide Polymers 0.000 description 2
• 150000002482 oligosaccharides Chemical class 0.000 description 2
• 150000007524 organic acids Chemical class 0.000 description 2
• 150000002894 organic compounds Chemical class 0.000 description 2
• 239000003960 organic solvent Substances 0.000 description 2
• 125000006505 p-cyanobenzyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1C#N)C([H])([H])* 0.000 description 2
• 239000012188 paraffin wax Substances 0.000 description 2
• 239000002245 particle Substances 0.000 description 2
• 239000006072 paste Substances 0.000 description 2
• 230000001717 pathogenic effect Effects 0.000 description 2
• 230000003132 peptidolytic effect Effects 0.000 description 2
• COLNVLDHVKWLRT-UHFFFAOYSA-N phenylalanine Natural products OC(=O)C(N)CC1=CC=CC=C1 COLNVLDHVKWLRT-UHFFFAOYSA-N 0.000 description 2
• NIXKBAZVOQAHGC-UHFFFAOYSA-N phenylmethanesulfonic acid Chemical compound OS(=O)(=O)CC1=CC=CC=C1 NIXKBAZVOQAHGC-UHFFFAOYSA-N 0.000 description 2
• 239000011574 phosphorus Substances 0.000 description 2
• 229920001282 polysaccharide Polymers 0.000 description 2
• 239000005017 polysaccharide Substances 0.000 description 2
• 238000001556 precipitation Methods 0.000 description 2
• 239000002243 precursor Substances 0.000 description 2
• ASUAYTHWZCLXAN-UHFFFAOYSA-N prenol Chemical compound CC(C)=CCO ASUAYTHWZCLXAN-UHFFFAOYSA-N 0.000 description 2
• 238000003825 pressing Methods 0.000 description 2
• 235000019833 protease Nutrition 0.000 description 2
• 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 2
• 125000000561 purinyl group Chemical group N1=C(N=C2N=CNC2=C1)* 0.000 description 2
• 125000003373 pyrazinyl group Chemical group 0.000 description 2
• 125000003226 pyrazolyl group Chemical group 0.000 description 2
• 125000002098 pyridazinyl group Chemical group 0.000 description 2
• 125000002943 quinolinyl group Chemical group N1=C(C=CC2=CC=CC=C12)* 0.000 description 2
• 238000007363 ring formation reaction Methods 0.000 description 2
• YGSDEFSMJLZEOE-UHFFFAOYSA-M salicylate Chemical compound OC1=CC=CC=C1C([O-])=O YGSDEFSMJLZEOE-UHFFFAOYSA-M 0.000 description 2
• 229960001860 salicylate Drugs 0.000 description 2
• 210000003296 saliva Anatomy 0.000 description 2
• 230000028327 secretion Effects 0.000 description 2
• 238000010187 selection method Methods 0.000 description 2
• 210000002966 serum Anatomy 0.000 description 2
• 239000002911 sialidase inhibitor Substances 0.000 description 2
• 238000010898 silica gel chromatography Methods 0.000 description 2
• 235000010267 sodium hydrogen sulphite Nutrition 0.000 description 2
• 159000000000 sodium salts Chemical class 0.000 description 2
• 238000001179 sorption measurement Methods 0.000 description 2
• 238000000859 sublimation Methods 0.000 description 2
• 230000008022 sublimation Effects 0.000 description 2
• 235000000346 sugar Nutrition 0.000 description 2
• 150000003462 sulfoxides Chemical class 0.000 description 2
• 238000012360 testing method Methods 0.000 description 2
• HLZKNKRTKFSKGZ-UHFFFAOYSA-N tetradecan-1-ol Chemical compound CCCCCCCCCCCCCCO HLZKNKRTKFSKGZ-UHFFFAOYSA-N 0.000 description 2
• YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 2
• 125000003718 tetrahydrofuranyl group Chemical group 0.000 description 2
• 125000003507 tetrahydrothiofenyl group Chemical group 0.000 description 2
• 125000003831 tetrazolyl group Chemical group 0.000 description 2
• 125000000335 thiazolyl group Chemical group 0.000 description 2
• 150000007970 thio esters Chemical class 0.000 description 2
• FYSNRJHAOHDILO-UHFFFAOYSA-N thionyl chloride Chemical compound ClS(Cl)=O FYSNRJHAOHDILO-UHFFFAOYSA-N 0.000 description 2
• FGMPLJWBKKVCDB-UHFFFAOYSA-N trans-L-hydroxy-proline Natural products ON1CCCC1C(O)=O FGMPLJWBKKVCDB-UHFFFAOYSA-N 0.000 description 2
• 238000012546 transfer Methods 0.000 description 2
• 125000000026 trimethylsilyl group Chemical group [H]C([H])([H])[Si]([*])(C([H])([H])[H])C([H])([H])[H] 0.000 description 2
• FIQMHBFVRAXMOP-UHFFFAOYSA-N triphenylphosphane oxide Chemical compound C=1C=CC=CC=1P(C=1C=CC=CC=1)(=O)C1=CC=CC=C1 FIQMHBFVRAXMOP-UHFFFAOYSA-N 0.000 description 2
• OUYCCCASQSFEME-UHFFFAOYSA-N tyrosine Natural products OC(=O)C(N)CC1=CC=C(O)C=C1 OUYCCCASQSFEME-UHFFFAOYSA-N 0.000 description 2
• 210000002700 urine Anatomy 0.000 description 2
• 239000004474 valine Substances 0.000 description 2
• 229920002554 vinyl polymer Polymers 0.000 description 2
• 238000010626 work up procedure Methods 0.000 description 2
• 125000001834 xanthenyl group Chemical group C1=CC=CC=2OC3=CC=CC=C3C(C12)* 0.000 description 2
• REPVLJRCJUVQFA-UHFFFAOYSA-N (-)-isopinocampheol Natural products C1C(O)C(C)C2C(C)(C)C1C2 REPVLJRCJUVQFA-UHFFFAOYSA-N 0.000 description 1
• 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 1
• REPVLJRCJUVQFA-BZNPZCIMSA-N (1s,3r,4r,5r)-4,6,6-trimethylbicyclo[3.1.1]heptan-3-ol Chemical compound C1[C@@H](O)[C@H](C)[C@@H]2C(C)(C)[C@H]1C2 REPVLJRCJUVQFA-BZNPZCIMSA-N 0.000 description 1
• QEHXDOJPVIHUDO-UHFFFAOYSA-N (2-fluorophenyl)methanol Chemical compound OCC1=CC=CC=C1F QEHXDOJPVIHUDO-UHFFFAOYSA-N 0.000 description 1
• SHEINYPABNPRPM-UHFFFAOYSA-N (2-methylcyclopropyl)methanol Chemical compound CC1CC1CO SHEINYPABNPRPM-UHFFFAOYSA-N 0.000 description 1
• MEIRRNXMZYDVDW-MQQKCMAXSA-N (2E,4E)-2,4-hexadien-1-ol Chemical compound C\C=C\C=C\CO MEIRRNXMZYDVDW-MQQKCMAXSA-N 0.000 description 1
• GMKMEZVLHJARHF-UHFFFAOYSA-N (2R,6R)-form-2.6-Diaminoheptanedioic acid Natural products OC(=O)C(N)CCCC(N)C(O)=O GMKMEZVLHJARHF-UHFFFAOYSA-N 0.000 description 1
• YBRHBMHQQIEOOL-RMKNXTFCSA-N (2e)-2,4-dimethylhepta-2,6-dien-1-ol Chemical compound C=CCC(C)\C=C(/C)CO YBRHBMHQQIEOOL-RMKNXTFCSA-N 0.000 description 1
• KJTQHXTUICAYHG-YFKPBYRVSA-N (2r)-3-methyl-1-nitrobutan-2-ol Chemical compound CC(C)[C@@H](O)C[N+]([O-])=O KJTQHXTUICAYHG-YFKPBYRVSA-N 0.000 description 1
• MVFMATZFWFEEKJ-SCSAIBSYSA-N (2r)-3-methyl-3-nitrobutan-2-ol Chemical compound C[C@@H](O)C(C)(C)[N+]([O-])=O MVFMATZFWFEEKJ-SCSAIBSYSA-N 0.000 description 1
• UQCZRXRWSNMZEP-RFZPGFLSSA-N (2r,3r)-2-nitropentan-3-ol Chemical compound CC[C@@H](O)[C@@H](C)[N+]([O-])=O UQCZRXRWSNMZEP-RFZPGFLSSA-N 0.000 description 1
• CHOTTWGZEKCPHA-RFZPGFLSSA-N (2r,3r)-3-nitropentan-2-ol Chemical compound CC[C@H]([C@@H](C)O)[N+]([O-])=O CHOTTWGZEKCPHA-RFZPGFLSSA-N 0.000 description 1
• FHYAUNJNVMGZQN-NHCUHLMSSA-N (2r,3r)-5-iodo-3-(4-phenylpiperidin-1-yl)-1,2,3,4-tetrahydronaphthalen-2-ol Chemical compound C1CN([C@@H]2CC3=C(I)C=CC=C3C[C@H]2O)CCC1C1=CC=CC=C1 FHYAUNJNVMGZQN-NHCUHLMSSA-N 0.000 description 1
• OJVOGABFNZDOOZ-IUYQGCFVSA-N (2r,3s)-3-nitrobutan-2-ol Chemical compound C[C@@H](O)[C@H](C)[N+]([O-])=O OJVOGABFNZDOOZ-IUYQGCFVSA-N 0.000 description 1
• CHOTTWGZEKCPHA-UHNVWZDZSA-N (2r,3s)-3-nitropentan-2-ol Chemical compound CC[C@@H]([C@@H](C)O)[N+]([O-])=O CHOTTWGZEKCPHA-UHNVWZDZSA-N 0.000 description 1
• IYKLZBIWFXPUCS-VIFPVBQESA-N (2s)-2-(naphthalen-1-ylamino)propanoic acid Chemical compound C1=CC=C2C(N[C@@H](C)C(O)=O)=CC=CC2=C1 IYKLZBIWFXPUCS-VIFPVBQESA-N 0.000 description 1
• WWTBZEKOSBFBEM-SPWPXUSOSA-N (2s)-2-[[2-benzyl-3-[hydroxy-[(1r)-2-phenyl-1-(phenylmethoxycarbonylamino)ethyl]phosphoryl]propanoyl]amino]-3-(1h-indol-3-yl)propanoic acid Chemical compound N([C@@H](CC=1C2=CC=CC=C2NC=1)C(=O)O)C(=O)C(CP(O)(=O)[C@H](CC=1C=CC=CC=1)NC(=O)OCC=1C=CC=CC=1)CC1=CC=CC=C1 WWTBZEKOSBFBEM-SPWPXUSOSA-N 0.000 description 1
• XAFNUWVLFYOQSL-ZETCQYMHSA-N (2s)-2-amino-3-(2-hydroxy-5-nitrophenyl)propanoic acid Chemical compound OC(=O)[C@@H](N)CC1=CC([N+]([O-])=O)=CC=C1O XAFNUWVLFYOQSL-ZETCQYMHSA-N 0.000 description 1
• IRZRVBRQKLGPLU-AWEZNQCLSA-N (2s)-2-amino-3-(3-benzoylphenyl)propanoic acid Chemical compound OC(=O)[C@@H](N)CC1=CC=CC(C(=O)C=2C=CC=CC=2)=C1 IRZRVBRQKLGPLU-AWEZNQCLSA-N 0.000 description 1
• WDAJRFDYHJVFMA-HNNXBMFYSA-N (2s)-2-amino-3-(3-benzylphenyl)propanoic acid Chemical compound OC(=O)[C@@H](N)CC1=CC=CC(CC=2C=CC=CC=2)=C1 WDAJRFDYHJVFMA-HNNXBMFYSA-N 0.000 description 1
• KPYSVDPUAXYRHZ-GKAPJAKFSA-N (2s)-2-amino-4-phenylpentanedioic acid Chemical compound OC(=O)[C@@H](N)CC(C(O)=O)C1=CC=CC=C1 KPYSVDPUAXYRHZ-GKAPJAKFSA-N 0.000 description 1
• UQCZRXRWSNMZEP-CRCLSJGQSA-N (2s,3r)-2-nitropentan-3-ol Chemical compound CC[C@@H](O)[C@H](C)[N+]([O-])=O UQCZRXRWSNMZEP-CRCLSJGQSA-N 0.000 description 1
• LJRDOKAZOAKLDU-UDXJMMFXSA-N (2s,3s,4r,5r,6r)-5-amino-2-(aminomethyl)-6-[(2r,3s,4r,5s)-5-[(1r,2r,3s,5r,6s)-3,5-diamino-2-[(2s,3r,4r,5s,6r)-3-amino-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-6-hydroxycyclohexyl]oxy-4-hydroxy-2-(hydroxymethyl)oxolan-3-yl]oxyoxane-3,4-diol;sulfuric ac Chemical compound OS(O)(=O)=O.N[C@@H]1[C@@H](O)[C@H](O)[C@H](CN)O[C@@H]1O[C@H]1[C@@H](O)[C@H](O[C@H]2[C@@H]([C@@H](N)C[C@@H](N)[C@@H]2O)O[C@@H]2[C@@H]([C@@H](O)[C@H](O)[C@@H](CO)O2)N)O[C@@H]1CO LJRDOKAZOAKLDU-UDXJMMFXSA-N 0.000 description 1
• YSAZHINBXCWZTE-SCSAIBSYSA-N (3R)-3-fluorobutan-1-ol Chemical compound C[C@@H](F)CCO YSAZHINBXCWZTE-SCSAIBSYSA-N 0.000 description 1
• FNHHVPPSBFQMEL-KQHDFZBMSA-N (3S)-5-N-[(1S,5R)-3-hydroxy-6-bicyclo[3.1.0]hexanyl]-7-N,3-dimethyl-3-phenyl-2H-1-benzofuran-5,7-dicarboxamide Chemical compound CNC(=O)c1cc(cc2c1OC[C@@]2(C)c1ccccc1)C(=O)NC1[C@H]2CC(O)C[C@@H]12 FNHHVPPSBFQMEL-KQHDFZBMSA-N 0.000 description 1
• OOKAZRDERJMRCJ-KOUAFAAESA-N (3r)-7-[(1s,2s,4ar,6s,8s)-2,6-dimethyl-8-[(2s)-2-methylbutanoyl]oxy-1,2,4a,5,6,7,8,8a-octahydronaphthalen-1-yl]-3-hydroxy-5-oxoheptanoic acid Chemical compound C1=C[C@H](C)[C@H](CCC(=O)C[C@@H](O)CC(O)=O)C2[C@@H](OC(=O)[C@@H](C)CC)C[C@@H](C)C[C@@H]21 OOKAZRDERJMRCJ-KOUAFAAESA-N 0.000 description 1
• SODPIMGUZLOIPE-UHFFFAOYSA-N (4-chlorophenoxy)acetic acid Chemical compound OC(=O)COC1=CC=C(Cl)C=C1 SODPIMGUZLOIPE-UHFFFAOYSA-N 0.000 description 1
• STPKWKPURVSAJF-LJEWAXOPSA-N (4r,5r)-5-[4-[[4-(1-aza-4-azoniabicyclo[2.2.2]octan-4-ylmethyl)phenyl]methoxy]phenyl]-3,3-dibutyl-7-(dimethylamino)-1,1-dioxo-4,5-dihydro-2h-1$l^{6}-benzothiepin-4-ol Chemical compound O[C@H]1C(CCCC)(CCCC)CS(=O)(=O)C2=CC=C(N(C)C)C=C2[C@H]1C(C=C1)=CC=C1OCC(C=C1)=CC=C1C[N+]1(CC2)CCN2CC1 STPKWKPURVSAJF-LJEWAXOPSA-N 0.000 description 1
• UFLHIIWVXFIJGU-ONEGZZNKSA-N (E)-hex-3-en-1-ol Chemical compound CC\C=C\CCO UFLHIIWVXFIJGU-ONEGZZNKSA-N 0.000 description 1
• YGPSJZOEDVAXAB-UHFFFAOYSA-N (R)-Kynurenine Natural products OC(=O)C(N)CC(=O)C1=CC=CC=C1N YGPSJZOEDVAXAB-UHFFFAOYSA-N 0.000 description 1
• WUOACPNHFRMFPN-SECBINFHSA-N (S)-(-)-alpha-terpineol Chemical compound CC1=CC[C@@H](C(C)(C)O)CC1 WUOACPNHFRMFPN-SECBINFHSA-N 0.000 description 1
• MFLYTCSVJYYAOR-UHFFFAOYSA-N (carbamimidoylazaniumyl)formate Chemical compound NC(=N)NC(O)=O MFLYTCSVJYYAOR-UHFFFAOYSA-N 0.000 description 1
• ZOJKRWXDNYZASL-NSCUHMNNSA-N (e)-4-methoxybut-2-enoic acid Chemical compound COC\C=C\C(O)=O ZOJKRWXDNYZASL-NSCUHMNNSA-N 0.000 description 1
• ZGYIXVSQHOKQRZ-COIATFDQSA-N (e)-n-[4-[3-chloro-4-(pyridin-2-ylmethoxy)anilino]-3-cyano-7-[(3s)-oxolan-3-yl]oxyquinolin-6-yl]-4-(dimethylamino)but-2-enamide Chemical compound N#CC1=CN=C2C=C(O[C@@H]3COCC3)C(NC(=O)/C=C/CN(C)C)=CC2=C1NC(C=C1Cl)=CC=C1OCC1=CC=CC=N1 ZGYIXVSQHOKQRZ-COIATFDQSA-N 0.000 description 1
• DEVSOMFAQLZNKR-RJRFIUFISA-N (z)-3-[3-[3,5-bis(trifluoromethyl)phenyl]-1,2,4-triazol-1-yl]-n'-pyrazin-2-ylprop-2-enehydrazide Chemical compound FC(F)(F)C1=CC(C(F)(F)F)=CC(C2=NN(\C=C/C(=O)NNC=3N=CC=NC=3)C=N2)=C1 DEVSOMFAQLZNKR-RJRFIUFISA-N 0.000 description 1
• UKAUYVFTDYCKQA-UHFFFAOYSA-N -2-Amino-4-hydroxybutanoic acid Natural products OC(=O)C(N)CCO UKAUYVFTDYCKQA-UHFFFAOYSA-N 0.000 description 1
• YHJKHZZDSUVMJC-UHFFFAOYSA-N 1,1,1-trichloro-7-(4-methoxyphenyl)hepta-2,5-dien-4-one Chemical compound COC1=CC=C(CC=[C-]C(=O)C=CC(Cl)(Cl)Cl)C=C1 YHJKHZZDSUVMJC-UHFFFAOYSA-N 0.000 description 1
• XPIJMQVLTXAGME-UHFFFAOYSA-N 1,1-dimethoxycyclohexane Chemical compound COC1(OC)CCCCC1 XPIJMQVLTXAGME-UHFFFAOYSA-N 0.000 description 1
• BDZAWYBXBHTHFM-UHFFFAOYSA-N 1,1-diphenylpropan-2-ol Chemical compound C=1C=CC=CC=1C(C(O)C)C1=CC=CC=C1 BDZAWYBXBHTHFM-UHFFFAOYSA-N 0.000 description 1
• QMMJWQMCMRUYTG-UHFFFAOYSA-N 1,2,4,5-tetrachloro-3-(trifluoromethyl)benzene Chemical compound FC(F)(F)C1=C(Cl)C(Cl)=CC(Cl)=C1Cl QMMJWQMCMRUYTG-UHFFFAOYSA-N 0.000 description 1
• 229940051269 1,3-dichloro-2-propanol Drugs 0.000 description 1
• DEWLEGDTCGBNGU-UHFFFAOYSA-N 1,3-dichloropropan-2-ol Chemical compound ClCC(O)CCl DEWLEGDTCGBNGU-UHFFFAOYSA-N 0.000 description 1
• PVDLUGWWIOGCNH-UHFFFAOYSA-N 1,3-difluoro-2-propanol Chemical compound FCC(O)CF PVDLUGWWIOGCNH-UHFFFAOYSA-N 0.000 description 1
• KKHFRAFPESRGGD-UHFFFAOYSA-N 1,3-dimethyl-7-[3-(n-methylanilino)propyl]purine-2,6-dione Chemical compound C1=NC=2N(C)C(=O)N(C)C(=O)C=2N1CCCN(C)C1=CC=CC=C1 KKHFRAFPESRGGD-UHFFFAOYSA-N 0.000 description 1
• UBCHPRBFMUDMNC-UHFFFAOYSA-N 1-(1-adamantyl)ethanamine Chemical compound C1C(C2)CC3CC2CC1(C(N)C)C3 UBCHPRBFMUDMNC-UHFFFAOYSA-N 0.000 description 1
• WAAJRPRSQXYYAA-UHFFFAOYSA-N 1-(4-chlorophenyl)-2-methylpropan-2-ol Chemical compound CC(C)(O)CC1=CC=C(Cl)C=C1 WAAJRPRSQXYYAA-UHFFFAOYSA-N 0.000 description 1
