RU2543379C2 - Замещенные гамма-лактамы в качестве терапевтических агентов - Google Patents

Info

Publication number

RU2543379C2

RU2543379C2 RU2010144637/04A RU2010144637A RU2543379C2 RU 2543379 C2 RU2543379 C2 RU 2543379C2 RU 2010144637/04 A RU2010144637/04 A RU 2010144637/04A RU 2010144637 A RU2010144637 A RU 2010144637A RU 2543379 C2 RU2543379 C2 RU 2543379C2

Authority

RU

Russia

Prior art keywords

mmol

compound

vacuo

added

concentrated

Prior art date

2008-04-24

Links

• Espacenet
• Global Dossier
• Discuss

• 239000003814 drug Substances 0.000 title abstract description 62
• 125000001965 gamma-lactamyl group Chemical group 0.000 title 1
• 229940124597 therapeutic agent Drugs 0.000 title 1
• 150000001875 compounds Chemical class 0.000 claims abstract description 213
• 208000010412 Glaucoma Diseases 0.000 claims abstract description 49
• 206010030043 Ocular hypertension Diseases 0.000 claims abstract description 33
• 241000124008 Mammalia Species 0.000 claims description 46
• 230000000694 effects Effects 0.000 abstract description 17
• 239000000126 substance Substances 0.000 abstract description 5
• 239000003795 chemical substances by application Substances 0.000 abstract description 2
• XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 162
• OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 129
• 239000000243 solution Substances 0.000 description 90
• 239000011541 reaction mixture Substances 0.000 description 87
• 235000002639 sodium chloride Nutrition 0.000 description 85
• 150000003839 salts Chemical class 0.000 description 82
• 235000019439 ethyl acetate Nutrition 0.000 description 81
• RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 76
• 239000000651 prodrug Substances 0.000 description 74
• 229940002612 prodrug Drugs 0.000 description 74
• 239000000203 mixture Substances 0.000 description 67
• 239000011734 sodium Substances 0.000 description 56
• 238000000746 purification Methods 0.000 description 55
• 239000000284 extract Substances 0.000 description 54
• VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 47
• WMFOQBRAJBCJND-UHFFFAOYSA-M Lithium hydroxide Chemical compound [Li+].[OH-] WMFOQBRAJBCJND-UHFFFAOYSA-M 0.000 description 45
• 238000004519 manufacturing process Methods 0.000 description 44
• 230000002265 prevention Effects 0.000 description 39
• LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 35
• 229920006395 saturated elastomer Polymers 0.000 description 32
• 239000012267 brine Substances 0.000 description 31
• HPALAKNZSZLMCH-UHFFFAOYSA-M sodium;chloride;hydrate Chemical compound O.[Na+].[Cl-] HPALAKNZSZLMCH-UHFFFAOYSA-M 0.000 description 31
• 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 description 30
• 150000002148 esters Chemical class 0.000 description 29
• XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 27
• 150000003180 prostaglandins Chemical class 0.000 description 26
• WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 25
• VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 25
• 201000010099 disease Diseases 0.000 description 25
• 238000010898 silica gel chromatography Methods 0.000 description 25
• 150000001299 aldehydes Chemical class 0.000 description 24
• 238000006243 chemical reaction Methods 0.000 description 24
• 201000004384 Alopecia Diseases 0.000 description 23
• 210000004209 hair Anatomy 0.000 description 23
• 238000012746 preparative thin layer chromatography Methods 0.000 description 23
• IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 22
• VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 22
• 230000003676 hair loss Effects 0.000 description 21
• HZNVUJQVZSTENZ-UHFFFAOYSA-N 2,3-dichloro-5,6-dicyano-1,4-benzoquinone Chemical compound ClC1=C(Cl)C(=O)C(C#N)=C(C#N)C1=O HZNVUJQVZSTENZ-UHFFFAOYSA-N 0.000 description 20
• 229940079593 drug Drugs 0.000 description 20
• 239000012299 nitrogen atmosphere Substances 0.000 description 20
• 210000000720 eyelash Anatomy 0.000 description 19
• 239000000706 filtrate Substances 0.000 description 17
• 238000002360 preparation method Methods 0.000 description 17
• 238000007127 saponification reaction Methods 0.000 description 17
• 102100028654 Sperm-associated antigen 11B Human genes 0.000 description 15
• ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 15
• 230000002207 retinal effect Effects 0.000 description 15
• 150000001336 alkenes Chemical class 0.000 description 14
• 239000000872 buffer Substances 0.000 description 13
• 230000001965 increasing effect Effects 0.000 description 13
• 235000010290 biphenyl Nutrition 0.000 description 12
• 239000004305 biphenyl Substances 0.000 description 12
• 238000003818 flash chromatography Methods 0.000 description 12
• 230000003779 hair growth Effects 0.000 description 12
• ZUOUZKKEUPVFJK-UHFFFAOYSA-N phenylbenzene Natural products C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 description 12
• 239000000741 silica gel Substances 0.000 description 12
• 229910002027 silica gel Inorganic materials 0.000 description 12
• 108090000371 Esterases Proteins 0.000 description 11
• 241000283973 Oryctolagus cuniculus Species 0.000 description 11
• 230000004410 intraocular pressure Effects 0.000 description 11
• 210000004185 liver Anatomy 0.000 description 11
• 238000000034 method Methods 0.000 description 11
• 229910052757 nitrogen Inorganic materials 0.000 description 11
• 206010061218 Inflammation Diseases 0.000 description 10
• 210000000744 eyelid Anatomy 0.000 description 10
• 230000004054 inflammatory process Effects 0.000 description 10
• -1 mono- Chemical class 0.000 description 10
• 238000005406 washing Methods 0.000 description 10
• UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 9
• 238000003747 Grignard reaction Methods 0.000 description 9
• UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 9
• 206010020772 Hypertension Diseases 0.000 description 9
• 230000001154 acute effect Effects 0.000 description 9
• 239000001257 hydrogen Substances 0.000 description 9
• 229910052739 hydrogen Inorganic materials 0.000 description 9
• 208000002780 macular degeneration Diseases 0.000 description 9
• 239000000546 pharmaceutical excipient Substances 0.000 description 9
• 239000003755 preservative agent Substances 0.000 description 9
• 239000007787 solid Substances 0.000 description 9
• 206010046851 Uveitis Diseases 0.000 description 8
• 239000000556 agonist Substances 0.000 description 8
• 230000029936 alkylation Effects 0.000 description 8
• 238000005804 alkylation reaction Methods 0.000 description 8
• 239000007788 liquid Substances 0.000 description 8
• 239000002674 ointment Substances 0.000 description 8
• 239000000047 product Substances 0.000 description 8
• 230000000699 topical effect Effects 0.000 description 8
• 239000003643 water by type Substances 0.000 description 8
• 229920000742 Cotton Polymers 0.000 description 7
• KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical compound [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 description 7
• 238000010511 deprotection reaction Methods 0.000 description 7
• 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 7
• 230000001590 oxidative effect Effects 0.000 description 7
• NTTOTNSKUYCDAV-UHFFFAOYSA-N potassium hydride Chemical compound [KH] NTTOTNSKUYCDAV-UHFFFAOYSA-N 0.000 description 7
• 229910000105 potassium hydride Inorganic materials 0.000 description 7
• 238000010992 reflux Methods 0.000 description 7
• PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 6
• 208000002193 Pain Diseases 0.000 description 6
• HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 6
• 206010064930 age-related macular degeneration Diseases 0.000 description 6
• 229960002470 bimatoprost Drugs 0.000 description 6
• AQOKCDNYWBIDND-FTOWTWDKSA-N bimatoprost Chemical compound CCNC(=O)CCC\C=C/C[C@H]1[C@@H](O)C[C@@H](O)[C@@H]1\C=C\[C@@H](O)CCC1=CC=CC=C1 AQOKCDNYWBIDND-FTOWTWDKSA-N 0.000 description 6
• 230000036407 pain Effects 0.000 description 6
• 239000008194 pharmaceutical composition Substances 0.000 description 6
• NLKNQRATVPKPDG-UHFFFAOYSA-M potassium iodide Chemical compound [K+].[I-] NLKNQRATVPKPDG-UHFFFAOYSA-M 0.000 description 6
• 230000004936 stimulating effect Effects 0.000 description 6
• 238000001356 surgical procedure Methods 0.000 description 6
• CXNIUSPIQKWYAI-UHFFFAOYSA-N xantphos Chemical compound C=12OC3=C(P(C=4C=CC=CC=4)C=4C=CC=CC=4)C=CC=C3C(C)(C)C2=CC=CC=1P(C=1C=CC=CC=1)C1=CC=CC=C1 CXNIUSPIQKWYAI-UHFFFAOYSA-N 0.000 description 6
• 206010012689 Diabetic retinopathy Diseases 0.000 description 5
• 206010028980 Neoplasm Diseases 0.000 description 5
• 239000002253 acid Substances 0.000 description 5
• 210000002159 anterior chamber Anatomy 0.000 description 5
• 239000012298 atmosphere Substances 0.000 description 5
• 239000006071 cream Substances 0.000 description 5
• 239000003921 oil Substances 0.000 description 5
• 230000003647 oxidation Effects 0.000 description 5
• 238000007254 oxidation reaction Methods 0.000 description 5
• 210000004761 scalp Anatomy 0.000 description 5
• 238000003756 stirring Methods 0.000 description 5
• 239000000725 suspension Substances 0.000 description 5
• RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 description 4
• ZRYZBQLXDKPBDU-UHFFFAOYSA-N 4-bromobenzaldehyde Chemical compound BrC1=CC=C(C=O)C=C1 ZRYZBQLXDKPBDU-UHFFFAOYSA-N 0.000 description 4
• 206010007027 Calculus urinary Diseases 0.000 description 4
• 241000282472 Canis lupus familiaris Species 0.000 description 4
• 208000011231 Crohn disease Diseases 0.000 description 4
• 201000004624 Dermatitis Diseases 0.000 description 4
