CA2626612A1

CA2626612A1 - Pharmaceutical compositions of muscarinic receptor antagonists

Pharmaceutical compositions of muscarinic receptor antagonists Download PDF

Info

Publication number: CA2626612A1
Authority: CA; Canada
Prior art keywords: compound; hydroxy; azabicyclo; methyl; hexyl
Prior art date: 2005-10-19
Legal status : Abandoned

Application number

CA002626612A

Other languages

English (en)

French (fr)

Inventor

Abhijit Ray

Sunanda G. Dastidar

Rajkumar Shirumalla

Shivani Malhotra

Current Assignee

Ranbaxy Laboratories Ltd

Original Assignee

Individual

Priority date

2005-10-19

Filing date

2006-10-19

Publication date

2007-04-26

2006-10-19 Application filed by Individual filed Critical Individual

2007-04-26 Publication of CA2626612A1 publication Critical patent/CA2626612A1/en

Status Abandoned legal-status Critical Current

Links

229940121948 Muscarinic receptor antagonist Drugs 0.000 title claims abstract description 47
239000008194 pharmaceutical composition Substances 0.000 title claims abstract description 21
239000002587 phosphodiesterase IV inhibitor Substances 0.000 claims abstract description 30
239000000203 mixture Substances 0.000 claims abstract description 27
239000003246 corticosteroid Substances 0.000 claims abstract description 24
229960001334 corticosteroids Drugs 0.000 claims abstract description 23
239000000556 agonist Substances 0.000 claims abstract description 21
102000002574 p38 Mitogen-Activated Protein Kinases Human genes 0.000 claims abstract description 19
108010068338 p38 Mitogen-Activated Protein Kinases Proteins 0.000 claims abstract description 19
238000000034 method Methods 0.000 claims abstract description 17
239000002829 mitogen activated protein kinase inhibitor Substances 0.000 claims abstract description 16
239000004480 active ingredient Substances 0.000 claims abstract description 13
208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims abstract description 11
230000002757 inflammatory effect Effects 0.000 claims abstract description 10
230000001363 autoimmune Effects 0.000 claims abstract description 9
150000001875 compounds Chemical class 0.000 claims description 737
150000003839 salts Chemical class 0.000 claims description 51
-1 cyano, hydroxy Chemical group 0.000 claims description 49
125000000217 alkyl group Chemical group 0.000 claims description 46
125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 40
LSBDFXRDZJMBSC-UHFFFAOYSA-N 2-phenylacetamide Chemical compound NC(=O)CC1=CC=CC=C1 LSBDFXRDZJMBSC-UHFFFAOYSA-N 0.000 claims description 35
125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 33
FEWJPZIEWOKRBE-JCYAYHJZSA-N Dextrotartaric acid Chemical class OC(=O)[C@H](O)[C@@H](O)C(O)=O FEWJPZIEWOKRBE-JCYAYHJZSA-N 0.000 claims description 30
QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical group [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 28
229910052736 halogen Inorganic materials 0.000 claims description 28
150000002367 halogens Chemical class 0.000 claims description 28
239000001257 hydrogen Substances 0.000 claims description 28
229910052739 hydrogen Inorganic materials 0.000 claims description 28
229910052760 oxygen Inorganic materials 0.000 claims description 28
239000001301 oxygen Substances 0.000 claims description 28
125000003545 alkoxy group Chemical group 0.000 claims description 25
IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical group N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 24
125000001072 heteroaryl group Chemical group 0.000 claims description 20
NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical group [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims description 19
239000005864 Sulphur Chemical group 0.000 claims description 19
125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 19
125000003118 aryl group Chemical group 0.000 claims description 16
239000012453 solvate Substances 0.000 claims description 15
125000004169 (C1-C6) alkyl group Chemical group 0.000 claims description 14
150000001204 N-oxides Chemical class 0.000 claims description 12
150000002148 esters Chemical class 0.000 claims description 12
125000005842 heteroatom Chemical group 0.000 claims description 12
229940043355 kinase inhibitor Drugs 0.000 claims description 12
239000002207 metabolite Substances 0.000 claims description 12
125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 12
229910052757 nitrogen Chemical group 0.000 claims description 12
239000003757 phosphotransferase inhibitor Substances 0.000 claims description 12
125000006273 (C1-C3) alkyl group Chemical group 0.000 claims description 11
QCQCHGYLTSGIGX-GHXANHINSA-N 4-[[(3ar,5ar,5br,7ar,9s,11ar,11br,13as)-5a,5b,8,8,11a-pentamethyl-3a-[(5-methylpyridine-3-carbonyl)amino]-2-oxo-1-propan-2-yl-4,5,6,7,7a,9,10,11,11b,12,13,13a-dodecahydro-3h-cyclopenta[a]chrysen-9-yl]oxy]-2,2-dimethyl-4-oxobutanoic acid Chemical compound N([C@@]12CC[C@@]3(C)[C@]4(C)CC[C@H]5C(C)(C)[C@@H](OC(=O)CC(C)(C)C(O)=O)CC[C@]5(C)[C@H]4CC[C@@H]3C1=C(C(C2)=O)C(C)C)C(=O)C1=CN=CC(C)=C1 QCQCHGYLTSGIGX-GHXANHINSA-N 0.000 claims description 11
125000004447 heteroarylalkenyl group Chemical group 0.000 claims description 11
229940095064 tartrate Drugs 0.000 claims description 11
239000000812 cholinergic antagonist Substances 0.000 claims description 10
125000000753 cycloalkyl group Chemical group 0.000 claims description 10
229940065524 anticholinergics inhalants for obstructive airway diseases Drugs 0.000 claims description 9
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 9
125000001931 aliphatic group Chemical group 0.000 claims description 8
125000004453 alkoxycarbonyl group Chemical group 0.000 claims description 8
239000000043 antiallergic agent Substances 0.000 claims description 8
125000005018 aryl alkenyl group Chemical group 0.000 claims description 8
229940052760 dopamine agonists Drugs 0.000 claims description 8
239000003136 dopamine receptor stimulating agent Substances 0.000 claims description 8
102000052116 epidermal growth factor receptor activity proteins Human genes 0.000 claims description 8
108700015053 epidermal growth factor receptor activity proteins Proteins 0.000 claims description 8
125000000623 heterocyclic group Chemical group 0.000 claims description 8
YOHYSYJDKVYCJI-UHFFFAOYSA-N n-[3-[[6-[3-(trifluoromethyl)anilino]pyrimidin-4-yl]amino]phenyl]cyclopropanecarboxamide Chemical compound FC(F)(F)C1=CC=CC(NC=2N=CN=C(NC=3C=C(NC(=O)C4CC4)C=CC=3)C=2)=C1 YOHYSYJDKVYCJI-UHFFFAOYSA-N 0.000 claims description 8
229940002612 prodrug Drugs 0.000 claims description 8
239000000651 prodrug Substances 0.000 claims description 8
229920006395 saturated elastomer Polymers 0.000 claims description 8
125000001424 substituent group Chemical group 0.000 claims description 8
239000005557 antagonist Substances 0.000 claims description 7
125000003917 carbamoyl group Chemical group [H]N([H])C(*)=O 0.000 claims description 7
125000004446 heteroarylalkyl group Chemical group 0.000 claims description 7
125000006274 (C1-C3)alkoxy group Chemical group 0.000 claims description 6
DLFVBJFMPXGRIB-UHFFFAOYSA-N Acetamide Chemical compound CC(N)=O DLFVBJFMPXGRIB-UHFFFAOYSA-N 0.000 claims description 6
125000003710 aryl alkyl group Chemical group 0.000 claims description 6
241000124008 Mammalia Species 0.000 claims description 5
208000010668 atopic eczema Diseases 0.000 claims description 5
125000004191 (C1-C6) alkoxy group Chemical group 0.000 claims description 4
BJEPYKJPYRNKOW-REOHCLBHSA-N (S)-malic acid Chemical class OC(=O)[C@@H](O)CC(O)=O BJEPYKJPYRNKOW-REOHCLBHSA-N 0.000 claims description 4
XXJGBENTLXFVFI-UHFFFAOYSA-N 1-amino-methylene Chemical compound N[CH2] XXJGBENTLXFVFI-UHFFFAOYSA-N 0.000 claims description 4
KNSLGPATJQAECH-UHFFFAOYSA-N 2-phenylacetamide;hydrochloride Chemical compound Cl.NC(=O)CC1=CC=CC=C1 KNSLGPATJQAECH-UHFFFAOYSA-N 0.000 claims description 4
ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical compound [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 claims description 4
101100439664 Arabidopsis thaliana CHR8 gene Chemical group 0.000 claims description 4
WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims description 4
ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims description 4
PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 claims description 4
125000004457 alkyl amino carbonyl group Chemical group 0.000 claims description 4
230000000172 allergic effect Effects 0.000 claims description 4
230000003266 anti-allergic effect Effects 0.000 claims description 4
125000004429 atom Chemical group 0.000 claims description 4
GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims description 4
229910052794 bromium Inorganic materials 0.000 claims description 4
239000000460 chlorine Substances 0.000 claims description 4
229910052801 chlorine Inorganic materials 0.000 claims description 4
125000000392 cycloalkenyl group Chemical group 0.000 claims description 4
239000011737 fluorine Substances 0.000 claims description 4
229910052731 fluorine Inorganic materials 0.000 claims description 4
239000011630 iodine Substances 0.000 claims description 4
229910052740 iodine Inorganic materials 0.000 claims description 4
239000003199 leukotriene receptor blocking agent Substances 0.000 claims description 4
GXLCAQVYIJMWCZ-UHFFFAOYSA-N (3-benzyl-3-azabicyclo[3.1.0]hexan-6-yl)methyl 2-cyclopentyl-2-hydroxy-2-thiophen-2-ylacetate Chemical compound C12CN(CC=3C=CC=CC=3)CC2C1COC(=O)C(C=1SC=CC=1)(O)C1CCCC1 GXLCAQVYIJMWCZ-UHFFFAOYSA-N 0.000 claims description 3
125000004178 (C1-C4) alkyl group Chemical group 0.000 claims description 3
125000006272 (C3-C7) cycloalkyl group Chemical group 0.000 claims description 3