• PSDSORRYQPTKSV-UHFFFAOYSA-N 1-(4-fluorophenyl)ethanol Chemical compound CC(O)C1=CC=C(F)C=C1 PSDSORRYQPTKSV-UHFFFAOYSA-N 0.000 description 1
• MOHYOXXOKFQHDC-UHFFFAOYSA-N 1-(chloromethyl)-4-methoxybenzene Chemical compound COC1=CC=C(CCl)C=C1 MOHYOXXOKFQHDC-UHFFFAOYSA-N 0.000 description 1
• PAJPWUMXBYXFCZ-UHFFFAOYSA-N 1-aminocyclopropanecarboxylic acid Chemical compound OC(=O)C1(N)CC1 PAJPWUMXBYXFCZ-UHFFFAOYSA-N 0.000 description 1
• MNCMBBIFTVWHIP-UHFFFAOYSA-N 1-anthracen-9-yl-2,2,2-trifluoroethanone Chemical group C1=CC=C2C(C(=O)C(F)(F)F)=C(C=CC=C3)C3=CC2=C1 MNCMBBIFTVWHIP-UHFFFAOYSA-N 0.000 description 1
• BPPZXJZYCOETDA-UHFFFAOYSA-N 1-benzylpiperidin-4-ol Chemical compound C1CC(O)CCN1CC1=CC=CC=C1 BPPZXJZYCOETDA-UHFFFAOYSA-N 0.000 description 1
• LRHPLDYGYMQRHN-UHFFFAOYSA-N 1-butanol Substances CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 1
• AHOJTPZHHMJMCW-UHFFFAOYSA-N 1-ethylpiperidin-4-ol Chemical compound CCN1CCC(O)CC1 AHOJTPZHHMJMCW-UHFFFAOYSA-N 0.000 description 1
• MPGNSGYTEYWFIS-UHFFFAOYSA-N 1-fluorobutan-2-ol Chemical compound CCC(O)CF MPGNSGYTEYWFIS-UHFFFAOYSA-N 0.000 description 1
• KZTNLLVYRNPCJR-UHFFFAOYSA-N 1-fluorodecan-2-ol Chemical compound CCCCCCCCC(O)CF KZTNLLVYRNPCJR-UHFFFAOYSA-N 0.000 description 1
• ANCGAPPEFCPNMP-UHFFFAOYSA-N 1-fluorodecan-5-ol Chemical compound CCCCCC(O)CCCCF ANCGAPPEFCPNMP-UHFFFAOYSA-N 0.000 description 1
• QZGYKAWLZIQCPN-UHFFFAOYSA-N 1-fluorododecan-1-ol Chemical compound CCCCCCCCCCCC(O)F QZGYKAWLZIQCPN-UHFFFAOYSA-N 0.000 description 1
• SIXHNKZQLHNSGP-UHFFFAOYSA-N 1-fluorododecan-2-ol Chemical compound CCCCCCCCCCC(O)CF SIXHNKZQLHNSGP-UHFFFAOYSA-N 0.000 description 1
• RZYULFKPZNCXTB-UHFFFAOYSA-N 1-fluoroheptan-3-ol Chemical compound CCCCC(O)CCF RZYULFKPZNCXTB-UHFFFAOYSA-N 0.000 description 1
• LVOQCSLRNKCYLQ-UHFFFAOYSA-N 1-fluorohexan-3-ol Chemical compound CCCC(O)CCF LVOQCSLRNKCYLQ-UHFFFAOYSA-N 0.000 description 1
• YVRDLTGHVVBLDA-UHFFFAOYSA-N 1-fluorononan-3-ol Chemical compound CCCCCCC(O)CCF YVRDLTGHVVBLDA-UHFFFAOYSA-N 0.000 description 1
• KLGNQHRPPLDIFC-UHFFFAOYSA-N 1-fluorooctan-2-ol Chemical compound CCCCCCC(O)CF KLGNQHRPPLDIFC-UHFFFAOYSA-N 0.000 description 1
• JUXYSVUBIQJRGS-UHFFFAOYSA-N 1-fluoropentan-3-ol Chemical compound CCC(O)CCF JUXYSVUBIQJRGS-UHFFFAOYSA-N 0.000 description 1
• ATPQHBQUXWELOE-UHFFFAOYSA-N 1-hydroxysulfanyl-2,4-dinitrobenzene Chemical compound OSC1=CC=C([N+]([O-])=O)C=C1[N+]([O-])=O ATPQHBQUXWELOE-UHFFFAOYSA-N 0.000 description 1
• SDTORDSXCYSNTD-UHFFFAOYSA-N 1-methoxy-4-[(4-methoxyphenyl)methoxymethyl]benzene Chemical compound C1=CC(OC)=CC=C1COCC1=CC=C(OC)C=C1 SDTORDSXCYSNTD-UHFFFAOYSA-N 0.000 description 1
• NLKHGXNCSZJXRE-UHFFFAOYSA-N 1-nitrodecan-2-ol Chemical compound CCCCCCCCC(O)C[N+]([O-])=O NLKHGXNCSZJXRE-UHFFFAOYSA-N 0.000 description 1
• HFFFAFPPYWBBIR-UHFFFAOYSA-N 1-nitroheptan-4-ol Chemical compound CCCC(O)CCC[N+]([O-])=O HFFFAFPPYWBBIR-UHFFFAOYSA-N 0.000 description 1
• MGGGUUMQEMJSNJ-UHFFFAOYSA-N 1-nitrohexan-2-ol Chemical compound CCCCC(O)C[N+]([O-])=O MGGGUUMQEMJSNJ-UHFFFAOYSA-N 0.000 description 1
• VQBXYLSXCORZGJ-UHFFFAOYSA-N 1-nitrononan-2-ol Chemical compound CCCCCCCC(O)C[N+]([O-])=O VQBXYLSXCORZGJ-UHFFFAOYSA-N 0.000 description 1
• DRJIHNSDCCEQLL-UHFFFAOYSA-N 1-nitrooctan-4-ol Chemical compound CCCCC(O)CCC[N+]([O-])=O DRJIHNSDCCEQLL-UHFFFAOYSA-N 0.000 description 1
• WYTRYIUQUDTGSX-UHFFFAOYSA-N 1-phenylpropan-2-ol Chemical compound CC(O)CC1=CC=CC=C1 WYTRYIUQUDTGSX-UHFFFAOYSA-N 0.000 description 1
• 125000001462 1-pyrrolyl group Chemical group [*]N1C([H])=C([H])C([H])=C1[H] 0.000 description 1
• MEGBNFNBKNPNQO-UHFFFAOYSA-N 10-fluorodecan-1-ol Chemical compound OCCCCCCCCCCF MEGBNFNBKNPNQO-UHFFFAOYSA-N 0.000 description 1
• ALUAXHOULLAYIV-UHFFFAOYSA-N 11-fluoro-2-methylundecan-2-ol Chemical compound CC(C)(O)CCCCCCCCCF ALUAXHOULLAYIV-UHFFFAOYSA-N 0.000 description 1
• MKJMKQDVRQGWIN-UHFFFAOYSA-N 11-nitroundecan-5-ol Chemical compound CCCCC(O)CCCCCC[N+]([O-])=O MKJMKQDVRQGWIN-UHFFFAOYSA-N 0.000 description 1
• LGEZTMRIZWCDLW-UHFFFAOYSA-N 14-methylpentadecyl octadecanoate Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCCCCCCCCCCCCCC(C)C LGEZTMRIZWCDLW-UHFFFAOYSA-N 0.000 description 1
• BAXOFTOLAUCFNW-UHFFFAOYSA-N 1H-indazole Chemical group C1=CC=C2C=NNC2=C1 BAXOFTOLAUCFNW-UHFFFAOYSA-N 0.000 description 1
• KJUGUADJHNHALS-UHFFFAOYSA-N 1H-tetrazole Substances C=1N=NNN=1 KJUGUADJHNHALS-UHFFFAOYSA-N 0.000 description 1
• DOBXRIIYJDDGMW-UHFFFAOYSA-N 2,2,4,4-tetramethyl-3-(nitromethyl)pentan-3-ol Chemical compound CC(C)(C)C(O)(C(C)(C)C)C[N+]([O-])=O DOBXRIIYJDDGMW-UHFFFAOYSA-N 0.000 description 1
• BLCJBICVQSYOIF-UHFFFAOYSA-N 2,2-diaminobutanoic acid Chemical compound CCC(N)(N)C(O)=O BLCJBICVQSYOIF-UHFFFAOYSA-N 0.000 description 1
• WBPHQAVDFNQDTG-UHFFFAOYSA-N 2,2-diaminopentanedioic acid Chemical compound OC(=O)C(N)(N)CCC(O)=O WBPHQAVDFNQDTG-UHFFFAOYSA-N 0.000 description 1
• FENXWSIHLBOCOU-UHFFFAOYSA-N 2,2-dimethyl-4-nitrononan-3-ol Chemical compound CCCCCC([N+]([O-])=O)C(O)C(C)(C)C FENXWSIHLBOCOU-UHFFFAOYSA-N 0.000 description 1
• JVSFQJZRHXAUGT-UHFFFAOYSA-N 2,2-dimethylpropanoyl chloride Chemical compound CC(C)(C)C(Cl)=O JVSFQJZRHXAUGT-UHFFFAOYSA-N 0.000 description 1
• NYLOEXLAXYHOHH-UHFFFAOYSA-N 2,2-diphenylethanol Chemical compound C=1C=CC=CC=1C(CO)C1=CC=CC=C1 NYLOEXLAXYHOHH-UHFFFAOYSA-N 0.000 description 1
• PGNYNCTUBKSHHL-UHFFFAOYSA-N 2,3-diaminobutanedioic acid Chemical compound OC(=O)C(N)C(N)C(O)=O PGNYNCTUBKSHHL-UHFFFAOYSA-N 0.000 description 1
• SXGMVGOVILIERA-UHFFFAOYSA-N 2,3-diaminobutanoic acid Chemical compound CC(N)C(N)C(O)=O SXGMVGOVILIERA-UHFFFAOYSA-N 0.000 description 1
• KEQTWHPMSVAFDA-UHFFFAOYSA-N 2,3-dihydro-1h-pyrazole Chemical class C1NNC=C1 KEQTWHPMSVAFDA-UHFFFAOYSA-N 0.000 description 1
• HKZHQZUAKVJYIZ-UHFFFAOYSA-N 2,3-dimethyl-1-nitrobutan-2-ol Chemical compound CC(C)C(C)(O)C[N+]([O-])=O HKZHQZUAKVJYIZ-UHFFFAOYSA-N 0.000 description 1
• KMUWIXHDMPMULL-UHFFFAOYSA-N 2,3-dimethyl-3-nitrobutan-1-ol Chemical compound OCC(C)C(C)(C)[N+]([O-])=O KMUWIXHDMPMULL-UHFFFAOYSA-N 0.000 description 1
• QAOAMCQLMQIMMW-UHFFFAOYSA-N 2,3-dimethyl-3-nitrobutan-2-ol Chemical compound CC(C)(O)C(C)(C)[N+]([O-])=O QAOAMCQLMQIMMW-UHFFFAOYSA-N 0.000 description 1
• FFFIRKXTFQCCKJ-UHFFFAOYSA-M 2,4,6-trimethylbenzoate Chemical compound CC1=CC(C)=C(C([O-])=O)C(C)=C1 FFFIRKXTFQCCKJ-UHFFFAOYSA-M 0.000 description 1
• 125000004215 2,4-difluorophenyl group Chemical group [H]C1=C([H])C(*)=C(F)C([H])=C1F 0.000 description 1
• 125000001917 2,4-dinitrophenyl group Chemical group [H]C1=C([H])C(=C([H])C(=C1*)[N+]([O-])=O)[N+]([O-])=O 0.000 description 1
• FFMBYMANYCDCMK-UHFFFAOYSA-N 2,5-dihydro-1h-imidazole Chemical class C1NCN=C1 FFMBYMANYCDCMK-UHFFFAOYSA-N 0.000 description 1
• FKOHSZUQSFEPKG-UHFFFAOYSA-N 2,5-dimethyl-1-nitrohexan-3-ol Chemical compound CC(C)CC(O)C(C)C[N+]([O-])=O FKOHSZUQSFEPKG-UHFFFAOYSA-N 0.000 description 1
• UHUKFMFXIIXGMX-UHFFFAOYSA-N 2,5-dimethyl-4-nitrohexan-3-ol Chemical compound CC(C)C(O)C(C(C)C)[N+]([O-])=O UHUKFMFXIIXGMX-UHFFFAOYSA-N 0.000 description 1
• WGFNXGPBPIJYLI-UHFFFAOYSA-N 2,6-difluoro-3-[(3-fluorophenyl)sulfonylamino]-n-(3-methoxy-1h-pyrazolo[3,4-b]pyridin-5-yl)benzamide Chemical compound C1=C2C(OC)=NNC2=NC=C1NC(=O)C(C=1F)=C(F)C=CC=1NS(=O)(=O)C1=CC=CC(F)=C1 WGFNXGPBPIJYLI-UHFFFAOYSA-N 0.000 description 1
• FYVMBPXFPFAECB-UHFFFAOYSA-N 2-(1-methylpyrrolidin-2-yl)ethanol Chemical compound CN1CCCC1CCO FYVMBPXFPFAECB-UHFFFAOYSA-N 0.000 description 1
• GYOXOOHDSDQLBM-UHFFFAOYSA-N 2-(1h-indol-3-yl)-n,n-dimethylacetamide Chemical compound C1=CC=C2C(CC(=O)N(C)C)=CNC2=C1 GYOXOOHDSDQLBM-UHFFFAOYSA-N 0.000 description 1
• YURLCYGZYWDCHL-UHFFFAOYSA-N 2-(2,6-dichloro-4-methylphenoxy)acetic acid Chemical compound CC1=CC(Cl)=C(OCC(O)=O)C(Cl)=C1 YURLCYGZYWDCHL-UHFFFAOYSA-N 0.000 description 1
• ILDXSRFKXABMHH-UHFFFAOYSA-N 2-(2-aminophenyl)ethanol Chemical compound NC1=CC=CC=C1CCO ILDXSRFKXABMHH-UHFFFAOYSA-N 0.000 description 1
• VCUXVXLUOHDHKK-UHFFFAOYSA-N 2-(2-aminopyrimidin-4-yl)-4-(2-chloro-4-methoxyphenyl)-1,3-thiazole-5-carboxamide Chemical compound ClC1=CC(OC)=CC=C1C1=C(C(N)=O)SC(C=2N=C(N)N=CC=2)=N1 VCUXVXLUOHDHKK-UHFFFAOYSA-N 0.000 description 1
• RUGISKODRCWQNE-UHFFFAOYSA-N 2-(2-methylphenyl)ethanol Chemical compound CC1=CC=CC=C1CCO RUGISKODRCWQNE-UHFFFAOYSA-N 0.000 description 1
• QYIOGYCRGNHDNK-UHFFFAOYSA-N 2-(4-bromophenoxy)ethanol Chemical compound OCCOC1=CC=C(Br)C=C1 QYIOGYCRGNHDNK-UHFFFAOYSA-N 0.000 description 1
• HZFRKZWBVUJYDA-UHFFFAOYSA-N 2-(4-chlorophenyl)ethanol Chemical compound OCCC1=CC=C(Cl)C=C1 HZFRKZWBVUJYDA-UHFFFAOYSA-N 0.000 description 1
• FALRKNHUBBKYCC-UHFFFAOYSA-N 2-(chloromethyl)pyridine-3-carbonitrile Chemical compound ClCC1=NC=CC=C1C#N FALRKNHUBBKYCC-UHFFFAOYSA-N 0.000 description 1
• TZIDEAYTWNQIFH-UHFFFAOYSA-N 2-(diaminomethylideneamino)oxyguanidine Chemical compound NC(N)=NON=C(N)N TZIDEAYTWNQIFH-UHFFFAOYSA-N 0.000 description 1
• XJDGGHYRNCSSGD-UHFFFAOYSA-N 2-(fluoromethyl)-2-methylpentan-1-ol Chemical compound CCCC(C)(CO)CF XJDGGHYRNCSSGD-UHFFFAOYSA-N 0.000 description 1
• NEESBXODYBPTFM-UHFFFAOYSA-N 2-(methylsulfanylmethoxy)ethyl hydrogen carbonate Chemical compound CSCOCCOC(O)=O NEESBXODYBPTFM-UHFFFAOYSA-N 0.000 description 1
• JGYNXZIYXGSEJH-UHFFFAOYSA-N 2-(methylsulfanylmethoxymethyl)benzoic acid Chemical compound CSCOCC1=CC=CC=C1C(O)=O JGYNXZIYXGSEJH-UHFFFAOYSA-N 0.000 description 1
• FUOOLUPWFVMBKG-UHFFFAOYSA-N 2-Aminoisobutyric acid Chemical compound CC(C)(N)C(O)=O FUOOLUPWFVMBKG-UHFFFAOYSA-N 0.000 description 1
• BZAZNULYLRVMSW-UHFFFAOYSA-N 2-Methyl-2-buten-3-ol Natural products CC(C)=C(C)O BZAZNULYLRVMSW-UHFFFAOYSA-N 0.000 description 1
• RNDNSYIPLPAXAZ-UHFFFAOYSA-N 2-Phenyl-1-propanol Chemical compound OCC(C)C1=CC=CC=C1 RNDNSYIPLPAXAZ-UHFFFAOYSA-N 0.000 description 1
• WRMNZCZEMHIOCP-UHFFFAOYSA-N 2-Phenylethanol Natural products OCCC1=CC=CC=C1 WRMNZCZEMHIOCP-UHFFFAOYSA-N 0.000 description 1
• VRPJIFMKZZEXLR-UHFFFAOYSA-N 2-[(2-methylpropan-2-yl)oxycarbonylamino]acetic acid Chemical compound CC(C)(C)OC(=O)NCC(O)=O VRPJIFMKZZEXLR-UHFFFAOYSA-N 0.000 description 1
• KRQUFUKTQHISJB-YYADALCUSA-N 2-[(E)-N-[2-(4-chlorophenoxy)propoxy]-C-propylcarbonimidoyl]-3-hydroxy-5-(thian-3-yl)cyclohex-2-en-1-one Chemical compound CCC\C(=N/OCC(C)OC1=CC=C(Cl)C=C1)C1=C(O)CC(CC1=O)C1CCCSC1 KRQUFUKTQHISJB-YYADALCUSA-N 0.000 description 1
• QXQMENSTZKYZCE-UHFFFAOYSA-N 2-[2,4-bis(2-methylbutan-2-yl)phenoxy]acetic acid Chemical compound CCC(C)(C)C1=CC=C(OCC(O)=O)C(C(C)(C)CC)=C1 QXQMENSTZKYZCE-UHFFFAOYSA-N 0.000 description 1
• XTRFZKJEMAVUIK-UHFFFAOYSA-N 2-[2,6-dichloro-4-(2,4,4-trimethylpentan-2-yl)phenoxy]acetic acid Chemical compound CC(C)(C)CC(C)(C)C1=CC(Cl)=C(OCC(O)=O)C(Cl)=C1 XTRFZKJEMAVUIK-UHFFFAOYSA-N 0.000 description 1
• JKMHFZQWWAIEOD-UHFFFAOYSA-N 2-[4-(2-hydroxyethyl)piperazin-1-yl]ethanesulfonic acid Chemical compound OCC[NH+]1CCN(CCS([O-])(=O)=O)CC1 JKMHFZQWWAIEOD-UHFFFAOYSA-N 0.000 description 1
• FVNKWWBXNSNIAR-UHFFFAOYSA-N 2-amino-3-(2-sulfanylidene-1,3-dihydroimidazol-4-yl)propanoic acid Chemical compound OC(=O)C(N)CC1=CNC(S)=N1 FVNKWWBXNSNIAR-UHFFFAOYSA-N 0.000 description 1
• LXRUAYBIUSUULX-UHFFFAOYSA-N 2-amino-3-methylbutanedioic acid Chemical compound OC(=O)C(C)C(N)C(O)=O LXRUAYBIUSUULX-UHFFFAOYSA-N 0.000 description 1
• OZELAETXNOXZOK-UHFFFAOYSA-N 2-aminodecanedioic acid Chemical compound OC(=O)C(N)CCCCCCCC(O)=O OZELAETXNOXZOK-UHFFFAOYSA-N 0.000 description 1
• 125000000022 2-aminoethyl group Chemical group [H]C([*])([H])C([H])([H])N([H])[H] 0.000 description 1
• JUQLUIFNNFIIKC-UHFFFAOYSA-N 2-aminopimelic acid Chemical compound OC(=O)C(N)CCCCC(O)=O JUQLUIFNNFIIKC-UHFFFAOYSA-N 0.000 description 1
• NAMYKGVDVNBCFQ-UHFFFAOYSA-N 2-bromopropane Chemical compound CC(C)Br NAMYKGVDVNBCFQ-UHFFFAOYSA-N 0.000 description 1
• 125000004182 2-chlorophenyl group Chemical group [H]C1=C([H])C(Cl)=C(*)C([H])=C1[H] 0.000 description 1
• XZUFESJDDBOWHJ-UHFFFAOYSA-N 2-ethyl-2-(fluoromethyl)butan-1-ol Chemical compound CCC(CC)(CO)CF XZUFESJDDBOWHJ-UHFFFAOYSA-N 0.000 description 1
• FNSDYJBAZKKTPR-UHFFFAOYSA-N 2-fluoro-2,3-dimethylbutan-1-ol Chemical compound CC(C)C(C)(F)CO FNSDYJBAZKKTPR-UHFFFAOYSA-N 0.000 description 1
• YTZUHOYRFWCYAX-UHFFFAOYSA-N 2-fluoro-2,6-dimethylheptan-3-ol Chemical compound CC(C)CCC(O)C(C)(C)F YTZUHOYRFWCYAX-UHFFFAOYSA-N 0.000 description 1
• JTADSDIQROXXJS-UHFFFAOYSA-N 2-fluoro-2-methylbutan-1-ol Chemical compound CCC(C)(F)CO JTADSDIQROXXJS-UHFFFAOYSA-N 0.000 description 1
• KFGKCNVTICEZTA-UHFFFAOYSA-N 2-fluoro-2-methyloctan-1-ol Chemical compound CCCCCCC(C)(F)CO KFGKCNVTICEZTA-UHFFFAOYSA-N 0.000 description 1
• UCLKDKHIDQBUJE-UHFFFAOYSA-N 2-fluoro-2-methylpentan-1-ol Chemical compound CCCC(C)(F)CO UCLKDKHIDQBUJE-UHFFFAOYSA-N 0.000 description 1
• DAHFDQKKODDTCB-UHFFFAOYSA-N 2-fluoro-4-methylheptan-3-ol Chemical compound CCCC(C)C(O)C(C)F DAHFDQKKODDTCB-UHFFFAOYSA-N 0.000 description 1
• ZFNTVJZUVCUSNP-UHFFFAOYSA-N 2-fluoro-4-methylpentan-1-ol Chemical compound CC(C)CC(F)CO ZFNTVJZUVCUSNP-UHFFFAOYSA-N 0.000 description 1