• 208000015924 Lithiasis Diseases 0.000 description 4
• 241001465754 Metazoa Species 0.000 description 4
• 208000001132 Osteoporosis Diseases 0.000 description 4
• FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 4
• 239000003963 antioxidant agent Substances 0.000 description 4
• 208000010668 atopic eczema Diseases 0.000 description 4
• 229960000686 benzalkonium chloride Drugs 0.000 description 4
• CADWTSSKOVRVJC-UHFFFAOYSA-N benzyl(dimethyl)azanium;chloride Chemical compound [Cl-].C[NH+](C)CC1=CC=CC=C1 CADWTSSKOVRVJC-UHFFFAOYSA-N 0.000 description 4
• OSASVXMJTNOKOY-UHFFFAOYSA-N chlorobutanol Chemical compound CC(C)(O)C(Cl)(Cl)Cl OSASVXMJTNOKOY-UHFFFAOYSA-N 0.000 description 4
• 208000035475 disorder Diseases 0.000 description 4
• 239000003480 eluent Substances 0.000 description 4
• 210000004709 eyebrow Anatomy 0.000 description 4
• 238000004128 high performance liquid chromatography Methods 0.000 description 4
• XWCQLLDGXBLGMD-UHFFFAOYSA-M magnesium;pentane;bromide Chemical compound [Mg+2].[Br-].CCCC[CH2-] XWCQLLDGXBLGMD-UHFFFAOYSA-M 0.000 description 4
• IUYHWZFSGMZEOG-UHFFFAOYSA-M magnesium;propane;chloride Chemical compound [Mg+2].[Cl-].C[CH-]C IUYHWZFSGMZEOG-UHFFFAOYSA-M 0.000 description 4
• LXCFILQKKLGQFO-UHFFFAOYSA-N methylparaben Chemical compound COC(=O)C1=CC=C(O)C=C1 LXCFILQKKLGQFO-UHFFFAOYSA-N 0.000 description 4
• 201000008482 osteoarthritis Diseases 0.000 description 4
• 229940094443 oxytocics prostaglandins Drugs 0.000 description 4
• 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 4
• 206010039073 rheumatoid arthritis Diseases 0.000 description 4
• 239000007858 starting material Substances 0.000 description 4
• 239000004094 surface-active agent Substances 0.000 description 4
• 230000001225 therapeutic effect Effects 0.000 description 4
• 238000004809 thin layer chromatography Methods 0.000 description 4
• XEZNGIUYQVAUSS-UHFFFAOYSA-N 18-crown-6 Chemical compound C1COCCOCCOCCOCCOCCO1 XEZNGIUYQVAUSS-UHFFFAOYSA-N 0.000 description 3
• CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 3
• 201000002862 Angle-Closure Glaucoma Diseases 0.000 description 3
• 208000009137 Behcet syndrome Diseases 0.000 description 3
• 241000282693 Cercopithecidae Species 0.000 description 3
• 206010010356 Congenital anomaly Diseases 0.000 description 3
• IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 3
• LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 3
• 206010016654 Fibrosis Diseases 0.000 description 3
• WQZGKKKJIJFFOK-GASJEMHNSA-N Glucose Natural products OC[C@H]1OC(O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-GASJEMHNSA-N 0.000 description 3
• 208000031886 HIV Infections Diseases 0.000 description 3
• 208000037357 HIV infectious disease Diseases 0.000 description 3
• 208000022559 Inflammatory bowel disease Diseases 0.000 description 3
• 206010027476 Metastases Diseases 0.000 description 3
• 239000004372 Polyvinyl alcohol Substances 0.000 description 3
• 208000002158 Proliferative Vitreoretinopathy Diseases 0.000 description 3
• JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical group C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 3
• 206010038848 Retinal detachment Diseases 0.000 description 3
• 208000017442 Retinal disease Diseases 0.000 description 3
• 206010038934 Retinopathy proliferative Diseases 0.000 description 3
• KEAYESYHFKHZAL-UHFFFAOYSA-N Sodium Chemical compound [Na] KEAYESYHFKHZAL-UHFFFAOYSA-N 0.000 description 3
• 206010042674 Swelling Diseases 0.000 description 3
• 230000002159 abnormal effect Effects 0.000 description 3
• 239000002671 adjuvant Substances 0.000 description 3
• 239000000048 adrenergic agonist Substances 0.000 description 3
• 150000001408 amides Chemical class 0.000 description 3
• 210000001742 aqueous humor Anatomy 0.000 description 3
• 239000007864 aqueous solution Substances 0.000 description 3
• 238000006254 arylation reaction Methods 0.000 description 3
• 208000006673 asthma Diseases 0.000 description 3
• 239000002876 beta blocker Substances 0.000 description 3
• WQZGKKKJIJFFOK-VFUOTHLCSA-N beta-D-glucose Chemical compound OC[C@H]1O[C@@H](O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-VFUOTHLCSA-N 0.000 description 3
• 150000001732 carboxylic acid derivatives Chemical class 0.000 description 3
• 239000003054 catalyst Substances 0.000 description 3
• 239000002738 chelating agent Substances 0.000 description 3
• 230000001684 chronic effect Effects 0.000 description 3
• KPUWHANPEXNPJT-UHFFFAOYSA-N disiloxane Chemical compound [SiH3]O[SiH3] KPUWHANPEXNPJT-UHFFFAOYSA-N 0.000 description 3
• 239000003995 emulsifying agent Substances 0.000 description 3
• 230000002496 gastric effect Effects 0.000 description 3
• 239000000499 gel Substances 0.000 description 3
• 235000011187 glycerol Nutrition 0.000 description 3
• 208000033519 human immunodeficiency virus infectious disease Diseases 0.000 description 3
• 238000005984 hydrogenation reaction Methods 0.000 description 3
• 238000001727 in vivo Methods 0.000 description 3
• 208000015181 infectious disease Diseases 0.000 description 3
• 150000002576 ketones Chemical class 0.000 description 3
• 208000021971 neovascular inflammatory vitreoretinopathy Diseases 0.000 description 3
• 231100000252 nontoxic Toxicity 0.000 description 3
• 230000003000 nontoxic effect Effects 0.000 description 3
• 230000036439 ocular surface hyperemia Effects 0.000 description 3
• 230000003287 optical effect Effects 0.000 description 3
• 239000012074 organic phase Substances 0.000 description 3
• 239000006174 pH buffer Substances 0.000 description 3
• 239000012071 phase Substances 0.000 description 3
• 229920003023 plastic Polymers 0.000 description 3
• 239000004033 plastic Substances 0.000 description 3
• 229920002451 polyvinyl alcohol Polymers 0.000 description 3
• 230000002335 preservative effect Effects 0.000 description 3
• 230000006785 proliferative vitreoretinopathy Effects 0.000 description 3
• GRJJQCWNZGRKAU-UHFFFAOYSA-N pyridin-1-ium;fluoride Chemical compound F.C1=CC=NC=C1 GRJJQCWNZGRKAU-UHFFFAOYSA-N 0.000 description 3
• 230000004264 retinal detachment Effects 0.000 description 3
• 239000011780 sodium chloride Substances 0.000 description 3
• 239000012312 sodium hydride Substances 0.000 description 3
• 229910000104 sodium hydride Inorganic materials 0.000 description 3
• 230000008961 swelling Effects 0.000 description 3
• ASGMFNBUXDJWJJ-JLCFBVMHSA-N (1R,3R)-3-[[3-bromo-1-[4-(5-methyl-1,3,4-thiadiazol-2-yl)phenyl]pyrazolo[3,4-d]pyrimidin-6-yl]amino]-N,1-dimethylcyclopentane-1-carboxamide Chemical compound BrC1=NN(C2=NC(=NC=C21)N[C@H]1C[C@@](CC1)(C(=O)NC)C)C1=CC=C(C=C1)C=1SC(=NN=1)C ASGMFNBUXDJWJJ-JLCFBVMHSA-N 0.000 description 2
• ABJSOROVZZKJGI-OCYUSGCXSA-N (1r,2r,4r)-2-(4-bromophenyl)-n-[(4-chlorophenyl)-(2-fluoropyridin-4-yl)methyl]-4-morpholin-4-ylcyclohexane-1-carboxamide Chemical compound C1=NC(F)=CC(C(NC(=O)[C@H]2[C@@H](C[C@@H](CC2)N2CCOCC2)C=2C=CC(Br)=CC=2)C=2C=CC(Cl)=CC=2)=C1 ABJSOROVZZKJGI-OCYUSGCXSA-N 0.000 description 2
• SZUVGFMDDVSKSI-WIFOCOSTSA-N (1s,2s,3s,5r)-1-(carboxymethyl)-3,5-bis[(4-phenoxyphenyl)methyl-propylcarbamoyl]cyclopentane-1,2-dicarboxylic acid Chemical compound O=C([C@@H]1[C@@H]([C@](CC(O)=O)([C@H](C(=O)N(CCC)CC=2C=CC(OC=3C=CC=CC=3)=CC=2)C1)C(O)=O)C(O)=O)N(CCC)CC(C=C1)=CC=C1OC1=CC=CC=C1 SZUVGFMDDVSKSI-WIFOCOSTSA-N 0.000 description 2
• KIUKXJAPPMFGSW-DNGZLQJQSA-N (2S,3S,4S,5R,6R)-6-[(2S,3R,4R,5S,6R)-3-Acetamido-2-[(2S,3S,4R,5R,6R)-6-[(2R,3R,4R,5S,6R)-3-acetamido-2,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl]oxy-2-carboxy-4,5-dihydroxyoxan-3-yl]oxy-5-hydroxy-6-(hydroxymethyl)oxan-4-yl]oxy-3,4,5-trihydroxyoxane-2-carboxylic acid Chemical compound CC(=O)N[C@H]1[C@H](O)O[C@H](CO)[C@@H](O)[C@@H]1O[C@H]1[C@H](O)[C@@H](O)[C@H](O[C@H]2[C@@H]([C@@H](O[C@H]3[C@@H]([C@@H](O)[C@H](O)[C@H](O3)C(O)=O)O)[C@H](O)[C@@H](CO)O2)NC(C)=O)[C@@H](C(O)=O)O1 KIUKXJAPPMFGSW-DNGZLQJQSA-N 0.000 description 2
• IUSARDYWEPUTPN-OZBXUNDUSA-N (2r)-n-[(2s,3r)-4-[[(4s)-6-(2,2-dimethylpropyl)spiro[3,4-dihydropyrano[2,3-b]pyridine-2,1'-cyclobutane]-4-yl]amino]-3-hydroxy-1-[3-(1,3-thiazol-2-yl)phenyl]butan-2-yl]-2-methoxypropanamide Chemical compound C([C@H](NC(=O)[C@@H](C)OC)[C@H](O)CN[C@@H]1C2=CC(CC(C)(C)C)=CN=C2OC2(CCC2)C1)C(C=1)=CC=CC=1C1=NC=CS1 IUSARDYWEPUTPN-OZBXUNDUSA-N 0.000 description 2
• VIJSPAIQWVPKQZ-BLECARSGSA-N (2s)-2-[[(2s)-2-[[(2s)-2-[[(2s)-2-[[(2s)-2-[[(2s)-2-acetamido-5-(diaminomethylideneamino)pentanoyl]amino]-4-methylpentanoyl]amino]-4,4-dimethylpentanoyl]amino]-4-methylpentanoyl]amino]propanoyl]amino]-5-(diaminomethylideneamino)pentanoic acid Chemical compound NC(=N)NCCC[C@@H](C(O)=O)NC(=O)[C@H](C)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](CC(C)(C)C)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](CCCNC(N)=N)NC(C)=O VIJSPAIQWVPKQZ-BLECARSGSA-N 0.000 description 2
• 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 2
• 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 2
• HUWSZNZAROKDRZ-RRLWZMAJSA-N (3r,4r)-3-azaniumyl-5-[[(2s,3r)-1-[(2s)-2,3-dicarboxypyrrolidin-1-yl]-3-methyl-1-oxopentan-2-yl]amino]-5-oxo-4-sulfanylpentane-1-sulfonate Chemical compound OS(=O)(=O)CC[C@@H](N)[C@@H](S)C(=O)N[C@@H]([C@H](C)CC)C(=O)N1CCC(C(O)=O)[C@H]1C(O)=O HUWSZNZAROKDRZ-RRLWZMAJSA-N 0.000 description 2
• 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 2
• MHSLDASSAFCCDO-UHFFFAOYSA-N 1-(5-tert-butyl-2-methylpyrazol-3-yl)-3-(4-pyridin-4-yloxyphenyl)urea Chemical compound CN1N=C(C(C)(C)C)C=C1NC(=O)NC(C=C1)=CC=C1OC1=CC=NC=C1 MHSLDASSAFCCDO-UHFFFAOYSA-N 0.000 description 2