HUPVBFQYJHFONM-UHFFFAOYSA-N 2-(4-fluorophenyl)acetamide Chemical compound NC(=O)CC1=CC=C(F)C=C1 HUPVBFQYJHFONM-UHFFFAOYSA-N 0.000 claims description 3
MGKPFALCNDRSQD-UHFFFAOYSA-N 2-(4-fluorophenyl)acetic acid Chemical compound OC(=O)CC1=CC=C(F)C=C1 MGKPFALCNDRSQD-UHFFFAOYSA-N 0.000 claims description 3
125000003342 alkenyl group Chemical group 0.000 claims description 3
125000003282 alkyl amino group Chemical group 0.000 claims description 3
MDFFNEOEWAXZRQ-UHFFFAOYSA-N aminyl Chemical compound [NH2] MDFFNEOEWAXZRQ-UHFFFAOYSA-N 0.000 claims description 3
150000002688 maleic acid derivatives Chemical class 0.000 claims description 3
MYLUSPDQXBKXTC-UHFFFAOYSA-N n-phenylacetamide;hydrochloride Chemical compound Cl.CC(=O)NC1=CC=CC=C1 MYLUSPDQXBKXTC-UHFFFAOYSA-N 0.000 claims description 3
239000013312 porous aromatic framework Substances 0.000 claims description 3
101001043818 Mus musculus Interleukin-31 receptor subunit alpha Proteins 0.000 claims 2
125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims 2
125000000040 m-tolyl group Chemical group [H]C1=C([H])C(*)=C([H])C(=C1[H])C([H])([H])[H] 0.000 claims 1
239000000546 pharmaceutical excipient Substances 0.000 abstract description 17
239000003085 diluting agent Substances 0.000 abstract description 16
239000003937 drug carrier Substances 0.000 abstract description 15
208000035475 disorder Diseases 0.000 abstract description 9
208000026935 allergic disease Diseases 0.000 abstract description 5
208000027866 inflammatory disease Diseases 0.000 abstract description 5
208000023275 Autoimmune disease Diseases 0.000 abstract description 3
239000003149 muscarinic antagonist Substances 0.000 description 33
LOKCTEFSRHRXRJ-UHFFFAOYSA-I dipotassium trisodium dihydrogen phosphate hydrogen phosphate dichloride Chemical compound P(=O)(O)(O)[O-].[K+].P(=O)(O)([O-])[O-].[Na+].[Na+].[Cl-].[K+].[Cl-].[Na+] LOKCTEFSRHRXRJ-UHFFFAOYSA-I 0.000 description 28
239000002953 phosphate buffered saline Substances 0.000 description 28
QTBSBXVTEAMEQO-UHFFFAOYSA-N acetic acid Substances CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 20
VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 18
KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 18
NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 17
239000002253 acid Substances 0.000 description 17
239000003981 vehicle Substances 0.000 description 17
AFVFQIVMOAPDHO-UHFFFAOYSA-N Methanesulfonic acid Chemical compound CS(O)(=O)=O AFVFQIVMOAPDHO-UHFFFAOYSA-N 0.000 description 16
QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 16
210000001519 tissue Anatomy 0.000 description 16
FIMXSEMBHGTNKT-UHFFFAOYSA-N Scopine Natural products CN1C2CC(O)CC1C1C2O1 FIMXSEMBHGTNKT-UHFFFAOYSA-N 0.000 description 14
OIPILFWXSMYKGL-UHFFFAOYSA-N acetylcholine Chemical compound CC(=O)OCC[N+](C)(C)C OIPILFWXSMYKGL-UHFFFAOYSA-N 0.000 description 14
FIMXSEMBHGTNKT-RZVDLVGDSA-N scopine Chemical compound C([C@@H]1N2C)[C@H](O)C[C@@H]2[C@@H]2[C@H]1O2 FIMXSEMBHGTNKT-RZVDLVGDSA-N 0.000 description 14
229960004373 acetylcholine Drugs 0.000 description 13
JVTAAEKCZFNVCJ-UHFFFAOYSA-N lactic acid Chemical compound CC(O)C(O)=O JVTAAEKCZFNVCJ-UHFFFAOYSA-N 0.000 description 13
VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 description 12
ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 12
230000000694 effects Effects 0.000 description 12
VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 12
108010058846 Ovalbumin Proteins 0.000 description 11
239000002158 endotoxin Substances 0.000 description 11
230000005764 inhibitory process Effects 0.000 description 11
229920006008 lipopolysaccharide Polymers 0.000 description 11
229940092253 ovalbumin Drugs 0.000 description 11
239000002552 dosage form Substances 0.000 description 10
230000004044 response Effects 0.000 description 10
IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 9
102000014415 Muscarinic acetylcholine receptor Human genes 0.000 description 9
108050003473 Muscarinic acetylcholine receptor Proteins 0.000 description 9
AIXAANGOTKPUOY-UHFFFAOYSA-N carbachol Chemical compound [Cl-].C[N+](C)(C)CCOC(N)=O AIXAANGOTKPUOY-UHFFFAOYSA-N 0.000 description 9
229960004484 carbachol Drugs 0.000 description 9
BMYNFMYTOJXKLE-UHFFFAOYSA-N 3-azaniumyl-2-hydroxypropanoate Chemical compound NCC(O)C(O)=O BMYNFMYTOJXKLE-UHFFFAOYSA-N 0.000 description 8
241000700159 Rattus Species 0.000 description 8
MNDBXUUTURYVHR-UHFFFAOYSA-N roflumilast Chemical compound FC(F)OC1=CC=C(C(=O)NC=2C(=CN=CC=2Cl)Cl)C=C1OCC1CC1 MNDBXUUTURYVHR-UHFFFAOYSA-N 0.000 description 8
229960002586 roflumilast Drugs 0.000 description 8
241001465754 Metazoa Species 0.000 description 7
FEWJPZIEWOKRBE-UHFFFAOYSA-N Tartaric acid Natural products [H+].[H+].[O-]C(=O)C(O)C(O)C([O-])=O FEWJPZIEWOKRBE-UHFFFAOYSA-N 0.000 description 7
229910000147 aluminium phosphate Inorganic materials 0.000 description 7
229940079593 drug Drugs 0.000 description 7
239000003814 drug Substances 0.000 description 7
VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 7
HJORMJIFDVBMOB-UHFFFAOYSA-N rolipram Chemical compound COC1=CC=C(C2CC(=O)NC2)C=C1OC1CCCC1 HJORMJIFDVBMOB-UHFFFAOYSA-N 0.000 description 7
229950005741 rolipram Drugs 0.000 description 7
239000011975 tartaric acid Substances 0.000 description 7
OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 6
KDYFGRWQOYBRFD-UHFFFAOYSA-N Succinic acid Natural products OC(=O)CCC(O)=O KDYFGRWQOYBRFD-UHFFFAOYSA-N 0.000 description 6
KDYFGRWQOYBRFD-NUQCWPJISA-N butanedioic acid Chemical compound O[14C](=O)CC[14C](O)=O KDYFGRWQOYBRFD-NUQCWPJISA-N 0.000 description 6
239000001530 fumaric acid Substances 0.000 description 6
239000004310 lactic acid Substances 0.000 description 6
235000014655 lactic acid Nutrition 0.000 description 6
210000000265 leukocyte Anatomy 0.000 description 6
239000011976 maleic acid Substances 0.000 description 6
229940098779 methanesulfonic acid Drugs 0.000 description 6
102000005962 receptors Human genes 0.000 description 6
108020003175 receptors Proteins 0.000 description 6
235000002906 tartaric acid Nutrition 0.000 description 6
238000012360 testing method Methods 0.000 description 6
206010002091 Anaesthesia Diseases 0.000 description 5
150000001412 amines Chemical class 0.000 description 5
230000037005 anaesthesia Effects 0.000 description 5
210000003979 eosinophil Anatomy 0.000 description 5
229960002714 fluticasone Drugs 0.000 description 5
MGNNYOODZCAHBA-GQKYHHCASA-N fluticasone Chemical compound C1([C@@H](F)C2)=CC(=O)C=C[C@]1(C)[C@]1(F)[C@@H]2[C@@H]2C[C@@H](C)[C@@](C(=O)SCF)(O)[C@@]2(C)C[C@@H]1O MGNNYOODZCAHBA-GQKYHHCASA-N 0.000 description 5
230000000241 respiratory effect Effects 0.000 description 5
210000003437 trachea Anatomy 0.000 description 5
ODELFXJUOVNEFZ-UHFFFAOYSA-N 2,2-diphenylpropanoic acid Chemical compound C=1C=CC=CC=1C(C(O)=O)(C)C1=CC=CC=C1 ODELFXJUOVNEFZ-UHFFFAOYSA-N 0.000 description 4
VOVIALXJUBGFJZ-KWVAZRHASA-N Budesonide Chemical compound C1CC2=CC(=O)C=C[C@]2(C)[C@@H]2[C@@H]1[C@@H]1C[C@H]3OC(CCC)O[C@@]3(C(=O)CO)[C@@]1(C)C[C@@H]2O VOVIALXJUBGFJZ-KWVAZRHASA-N 0.000 description 4
241000700198 Cavia Species 0.000 description 4
LUKZNWIVRBCLON-GXOBDPJESA-N Ciclesonide Chemical compound C1([C@H]2O[C@@]3([C@H](O2)C[C@@H]2[C@@]3(C[C@H](O)[C@@H]3[C@@]4(C)C=CC(=O)C=C4CC[C@H]32)C)C(=O)COC(=O)C(C)C)CCCCC1 LUKZNWIVRBCLON-GXOBDPJESA-N 0.000 description 4
239000012981 Hank's balanced salt solution Substances 0.000 description 4
206010040070 Septic Shock Diseases 0.000 description 4
229960000396 atropine Drugs 0.000 description 4
229960004436 budesonide Drugs 0.000 description 4
239000000969 carrier Substances 0.000 description 4
210000004027 cell Anatomy 0.000 description 4
229960003728 ciclesonide Drugs 0.000 description 4
229960001867 guaiacol Drugs 0.000 description 4
JYGXADMDTFJGBT-VWUMJDOOSA-N hydrocortisone Chemical compound O=C1CC[C@]2(C)[C@H]3[C@@H](O)C[C@](C)([C@@](CC4)(O)C(=O)CO)[C@@H]4[C@@H]3CCC2=C1 JYGXADMDTFJGBT-VWUMJDOOSA-N 0.000 description 4
DPHDSIQHVGSITN-UHFFFAOYSA-N n-(3,5-dichloropyridin-4-yl)-2-[1-[(4-fluorophenyl)methyl]-5-hydroxyindol-3-yl]-2-oxoacetamide Chemical compound C1=C(C(=O)C(=O)NC=2C(=CN=CC=2Cl)Cl)C2=CC(O)=CC=C2N1CC1=CC=C(F)C=C1 DPHDSIQHVGSITN-UHFFFAOYSA-N 0.000 description 4
210000000440 neutrophil Anatomy 0.000 description 4
MAGCRYYXZYUDSY-UHFFFAOYSA-N 2-fluoro-2,2-diphenylacetic acid Chemical compound C=1C=CC=CC=1C(F)(C(=O)O)C1=CC=CC=C1 MAGCRYYXZYUDSY-UHFFFAOYSA-N 0.000 description 3
229930003347 Atropine Natural products 0.000 description 3
206010006482 Bronchospasm Diseases 0.000 description 3
241000700199 Cavia porcellus Species 0.000 description 3
RKUNBYITZUJHSG-UHFFFAOYSA-N Hyosciamin-hydrochlorid Natural products CN1C(C2)CCC1CC2OC(=O)C(CO)C1=CC=CC=C1 RKUNBYITZUJHSG-UHFFFAOYSA-N 0.000 description 3
241000699670 Mus sp. Species 0.000 description 3
JAUOIFJMECXRGI-UHFFFAOYSA-N Neoclaritin Chemical compound C=1C(Cl)=CC=C2C=1CCC1=CC=CN=C1C2=C1CCNCC1 JAUOIFJMECXRGI-UHFFFAOYSA-N 0.000 description 3
229910019142 PO4 Inorganic materials 0.000 description 3
241000700157 Rattus norvegicus Species 0.000 description 3
ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 3
239000000443 aerosol Substances 0.000 description 3
230000036428 airway hyperreactivity Effects 0.000 description 3
239000002249 anxiolytic agent Substances 0.000 description 3
238000003556 assay Methods 0.000 description 3
RKUNBYITZUJHSG-SPUOUPEWSA-N atropine Chemical compound O([C@H]1C[C@H]2CC[C@@H](C1)N2C)C(=O)C(CO)C1=CC=CC=C1 RKUNBYITZUJHSG-SPUOUPEWSA-N 0.000 description 3
NBMKJKDGKREAPL-DVTGEIKXSA-N beclomethasone Chemical compound C1CC2=CC(=O)C=C[C@]2(C)[C@]2(Cl)[C@@H]1[C@@H]1C[C@H](C)[C@@](C(=O)CO)(O)[C@@]1(C)C[C@@H]2O NBMKJKDGKREAPL-DVTGEIKXSA-N 0.000 description 3
230000007885 bronchoconstriction Effects 0.000 description 3