• IZMAVOMSWXQOEU-UHFFFAOYSA-N 2-fluoro-5-methylhexan-1-ol Chemical compound CC(C)CCC(F)CO IZMAVOMSWXQOEU-UHFFFAOYSA-N 0.000 description 1
• MXROEWVKLWYHJD-UHFFFAOYSA-N 2-fluoro-6-methylheptan-1-ol Chemical compound CC(C)CCCC(F)CO MXROEWVKLWYHJD-UHFFFAOYSA-N 0.000 description 1
• UEBHTEIKXIPNGN-UHFFFAOYSA-N 2-fluoroheptan-1-ol Chemical compound CCCCCC(F)CO UEBHTEIKXIPNGN-UHFFFAOYSA-N 0.000 description 1
• NVIVQGNQOLBSLT-UHFFFAOYSA-N 2-fluorohexan-1-ol Chemical compound CCCCC(F)CO NVIVQGNQOLBSLT-UHFFFAOYSA-N 0.000 description 1
• LRKCNYYCJZXSHR-UHFFFAOYSA-N 2-fluorononan-1-ol Chemical compound CCCCCCCC(F)CO LRKCNYYCJZXSHR-UHFFFAOYSA-N 0.000 description 1
• GAKWSSRONDZJSX-UHFFFAOYSA-N 2-fluoroundecan-1-ol Chemical compound CCCCCCCCCC(F)CO GAKWSSRONDZJSX-UHFFFAOYSA-N 0.000 description 1
• SHHKMWMIKILKQW-UHFFFAOYSA-N 2-formylbenzenesulfonic acid Chemical compound OS(=O)(=O)C1=CC=CC=C1C=O SHHKMWMIKILKQW-UHFFFAOYSA-N 0.000 description 1
• VAUYGGXCASQWHK-QMMMGPOBSA-N 2-hydroxy-L-tryptophan Chemical compound C1=CC=C2C(C[C@H](N)C(O)=O)=C(O)NC2=C1 VAUYGGXCASQWHK-QMMMGPOBSA-N 0.000 description 1
• CJNZAXGUTKBIHP-UHFFFAOYSA-M 2-iodobenzoate Chemical compound [O-]C(=O)C1=CC=CC=C1I CJNZAXGUTKBIHP-UHFFFAOYSA-M 0.000 description 1
• DNVXFQJJANXZMH-UHFFFAOYSA-N 2-methoxyguanidine Chemical compound CON=C(N)N DNVXFQJJANXZMH-UHFFFAOYSA-N 0.000 description 1
• 125000004204 2-methoxyphenyl group Chemical group [H]C1=C([H])C(*)=C(OC([H])([H])[H])C([H])=C1[H] 0.000 description 1
• SEJKXTIELBGTBI-UHFFFAOYSA-N 2-methyl-1-nitroheptan-3-ol Chemical compound CCCCC(O)C(C)C[N+]([O-])=O SEJKXTIELBGTBI-UHFFFAOYSA-N 0.000 description 1
• QRZCBWQBMNDFGW-UHFFFAOYSA-N 2-methyl-1-nitrohexan-3-ol Chemical compound CCCC(O)C(C)C[N+]([O-])=O QRZCBWQBMNDFGW-UHFFFAOYSA-N 0.000 description 1
• GOEAVKJNNDQUAO-UHFFFAOYSA-N 2-methyl-1-nitrooctan-3-ol Chemical compound CCCCCC(O)C(C)C[N+]([O-])=O GOEAVKJNNDQUAO-UHFFFAOYSA-N 0.000 description 1
• QDGGABYPSJOCQS-UHFFFAOYSA-N 2-methyl-1-nitropentan-2-ol Chemical compound CCCC(C)(O)C[N+]([O-])=O QDGGABYPSJOCQS-UHFFFAOYSA-N 0.000 description 1
• PFNHSEQQEPMLNI-UHFFFAOYSA-N 2-methyl-1-pentanol Substances CCCC(C)CO PFNHSEQQEPMLNI-UHFFFAOYSA-N 0.000 description 1
• RIWRBSMFKVOJMN-UHFFFAOYSA-N 2-methyl-1-phenylpropan-2-ol Chemical compound CC(C)(O)CC1=CC=CC=C1 RIWRBSMFKVOJMN-UHFFFAOYSA-N 0.000 description 1
• SEAMRWZKMYUKOI-UHFFFAOYSA-N 2-methyl-2-nitrobutan-1-ol Chemical compound CCC(C)(CO)[N+]([O-])=O SEAMRWZKMYUKOI-UHFFFAOYSA-N 0.000 description 1
• MHHBWCNPCLJUQT-UHFFFAOYSA-N 2-methyl-2-nitrononan-3-ol Chemical compound CCCCCCC(O)C(C)(C)[N+]([O-])=O MHHBWCNPCLJUQT-UHFFFAOYSA-N 0.000 description 1
• HPHJFUPTSXGPJM-UHFFFAOYSA-N 2-methyl-2-nitroundecan-3-ol Chemical compound CCCCCCCCC(O)C(C)(C)[N+]([O-])=O HPHJFUPTSXGPJM-UHFFFAOYSA-N 0.000 description 1
• 125000004918 2-methyl-2-pentyl group Chemical group CC(C)(CCC)* 0.000 description 1
• NRAHZWWOUFWJGR-UHFFFAOYSA-N 2-methyl-3-nitrobutan-1-ol Chemical compound OCC(C)C(C)[N+]([O-])=O NRAHZWWOUFWJGR-UHFFFAOYSA-N 0.000 description 1
• XOOAQXITNKYJCD-UHFFFAOYSA-N 2-methyl-3-nitrobutan-2-ol Chemical compound [O-][N+](=O)C(C)C(C)(C)O XOOAQXITNKYJCD-UHFFFAOYSA-N 0.000 description 1
• FBVKJVNVZHVMGW-UHFFFAOYSA-N 2-methyl-3-nitropentan-1-ol Chemical compound CCC([N+]([O-])=O)C(C)CO FBVKJVNVZHVMGW-UHFFFAOYSA-N 0.000 description 1
• PQGVSRLIQXRYMV-UHFFFAOYSA-N 2-methyl-3-nitropentan-2-ol Chemical compound CCC([N+]([O-])=O)C(C)(C)O PQGVSRLIQXRYMV-UHFFFAOYSA-N 0.000 description 1
• LJILCIAFGJYJDK-UHFFFAOYSA-N 2-methyl-3-nitropropan-1-ol Chemical compound OCC(C)C[N+]([O-])=O LJILCIAFGJYJDK-UHFFFAOYSA-N 0.000 description 1
• 125000004922 2-methyl-3-pentyl group Chemical group CC(C)C(CC)* 0.000 description 1
• 125000004493 2-methylbut-1-yl group Chemical group CC(C*)CC 0.000 description 1
• CDUUKBXTEOFITR-UHFFFAOYSA-N 2-methylserine zwitterion Chemical compound OCC([NH3+])(C)C([O-])=O CDUUKBXTEOFITR-UHFFFAOYSA-N 0.000 description 1
• WBBPRCNXBQTYLF-UHFFFAOYSA-N 2-methylthioethanol Chemical compound CSCCO WBBPRCNXBQTYLF-UHFFFAOYSA-N 0.000 description 1
• RXWNCMHRJCOWDK-UHFFFAOYSA-N 2-naphthalen-1-ylethanol Chemical compound C1=CC=C2C(CCO)=CC=CC2=C1 RXWNCMHRJCOWDK-UHFFFAOYSA-N 0.000 description 1
• VCZANYLMPFRUHG-UHFFFAOYSA-N 2-naphthalen-2-ylethanol Chemical compound C1=CC=CC2=CC(CCO)=CC=C21 VCZANYLMPFRUHG-UHFFFAOYSA-N 0.000 description 1
• FSJZGJIIPILZQK-UHFFFAOYSA-N 2-nitrodecan-4-ol Chemical compound CCCCCCC(O)CC(C)[N+]([O-])=O FSJZGJIIPILZQK-UHFFFAOYSA-N 0.000 description 1
• JMWUXGYZNJBRMA-UHFFFAOYSA-N 2-nitrododecan-3-ol Chemical compound CCCCCCCCCC(O)C(C)[N+]([O-])=O JMWUXGYZNJBRMA-UHFFFAOYSA-N 0.000 description 1
• SLKZLAMPKCXMAI-UHFFFAOYSA-N 2-nitrononan-3-ol Chemical compound CCCCCCC(O)C(C)[N+]([O-])=O SLKZLAMPKCXMAI-UHFFFAOYSA-N 0.000 description 1
• PJZKSNPFLKEFHX-UHFFFAOYSA-N 2-nitrooctan-3-ol Chemical compound CCCCCC(O)C(C)[N+]([O-])=O PJZKSNPFLKEFHX-UHFFFAOYSA-N 0.000 description 1
• UQCZRXRWSNMZEP-UHFFFAOYSA-N 2-nitropentan-3-ol Chemical compound CCC(O)C(C)[N+]([O-])=O UQCZRXRWSNMZEP-UHFFFAOYSA-N 0.000 description 1
• NCQZFTUKRHTFMX-UHFFFAOYSA-N 2-nitroundecan-3-ol Chemical compound CCCCCCCCC(O)C(C)[N+]([O-])=O NCQZFTUKRHTFMX-UHFFFAOYSA-N 0.000 description 1
• MSVMSXHTHSWNAU-UHFFFAOYSA-N 2-phenylcyclohexa-2,4-diene-1,1-diol Chemical group OC1(O)CC=CC=C1C1=CC=CC=C1 MSVMSXHTHSWNAU-UHFFFAOYSA-N 0.000 description 1
• 125000004105 2-pyridyl group Chemical group N1=C([*])C([H])=C([H])C([H])=C1[H] 0.000 description 1
• RSEBUVRVKCANEP-UHFFFAOYSA-N 2-pyrroline Chemical compound C1CC=CN1 RSEBUVRVKCANEP-UHFFFAOYSA-N 0.000 description 1
• 125000000389 2-pyrrolyl group Chemical group [H]N1C([*])=C([H])C([H])=C1[H] 0.000 description 1
• 125000000175 2-thienyl group Chemical group S1C([*])=C([H])C([H])=C1[H] 0.000 description 1
• GPVOTFQILZVCFP-UHFFFAOYSA-N 2-trityloxyacetic acid Chemical compound C=1C=CC=CC=1C(C=1C=CC=CC=1)(OCC(=O)O)C1=CC=CC=C1 GPVOTFQILZVCFP-UHFFFAOYSA-N 0.000 description 1
• ZSLUVFAKFWKJRC-IGMARMGPSA-N 232Th Chemical compound [232Th] ZSLUVFAKFWKJRC-IGMARMGPSA-N 0.000 description 1
• VHMICKWLTGFITH-UHFFFAOYSA-N 2H-isoindole Chemical group C1=CC=CC2=CNC=C21 VHMICKWLTGFITH-UHFFFAOYSA-N 0.000 description 1
• CKRVOEVAAZDRMM-UHFFFAOYSA-N 3,3-dimethyl-2-nitrobutan-1-ol Chemical compound CC(C)(C)C(CO)[N+]([O-])=O CKRVOEVAAZDRMM-UHFFFAOYSA-N 0.000 description 1
• IDCXQMVSIIJUEH-UHFFFAOYSA-N 3,3-diphenylpropan-1-ol Chemical compound C=1C=CC=CC=1C(CCO)C1=CC=CC=C1 IDCXQMVSIIJUEH-UHFFFAOYSA-N 0.000 description 1
• 125000002774 3,4-dimethoxybenzyl group Chemical group [H]C1=C([H])C(=C([H])C(OC([H])([H])[H])=C1OC([H])([H])[H])C([H])([H])* 0.000 description 1
• LBWCITVBZLTEKW-UHFFFAOYSA-N 3,5-dimethyladamantan-1-ol Chemical compound C1C(C2)CC3(C)CC1(C)CC2(O)C3 LBWCITVBZLTEKW-UHFFFAOYSA-N 0.000 description 1
• JMWHYRPOCSZQQH-UHFFFAOYSA-N 3-(2-amino-2-carboxyethyl)-1h-indole-4-carboxylic acid Chemical compound C1=CC(C(O)=O)=C2C(CC(N)C(O)=O)=CNC2=C1 JMWHYRPOCSZQQH-UHFFFAOYSA-N 0.000 description 1
• NIIDHUCLROLCBU-UHFFFAOYSA-N 3-(4-methoxyphenyl)propan-1-ol Chemical compound COC1=CC=C(CCCO)C=C1 NIIDHUCLROLCBU-UHFFFAOYSA-N 0.000 description 1
• SVDVGLLYKJZIIZ-UHFFFAOYSA-N 3-(nitromethyl)heptan-4-ol Chemical compound CCCC(O)C(CC)C[N+]([O-])=O SVDVGLLYKJZIIZ-UHFFFAOYSA-N 0.000 description 1
• RQFUZUMFPRMVDX-UHFFFAOYSA-N 3-Bromo-1-propanol Chemical compound OCCCBr RQFUZUMFPRMVDX-UHFFFAOYSA-N 0.000 description 1
• NSPPRYXGGYQMPY-UHFFFAOYSA-N 3-Methylbuten-2-ol-1 Natural products CC(C)C(O)=C NSPPRYXGGYQMPY-UHFFFAOYSA-N 0.000 description 1
• NWZACHOBRMGGPL-UHFFFAOYSA-N 3-amino-2,2-dimethylbutanedioic acid Chemical compound OC(=O)C(C)(C)C(N)C(O)=O NWZACHOBRMGGPL-UHFFFAOYSA-N 0.000 description 1
• PECYZEOJVXMISF-REOHCLBHSA-N 3-amino-L-alanine Chemical compound [NH3+]C[C@H](N)C([O-])=O PECYZEOJVXMISF-REOHCLBHSA-N 0.000 description 1
• XABCFXXGZPWJQP-UHFFFAOYSA-N 3-aminoadipic acid Chemical compound OC(=O)CC(N)CCC(O)=O XABCFXXGZPWJQP-UHFFFAOYSA-N 0.000 description 1
• 125000004179 3-chlorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C(Cl)=C1[H] 0.000 description 1
• QQALKLGNPUDVQC-UHFFFAOYSA-N 3-ethyl-2-nitropentan-3-ol Chemical compound CCC(O)(CC)C(C)[N+]([O-])=O QQALKLGNPUDVQC-UHFFFAOYSA-N 0.000 description 1
• FHQGTWJIAUOEEJ-UHFFFAOYSA-N 3-ethyl-4-nitropentan-1-ol Chemical compound OCCC(CC)C(C)[N+]([O-])=O FHQGTWJIAUOEEJ-UHFFFAOYSA-N 0.000 description 1
• KVBBMCNRIZHRMS-UHFFFAOYSA-N 3-fluoro-2-methylbutan-2-ol Chemical compound CC(F)C(C)(C)O KVBBMCNRIZHRMS-UHFFFAOYSA-N 0.000 description 1
• FHKUEBFUICVIIB-UHFFFAOYSA-N 3-fluoro-2-methylpentan-2-ol Chemical compound CCC(F)C(C)(C)O FHKUEBFUICVIIB-UHFFFAOYSA-N 0.000 description 1
• ZLKPVVZVRZPBQM-UHFFFAOYSA-N 3-fluoro-3-methylbutan-2-ol Chemical compound CC(O)C(C)(C)F ZLKPVVZVRZPBQM-UHFFFAOYSA-N 0.000 description 1
• DUVVLMMTTVKUEZ-UHFFFAOYSA-N 3-fluoro-3-methylpentan-1-ol Chemical compound CCC(C)(F)CCO DUVVLMMTTVKUEZ-UHFFFAOYSA-N 0.000 description 1
• KUOMEPXVIPTJJX-UHFFFAOYSA-N 3-fluorobutan-2-ol Chemical compound CC(O)C(C)F KUOMEPXVIPTJJX-UHFFFAOYSA-N 0.000 description 1
• IRHFXWUELYRLLX-UHFFFAOYSA-N 3-fluorononan-2-ol Chemical compound CCCCCCC(F)C(C)O IRHFXWUELYRLLX-UHFFFAOYSA-N 0.000 description 1
• 125000004180 3-fluorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C(F)=C1[H] 0.000 description 1
• ZSJGEQLPOOUWPQ-UHFFFAOYSA-N 3-methyl-1-nitrobutan-1-ol Chemical compound CC(C)CC(O)[N+]([O-])=O ZSJGEQLPOOUWPQ-UHFFFAOYSA-N 0.000 description 1
• BZWWMLNELIGOOV-UHFFFAOYSA-N 3-methyl-3-nitrobutan-1-ol Chemical compound [O-][N+](=O)C(C)(C)CCO BZWWMLNELIGOOV-UHFFFAOYSA-N 0.000 description 1
• 125000004921 3-methyl-3-pentyl group Chemical group CC(CC)(CC)* 0.000 description 1
• IZZUIVNQRYQJNU-UHFFFAOYSA-N 3-methyl-4-nitrobutan-1-ol Chemical compound OCCC(C)C[N+]([O-])=O IZZUIVNQRYQJNU-UHFFFAOYSA-N 0.000 description 1
• RKQUFYHTDOJIOK-UHFFFAOYSA-N 3-methyl-4-nitrobutan-2-ol Chemical compound CC(O)C(C)C[N+]([O-])=O RKQUFYHTDOJIOK-UHFFFAOYSA-N 0.000 description 1
• JZRBSTONIYRNRI-VIFPVBQESA-N 3-methylphenylalanine Chemical compound CC1=CC=CC(C[C@H](N)C(O)=O)=C1 JZRBSTONIYRNRI-VIFPVBQESA-N 0.000 description 1
• OYNIAQUIUPRRFP-UHFFFAOYSA-N 3-nitrodecan-4-ol Chemical compound CCCCCCC(O)C(CC)[N+]([O-])=O OYNIAQUIUPRRFP-UHFFFAOYSA-N 0.000 description 1
• ZCXNKFOBXWHRSV-UHFFFAOYSA-N 3-nitrohexan-2-ol Chemical compound CCCC(C(C)O)[N+]([O-])=O ZCXNKFOBXWHRSV-UHFFFAOYSA-N 0.000 description 1
• WLTRWPLDNBAPGP-UHFFFAOYSA-N 3-nitrooctan-2-ol Chemical compound CCCCCC(C(C)O)[N+]([O-])=O WLTRWPLDNBAPGP-UHFFFAOYSA-N 0.000 description 1
• ZRFMODAXLAHRLV-UHFFFAOYSA-N 3-nitropentan-1-ol Chemical compound CCC([N+]([O-])=O)CCO ZRFMODAXLAHRLV-UHFFFAOYSA-N 0.000 description 1
• SQGBBDFDRHDJCJ-UHFFFAOYSA-N 3-phenylbutan-1-ol Chemical compound OCCC(C)C1=CC=CC=C1 SQGBBDFDRHDJCJ-UHFFFAOYSA-N 0.000 description 1
• XMIIGOLPHOKFCH-UHFFFAOYSA-M 3-phenylpropionate Chemical compound [O-]C(=O)CCC1=CC=CC=C1 XMIIGOLPHOKFCH-UHFFFAOYSA-M 0.000 description 1
• ATVJXMYDOSMEPO-UHFFFAOYSA-N 3-prop-2-enoxyprop-1-ene Chemical compound C=CCOCC=C ATVJXMYDOSMEPO-UHFFFAOYSA-N 0.000 description 1
• 125000001397 3-pyrrolyl group Chemical group [H]N1C([H])=C([*])C([H])=C1[H] 0.000 description 1
• 125000001541 3-thienyl group Chemical group S1C([H])=C([*])C([H])=C1[H] 0.000 description 1
• MCGBIXXDQFWVDW-UHFFFAOYSA-N 4,5-dihydro-1h-pyrazole Chemical class C1CC=NN1 MCGBIXXDQFWVDW-UHFFFAOYSA-N 0.000 description 1
• UBARRNXCKBFUEN-UHFFFAOYSA-N 4,5-diphenyl-5h-1,3-oxazol-2-one Chemical compound N=1C(=O)OC(C=2C=CC=CC=2)C=1C1=CC=CC=C1 UBARRNXCKBFUEN-UHFFFAOYSA-N 0.000 description 1
• BZKMQYVECSXZCK-UHFFFAOYSA-N 4,6,6-trimethyl-1-nitroheptan-2-ol Chemical compound CC(C)(C)CC(C)CC(O)C[N+]([O-])=O BZKMQYVECSXZCK-UHFFFAOYSA-N 0.000 description 1
• AJBAYRRIDKXWOE-UHFFFAOYSA-N 4,8-dimethyl-2-nitrononan-1-ol Chemical compound CC(C)CCCC(C)CC(CO)[N+]([O-])=O AJBAYRRIDKXWOE-UHFFFAOYSA-N 0.000 description 1
• BRONALLIAIBEPV-UHFFFAOYSA-N 4-(2-hydroxyethyl)isoindole-1,3-dione Chemical compound OCCC1=CC=CC2=C1C(=O)NC2=O BRONALLIAIBEPV-UHFFFAOYSA-N 0.000 description 1
• ONIBHZIXCLTLNO-UHFFFAOYSA-N 4-(4-methoxyphenyl)butan-1-ol Chemical compound COC1=CC=C(CCCCO)C=C1 ONIBHZIXCLTLNO-UHFFFAOYSA-N 0.000 description 1
• MFYJBAQONVFIFC-UHFFFAOYSA-N 4-(4-nitrophenyl)butan-1-ol Chemical compound OCCCCC1=CC=C([N+]([O-])=O)C=C1 MFYJBAQONVFIFC-UHFFFAOYSA-N 0.000 description 1
• NDRAHSMAGKWWFZ-UHFFFAOYSA-N 4-(methylsulfanylmethoxy)butanoic acid Chemical compound CSCOCCCC(O)=O NDRAHSMAGKWWFZ-UHFFFAOYSA-N 0.000 description 1
• WRYLYDPHFGVWKC-SNVBAGLBSA-N 4-Terpineol Natural products CC(C)[C@]1(O)CCC(C)=CC1 WRYLYDPHFGVWKC-SNVBAGLBSA-N 0.000 description 1
• ZUQOBHTUMCEQBG-UHFFFAOYSA-N 4-amino-5-hydroxynaphthalene-1,7-disulfonic acid Chemical group OS(=O)(=O)C1=CC(O)=C2C(N)=CC=C(S(O)(=O)=O)C2=C1 ZUQOBHTUMCEQBG-UHFFFAOYSA-N 0.000 description 1
• WAGMYTXJRVPMGW-UHFFFAOYSA-N 4-azidobutanoic acid Chemical compound OC(=O)CCCN=[N+]=[N-] WAGMYTXJRVPMGW-UHFFFAOYSA-N 0.000 description 1