• MOHYOXXOKFQHDC-UHFFFAOYSA-N 1-(chloromethyl)-4-methoxybenzene Chemical compound COC1=CC=C(CCl)C=C1 MOHYOXXOKFQHDC-UHFFFAOYSA-N 0.000 description 2
• KQZLRWGGWXJPOS-NLFPWZOASA-N 1-[(1R)-1-(2,4-dichlorophenyl)ethyl]-6-[(4S,5R)-4-[(2S)-2-(hydroxymethyl)pyrrolidin-1-yl]-5-methylcyclohexen-1-yl]pyrazolo[3,4-b]pyrazine-3-carbonitrile Chemical compound ClC1=C(C=CC(=C1)Cl)[C@@H](C)N1N=C(C=2C1=NC(=CN=2)C1=CC[C@@H]([C@@H](C1)C)N1[C@@H](CCC1)CO)C#N KQZLRWGGWXJPOS-NLFPWZOASA-N 0.000 description 2
• KVCSKMBRLDVFLV-UHFFFAOYSA-N 1-bromo-4-[7-[(4-methoxyphenyl)methoxy]heptyl]benzene Chemical compound COC1=CC=C(COCCCCCCCC2=CC=C(C=C2)Br)C=C1 KVCSKMBRLDVFLV-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
• QEBYEVQKHRUYPE-UHFFFAOYSA-N 2-(2-chlorophenyl)-5-[(1-methylpyrazol-3-yl)methyl]-4-[[methyl(pyridin-3-ylmethyl)amino]methyl]-1h-pyrazolo[4,3-c]pyridine-3,6-dione Chemical compound C1=CN(C)N=C1CN1C(=O)C=C2NN(C=3C(=CC=CC=3)Cl)C(=O)C2=C1CN(C)CC1=CC=CN=C1 QEBYEVQKHRUYPE-UHFFFAOYSA-N 0.000 description 2
• IZHVBANLECCAGF-UHFFFAOYSA-N 2-hydroxy-3-(octadecanoyloxy)propyl octadecanoate Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCC(O)COC(=O)CCCCCCCCCCCCCCCCC IZHVBANLECCAGF-UHFFFAOYSA-N 0.000 description 2
• LFOIDLOIBZFWDO-UHFFFAOYSA-N 2-methoxy-6-[6-methoxy-4-[(3-phenylmethoxyphenyl)methoxy]-1-benzofuran-2-yl]imidazo[2,1-b][1,3,4]thiadiazole Chemical compound N1=C2SC(OC)=NN2C=C1C(OC1=CC(OC)=C2)=CC1=C2OCC(C=1)=CC=CC=1OCC1=CC=CC=C1 LFOIDLOIBZFWDO-UHFFFAOYSA-N 0.000 description 2
• 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 2
• 206010001889 Alveolitis Diseases 0.000 description 2
• 208000024827 Alzheimer disease Diseases 0.000 description 2
• 206010002383 Angina Pectoris Diseases 0.000 description 2
• 206010002556 Ankylosing Spondylitis Diseases 0.000 description 2
• 208000032467 Aplastic anaemia Diseases 0.000 description 2
• 208000004300 Atrophic Gastritis Diseases 0.000 description 2
• 208000020084 Bone disease Diseases 0.000 description 2
• 206010006002 Bone pain Diseases 0.000 description 2
• BTBUEUYNUDRHOZ-UHFFFAOYSA-N Borate Chemical compound [O-]B([O-])[O-] BTBUEUYNUDRHOZ-UHFFFAOYSA-N 0.000 description 2
• 206010048962 Brain oedema Diseases 0.000 description 2
• CPELXLSAUQHCOX-UHFFFAOYSA-M Bromide Chemical compound [Br-] CPELXLSAUQHCOX-UHFFFAOYSA-M 0.000 description 2
• 206010006811 Bursitis Diseases 0.000 description 2
• 0 CCCCCCC(c(cc1)ccc1N([C@@](COCc1ccc(*)[s]1)CC1)C1=O)O Chemical compound CCCCCCC(c(cc1)ccc1N([C@@](COCc1ccc(*)[s]1)CC1)C1=O)O 0.000 description 2
• 206010006895 Cachexia Diseases 0.000 description 2
• 201000009030 Carcinoma Diseases 0.000 description 2
• 208000009447 Cardiac Edema Diseases 0.000 description 2
• 206010007559 Cardiac failure congestive Diseases 0.000 description 2
• 208000002177 Cataract Diseases 0.000 description 2
• GHXZTYHSJHQHIJ-UHFFFAOYSA-N Chlorhexidine Chemical compound C=1C=C(Cl)C=CC=1NC(N)=NC(N)=NCCCCCCN=C(N)N=C(N)NC1=CC=C(Cl)C=C1 GHXZTYHSJHQHIJ-UHFFFAOYSA-N 0.000 description 2
• VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 2
• 208000002691 Choroiditis Diseases 0.000 description 2
• 208000015943 Coeliac disease Diseases 0.000 description 2
• 206010009900 Colitis ulcerative Diseases 0.000 description 2
• 229940127007 Compound 39 Drugs 0.000 description 2
• 206010010741 Conjunctivitis Diseases 0.000 description 2
• 206010010774 Constipation Diseases 0.000 description 2
• 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 2
• 206010012442 Dermatitis contact Diseases 0.000 description 2
• 208000002249 Diabetes Complications Diseases 0.000 description 2
• 208000007342 Diabetic Nephropathies Diseases 0.000 description 2
• 206010012655 Diabetic complications Diseases 0.000 description 2
• 206010054044 Diabetic microangiopathy Diseases 0.000 description 2
• 206010012688 Diabetic retinal oedema Diseases 0.000 description 2
• 206010012735 Diarrhoea Diseases 0.000 description 2
• 208000000381 Familial Hypophosphatemia Diseases 0.000 description 2
• 208000007882 Gastritis Diseases 0.000 description 2
• 208000036495 Gastritis atrophic Diseases 0.000 description 2
• 206010018364 Glomerulonephritis Diseases 0.000 description 2
• 201000005569 Gout Diseases 0.000 description 2
• 206010018634 Gouty Arthritis Diseases 0.000 description 2
• 206010019280 Heart failures Diseases 0.000 description 2
• 201000002563 Histoplasmosis Diseases 0.000 description 2
• 208000017604 Hodgkin disease Diseases 0.000 description 2
• 208000010747 Hodgkins lymphoma Diseases 0.000 description 2
• 208000037147 Hypercalcaemia Diseases 0.000 description 2
• 206010020584 Hypercalcaemia of malignancy Diseases 0.000 description 2
• 201000002980 Hyperparathyroidism Diseases 0.000 description 2
• 206010051232 Hyperphosphaturia Diseases 0.000 description 2
• 208000003456 Juvenile Arthritis Diseases 0.000 description 2
• 206010059176 Juvenile idiopathic arthritis Diseases 0.000 description 2
• 208000011200 Kawasaki disease Diseases 0.000 description 2
• 208000019693 Lung disease Diseases 0.000 description 2
• 208000035719 Maculopathy Diseases 0.000 description 2
• 229930195725 Mannitol Natural products 0.000 description 2
• 208000029725 Metabolic bone disease Diseases 0.000 description 2
• 206010027452 Metastases to bone Diseases 0.000 description 2
• 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 2
• LFTLOKWAGJYHHR-UHFFFAOYSA-N N-methylmorpholine N-oxide Chemical compound CN1(=O)CCOCC1 LFTLOKWAGJYHHR-UHFFFAOYSA-N 0.000 description 2
• 206010065673 Nephritic syndrome Diseases 0.000 description 2
• 206010029164 Nephrotic syndrome Diseases 0.000 description 2
• 206010030113 Oedema Diseases 0.000 description 2
• 206010030302 Oliguria Diseases 0.000 description 2
• 208000010191 Osteitis Deformans Diseases 0.000 description 2
• 208000003076 Osteolysis Diseases 0.000 description 2
• 206010049088 Osteopenia Diseases 0.000 description 2
• 208000027868 Paget disease Diseases 0.000 description 2
• 208000003971 Posterior uveitis Diseases 0.000 description 2
• WCUXLLCKKVVCTQ-UHFFFAOYSA-M Potassium chloride Chemical compound [Cl-].[K+] WCUXLLCKKVVCTQ-UHFFFAOYSA-M 0.000 description 2
• 206010036618 Premenstrual syndrome Diseases 0.000 description 2
• 201000004681 Psoriasis Diseases 0.000 description 2
• 206010037660 Pyrexia Diseases 0.000 description 2
• 208000002367 Retinal Perforations Diseases 0.000 description 2
• 201000007737 Retinal degeneration Diseases 0.000 description 2
• 206010038910 Retinitis Diseases 0.000 description 2
• 206010039710 Scleroderma Diseases 0.000 description 2
• 201000001880 Sexual dysfunction Diseases 0.000 description 2
• 208000021386 Sjogren Syndrome Diseases 0.000 description 2
• 206010042496 Sunburn Diseases 0.000 description 2
• 208000000491 Tendinopathy Diseases 0.000 description 2
• 206010043255 Tendonitis Diseases 0.000 description 2
• 208000007536 Thrombosis Diseases 0.000 description 2
• 201000005485 Toxoplasmosis Diseases 0.000 description 2
• 206010067584 Type 1 diabetes mellitus Diseases 0.000 description 2
• 201000006704 Ulcerative Colitis Diseases 0.000 description 2
• 208000009911 Urinary Calculi Diseases 0.000 description 2
• 150000007513 acids Chemical class 0.000 description 2
• 230000009471 action Effects 0.000 description 2
• 239000004480 active ingredient Substances 0.000 description 2
• 201000001326 acute closed-angle glaucoma Diseases 0.000 description 2
• 206010000891 acute myocardial infarction Diseases 0.000 description 2
• 239000000654 additive Substances 0.000 description 2
• 239000000443 aerosol Substances 0.000 description 2
• 125000002723 alicyclic group Chemical group 0.000 description 2
• 125000005907 alkyl ester group Chemical group 0.000 description 2
• 125000000217 alkyl group Chemical group 0.000 description 2
• 208000026935 allergic disease Diseases 0.000 description 2
• 230000000172 allergic effect Effects 0.000 description 2
• 231100000360 alopecia Toxicity 0.000 description 2
• 150000001412 amines Chemical class 0.000 description 2
• 238000004458 analytical method Methods 0.000 description 2
• 208000007502 anemia Diseases 0.000 description 2
• 230000003078 antioxidant effect Effects 0.000 description 2
• 208000002399 aphthous stomatitis Diseases 0.000 description 2
• 239000008346 aqueous phase Substances 0.000 description 2
• XRWSZZJLZRKHHD-WVWIJVSJSA-N asunaprevir Chemical compound O=C([C@@H]1C[C@H](CN1C(=O)[C@@H](NC(=O)OC(C)(C)C)C(C)(C)C)OC1=NC=C(C2=CC=C(Cl)C=C21)OC)N[C@]1(C(=O)NS(=O)(=O)C2CC2)C[C@H]1C=C XRWSZZJLZRKHHD-WVWIJVSJSA-N 0.000 description 2
• 230000009286 beneficial effect Effects 0.000 description 2
• KGNDCEVUMONOKF-UGPLYTSKSA-N benzyl n-[(2r)-1-[(2s,4r)-2-[[(2s)-6-amino-1-(1,3-benzoxazol-2-yl)-1,1-dihydroxyhexan-2-yl]carbamoyl]-4-[(4-methylphenyl)methoxy]pyrrolidin-1-yl]-1-oxo-4-phenylbutan-2-yl]carbamate Chemical compound C1=CC(C)=CC=C1CO[C@H]1CN(C(=O)[C@@H](CCC=2C=CC=CC=2)NC(=O)OCC=2C=CC=CC=2)[C@H](C(=O)N[C@@H](CCCCN)C(O)(O)C=2OC3=CC=CC=C3N=2)C1 KGNDCEVUMONOKF-UGPLYTSKSA-N 0.000 description 2
• FCDPQMAOJARMTG-UHFFFAOYSA-M benzylidene-[1,3-bis(2,4,6-trimethylphenyl)imidazolidin-2-ylidene]-dichlororuthenium;tricyclohexylphosphanium Chemical compound C1CCCCC1[PH+](C1CCCCC1)C1CCCCC1.CC1=CC(C)=CC(C)=C1N(CCN1C=2C(=CC(C)=CC=2C)C)C1=[Ru](Cl)(Cl)=CC1=CC=CC=C1 FCDPQMAOJARMTG-UHFFFAOYSA-M 0.000 description 2
• 230000015572 biosynthetic process Effects 0.000 description 2
• 230000004097 bone metabolism Effects 0.000 description 2
• 208000006752 brain edema Diseases 0.000 description 2
• 206010006451 bronchitis Diseases 0.000 description 2