239000000872 buffer Substances 0.000 description 3
CFBUZOUXXHZCFB-OYOVHJISSA-N chembl511115 Chemical compound COC1=CC=C([C@@]2(CC[C@H](CC2)C(O)=O)C#N)C=C1OC1CCCC1 CFBUZOUXXHZCFB-OYOVHJISSA-N 0.000 description 3
230000001684 chronic effect Effects 0.000 description 3
238000013270 controlled release Methods 0.000 description 3
229960001271 desloratadine Drugs 0.000 description 3
QVDKSPUZWYTNQA-UHFFFAOYSA-N enprofylline Chemical compound O=C1NC(=O)N(CCC)C2=NC=N[C]21 QVDKSPUZWYTNQA-UHFFFAOYSA-N 0.000 description 3
229950000579 enprofylline Drugs 0.000 description 3
229960003449 epinastine Drugs 0.000 description 3
WHWZLSFABNNENI-UHFFFAOYSA-N epinastine Chemical compound C1C2=CC=CC=C2C2CN=C(N)N2C2=CC=CC=C21 WHWZLSFABNNENI-UHFFFAOYSA-N 0.000 description 3
238000002474 experimental method Methods 0.000 description 3
229960000676 flunisolide Drugs 0.000 description 3
229960001361 ipratropium bromide Drugs 0.000 description 3
KEWHKYJURDBRMN-ZEODDXGYSA-M ipratropium bromide hydrate Chemical compound O.[Br-].O([C@H]1C[C@H]2CC[C@@H](C1)[N@@+]2(C)C(C)C)C(=O)C(CO)C1=CC=CC=C1 KEWHKYJURDBRMN-ZEODDXGYSA-M 0.000 description 3
239000007788 liquid Substances 0.000 description 3
230000001404 mediated effect Effects 0.000 description 3
229960001664 mometasone Drugs 0.000 description 3
QLIIKPVHVRXHRI-CXSFZGCWSA-N mometasone Chemical compound C1CC2=CC(=O)C=C[C@]2(C)[C@]2(Cl)[C@@H]1[C@@H]1C[C@@H](C)[C@@](C(=O)CCl)(O)[C@@]1(C)C[C@@H]2O QLIIKPVHVRXHRI-CXSFZGCWSA-N 0.000 description 3
231100000252 nontoxic Toxicity 0.000 description 3
230000003000 nontoxic effect Effects 0.000 description 3
235000021317 phosphate Nutrition 0.000 description 3
238000002360 preparation method Methods 0.000 description 3
MIXMJCQRHVAJIO-TZHJZOAOSA-N qk4dys664x Chemical compound O.C1([C@@H](F)C2)=CC(=O)C=C[C@]1(C)[C@@H]1[C@@H]2[C@@H]2C[C@H]3OC(C)(C)O[C@@]3(C(=O)CO)[C@@]2(C)C[C@@H]1O.C1([C@@H](F)C2)=CC(=O)C=C[C@]1(C)[C@@H]1[C@@H]2[C@@H]2C[C@H]3OC(C)(C)O[C@@]3(C(=O)CO)[C@@]2(C)C[C@@H]1O MIXMJCQRHVAJIO-TZHJZOAOSA-N 0.000 description 3
238000000611 regression analysis Methods 0.000 description 3
230000036303 septic shock Effects 0.000 description 3
210000002460 smooth muscle Anatomy 0.000 description 3
239000000725 suspension Substances 0.000 description 3
239000003826 tablet Substances 0.000 description 3
230000001225 therapeutic effect Effects 0.000 description 3
229960005294 triamcinolone Drugs 0.000 description 3
GFNANZIMVAIWHM-OBYCQNJPSA-N triamcinolone Chemical compound O=C1C=C[C@]2(C)[C@@]3(F)[C@@H](O)C[C@](C)([C@@]([C@H](O)C4)(O)C(=O)CO)[C@@H]4[C@@H]3CCC2=C1 GFNANZIMVAIWHM-OBYCQNJPSA-N 0.000 description 3
DYRRBMLFLLRLKB-UHFFFAOYSA-N 1-(5-tert-butyl-2-methylpyrazol-3-yl)-3-[4-(2-morpholin-4-ylethoxy)naphthalen-1-yl]urea Chemical compound CN1N=C(C(C)(C)C)C=C1NC(=O)NC(C1=CC=CC=C11)=CC=C1OCCN1CCOCC1 DYRRBMLFLLRLKB-UHFFFAOYSA-N 0.000 description 2
OBWCIXSXYKHZQK-UHFFFAOYSA-N 1-[5-tert-butyl-2-(6-methoxypyridin-3-yl)pyrazol-3-yl]-3-[4-(2-morpholin-4-ylethoxy)naphthalen-1-yl]urea Chemical compound C1=NC(OC)=CC=C1N1C(NC(=O)NC=2C3=CC=CC=C3C(OCCN3CCOCC3)=CC=2)=CC(C(C)(C)C)=N1 OBWCIXSXYKHZQK-UHFFFAOYSA-N 0.000 description 2
ZMXHONJJTQSZKY-UHFFFAOYSA-N 2,2-bis(3,4-difluorophenyl)-2-hydroxyacetic acid Chemical compound C=1C=C(F)C(F)=CC=1C(O)(C(=O)O)C1=CC=C(F)C(F)=C1 ZMXHONJJTQSZKY-UHFFFAOYSA-N 0.000 description 2
RCORMCWYMRPHPO-UHFFFAOYSA-N 2,2-bis(3-fluorophenyl)-2-hydroxyacetic acid Chemical compound C=1C=CC(F)=CC=1C(O)(C(=O)O)C1=CC=CC(F)=C1 RCORMCWYMRPHPO-UHFFFAOYSA-N 0.000 description 2
BDRDNPBTWIGWPI-UHFFFAOYSA-N 2-(cyclobutylamino)-6-(2-methylphenyl)-8-(oxan-4-yl)pyrido[2,3-d]pyrimidin-7-one Chemical compound CC1=CC=CC=C1C(C(N(C1CCOCC1)C1=N2)=O)=CC1=CN=C2NC1CCC1 BDRDNPBTWIGWPI-UHFFFAOYSA-N 0.000 description 2
HZAXFHJVJLSVMW-UHFFFAOYSA-N 2-Aminoethan-1-ol Chemical compound NCCO HZAXFHJVJLSVMW-UHFFFAOYSA-N 0.000 description 2
IGMXFRVKNJSCNP-UHFFFAOYSA-N 2-[(1-benzoylpiperidin-4-yl)amino]-6-(2-methylphenyl)-8-(oxan-4-yl)pyrido[2,3-d]pyrimidin-7-one Chemical compound CC1=CC=CC=C1C(C(N(C1CCOCC1)C1=N2)=O)=CC1=CN=C2NC1CCN(C(=O)C=2C=CC=CC=2)CC1 IGMXFRVKNJSCNP-UHFFFAOYSA-N 0.000 description 2
HRHPMXNLUBSVQE-UHFFFAOYSA-N 2-[(1-benzylpiperidin-4-yl)amino]-6-(2-methylphenyl)-8-(oxan-4-yl)pyrido[2,3-d]pyrimidin-7-one Chemical compound CC1=CC=CC=C1C(C(N(C1CCOCC1)C1=N2)=O)=CC1=CN=C2NC1CCN(CC=2C=CC=CC=2)CC1 HRHPMXNLUBSVQE-UHFFFAOYSA-N 0.000 description 2
NVMXARWNJKMDRI-UHFFFAOYSA-N 2-[(1-ethylsulfonylpiperidin-4-yl)amino]-6-(2-methylphenyl)-8-(oxan-4-yl)pyrido[2,3-d]pyrimidin-7-one Chemical compound C1CN(S(=O)(=O)CC)CCC1NC1=NC=C(C=C(C=2C(=CC=CC=2)C)C(=O)N2C3CCOCC3)C2=N1 NVMXARWNJKMDRI-UHFFFAOYSA-N 0.000 description 2
AWZQYZNWDPTGOT-UHFFFAOYSA-N 2-cyclohexyl-2-phenylacetamide Chemical compound C=1C=CC=CC=1C(C(=O)N)C1CCCCC1 AWZQYZNWDPTGOT-UHFFFAOYSA-N 0.000 description 2
YWWQABBXZSDJEK-UHFFFAOYSA-N 3-(3-cycloheptyloxy-4-cyclopentyloxyphenyl)-1,7-dioxa-2-azaspiro[4.4]non-2-ene Chemical compound C1CCCC1OC1=CC=C(C=2CC3(COCC3)ON=2)C=C1OC1CCCCCC1 YWWQABBXZSDJEK-UHFFFAOYSA-N 0.000 description 2
JNJZDZZUUFIKSD-UHFFFAOYSA-N 3-[3-(cyclopropylmethoxy)-4-propan-2-yloxyphenyl]-1,7-dioxa-2-azaspiro[4.4]non-2-ene Chemical compound CC(C)OC1=CC=C(C=2CC3(COCC3)ON=2)C=C1OCC1CC1 JNJZDZZUUFIKSD-UHFFFAOYSA-N 0.000 description 2
FDPZQXNVRVWNGO-UHFFFAOYSA-N 4-[[6-(2-methylphenyl)-8-(oxan-4-yl)-7-oxopyrido[2,3-d]pyrimidin-2-yl]amino]-n-[4-(trifluoromethyl)phenyl]piperidine-1-carboxamide Chemical compound CC1=CC=CC=C1C(C(N(C1CCOCC1)C1=N2)=O)=CC1=CN=C2NC1CCN(C(=O)NC=2C=CC(=CC=2)C(F)(F)F)CC1 FDPZQXNVRVWNGO-UHFFFAOYSA-N 0.000 description 2
KTNSFXYCJPHYLC-UHFFFAOYSA-N 4-[[6-(2-methylphenyl)-8-(oxan-4-yl)-7-oxopyrido[2,3-d]pyrimidin-2-yl]amino]-n-propylpiperazine-1-carboxamide Chemical compound C1CN(C(=O)NCCC)CCN1NC1=NC=C(C=C(C=2C(=CC=CC=2)C)C(=O)N2C3CCOCC3)C2=N1 KTNSFXYCJPHYLC-UHFFFAOYSA-N 0.000 description 2
SFSGILHAYAHHBB-UHFFFAOYSA-N 6-(2-methylphenyl)-2-[(1-methylpiperidin-4-yl)amino]-8-(oxan-4-yl)pyrido[2,3-d]pyrimidin-7-one Chemical compound C1CN(C)CCC1NC1=NC=C(C=C(C=2C(=CC=CC=2)C)C(=O)N2C3CCOCC3)C2=N1 SFSGILHAYAHHBB-UHFFFAOYSA-N 0.000 description 2
NLIGKYMEJCIDJJ-UHFFFAOYSA-N 6-(2-methylphenyl)-2-[(1-methylsulfonylpiperidin-4-yl)amino]-8-(oxan-4-yl)pyrido[2,3-d]pyrimidin-7-one Chemical compound CC1=CC=CC=C1C(C(N(C1CCOCC1)C1=N2)=O)=CC1=CN=C2NC1CCN(S(C)(=O)=O)CC1 NLIGKYMEJCIDJJ-UHFFFAOYSA-N 0.000 description 2
UMDOYKWTNIITDJ-UHFFFAOYSA-N 6-(2-methylphenyl)-8-(oxan-4-yl)-2-[(4-propan-2-ylsulfonylpiperazin-1-yl)amino]pyrido[2,3-d]pyrimidin-7-one Chemical compound C1CN(S(=O)(=O)C(C)C)CCN1NC1=NC=C(C=C(C=2C(=CC=CC=2)C)C(=O)N2C3CCOCC3)C2=N1 UMDOYKWTNIITDJ-UHFFFAOYSA-N 0.000 description 2
DHSSDEDRBUKTQY-UHFFFAOYSA-N 6-prop-2-enyl-4,5,7,8-tetrahydrothiazolo[4,5-d]azepin-2-amine Chemical compound C1CN(CC=C)CCC2=C1N=C(N)S2 DHSSDEDRBUKTQY-UHFFFAOYSA-N 0.000 description 2
QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 2
MBUVEWMHONZEQD-UHFFFAOYSA-N Azeptin Chemical compound C1CN(C)CCCC1N1C(=O)C2=CC=CC=C2C(CC=2C=CC(Cl)=CC=2)=N1 MBUVEWMHONZEQD-UHFFFAOYSA-N 0.000 description 2
CPELXLSAUQHCOX-UHFFFAOYSA-M Bromide Chemical compound [Br-] CPELXLSAUQHCOX-UHFFFAOYSA-M 0.000 description 2
LERNTVKEWCAPOY-VOGVJGKGSA-N C[N+]1(C)[C@H]2C[C@H](C[C@@H]1[C@H]1O[C@@H]21)OC(=O)C(O)(c1cccs1)c1cccs1 Chemical compound C[N+]1(C)[C@H]2C[C@H](C[C@@H]1[C@H]1O[C@@H]21)OC(=O)C(O)(c1cccs1)c1cccs1 LERNTVKEWCAPOY-VOGVJGKGSA-N 0.000 description 2
ZKLPARSLTMPFCP-UHFFFAOYSA-N Cetirizine Chemical compound C1CN(CCOCC(=O)O)CCN1C(C=1C=CC(Cl)=CC=1)C1=CC=CC=C1 ZKLPARSLTMPFCP-UHFFFAOYSA-N 0.000 description 2
208000006545 Chronic Obstructive Pulmonary Disease Diseases 0.000 description 2
206010010744 Conjunctivitis allergic Diseases 0.000 description 2
206010010774 Constipation Diseases 0.000 description 2
XIQVNETUBQGFHX-UHFFFAOYSA-N Ditropan Chemical compound C=1C=CC=CC=1C(O)(C(=O)OCC#CCN(CC)CC)C1CCCCC1 XIQVNETUBQGFHX-UHFFFAOYSA-N 0.000 description 2
102000003688 G-Protein-Coupled Receptors Human genes 0.000 description 2
108090000045 G-Protein-Coupled Receptors Proteins 0.000 description 2
CPELXLSAUQHCOX-UHFFFAOYSA-N Hydrogen bromide Chemical compound Br CPELXLSAUQHCOX-UHFFFAOYSA-N 0.000 description 2
206010061218 Inflammation Diseases 0.000 description 2
239000012839 Krebs-Henseleit buffer Substances 0.000 description 2
PVLJETXTTWAYEW-UHFFFAOYSA-N Mizolastine Chemical compound N=1C=CC(=O)NC=1N(C)C(CC1)CCN1C1=NC2=CC=CC=C2N1CC1=CC=C(F)C=C1 PVLJETXTTWAYEW-UHFFFAOYSA-N 0.000 description 2
FFHCKAMBYOUOQN-UHFFFAOYSA-N N-(4-fluorophenyl)-4-[[6-(2-methylphenyl)-8-(oxan-4-yl)-7-oxopyrido[2,3-d]pyrimidin-2-yl]amino]piperazine-1-carboxamide Chemical compound CC1=CC=CC=C1C(C(N(C1CCOCC1)C1=N2)=O)=CC1=CN=C2NN1CCN(C(=O)NC=2C=CC(F)=CC=2)CC1 FFHCKAMBYOUOQN-UHFFFAOYSA-N 0.000 description 2
IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical class CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 description 2
208000002193 Pain Diseases 0.000 description 2
GLUUGHFHXGJENI-UHFFFAOYSA-N Piperazine Chemical compound C1CNCCN1 GLUUGHFHXGJENI-UHFFFAOYSA-N 0.000 description 2
NQRYJNQNLNOLGT-UHFFFAOYSA-N Piperidine Chemical compound C1CCNCC1 NQRYJNQNLNOLGT-UHFFFAOYSA-N 0.000 description 2
RUOGJYKOQBFJIG-UHFFFAOYSA-N SCH-351591 Chemical compound C12=CC=C(C(F)(F)F)N=C2C(OC)=CC=C1C(=O)NC1=C(Cl)C=[N+]([O-])C=C1Cl RUOGJYKOQBFJIG-UHFFFAOYSA-N 0.000 description 2
206010040047 Sepsis Diseases 0.000 description 2
QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 2
208000001871 Tachycardia Diseases 0.000 description 2
206010052779 Transplant rejections Diseases 0.000 description 2
206010047513 Vision blurred Diseases 0.000 description 2
150000007513 acids Chemical class 0.000 description 2
230000002411 adverse Effects 0.000 description 2