• 125000006281 4-bromobenzyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1Br)C([H])([H])* 0.000 description 1
• 125000006283 4-chlorobenzyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1Cl)C([H])([H])* 0.000 description 1
• 125000004801 4-cyanophenyl group Chemical group [H]C1=C([H])C(C#N)=C([H])C([H])=C1* 0.000 description 1
• CBPLISSMCMFSIN-UHFFFAOYSA-N 4-ethyl-2-nitrohexan-3-ol Chemical compound CCC(CC)C(O)C(C)[N+]([O-])=O CBPLISSMCMFSIN-UHFFFAOYSA-N 0.000 description 1
• DQAZPZIYEOGZAF-UHFFFAOYSA-N 4-ethyl-n-[4-(3-ethynylanilino)-7-methoxyquinazolin-6-yl]piperazine-1-carboxamide Chemical compound C1CN(CC)CCN1C(=O)NC(C(=CC1=NC=N2)OC)=CC1=C2NC1=CC=CC(C#C)=C1 DQAZPZIYEOGZAF-UHFFFAOYSA-N 0.000 description 1
• XRPIJKJYQDENFB-UHFFFAOYSA-N 4-fluoro-2,2,5,5-tetramethylhexan-3-ol Chemical compound CC(C)(C)C(O)C(F)C(C)(C)C XRPIJKJYQDENFB-UHFFFAOYSA-N 0.000 description 1
• QCLXLDNWWLHSGT-UHFFFAOYSA-N 4-fluoro-3-methylbutan-1-ol Chemical compound FCC(C)CCO QCLXLDNWWLHSGT-UHFFFAOYSA-N 0.000 description 1
• UYJNFDNVJFXENL-UHFFFAOYSA-N 4-fluoro-3-methylpentan-2-ol Chemical compound CC(O)C(C)C(C)F UYJNFDNVJFXENL-UHFFFAOYSA-N 0.000 description 1
• ODBRPUWGTQGUJC-UHFFFAOYSA-N 4-fluorodecan-1-ol Chemical compound CCCCCCC(F)CCCO ODBRPUWGTQGUJC-UHFFFAOYSA-N 0.000 description 1
• JBALFAVSZHYFAI-UHFFFAOYSA-N 4-fluoropentan-2-ol Chemical compound CC(O)CC(C)F JBALFAVSZHYFAI-UHFFFAOYSA-N 0.000 description 1
• MWUVGXCUHWKQJE-UHFFFAOYSA-N 4-fluorophenethyl alcohol Chemical compound OCCC1=CC=C(F)C=C1 MWUVGXCUHWKQJE-UHFFFAOYSA-N 0.000 description 1
• HIQIXEFWDLTDED-UHFFFAOYSA-N 4-hydroxy-1-piperidin-4-ylpyrrolidin-2-one Chemical compound O=C1CC(O)CN1C1CCNCC1 HIQIXEFWDLTDED-UHFFFAOYSA-N 0.000 description 1
• HBDWQSHEVMSFGY-SCQFTWEKSA-N 4-hydroxy-L-glutamic acid Chemical compound OC(=O)[C@@H](N)CC(O)C(O)=O HBDWQSHEVMSFGY-SCQFTWEKSA-N 0.000 description 1
• 125000003143 4-hydroxybenzyl group Chemical group [H]C([*])([H])C1=C([H])C([H])=C(O[H])C([H])=C1[H] 0.000 description 1
• UQRONKZLYKUEMO-UHFFFAOYSA-N 4-methyl-1-(2,4,6-trimethylphenyl)pent-4-en-2-one Chemical group CC(=C)CC(=O)Cc1c(C)cc(C)cc1C UQRONKZLYKUEMO-UHFFFAOYSA-N 0.000 description 1
• 125000004920 4-methyl-2-pentyl group Chemical group CC(CC(C)*)C 0.000 description 1
• KHKJLJHJTQRHSA-UHFFFAOYSA-N 4-methyl-4-nitropentanoic acid Chemical compound [O-][N+](=O)C(C)(C)CCC(O)=O KHKJLJHJTQRHSA-UHFFFAOYSA-N 0.000 description 1
• RCCMXKJGURLWPB-UHFFFAOYSA-N 4-methyleneglutamic acid Chemical compound OC(=O)C(N)CC(=C)C(O)=O RCCMXKJGURLWPB-UHFFFAOYSA-N 0.000 description 1
• WYKTYEIIRULHNQ-UHFFFAOYSA-N 4-nitrobutan-2-ol Chemical compound CC(O)CC[N+]([O-])=O WYKTYEIIRULHNQ-UHFFFAOYSA-N 0.000 description 1
• XIXNQTGGBNDDMJ-UHFFFAOYSA-N 4-nitrohexan-3-ol Chemical compound CCC(O)C(CC)[N+]([O-])=O XIXNQTGGBNDDMJ-UHFFFAOYSA-N 0.000 description 1
• VTVYCMWKOCOBQA-UHFFFAOYSA-N 4-nitrononan-3-ol Chemical compound CCCCCC([N+]([O-])=O)C(O)CC VTVYCMWKOCOBQA-UHFFFAOYSA-N 0.000 description 1
• FLBFJHMJCNKWRH-UHFFFAOYSA-N 4-nitrononan-5-ol Chemical compound CCCCC(O)C([N+]([O-])=O)CCC FLBFJHMJCNKWRH-UHFFFAOYSA-N 0.000 description 1
• JRNRLGRUKBLBRK-UHFFFAOYSA-N 4-nitropentan-1-ol Chemical compound [O-][N+](=O)C(C)CCCO JRNRLGRUKBLBRK-UHFFFAOYSA-N 0.000 description 1
• GTVVZTAFGPQSPC-UHFFFAOYSA-N 4-nitrophenylalanine Chemical compound OC(=O)C(N)CC1=CC=C([N+]([O-])=O)C=C1 GTVVZTAFGPQSPC-UHFFFAOYSA-N 0.000 description 1
• JOOXCMJARBKPKM-UHFFFAOYSA-M 4-oxopentanoate Chemical compound CC(=O)CCC([O-])=O JOOXCMJARBKPKM-UHFFFAOYSA-M 0.000 description 1
• NNJMFJSKMRYHSR-UHFFFAOYSA-M 4-phenylbenzoate Chemical compound C1=CC(C(=O)[O-])=CC=C1C1=CC=CC=C1 NNJMFJSKMRYHSR-UHFFFAOYSA-M 0.000 description 1
• 125000005986 4-piperidonyl group Chemical group 0.000 description 1
• 125000001318 4-trifluoromethylbenzyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1C([H])([H])*)C(F)(F)F 0.000 description 1
• 125000002471 4H-quinolizinyl group Chemical group C=1(C=CCN2C=CC=CC12)* 0.000 description 1
• ORKHXTYMCYARRA-UHFFFAOYSA-N 5,5-dimethyl-4-(2-nitroethyl)hexan-1-ol Chemical compound OCCCC(C(C)(C)C)CC[N+]([O-])=O ORKHXTYMCYARRA-UHFFFAOYSA-N 0.000 description 1
• XLHBOQBARWJRAK-UHFFFAOYSA-N 5-fluoro-5-methylhexan-1-ol Chemical compound CC(C)(F)CCCCO XLHBOQBARWJRAK-UHFFFAOYSA-N 0.000 description 1
• XJPCCWCEAMDGKM-UHFFFAOYSA-N 5-fluorohexan-3-ol Chemical compound CCC(O)CC(C)F XJPCCWCEAMDGKM-UHFFFAOYSA-N 0.000 description 1
• FQBZGBYYKHMJFU-UHFFFAOYSA-N 5-fluoropentan-1-ol Chemical compound OCCCCCF FQBZGBYYKHMJFU-UHFFFAOYSA-N 0.000 description 1
• GLHMAFAXJJECMG-UHFFFAOYSA-N 5-methyl-3,4-dihydro-2h-pyrido[4,3-b]indol-1-one Chemical compound C12=CC=CC=C2N(C)C2=C1C(=O)NCC2 GLHMAFAXJJECMG-UHFFFAOYSA-N 0.000 description 1
• MKVRLWWQPSVRBJ-UHFFFAOYSA-N 5-nitrodecan-2-ol Chemical compound CCCCCC([N+]([O-])=O)CCC(C)O MKVRLWWQPSVRBJ-UHFFFAOYSA-N 0.000 description 1
• OQOFJKJLWUZWHF-UHFFFAOYSA-N 5-nitrohexan-2-ol Chemical compound CC(O)CCC(C)[N+]([O-])=O OQOFJKJLWUZWHF-UHFFFAOYSA-N 0.000 description 1
• RITXFFWHWOKLTO-UHFFFAOYSA-N 5-nitropentan-2-ol Chemical compound CC(O)CCC[N+]([O-])=O RITXFFWHWOKLTO-UHFFFAOYSA-N 0.000 description 1
• 125000004938 5-pyridyl group Chemical group N1=CC=CC(=C1)* 0.000 description 1
• RSIWALKZYXPAGW-NSHDSACASA-N 6-(3-fluorophenyl)-3-methyl-7-[(1s)-1-(7h-purin-6-ylamino)ethyl]-[1,3]thiazolo[3,2-a]pyrimidin-5-one Chemical compound C=1([C@@H](NC=2C=3N=CNC=3N=CN=2)C)N=C2SC=C(C)N2C(=O)C=1C1=CC=CC(F)=C1 RSIWALKZYXPAGW-NSHDSACASA-N 0.000 description 1
• HEZIJIXYVAGBBM-UHFFFAOYSA-N 6-(4-chlorophenyl)-2-(2-hydroxybutyl)-4,5-dihydropyridazin-3-one Chemical compound C1CC(=O)N(CC(O)CC)N=C1C1=CC=C(Cl)C=C1 HEZIJIXYVAGBBM-UHFFFAOYSA-N 0.000 description 1
• JWCOWLWBOYGUPA-UHFFFAOYSA-N 6-fluorohexan-1-ol Chemical compound OCCCCCCF JWCOWLWBOYGUPA-UHFFFAOYSA-N 0.000 description 1
• JEAVIRYCMBDJIU-UHFFFAOYSA-N 6-methyl-1h-pyridin-2-one Chemical compound CC1=CC=CC(O)=N1 JEAVIRYCMBDJIU-UHFFFAOYSA-N 0.000 description 1
• SQBSQQUIASSUGB-UHFFFAOYSA-N 6-nitrohexan-1-ol Chemical compound OCCCCCC[N+]([O-])=O SQBSQQUIASSUGB-UHFFFAOYSA-N 0.000 description 1
• SMEXYHATZFOJJB-UHFFFAOYSA-N 7-fluoroheptan-2-ol Chemical compound CC(O)CCCCCF SMEXYHATZFOJJB-UHFFFAOYSA-N 0.000 description 1
• MYLBTCQBKAKUTJ-UHFFFAOYSA-N 7-methyl-6,8-bis(methylsulfanyl)pyrrolo[1,2-a]pyrazine Chemical compound C1=CN=CC2=C(SC)C(C)=C(SC)N21 MYLBTCQBKAKUTJ-UHFFFAOYSA-N 0.000 description 1
• COQRKPRIDRDOOG-UHFFFAOYSA-N 9-ethylbicyclo[3.3.1]nonan-9-ol Chemical compound C1CCC2CCCC1C2(O)CC COQRKPRIDRDOOG-UHFFFAOYSA-N 0.000 description 1
• KLHJXURNHSLXLM-UHFFFAOYSA-N 9-fluorononan-1-ol Chemical compound OCCCCCCCCCF KLHJXURNHSLXLM-UHFFFAOYSA-N 0.000 description 1
• 101150111160 ALA1 gene Proteins 0.000 description 1
• 101150118692 ALS5 gene Proteins 0.000 description 1
• ORILYTVJVMAKLC-UHFFFAOYSA-N Adamantane Natural products C1C(C2)CC3CC1CC2C3 ORILYTVJVMAKLC-UHFFFAOYSA-N 0.000 description 1
• 241000202702 Adeno-associated virus - 3 Species 0.000 description 1
• 229920001817 Agar Polymers 0.000 description 1
• 108010088751 Albumins Proteins 0.000 description 1
• 241000024192 Aloa Species 0.000 description 1
• 244000144927 Aloe barbadensis Species 0.000 description 1
• 235000002961 Aloe barbadensis Nutrition 0.000 description 1
• 101150043224 Amigo1 gene Proteins 0.000 description 1
• 102100022749 Aminopeptidase N Human genes 0.000 description 1
• 102100032044 Amphoterin-induced protein 1 Human genes 0.000 description 1
• 235000019737 Animal fat Nutrition 0.000 description 1
• 241000272517 Anseriformes Species 0.000 description 1
• 101100490806 Arabidopsis thaliana AAO1 gene Proteins 0.000 description 1
• 101100490809 Arabidopsis thaliana AAO2 gene Proteins 0.000 description 1
• 241000271566 Aves Species 0.000 description 1
• 241000711404 Avian avulavirus 1 Species 0.000 description 1
• IADUEWIQBXOCDZ-VKHMYHEASA-N Azetidine-2-carboxylic acid Natural products OC(=O)[C@@H]1CCN1 IADUEWIQBXOCDZ-VKHMYHEASA-N 0.000 description 1
• IYHHRZBKXXKDDY-UHFFFAOYSA-N BI-605906 Chemical compound N=1C=2SC(C(N)=O)=C(N)C=2C(C(F)(F)CC)=CC=1N1CCC(S(C)(=O)=O)CC1 IYHHRZBKXXKDDY-UHFFFAOYSA-N 0.000 description 1
• 101000575029 Bacillus subtilis (strain 168) 50S ribosomal protein L11 Proteins 0.000 description 1
• BTBUEUYNUDRHOZ-UHFFFAOYSA-N Borate Chemical compound [O-]B([O-])[O-] BTBUEUYNUDRHOZ-UHFFFAOYSA-N 0.000 description 1
• ZOXJGFHDIHLPTG-UHFFFAOYSA-N Boron Chemical compound [B] ZOXJGFHDIHLPTG-UHFFFAOYSA-N 0.000 description 1
• JQUCWIWWWKZNCS-LESHARBVSA-N C(C1=CC=CC=C1)(=O)NC=1SC[C@H]2[C@@](N1)(CO[C@H](C2)C)C=2SC=C(N2)NC(=O)C2=NC=C(C=C2)OC(F)F Chemical compound C(C1=CC=CC=C1)(=O)NC=1SC[C@H]2[C@@](N1)(CO[C@H](C2)C)C=2SC=C(N2)NC(=O)C2=NC=C(C=C2)OC(F)F JQUCWIWWWKZNCS-LESHARBVSA-N 0.000 description 1
• AXXNGOIFWNTEKL-UHFFFAOYSA-N CC(C)C(CCCC)(O)C[N+](=O)[O-] Chemical compound CC(C)C(CCCC)(O)C[N+](=O)[O-] AXXNGOIFWNTEKL-UHFFFAOYSA-N 0.000 description 1
• WQNSWDQDVWAIJG-UHFFFAOYSA-N CCC([CH2-])=O Chemical compound CCC([CH2-])=O WQNSWDQDVWAIJG-UHFFFAOYSA-N 0.000 description 1
• 101150094734 CCDC89 gene Proteins 0.000 description 1
• 108010049990 CD13 Antigens Proteins 0.000 description 1
• 102100035793 CD83 antigen Human genes 0.000 description 1
• PKMUHQIDVVOXHQ-HXUWFJFHSA-N C[C@H](C1=CC(C2=CC=C(CNC3CCCC3)S2)=CC=C1)NC(C1=C(C)C=CC(NC2CNC2)=C1)=O Chemical compound C[C@H](C1=CC(C2=CC=C(CNC3CCCC3)S2)=CC=C1)NC(C1=C(C)C=CC(NC2CNC2)=C1)=O PKMUHQIDVVOXHQ-HXUWFJFHSA-N 0.000 description 1
• 101100123850 Caenorhabditis elegans her-1 gene Proteins 0.000 description 1
• 101100025810 Caenorhabditis elegans nas-33 gene Proteins 0.000 description 1
• 101100293599 Caenorhabditis elegans nas-5 gene Proteins 0.000 description 1
• 101100293603 Caenorhabditis elegans nas-7 gene Proteins 0.000 description 1
• KXDHJXZQYSOELW-UHFFFAOYSA-M Carbamate Chemical compound NC([O-])=O KXDHJXZQYSOELW-UHFFFAOYSA-M 0.000 description 1
• 239000004215 Carbon black (E152) Substances 0.000 description 1
• 241000700199 Cavia porcellus Species 0.000 description 1
• 241000282693 Cercopithecidae Species 0.000 description 1
• 229930008410 Chrysanthemol Natural products 0.000 description 1
• 244000060011 Cocos nucifera Species 0.000 description 1
• 235000013162 Cocos nucifera Nutrition 0.000 description 1
• 241000689227 Cora <basidiomycete fungus> Species 0.000 description 1
• YPWSLBHSMIKTPR-UHFFFAOYSA-N Cystathionine Natural products OC(=O)C(N)CCSSCC(N)C(O)=O YPWSLBHSMIKTPR-UHFFFAOYSA-N 0.000 description 1
• FBPFZTCFMRRESA-FSIIMWSLSA-N D-Glucitol Natural products OC[C@H](O)[C@H](O)[C@@H](O)[C@H](O)CO FBPFZTCFMRRESA-FSIIMWSLSA-N 0.000 description 1
• FBPFZTCFMRRESA-KVTDHHQDSA-N D-Mannitol Chemical compound OC[C@@H](O)[C@@H](O)[C@H](O)[C@H](O)CO FBPFZTCFMRRESA-KVTDHHQDSA-N 0.000 description 1
• ILRYLPWNYFXEMH-UHFFFAOYSA-N D-cystathionine Natural products OC(=O)C(N)CCSCC(N)C(O)=O ILRYLPWNYFXEMH-UHFFFAOYSA-N 0.000 description 1
• FBPFZTCFMRRESA-JGWLITMVSA-N D-glucitol Chemical compound OC[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO FBPFZTCFMRRESA-JGWLITMVSA-N 0.000 description 1
• 241000702421 Dependoparvovirus Species 0.000 description 1
• 239000004375 Dextrin Substances 0.000 description 1
• 229920001353 Dextrin Polymers 0.000 description 1
• 241000283086 Equidae Species 0.000 description 1
• 241000283073 Equus caballus Species 0.000 description 1
• ULGZDMOVFRHVEP-RWJQBGPGSA-N Erythromycin Chemical compound O([C@@H]1[C@@H](C)C(=O)O[C@@H]([C@@]([C@H](O)[C@@H](C)C(=O)[C@H](C)C[C@@](C)(O)[C@H](O[C@H]2[C@@H]([C@H](C[C@@H](C)O2)N(C)C)O)[C@H]1C)(C)O)CC)[C@H]1C[C@@](C)(OC)[C@@H](O)[C@H](C)O1 ULGZDMOVFRHVEP-RWJQBGPGSA-N 0.000 description 1
• IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 1
• UIOFUWFRIANQPC-JKIFEVAISA-N Floxacillin Chemical compound N([C@@H]1C(N2[C@H](C(C)(C)S[C@@H]21)C(O)=O)=O)C(=O)C1=C(C)ON=C1C1=C(F)C=CC=C1Cl UIOFUWFRIANQPC-JKIFEVAISA-N 0.000 description 1
• KRHYYFGTRYWZRS-UHFFFAOYSA-M Fluoride anion Chemical compound [F-] KRHYYFGTRYWZRS-UHFFFAOYSA-M 0.000 description 1
• PNKUSGQVOMIXLU-UHFFFAOYSA-N Formamidine Chemical compound NC=N PNKUSGQVOMIXLU-UHFFFAOYSA-N 0.000 description 1
• 108010010803 Gelatin Proteins 0.000 description 1
• 239000005792 Geraniol Substances 0.000 description 1
• GLZPCOQZEFWAFX-YFHOEESVSA-N Geraniol Natural products CC(C)=CCC\C(C)=C/CO GLZPCOQZEFWAFX-YFHOEESVSA-N 0.000 description 1
• 108010058940 Glutamyl Aminopeptidase Proteins 0.000 description 1
• 102000006485 Glutamyl Aminopeptidase Human genes 0.000 description 1
• 239000004471 Glycine Substances 0.000 description 1
• 229930186217 Glycolipid Natural products 0.000 description 1
• 102000005744 Glycoside Hydrolases Human genes 0.000 description 1
• 108010031186 Glycoside Hydrolases Proteins 0.000 description 1
• 206010018498 Goitre Diseases 0.000 description 1
• 241000581652 Hagenia abyssinica Species 0.000 description 1
• 101000946856 Homo sapiens CD83 antigen Proteins 0.000 description 1
• 101001005668 Homo sapiens Mastermind-like protein 3 Proteins 0.000 description 1