• RYYVLZVUVIJVGH-UHFFFAOYSA-N caffeine Chemical compound CN1C(=O)N(C)C(=O)C2=C1N=CN2C RYYVLZVUVIJVGH-UHFFFAOYSA-N 0.000 description 2
• 239000011575 calcium Substances 0.000 description 2
• 201000011510 cancer Diseases 0.000 description 2
• JJNHBFYGCSOONU-UHFFFAOYSA-M carbanide;cyclopenta-1,3-diene;dimethylaluminum;titanium(4+);chloride Chemical compound [CH3-].[Ti+3]Cl.C[Al]C.C=1C=C[CH-]C=1.C=1C=C[CH-]C=1 JJNHBFYGCSOONU-UHFFFAOYSA-M 0.000 description 2
• 125000004432 carbon atom Chemical group C* 0.000 description 2
• 229960003260 chlorhexidine Drugs 0.000 description 2
• 229960004926 chlorobutanol Drugs 0.000 description 2
• 239000000064 cholinergic agonist Substances 0.000 description 2
• 210000003161 choroid Anatomy 0.000 description 2
• 208000027129 choroid disease Diseases 0.000 description 2
• 208000016644 chronic atrophic gastritis Diseases 0.000 description 2
• 230000007882 cirrhosis Effects 0.000 description 2
• 208000019425 cirrhosis of liver Diseases 0.000 description 2
• 229940126543 compound 14 Drugs 0.000 description 2
• 229940126208 compound 22 Drugs 0.000 description 2
• 229940125833 compound 23 Drugs 0.000 description 2
• 229940125961 compound 24 Drugs 0.000 description 2
• 229940125877 compound 31 Drugs 0.000 description 2
• 229940125807 compound 37 Drugs 0.000 description 2
• 229940127573 compound 38 Drugs 0.000 description 2
• 229940125898 compound 5 Drugs 0.000 description 2
• 208000010247 contact dermatitis Diseases 0.000 description 2
• 208000029078 coronary artery disease Diseases 0.000 description 2
• 239000002537 cosmetic Substances 0.000 description 2
• 230000006378 damage Effects 0.000 description 2
• 239000008121 dextrose Substances 0.000 description 2
• 206010012601 diabetes mellitus Diseases 0.000 description 2
• 201000009101 diabetic angiopathy Diseases 0.000 description 2
• 208000033679 diabetic kidney disease Diseases 0.000 description 2
• 201000011190 diabetic macular edema Diseases 0.000 description 2
• 150000005690 diesters Chemical class 0.000 description 2
• 239000012153 distilled water Substances 0.000 description 2
• 239000002552 dosage form Substances 0.000 description 2
• 239000003937 drug carrier Substances 0.000 description 2
• 230000004064 dysfunction Effects 0.000 description 2
• 150000002066 eicosanoids Chemical class 0.000 description 2
• 239000000839 emulsion Substances 0.000 description 2
• JBACYJRMCXLIQU-UHFFFAOYSA-N ethyl 5-(chloromethyl)furan-2-carboxylate Chemical compound CCOC(=O)C1=CC=C(CCl)O1 JBACYJRMCXLIQU-UHFFFAOYSA-N 0.000 description 2
• RIFGWPKJUGCATF-UHFFFAOYSA-N ethyl chloroformate Chemical compound CCOC(Cl)=O RIFGWPKJUGCATF-UHFFFAOYSA-N 0.000 description 2
• 201000001155 extrinsic allergic alveolitis Diseases 0.000 description 2
• 208000030533 eye disease Diseases 0.000 description 2
• 230000027950 fever generation Effects 0.000 description 2
• 239000000945 filler Substances 0.000 description 2
• 239000012530 fluid Substances 0.000 description 2
• 210000001035 gastrointestinal tract Anatomy 0.000 description 2
• 208000007565 gingivitis Diseases 0.000 description 2
• 239000003365 glass fiber Substances 0.000 description 2
• KWIUHFFTVRNATP-UHFFFAOYSA-N glycine betaine Chemical compound C[N+](C)(C)CC([O-])=O KWIUHFFTVRNATP-UHFFFAOYSA-N 0.000 description 2
• 208000006454 hepatitis Diseases 0.000 description 2
• 231100000283 hepatitis Toxicity 0.000 description 2
• 125000004051 hexyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 2
• 208000008750 humoral hypercalcemia of malignancy Diseases 0.000 description 2
• 229920002674 hyaluronan Polymers 0.000 description 2
• 229960003160 hyaluronic acid Drugs 0.000 description 2
• 230000000148 hypercalcaemia Effects 0.000 description 2
• 208000030915 hypercalcemia disease Diseases 0.000 description 2
• 208000022098 hypersensitivity pneumonitis Diseases 0.000 description 2
• 230000001631 hypertensive effect Effects 0.000 description 2
• 230000004968 inflammatory condition Effects 0.000 description 2
• 230000002757 inflammatory effect Effects 0.000 description 2
• 239000004615 ingredient Substances 0.000 description 2
• 239000007924 injection Substances 0.000 description 2
• 238000002347 injection Methods 0.000 description 2
• 208000002551 irritable bowel syndrome Diseases 0.000 description 2
• 208000017169 kidney disease Diseases 0.000 description 2
• 208000019423 liver disease Diseases 0.000 description 2
• 230000005976 liver dysfunction Effects 0.000 description 2
• 208000029791 lytic metastatic bone lesion Diseases 0.000 description 2
• HQKMJHAJHXVSDF-UHFFFAOYSA-L magnesium stearate Chemical compound [Mg+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O HQKMJHAJHXVSDF-UHFFFAOYSA-L 0.000 description 2
• LZFCBBSYZJPPIV-UHFFFAOYSA-M magnesium;hexane;bromide Chemical compound [Mg+2].[Br-].CCCCC[CH2-] LZFCBBSYZJPPIV-UHFFFAOYSA-M 0.000 description 2
• 201000005857 malignant hypertension Diseases 0.000 description 2
• 208000027202 mammary Paget disease Diseases 0.000 description 2
• 239000000594 mannitol Substances 0.000 description 2
• 235000010355 mannitol Nutrition 0.000 description 2
• NEXHXAMAIMAABX-UHFFFAOYSA-N methyl 3-(chloromethyl)benzoate Chemical compound COC(=O)C1=CC=CC(CCl)=C1 NEXHXAMAIMAABX-UHFFFAOYSA-N 0.000 description 2
• CWBAQHYKHFVBGR-UHFFFAOYSA-N methyl 5-(chloromethyl)thiophene-2-carboxylate Chemical compound COC(=O)C1=CC=C(CCl)S1 CWBAQHYKHFVBGR-UHFFFAOYSA-N 0.000 description 2
• 229920000609 methyl cellulose Polymers 0.000 description 2
• 150000004702 methyl esters Chemical class 0.000 description 2
• 235000010270 methyl p-hydroxybenzoate Nutrition 0.000 description 2
• 239000001923 methylcellulose Substances 0.000 description 2
• 235000010981 methylcellulose Nutrition 0.000 description 2
• 125000000325 methylidene group Chemical group [H]C([H])=* 0.000 description 2
• 239000002808 molecular sieve Substances 0.000 description 2
• 239000001788 mono and diglycerides of fatty acids Substances 0.000 description 2
• 208000001725 mucocutaneous lymph node syndrome Diseases 0.000 description 2
• 210000003205 muscle Anatomy 0.000 description 2
• 201000008383 nephritis Diseases 0.000 description 2
• PIDFDZJZLOTZTM-KHVQSSSXSA-N ombitasvir Chemical compound COC(=O)N[C@@H](C(C)C)C(=O)N1CCC[C@H]1C(=O)NC1=CC=C([C@H]2N([C@@H](CC2)C=2C=CC(NC(=O)[C@H]3N(CCC3)C(=O)[C@@H](NC(=O)OC)C(C)C)=CC=2)C=2C=CC(=CC=2)C(C)(C)C)C=C1 PIDFDZJZLOTZTM-KHVQSSSXSA-N 0.000 description 2
• 239000006179 pH buffering agent Substances 0.000 description 2
• 238000007911 parenteral administration Methods 0.000 description 2
• 230000001991 pathophysiological effect Effects 0.000 description 2
• 125000001147 pentyl group Chemical group C(CCCC)* 0.000 description 2
• 201000001245 periodontitis Diseases 0.000 description 2
• 239000002504 physiological saline solution Substances 0.000 description 2
• 201000006292 polyarteritis nodosa Diseases 0.000 description 2
• 235000010482 polyoxyethylene sorbitan monooleate Nutrition 0.000 description 2
• 229920000053 polysorbate 80 Polymers 0.000 description 2
• 235000019422 polyvinyl alcohol Nutrition 0.000 description 2
• 229920000036 polyvinylpyrrolidone Polymers 0.000 description 2
• 235000013855 polyvinylpyrrolidone Nutrition 0.000 description 2
• 208000001685 postmenopausal osteoporosis Diseases 0.000 description 2
• 201000000484 premenstrual tension Diseases 0.000 description 2
• 230000002035 prolonged effect Effects 0.000 description 2
• JUVUNYFDZLVREV-UHFFFAOYSA-N propan-2-yl 5-(chloromethyl)thiophene-2-carboxylate Chemical compound CC(C)OC(=O)C1=CC=C(CCl)S1 JUVUNYFDZLVREV-UHFFFAOYSA-N 0.000 description 2
• 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
• WGJJROVFWIXTPA-OALUTQOASA-N prostanoic acid Chemical class CCCCCCCC[C@H]1CCC[C@@H]1CCCCCCC(O)=O WGJJROVFWIXTPA-OALUTQOASA-N 0.000 description 2
• 208000002815 pulmonary hypertension Diseases 0.000 description 2
• 238000005086 pumping Methods 0.000 description 2
• 210000001747 pupil Anatomy 0.000 description 2
• 239000000790 retinal pigment Substances 0.000 description 2
• 210000003583 retinal pigment epithelium Anatomy 0.000 description 2
• 201000003068 rheumatic fever Diseases 0.000 description 2
• 201000000306 sarcoidosis Diseases 0.000 description 2
• 231100000872 sexual dysfunction Toxicity 0.000 description 2
• 230000035939 shock Effects 0.000 description 2
• URGAHOPLAPQHLN-UHFFFAOYSA-N sodium aluminosilicate Chemical compound [Na+].[Al+3].[O-][Si]([O-])=O.[O-][Si]([O-])=O URGAHOPLAPQHLN-UHFFFAOYSA-N 0.000 description 2
• 239000007909 solid dosage form Substances 0.000 description 2
• 125000001424 substituent group Chemical group 0.000 description 2
• 208000011580 syndromic disease Diseases 0.000 description 2
• 208000006379 syphilis Diseases 0.000 description 2
• 230000009897 systematic effect Effects 0.000 description 2
• 201000000596 systemic lupus erythematosus Diseases 0.000 description 2
• 239000003826 tablet Substances 0.000 description 2
• 201000004415 tendinitis Diseases 0.000 description 2
• OSBSFAARYOCBHB-UHFFFAOYSA-N tetrapropylammonium Chemical compound CCC[N+](CCC)(CCC)CCC OSBSFAARYOCBHB-UHFFFAOYSA-N 0.000 description 2
• 206010043778 thyroiditis Diseases 0.000 description 2
• 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 2
• 208000008281 urolithiasis Diseases 0.000 description 2
• 230000002792 vascular Effects 0.000 description 2
• 238000009736 wetting Methods 0.000 description 2
• 239000000080 wetting agent Substances 0.000 description 2
• QCHFTSOMWOSFHM-WPRPVWTQSA-N (+)-Pilocarpine Chemical compound C1OC(=O)[C@@H](CC)[C@H]1CC1=CN=CN1C QCHFTSOMWOSFHM-WPRPVWTQSA-N 0.000 description 1