208000037883 airway inflammation Diseases 0.000 description 2
NDAUXUAQIAJITI-UHFFFAOYSA-N albuterol Chemical compound CC(C)(C)NCC(O)C1=CC=C(O)C(CO)=C1 NDAUXUAQIAJITI-UHFFFAOYSA-N 0.000 description 2
208000002205 allergic conjunctivitis Diseases 0.000 description 2
229960004574 azelastine Drugs 0.000 description 2
229940092705 beclomethasone Drugs 0.000 description 2
239000011230 binding agent Substances 0.000 description 2
210000004556 brain Anatomy 0.000 description 2
229940124630 bronchodilator Drugs 0.000 description 2
239000000168 bronchodilator agent Substances 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
OSGAYBCDTDRGGQ-UHFFFAOYSA-L calcium sulfate Chemical compound [Ca+2].[O-]S([O-])(=O)=O OSGAYBCDTDRGGQ-UHFFFAOYSA-L 0.000 description 2
239000002775 capsule Substances 0.000 description 2
150000004657 carbamic acid derivatives Chemical class 0.000 description 2
235000013877 carbamide Nutrition 0.000 description 2
229960001803 cetirizine Drugs 0.000 description 2
230000008602 contraction Effects 0.000 description 2
230000007850 degeneration Effects 0.000 description 2
238000011161 development Methods 0.000 description 2
230000018109 developmental process Effects 0.000 description 2
229960003957 dexamethasone Drugs 0.000 description 2
UREBDLICKHMUKA-CXSFZGCWSA-N dexamethasone Chemical compound C1CC2=CC(=O)C=C[C@]2(C)[C@]2(F)[C@@H]1[C@@H]1C[C@@H](C)[C@@](C(=O)CO)(O)[C@@]1(C)C[C@@H]2O UREBDLICKHMUKA-CXSFZGCWSA-N 0.000 description 2
MVCOAUNKQVWQHZ-UHFFFAOYSA-N doramapimod Chemical compound C1=CC(C)=CC=C1N1C(NC(=O)NC=2C3=CC=CC=C3C(OCCN3CCOCC3)=CC=2)=CC(C(C)(C)C)=N1 MVCOAUNKQVWQHZ-UHFFFAOYSA-N 0.000 description 2
229960001971 ebastine Drugs 0.000 description 2
MJJALKDDGIKVBE-UHFFFAOYSA-N ebastine Chemical compound C1=CC(C(C)(C)C)=CC=C1C(=O)CCCN1CCC(OC(C=2C=CC=CC=2)C=2C=CC=CC=2)CC1 MJJALKDDGIKVBE-UHFFFAOYSA-N 0.000 description 2
229960003592 fexofenadine Drugs 0.000 description 2
RWTNPBWLLIMQHL-UHFFFAOYSA-N fexofenadine Chemical compound C1=CC(C(C)(C(O)=O)C)=CC=C1C(O)CCCN1CCC(C(O)(C=2C=CC=CC=2)C=2C=CC=CC=2)CC1 RWTNPBWLLIMQHL-UHFFFAOYSA-N 0.000 description 2
239000012530 fluid Substances 0.000 description 2
235000013305 food Nutrition 0.000 description 2
230000006870 function Effects 0.000 description 2
230000002538 fungal effect Effects 0.000 description 2
239000008187 granular material Substances 0.000 description 2
150000004677 hydrates Chemical class 0.000 description 2
229960000890 hydrocortisone Drugs 0.000 description 2
YXOKBHUPEBNZOG-UHFFFAOYSA-N hydron;4-hydroxy-7-[2-[2-[3-(2-phenylethoxy)propylsulfonyl]ethylamino]ethyl]-3h-1,3-benzothiazol-2-one;chloride Chemical compound Cl.C1=2SC(=O)NC=2C(O)=CC=C1CCNCCS(=O)(=O)CCCOCCC1=CC=CC=C1 YXOKBHUPEBNZOG-UHFFFAOYSA-N 0.000 description 2
CGIGDMFJXJATDK-UHFFFAOYSA-N indomethacin Chemical compound CC1=C(CC(O)=O)C2=CC(OC)=CC=C2N1C(=O)C1=CC=C(Cl)C=C1 CGIGDMFJXJATDK-UHFFFAOYSA-N 0.000 description 2
230000004054 inflammatory process Effects 0.000 description 2
239000003112 inhibitor Substances 0.000 description 2
150000007529 inorganic bases Chemical class 0.000 description 2
OEXHQOGQTVQTAT-JRNQLAHRSA-N ipratropium Chemical class O([C@H]1C[C@H]2CC[C@@H](C1)[N@@+]2(C)C(C)C)C(=O)C(CO)C1=CC=CC=C1 OEXHQOGQTVQTAT-JRNQLAHRSA-N 0.000 description 2
ZCGOMHNNNFPNMX-KYTRFIICSA-N levocabastine Chemical compound C1([C@@]2(C(O)=O)CCN(C[C@H]2C)[C@@H]2CC[C@@](CC2)(C#N)C=2C=CC(F)=CC=2)=CC=CC=C1 ZCGOMHNNNFPNMX-KYTRFIICSA-N 0.000 description 2
229960001120 levocabastine Drugs 0.000 description 2
229960003088 loratadine Drugs 0.000 description 2
JCCNYMKQOSZNPW-UHFFFAOYSA-N loratadine Chemical compound C1CN(C(=O)OCC)CCC1=C1C2=NC=CC=C2CCC2=CC(Cl)=CC=C21 JCCNYMKQOSZNPW-UHFFFAOYSA-N 0.000 description 2
239000000314 lubricant Substances 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
239000011159 matrix material Substances 0.000 description 2
150000007522 mineralic acids Chemical class 0.000 description 2
229960001144 mizolastine Drugs 0.000 description 2
125000000896 monocarboxylic acid group Chemical group 0.000 description 2
238000000465 moulding Methods 0.000 description 2
230000003551 muscarinic effect Effects 0.000 description 2
HQEGVAQPKGBNKQ-UHFFFAOYSA-N n-(4-fluorophenyl)-4-[[6-(2-methylphenyl)-8-(oxan-4-yl)-7-oxopyrido[2,3-d]pyrimidin-2-yl]amino]piperidine-1-carbothioamide Chemical compound CC1=CC=CC=C1C(C(N(C1CCOCC1)C1=N2)=O)=CC1=CN=C2NC1CCN(C(=S)NC=2C=CC(F)=CC=2)CC1 HQEGVAQPKGBNKQ-UHFFFAOYSA-N 0.000 description 2
GORMZSUEBYAXDY-UHFFFAOYSA-N n-(4-fluorophenyl)-4-[[6-(2-methylphenyl)-8-(oxan-4-yl)-7-oxopyrido[2,3-d]pyrimidin-2-yl]amino]piperidine-1-carboxamide Chemical compound CC1=CC=CC=C1C(C(N(C1CCOCC1)C1=N2)=O)=CC1=CN=C2NC1CCN(C(=O)NC=2C=CC(F)=CC=2)CC1 GORMZSUEBYAXDY-UHFFFAOYSA-N 0.000 description 2
JZSAXZCTBHXRAV-UHFFFAOYSA-N n-cyclohexyl-4-[[6-(2-methylphenyl)-8-(oxan-4-yl)-7-oxopyrido[2,3-d]pyrimidin-2-yl]amino]piperazine-1-carboxamide Chemical compound CC1=CC=CC=C1C(C(N(C1CCOCC1)C1=N2)=O)=CC1=CN=C2NN1CCN(C(=O)NC2CCCCC2)CC1 JZSAXZCTBHXRAV-UHFFFAOYSA-N 0.000 description 2
CVSWUEXZWSBDMC-UHFFFAOYSA-N non-2-ene Chemical compound CCCCCC[CH]C=C CVSWUEXZWSBDMC-UHFFFAOYSA-N 0.000 description 2
210000000056 organ Anatomy 0.000 description 2
150000007524 organic acids Chemical class 0.000 description 2
235000005985 organic acids Nutrition 0.000 description 2
201000008482 osteoarthritis Diseases 0.000 description 2
229960005434 oxybutynin Drugs 0.000 description 2
230000036407 pain Effects 0.000 description 2
230000002093 peripheral effect Effects 0.000 description 2
NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 2
239000010452 phosphate Substances 0.000 description 2
229920000642 polymer Polymers 0.000 description 2
239000000843 powder Substances 0.000 description 2
FASDKYOPVNHBLU-ZETCQYMHSA-N pramipexole Chemical compound C1[C@@H](NCCC)CCC2=C1SC(N)=N2 FASDKYOPVNHBLU-ZETCQYMHSA-N 0.000 description 2
229960002052 salbutamol Drugs 0.000 description 2
239000007787 solid Substances 0.000 description 2
230000006641 stabilisation Effects 0.000 description 2
238000011105 stabilization Methods 0.000 description 2
239000000126 substance Substances 0.000 description 2
230000002195 synergetic effect Effects 0.000 description 2
230000006794 tachycardia Effects 0.000 description 2
229950008418 talipexole Drugs 0.000 description 2
VTRQFQXIVJEXDT-UHFFFAOYSA-N tert-butyl 4-[[6-(2-chlorophenyl)-8-(oxan-4-yl)-7-oxopyrido[2,3-d]pyrimidin-2-yl]amino]piperidine-1-carboxylate Chemical compound C1CN(C(=O)OC(C)(C)C)CCC1NC1=NC=C(C=C(C=2C(=CC=CC=2)Cl)C(=O)N2C3CCOCC3)C2=N1 VTRQFQXIVJEXDT-UHFFFAOYSA-N 0.000 description 2
150000003512 tertiary amines Chemical class 0.000 description 2
YAPQBXQYLJRXSA-UHFFFAOYSA-N theobromine Chemical compound CN1C(=O)NC(=O)C2=C1N=CN2C YAPQBXQYLJRXSA-UHFFFAOYSA-N 0.000 description 2
229960000257 tiotropium bromide Drugs 0.000 description 2
OOGJQPCLVADCPB-HXUWFJFHSA-N tolterodine Chemical compound C1([C@@H](CCN(C(C)C)C(C)C)C=2C(=CC=C(C)C=2)O)=CC=CC=C1 OOGJQPCLVADCPB-HXUWFJFHSA-N 0.000 description 2
229960004045 tolterodine Drugs 0.000 description 2
JOXIMZWYDAKGHI-UHFFFAOYSA-N toluene-4-sulfonic acid Chemical compound CC1=CC=C(S(O)(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-N 0.000 description 2
GETQZCLCWQTVFV-UHFFFAOYSA-N trimethylamine Chemical compound CN(C)C GETQZCLCWQTVFV-UHFFFAOYSA-N 0.000 description 2
BDIAUFOIMFAIPU-UHFFFAOYSA-N valepotriate Natural products CC(C)CC(=O)OC1C=C(C(=COC2OC(=O)CC(C)C)COC(C)=O)C2C11CO1 BDIAUFOIMFAIPU-UHFFFAOYSA-N 0.000 description 2
230000003612 virological effect Effects 0.000 description 2
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
238000005303 weighing Methods 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
XWTYSIMOBUGWOL-UHFFFAOYSA-N (+-)-Terbutaline Chemical compound CC(C)(C)NCC(O)C1=CC(O)=CC(O)=C1 XWTYSIMOBUGWOL-UHFFFAOYSA-N 0.000 description 1
HFVMEOPYDLEHBR-UHFFFAOYSA-N (2-fluorophenyl)-phenylmethanol Chemical compound C=1C=CC=C(F)C=1C(O)C1=CC=CC=C1 HFVMEOPYDLEHBR-UHFFFAOYSA-N 0.000 description 1
DPVJZWJFXGRGJO-SFHVURJKSA-N (5r)-3-(3-cyclopentyloxy-4-methoxyphenyl)-1,7-dioxa-2-azaspiro[4.4]non-2-ene Chemical compound COC1=CC=C(C=2C[C@@]3(COCC3)ON=2)C=C1OC1CCCC1 DPVJZWJFXGRGJO-SFHVURJKSA-N 0.000 description 1
DPVJZWJFXGRGJO-GOSISDBHSA-N (5s)-3-(3-cyclopentyloxy-4-methoxyphenyl)-1,7-dioxa-2-azaspiro[4.4]non-2-ene Chemical compound COC1=CC=C(C=2C[C@]3(COCC3)ON=2)C=C1OC1CCCC1 DPVJZWJFXGRGJO-GOSISDBHSA-N 0.000 description 1
KQZSMOGWYFPKCH-UJPCIWJBSA-N (8s,9s,10r,11s,13s,14s,17r)-17-acetyl-11,17-dihydroxy-10,13-dimethyl-7,8,9,11,12,14,15,16-octahydro-6h-cyclopenta[a]phenanthren-3-one Chemical compound C1CC2=CC(=O)C=C[C@]2(C)[C@@H]2[C@@H]1[C@@H]1CC[C@@](C(=O)C)(O)[C@@]1(C)C[C@@H]2O KQZSMOGWYFPKCH-UJPCIWJBSA-N 0.000 description 1
GHOKWGTUZJEAQD-ZETCQYMHSA-N (D)-(+)-Pantothenic acid Chemical compound OCC(C)(C)[C@@H](O)C(=O)NCCC(O)=O GHOKWGTUZJEAQD-ZETCQYMHSA-N 0.000 description 1
NDAUXUAQIAJITI-LBPRGKRZSA-N (R)-salbutamol Chemical compound CC(C)(C)NC[C@H](O)C1=CC=C(O)C(CO)=C1 NDAUXUAQIAJITI-LBPRGKRZSA-N 0.000 description 1
DOSVYTLBYMQKTC-UHFFFAOYSA-N 1,2,3,5-tetrahydro-2-benzazepin-4-one Chemical class C1C(=O)CNCC2=CC=CC=C21 DOSVYTLBYMQKTC-UHFFFAOYSA-N 0.000 description 1
XVOWNEOOAGXOCX-UHFFFAOYSA-N 1,2-diazaspiro[4.5]dec-2-ene Chemical compound C1C=NNC11CCCCC1 XVOWNEOOAGXOCX-UHFFFAOYSA-N 0.000 description 1
HJCRSXYVPNDWDX-RBFZIWAESA-N 1-[(2r)-2-[[2-(difluoromethoxy)-5-(1,7-dioxa-2-azaspiro[4.4]non-2-en-3-yl)phenoxy]methyl]pyrrolidin-1-yl]propan-1-one Chemical compound CCC(=O)N1CCC[C@@H]1COC1=CC(C=2CC3(COCC3)ON=2)=CC=C1OC(F)F HJCRSXYVPNDWDX-RBFZIWAESA-N 0.000 description 1
VTIRXKHOOLRNDQ-OOJLDXBWSA-N 1-[(2s)-2-[[2-(difluoromethoxy)-5-(1,7-dioxa-2-azaspiro[4.4]non-2-en-3-yl)phenoxy]methyl]pyrrolidin-1-yl]ethanone Chemical compound CC(=O)N1CCC[C@H]1COC1=CC(C=2CC3(COCC3)ON=2)=CC=C1OC(F)F VTIRXKHOOLRNDQ-OOJLDXBWSA-N 0.000 description 1