• 101000572892 Homo sapiens Migration and invasion-inhibitory protein Proteins 0.000 description 1
• LCWXJXMHJVIJFK-UHFFFAOYSA-N Hydroxylysine Natural products NCC(O)CC(N)CC(O)=O LCWXJXMHJVIJFK-UHFFFAOYSA-N 0.000 description 1
• DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
• WZELXJBMMZFDDU-UHFFFAOYSA-N Imidazol-2-one Chemical compound O=C1N=CC=N1 WZELXJBMMZFDDU-UHFFFAOYSA-N 0.000 description 1
• WRYCSMQKUKOKBP-UHFFFAOYSA-N Imidazolidine Chemical compound C1CNCN1 WRYCSMQKUKOKBP-UHFFFAOYSA-N 0.000 description 1
• SNDPXSYFESPGGJ-BYPYZUCNSA-N L-2-aminopentanoic acid Chemical compound CCC[C@H](N)C(O)=O SNDPXSYFESPGGJ-BYPYZUCNSA-N 0.000 description 1
• QUOGESRFPZDMMT-UHFFFAOYSA-N L-Homoarginine Natural products OC(=O)C(N)CCCCNC(N)=N QUOGESRFPZDMMT-UHFFFAOYSA-N 0.000 description 1
• AGPKZVBTJJNPAG-UHNVWZDZSA-N L-allo-Isoleucine Chemical compound CC[C@@H](C)[C@H](N)C(O)=O AGPKZVBTJJNPAG-UHNVWZDZSA-N 0.000 description 1
• RHGKLRLOHDJJDR-BYPYZUCNSA-N L-citrulline Chemical compound NC(=O)NCCC[C@H]([NH3+])C([O-])=O RHGKLRLOHDJJDR-BYPYZUCNSA-N 0.000 description 1
• ILRYLPWNYFXEMH-WHFBIAKZSA-N L-cystathionine Chemical compound [O-]C(=O)[C@@H]([NH3+])CCSC[C@H]([NH3+])C([O-])=O ILRYLPWNYFXEMH-WHFBIAKZSA-N 0.000 description 1
• HNDVDQJCIGZPNO-YFKPBYRVSA-N L-histidine Chemical compound OC(=O)[C@@H](N)CC1=CN=CN1 HNDVDQJCIGZPNO-YFKPBYRVSA-N 0.000 description 1
• QUOGESRFPZDMMT-YFKPBYRVSA-N L-homoarginine Chemical compound OC(=O)[C@@H](N)CCCCNC(N)=N QUOGESRFPZDMMT-YFKPBYRVSA-N 0.000 description 1
• XIGSAGMEBXLVJJ-YFKPBYRVSA-N L-homocitrulline Chemical compound NC(=O)NCCCC[C@H]([NH3+])C([O-])=O XIGSAGMEBXLVJJ-YFKPBYRVSA-N 0.000 description 1
• UKAUYVFTDYCKQA-VKHMYHEASA-N L-homoserine Chemical compound OC(=O)[C@@H](N)CCO UKAUYVFTDYCKQA-VKHMYHEASA-N 0.000 description 1
• SNDPXSYFESPGGJ-UHFFFAOYSA-N L-norVal-OH Natural products CCCC(N)C(O)=O SNDPXSYFESPGGJ-UHFFFAOYSA-N 0.000 description 1
• LRQKBLKVPFOOQJ-YFKPBYRVSA-N L-norleucine Chemical compound CCCC[C@H]([NH3+])C([O-])=O LRQKBLKVPFOOQJ-YFKPBYRVSA-N 0.000 description 1
• HXEACLLIILLPRG-YFKPBYRVSA-N L-pipecolic acid Chemical compound [O-]C(=O)[C@@H]1CCCC[NH2+]1 HXEACLLIILLPRG-YFKPBYRVSA-N 0.000 description 1
• 125000000510 L-tryptophano group Chemical group [H]C1=C([H])C([H])=C2N([H])C([H])=C(C([H])([H])[C@@]([H])(C(O[H])=O)N([H])[*])C2=C1[H] 0.000 description 1
• NHTGHBARYWONDQ-JTQLQIEISA-N L-α-methyl-Tyrosine Chemical compound OC(=O)[C@](N)(C)CC1=CC=C(O)C=C1 NHTGHBARYWONDQ-JTQLQIEISA-N 0.000 description 1
• 244000208060 Lawsonia inermis Species 0.000 description 1
• 241000124008 Mammalia Species 0.000 description 1
• 229930195725 Mannitol Natural products 0.000 description 1
• 102100025134 Mastermind-like protein 3 Human genes 0.000 description 1
• 238000003820 Medium-pressure liquid chromatography Methods 0.000 description 1
• AFVFQIVMOAPDHO-UHFFFAOYSA-M Methanesulfonate Chemical compound CS([O-])(=O)=O AFVFQIVMOAPDHO-UHFFFAOYSA-M 0.000 description 1
• 102100026584 Migration and invasion-inhibitory protein Human genes 0.000 description 1
• MMVYPOCJESWGTC-UHFFFAOYSA-N Molybdenum(2+) Chemical compound [Mo+2] MMVYPOCJESWGTC-UHFFFAOYSA-N 0.000 description 1
• FNJSWIPFHMKRAT-UHFFFAOYSA-N Monomethyl phthalate Chemical compound COC(=O)C1=CC=CC=C1C(O)=O FNJSWIPFHMKRAT-UHFFFAOYSA-N 0.000 description 1
• 241000711386 Mumps virus Species 0.000 description 1
• 101500027749 Mus musculus Serpinin Proteins 0.000 description 1
• AVYVHIKSFXVDBG-UHFFFAOYSA-N N-benzyl-N-hydroxy-2,2-dimethylbutanamide Chemical compound C(C1=CC=CC=C1)N(C(C(CC)(C)C)=O)O AVYVHIKSFXVDBG-UHFFFAOYSA-N 0.000 description 1
• AXDLCFOOGCNDST-UHFFFAOYSA-N N-methyl-DL-tyrosine Natural products CNC(C(O)=O)CC1=CC=C(O)C=C1 AXDLCFOOGCNDST-UHFFFAOYSA-N 0.000 description 1
• FSYKKLYZXJSNPZ-UHFFFAOYSA-N N-methylaminoacetic acid Natural products C[NH2+]CC([O-])=O FSYKKLYZXJSNPZ-UHFFFAOYSA-N 0.000 description 1
• 229910002651 NO3 Inorganic materials 0.000 description 1
• QOVYHDHLFPKQQG-NDEPHWFRSA-N N[C@@H](CCC(=O)N1CCC(CC1)NC1=C2C=CC=CC2=NC(NCC2=CN(CCCNCCCNC3CCCCC3)N=N2)=N1)C(O)=O Chemical compound N[C@@H](CCC(=O)N1CCC(CC1)NC1=C2C=CC=CC2=NC(NCC2=CN(CCCNCCCNC3CCCCC3)N=N2)=N1)C(O)=O QOVYHDHLFPKQQG-NDEPHWFRSA-N 0.000 description 1
• UFWIBTONFRDIAS-UHFFFAOYSA-N Naphthalene Chemical compound C1=CC=CC2=CC=CC=C21 UFWIBTONFRDIAS-UHFFFAOYSA-N 0.000 description 1
• RHGKLRLOHDJJDR-UHFFFAOYSA-N Ndelta-carbamoyl-DL-ornithine Natural products OC(=O)C(N)CCCNC(N)=O RHGKLRLOHDJJDR-UHFFFAOYSA-N 0.000 description 1
• 102000003729 Neprilysin Human genes 0.000 description 1
• 108090000028 Neprilysin Proteins 0.000 description 1
• NHNBFGGVMKEFGY-UHFFFAOYSA-N Nitrate Chemical compound [O-][N+]([O-])=O NHNBFGGVMKEFGY-UHFFFAOYSA-N 0.000 description 1
• BZQFBWGGLXLEPQ-UHFFFAOYSA-N O-phosphoryl-L-serine Natural products OC(=O)C(N)COP(O)(O)=O BZQFBWGGLXLEPQ-UHFFFAOYSA-N 0.000 description 1
• 101150018765 OM14 gene Proteins 0.000 description 1
• NMNFDTCOWIDEAV-UHFFFAOYSA-N OP(O)=O.OP(O)=O Chemical compound OP(O)=O.OP(O)=O NMNFDTCOWIDEAV-UHFFFAOYSA-N 0.000 description 1
• 108091034117 Oligonucleotide Proteins 0.000 description 1
• 241000283973 Oryctolagus cuniculus Species 0.000 description 1
• 208000002606 Paramyxoviridae Infections Diseases 0.000 description 1
• 239000001888 Peptone Substances 0.000 description 1
• 241000283216 Phocidae Species 0.000 description 1
• 240000008154 Piper betle Species 0.000 description 1
• 235000008180 Piper betle Nutrition 0.000 description 1
• 240000005546 Piper methysticum Species 0.000 description 1
• 235000016787 Piper methysticum Nutrition 0.000 description 1
• 206010035148 Plague Diseases 0.000 description 1
• 229920002565 Polyethylene Glycol 400 Polymers 0.000 description 1
• 239000002202 Polyethylene glycol Substances 0.000 description 1
• 239000004793 Polystyrene Substances 0.000 description 1
• ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 1
• 206010036790 Productive cough Diseases 0.000 description 1
• GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 description 1
• WTKZEGDFNFYCGP-UHFFFAOYSA-N Pyrazole Chemical compound C=1C=NNC=1 WTKZEGDFNFYCGP-UHFFFAOYSA-N 0.000 description 1
• 244000097202 Rathbunia alamosensis Species 0.000 description 1
• 235000009776 Rathbunia alamosensis Nutrition 0.000 description 1
• 241000283984 Rodentia Species 0.000 description 1
• 241000220317 Rosa Species 0.000 description 1
• 240000004808 Saccharomyces cerevisiae Species 0.000 description 1
• 108010077895 Sarcosine Proteins 0.000 description 1
• LUSZGTFNYDARNI-UHFFFAOYSA-N Sesamol Natural products OC1=CC=C2OCOC2=C1 LUSZGTFNYDARNI-UHFFFAOYSA-N 0.000 description 1
• 102100028755 Sialidase-2 Human genes 0.000 description 1
• UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical class [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 description 1
• DWAQJAXMDSEUJJ-UHFFFAOYSA-M Sodium bisulfite Chemical compound [Na+].OS([O-])=O DWAQJAXMDSEUJJ-UHFFFAOYSA-M 0.000 description 1
• DBMJMQXJHONAFJ-UHFFFAOYSA-M Sodium laurylsulphate Chemical compound [Na+].CCCCCCCCCCCCOS([O-])(=O)=O DBMJMQXJHONAFJ-UHFFFAOYSA-M 0.000 description 1
• 239000004283 Sodium sorbate Substances 0.000 description 1
• 244000300264 Spinacia oleracea Species 0.000 description 1
• 235000009337 Spinacia oleracea Nutrition 0.000 description 1
• 101100177443 Spinacia oleracea HEMB gene Proteins 0.000 description 1
• 235000021355 Stearic acid Nutrition 0.000 description 1
• 239000004138 Stearyl citrate Substances 0.000 description 1
• QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 1
• 241000282898 Sus scrofa Species 0.000 description 1
• 241000623377 Terminalia elliptica Species 0.000 description 1
• 229910052776 Thorium Inorganic materials 0.000 description 1
• 229910004339 Ti-Si Inorganic materials 0.000 description 1
• 229910010978 Ti—Si Inorganic materials 0.000 description 1
• DTQVDTLACAAQTR-UHFFFAOYSA-M Trifluoroacetate Chemical compound [O-]C(=O)C(F)(F)F DTQVDTLACAAQTR-UHFFFAOYSA-M 0.000 description 1
• 241000607626 Vibrio cholerae Species 0.000 description 1
• 241000607479 Yersinia pestis Species 0.000 description 1
• 240000000038 Ziziphus mauritiana Species 0.000 description 1
• 235000006545 Ziziphus mauritiana Nutrition 0.000 description 1
• JPVGEFSYKNYYAU-UHFFFAOYSA-N [1-(4-chlorophenyl)cyclopentyl]methanol Chemical compound C=1C=C(Cl)C=CC=1C1(CO)CCCC1 JPVGEFSYKNYYAU-UHFFFAOYSA-N 0.000 description 1
• MZILPZDBVFUXMY-UHFFFAOYSA-N [O-][N+]([S])=O Chemical compound [O-][N+]([S])=O MZILPZDBVFUXMY-UHFFFAOYSA-N 0.000 description 1
• ITLHXEGAYQFOHJ-UHFFFAOYSA-N [diazo(phenyl)methyl]benzene Chemical compound C=1C=CC=CC=1C(=[N+]=[N-])C1=CC=CC=C1 ITLHXEGAYQFOHJ-UHFFFAOYSA-N 0.000 description 1
• 239000002250 absorbent Substances 0.000 description 1
• 230000002745 absorbent Effects 0.000 description 1
• 229940022663 acetate Drugs 0.000 description 1
• 150000001242 acetic acid derivatives Chemical class 0.000 description 1
• 150000004075 acetic anhydrides Chemical class 0.000 description 1
• 230000021736 acetylation Effects 0.000 description 1
• 238000006640 acetylation reaction Methods 0.000 description 1
• 150000008065 acid anhydrides Chemical class 0.000 description 1
• 125000000641 acridinyl group Chemical group C1(=CC=CC2=NC3=CC=CC=C3C=C12)* 0.000 description 1
• HFBMWMNUJJDEQZ-UHFFFAOYSA-N acryloyl chloride Chemical compound ClC(=O)C=C HFBMWMNUJJDEQZ-UHFFFAOYSA-N 0.000 description 1
• 239000011149 active material Substances 0.000 description 1
• VLLNJDMHDJRNFK-UHFFFAOYSA-N adamantan-1-ol Chemical compound C1C(C2)CC3CC2CC1(O)C3 VLLNJDMHDJRNFK-UHFFFAOYSA-N 0.000 description 1
• 125000005585 adamantoate group Chemical group 0.000 description 1
• 239000002671 adjuvant Substances 0.000 description 1
• 239000003463 adsorbent Substances 0.000 description 1
• 230000002411 adverse Effects 0.000 description 1
• 239000008272 agar Substances 0.000 description 1
• 125000001931 aliphatic group Chemical group 0.000 description 1
• 229910000287 alkaline earth metal oxide Inorganic materials 0.000 description 1
• 150000004703 alkoxides Chemical class 0.000 description 1
• 125000004848 alkoxyethyl group Chemical group 0.000 description 1
• 125000005907 alkyl ester group Chemical group 0.000 description 1
• 229940045714 alkyl sulfonate alkylating agent Drugs 0.000 description 1
• 150000008052 alkyl sulfonates Chemical class 0.000 description 1
• 230000002152 alkylating effect Effects 0.000 description 1
• 239000000956 alloy Substances 0.000 description 1
• 229910045601 alloy Inorganic materials 0.000 description 1
• HFEHLDPGIKPNKL-UHFFFAOYSA-N allyl iodide Chemical compound ICC=C HFEHLDPGIKPNKL-UHFFFAOYSA-N 0.000 description 1
• WNNNWFKQCKFSDK-UHFFFAOYSA-N allylglycine Chemical compound OC(=O)C(N)CC=C WNNNWFKQCKFSDK-UHFFFAOYSA-N 0.000 description 1
• OVKDFILSBMEKLT-UHFFFAOYSA-N alpha-Terpineol Natural products CC(=C)C1(O)CCC(C)=CC1 OVKDFILSBMEKLT-UHFFFAOYSA-N 0.000 description 1
• HSFWRNGVRCDJHI-UHFFFAOYSA-N alpha-acetylene Natural products C#C HSFWRNGVRCDJHI-UHFFFAOYSA-N 0.000 description 1
• 150000001371 alpha-amino acids Chemical class 0.000 description 1
• 235000008206 alpha-amino acids Nutrition 0.000 description 1
• 229940088601 alpha-terpineol Drugs 0.000 description 1
• DKNWSYNQZKUICI-UHFFFAOYSA-N amantadine Chemical compound C1C(C2)CC3CC2CC1(N)C3 DKNWSYNQZKUICI-UHFFFAOYSA-N 0.000 description 1
• 229960003805 amantadine Drugs 0.000 description 1
• 229940059260 amidate Drugs 0.000 description 1
• 230000009435 amidation Effects 0.000 description 1
• 238000007112 amidation reaction Methods 0.000 description 1
• 125000003368 amide group Chemical group 0.000 description 1
• 125000004202 aminomethyl group Chemical group [H]N([H])C([H])([H])* 0.000 description 1
• 125000005219 aminonitrile group Chemical group 0.000 description 1
• 238000004458 analytical method Methods 0.000 description 1
• SMWDFEZZVXVKRB-UHFFFAOYSA-N anhydrous quinoline Natural products N1=CC=CC2=CC=CC=C21 SMWDFEZZVXVKRB-UHFFFAOYSA-N 0.000 description 1
• 125000000129 anionic group Chemical group 0.000 description 1
• 150000001450 anions Chemical class 0.000 description 1
• 125000005428 anthryl group Chemical group [H]C1=C([H])C([H])=C2C([H])=C3C(*)=C([H])C([H])=C([H])C3=C([H])C2=C1[H] 0.000 description 1
• 230000000845 anti-microbial effect Effects 0.000 description 1
• 239000003443 antiviral agent Substances 0.000 description 1
• 239000003125 aqueous solvent Substances 0.000 description 1
• 239000007900 aqueous suspension Substances 0.000 description 1
• 125000003710 aryl alkyl group Chemical group 0.000 description 1
• 150000007860 aryl ester derivatives Chemical class 0.000 description 1
• 235000010323 ascorbic acid Nutrition 0.000 description 1
• 229960005070 ascorbic acid Drugs 0.000 description 1
• 239000011668 ascorbic acid Substances 0.000 description 1
• 235000003704 aspartic acid Nutrition 0.000 description 1
• HONIICLYMWZJFZ-UHFFFAOYSA-N azetidine Chemical compound C1CNC1 HONIICLYMWZJFZ-UHFFFAOYSA-N 0.000 description 1