• FJLRGFADCXTJNV-IIBYNOLFSA-N (1S,2R)-1-(2,3-dihydro-1-benzothiophen-5-yl)-2-(4-phenylbutylamino)propan-1-ol Chemical compound N([C@H](C)[C@@H](O)C=1C=C2CCSC2=CC=1)CCCCC1=CC=CC=C1 FJLRGFADCXTJNV-IIBYNOLFSA-N 0.000 description 1
• CYPYTURSJDMMMP-WVCUSYJESA-N (1e,4e)-1,5-diphenylpenta-1,4-dien-3-one;palladium Chemical compound [Pd].[Pd].C=1C=CC=CC=1\C=C\C(=O)\C=C\C1=CC=CC=C1.C=1C=CC=CC=1\C=C\C(=O)\C=C\C1=CC=CC=C1.C=1C=CC=CC=1\C=C\C(=O)\C=C\C1=CC=CC=C1 CYPYTURSJDMMMP-WVCUSYJESA-N 0.000 description 1
• ZNMXKJDERFMXNF-ZETCQYMHSA-N (1r)-1-(2-hydroxy-1,3,2-benzodioxaborol-5-yl)-2-(methylamino)ethanol Chemical compound CNC[C@H](O)C1=CC=C2OB(O)OC2=C1 ZNMXKJDERFMXNF-ZETCQYMHSA-N 0.000 description 1
• FTLYMKDSHNWQKD-UHFFFAOYSA-N (2,4,5-trichlorophenyl)boronic acid Chemical compound OB(O)C1=CC(Cl)=C(Cl)C=C1Cl FTLYMKDSHNWQKD-UHFFFAOYSA-N 0.000 description 1
• LJIOTBMDLVHTBO-CUYJMHBOSA-N (2s)-2-amino-n-[(1r,2r)-1-cyano-2-[4-[4-(4-methylpiperazin-1-yl)sulfonylphenyl]phenyl]cyclopropyl]butanamide Chemical compound CC[C@H](N)C(=O)N[C@]1(C#N)C[C@@H]1C1=CC=C(C=2C=CC(=CC=2)S(=O)(=O)N2CCN(C)CC2)C=C1 LJIOTBMDLVHTBO-CUYJMHBOSA-N 0.000 description 1
• FRJJJAKBRKABFA-TYFAACHXSA-N (4r,6s)-6-[(e)-2-[6-chloro-4-(4-fluorophenyl)-2-propan-2-ylquinolin-3-yl]ethenyl]-4-hydroxyoxan-2-one Chemical compound C(\[C@H]1OC(=O)C[C@H](O)C1)=C/C=1C(C(C)C)=NC2=CC=C(Cl)C=C2C=1C1=CC=C(F)C=C1 FRJJJAKBRKABFA-TYFAACHXSA-N 0.000 description 1
• PXGPLTODNUVGFL-BRIYLRKRSA-N (E,Z)-(1R,2R,3R,5S)-7-(3,5-Dihydroxy-2-((3S)-(3-hydroxy-1-octenyl))cyclopentyl)-5-heptenoic acid Chemical compound CCCCC[C@H](O)C=C[C@H]1[C@H](O)C[C@H](O)[C@@H]1CC=CCCCC(O)=O PXGPLTODNUVGFL-BRIYLRKRSA-N 0.000 description 1
• UCTWMZQNUQWSLP-VIFPVBQESA-N (R)-adrenaline Chemical compound CNC[C@H](O)C1=CC=C(O)C(O)=C1 UCTWMZQNUQWSLP-VIFPVBQESA-N 0.000 description 1
• TWBNMYSKRDRHAT-RCWTXCDDSA-N (S)-timolol hemihydrate Chemical compound O.CC(C)(C)NC[C@H](O)COC1=NSN=C1N1CCOCC1.CC(C)(C)NC[C@H](O)COC1=NSN=C1N1CCOCC1 TWBNMYSKRDRHAT-RCWTXCDDSA-N 0.000 description 1
• WLRMANUAADYWEA-NWASOUNVSA-N (S)-timolol maleate Chemical compound OC(=O)\C=C/C(O)=O.CC(C)(C)NC[C@H](O)COC1=NSN=C1N1CCOCC1 WLRMANUAADYWEA-NWASOUNVSA-N 0.000 description 1
• ICLYJLBTOGPLMC-KVVVOXFISA-N (z)-octadec-9-enoate;tris(2-hydroxyethyl)azanium Chemical compound OCCN(CCO)CCO.CCCCCCCC\C=C/CCCCCCCC(O)=O ICLYJLBTOGPLMC-KVVVOXFISA-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
• WPRAXAOJIODQJR-UHFFFAOYSA-N 1-(3,4-dimethylphenyl)ethanone Chemical compound CC(=O)C1=CC=C(C)C(C)=C1 WPRAXAOJIODQJR-UHFFFAOYSA-N 0.000 description 1
• QHNQWSSQTIPFMV-UHFFFAOYSA-N 1-(4-bromophenyl)heptan-1-ol Chemical compound CCCCCCC(O)C1=CC=C(Br)C=C1 QHNQWSSQTIPFMV-UHFFFAOYSA-N 0.000 description 1
• HKDUDKMREMRFAZ-UHFFFAOYSA-N 1-(4-bromophenyl)hexan-1-ol Chemical compound CCCCCC(O)C1=CC=C(Br)C=C1 HKDUDKMREMRFAZ-UHFFFAOYSA-N 0.000 description 1
• GGUSQTSTQSHJAH-UHFFFAOYSA-N 1-(4-chlorophenyl)-2-[4-(4-fluorobenzyl)piperidin-1-yl]ethanol Chemical compound C=1C=C(Cl)C=CC=1C(O)CN(CC1)CCC1CC1=CC=C(F)C=C1 GGUSQTSTQSHJAH-UHFFFAOYSA-N 0.000 description 1
• QEMSVZNTSXPFJA-HNAYVOBHSA-N 1-[(1s,2s)-1-hydroxy-1-(4-hydroxyphenyl)propan-2-yl]-4-phenylpiperidin-4-ol Chemical compound C1([C@H](O)[C@H](C)N2CCC(O)(CC2)C=2C=CC=CC=2)=CC=C(O)C=C1 QEMSVZNTSXPFJA-HNAYVOBHSA-N 0.000 description 1
• ITSVXPRGIJUWPU-UHFFFAOYSA-N 1-bromo-4-[(4-methoxyphenyl)methoxymethyl]benzene Chemical compound C1=CC(OC)=CC=C1COCC1=CC=C(Br)C=C1 ITSVXPRGIJUWPU-UHFFFAOYSA-N 0.000 description 1
• PSDPAWVXNPFFFW-UHFFFAOYSA-N 1-bromo-4-[6-[(4-methoxyphenyl)methoxy]hexyl]benzene Chemical compound COC1=CC=C(COCCCCCCC2=CC=C(C=C2)Br)C=C1 PSDPAWVXNPFFFW-UHFFFAOYSA-N 0.000 description 1
• VSTXCZGEEVFJES-UHFFFAOYSA-N 1-cycloundecyl-1,5-diazacycloundec-5-ene Chemical compound C1CCCCCC(CCCC1)N1CCCCCC=NCCC1 VSTXCZGEEVFJES-UHFFFAOYSA-N 0.000 description 1
• SGTNSNPWRIOYBX-UHFFFAOYSA-N 2-(3,4-dimethoxyphenyl)-5-{[2-(3,4-dimethoxyphenyl)ethyl](methyl)amino}-2-(propan-2-yl)pentanenitrile Chemical compound C1=C(OC)C(OC)=CC=C1CCN(C)CCCC(C#N)(C(C)C)C1=CC=C(OC)C(OC)=C1 SGTNSNPWRIOYBX-UHFFFAOYSA-N 0.000 description 1
• NGNBDVOYPDDBFK-UHFFFAOYSA-N 2-[2,4-di(pentan-2-yl)phenoxy]acetyl chloride Chemical compound CCCC(C)C1=CC=C(OCC(Cl)=O)C(C(C)CCC)=C1 NGNBDVOYPDDBFK-UHFFFAOYSA-N 0.000 description 1
• ZBIAKUMOEKILTF-UHFFFAOYSA-N 2-[4-[4,4-bis(4-fluorophenyl)butyl]-1-piperazinyl]-N-(2,6-dimethylphenyl)acetamide Chemical compound CC1=CC=CC(C)=C1NC(=O)CN1CCN(CCCC(C=2C=CC(F)=CC=2)C=2C=CC(F)=CC=2)CC1 ZBIAKUMOEKILTF-UHFFFAOYSA-N 0.000 description 1
• TUCRZHGAIRVWTI-UHFFFAOYSA-N 2-bromothiophene Chemical compound BrC1=CC=CS1 TUCRZHGAIRVWTI-UHFFFAOYSA-N 0.000 description 1
• FPQQSJJWHUJYPU-UHFFFAOYSA-N 3-(dimethylamino)propyliminomethylidene-ethylazanium;chloride Chemical compound Cl.CCN=C=NCCCN(C)C FPQQSJJWHUJYPU-UHFFFAOYSA-N 0.000 description 1
• UIAGMCDKSXEBJQ-IBGZPJMESA-N 3-o-(2-methoxyethyl) 5-o-propan-2-yl (4s)-2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate Chemical compound COCCOC(=O)C1=C(C)NC(C)=C(C(=O)OC(C)C)[C@H]1C1=CC=CC([N+]([O-])=O)=C1 UIAGMCDKSXEBJQ-IBGZPJMESA-N 0.000 description 1
• YKFROQCFVXOUPW-UHFFFAOYSA-N 4-(methylthio) aniline Chemical compound CSC1=CC=C(N)C=C1 YKFROQCFVXOUPW-UHFFFAOYSA-N 0.000 description 1
• UYNVMODNBIQBMV-UHFFFAOYSA-N 4-[1-hydroxy-2-[4-(phenylmethyl)-1-piperidinyl]propyl]phenol Chemical compound C1CC(CC=2C=CC=CC=2)CCN1C(C)C(O)C1=CC=C(O)C=C1 UYNVMODNBIQBMV-UHFFFAOYSA-N 0.000 description 1
• 229940090248 4-hydroxybenzoic acid Drugs 0.000 description 1
• 125000005274 4-hydroxybenzoic acid group Chemical group 0.000 description 1
• SQDAZGGFXASXDW-UHFFFAOYSA-N 5-bromo-2-(trifluoromethoxy)pyridine Chemical compound FC(F)(F)OC1=CC=C(Br)C=N1 SQDAZGGFXASXDW-UHFFFAOYSA-N 0.000 description 1
• COWZPSUDTMGBAT-UHFFFAOYSA-N 5-bromothiophene-2-carboxylic acid Chemical compound OC(=O)C1=CC=C(Br)S1 COWZPSUDTMGBAT-UHFFFAOYSA-N 0.000 description 1
• JUWYRPZTZSWLCY-UHFFFAOYSA-N 5-carboxypentyl(triphenyl)phosphanium;bromide Chemical compound [Br-].C=1C=CC=CC=1[P+](C=1C=CC=CC=1)(CCCCCC(=O)O)C1=CC=CC=C1 JUWYRPZTZSWLCY-UHFFFAOYSA-N 0.000 description 1
• XZIIFPSPUDAGJM-UHFFFAOYSA-N 6-chloro-2-n,2-n-diethylpyrimidine-2,4-diamine Chemical compound CCN(CC)C1=NC(N)=CC(Cl)=N1 XZIIFPSPUDAGJM-UHFFFAOYSA-N 0.000 description 1
• 206010063409 Acarodermatitis Diseases 0.000 description 1
• QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 1
• 208000004142 Acute Retinal Necrosis Syndrome Diseases 0.000 description 1
• GUBGYTABKSRVRQ-XLOQQCSPSA-N Alpha-Lactose Chemical compound O[C@@H]1[C@@H](O)[C@@H](O)[C@@H](CO)O[C@H]1O[C@@H]1[C@@H](CO)O[C@H](O)[C@H](O)[C@H]1O GUBGYTABKSRVRQ-XLOQQCSPSA-N 0.000 description 1
• XYLJNLCSTIOKRM-UHFFFAOYSA-N Alphagan Chemical compound C1=CC2=NC=CN=C2C(Br)=C1NC1=NCCN1 XYLJNLCSTIOKRM-UHFFFAOYSA-N 0.000 description 1
• 208000031104 Arterial Occlusive disease Diseases 0.000 description 1
• 201000004569 Blindness Diseases 0.000 description 1
• 239000004255 Butylated hydroxyanisole Substances 0.000 description 1
• 239000004322 Butylated hydroxytoluene Substances 0.000 description 1
• NLZUEZXRPGMBCV-UHFFFAOYSA-N Butylhydroxytoluene Chemical compound CC1=CC(C(C)(C)C)=C(O)C(C(C)(C)C)=C1 NLZUEZXRPGMBCV-UHFFFAOYSA-N 0.000 description 1
• OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 1
• 229920002134 Carboxymethyl cellulose Polymers 0.000 description 1
• 208000014882 Carotid artery disease Diseases 0.000 description 1
• 208000003569 Central serous chorioretinopathy Diseases 0.000 description 1
• 229920001287 Chondroitin sulfate Polymers 0.000 description 1
• 208000033379 Chorioretinopathy Diseases 0.000 description 1
• 208000005590 Choroidal Neovascularization Diseases 0.000 description 1
• 206010060823 Choroidal neovascularisation Diseases 0.000 description 1
• VJGGHXVGBSZVMZ-QIZQQNKQSA-N Cloprostenol Chemical compound C([C@H](O)\C=C\[C@@H]1[C@H]([C@@H](O)C[C@H]1O)C\C=C/CCCC(O)=O)OC1=CC=CC(Cl)=C1 VJGGHXVGBSZVMZ-QIZQQNKQSA-N 0.000 description 1
• 206010053567 Coagulopathies Diseases 0.000 description 1
• 206010018325 Congenital glaucomas Diseases 0.000 description 1
• 206010048843 Cytomegalovirus chorioretinitis Diseases 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-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
• 206010012565 Developmental glaucoma Diseases 0.000 description 1
• ZAFNJMIOTHYJRJ-UHFFFAOYSA-N Diisopropyl ether Chemical compound CC(C)OC(C)C ZAFNJMIOTHYJRJ-UHFFFAOYSA-N 0.000 description 1
• KCXVZYZYPLLWCC-UHFFFAOYSA-N EDTA Chemical compound OC(=O)CN(CC(O)=O)CCN(CC(O)=O)CC(O)=O KCXVZYZYPLLWCC-UHFFFAOYSA-N 0.000 description 1
• ZGTMUACCHSMWAC-UHFFFAOYSA-L EDTA disodium salt (anhydrous) Chemical group [Na+].[Na+].OC(=O)CN(CC([O-])=O)CCN(CC(O)=O)CC([O-])=O ZGTMUACCHSMWAC-UHFFFAOYSA-L 0.000 description 1
• 208000001351 Epiretinal Membrane Diseases 0.000 description 1
• 208000020564 Eye injury Diseases 0.000 description 1
• 208000028506 Familial Exudative Vitreoretinopathies Diseases 0.000 description 1
• 241000282326 Felis catus Species 0.000 description 1
• 229940122459 Glutamate antagonist Drugs 0.000 description 1
• 229920002683 Glycosaminoglycan Polymers 0.000 description 1
• 208000002927 Hamartoma Diseases 0.000 description 1
• 239000004354 Hydroxyethyl cellulose Substances 0.000 description 1
• 206010020880 Hypertrophy Diseases 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
• 208000026350 Inborn Genetic disease Diseases 0.000 description 1
• 208000032578 Inherited retinal disease Diseases 0.000 description 1
• 206010022557 Intermediate uveitis Diseases 0.000 description 1