DIQKIPUYXSNLNR-PVCZSOGJSA-N 1-[(3s)-3-[2-(difluoromethoxy)-5-(1,7-dioxa-2-azaspiro[4.4]non-2-en-3-yl)phenoxy]pyrrolidin-1-yl]propan-1-one Chemical compound C1N(C(=O)CC)CC[C@@H]1OC1=CC(C=2CC3(COCC3)ON=2)=CC=C1OC(F)F DIQKIPUYXSNLNR-PVCZSOGJSA-N 0.000 description 1
QXCFQUOIWNHMJB-UHFFFAOYSA-N 1-[3-(3-cyclopentyloxy-4-methoxyphenyl)-1-oxa-2,7-diazaspiro[4.4]non-2-en-7-yl]ethanone Chemical compound COC1=CC=C(C=2CC3(CN(CC3)C(C)=O)ON=2)C=C1OC1CCCC1 QXCFQUOIWNHMJB-UHFFFAOYSA-N 0.000 description 1
KQNRZHISYIUFFD-UHFFFAOYSA-N 1-[3-(3-cyclopentyloxy-4-methoxyphenyl)-1-oxa-2,8-diazaspiro[4.5]dec-2-en-8-yl]ethanone Chemical compound COC1=CC=C(C=2CC3(ON=2)CCN(CC3)C(C)=O)C=C1OC1CCCC1 KQNRZHISYIUFFD-UHFFFAOYSA-N 0.000 description 1
JQTSMCFPUBMDPZ-UHFFFAOYSA-N 1-[3-(3-cyclopentyloxy-4-methoxyphenyl)-1-oxa-2,9-diazaspiro[4.5]dec-2-en-9-yl]ethanone Chemical compound COC1=CC=C(C=2CC3(ON=2)CN(CCC3)C(C)=O)C=C1OC1CCCC1 JQTSMCFPUBMDPZ-UHFFFAOYSA-N 0.000 description 1
MTZJLAGINISZEJ-UHFFFAOYSA-N 1-[3-(3-cyclopentyloxy-4-methoxyphenyl)-1-oxa-2-azaspiro[4.5]dec-2-en-8-yl]-1-(2-methoxyphenyl)urea Chemical compound COC1=CC=C(C=2CC3(ON=2)CCC(CC3)N(C(N)=O)C=2C(=CC=CC=2)OC)C=C1OC1CCCC1 MTZJLAGINISZEJ-UHFFFAOYSA-N 0.000 description 1
KMFUVVRLBOYMAY-UHFFFAOYSA-N 1-[3-[2-(difluoromethoxy)-5-(1,7-dioxa-2-azaspiro[4.4]non-2-en-3-yl)phenoxy]piperidin-1-yl]ethanone Chemical compound C1N(C(=O)C)CCCC1OC1=CC(C=2CC3(COCC3)ON=2)=CC=C1OC(F)F KMFUVVRLBOYMAY-UHFFFAOYSA-N 0.000 description 1
NXTVNOKGNYDNBY-UHFFFAOYSA-N 1-[3-[2-(difluoromethoxy)-5-(1,7-dioxa-2-azaspiro[4.4]non-2-en-3-yl)phenoxy]piperidin-1-yl]propan-1-one Chemical compound C1N(C(=O)CC)CCCC1OC1=CC(C=2CC3(COCC3)ON=2)=CC=C1OC(F)F NXTVNOKGNYDNBY-UHFFFAOYSA-N 0.000 description 1
JAJTVVDBPOVKQM-UHFFFAOYSA-N 1-[4-[2-(difluoromethoxy)-5-(1,7-dioxa-2-azaspiro[4.4]non-2-en-3-yl)phenoxy]piperidin-1-yl]ethanone Chemical compound C1CN(C(=O)C)CCC1OC1=CC(C=2CC3(COCC3)ON=2)=CC=C1OC(F)F JAJTVVDBPOVKQM-UHFFFAOYSA-N 0.000 description 1
LECHGRBFRSCYPJ-UHFFFAOYSA-N 1-[4-[2-(difluoromethoxy)-5-(1,7-dioxa-2-azaspiro[4.4]non-2-en-3-yl)phenoxy]piperidin-1-yl]propan-1-one Chemical compound C1CN(C(=O)CC)CCC1OC1=CC(C=2CC3(COCC3)ON=2)=CC=C1OC(F)F LECHGRBFRSCYPJ-UHFFFAOYSA-N 0.000 description 1
UQDWAVPZBOQOCI-UHFFFAOYSA-N 1-[5-tert-butyl-2-(4-methylphenyl)pyrazol-3-yl]-3-[4-[2-(1-oxo-1,4-thiazinan-4-yl)ethoxy]naphthalen-1-yl]urea Chemical compound C1=CC(C)=CC=C1N1C(NC(=O)NC=2C3=CC=CC=C3C(OCCN3CCS(=O)CC3)=CC=2)=CC(C(C)(C)C)=N1 UQDWAVPZBOQOCI-UHFFFAOYSA-N 0.000 description 1
APRDOMOEBUWBDX-UHFFFAOYSA-N 1-[5-tert-butyl-2-(6-methylpyridin-3-yl)pyrazol-3-yl]-3-[4-(2-pyridin-4-ylethoxy)naphthalen-1-yl]urea Chemical compound C1=NC(C)=CC=C1N1C(NC(=O)NC=2C3=CC=CC=C3C(OCCC=3C=CN=CC=3)=CC=2)=CC(C(C)(C)C)=N1 APRDOMOEBUWBDX-UHFFFAOYSA-N 0.000 description 1
VSWPGAIWKHPTKX-UHFFFAOYSA-N 1-methyl-10-[2-(4-methyl-1-piperazinyl)-1-oxoethyl]-5H-thieno[3,4-b][1,5]benzodiazepin-4-one Chemical compound C1CN(C)CCN1CC(=O)N1C2=CC=CC=C2NC(=O)C2=CSC(C)=C21 VSWPGAIWKHPTKX-UHFFFAOYSA-N 0.000 description 1
XZVKOMOTDZLLDN-UHFFFAOYSA-N 1-methyl-10-[2-(4-methylpiperazin-1-yl)acetyl]-5h-thieno[3,4-b][1,5]benzodiazepin-4-one;hydrochloride Chemical compound Cl.C1CN(C)CCN1CC(=O)N1C2=CC=CC=C2NC(=O)C2=CSC(C)=C21 XZVKOMOTDZLLDN-UHFFFAOYSA-N 0.000 description 1
POXWDTQUDZUOGP-UHFFFAOYSA-N 1h-1,4-diazepine Chemical compound N1C=CC=NC=C1 POXWDTQUDZUOGP-UHFFFAOYSA-N 0.000 description 1
YKZXWNCXGVYCKF-UHFFFAOYSA-N 2,2-bis(4-fluorophenyl)-2-hydroxyacetic acid Chemical compound C=1C=C(F)C=CC=1C(O)(C(=O)O)C1=CC=C(F)C=C1 YKZXWNCXGVYCKF-UHFFFAOYSA-N 0.000 description 1
SDVFSDZZYXTWCL-UHFFFAOYSA-N 2,2-bis(4-fluorophenyl)-2-hydroxyacetic acid;bromoethane Chemical compound CCBr.C=1C=C(F)C=CC=1C(O)(C(=O)O)C1=CC=C(F)C=C1 SDVFSDZZYXTWCL-UHFFFAOYSA-N 0.000 description 1
YPRHEPKTGFUHCK-UHFFFAOYSA-N 2-(2,3-dihydro-1H-inden-2-yloxy)-4-(1,7-dioxa-2-azaspiro[4.4]non-2-en-3-yl)phenol Chemical compound C1=C(OC2CC3=CC=CC=C3C2)C(O)=CC=C1C(C1)=NOC21CCOC2 YPRHEPKTGFUHCK-UHFFFAOYSA-N 0.000 description 1
DPZHKLJPVMYFCU-UHFFFAOYSA-N 2-(5-bromopyridin-2-yl)acetonitrile Chemical compound BrC1=CC=C(CC#N)N=C1 DPZHKLJPVMYFCU-UHFFFAOYSA-N 0.000 description 1
BHTUDTDVIWMCQM-UHFFFAOYSA-N 2-(difluoromethoxy)-5-(1,7-dioxa-2-azaspiro[4.4]non-2-en-3-yl)phenol Chemical compound C1=C(OC(F)F)C(O)=CC(C=2CC3(COCC3)ON=2)=C1 BHTUDTDVIWMCQM-UHFFFAOYSA-N 0.000 description 1
YREYLAVBNPACJM-UHFFFAOYSA-N 2-(tert-butylamino)-1-(2-chlorophenyl)ethanol Chemical compound CC(C)(C)NCC(O)C1=CC=CC=C1Cl YREYLAVBNPACJM-UHFFFAOYSA-N 0.000 description 1
PHXFOTHELKXSCA-UHFFFAOYSA-N 2-[(1-acetylpiperidin-4-yl)amino]-6-(2-methylphenyl)-8-(oxan-4-yl)pyrido[2,3-d]pyrimidin-7-one Chemical compound C1CN(C(=O)C)CCC1NC1=NC=C(C=C(C=2C(=CC=CC=2)C)C(=O)N2C3CCOCC3)C2=N1 PHXFOTHELKXSCA-UHFFFAOYSA-N 0.000 description 1
ORABMQSVAJXFTQ-UHFFFAOYSA-N 2-[2-(difluoromethoxy)-5-(1,7-dioxa-2-azaspiro[4.4]non-2-en-3-yl)phenoxy]-n-methylacetamide Chemical compound C1=C(OC(F)F)C(OCC(=O)NC)=CC(C=2CC3(COCC3)ON=2)=C1 ORABMQSVAJXFTQ-UHFFFAOYSA-N 0.000 description 1
WSXGQCQWPNRNBR-UHFFFAOYSA-N 2-[2-(difluoromethoxy)-5-(1,7-dioxa-2-azaspiro[4.4]non-2-en-3-yl)phenoxy]acetamide Chemical compound C1=C(OC(F)F)C(OCC(=O)N)=CC(C=2CC3(COCC3)ON=2)=C1 WSXGQCQWPNRNBR-UHFFFAOYSA-N 0.000 description 1
MOWKSKDNBFDKRV-UHFFFAOYSA-N 2-[2-(difluoromethoxy)-5-(1,7-dioxa-2-azaspiro[4.4]non-2-en-3-yl)phenoxy]acetonitrile Chemical compound C1=C(OCC#N)C(OC(F)F)=CC=C1C(C1)=NOC11COCC1 MOWKSKDNBFDKRV-UHFFFAOYSA-N 0.000 description 1
YMURQVVCUSLYKS-UHFFFAOYSA-N 2-[2-(difluoromethoxy)-5-(1,7-dioxa-2-azaspiro[4.4]non-2-en-3-yl)phenoxy]ethanol Chemical compound C1=C(OC(F)F)C(OCCO)=CC(C=2CC3(COCC3)ON=2)=C1 YMURQVVCUSLYKS-UHFFFAOYSA-N 0.000 description 1
FGMJOLZIJYUYRN-UHFFFAOYSA-N 2-[5-(1,7-dioxa-2-azaspiro[4.4]non-2-en-3-yl)-2-methoxyphenoxy]acetamide Chemical compound C1=C(OCC(N)=O)C(OC)=CC=C1C(C1)=NOC11COCC1 FGMJOLZIJYUYRN-UHFFFAOYSA-N 0.000 description 1
PJTOVCQEWMEDFI-UHFFFAOYSA-N 2-[5-(1,7-dioxa-2-azaspiro[4.4]non-2-en-3-yl)-2-methoxyphenoxy]acetonitrile Chemical compound C1=C(OCC#N)C(OC)=CC=C1C(C1)=NOC11COCC1 PJTOVCQEWMEDFI-UHFFFAOYSA-N 0.000 description 1
GMNDCMQPBWZHLK-UHFFFAOYSA-N 2-[5-(1,7-dioxa-2-azaspiro[4.4]non-2-en-3-yl)-2-methoxyphenoxy]cyclopentan-1-ol Chemical compound COC1=CC=C(C=2CC3(COCC3)ON=2)C=C1OC1CCCC1O GMNDCMQPBWZHLK-UHFFFAOYSA-N 0.000 description 1
MSWZFWKMSRAUBD-IVMDWMLBSA-N 2-amino-2-deoxy-D-glucopyranose Chemical compound N[C@H]1C(O)O[C@H](CO)[C@@H](O)[C@@H]1O MSWZFWKMSRAUBD-IVMDWMLBSA-N 0.000 description 1
OZDAOHVKBFBBMZ-UHFFFAOYSA-N 2-aminopentanedioic acid;hydrate Chemical compound O.OC(=O)C(N)CCC(O)=O OZDAOHVKBFBBMZ-UHFFFAOYSA-N 0.000 description 1
SPCKHVPPRJWQRZ-UHFFFAOYSA-N 2-benzhydryloxy-n,n-dimethylethanamine;2-hydroxypropane-1,2,3-tricarboxylic acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O.C=1C=CC=CC=1C(OCCN(C)C)C1=CC=CC=C1 SPCKHVPPRJWQRZ-UHFFFAOYSA-N 0.000 description 1
JSUQXHOMGSWZBI-UHFFFAOYSA-N 2-cyclopentyl-2-phenylacetamide Chemical compound C=1C=CC=CC=1C(C(=O)N)C1CCCC1 JSUQXHOMGSWZBI-UHFFFAOYSA-N 0.000 description 1
NNCQRRYTAYEFDO-UHFFFAOYSA-N 2-cyclopentyloxy-4-(1,7-dioxa-2-azaspiro[4.4]non-2-en-3-yl)phenol Chemical compound OC1=CC=C(C=2CC3(COCC3)ON=2)C=C1OC1CCCC1 NNCQRRYTAYEFDO-UHFFFAOYSA-N 0.000 description 1
BFSVOASYOCHEOV-UHFFFAOYSA-N 2-diethylaminoethanol Chemical compound CCN(CC)CCO BFSVOASYOCHEOV-UHFFFAOYSA-N 0.000 description 1
229940013085 2-diethylaminoethanol Drugs 0.000 description 1
JZDSOQSUCWVBMV-UHFFFAOYSA-N 2-ethylisoindole-1,3-dione Chemical compound C1=CC=C2C(=O)N(CC)C(=O)C2=C1 JZDSOQSUCWVBMV-UHFFFAOYSA-N 0.000 description 1
BWYJJZBRYSADRP-UHFFFAOYSA-N 2-methoxyquinazoline Chemical compound C1=CC=CC2=NC(OC)=NC=C21 BWYJJZBRYSADRP-UHFFFAOYSA-N 0.000 description 1
ZMPRRFPMMJQXPP-UHFFFAOYSA-N 2-sulfobenzoic acid Chemical class OC(=O)C1=CC=CC=C1S(O)(=O)=O ZMPRRFPMMJQXPP-UHFFFAOYSA-N 0.000 description 1
FSGMUUWIXPCDDX-UHFFFAOYSA-N 3-(2,3-dihydro-1,4-benzodioxin-6-yl)-1,7-dioxa-2-azaspiro[4.4]non-2-ene Chemical compound C1OCCC21ON=C(C=1C=C3OCCOC3=CC=1)C2 FSGMUUWIXPCDDX-UHFFFAOYSA-N 0.000 description 1
UPTMVIKIZMEHFW-UHFFFAOYSA-N 3-(3,4-dicyclopentyloxyphenyl)-1,7-dioxa-2-azaspiro[4.4]non-2-ene Chemical compound C1CCCC1OC1=CC=C(C=2CC3(COCC3)ON=2)C=C1OC1CCCC1 UPTMVIKIZMEHFW-UHFFFAOYSA-N 0.000 description 1
NAGHGSBKEYNIAA-UHFFFAOYSA-N 3-(3-butoxy-4-cyclohexyloxyphenyl)-1,7-dioxa-2-azaspiro[4.4]non-2-ene Chemical compound CCCCOC1=CC(C=2CC3(COCC3)ON=2)=CC=C1OC1CCCCC1 NAGHGSBKEYNIAA-UHFFFAOYSA-N 0.000 description 1
GKFDYDIBPWPJDH-UHFFFAOYSA-N 3-(3-butoxy-4-cyclopentyloxyphenyl)-1,7-dioxa-2-azaspiro[4.4]non-2-ene Chemical compound CCCCOC1=CC(C=2CC3(COCC3)ON=2)=CC=C1OC1CCCC1 GKFDYDIBPWPJDH-UHFFFAOYSA-N 0.000 description 1
VSHYHRWYSGFZIM-UHFFFAOYSA-N 3-(3-butoxy-4-ethoxyphenyl)-1,7-dioxa-2-azaspiro[4.4]non-2-ene Chemical compound C1=C(OCC)C(OCCCC)=CC(C=2CC3(COCC3)ON=2)=C1 VSHYHRWYSGFZIM-UHFFFAOYSA-N 0.000 description 1
UEIBXNATDIOJQT-UHFFFAOYSA-N 3-(3-butoxy-4-propan-2-yloxyphenyl)-1,7-dioxa-2-azaspiro[4.4]non-2-ene Chemical compound C1=C(OC(C)C)C(OCCCC)=CC(C=2CC3(COCC3)ON=2)=C1 UEIBXNATDIOJQT-UHFFFAOYSA-N 0.000 description 1
WRICPQCEBQENKD-UHFFFAOYSA-N 3-(3-butoxy-4-propoxyphenyl)-1,7-dioxa-2-azaspiro[4.4]non-2-ene Chemical compound C1=C(OCCC)C(OCCCC)=CC(C=2CC3(COCC3)ON=2)=C1 WRICPQCEBQENKD-UHFFFAOYSA-N 0.000 description 1
HURHNNJEPMPUQH-UHFFFAOYSA-N 3-(3-cycloheptyloxy-4-ethoxyphenyl)-1,7-dioxa-2-azaspiro[4.4]non-2-ene Chemical compound CCOC1=CC=C(C=2CC3(COCC3)ON=2)C=C1OC1CCCCCC1 HURHNNJEPMPUQH-UHFFFAOYSA-N 0.000 description 1
KGCPXJGLQALIHW-UHFFFAOYSA-N 3-(3-cycloheptyloxy-4-propan-2-yloxyphenyl)-1,7-dioxa-2-azaspiro[4.4]non-2-ene Chemical compound CC(C)OC1=CC=C(C=2CC3(COCC3)ON=2)C=C1OC1CCCCCC1 KGCPXJGLQALIHW-UHFFFAOYSA-N 0.000 description 1