• UGUUDTWORXNLAK-UHFFFAOYSA-N azidoalcohol Chemical compound ON=[N+]=[N-] UGUUDTWORXNLAK-UHFFFAOYSA-N 0.000 description 1
• 125000004069 aziridinyl group Chemical group 0.000 description 1
• 101150099549 azo1 gene Proteins 0.000 description 1
• 230000008901 benefit Effects 0.000 description 1
• 125000003785 benzimidazolyl group Chemical group N1=C(NC2=C1C=CC=C2)* 0.000 description 1
• 125000000499 benzofuranyl group Chemical group O1C(=CC2=C1C=CC=C2)* 0.000 description 1
• 125000003354 benzotriazolyl group Chemical group N1N=NC2=C1C=CC=C2* 0.000 description 1
• 125000004935 benzoxazolinyl group Chemical group O1C(=NC2=C1C=CC=C2)* 0.000 description 1
• 125000003236 benzoyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C(*)=O 0.000 description 1
• 125000001743 benzylic group Chemical group 0.000 description 1
• 125000000649 benzylidene group Chemical group [H]C(=[*])C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 description 1
• SQVRNKJHWKZAKO-UHFFFAOYSA-N beta-N-Acetyl-D-neuraminic acid Natural products CC(=O)NC1C(O)CC(O)(C(O)=O)OC1C(O)C(O)CO SQVRNKJHWKZAKO-UHFFFAOYSA-N 0.000 description 1
• OQFSQFPPLPISGP-UHFFFAOYSA-N beta-carboxyaspartic acid Natural products OC(=O)C(N)C(C(O)=O)C(O)=O OQFSQFPPLPISGP-UHFFFAOYSA-N 0.000 description 1
• 102000023732 binding proteins Human genes 0.000 description 1
• 108091008324 binding proteins Proteins 0.000 description 1
• 230000000975 bioactive effect Effects 0.000 description 1
• 230000003115 biocidal effect Effects 0.000 description 1
• 230000005540 biological transmission Effects 0.000 description 1
• 239000004305 biphenyl Substances 0.000 description 1
• 230000017531 blood circulation Effects 0.000 description 1
• 238000009835 boiling Methods 0.000 description 1
• 229910000085 borane Inorganic materials 0.000 description 1
• 238000009395 breeding Methods 0.000 description 1
• 230000001488 breeding effect Effects 0.000 description 1
• RDHPKYGYEGBMSE-UHFFFAOYSA-N bromoethane Chemical compound CCBr RDHPKYGYEGBMSE-UHFFFAOYSA-N 0.000 description 1
• 239000000872 buffer Substances 0.000 description 1
• 235000019437 butane-1,3-diol Nutrition 0.000 description 1
• 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
• 210000004899 c-terminal region Anatomy 0.000 description 1
• 239000004295 calcium sulphite Substances 0.000 description 1
• 239000002775 capsule Substances 0.000 description 1
• 125000000609 carbazolyl group Chemical group C1(=CC=CC=2C3=CC=CC=C3NC12)* 0.000 description 1
• 235000014633 carbohydrates Nutrition 0.000 description 1
• JRZBPELLUMBLQU-UHFFFAOYSA-N carbonazidic acid Chemical compound OC(=O)N=[N+]=[N-] JRZBPELLUMBLQU-UHFFFAOYSA-N 0.000 description 1
• 125000006243 carbonyl protecting group Chemical group 0.000 description 1
• 150000001733 carboxylic acid esters Chemical class 0.000 description 1
• 238000005341 cation exchange Methods 0.000 description 1
• 125000002091 cationic group Chemical group 0.000 description 1
• 229940112021 centrally acting muscle relaxants carbamic acid ester Drugs 0.000 description 1
• 210000001175 cerebrospinal fluid Anatomy 0.000 description 1
• 229940082500 cetostearyl alcohol Drugs 0.000 description 1
• 239000002738 chelating agent Substances 0.000 description 1
• 125000001309 chloro group Chemical group Cl* 0.000 description 1
• ITVPBBDAZKBMRP-UHFFFAOYSA-N chloro-dioxido-oxo-$l^{5}-phosphane;hydron Chemical compound OP(O)(Cl)=O ITVPBBDAZKBMRP-UHFFFAOYSA-N 0.000 description 1
• 229940089960 chloroacetate Drugs 0.000 description 1
• FOCAUTSVDIKZOP-UHFFFAOYSA-M chloroacetate Chemical compound [O-]C(=O)CCl FOCAUTSVDIKZOP-UHFFFAOYSA-M 0.000 description 1
• NEHMKBQYUWJMIP-UHFFFAOYSA-N chloromethane Chemical compound ClC NEHMKBQYUWJMIP-UHFFFAOYSA-N 0.000 description 1
• KQDDQXNVESLJNO-UHFFFAOYSA-N chloromethanesulfonyl chloride Chemical compound ClCS(Cl)(=O)=O KQDDQXNVESLJNO-UHFFFAOYSA-N 0.000 description 1
• 125000004218 chloromethyl group Chemical group [H]C([H])(Cl)* 0.000 description 1
• 229940061627 chloromethyl methyl ether Drugs 0.000 description 1
• HVYWMOMLDIMFJA-DPAQBDIFSA-N cholesterol group Chemical group [C@@H]1(CC[C@H]2[C@@H]3CC=C4C[C@@H](O)CC[C@]4(C)[C@H]3CC[C@]12C)[C@H](C)CCCC(C)C HVYWMOMLDIMFJA-DPAQBDIFSA-N 0.000 description 1
• 125000003016 chromanyl group Chemical group O1C(CCC2=CC=CC=C12)* 0.000 description 1
• 125000004230 chromenyl group Chemical group O1C(C=CC2=CC=CC=C12)* 0.000 description 1
• 125000000490 cinnamyl group Chemical group C(C=CC1=CC=CC=C1)* 0.000 description 1
• 235000013477 citrulline Nutrition 0.000 description 1
• 229960002173 citrulline Drugs 0.000 description 1
• 229940110456 cocoa butter Drugs 0.000 description 1
• 235000019868 cocoa butter Nutrition 0.000 description 1
• 229940125797 compound 12 Drugs 0.000 description 1
• 229940125782 compound 2 Drugs 0.000 description 1
• 229940125898 compound 5 Drugs 0.000 description 1
• 229940126179 compound 72 Drugs 0.000 description 1
• 230000001268 conjugating effect Effects 0.000 description 1
• 230000021615 conjugation Effects 0.000 description 1
• 229920001577 copolymer Polymers 0.000 description 1
• 239000007799 cork Substances 0.000 description 1
• 239000002537 cosmetic Substances 0.000 description 1
• 230000037029 cross reaction Effects 0.000 description 1
• 230000009260 cross reactivity Effects 0.000 description 1
• LDHQCZJRKDOVOX-NSCUHMNNSA-N crotonic acid Chemical compound C\C=C\C(O)=O LDHQCZJRKDOVOX-NSCUHMNNSA-N 0.000 description 1
• 150000003983 crown ethers Chemical class 0.000 description 1
• 239000010779 crude oil Substances 0.000 description 1
• 239000013078 crystal Substances 0.000 description 1
• 125000004966 cyanoalkyl group Chemical group 0.000 description 1
• ATDGTVJJHBUTRL-UHFFFAOYSA-N cyanogen bromide Chemical class BrC#N ATDGTVJJHBUTRL-UHFFFAOYSA-N 0.000 description 1
• 125000000392 cycloalkenyl group Chemical group 0.000 description 1
• 125000006310 cycloalkyl amino group Chemical group 0.000 description 1
• WPOPOPFNZYPKAV-UHFFFAOYSA-N cyclobutylmethanol Chemical compound OCC1CCC1 WPOPOPFNZYPKAV-UHFFFAOYSA-N 0.000 description 1
• BMCQFFXPECPDPS-UHFFFAOYSA-N cycloheptylmethanol Chemical compound OCC1CCCCCC1 BMCQFFXPECPDPS-UHFFFAOYSA-N 0.000 description 1
• HPXRVTGHNJAIIH-UHFFFAOYSA-N cyclohexanol Chemical compound OC1CCCCC1 HPXRVTGHNJAIIH-UHFFFAOYSA-N 0.000 description 1
• 125000000596 cyclohexenyl group Chemical class C1(=CCCCC1)* 0.000 description 1
• PWAPCRSSMCLZHG-UHFFFAOYSA-N cyclopentylidene Chemical group [C]1CCCC1 PWAPCRSSMCLZHG-UHFFFAOYSA-N 0.000 description 1
• 125000001559 cyclopropyl group Chemical group [H]C1([H])C([H])([H])C1([H])* 0.000 description 1
• 125000004186 cyclopropylmethyl group Chemical group [H]C([H])(*)C1([H])C([H])([H])C1([H])[H] 0.000 description 1
• 210000000805 cytoplasm Anatomy 0.000 description 1
• 230000001086 cytosolic effect Effects 0.000 description 1
• 125000004856 decahydroquinolinyl group Chemical group N1(CCCC2CCCCC12)* 0.000 description 1
• 230000007423 decrease Effects 0.000 description 1
• SASYSVUEVMOWPL-NXVVXOECSA-N decyl oleate Chemical compound CCCCCCCCCCOC(=O)CCCCCCC\C=C/CCCCCCCC SASYSVUEVMOWPL-NXVVXOECSA-N 0.000 description 1
• 230000003111 delayed effect Effects 0.000 description 1
• YSMODUONRAFBET-UHFFFAOYSA-N delta-DL-hydroxylysine Natural products NCC(O)CCC(N)C(O)=O YSMODUONRAFBET-UHFFFAOYSA-N 0.000 description 1
• 229950006137 dexfosfoserine Drugs 0.000 description 1
• 235000019425 dextrin Nutrition 0.000 description 1
• 239000010432 diamond Substances 0.000 description 1
• ZFTFAPZRGNKQPU-UHFFFAOYSA-N dicarbonic acid Chemical compound OC(=O)OC(O)=O ZFTFAPZRGNKQPU-UHFFFAOYSA-N 0.000 description 1
• 229940120124 dichloroacetate Drugs 0.000 description 1
• JXTHNDFMNIQAHM-UHFFFAOYSA-N dichloroacetic acid Chemical compound OC(=O)C(Cl)Cl JXTHNDFMNIQAHM-UHFFFAOYSA-N 0.000 description 1
• 230000001079 digestive effect Effects 0.000 description 1
• 210000002249 digestive system Anatomy 0.000 description 1
• XSNQECSCDATQEL-UHFFFAOYSA-N dihydromyrcenol Chemical compound C=CC(C)CCCC(C)(C)O XSNQECSCDATQEL-UHFFFAOYSA-N 0.000 description 1
• 229930008394 dihydromyrcenol Natural products 0.000 description 1
• 239000003085 diluting agent Substances 0.000 description 1
• 150000002016 disaccharides Chemical class 0.000 description 1
• 239000002270 dispersing agent Substances 0.000 description 1
• 238000002086 displacement chromatography Methods 0.000 description 1
• 150000002019 disulfides Chemical class 0.000 description 1
• 239000008298 dragée Substances 0.000 description 1
• 239000006196 drop Substances 0.000 description 1
• 238000001647 drug administration Methods 0.000 description 1
• 238000013504 emergency use authorization Methods 0.000 description 1
• 230000001804 emulsifying effect Effects 0.000 description 1
• 239000008387 emulsifying waxe Substances 0.000 description 1
• 238000005516 engineering process Methods 0.000 description 1
• BJXYHBKEQFQVES-NWDGAFQWSA-N enpatoran Chemical compound N[C@H]1CN(C[C@H](C1)C(F)(F)F)C1=C2C=CC=NC2=C(C=C1)C#N BJXYHBKEQFQVES-NWDGAFQWSA-N 0.000 description 1
• 230000002255 enzymatic effect Effects 0.000 description 1
• YSMODUONRAFBET-UHNVWZDZSA-N erythro-5-hydroxy-L-lysine Chemical compound NC[C@H](O)CC[C@H](N)C(O)=O YSMODUONRAFBET-UHNVWZDZSA-N 0.000 description 1
• 230000032050 esterification Effects 0.000 description 1
• 238000005886 esterification reaction Methods 0.000 description 1
• KUGSJJNCCNSRMM-UHFFFAOYSA-N ethoxyboronic acid Chemical compound CCOB(O)O KUGSJJNCCNSRMM-UHFFFAOYSA-N 0.000 description 1
• DZFYOYRNBGNPJW-UHFFFAOYSA-N ethoxythallium Chemical compound [Tl+].CC[O-] DZFYOYRNBGNPJW-UHFFFAOYSA-N 0.000 description 1
• GWNFQAKCJYEJEW-UHFFFAOYSA-N ethyl 3-[8-[[4-methyl-5-[(3-methyl-4-oxophthalazin-1-yl)methyl]-1,2,4-triazol-3-yl]sulfanyl]octanoylamino]benzoate Chemical compound CCOC(=O)C1=CC(NC(=O)CCCCCCCSC2=NN=C(CC3=NN(C)C(=O)C4=CC=CC=C34)N2C)=CC=C1 GWNFQAKCJYEJEW-UHFFFAOYSA-N 0.000 description 1
• 125000000219 ethylidene group Chemical group [H]C(=[*])C([H])([H])[H] 0.000 description 1
• 125000002534 ethynyl group Chemical group [H]C#C* 0.000 description 1
• 239000003172 expectorant agent Substances 0.000 description 1
• 230000003419 expectorant effect Effects 0.000 description 1
• 229940066493 expectorants Drugs 0.000 description 1
• 239000002360 explosive Substances 0.000 description 1
• 239000003889 eye drop Substances 0.000 description 1
• 229940012356 eye drops Drugs 0.000 description 1
• 210000003746 feather Anatomy 0.000 description 1
• 239000000835 fiber Substances 0.000 description 1
• 239000010408 film Substances 0.000 description 1
• 238000001914 filtration Methods 0.000 description 1
• QEWYKACRFQMRMB-UHFFFAOYSA-M fluoroacetate Chemical compound [O-]C(=O)CF QEWYKACRFQMRMB-UHFFFAOYSA-M 0.000 description 1
• 235000013305 food Nutrition 0.000 description 1
• 238000009472 formulation Methods 0.000 description 1
• 239000001530 fumaric acid Substances 0.000 description 1
• 125000003838 furazanyl group Chemical group 0.000 description 1
• 210000004051 gastric juice Anatomy 0.000 description 1
• 239000000499 gel Substances 0.000 description 1
• 239000008273 gelatin Substances 0.000 description 1
• 229920000159 gelatin Polymers 0.000 description 1
• 235000019322 gelatine Nutrition 0.000 description 1
• 235000011852 gelatine desserts Nutrition 0.000 description 1
• 230000014509 gene expression Effects 0.000 description 1
• 229940113087 geraniol Drugs 0.000 description 1
• 235000013922 glutamic acid Nutrition 0.000 description 1
• 239000004220 glutamic acid Substances 0.000 description 1
• 125000005456 glyceride group Chemical group 0.000 description 1
• YQEMORVAKMFKLG-UHFFFAOYSA-N glycerine monostearate Natural products CCCCCCCCCCCCCCCCCC(=O)OC(CO)CO YQEMORVAKMFKLG-UHFFFAOYSA-N 0.000 description 1
• SVUQHVRAGMNPLW-UHFFFAOYSA-N glycerol monostearate Natural products CCCCCCCCCCCCCCCCC(=O)OCC(O)CO SVUQHVRAGMNPLW-UHFFFAOYSA-N 0.000 description 1
• 125000003976 glyceryl group Chemical group [H]C([*])([H])C(O[H])([H])C(O[H])([H])[H] 0.000 description 1
• 230000002414 glycolytic effect Effects 0.000 description 1
• 201000003872 goiter Diseases 0.000 description 1
• 230000005283 ground state Effects 0.000 description 1
• 230000012010 growth Effects 0.000 description 1
• 230000002440 hepatic effect Effects 0.000 description 1
• 150000002391 heterocyclic compounds Chemical class 0.000 description 1
• UFLHIIWVXFIJGU-UHFFFAOYSA-N hex-3-en-1-ol Natural products CCC=CCCO UFLHIIWVXFIJGU-UHFFFAOYSA-N 0.000 description 1
• UBHWBODXJBSFLH-UHFFFAOYSA-N hexadecan-1-ol;octadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCO.CCCCCCCCCCCCCCCCCCO UBHWBODXJBSFLH-UHFFFAOYSA-N 0.000 description 1
• VKYKSIONXSXAKP-UHFFFAOYSA-N hexamethylenetetramine Chemical compound C1N(C2)CN3CN1CN2C3 VKYKSIONXSXAKP-UHFFFAOYSA-N 0.000 description 1
• 238000004128 high performance liquid chromatography Methods 0.000 description 1
• HNDVDQJCIGZPNO-UHFFFAOYSA-N histidine Natural products OC(=O)C(N)CC1=CN=CN1 HNDVDQJCIGZPNO-UHFFFAOYSA-N 0.000 description 1
• 239000005556 hormone Substances 0.000 description 1