• LPHGQDQBBGAPDZ-UHFFFAOYSA-N Isocaffeine Natural products CN1C(=O)N(C)C(=O)C2=C1N(C)C=N2 LPHGQDQBBGAPDZ-UHFFFAOYSA-N 0.000 description 1
• PWKSKIMOESPYIA-BYPYZUCNSA-N L-N-acetyl-Cysteine Chemical compound CC(=O)N[C@@H](CS)C(O)=O PWKSKIMOESPYIA-BYPYZUCNSA-N 0.000 description 1
• MKXZASYAUGDDCJ-SZMVWBNQSA-N LSM-2525 Chemical compound C1CCC[C@H]2[C@@]3([H])N(C)CC[C@]21C1=CC(OC)=CC=C1C3 MKXZASYAUGDDCJ-SZMVWBNQSA-N 0.000 description 1
• GUBGYTABKSRVRQ-QKKXKWKRSA-N Lactose Natural products OC[C@H]1O[C@@H](O[C@H]2[C@H](O)[C@@H](O)C(O)O[C@@H]2CO)[C@H](O)[C@@H](O)[C@H]1O GUBGYTABKSRVRQ-QKKXKWKRSA-N 0.000 description 1
• 239000004166 Lanolin Substances 0.000 description 1
• WHXSMMKQMYFTQS-UHFFFAOYSA-N Lithium Chemical compound [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 description 1
• 206010025323 Lymphomas Diseases 0.000 description 1
• 208000001344 Macular Edema Diseases 0.000 description 1
• 206010025415 Macular oedema Diseases 0.000 description 1
• FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 description 1
• 239000012359 Methanesulfonyl chloride Substances 0.000 description 1
• 208000031888 Mycoses Diseases 0.000 description 1
• HSHXDCVZWHOWCS-UHFFFAOYSA-N N'-hexadecylthiophene-2-carbohydrazide Chemical compound CCCCCCCCCCCCCCCCNNC(=O)c1cccs1 HSHXDCVZWHOWCS-UHFFFAOYSA-N 0.000 description 1
• WHNWPMSKXPGLAX-UHFFFAOYSA-N N-Vinyl-2-pyrrolidone Chemical compound C=CN1CCCC1=O WHNWPMSKXPGLAX-UHFFFAOYSA-N 0.000 description 1
• 229910002651 NO3 Inorganic materials 0.000 description 1
• 206010064997 Necrotising retinitis Diseases 0.000 description 1
• 241000772415 Neovison vison Species 0.000 description 1
• ZBBHBTPTTSWHBA-UHFFFAOYSA-N Nicardipine Chemical compound COC(=O)C1=C(C)NC(C)=C(C(=O)OCCN(C)CC=2C=CC=CC=2)C1C1=CC=CC([N+]([O-])=O)=C1 ZBBHBTPTTSWHBA-UHFFFAOYSA-N 0.000 description 1
• NHNBFGGVMKEFGY-UHFFFAOYSA-N Nitrate Chemical compound [O-][N+]([O-])=O NHNBFGGVMKEFGY-UHFFFAOYSA-N 0.000 description 1
• SNIOPGDIGTZGOP-UHFFFAOYSA-N Nitroglycerin Chemical compound [O-][N+](=O)OCC(O[N+]([O-])=O)CO[N+]([O-])=O SNIOPGDIGTZGOP-UHFFFAOYSA-N 0.000 description 1
• 239000000006 Nitroglycerin Substances 0.000 description 1
• IOOXLMIGPXXEHO-SOEQMCAUSA-N O[C@H]([C@@H]1OC2(CCO)C(O)C=C3)C=C[C@H]4[C@]5([H])N(C)CC[C@@]41C2=C3C5 Chemical compound O[C@H]([C@@H]1OC2(CCO)C(O)C=C3)C=C[C@H]4[C@]5([H])N(C)CC[C@@]41C2=C3C5 IOOXLMIGPXXEHO-SOEQMCAUSA-N 0.000 description 1
• 206010069385 Ocular ischaemic syndrome Diseases 0.000 description 1
• 206010065700 Ocular sarcoidosis Diseases 0.000 description 1
• 206010030348 Open-Angle Glaucoma Diseases 0.000 description 1
• 206010065373 Papillophlebitis Diseases 0.000 description 1
• 206010033799 Paralysis Diseases 0.000 description 1
• 208000004788 Pars Planitis Diseases 0.000 description 1
• 239000004264 Petrolatum Substances 0.000 description 1
• PIJVFDBKTWXHHD-UHFFFAOYSA-N Physostigmine Natural products C12=CC(OC(=O)NC)=CC=C2N(C)C2C1(C)CCN2C PIJVFDBKTWXHHD-UHFFFAOYSA-N 0.000 description 1
• ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 1
• 208000034461 Progressive cone dystrophy Diseases 0.000 description 1
• 208000012287 Prolapse Diseases 0.000 description 1
• 206010064714 Radiation retinopathy Diseases 0.000 description 1
• 206010062237 Renal impairment Diseases 0.000 description 1
• 201000001949 Retinal Vasculitis Diseases 0.000 description 1
• 208000032430 Retinal dystrophy Diseases 0.000 description 1
• 206010038897 Retinal tear Diseases 0.000 description 1
• 206010038915 Retinitis viral Diseases 0.000 description 1
• 201000000582 Retinoblastoma Diseases 0.000 description 1
• 206010038923 Retinopathy Diseases 0.000 description 1
• 206010038935 Retinopathy sickle cell Diseases 0.000 description 1
• QCHFTSOMWOSFHM-UHFFFAOYSA-N SJ000285536 Natural products C1OC(=O)C(CC)C1CC1=CN=CN1C QCHFTSOMWOSFHM-UHFFFAOYSA-N 0.000 description 1
• 241000447727 Scabies Species 0.000 description 1
• 206010039705 Scleritis Diseases 0.000 description 1
• LPMRCCNDNGONCD-RITPCOANSA-N Selfotel Chemical compound OC(=O)[C@@H]1C[C@H](CP(O)(O)=O)CCN1 LPMRCCNDNGONCD-RITPCOANSA-N 0.000 description 1
• VMHLLURERBWHNL-UHFFFAOYSA-M Sodium acetate Chemical compound [Na+].CC([O-])=O VMHLLURERBWHNL-UHFFFAOYSA-M 0.000 description 1
• 241000519995 Stachys sylvatica Species 0.000 description 1
• 229920002472 Starch Polymers 0.000 description 1
• 208000027073 Stargardt disease Diseases 0.000 description 1
• 208000036038 Subretinal fibrosis Diseases 0.000 description 1
• CZMRCDWAGMRECN-UGDNZRGBSA-N Sucrose Chemical compound O[C@H]1[C@H](O)[C@@H](CO)O[C@@]1(CO)O[C@@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O1 CZMRCDWAGMRECN-UGDNZRGBSA-N 0.000 description 1
• 229930006000 Sucrose Natural products 0.000 description 1
• 206010042742 Sympathetic ophthalmia Diseases 0.000 description 1
• 206010044269 Toxocariasis Diseases 0.000 description 1
• 206010044613 Trichomegaly Diseases 0.000 description 1
• GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 description 1
• 208000001445 Uveomeningoencephalitic Syndrome Diseases 0.000 description 1
• 208000034705 Vogt-Koyanagi-Harada syndrome Diseases 0.000 description 1
• HQVHOQAKMCMIIM-HXUWFJFHSA-N WIN 55212-2 Chemical compound C([C@@H]1COC=2C=CC=C3C(C(=O)C=4C5=CC=CC=C5C=CC=4)=C(N1C3=2)C)N1CCOCC1 HQVHOQAKMCMIIM-HXUWFJFHSA-N 0.000 description 1
• 208000029977 White Dot Syndromes Diseases 0.000 description 1
• 238000010521 absorption reaction Methods 0.000 description 1
• 239000008351 acetate buffer Substances 0.000 description 1
• 229960000571 acetazolamide Drugs 0.000 description 1
• BZKPWHYZMXOIDC-UHFFFAOYSA-N acetazolamide Chemical compound CC(=O)NC1=NN=C(S(N)(=O)=O)S1 BZKPWHYZMXOIDC-UHFFFAOYSA-N 0.000 description 1
• WETWJCDKMRHUPV-UHFFFAOYSA-N acetyl chloride Chemical compound CC(Cl)=O WETWJCDKMRHUPV-UHFFFAOYSA-N 0.000 description 1
• 239000012346 acetyl chloride Substances 0.000 description 1
• 229960004308 acetylcysteine Drugs 0.000 description 1
• 230000002378 acidificating effect Effects 0.000 description 1
• BHELZAPQIKSEDF-UHFFFAOYSA-N allyl bromide Chemical compound BrCC=C BHELZAPQIKSEDF-UHFFFAOYSA-N 0.000 description 1
• 238000005937 allylation reaction Methods 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
• XSDQTOBWRPYKKA-UHFFFAOYSA-N amiloride Chemical compound NC(=N)NC(=O)C1=NC(Cl)=C(N)N=C1N XSDQTOBWRPYKKA-UHFFFAOYSA-N 0.000 description 1
• 229960002576 amiloride Drugs 0.000 description 1
• 239000003194 amino acid receptor blocking agent Substances 0.000 description 1
• 150000003863 ammonium salts Chemical class 0.000 description 1
• 210000003484 anatomy Anatomy 0.000 description 1
• LYAMWDLJZCJQEZ-UHFFFAOYSA-N aniline;2-hydroxypropanoic acid Chemical compound CC(O)C(O)=O.NC1=CC=CC=C1 LYAMWDLJZCJQEZ-UHFFFAOYSA-N 0.000 description 1
• 239000005557 antagonist Substances 0.000 description 1
• 229940006133 antiglaucoma drug and miotics carbonic anhydrase inhibitors Drugs 0.000 description 1
• 229940006138 antiglaucoma drug and miotics prostaglandin analogues Drugs 0.000 description 1
• 239000002220 antihypertensive agent Substances 0.000 description 1
• 229960002610 apraclonidine Drugs 0.000 description 1
• IEJXVRYNEISIKR-UHFFFAOYSA-N apraclonidine Chemical compound ClC1=CC(N)=CC(Cl)=C1NC1=NCCN1 IEJXVRYNEISIKR-UHFFFAOYSA-N 0.000 description 1
• 208000021328 arterial occlusion Diseases 0.000 description 1
• 150000007860 aryl ester derivatives Chemical class 0.000 description 1
• 239000012752 auxiliary agent Substances 0.000 description 1
• VXMOONUMYLCFJD-DHLKQENFSA-N barnidipine Chemical compound C1([C@@H]2C(=C(C)NC(C)=C2C(=O)OC)C(=O)O[C@@H]2CN(CC=3C=CC=CC=3)CC2)=CC=CC([N+]([O-])=O)=C1 VXMOONUMYLCFJD-DHLKQENFSA-N 0.000 description 1
• 229960002992 barnidipine Drugs 0.000 description 1
• 229940097320 beta blocking agent Drugs 0.000 description 1
• 229960003237 betaine Drugs 0.000 description 1
• 229960004324 betaxolol Drugs 0.000 description 1
• CHDPSNLJFOQTRK-UHFFFAOYSA-N betaxolol hydrochloride Chemical compound [Cl-].C1=CC(OCC(O)C[NH2+]C(C)C)=CC=C1CCOCC1CC1 CHDPSNLJFOQTRK-UHFFFAOYSA-N 0.000 description 1
• 230000004071 biological effect Effects 0.000 description 1
• 230000033228 biological regulation Effects 0.000 description 1
• 230000000740 bleeding effect Effects 0.000 description 1
• 208000015294 blood coagulation disease Diseases 0.000 description 1
• 238000010322 bone marrow transplantation Methods 0.000 description 1
• KGBXLFKZBHKPEV-UHFFFAOYSA-N boric acid Chemical compound OB(O)O KGBXLFKZBHKPEV-UHFFFAOYSA-N 0.000 description 1
• 239000004327 boric acid Substances 0.000 description 1
• 229960003679 brimonidine Drugs 0.000 description 1
• 239000007853 buffer solution Substances 0.000 description 1
• 235000019282 butylated hydroxyanisole Nutrition 0.000 description 1
• 229940043253 butylated hydroxyanisole Drugs 0.000 description 1
• CZBZUDVBLSSABA-UHFFFAOYSA-N butylated hydroxyanisole Chemical compound COC1=CC=C(O)C(C(C)(C)C)=C1.COC1=CC=C(O)C=C1C(C)(C)C CZBZUDVBLSSABA-UHFFFAOYSA-N 0.000 description 1
• 235000010354 butylated hydroxytoluene Nutrition 0.000 description 1
• 229940095259 butylated hydroxytoluene Drugs 0.000 description 1
• 229960001948 caffeine Drugs 0.000 description 1
• VJEONQKOZGKCAK-UHFFFAOYSA-N caffeine Natural products CN1C(=O)N(C)C(=O)C2=C1C=CN2C VJEONQKOZGKCAK-UHFFFAOYSA-N 0.000 description 1
• 229910052791 calcium Inorganic materials 0.000 description 1
• 229930003827 cannabinoid Natural products 0.000 description 1
• 239000003557 cannabinoid Substances 0.000 description 1
• 229940065144 cannabinoids Drugs 0.000 description 1
• 229960004484 carbachol Drugs 0.000 description 1