MRDOPURDRNGDRM-UHFFFAOYSA-N 3-(3-cycloheptyloxy-4-propoxyphenyl)-1,7-dioxa-2-azaspiro[4.4]non-2-ene Chemical compound CCCOC1=CC=C(C=2CC3(COCC3)ON=2)C=C1OC1CCCCCC1 MRDOPURDRNGDRM-UHFFFAOYSA-N 0.000 description 1
FDOWUXWELQUALQ-UHFFFAOYSA-N 3-(3-cyclopentyloxy-4-ethoxyphenyl)-1,7-dioxa-2-azaspiro[4.4]non-2-ene Chemical compound CCOC1=CC=C(C=2CC3(COCC3)ON=2)C=C1OC1CCCC1 FDOWUXWELQUALQ-UHFFFAOYSA-N 0.000 description 1
SPJVNXNXVDQDIW-UHFFFAOYSA-N 3-(3-cyclopentyloxy-4-methoxyphenyl)-1,7-dioxa-2-azaspiro[4.4]non-2-en-4-ol Chemical compound COC1=CC=C(C=2C(C3(COCC3)ON=2)O)C=C1OC1CCCC1 SPJVNXNXVDQDIW-UHFFFAOYSA-N 0.000 description 1
YDEQBWORAZGMPA-UHFFFAOYSA-N 3-(3-cyclopentyloxy-4-methoxyphenyl)-1,7-dioxa-2-azaspiro[4.4]non-2-en-6-ol Chemical compound COC1=CC=C(C=2CC3(C(OCC3)O)ON=2)C=C1OC1CCCC1 YDEQBWORAZGMPA-UHFFFAOYSA-N 0.000 description 1
BCRPZCNSKWTDBC-UHFFFAOYSA-N 3-(3-cyclopentyloxy-4-methoxyphenyl)-1,7-dioxa-2-azaspiro[4.4]non-2-en-8-ol Chemical compound COC1=CC=C(C=2CC3(CC(O)OC3)ON=2)C=C1OC1CCCC1 BCRPZCNSKWTDBC-UHFFFAOYSA-N 0.000 description 1
DJTMCPFFAKISNL-UHFFFAOYSA-N 3-(3-cyclopentyloxy-4-methoxyphenyl)-1,7-dioxa-2-azaspiro[4.4]non-2-en-8-one Chemical compound COC1=CC=C(C=2CC3(CC(=O)OC3)ON=2)C=C1OC1CCCC1 DJTMCPFFAKISNL-UHFFFAOYSA-N 0.000 description 1
HWKAQOUCHZVNOH-UHFFFAOYSA-N 3-(3-cyclopentyloxy-4-methoxyphenyl)-1,8-dioxa-2-azaspiro[4.5]dec-2-ene Chemical compound COC1=CC=C(C=2CC3(ON=2)CCOCC3)C=C1OC1CCCC1 HWKAQOUCHZVNOH-UHFFFAOYSA-N 0.000 description 1
CTBWMWUHUHTSRD-UHFFFAOYSA-N 3-(3-cyclopentyloxy-4-methoxyphenyl)-1-oxa-2,7-diazaspiro[4.4]non-2-en-6-one Chemical compound COC1=CC=C(C=2CC3(C(NCC3)=O)ON=2)C=C1OC1CCCC1 CTBWMWUHUHTSRD-UHFFFAOYSA-N 0.000 description 1
IUKFHAVWSAFXNA-UHFFFAOYSA-N 3-(3-cyclopentyloxy-4-methoxyphenyl)-1-oxa-2,9-diazaspiro[4.5]dec-2-ene Chemical compound COC1=CC=C(C=2CC3(ON=2)CNCCC3)C=C1OC1CCCC1 IUKFHAVWSAFXNA-UHFFFAOYSA-N 0.000 description 1
FCUYXKWVFSAMAJ-UHFFFAOYSA-N 3-(3-cyclopentyloxy-4-methoxyphenyl)-1-oxa-2-azaspiro[4.4]non-2-ene Chemical compound COC1=CC=C(C=2CC3(CCCC3)ON=2)C=C1OC1CCCC1 FCUYXKWVFSAMAJ-UHFFFAOYSA-N 0.000 description 1
DXKVMSIONQYWOY-UHFFFAOYSA-N 3-(3-cyclopentyloxy-4-methoxyphenyl)-1-oxa-2-azaspiro[4.5]dec-2-en-8-ol Chemical compound COC1=CC=C(C=2CC3(ON=2)CCC(O)CC3)C=C1OC1CCCC1 DXKVMSIONQYWOY-UHFFFAOYSA-N 0.000 description 1
KPWLPNIMBMCZFS-UHFFFAOYSA-N 3-(3-cyclopentyloxy-4-methoxyphenyl)-1-oxa-2-azaspiro[4.5]dec-2-en-8-one Chemical compound COC1=CC=C(C=2CC3(ON=2)CCC(=O)CC3)C=C1OC1CCCC1 KPWLPNIMBMCZFS-UHFFFAOYSA-N 0.000 description 1
OHPKIBBSXCEWQX-UHFFFAOYSA-N 3-(3-cyclopentyloxy-4-methoxyphenyl)-1-oxa-2-azaspiro[4.5]dec-2-ene-4-carboxylic acid Chemical compound COC1=CC=C(C=2C(C3(CCCCC3)ON=2)C(O)=O)C=C1OC1CCCC1 OHPKIBBSXCEWQX-UHFFFAOYSA-N 0.000 description 1
PYEVQQKUZKMUCJ-UHFFFAOYSA-N 3-(3-cyclopentyloxy-4-methoxyphenyl)-3a,4,5,6,7,7a-hexahydro-1,2-benzoxazole Chemical compound COC1=CC=C(C=2C3CCCCC3ON=2)C=C1OC1CCCC1 PYEVQQKUZKMUCJ-UHFFFAOYSA-N 0.000 description 1
LLUPEFVNSOGXCI-UHFFFAOYSA-N 3-(3-cyclopentyloxy-4-methoxyphenyl)-3a,4,6,6a-tetrahydrofuro[3,4-d][1,2]oxazole Chemical compound COC1=CC=C(C=2C3COCC3ON=2)C=C1OC1CCCC1 LLUPEFVNSOGXCI-UHFFFAOYSA-N 0.000 description 1
LTBATLZDUBAXEE-UHFFFAOYSA-N 3-(3-cyclopentyloxy-4-methoxyphenyl)-4,5,6,6a-tetrahydro-3ah-pyrrolo[3,4-d][1,2]oxazole Chemical compound COC1=CC=C(C=2C3CNCC3ON=2)C=C1OC1CCCC1 LTBATLZDUBAXEE-UHFFFAOYSA-N 0.000 description 1
KYNIZDVFDAJRHA-UHFFFAOYSA-N 3-(3-cyclopentyloxy-4-methoxyphenyl)-5-methylsulfonyl-3a,4,6,6a-tetrahydropyrrolo[3,4-d][1,2]oxazole Chemical compound COC1=CC=C(C=2C3CN(CC3ON=2)S(C)(=O)=O)C=C1OC1CCCC1 KYNIZDVFDAJRHA-UHFFFAOYSA-N 0.000 description 1
POUCRJUUEPVTEV-UHFFFAOYSA-N 3-(3-cyclopentyloxy-4-methoxyphenyl)-7-propan-2-yl-1-oxa-2,7-diazaspiro[4.4]non-2-ene Chemical compound COC1=CC=C(C=2CC3(CN(CC3)C(C)C)ON=2)C=C1OC1CCCC1 POUCRJUUEPVTEV-UHFFFAOYSA-N 0.000 description 1
GIOMRKWLAYPRNT-UHFFFAOYSA-N 3-(3-cyclopentyloxy-4-methoxyphenyl)-8-(2-morpholin-4-ylethyl)-1-oxa-2,8-diazaspiro[4.5]dec-2-ene Chemical compound COC1=CC=C(C=2CC3(ON=2)CCN(CCN2CCOCC2)CC3)C=C1OC1CCCC1 GIOMRKWLAYPRNT-UHFFFAOYSA-N 0.000 description 1
ZUDMATROYLCAJG-UHFFFAOYSA-N 3-(3-cyclopentyloxy-4-methoxyphenyl)-8-(2-piperidin-1-ylethyl)-1-oxa-2,8-diazaspiro[4.5]dec-2-ene Chemical compound COC1=CC=C(C=2CC3(ON=2)CCN(CCN2CCCCC2)CC3)C=C1OC1CCCC1 ZUDMATROYLCAJG-UHFFFAOYSA-N 0.000 description 1
HJMZEASVNPPMKK-UHFFFAOYSA-N 3-(3-cyclopentyloxy-4-methoxyphenyl)-8-(cyclopropylmethyl)-1-oxa-2,8-diazaspiro[4.5]dec-2-ene Chemical compound COC1=CC=C(C=2CC3(ON=2)CCN(CC2CC2)CC3)C=C1OC1CCCC1 HJMZEASVNPPMKK-UHFFFAOYSA-N 0.000 description 1
BGBQFOWTYJMGAJ-UHFFFAOYSA-N 3-(3-cyclopentyloxy-4-methoxyphenyl)-8-ethenyl-1-oxa-2-azaspiro[4.5]dec-2-en-8-ol Chemical compound COC1=CC=C(C=2CC3(ON=2)CCC(O)(CC3)C=C)C=C1OC1CCCC1 BGBQFOWTYJMGAJ-UHFFFAOYSA-N 0.000 description 1
QRGKFVAZEPGIGS-UHFFFAOYSA-N 3-(3-cyclopentyloxy-4-methoxyphenyl)-8-ethyl-1-oxa-2,8-diazaspiro[4.5]dec-2-ene Chemical compound C1CN(CC)CCC11ON=C(C=2C=C(OC3CCCC3)C(OC)=CC=2)C1 QRGKFVAZEPGIGS-UHFFFAOYSA-N 0.000 description 1
BIACLODTZMNROX-UHFFFAOYSA-N 3-(3-cyclopentyloxy-4-methoxyphenyl)-8-methyl-1-oxa-2-azaspiro[4.5]dec-2-en-8-ol Chemical compound COC1=CC=C(C=2CC3(ON=2)CCC(C)(O)CC3)C=C1OC1CCCC1 BIACLODTZMNROX-UHFFFAOYSA-N 0.000 description 1
ADGYMXILRKLHGL-UHFFFAOYSA-N 3-(3-cyclopentyloxy-4-methoxyphenyl)-8-methylsulfonyl-1-oxa-2,8-diazaspiro[4.5]dec-2-ene Chemical compound COC1=CC=C(C=2CC3(ON=2)CCN(CC3)S(C)(=O)=O)C=C1OC1CCCC1 ADGYMXILRKLHGL-UHFFFAOYSA-N 0.000 description 1
MYSICBZTQNLMEA-UHFFFAOYSA-N 3-(3-cyclopentyloxy-4-methoxyphenyl)-9-methylsulfonyl-1-oxa-2,9-diazaspiro[4.5]dec-2-ene Chemical compound COC1=CC=C(C=2CC3(ON=2)CN(CCC3)S(C)(=O)=O)C=C1OC1CCCC1 MYSICBZTQNLMEA-UHFFFAOYSA-N 0.000 description 1
RYTPICUWWDXGJO-UHFFFAOYSA-N 3-(3-cyclopentyloxy-4-methoxyphenyl)-n,n-dimethyl-1-oxa-2,7-diazaspiro[4.4]non-2-ene-7-sulfonamide Chemical compound COC1=CC=C(C=2CC3(CN(CC3)S(=O)(=O)N(C)C)ON=2)C=C1OC1CCCC1 RYTPICUWWDXGJO-UHFFFAOYSA-N 0.000 description 1
OZPQZCXAWYBZBL-UHFFFAOYSA-N 3-(3-cyclopentyloxy-4-methoxyphenyl)-n-(4-fluorophenyl)-1-oxa-2,7-diazaspiro[4.4]non-2-ene-7-carboxamide Chemical compound COC1=CC=C(C=2CC3(CN(CC3)C(=O)NC=3C=CC(F)=CC=3)ON=2)C=C1OC1CCCC1 OZPQZCXAWYBZBL-UHFFFAOYSA-N 0.000 description 1
TWKAQEQNEVCRDB-UHFFFAOYSA-N 3-(3-cyclopentyloxy-4-propan-2-yloxyphenyl)-1,7-dioxa-2-azaspiro[4.4]non-2-ene Chemical compound CC(C)OC1=CC=C(C=2CC3(COCC3)ON=2)C=C1OC1CCCC1 TWKAQEQNEVCRDB-UHFFFAOYSA-N 0.000 description 1
PQPIDIAQSPIHOH-UHFFFAOYSA-N 3-(3-cyclopentyloxy-4-propoxyphenyl)-1,7-dioxa-2-azaspiro[4.4]non-2-ene Chemical compound CCCOC1=CC=C(C=2CC3(COCC3)ON=2)C=C1OC1CCCC1 PQPIDIAQSPIHOH-UHFFFAOYSA-N 0.000 description 1
SMQDJZFRDRIIDQ-UHFFFAOYSA-N 3-(3-ethoxy-4-propan-2-yloxyphenyl)-1,7-dioxa-2-azaspiro[4.4]non-2-ene Chemical compound C1=C(OC(C)C)C(OCC)=CC(C=2CC3(COCC3)ON=2)=C1 SMQDJZFRDRIIDQ-UHFFFAOYSA-N 0.000 description 1
OYCXKBRUOUTZAC-UHFFFAOYSA-N 3-(3-ethoxy-4-propoxyphenyl)-1,7-dioxa-2-azaspiro[4.4]non-2-ene Chemical compound C1=C(OCC)C(OCCC)=CC=C1C(C1)=NOC11COCC1 OYCXKBRUOUTZAC-UHFFFAOYSA-N 0.000 description 1
KUCKXJQGAZHODI-UHFFFAOYSA-N 3-(3-propan-2-yloxy-4-propoxyphenyl)-1,7-dioxa-2-azaspiro[4.4]non-2-ene Chemical compound C1=C(OC(C)C)C(OCCC)=CC=C1C(C1)=NOC11COCC1 KUCKXJQGAZHODI-UHFFFAOYSA-N 0.000 description 1
NTKQPMAZIBAFIA-UHFFFAOYSA-N 3-(4-butoxy-3-cycloheptyloxyphenyl)-1,7-dioxa-2-azaspiro[4.4]non-2-ene Chemical compound CCCCOC1=CC=C(C=2CC3(COCC3)ON=2)C=C1OC1CCCCCC1 NTKQPMAZIBAFIA-UHFFFAOYSA-N 0.000 description 1
UOQVNBUESSOEMJ-UHFFFAOYSA-N 3-(4-butoxy-3-cyclopentyloxyphenyl)-1,7-dioxa-2-azaspiro[4.4]non-2-ene Chemical compound CCCCOC1=CC=C(C=2CC3(COCC3)ON=2)C=C1OC1CCCC1 UOQVNBUESSOEMJ-UHFFFAOYSA-N 0.000 description 1
ZIRWVXPTGUOLKE-UHFFFAOYSA-N 3-(4-butoxy-3-ethoxyphenyl)-1,7-dioxa-2-azaspiro[4.4]non-2-ene Chemical compound C1=C(OCC)C(OCCCC)=CC=C1C(C1)=NOC11COCC1 ZIRWVXPTGUOLKE-UHFFFAOYSA-N 0.000 description 1
HWXFGPQCXMTJJU-UHFFFAOYSA-N 3-(4-butoxy-3-propan-2-yloxyphenyl)-1,7-dioxa-2-azaspiro[4.4]non-2-ene Chemical compound C1=C(OC(C)C)C(OCCCC)=CC=C1C(C1)=NOC11COCC1 HWXFGPQCXMTJJU-UHFFFAOYSA-N 0.000 description 1
BBDODWITNMBCQK-UHFFFAOYSA-N 3-(4-butoxy-3-propoxyphenyl)-1,7-dioxa-2-azaspiro[4.4]non-2-ene Chemical compound C1=C(OCCC)C(OCCCC)=CC=C1C(C1)=NOC11COCC1 BBDODWITNMBCQK-UHFFFAOYSA-N 0.000 description 1
DTQUSIKUSPIGPI-UHFFFAOYSA-N 3-(4-cycloheptyloxy-3-cyclopentyloxyphenyl)-1,7-dioxa-2-azaspiro[4.4]non-2-ene Chemical compound C1CCCC1OC1=CC(C=2CC3(COCC3)ON=2)=CC=C1OC1CCCCCC1 DTQUSIKUSPIGPI-UHFFFAOYSA-N 0.000 description 1
YNUHVTZOPYVCJN-UHFFFAOYSA-N 3-(4-cycloheptyloxy-3-ethoxyphenyl)-1,7-dioxa-2-azaspiro[4.4]non-2-ene Chemical compound CCOC1=CC(C=2CC3(COCC3)ON=2)=CC=C1OC1CCCCCC1 YNUHVTZOPYVCJN-UHFFFAOYSA-N 0.000 description 1
ALVPPHMNCPCJPC-UHFFFAOYSA-N 3-(4-cyclohexyloxy-3-cyclopentyloxyphenyl)-1,7-dioxa-2-azaspiro[4.4]non-2-ene Chemical compound C1CCCC1OC1=CC(C=2CC3(COCC3)ON=2)=CC=C1OC1CCCCC1 ALVPPHMNCPCJPC-UHFFFAOYSA-N 0.000 description 1
XXCFKOCJKSOVEA-UHFFFAOYSA-N 3-(4-cyclopentyloxy-3-ethoxyphenyl)-1,7-dioxa-2-azaspiro[4.4]non-2-ene Chemical compound CCOC1=CC(C=2CC3(COCC3)ON=2)=CC=C1OC1CCCC1 XXCFKOCJKSOVEA-UHFFFAOYSA-N 0.000 description 1
LYVZLUYBIHDERU-UHFFFAOYSA-N 3-(4-cyclopentyloxy-3-propan-2-yloxyphenyl)-1,7-dioxa-2-azaspiro[4.4]non-2-ene Chemical compound CC(C)OC1=CC(C=2CC3(COCC3)ON=2)=CC=C1OC1CCCC1 LYVZLUYBIHDERU-UHFFFAOYSA-N 0.000 description 1
BFNNCZQGGLNRRR-UHFFFAOYSA-N 3-(4-cyclopentyloxy-3-propoxyphenyl)-1,7-dioxa-2-azaspiro[4.4]non-2-ene Chemical compound CCCOC1=CC(C=2CC3(COCC3)ON=2)=CC=C1OC1CCCC1 BFNNCZQGGLNRRR-UHFFFAOYSA-N 0.000 description 1