• 229940088597 hormone Drugs 0.000 description 1
• 229930195733 hydrocarbon Natural products 0.000 description 1
• 150000002430 hydrocarbons Chemical class 0.000 description 1
• WFNASTYGEKUMIY-UHFFFAOYSA-N hydron;1h-imidazol-5-ylmethanol;chloride Chemical compound Cl.OCC1=CN=CN1 WFNASTYGEKUMIY-UHFFFAOYSA-N 0.000 description 1
• 229920013821 hydroxy alkyl cellulose Polymers 0.000 description 1
• QJHBJHUKURJDLG-UHFFFAOYSA-N hydroxy-L-lysine Natural products NCCCCC(NO)C(O)=O QJHBJHUKURJDLG-UHFFFAOYSA-N 0.000 description 1
• 239000005457 ice water Substances 0.000 description 1
• 125000002140 imidazol-4-yl group Chemical group [H]N1C([H])=NC([*])=C1[H] 0.000 description 1
• 125000002632 imidazolidinyl group Chemical group 0.000 description 1
• 125000002636 imidazolinyl group Chemical group 0.000 description 1
• 150000003949 imides Chemical class 0.000 description 1
• 230000001900 immune effect Effects 0.000 description 1
• 230000036039 immunity Effects 0.000 description 1
• 125000000814 indol-3-yl group Chemical group [H]C1=C([H])C([H])=C2N([H])C([H])=C([*])C2=C1[H] 0.000 description 1
• 125000004926 indolenyl group Chemical group 0.000 description 1
• 150000002475 indoles Chemical class 0.000 description 1
• 125000003406 indolizinyl group Chemical group C=1(C=CN2C=CC=CC12)* 0.000 description 1
• 239000011261 inert gas Substances 0.000 description 1
• 239000012442 inert solvent Substances 0.000 description 1
• 230000003993 interaction Effects 0.000 description 1
• 230000003834 intracellular effect Effects 0.000 description 1
• 238000007917 intracranial administration Methods 0.000 description 1
• 238000007918 intramuscular administration Methods 0.000 description 1
• 238000001990 intravenous administration Methods 0.000 description 1
• HVTICUPFWKNHNG-UHFFFAOYSA-N iodoethane Chemical compound CCI HVTICUPFWKNHNG-UHFFFAOYSA-N 0.000 description 1
• 238000004255 ion exchange chromatography Methods 0.000 description 1
• 239000012500 ion exchange media Substances 0.000 description 1
• 229910052742 iron Inorganic materials 0.000 description 1
• 125000004936 isatinoyl group Chemical group N1(C(=O)C(=O)C2=CC=CC=C12)C(=O)* 0.000 description 1
• AWJUIBRHMBBTKR-UHFFFAOYSA-N iso-quinoline Natural products C1=NC=CC2=CC=CC=C21 AWJUIBRHMBBTKR-UHFFFAOYSA-N 0.000 description 1
• 125000001977 isobenzofuranyl group Chemical group C=1(OC=C2C=CC=CC12)* 0.000 description 1
• ZXEKIIBDNHEJCQ-UHFFFAOYSA-N isobutanol Chemical compound CC(C)CO ZXEKIIBDNHEJCQ-UHFFFAOYSA-N 0.000 description 1
• KQNPFQTWMSNSAP-UHFFFAOYSA-N isobutyric acid Chemical compound CC(C)C(O)=O KQNPFQTWMSNSAP-UHFFFAOYSA-N 0.000 description 1
• 229940078545 isocetyl stearate Drugs 0.000 description 1
• 125000003384 isochromanyl group Chemical group C1(OCCC2=CC=CC=C12)* 0.000 description 1
• GWVMLCQWXVFZCN-UHFFFAOYSA-N isoindoline Chemical group C1=CC=C2CNCC2=C1 GWVMLCQWXVFZCN-UHFFFAOYSA-N 0.000 description 1
• 125000004594 isoindolinyl group Chemical group C1(NCC2=CC=CC=C12)* 0.000 description 1
• 125000001972 isopentyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])C([H])([H])* 0.000 description 1
• FMKOJHQHASLBPH-UHFFFAOYSA-N isopropyl iodide Chemical compound CC(C)I FMKOJHQHASLBPH-UHFFFAOYSA-N 0.000 description 1
• XUGNVMKQXJXZCD-UHFFFAOYSA-N isopropyl palmitate Chemical compound CCCCCCCCCCCCCCCC(=O)OC(C)C XUGNVMKQXJXZCD-UHFFFAOYSA-N 0.000 description 1
• 125000000654 isopropylidene group Chemical group C(C)(C)=* 0.000 description 1
• ZLTPDFXIESTBQG-UHFFFAOYSA-N isothiazole Chemical group C=1C=NSC=1 ZLTPDFXIESTBQG-UHFFFAOYSA-N 0.000 description 1
• 239000000644 isotonic solution Substances 0.000 description 1
• CTAPFRYPJLPFDF-UHFFFAOYSA-N isoxazole Chemical compound C=1C=NOC=1 CTAPFRYPJLPFDF-UHFFFAOYSA-N 0.000 description 1
• 125000000842 isoxazolyl group Chemical group 0.000 description 1
• 239000003350 kerosene Substances 0.000 description 1
• HXEACLLIILLPRG-RXMQYKEDSA-N l-pipecolic acid Natural products OC(=O)[C@H]1CCCCN1 HXEACLLIILLPRG-RXMQYKEDSA-N 0.000 description 1
• 239000006101 laboratory sample Substances 0.000 description 1
• 229940058352 levulinate Drugs 0.000 description 1
• 239000011968 lewis acid catalyst Substances 0.000 description 1
• 239000003446 ligand Substances 0.000 description 1
• 239000011981 lindlar catalyst Substances 0.000 description 1
• 229910052744 lithium Inorganic materials 0.000 description 1
• 238000003819 low-pressure liquid chromatography Methods 0.000 description 1
• 239000007937 lozenge Substances 0.000 description 1
• 239000000314 lubricant Substances 0.000 description 1
• 125000000040 m-tolyl group Chemical group [H]C1=C([H])C(*)=C([H])C(=C1[H])C([H])([H])[H] 0.000 description 1
• 229910052748 manganese Inorganic materials 0.000 description 1
• 239000000594 mannitol Substances 0.000 description 1
• 235000010355 mannitol Nutrition 0.000 description 1
• 229910001721 mellite Inorganic materials 0.000 description 1
• 238000002844 melting Methods 0.000 description 1
• 230000008018 melting Effects 0.000 description 1
• 210000004379 membrane Anatomy 0.000 description 1
• 239000012528 membrane Substances 0.000 description 1
• 229940041616 menthol Drugs 0.000 description 1
• 229960002523 mercuric chloride Drugs 0.000 description 1
• LWJROJCJINYWOX-UHFFFAOYSA-L mercury dichloride Chemical compound Cl[Hg]Cl LWJROJCJINYWOX-UHFFFAOYSA-L 0.000 description 1
• GMKMEZVLHJARHF-SYDPRGILSA-N meso-2,6-diaminopimelic acid Chemical compound [O-]C(=O)[C@@H]([NH3+])CCC[C@@H]([NH3+])C([O-])=O GMKMEZVLHJARHF-SYDPRGILSA-N 0.000 description 1
• 150000002736 metal compounds Chemical class 0.000 description 1
• 229910052987 metal hydride Inorganic materials 0.000 description 1
• 150000004681 metal hydrides Chemical class 0.000 description 1
• RMIODHQZRUFFFF-UHFFFAOYSA-M methoxyacetate Chemical compound COCC([O-])=O RMIODHQZRUFFFF-UHFFFAOYSA-M 0.000 description 1
• JIQNWFBLYKVZFY-UHFFFAOYSA-N methoxycyclohexatriene Chemical compound COC1=C[C]=CC=C1 JIQNWFBLYKVZFY-UHFFFAOYSA-N 0.000 description 1
• 229940102396 methyl bromide Drugs 0.000 description 1
• 229920000609 methyl cellulose Polymers 0.000 description 1
• 239000004292 methyl p-hydroxybenzoate Substances 0.000 description 1
• CETWDUZRCINIHU-UHFFFAOYSA-N methyl-n-amyl-carbinol Natural products CCCCCC(C)O CETWDUZRCINIHU-UHFFFAOYSA-N 0.000 description 1
• 239000001923 methylcellulose Substances 0.000 description 1
• 235000010981 methylcellulose Nutrition 0.000 description 1
• 125000000325 methylidene group Chemical group [H]C([H])=* 0.000 description 1
• NYEBKUUITGFJAK-UHFFFAOYSA-N methylsulfanylmethanethioic s-acid Chemical compound CSC(O)=S NYEBKUUITGFJAK-UHFFFAOYSA-N 0.000 description 1
• 125000004170 methylsulfonyl group Chemical group [H]C([H])([H])S(*)(=O)=O 0.000 description 1
• QDVFAGFTHUWITN-UHFFFAOYSA-N methylsulfonylmethane;hydrochloride Chemical compound Cl.CS(C)(=O)=O QDVFAGFTHUWITN-UHFFFAOYSA-N 0.000 description 1
• 125000004092 methylthiomethyl group Chemical group [H]C([H])([H])SC([H])([H])* 0.000 description 1
• VAOCPAMSLUNLGC-UHFFFAOYSA-N metronidazole Chemical compound CC1=NC=C([N+]([O-])=O)N1CCO VAOCPAMSLUNLGC-UHFFFAOYSA-N 0.000 description 1
• 229960000282 metronidazole Drugs 0.000 description 1
• 235000010446 mineral oil Nutrition 0.000 description 1
• 150000007522 mineralic acids Chemical class 0.000 description 1
• 238000002156 mixing Methods 0.000 description 1
• 239000003607 modifier Substances 0.000 description 1
• 239000007932 molded tablet Substances 0.000 description 1
• 125000001620 monocyclic carbocycle group Chemical group 0.000 description 1
• 125000002757 morpholinyl group Chemical group 0.000 description 1
• 239000002324 mouth wash Substances 0.000 description 1
• 229910000595 mu-metal Inorganic materials 0.000 description 1
• 210000004400 mucous membrane Anatomy 0.000 description 1
• 229940043348 myristyl alcohol Drugs 0.000 description 1
• FZZAGYRGHJYDQH-UHFFFAOYSA-N n,1-dihydroxybutan-2-imine oxide Chemical compound CCC(CO)=[N+](O)[O-] FZZAGYRGHJYDQH-UHFFFAOYSA-N 0.000 description 1
• ZYWUVGFIXPNBDL-UHFFFAOYSA-N n,n-diisopropylaminoethanol Chemical compound CC(C)N(C(C)C)CCO ZYWUVGFIXPNBDL-UHFFFAOYSA-N 0.000 description 1
• BBMCTIGTTCKYKF-UHFFFAOYSA-N n-Heptanol Natural products CCCCCCCO BBMCTIGTTCKYKF-UHFFFAOYSA-N 0.000 description 1
• SYSQUGFVNFXIIT-UHFFFAOYSA-N n-[4-(1,3-benzoxazol-2-yl)phenyl]-4-nitrobenzenesulfonamide Chemical class C1=CC([N+](=O)[O-])=CC=C1S(=O)(=O)NC1=CC=C(C=2OC3=CC=CC=C3N=2)C=C1 SYSQUGFVNFXIIT-UHFFFAOYSA-N 0.000 description 1
• YGBMCLDVRUGXOV-UHFFFAOYSA-N n-[6-[6-chloro-5-[(4-fluorophenyl)sulfonylamino]pyridin-3-yl]-1,3-benzothiazol-2-yl]acetamide Chemical compound C1=C2SC(NC(=O)C)=NC2=CC=C1C(C=1)=CN=C(Cl)C=1NS(=O)(=O)C1=CC=C(F)C=C1 YGBMCLDVRUGXOV-UHFFFAOYSA-N 0.000 description 1
• 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
• RZKSECIXORKHQS-UHFFFAOYSA-N n-heptane-3-ol Natural products CCCCC(O)CC RZKSECIXORKHQS-UHFFFAOYSA-N 0.000 description 1
• 125000001280 n-hexyl group Chemical group C(CCCCC)* 0.000 description 1
• 125000000740 n-pentyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
• 125000001624 naphthyl group Chemical group 0.000 description 1
• 125000004593 naphthyridinyl group Chemical group N1=C(C=CC2=CC=CN=C12)* 0.000 description 1
• 230000007935 neutral effect Effects 0.000 description 1
• FEMOMIGRRWSMCU-UHFFFAOYSA-N ninhydrin Chemical compound C1=CC=C2C(=O)C(O)(O)C(=O)C2=C1 FEMOMIGRRWSMCU-UHFFFAOYSA-N 0.000 description 1
• QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 description 1
• 239000012457 nonaqueous media Substances 0.000 description 1
• 231100000252 nontoxic Toxicity 0.000 description 1
• 230000003000 nontoxic effect Effects 0.000 description 1
• 230000000269 nucleophilic effect Effects 0.000 description 1
• SBOJXQVPLKSXOG-UHFFFAOYSA-N o-amino-hydroxylamine Chemical compound NON SBOJXQVPLKSXOG-UHFFFAOYSA-N 0.000 description 1
• 125000003261 o-tolyl group Chemical group [H]C1=C([H])C(*)=C(C([H])=C1[H])C([H])([H])[H] 0.000 description 1
• QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 1
• OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 description 1
• 125000004930 octahydroisoquinolinyl group Chemical group C1(NCCC2CCCC=C12)* 0.000 description 1
• ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid group Chemical group C(CCCCCCC\C=C/CCCCCCCC)(=O)O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 1
• 210000000056 organ Anatomy 0.000 description 1
• 239000011368 organic material Substances 0.000 description 1
• 210000002220 organoid Anatomy 0.000 description 1
• 150000002902 organometallic compounds Chemical class 0.000 description 1
• 125000001181 organosilyl group Chemical group [SiH3]* 0.000 description 1
• 229960003104 ornithine Drugs 0.000 description 1
• OFPXSFXSNFPTHF-UHFFFAOYSA-N oxaprozin Chemical compound O1C(CCC(=O)O)=NC(C=2C=CC=CC=2)=C1C1=CC=CC=C1 OFPXSFXSNFPTHF-UHFFFAOYSA-N 0.000 description 1
• 229960002739 oxaprozin Drugs 0.000 description 1
• 125000000160 oxazolidinyl group Chemical group 0.000 description 1
• 125000002971 oxazolyl group Chemical group 0.000 description 1
• 230000001590 oxidative effect Effects 0.000 description 1
• 125000004095 oxindolyl group Chemical group N1(C(CC2=CC=CC=C12)=O)* 0.000 description 1
• 125000004430 oxygen atom Chemical group O* 0.000 description 1
• 125000000636 p-nitrophenyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1*)[N+]([O-])=O 0.000 description 1
• 238000004806 packaging method and process Methods 0.000 description 1
• IPCSVZSSVZVIGE-UHFFFAOYSA-N palmitic acid group Chemical group C(CCCCCCCCCCCCCCC)(=O)O IPCSVZSSVZVIGE-UHFFFAOYSA-N 0.000 description 1
• 238000007911 parenteral administration Methods 0.000 description 1
• 230000036961 partial effect Effects 0.000 description 1
• 238000005192 partition Methods 0.000 description 1
• 244000052769 pathogen Species 0.000 description 1
• 230000007918 pathogenicity Effects 0.000 description 1
• 230000035515 penetration Effects 0.000 description 1
• 229960001639 penicillamine Drugs 0.000 description 1
• 108010082406 peptide permease Proteins 0.000 description 1
• 229940021222 peritoneal dialysis isotonic solution Drugs 0.000 description 1
• 102000013415 peroxidase activity proteins Human genes 0.000 description 1
• 108040007629 peroxidase activity proteins Proteins 0.000 description 1
• 230000002085 persistent effect Effects 0.000 description 1
• 235000019271 petrolatum Nutrition 0.000 description 1
• 125000004934 phenanthridinyl group Chemical group C1(=CC=CC2=NC=C3C=CC=CC3=C12)* 0.000 description 1
• 125000004625 phenanthrolinyl group Chemical group N1=C(C=CC2=CC=C3C=CC=NC3=C12)* 0.000 description 1
• 125000001791 phenazinyl group Chemical group C1(=CC=CC2=NC3=CC=CC=C3N=C12)* 0.000 description 1
• 125000001484 phenothiazinyl group Chemical group C1(=CC=CC=2SC3=CC=CC=C3NC12)* 0.000 description 1
• 125000001644 phenoxazinyl group Chemical group C1(=CC=CC=2OC3=CC=CC=C3NC12)* 0.000 description 1