• AIXAANGOTKPUOY-UHFFFAOYSA-N carbachol Chemical compound [Cl-].C[N+](C)(C)CCOC(N)=O AIXAANGOTKPUOY-UHFFFAOYSA-N 0.000 description 1
• 239000003489 carbonate dehydratase inhibitor Substances 0.000 description 1
• 239000001768 carboxy methyl cellulose Substances 0.000 description 1
• 235000010948 carboxy methyl cellulose Nutrition 0.000 description 1
• 229920003090 carboxymethyl hydroxyethyl cellulose Polymers 0.000 description 1
• 239000008112 carboxymethyl-cellulose Substances 0.000 description 1
• 229920002678 cellulose Polymers 0.000 description 1
• 239000001913 cellulose Substances 0.000 description 1
• 201000005849 central retinal artery occlusion Diseases 0.000 description 1
• 239000000544 cholinesterase inhibitor Substances 0.000 description 1
• 229940059329 chondroitin sulfate Drugs 0.000 description 1
• 201000005682 chronic closed-angle glaucoma Diseases 0.000 description 1
• 239000007979 citrate buffer Substances 0.000 description 1
• 229960004409 cloprostenol Drugs 0.000 description 1
• 201000008615 cone dystrophy Diseases 0.000 description 1
• 238000010276 construction Methods 0.000 description 1
• 238000013270 controlled release Methods 0.000 description 1
• DOBRDRYODQBAMW-UHFFFAOYSA-N copper(i) cyanide Chemical compound [Cu+].N#[C-] DOBRDRYODQBAMW-UHFFFAOYSA-N 0.000 description 1
• 239000006184 cosolvent Substances 0.000 description 1
• 125000006165 cyclic alkyl group Chemical group 0.000 description 1
• 125000001995 cyclobutyl group Chemical group [H]C1([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 description 1
• 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 1
• 125000001511 cyclopentyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 description 1
• 125000001559 cyclopropyl group Chemical group [H]C1([H])C([H])([H])C1([H])* 0.000 description 1
• 208000001763 cytomegalovirus retinitis Diseases 0.000 description 1
• 229960001985 dextromethorphan Drugs 0.000 description 1
• 229960005081 diclofenamide Drugs 0.000 description 1
• GJQPMPFPNINLKP-UHFFFAOYSA-N diclofenamide Chemical compound NS(=O)(=O)C1=CC(Cl)=C(Cl)C(S(N)(=O)=O)=C1 GJQPMPFPNINLKP-UHFFFAOYSA-N 0.000 description 1
• 125000004925 dihydropyridyl group Chemical group N1(CC=CC=C1)* 0.000 description 1
• XEYBRNLFEZDVAW-ARSRFYASSA-N dinoprostone Chemical compound CCCCC[C@H](O)\C=C\[C@H]1[C@H](O)CC(=O)[C@@H]1C\C=C/CCCC(O)=O XEYBRNLFEZDVAW-ARSRFYASSA-N 0.000 description 1
• 238000004090 dissolution Methods 0.000 description 1
• 229960003933 dorzolamide Drugs 0.000 description 1
• IAVUPMFITXYVAF-XPUUQOCRSA-N dorzolamide Chemical compound CCN[C@H]1C[C@H](C)S(=O)(=O)C2=C1C=C(S(N)(=O)=O)S2 IAVUPMFITXYVAF-XPUUQOCRSA-N 0.000 description 1
• 229960002017 echothiophate Drugs 0.000 description 1
• BJOLKYGKSZKIGU-UHFFFAOYSA-N ecothiopate Chemical compound CCOP(=O)(OCC)SCC[N+](C)(C)C BJOLKYGKSZKIGU-UHFFFAOYSA-N 0.000 description 1
• 229950005455 eliprodil Drugs 0.000 description 1
• 239000003974 emollient agent Substances 0.000 description 1
• 206010014801 endophthalmitis Diseases 0.000 description 1
• 230000002708 enhancing effect Effects 0.000 description 1
• 229960003072 epinephrine hydrochloride Drugs 0.000 description 1
• 210000000981 epithelium Anatomy 0.000 description 1
• 125000004185 ester group Chemical group 0.000 description 1
• 150000002169 ethanolamines Chemical class 0.000 description 1
• 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
• 230000001747 exhibiting effect Effects 0.000 description 1
• 210000000416 exudates and transudate Anatomy 0.000 description 1
• 201000006902 exudative vitreoretinopathy Diseases 0.000 description 1
• 208000019737 familial isolated trichomegaly Diseases 0.000 description 1
• 230000004761 fibrosis Effects 0.000 description 1
• SMANXXCATUTDDT-QPJJXVBHSA-N flunarizine Chemical compound C1=CC(F)=CC=C1C(C=1C=CC(F)=CC=1)N1CCN(C\C=C\C=2C=CC=CC=2)CC1 SMANXXCATUTDDT-QPJJXVBHSA-N 0.000 description 1
• 229960000326 flunarizine Drugs 0.000 description 1
• WWSWYXNVCBLWNZ-QIZQQNKQSA-N fluprostenol Chemical compound C([C@H](O)\C=C\[C@@H]1[C@H]([C@@H](O)C[C@H]1O)C\C=C/CCCC(O)=O)OC1=CC=CC(C(F)(F)F)=C1 WWSWYXNVCBLWNZ-QIZQQNKQSA-N 0.000 description 1
• 229950009951 fluprostenol Drugs 0.000 description 1
• 125000000524 functional group Chemical group 0.000 description 1
• 201000006321 fundus dystrophy Diseases 0.000 description 1
• 208000016361 genetic disease Diseases 0.000 description 1
• 239000008103 glucose Substances 0.000 description 1
• 150000004676 glycans Chemical class 0.000 description 1
• 229940074045 glyceryl distearate Drugs 0.000 description 1
• 229940075507 glyceryl monostearate Drugs 0.000 description 1
• 229960003711 glyceryl trinitrate Drugs 0.000 description 1
• 230000003648 hair appearance Effects 0.000 description 1
• 208000024963 hair loss Diseases 0.000 description 1
• 210000003128 head Anatomy 0.000 description 1
• 208000018398 hemangioma of choroid Diseases 0.000 description 1
• 208000034737 hemoglobinopathy Diseases 0.000 description 1
• 230000007062 hydrolysis Effects 0.000 description 1
• 238000006460 hydrolysis reaction Methods 0.000 description 1
• 235000019447 hydroxyethyl cellulose Nutrition 0.000 description 1
• ARZLUCYKIWYSHR-UHFFFAOYSA-N hydroxymethoxymethanol Chemical compound OCOCO ARZLUCYKIWYSHR-UHFFFAOYSA-N 0.000 description 1
• 239000001866 hydroxypropyl methyl cellulose Substances 0.000 description 1
• 229920003088 hydroxypropyl methyl cellulose Polymers 0.000 description 1
• 235000010979 hydroxypropyl methyl cellulose Nutrition 0.000 description 1
• 229960003998 ifenprodil Drugs 0.000 description 1
• 230000003832 immune regulation Effects 0.000 description 1
• 230000036039 immunity Effects 0.000 description 1
• 239000012535 impurity Substances 0.000 description 1
• 238000011065 in-situ storage Methods 0.000 description 1
• 229910052738 indium Inorganic materials 0.000 description 1
• 208000027866 inflammatory disease Diseases 0.000 description 1
• 208000017532 inherited retinal dystrophy Diseases 0.000 description 1
• 208000014674 injury Diseases 0.000 description 1
• 150000007529 inorganic bases Chemical class 0.000 description 1
• 229910001410 inorganic ion Inorganic materials 0.000 description 1
• 230000000968 intestinal effect Effects 0.000 description 1
• 238000007918 intramuscular administration Methods 0.000 description 1
• 238000001990 intravenous administration Methods 0.000 description 1
• 150000002500 ions Chemical class 0.000 description 1
• 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 description 1
• 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
• FMKOJHQHASLBPH-UHFFFAOYSA-N isopropyl iodide Chemical compound CC(C)I FMKOJHQHASLBPH-UHFFFAOYSA-N 0.000 description 1
• 235000015110 jellies Nutrition 0.000 description 1
• 230000005977 kidney dysfunction Effects 0.000 description 1
• 239000008101 lactose Substances 0.000 description 1
• 229940039717 lanolin Drugs 0.000 description 1
• 235000019388 lanolin Nutrition 0.000 description 1
• 229960001160 latanoprost Drugs 0.000 description 1
• GGXICVAJURFBLW-CEYXHVGTSA-N latanoprost Chemical compound CC(C)OC(=O)CCC\C=C/C[C@H]1[C@@H](O)C[C@@H](O)[C@@H]1CC[C@@H](O)CCC1=CC=CC=C1 GGXICVAJURFBLW-CEYXHVGTSA-N 0.000 description 1
• IXHBTMCLRNMKHZ-LBPRGKRZSA-N levobunolol Chemical compound O=C1CCCC2=C1C=CC=C2OC[C@@H](O)CNC(C)(C)C IXHBTMCLRNMKHZ-LBPRGKRZSA-N 0.000 description 1
• 229960000831 levobunolol Drugs 0.000 description 1
• 229960001941 lidoflazine Drugs 0.000 description 1
• 210000000088 lip Anatomy 0.000 description 1
• 239000002502 liposome Substances 0.000 description 1
• 239000006193 liquid solution Substances 0.000 description 1
• 239000006194 liquid suspension Substances 0.000 description 1
• 229910052744 lithium Inorganic materials 0.000 description 1
• 208000018769 loss of vision Diseases 0.000 description 1
• 231100000864 loss of vision Toxicity 0.000 description 1
• 239000006210 lotion Substances 0.000 description 1
• 201000010230 macular retinal edema Diseases 0.000 description 1
• 239000011777 magnesium Substances 0.000 description 1
• 229910052749 magnesium Inorganic materials 0.000 description 1
• ZLNQQNXFFQJAID-UHFFFAOYSA-L magnesium carbonate Chemical compound [Mg+2].[O-]C([O-])=O ZLNQQNXFFQJAID-UHFFFAOYSA-L 0.000 description 1
• 239000001095 magnesium carbonate Substances 0.000 description 1
• 229910000021 magnesium carbonate Inorganic materials 0.000 description 1
• 235000019359 magnesium stearate Nutrition 0.000 description 1
• QUXHCILOWRXCEO-UHFFFAOYSA-M magnesium;butane;chloride Chemical compound [Mg+2].[Cl-].CCC[CH2-] QUXHCILOWRXCEO-UHFFFAOYSA-M 0.000 description 1
• YCCXQARVHOPWFJ-UHFFFAOYSA-M magnesium;ethane;chloride Chemical compound [Mg+2].[Cl-].[CH2-]C YCCXQARVHOPWFJ-UHFFFAOYSA-M 0.000 description 1
• SCEZYJKGDJPHQO-UHFFFAOYSA-M magnesium;methanidylbenzene;chloride Chemical compound [Mg+2].[Cl-].[CH2-]C1=CC=CC=C1 SCEZYJKGDJPHQO-UHFFFAOYSA-M 0.000 description 1
• BUGYDGFZZOZRHP-UHFFFAOYSA-N memantine Chemical compound C1C(C2)CC3(C)CC1(C)CC2(N)C3 BUGYDGFZZOZRHP-UHFFFAOYSA-N 0.000 description 1
• 229960004640 memantine Drugs 0.000 description 1
• 239000002207 metabolite Substances 0.000 description 1
• QARBMVPHQWIHKH-UHFFFAOYSA-N methanesulfonyl chloride Chemical compound CS(Cl)(=O)=O QARBMVPHQWIHKH-UHFFFAOYSA-N 0.000 description 1
• 229960004083 methazolamide Drugs 0.000 description 1
• FLOSMHQXBMRNHR-DAXSKMNVSA-N methazolamide Chemical compound CC(=O)\N=C1/SC(S(N)(=O)=O)=NN1C FLOSMHQXBMRNHR-DAXSKMNVSA-N 0.000 description 1
• RAVVJKCSZXAIQP-UHFFFAOYSA-N methyl 5-bromopentanoate Chemical compound COC(=O)CCCCBr RAVVJKCSZXAIQP-UHFFFAOYSA-N 0.000 description 1