VNFOEYTYXBIHHP-UHFFFAOYSA-N 3-(4-ethoxy-3-propan-2-yloxyphenyl)-1,7-dioxa-2-azaspiro[4.4]non-2-ene Chemical compound C1=C(OC(C)C)C(OCC)=CC=C1C(C1)=NOC11COCC1 VNFOEYTYXBIHHP-UHFFFAOYSA-N 0.000 description 1
KLBVEICVEPAILU-UHFFFAOYSA-N 3-(4-ethoxy-3-propoxyphenyl)-1,7-dioxa-2-azaspiro[4.4]non-2-ene Chemical compound C1=C(OCC)C(OCCC)=CC(C=2CC3(COCC3)ON=2)=C1 KLBVEICVEPAILU-UHFFFAOYSA-N 0.000 description 1
GJKSBPRVPBZCJC-UHFFFAOYSA-N 3-(4-propan-2-yloxy-3-propoxyphenyl)-1,7-dioxa-2-azaspiro[4.4]non-2-ene Chemical compound C1=C(OC(C)C)C(OCCC)=CC(C=2CC3(COCC3)ON=2)=C1 GJKSBPRVPBZCJC-UHFFFAOYSA-N 0.000 description 1
VMVRBFQGXXOFHL-UHFFFAOYSA-N 3-[2-(difluoromethoxy)-5-(1,7-dioxa-2-azaspiro[4.4]non-2-en-3-yl)phenoxy]propan-1-ol Chemical compound C1=C(OC(F)F)C(OCCCO)=CC(C=2CC3(COCC3)ON=2)=C1 VMVRBFQGXXOFHL-UHFFFAOYSA-N 0.000 description 1
FXKUFWSHKNUIMZ-UHFFFAOYSA-N 3-[3,4-bis(2-morpholin-4-ylethoxy)phenyl]-1,7-dioxa-2-azaspiro[4.4]non-2-ene Chemical compound C=1C=C(C=2CC3(COCC3)ON=2)C=C(OCCN2CCOCC2)C=1OCCN1CCOCC1 FXKUFWSHKNUIMZ-UHFFFAOYSA-N 0.000 description 1
DNTFZVFWXOTOMX-UHFFFAOYSA-N 3-[3,4-bis(cyclopropylmethoxy)phenyl]-1,7-dioxa-2-azaspiro[4.4]non-2-ene Chemical compound C1CC1COC1=CC=C(C=2CC3(COCC3)ON=2)C=C1OCC1CC1 DNTFZVFWXOTOMX-UHFFFAOYSA-N 0.000 description 1
MYUPCVLWUUABEB-UHFFFAOYSA-N 3-[3,4-di(propan-2-yloxy)phenyl]-1,7-dioxa-2-azaspiro[4.4]non-2-ene Chemical compound C1=C(OC(C)C)C(OC(C)C)=CC=C1C(C1)=NOC11COCC1 MYUPCVLWUUABEB-UHFFFAOYSA-N 0.000 description 1
COXSONPHLJNWNX-UHFFFAOYSA-N 3-[3-(2,3-dihydro-1h-inden-2-yloxy)-4-(2,2,2-trifluoroethoxy)phenyl]-1,7-dioxa-2-azaspiro[4.4]non-2-ene Chemical compound C1=C(OC2CC3=CC=CC=C3C2)C(OCC(F)(F)F)=CC=C1C(C1)=NOC21CCOC2 COXSONPHLJNWNX-UHFFFAOYSA-N 0.000 description 1
BCUQFBODSVHVIB-UHFFFAOYSA-N 3-[3-(2,3-dihydro-1h-inden-2-yloxy)-4-ethoxyphenyl]-1,7-dioxa-2-azaspiro[4.4]non-2-ene Chemical compound C1=C(OC2CC3=CC=CC=C3C2)C(OCC)=CC=C1C(C1)=NOC21CCOC2 BCUQFBODSVHVIB-UHFFFAOYSA-N 0.000 description 1
PESVKWPWWKYDCH-UHFFFAOYSA-N 3-[3-(2,3-dihydro-1h-inden-2-yloxy)-4-propan-2-yloxyphenyl]-1,7-dioxa-2-azaspiro[4.4]non-2-ene Chemical compound C1=C(OC2CC3=CC=CC=C3C2)C(OC(C)C)=CC=C1C(C1)=NOC21CCOC2 PESVKWPWWKYDCH-UHFFFAOYSA-N 0.000 description 1
OLIPYYMOEKKCER-UHFFFAOYSA-N 3-[3-(2,3-dihydro-1h-inden-2-yloxy)-4-propoxyphenyl]-1,7-dioxa-2-azaspiro[4.4]non-2-ene Chemical compound C1=C(OC2CC3=CC=CC=C3C2)C(OCCC)=CC=C1C(C1)=NOC21CCOC2 OLIPYYMOEKKCER-UHFFFAOYSA-N 0.000 description 1
NDNTUOFHHHTYJE-UHFFFAOYSA-N 3-[3-(2-chloroethoxy)-4-methoxyphenyl]-1,7-dioxa-2-azaspiro[4.4]non-2-ene Chemical compound C1=C(OCCCl)C(OC)=CC=C1C(C1)=NOC11COCC1 NDNTUOFHHHTYJE-UHFFFAOYSA-N 0.000 description 1
HYLJALWRPKABLW-UHFFFAOYSA-N 3-[3-(2-methylpropoxy)-4-propan-2-yloxyphenyl]-1,7-dioxa-2-azaspiro[4.4]non-2-ene Chemical compound C1=C(OC(C)C)C(OCC(C)C)=CC(C=2CC3(COCC3)ON=2)=C1 HYLJALWRPKABLW-UHFFFAOYSA-N 0.000 description 1
AZPQWVHWQAHHAS-UHFFFAOYSA-N 3-[3-(2-methylpropoxy)-4-propoxyphenyl]-1,7-dioxa-2-azaspiro[4.4]non-2-ene Chemical compound C1=C(OCC(C)C)C(OCCC)=CC=C1C(C1)=NOC11COCC1 AZPQWVHWQAHHAS-UHFFFAOYSA-N 0.000 description 1
MJAYCNQRTRHMHZ-UHFFFAOYSA-N 3-[3-(cyclohexylmethoxy)-4-(2,2,2-trifluoroethoxy)phenyl]-1,7-dioxa-2-azaspiro[4.4]non-2-ene Chemical compound FC(F)(F)COC1=CC=C(C=2CC3(COCC3)ON=2)C=C1OCC1CCCCC1 MJAYCNQRTRHMHZ-UHFFFAOYSA-N 0.000 description 1
JMBLGALLFZAJLH-UHFFFAOYSA-N 3-[3-(cyclohexylmethoxy)-4-(2-methylpropoxy)phenyl]-1,7-dioxa-2-azaspiro[4.4]non-2-ene Chemical compound CC(C)COC1=CC=C(C=2CC3(COCC3)ON=2)C=C1OCC1CCCCC1 JMBLGALLFZAJLH-UHFFFAOYSA-N 0.000 description 1
MPVMWHHNSDSDBF-UHFFFAOYSA-N 3-[3-(cyclohexylmethoxy)-4-(cyclopropylmethoxy)phenyl]-1,7-dioxa-2-azaspiro[4.4]non-2-ene Chemical compound C1CC1COC1=CC=C(C=2CC3(COCC3)ON=2)C=C1OCC1CCCCC1 MPVMWHHNSDSDBF-UHFFFAOYSA-N 0.000 description 1
AKJREIJOXINJHE-UHFFFAOYSA-N 3-[3-(cyclohexylmethoxy)-4-(difluoromethoxy)phenyl]-1,7-dioxa-2-azaspiro[4.4]non-2-ene Chemical compound FC(F)OC1=CC=C(C=2CC3(COCC3)ON=2)C=C1OCC1CCCCC1 AKJREIJOXINJHE-UHFFFAOYSA-N 0.000 description 1
ISZFWUGCYLVLRM-UHFFFAOYSA-N 3-[3-(cyclohexylmethoxy)-4-cyclopentyloxyphenyl]-1,7-dioxa-2-azaspiro[4.4]non-2-ene Chemical compound C1CCCCC1COC1=CC(C=2CC3(COCC3)ON=2)=CC=C1OC1CCCC1 ISZFWUGCYLVLRM-UHFFFAOYSA-N 0.000 description 1
MXXMKIHTALJTAL-UHFFFAOYSA-N 3-[3-(cyclohexylmethoxy)-4-ethoxyphenyl]-1,7-dioxa-2-azaspiro[4.4]non-2-ene Chemical compound CCOC1=CC=C(C=2CC3(COCC3)ON=2)C=C1OCC1CCCCC1 MXXMKIHTALJTAL-UHFFFAOYSA-N 0.000 description 1
GVRRUTVBIRBNHX-UHFFFAOYSA-N 3-[3-(cyclohexylmethoxy)-4-propan-2-yloxyphenyl]-1,7-dioxa-2-azaspiro[4.4]non-2-ene Chemical compound CC(C)OC1=CC=C(C=2CC3(COCC3)ON=2)C=C1OCC1CCCCC1 GVRRUTVBIRBNHX-UHFFFAOYSA-N 0.000 description 1
YRAPVJDFOCBLRK-UHFFFAOYSA-N 3-[3-(cyclohexylmethoxy)-4-propoxyphenyl]-1,7-dioxa-2-azaspiro[4.4]non-2-ene Chemical compound CCCOC1=CC=C(C=2CC3(COCC3)ON=2)C=C1OCC1CCCCC1 YRAPVJDFOCBLRK-UHFFFAOYSA-N 0.000 description 1
YDZAHLCRNIVRAT-UHFFFAOYSA-N 3-[3-(cyclopentylmethoxy)-4-(difluoromethoxy)phenyl]-1,7-dioxa-2-azaspiro[4.4]non-2-ene Chemical compound FC(F)OC1=CC=C(C=2CC3(COCC3)ON=2)C=C1OCC1CCCC1 YDZAHLCRNIVRAT-UHFFFAOYSA-N 0.000 description 1
SXJWHNWLHZVCJI-UHFFFAOYSA-N 3-[3-(cyclopropylmethoxy)-4-(2,2,2-trifluoroethoxy)phenyl]-1,7-dioxa-2-azaspiro[4.4]non-2-ene Chemical compound FC(F)(F)COC1=CC=C(C=2CC3(COCC3)ON=2)C=C1OCC1CC1 SXJWHNWLHZVCJI-UHFFFAOYSA-N 0.000 description 1
IHAPOYOHKDKUGW-UHFFFAOYSA-N 3-[3-(cyclopropylmethoxy)-4-(2-morpholin-4-ylethoxy)phenyl]-1,7-dioxa-2-azaspiro[4.4]non-2-ene Chemical compound C=1C=C(C=2CC3(COCC3)ON=2)C=C(OCC2CC2)C=1OCCN1CCOCC1 IHAPOYOHKDKUGW-UHFFFAOYSA-N 0.000 description 1
USZKCCUWEDONCW-UHFFFAOYSA-N 3-[3-(cyclopropylmethoxy)-4-ethoxyphenyl]-1,7-dioxa-2-azaspiro[4.4]non-2-ene Chemical compound CCOC1=CC=C(C=2CC3(COCC3)ON=2)C=C1OCC1CC1 USZKCCUWEDONCW-UHFFFAOYSA-N 0.000 description 1
MUNDJCNMPKSEKZ-UHFFFAOYSA-N 3-[3-(cyclopropylmethoxy)-4-propoxyphenyl]-1,7-dioxa-2-azaspiro[4.4]non-2-ene Chemical compound CCCOC1=CC=C(C=2CC3(COCC3)ON=2)C=C1OCC1CC1 MUNDJCNMPKSEKZ-UHFFFAOYSA-N 0.000 description 1
CCVKXTUGWSORTJ-UHFFFAOYSA-N 3-[3-(difluoromethoxy)-4-methoxyphenyl]-1,7-dioxa-2-azaspiro[4.4]non-2-ene Chemical compound C1=C(OC(F)F)C(OC)=CC=C1C(C1)=NOC11COCC1 CCVKXTUGWSORTJ-UHFFFAOYSA-N 0.000 description 1
XCAHLEMBBNVZGX-UHFFFAOYSA-N 3-[3-[(2,6-dichloropyridin-4-yl)methoxy]-4-methoxyphenyl]-1,7-dioxa-2-azaspiro[4.4]non-2-ene Chemical compound COC1=CC=C(C=2CC3(COCC3)ON=2)C=C1OCC1=CC(Cl)=NC(Cl)=C1 XCAHLEMBBNVZGX-UHFFFAOYSA-N 0.000 description 1
ASEVYHAUDQBLKT-XGLRFROISA-N 3-[3-[(3s)-1-benzylpyrrolidin-3-yl]oxy-4-(difluoromethoxy)phenyl]-1,7-dioxa-2-azaspiro[4.4]non-2-ene Chemical compound C([C@@H](C1)OC2=CC(=CC=C2OC(F)F)C=2CC3(COCC3)ON=2)CN1CC1=CC=CC=C1 ASEVYHAUDQBLKT-XGLRFROISA-N 0.000 description 1
LYKKKBORLKCYAT-UHFFFAOYSA-N 3-[3-butoxy-4-(2,2,2-trifluoroethoxy)phenyl]-1,7-dioxa-2-azaspiro[4.4]non-2-ene Chemical compound C1=C(OCC(F)(F)F)C(OCCCC)=CC(C=2CC3(COCC3)ON=2)=C1 LYKKKBORLKCYAT-UHFFFAOYSA-N 0.000 description 1
GIONFEODVXOMNX-UHFFFAOYSA-N 3-[3-butoxy-4-(2-methylpropoxy)phenyl]-1,7-dioxa-2-azaspiro[4.4]non-2-ene Chemical compound C1=C(OCC(C)C)C(OCCCC)=CC(C=2CC3(COCC3)ON=2)=C1 GIONFEODVXOMNX-UHFFFAOYSA-N 0.000 description 1
JFWLFTBDMZISGG-UHFFFAOYSA-N 3-[3-butoxy-4-(2-morpholin-4-ylethoxy)phenyl]-1,7-dioxa-2-azaspiro[4.4]non-2-ene Chemical compound CCCCOC1=CC(C=2CC3(COCC3)ON=2)=CC=C1OCCN1CCOCC1 JFWLFTBDMZISGG-UHFFFAOYSA-N 0.000 description 1
JNXRCJKLOXAIEX-UHFFFAOYSA-N 3-[3-butoxy-4-(cyclopropylmethoxy)phenyl]-1,7-dioxa-2-azaspiro[4.4]non-2-ene Chemical compound CCCCOC1=CC(C=2CC3(COCC3)ON=2)=CC=C1OCC1CC1 JNXRCJKLOXAIEX-UHFFFAOYSA-N 0.000 description 1
BEZDONJGOMTQCX-UHFFFAOYSA-N 3-[3-cycloheptyloxy-4-(2-methylpropoxy)phenyl]-1,7-dioxa-2-azaspiro[4.4]non-2-ene Chemical compound CC(C)COC1=CC=C(C=2CC3(COCC3)ON=2)C=C1OC1CCCCCC1 BEZDONJGOMTQCX-UHFFFAOYSA-N 0.000 description 1
BXNLCROZEBAOEM-UHFFFAOYSA-N 3-[3-cycloheptyloxy-4-(cyclopropylmethoxy)phenyl]-1,7-dioxa-2-azaspiro[4.4]non-2-ene Chemical compound C1CC1COC1=CC=C(C=2CC3(COCC3)ON=2)C=C1OC1CCCCCC1 BXNLCROZEBAOEM-UHFFFAOYSA-N 0.000 description 1
BQMMOALJHYMYEJ-UHFFFAOYSA-N 3-[3-cyclohexyloxy-4-(2,2,2-trifluoroethoxy)phenyl]-1,7-dioxa-2-azaspiro[4.4]non-2-ene Chemical compound FC(F)(F)COC1=CC=C(C=2CC3(COCC3)ON=2)C=C1OC1CCCCC1 BQMMOALJHYMYEJ-UHFFFAOYSA-N 0.000 description 1
KWLYPJFNMTUYLT-UHFFFAOYSA-N 3-[3-cyclohexyloxy-4-(difluoromethoxy)phenyl]-1,7-dioxa-2-azaspiro[4.4]non-2-ene Chemical compound FC(F)OC1=CC=C(C=2CC3(COCC3)ON=2)C=C1OC1CCCCC1 KWLYPJFNMTUYLT-UHFFFAOYSA-N 0.000 description 1
PCZCTKMVCGAKPV-UHFFFAOYSA-N 3-[3-cyclopentyloxy-4-(2,2,2-trifluoroethoxy)phenyl]-1,7-dioxa-2-azaspiro[4.4]non-2-ene Chemical compound FC(F)(F)COC1=CC=C(C=2CC3(COCC3)ON=2)C=C1OC1CCCC1 PCZCTKMVCGAKPV-UHFFFAOYSA-N 0.000 description 1
KXVPJNQUGPAAPB-UHFFFAOYSA-N 3-[3-cyclopentyloxy-4-(2-methylpropoxy)phenyl]-1,7-dioxa-2-azaspiro[4.4]non-2-ene Chemical compound CC(C)COC1=CC=C(C=2CC3(COCC3)ON=2)C=C1OC1CCCC1 KXVPJNQUGPAAPB-UHFFFAOYSA-N 0.000 description 1
SGGVGDCUWTWMHU-UHFFFAOYSA-N 3-[3-cyclopentyloxy-4-(2-morpholin-4-ylethoxy)phenyl]-1,7-dioxa-2-azaspiro[4.4]non-2-ene Chemical compound C=1C=C(C=2CC3(COCC3)ON=2)C=C(OC2CCCC2)C=1OCCN1CCOCC1 SGGVGDCUWTWMHU-UHFFFAOYSA-N 0.000 description 1
QJPCNLDJVSWHBS-UHFFFAOYSA-N 3-[3-cyclopentyloxy-4-(cyclopropylmethoxy)phenyl]-1,7-dioxa-2-azaspiro[4.4]non-2-ene Chemical compound C1CC1COC1=CC=C(C=2CC3(COCC3)ON=2)C=C1OC1CCCC1 QJPCNLDJVSWHBS-UHFFFAOYSA-N 0.000 description 1
IDRVYYBAWQRRNN-UHFFFAOYSA-N 3-[3-ethoxy-4-(2,2,2-trifluoroethoxy)phenyl]-1,7-dioxa-2-azaspiro[4.4]non-2-ene Chemical compound C1=C(OCC(F)(F)F)C(OCC)=CC(C=2CC3(COCC3)ON=2)=C1 IDRVYYBAWQRRNN-UHFFFAOYSA-N 0.000 description 1