• LCPDWSOZIOUXRV-UHFFFAOYSA-N phenoxyacetic acid Chemical compound OC(=O)COC1=CC=CC=C1 LCPDWSOZIOUXRV-UHFFFAOYSA-N 0.000 description 1
• WVDDGKGOMKODPV-ZQBYOMGUSA-N phenyl(114C)methanol Chemical compound O[14CH2]C1=CC=CC=C1 WVDDGKGOMKODPV-ZQBYOMGUSA-N 0.000 description 1
• 229940049953 phenylacetate Drugs 0.000 description 1
• 150000002993 phenylalanine derivatives Chemical class 0.000 description 1
• 229940067107 phenylethyl alcohol Drugs 0.000 description 1
• FAQJJMHZNSSFSM-UHFFFAOYSA-N phenylglyoxylic acid Chemical compound OC(=O)C(=O)C1=CC=CC=C1 FAQJJMHZNSSFSM-UHFFFAOYSA-N 0.000 description 1
• 125000003170 phenylsulfonyl group Chemical group C1(=CC=CC=C1)S(=O)(=O)* 0.000 description 1
• NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 1
• 150000003904 phospholipids Chemical group 0.000 description 1
• 150000003009 phosphonic acids Chemical class 0.000 description 1
• 150000003016 phosphoric acids Chemical class 0.000 description 1
• LFGREXWGYUGZLY-UHFFFAOYSA-N phosphoryl Chemical group [P]=O LFGREXWGYUGZLY-UHFFFAOYSA-N 0.000 description 1
• BZQFBWGGLXLEPQ-REOHCLBHSA-N phosphoserine Chemical compound OC(=O)[C@@H](N)COP(O)(O)=O BZQFBWGGLXLEPQ-REOHCLBHSA-N 0.000 description 1
• USRGIUJOYOXOQJ-GBXIJSLDSA-N phosphothreonine Chemical compound OP(=O)(O)O[C@H](C)[C@H](N)C(O)=O USRGIUJOYOXOQJ-GBXIJSLDSA-N 0.000 description 1
• 125000004592 phthalazinyl group Chemical group C1(=NN=CC2=CC=CC=C12)* 0.000 description 1
• 125000005633 phthalidyl group Chemical group 0.000 description 1
• 230000004962 physiological condition Effects 0.000 description 1
• 230000001766 physiological effect Effects 0.000 description 1
• 239000006187 pill Substances 0.000 description 1
• 150000004885 piperazines Chemical class 0.000 description 1
• 125000004193 piperazinyl group Chemical group 0.000 description 1
• 125000000587 piperidin-1-yl group Chemical group [H]C1([H])N(*)C([H])([H])C([H])([H])C([H])([H])C1([H])[H] 0.000 description 1
• 150000003053 piperidines Chemical class 0.000 description 1
• 125000003386 piperidinyl group Chemical group 0.000 description 1
• 125000005547 pivalate group Chemical group 0.000 description 1
• 239000004033 plastic Substances 0.000 description 1
• 229920003023 plastic Polymers 0.000 description 1
• BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Chemical compound [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 description 1
• 239000002798 polar solvent Substances 0.000 description 1
• 125000003367 polycyclic group Chemical group 0.000 description 1
• 229920000728 polyester Polymers 0.000 description 1
• 229920001223 polyethylene glycol Polymers 0.000 description 1
• 238000006116 polymerization reaction Methods 0.000 description 1
• 229920002223 polystyrene Polymers 0.000 description 1
• 239000005077 polysulfide Substances 0.000 description 1
• 229920001021 polysulfide Polymers 0.000 description 1
• 150000008117 polysulfides Polymers 0.000 description 1
• 235000021395 porridge Nutrition 0.000 description 1
• 239000011591 potassium Substances 0.000 description 1
• 244000144977 poultry Species 0.000 description 1
• 239000003755 preservative agent Substances 0.000 description 1
• 230000002335 preservative effect Effects 0.000 description 1
• 150000003138 primary alcohols Chemical class 0.000 description 1
• 150000003141 primary amines Chemical class 0.000 description 1
• 238000004886 process control Methods 0.000 description 1
• 238000003672 processing method Methods 0.000 description 1
• 125000001500 prolyl group Chemical group [H]N1C([H])(C(=O)[*])C([H])([H])C([H])([H])C1([H])[H] 0.000 description 1
• KCXFHTAICRTXLI-UHFFFAOYSA-N propane-1-sulfonic acid Chemical compound CCCS(O)(=O)=O KCXFHTAICRTXLI-UHFFFAOYSA-N 0.000 description 1
• 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
• 230000001681 protective effect Effects 0.000 description 1
• 235000004252 protein component Nutrition 0.000 description 1
• 230000005588 protonation Effects 0.000 description 1
• 125000001042 pteridinyl group Chemical group N1=C(N=CC2=NC=CN=C12)* 0.000 description 1
• 230000002685 pulmonary effect Effects 0.000 description 1
• 125000004309 pyranyl group Chemical group O1C(C=CC=C1)* 0.000 description 1
• 125000004307 pyrazin-2-yl group Chemical group [H]C1=C([H])N=C(*)C([H])=N1 0.000 description 1
• 125000004944 pyrazin-3-yl group Chemical group [H]C1=C([H])N=C(*)C([H])=N1 0.000 description 1
• UCQFSGCWHRTMGG-UHFFFAOYSA-N pyrazole-1-carboximidamide Chemical class NC(=N)N1C=CC=N1 UCQFSGCWHRTMGG-UHFFFAOYSA-N 0.000 description 1
• 150000003217 pyrazoles Chemical class 0.000 description 1
• 125000003072 pyrazolidinyl group Chemical group 0.000 description 1
• 150000003219 pyrazolines Chemical class 0.000 description 1
• 125000002755 pyrazolinyl group Chemical group 0.000 description 1
• 125000002206 pyridazin-3-yl group Chemical group [H]C1=C([H])C([H])=C(*)N=N1 0.000 description 1
• 125000004940 pyridazin-4-yl group Chemical group N1=NC=C(C=C1)* 0.000 description 1
• 125000004941 pyridazin-5-yl group Chemical group N1=NC=CC(=C1)* 0.000 description 1
• PBMFSQRYOILNGV-UHFFFAOYSA-N pyridazine Chemical group C1=CC=NN=C1 PBMFSQRYOILNGV-UHFFFAOYSA-N 0.000 description 1
• PTMBWNZJOQBTBK-UHFFFAOYSA-N pyridin-4-ylmethanol Chemical compound OCC1=CC=NC=C1 PTMBWNZJOQBTBK-UHFFFAOYSA-N 0.000 description 1
• 125000000719 pyrrolidinyl group Chemical group 0.000 description 1
• 125000001422 pyrrolinyl group Chemical group 0.000 description 1
• 125000000168 pyrrolyl group Chemical group 0.000 description 1
• 238000003908 quality control method Methods 0.000 description 1
• 238000012207 quantitative assay Methods 0.000 description 1
• 150000003242 quaternary ammonium salts Chemical class 0.000 description 1
• 125000001567 quinoxalinyl group Chemical group N1=C(C=NC2=CC=CC=C12)* 0.000 description 1
• 150000003254 radicals Chemical class 0.000 description 1
• 230000009257 reactivity Effects 0.000 description 1
• 230000006798 recombination Effects 0.000 description 1
• 238000005215 recombination Methods 0.000 description 1
• 230000008929 regeneration Effects 0.000 description 1
• 238000011069 regeneration method Methods 0.000 description 1
• 230000001105 regulatory effect Effects 0.000 description 1
• 230000010076 replication Effects 0.000 description 1
• 238000011160 research Methods 0.000 description 1
• 230000004044 response Effects 0.000 description 1
• 229960000888 rimantadine Drugs 0.000 description 1
• 125000006413 ring segment Chemical group 0.000 description 1
• 150000003902 salicylic acid esters Chemical class 0.000 description 1
• 229940043230 sarcosine Drugs 0.000 description 1
• 125000002914 sec-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
• 125000005629 sialic acid group Chemical group 0.000 description 1
• 238000007086 side reaction Methods 0.000 description 1
• 229910052708 sodium Inorganic materials 0.000 description 1
• JVBXVOWTABLYPX-UHFFFAOYSA-L sodium dithionite Chemical compound [Na+].[Na+].[O-]S(=O)S([O-])=O JVBXVOWTABLYPX-UHFFFAOYSA-L 0.000 description 1
• 239000004402 sodium ethyl p-hydroxybenzoate Substances 0.000 description 1
• 239000004289 sodium hydrogen sulphite Substances 0.000 description 1
• 235000019333 sodium laurylsulphate Nutrition 0.000 description 1
• LPXPTNMVRIOKMN-UHFFFAOYSA-M sodium nitrite Substances [Na+].[O-]N=O LPXPTNMVRIOKMN-UHFFFAOYSA-M 0.000 description 1
• 238000005063 solubilization Methods 0.000 description 1
• 230000007928 solubilization Effects 0.000 description 1
• 239000000600 sorbitol Substances 0.000 description 1
• 235000010356 sorbitol Nutrition 0.000 description 1
• 210000003802 sputum Anatomy 0.000 description 1
• 208000024794 sputum Diseases 0.000 description 1
• 239000008117 stearic acid Substances 0.000 description 1
• 230000000707 stereoselective effect Effects 0.000 description 1
• 239000003270 steroid hormone Substances 0.000 description 1
• 150000003431 steroids Chemical class 0.000 description 1
• 238000003860 storage Methods 0.000 description 1
• 238000007920 subcutaneous administration Methods 0.000 description 1
• KDYFGRWQOYBRFD-UHFFFAOYSA-L succinate(2-) Chemical compound [O-]C(=O)CCC([O-])=O KDYFGRWQOYBRFD-UHFFFAOYSA-L 0.000 description 1
• 229940014800 succinic anhydride Drugs 0.000 description 1
• OHEFFKYYKJVVOX-UHFFFAOYSA-N sulcatol Natural products CC(O)CCC=C(C)C OHEFFKYYKJVVOX-UHFFFAOYSA-N 0.000 description 1
• 125000004646 sulfenyl group Chemical group S(*)* 0.000 description 1
• 150000003455 sulfinic acids Chemical class 0.000 description 1
• BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 description 1
• 150000003871 sulfonates Chemical class 0.000 description 1
• 150000003457 sulfones Chemical class 0.000 description 1
• 125000000472 sulfonyl group Chemical group *S(*)(=O)=O 0.000 description 1
• 150000003463 sulfur Chemical class 0.000 description 1
• 125000004434 sulfur atom Chemical group 0.000 description 1
• 239000000829 suppository Substances 0.000 description 1
• 239000000375 suspending agent Substances 0.000 description 1
• 238000013268 sustained release Methods 0.000 description 1
• 239000012730 sustained-release form Substances 0.000 description 1
• 210000001138 tear Anatomy 0.000 description 1
• 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
• NPDBDJFLKKQMCM-UHFFFAOYSA-N tert-butylglycine Chemical compound CC(C)(C)C(N)C(O)=O NPDBDJFLKKQMCM-UHFFFAOYSA-N 0.000 description 1
• 125000003039 tetrahydroisoquinolinyl group Chemical group C1(NCCC2=CC=CC=C12)* 0.000 description 1
• OULAJFUGPPVRBK-UHFFFAOYSA-N tetratriacontyl alcohol Natural products CCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCO OULAJFUGPPVRBK-UHFFFAOYSA-N 0.000 description 1
• 239000004753 textile Substances 0.000 description 1
• 229940124597 therapeutic agent Drugs 0.000 description 1
• 125000004627 thianthrenyl group Chemical group C1(=CC=CC=2SC3=CC=CC=C3SC12)* 0.000 description 1
• 239000002562 thickening agent Substances 0.000 description 1
• 238000004809 thin layer chromatography Methods 0.000 description 1
• 150000003568 thioethers Chemical class 0.000 description 1
• 125000005032 thiofuranyl group Chemical group S1C(=CC=C1)* 0.000 description 1
• 150000003573 thiols Chemical class 0.000 description 1
• YSMODUONRAFBET-WHFBIAKZSA-N threo-5-hydroxy-L-lysine Chemical compound NC[C@@H](O)CC[C@H](N)C(O)=O YSMODUONRAFBET-WHFBIAKZSA-N 0.000 description 1
• UIERETOOQGIECD-ONEGZZNKSA-N tiglic acid Chemical compound C\C=C(/C)C(O)=O UIERETOOQGIECD-ONEGZZNKSA-N 0.000 description 1
• 150000003613 toluenes Chemical class 0.000 description 1
• 125000005490 tosylate group Chemical group 0.000 description 1
• HIPIENNKVJCMAP-UHFFFAOYSA-N trans-chrysanthemyl alcohol Natural products CC(C)=CC1C(CO)C1(C)C HIPIENNKVJCMAP-UHFFFAOYSA-N 0.000 description 1
• 230000007704 transition Effects 0.000 description 1
• 150000003626 triacylglycerols Chemical class 0.000 description 1
• 125000004665 trialkylsilyl group Chemical group 0.000 description 1
• 229940066528 trichloroacetate Drugs 0.000 description 1
• YNJBWRMUSHSURL-UHFFFAOYSA-N trichloroacetic acid Chemical compound OC(=O)C(Cl)(Cl)Cl YNJBWRMUSHSURL-UHFFFAOYSA-N 0.000 description 1
• UFTFJSFQGQCHQW-UHFFFAOYSA-N triformin Chemical group O=COCC(OC=O)COC=O UFTFJSFQGQCHQW-UHFFFAOYSA-N 0.000 description 1
• UORVGPXVDQYIDP-UHFFFAOYSA-N trihydridoboron Substances B UORVGPXVDQYIDP-UHFFFAOYSA-N 0.000 description 1
• 125000000025 triisopropylsilyl group Chemical group C(C)(C)[Si](C(C)C)(C(C)C)* 0.000 description 1
• 125000001701 trimethoxybenzyl group Chemical group 0.000 description 1
• MDCWDBMBZLORER-UHFFFAOYSA-N triphenyl borate Chemical compound C=1C=CC=CC=1OB(OC=1C=CC=CC=1)OC1=CC=CC=C1 MDCWDBMBZLORER-UHFFFAOYSA-N 0.000 description 1
• JBWKIWSBJXDJDT-UHFFFAOYSA-N triphenylmethyl chloride Chemical compound C=1C=CC=CC=1C(C=1C=CC=CC=1)(Cl)C1=CC=CC=C1 JBWKIWSBJXDJDT-UHFFFAOYSA-N 0.000 description 1
• 229910052721 tungsten Inorganic materials 0.000 description 1
• 239000010937 tungsten Substances 0.000 description 1
• 238000007039 two-step reaction Methods 0.000 description 1
• JOYRKODLDBILNP-UHFFFAOYSA-N urethane group Chemical group NC(=O)OCC JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 description 1
• 230000036325 urinary excretion Effects 0.000 description 1
• 238000009849 vacuum degassing Methods 0.000 description 1
• 238000009489 vacuum treatment Methods 0.000 description 1
• NQPDZGIKBAWPEJ-UHFFFAOYSA-N valeric acid Chemical compound CCCCC(O)=O NQPDZGIKBAWPEJ-UHFFFAOYSA-N 0.000 description 1
• 229910052720 vanadium Inorganic materials 0.000 description 1
• 229940118696 vibrio cholerae Drugs 0.000 description 1
• 210000002845 virion Anatomy 0.000 description 1
• 239000008215 water for injection Substances 0.000 description 1
• 238000005303 weighing Methods 0.000 description 1
• 239000000080 wetting agent Substances 0.000 description 1
• 229910052727 yttrium Inorganic materials 0.000 description 1
• 229910052725 zinc Inorganic materials 0.000 description 1
• 239000011701 zinc Substances 0.000 description 1