• ZKUUVVYMPUDTGJ-UHFFFAOYSA-N methyl 5-hydroxy-4-methoxy-2-nitrobenzoate Chemical compound COC(=O)C1=CC(O)=C(OC)C=C1[N+]([O-])=O ZKUUVVYMPUDTGJ-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
• 201000001119 neuropathy Diseases 0.000 description 1
• 230000007823 neuropathy Effects 0.000 description 1
• 239000004090 neuroprotective agent Substances 0.000 description 1
• 229960001783 nicardipine Drugs 0.000 description 1
• 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 1
• 229960001597 nifedipine Drugs 0.000 description 1
• 229960000715 nimodipine Drugs 0.000 description 1
• 208000008940 ocular tuberculosis Diseases 0.000 description 1
• 239000002997 ophthalmic solution Substances 0.000 description 1
• 150000007530 organic bases Chemical class 0.000 description 1
• 230000003204 osmotic effect Effects 0.000 description 1
• 208000008798 osteoma Diseases 0.000 description 1
• FJKROLUGYXJWQN-UHFFFAOYSA-N papa-hydroxy-benzoic acid Natural products OC(=O)C1=CC=C(O)C=C1 FJKROLUGYXJWQN-UHFFFAOYSA-N 0.000 description 1
• 230000001769 paralizing effect Effects 0.000 description 1
• 230000003071 parasitic effect Effects 0.000 description 1
• 239000006072 paste Substances 0.000 description 1
• 239000003961 penetration enhancing agent Substances 0.000 description 1
• 230000010412 perfusion Effects 0.000 description 1
• 208000033808 peripheral neuropathy Diseases 0.000 description 1
• 229940066842 petrolatum Drugs 0.000 description 1
• 235000019271 petrolatum Nutrition 0.000 description 1
• 230000003285 pharmacodynamic effect Effects 0.000 description 1
• 230000000144 pharmacologic effect Effects 0.000 description 1
• XEBWQGVWTUSTLN-UHFFFAOYSA-M phenylmercury acetate Chemical compound CC(=O)O[Hg]C1=CC=CC=C1 XEBWQGVWTUSTLN-UHFFFAOYSA-M 0.000 description 1
• DCNLOVYDMCVNRZ-UHFFFAOYSA-N phenylmercury(.) Chemical class [Hg]C1=CC=CC=C1 DCNLOVYDMCVNRZ-UHFFFAOYSA-N 0.000 description 1
• 239000008363 phosphate buffer Substances 0.000 description 1
• 230000000649 photocoagulation Effects 0.000 description 1
• 238000002428 photodynamic therapy Methods 0.000 description 1
• 229960001697 physostigmine Drugs 0.000 description 1
• PIJVFDBKTWXHHD-HIFRSBDPSA-N physostigmine Chemical compound C12=CC(OC(=O)NC)=CC=C2N(C)[C@@H]2[C@@]1(C)CCN2C PIJVFDBKTWXHHD-HIFRSBDPSA-N 0.000 description 1
• 239000000049 pigment Substances 0.000 description 1
• 230000019612 pigmentation Effects 0.000 description 1
• 239000006187 pill Substances 0.000 description 1
• 229960001416 pilocarpine Drugs 0.000 description 1
• 229960002139 pilocarpine hydrochloride Drugs 0.000 description 1
• RNAICSBVACLLGM-GNAZCLTHSA-N pilocarpine hydrochloride Chemical compound Cl.C1OC(=O)[C@@H](CC)[C@H]1CC1=CN=CN1C RNAICSBVACLLGM-GNAZCLTHSA-N 0.000 description 1
• 229960001963 pilocarpine nitrate Drugs 0.000 description 1
• 229920001983 poloxamer Polymers 0.000 description 1
• 229920001515 polyalkylene glycol Polymers 0.000 description 1
• 229920001223 polyethylene glycol Polymers 0.000 description 1
• 229940068917 polyethylene glycols Drugs 0.000 description 1
• 229920000642 polymer Polymers 0.000 description 1
• 239000000244 polyoxyethylene sorbitan monooleate Substances 0.000 description 1
• 229920001282 polysaccharide Polymers 0.000 description 1
• 239000005017 polysaccharide Substances 0.000 description 1
• 229940068968 polysorbate 80 Drugs 0.000 description 1
• 239000001267 polyvinylpyrrolidone Substances 0.000 description 1
• 201000004849 posterior scleritis Diseases 0.000 description 1
• 201000002267 posterior uveal melanoma Diseases 0.000 description 1
• 239000011591 potassium Substances 0.000 description 1
• 229910052700 potassium Inorganic materials 0.000 description 1
• IUBQJLUDMLPAGT-UHFFFAOYSA-N potassium bis(trimethylsilyl)amide Chemical compound C[Si](C)(C)N([K])[Si](C)(C)C IUBQJLUDMLPAGT-UHFFFAOYSA-N 0.000 description 1
• 239000001103 potassium chloride Substances 0.000 description 1
• 235000011164 potassium chloride Nutrition 0.000 description 1
• 229940069328 povidone Drugs 0.000 description 1
• 239000000843 powder Substances 0.000 description 1
• 239000002243 precursor Substances 0.000 description 1
• 230000000750 progressive effect Effects 0.000 description 1
• 230000002062 proliferating effect Effects 0.000 description 1
• 201000007914 proliferative diabetic retinopathy Diseases 0.000 description 1
• 230000001737 promoting effect Effects 0.000 description 1
• VVWRJUBEIPHGQF-MDZDMXLPSA-N propan-2-yl (ne)-n-propan-2-yloxycarbonyliminocarbamate Chemical compound CC(C)OC(=O)\N=N\C(=O)OC(C)C VVWRJUBEIPHGQF-MDZDMXLPSA-N 0.000 description 1
• VVWRJUBEIPHGQF-UHFFFAOYSA-N propan-2-yl n-propan-2-yloxycarbonyliminocarbamate Chemical compound CC(C)OC(=O)N=NC(=O)OC(C)C VVWRJUBEIPHGQF-UHFFFAOYSA-N 0.000 description 1
• 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 1
• UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
• NRTYMEPCRDJMPZ-UHFFFAOYSA-N pyridine;2,2,2-trifluoroacetic acid Chemical compound C1=CC=NC=C1.OC(=O)C(F)(F)F NRTYMEPCRDJMPZ-UHFFFAOYSA-N 0.000 description 1
• 230000035484 reaction time Effects 0.000 description 1
• 238000011084 recovery Methods 0.000 description 1
• 230000008085 renal dysfunction Effects 0.000 description 1
• 210000001525 retina Anatomy 0.000 description 1
• 230000004258 retinal degeneration Effects 0.000 description 1
• 229960000888 rimantadine Drugs 0.000 description 1
• 229940085605 saccharin sodium Drugs 0.000 description 1
• 208000005687 scabies Diseases 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
• 239000002453 shampoo Substances 0.000 description 1
• 210000003491 skin Anatomy 0.000 description 1
• 229910052708 sodium Inorganic materials 0.000 description 1
• 239000001632 sodium acetate Substances 0.000 description 1
• 235000017281 sodium acetate Nutrition 0.000 description 1
• 229960004249 sodium acetate Drugs 0.000 description 1
• 229910000033 sodium borohydride Inorganic materials 0.000 description 1
• 239000012279 sodium borohydride Substances 0.000 description 1
• HRZFUMHJMZEROT-UHFFFAOYSA-L sodium disulfite Chemical compound [Na+].[Na+].[O-]S(=O)S([O-])(=O)=O HRZFUMHJMZEROT-UHFFFAOYSA-L 0.000 description 1
• 229940001584 sodium metabisulfite Drugs 0.000 description 1
• 235000010262 sodium metabisulphite Nutrition 0.000 description 1
• AKHNMLFCWUSKQB-UHFFFAOYSA-L sodium thiosulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=S AKHNMLFCWUSKQB-UHFFFAOYSA-L 0.000 description 1
• 229940001474 sodium thiosulfate Drugs 0.000 description 1
• 235000019345 sodium thiosulphate Nutrition 0.000 description 1
• 239000012439 solid excipient Substances 0.000 description 1
• 239000002904 solvent Substances 0.000 description 1
• 229940035044 sorbitan monolaurate Drugs 0.000 description 1
• 239000000600 sorbitol Substances 0.000 description 1
• 241000894007 species Species 0.000 description 1
• 239000007921 spray Substances 0.000 description 1
• 239000003381 stabilizer Substances 0.000 description 1
• 239000008107 starch Substances 0.000 description 1
• 235000019698 starch Nutrition 0.000 description 1
• 230000000638 stimulation Effects 0.000 description 1
• 238000007920 subcutaneous administration Methods 0.000 description 1
• 239000005720 sucrose Substances 0.000 description 1
• 150000005846 sugar alcohols Polymers 0.000 description 1
• 238000013268 sustained release Methods 0.000 description 1
• 239000012730 sustained-release form Substances 0.000 description 1
• 238000003786 synthesis reaction Methods 0.000 description 1
• 239000006188 syrup Substances 0.000 description 1
• 235000020357 syrup Nutrition 0.000 description 1
• 230000009885 systemic effect Effects 0.000 description 1
• 239000000454 talc Substances 0.000 description 1
• 229910052623 talc Inorganic materials 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
• RTKIYNMVFMVABJ-UHFFFAOYSA-L thimerosal Chemical compound [Na+].CC[Hg]SC1=CC=CC=C1C([O-])=O RTKIYNMVFMVABJ-UHFFFAOYSA-L 0.000 description 1
• 229940033663 thimerosal Drugs 0.000 description 1
• 230000003813 thin hair Effects 0.000 description 1
• YCGAZNXXGKTASZ-UHFFFAOYSA-N thiophene-2,5-dicarboxylic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)S1 YCGAZNXXGKTASZ-UHFFFAOYSA-N 0.000 description 1
• QERYCTSHXKAMIS-UHFFFAOYSA-N thiophene-2-carboxylic acid Chemical compound OC(=O)C1=CC=CS1 QERYCTSHXKAMIS-UHFFFAOYSA-N 0.000 description 1
• 229950004945 tibalosin Drugs 0.000 description 1
• 229960000454 timolol hemihydrate Drugs 0.000 description 1
• 229960005221 timolol maleate Drugs 0.000 description 1
• 230000009466 transformation Effects 0.000 description 1
• 230000007704 transition Effects 0.000 description 1
• 230000008733 trauma Effects 0.000 description 1
• 230000000472 traumatic effect Effects 0.000 description 1
• 229960002368 travoprost Drugs 0.000 description 1
• MKPLKVHSHYCHOC-AHTXBMBWSA-N travoprost Chemical compound CC(C)OC(=O)CCC\C=C/C[C@H]1[C@@H](O)C[C@@H](O)[C@@H]1\C=C\[C@@H](O)COC1=CC=CC(C(F)(F)F)=C1 MKPLKVHSHYCHOC-AHTXBMBWSA-N 0.000 description 1
• 125000005270 trialkylamine group Chemical group 0.000 description 1
• 229940117013 triethanolamine oleate Drugs 0.000 description 1
• LENZDBCJOHFCAS-UHFFFAOYSA-N tris Chemical compound OCC(N)(CO)CO LENZDBCJOHFCAS-UHFFFAOYSA-N 0.000 description 1
• 229960004418 trolamine Drugs 0.000 description 1
• 229960000281 trometamol Drugs 0.000 description 1
• 201000008827 tuberculosis Diseases 0.000 description 1
• 208000019553 vascular disease Diseases 0.000 description 1
• 229960001722 verapamil Drugs 0.000 description 1
• 230000004393 visual impairment Effects 0.000 description 1