WFNGYIHPRFAGBV-UHFFFAOYSA-N 3-[3-ethoxy-4-(2-methylpropoxy)phenyl]-1,7-dioxa-2-azaspiro[4.4]non-2-ene Chemical compound C1=C(OCC(C)C)C(OCC)=CC(C=2CC3(COCC3)ON=2)=C1 WFNGYIHPRFAGBV-UHFFFAOYSA-N 0.000 description 1
NIRSPKVHULAAOC-UHFFFAOYSA-N 3-[3-methoxy-4-(2,2,2-trifluoroethoxy)phenyl]-1,7-dioxa-2-azaspiro[4.4]non-2-ene Chemical compound C1=C(OCC(F)(F)F)C(OC)=CC(C=2CC3(COCC3)ON=2)=C1 NIRSPKVHULAAOC-UHFFFAOYSA-N 0.000 description 1
LZEWPQLZHUORCC-UHFFFAOYSA-N 3-[3-methoxy-4-(2-morpholin-4-ylethoxy)phenyl]-1,7-dioxa-2-azaspiro[4.4]non-2-ene Chemical compound COC1=CC(C=2CC3(COCC3)ON=2)=CC=C1OCCN1CCOCC1 LZEWPQLZHUORCC-UHFFFAOYSA-N 0.000 description 1
DDFZRKDFRSYTHO-UHFFFAOYSA-N 3-[3-phenylmethoxy-4-(2,2,2-trifluoroethoxy)phenyl]-1,7-dioxa-2-azaspiro[4.4]non-2-ene Chemical compound FC(F)(F)COC1=CC=C(C=2CC3(COCC3)ON=2)C=C1OCC1=CC=CC=C1 DDFZRKDFRSYTHO-UHFFFAOYSA-N 0.000 description 1
DUMXCRYVFUZHEO-UHFFFAOYSA-N 3-[3-propan-2-yloxy-4-(2,2,2-trifluoroethoxy)phenyl]-1,7-dioxa-2-azaspiro[4.4]non-2-ene Chemical compound C1=C(OCC(F)(F)F)C(OC(C)C)=CC(C=2CC3(COCC3)ON=2)=C1 DUMXCRYVFUZHEO-UHFFFAOYSA-N 0.000 description 1
MTPJMZWSBDKCLJ-UHFFFAOYSA-N 3-[3-propoxy-4-(2,2,2-trifluoroethoxy)phenyl]-1,7-dioxa-2-azaspiro[4.4]non-2-ene Chemical compound C1=C(OCC(F)(F)F)C(OCCC)=CC(C=2CC3(COCC3)ON=2)=C1 MTPJMZWSBDKCLJ-UHFFFAOYSA-N 0.000 description 1
YWKLKWPNFWFWPB-UHFFFAOYSA-N 3-[4-(2-methylpropoxy)-3-propan-2-yloxyphenyl]-1,7-dioxa-2-azaspiro[4.4]non-2-ene Chemical compound C1=C(OC(C)C)C(OCC(C)C)=CC=C1C(C1)=NOC11COCC1 YWKLKWPNFWFWPB-UHFFFAOYSA-N 0.000 description 1
ZRXBMVZAOPVIHP-UHFFFAOYSA-N 3-[4-(2-morpholin-4-ylethoxy)-3-propan-2-yloxyphenyl]-1,7-dioxa-2-azaspiro[4.4]non-2-ene Chemical compound CC(C)OC1=CC(C=2CC3(COCC3)ON=2)=CC=C1OCCN1CCOCC1 ZRXBMVZAOPVIHP-UHFFFAOYSA-N 0.000 description 1
DPYHUBSNZAVBGR-UHFFFAOYSA-N 3-[4-(2-morpholin-4-ylethoxy)-3-propoxyphenyl]-1,7-dioxa-2-azaspiro[4.4]non-2-ene Chemical compound CCCOC1=CC(C=2CC3(COCC3)ON=2)=CC=C1OCCN1CCOCC1 DPYHUBSNZAVBGR-UHFFFAOYSA-N 0.000 description 1
GVDSAEZJYSKYPH-UHFFFAOYSA-N 3-[4-(cyclohexylmethoxy)-3-(2-methylpropoxy)phenyl]-1,7-dioxa-2-azaspiro[4.4]non-2-ene Chemical compound CC(C)COC1=CC(C=2CC3(COCC3)ON=2)=CC=C1OCC1CCCCC1 GVDSAEZJYSKYPH-UHFFFAOYSA-N 0.000 description 1
ONCZWDHJARFFRP-UHFFFAOYSA-N 3-[4-(cyclohexylmethoxy)-3-(cyclopropylmethoxy)phenyl]-1,7-dioxa-2-azaspiro[4.4]non-2-ene Chemical compound C1CC1COC1=CC(C=2CC3(COCC3)ON=2)=CC=C1OCC1CCCCC1 ONCZWDHJARFFRP-UHFFFAOYSA-N 0.000 description 1
UNCIGAZHUBVEQV-UHFFFAOYSA-N 3-[4-(cyclohexylmethoxy)-3-cyclopentyloxyphenyl]-1,7-dioxa-2-azaspiro[4.4]non-2-ene Chemical compound C1CCCCC1COC1=CC=C(C=2CC3(COCC3)ON=2)C=C1OC1CCCC1 UNCIGAZHUBVEQV-UHFFFAOYSA-N 0.000 description 1
GJTXHEDRGPYHDH-UHFFFAOYSA-N 3-[4-(cyclohexylmethoxy)-3-ethoxyphenyl]-1,7-dioxa-2-azaspiro[4.4]non-2-ene Chemical compound CCOC1=CC(C=2CC3(COCC3)ON=2)=CC=C1OCC1CCCCC1 GJTXHEDRGPYHDH-UHFFFAOYSA-N 0.000 description 1
KPHYPVPXQUXNPS-UHFFFAOYSA-N 3-[4-(cyclohexylmethoxy)-3-propan-2-yloxyphenyl]-1,7-dioxa-2-azaspiro[4.4]non-2-ene Chemical compound CC(C)OC1=CC(C=2CC3(COCC3)ON=2)=CC=C1OCC1CCCCC1 KPHYPVPXQUXNPS-UHFFFAOYSA-N 0.000 description 1
JJDVFAJNTJWCGX-UHFFFAOYSA-N 3-[4-(cyclohexylmethoxy)-3-propoxyphenyl]-1,7-dioxa-2-azaspiro[4.4]non-2-ene Chemical compound CCCOC1=CC(C=2CC3(COCC3)ON=2)=CC=C1OCC1CCCCC1 JJDVFAJNTJWCGX-UHFFFAOYSA-N 0.000 description 1
WARNOZKQPMWJLB-UHFFFAOYSA-N 3-[4-(cyclopropylmethoxy)-3-(2,3-dihydro-1h-inden-2-yloxy)phenyl]-1,7-dioxa-2-azaspiro[4.4]non-2-ene Chemical compound C1CC1COC(C(=C1)OC2CC3=CC=CC=C3C2)=CC=C1C(C1)=NOC21CCOC2 WARNOZKQPMWJLB-UHFFFAOYSA-N 0.000 description 1
KZLCTGTVHPPCRL-UHFFFAOYSA-N 3-[4-(cyclopropylmethoxy)-3-(2-methylpropoxy)phenyl]-1,7-dioxa-2-azaspiro[4.4]non-2-ene Chemical compound CC(C)COC1=CC(C=2CC3(COCC3)ON=2)=CC=C1OCC1CC1 KZLCTGTVHPPCRL-UHFFFAOYSA-N 0.000 description 1
VYRDMXVRMQFAEC-UHFFFAOYSA-N 3-[4-(cyclopropylmethoxy)-3-ethoxyphenyl]-1,7-dioxa-2-azaspiro[4.4]non-2-ene Chemical compound CCOC1=CC(C=2CC3(COCC3)ON=2)=CC=C1OCC1CC1 VYRDMXVRMQFAEC-UHFFFAOYSA-N 0.000 description 1
YRJXPQDTLOQWDY-UHFFFAOYSA-N 3-[4-(cyclopropylmethoxy)-3-propan-2-yloxyphenyl]-1,7-dioxa-2-azaspiro[4.4]non-2-ene Chemical compound CC(C)OC1=CC(C=2CC3(COCC3)ON=2)=CC=C1OCC1CC1 YRJXPQDTLOQWDY-UHFFFAOYSA-N 0.000 description 1
RUMVFKRWVRAANZ-UHFFFAOYSA-N 3-[4-(difluoromethoxy)-3-(1-ethylsulfonylpiperidin-3-yl)oxyphenyl]-1,7-dioxa-2-azaspiro[4.4]non-2-ene Chemical compound C1N(S(=O)(=O)CC)CCCC1OC1=CC(C=2CC3(COCC3)ON=2)=CC=C1OC(F)F RUMVFKRWVRAANZ-UHFFFAOYSA-N 0.000 description 1
HQCWJGOUJLYKBD-UHFFFAOYSA-N 3-[4-(difluoromethoxy)-3-(2,3-dihydro-1h-inden-2-yloxy)phenyl]-1,7-dioxa-2-azaspiro[4.4]non-2-ene Chemical compound C1=C(OC2CC3=CC=CC=C3C2)C(OC(F)F)=CC=C1C(C1)=NOC21CCOC2 HQCWJGOUJLYKBD-UHFFFAOYSA-N 0.000 description 1
QPZRNXHSDRRMPF-WHUIICBVSA-N 3-[4-(difluoromethoxy)-3-[(3s)-pyrrolidin-3-yl]oxyphenyl]-1,7-dioxa-2-azaspiro[4.4]non-2-ene Chemical compound FC(F)OC1=CC=C(C=2CC3(COCC3)ON=2)C=C1O[C@H]1CCNC1 QPZRNXHSDRRMPF-WHUIICBVSA-N 0.000 description 1
CRDYACLYLMIMPS-UHFFFAOYSA-N 3-[4-(difluoromethoxy)-3-[1-(trifluoromethylsulfonyl)piperidin-4-yl]oxyphenyl]-1,7-dioxa-2-azaspiro[4.4]non-2-ene Chemical compound FC(F)OC1=CC=C(C=2CC3(COCC3)ON=2)C=C1OC1CCN(S(=O)(=O)C(F)(F)F)CC1 CRDYACLYLMIMPS-UHFFFAOYSA-N 0.000 description 1
KKFCQSQFZILURW-YJJYDOSJSA-N 3-[4-(difluoromethoxy)-3-[[(2r)-pyrrolidin-2-yl]methoxy]phenyl]-1,7-dioxa-2-azaspiro[4.4]non-2-ene Chemical compound FC(F)OC1=CC=C(C=2CC3(COCC3)ON=2)C=C1OC[C@H]1CCCN1 KKFCQSQFZILURW-YJJYDOSJSA-N 0.000 description 1
KKFCQSQFZILURW-FVRDMJKUSA-N 3-[4-(difluoromethoxy)-3-[[(2s)-pyrrolidin-2-yl]methoxy]phenyl]-1,7-dioxa-2-azaspiro[4.4]non-2-ene Chemical compound FC(F)OC1=CC=C(C=2CC3(COCC3)ON=2)C=C1OC[C@@H]1CCCN1 KKFCQSQFZILURW-FVRDMJKUSA-N 0.000 description 1
YEPYTYURFDMLIE-UHFFFAOYSA-N 3-[4-(difluoromethoxy)-3-ethoxyphenyl]-1,7-dioxa-2-azaspiro[4.4]non-2-ene Chemical compound C1=C(OC(F)F)C(OCC)=CC(C=2CC3(COCC3)ON=2)=C1 YEPYTYURFDMLIE-UHFFFAOYSA-N 0.000 description 1
AGJRBBRYMPPSAI-UHFFFAOYSA-N 3-[4-(difluoromethoxy)-3-piperidin-4-yloxyphenyl]-1,7-dioxa-2-azaspiro[4.4]non-2-ene Chemical compound FC(F)OC1=CC=C(C=2CC3(COCC3)ON=2)C=C1OC1CCNCC1 AGJRBBRYMPPSAI-UHFFFAOYSA-N 0.000 description 1
QZHJQWRBZMOANO-UHFFFAOYSA-N 3-[4-butoxy-3-(2,3-dihydro-1h-inden-2-yloxy)phenyl]-1,7-dioxa-2-azaspiro[4.4]non-2-ene Chemical compound C1=C(OC2CC3=CC=CC=C3C2)C(OCCCC)=CC=C1C(C1)=NOC21CCOC2 QZHJQWRBZMOANO-UHFFFAOYSA-N 0.000 description 1
RQRZEXRHCUXROD-UHFFFAOYSA-N 3-[4-butoxy-3-(2-methylpropoxy)phenyl]-1,7-dioxa-2-azaspiro[4.4]non-2-ene Chemical compound C1=C(OCC(C)C)C(OCCCC)=CC=C1C(C1)=NOC11COCC1 RQRZEXRHCUXROD-UHFFFAOYSA-N 0.000 description 1
LYBVVNFPMBILKZ-UHFFFAOYSA-N 3-[4-butoxy-3-(cyclohexylmethoxy)phenyl]-1,7-dioxa-2-azaspiro[4.4]non-2-ene Chemical compound CCCCOC1=CC=C(C=2CC3(COCC3)ON=2)C=C1OCC1CCCCC1 LYBVVNFPMBILKZ-UHFFFAOYSA-N 0.000 description 1
IJSSFURAHHMQOL-UHFFFAOYSA-N 3-[4-butoxy-3-(cyclopropylmethoxy)phenyl]-1,7-dioxa-2-azaspiro[4.4]non-2-ene Chemical compound CCCCOC1=CC=C(C=2CC3(COCC3)ON=2)C=C1OCC1CC1 IJSSFURAHHMQOL-UHFFFAOYSA-N 0.000 description 1
DEJBUHAOGYHWHV-UHFFFAOYSA-N 3-[4-cyclopentyloxy-3-(2,3-dihydro-1h-inden-2-yloxy)phenyl]-1,7-dioxa-2-azaspiro[4.4]non-2-ene Chemical compound C1CCCC1OC1=CC=C(C=2CC3(COCC3)ON=2)C=C1OC1CC2=CC=CC=C2C1 DEJBUHAOGYHWHV-UHFFFAOYSA-N 0.000 description 1
CATALFUHJVUOOP-UHFFFAOYSA-N 3-[4-cyclopentyloxy-3-(2-methylpropoxy)phenyl]-1,7-dioxa-2-azaspiro[4.4]non-2-ene Chemical compound CC(C)COC1=CC(C=2CC3(COCC3)ON=2)=CC=C1OC1CCCC1 CATALFUHJVUOOP-UHFFFAOYSA-N 0.000 description 1
KMWMLSIKBULXET-UHFFFAOYSA-N 3-[4-cyclopentyloxy-3-(cyclopropylmethoxy)phenyl]-1,7-dioxa-2-azaspiro[4.4]non-2-ene Chemical compound C1CC1COC1=CC(C=2CC3(COCC3)ON=2)=CC=C1OC1CCCC1 KMWMLSIKBULXET-UHFFFAOYSA-N 0.000 description 1
FXLSDQCVRGFOEM-UHFFFAOYSA-N 3-[4-ethoxy-3-(2-methylpropoxy)phenyl]-1,7-dioxa-2-azaspiro[4.4]non-2-ene Chemical compound C1=C(OCC(C)C)C(OCC)=CC=C1C(C1)=NOC11COCC1 FXLSDQCVRGFOEM-UHFFFAOYSA-N 0.000 description 1
IPICYQVAZDOFDK-UHFFFAOYSA-N 3-[4-methoxy-3-(3-phenylmethoxycyclopentyl)oxyphenyl]-1,7-dioxa-2-azaspiro[4.4]non-2-ene Chemical compound COC1=CC=C(C=2CC3(COCC3)ON=2)C=C1OC(C1)CCC1OCC1=CC=CC=C1 IPICYQVAZDOFDK-UHFFFAOYSA-N 0.000 description 1
YACAXGAPGKYISB-UHFFFAOYSA-N 3-[4-methoxy-3-(pyridin-3-ylmethoxy)phenyl]-1,7-dioxa-2-azaspiro[4.4]non-2-ene Chemical compound COC1=CC=C(C=2CC3(COCC3)ON=2)C=C1OCC1=CC=CN=C1 YACAXGAPGKYISB-UHFFFAOYSA-N 0.000 description 1
OLEKHRMCCAQXSW-UHFFFAOYSA-N 3-[[2-(difluoromethoxy)-5-(1,7-dioxa-2-azaspiro[4.4]non-2-en-3-yl)phenoxy]methyl]benzonitrile Chemical compound FC(F)OC1=CC=C(C=2CC3(COCC3)ON=2)C=C1OCC1=CC=CC(C#N)=C1 OLEKHRMCCAQXSW-UHFFFAOYSA-N 0.000 description 1
FGNAJWFZOBYZLR-UHFFFAOYSA-N 3h-[1,2,4]triazolo[4,3-a][1,4]diazepine Chemical compound N1=CC=CN2CN=NC2=C1 FGNAJWFZOBYZLR-UHFFFAOYSA-N 0.000 description 1
LXFMMUDXRIMBHN-UHFFFAOYSA-N 4,4'-dichlorobenzilic acid Chemical compound C=1C=C(Cl)C=CC=1C(O)(C(=O)O)C1=CC=C(Cl)C=C1 LXFMMUDXRIMBHN-UHFFFAOYSA-N 0.000 description 1
PFGDJQKZNFTLNM-UHFFFAOYSA-N 4-(1,7-dioxa-2-azaspiro[4.4]non-2-en-3-yl)-2-phenylmethoxyphenol Chemical compound OC1=CC=C(C=2CC3(COCC3)ON=2)C=C1OCC1=CC=CC=C1 PFGDJQKZNFTLNM-UHFFFAOYSA-N 0.000 description 1
SOCYKBZDOXWRIL-UHFFFAOYSA-N 4-(1,7-dioxa-2-azaspiro[4.4]non-2-en-3-yl)benzene-1,2-diol Chemical compound C1=C(O)C(O)=CC=C1C(C1)=NOC11COCC1 SOCYKBZDOXWRIL-UHFFFAOYSA-N 0.000 description 1
XYDSZTPYQGAPJO-UHFFFAOYSA-N 4-[[6-(2-methylphenyl)-8-(oxan-4-yl)-7-oxopyrido[2,3-d]pyrimidin-2-yl]amino]piperazine-1-carboxylic acid Chemical compound CC1=CC=CC=C1C(C(N(C1CCOCC1)C1=N2)=O)=CC1=CN=C2NN1CCN(C(O)=O)CC1 XYDSZTPYQGAPJO-UHFFFAOYSA-N 0.000 description 1
QISOBCMNUJQOJU-UHFFFAOYSA-N 4-bromo-1h-pyrazole-5-carboxylic acid Chemical compound OC(=O)C=1NN=CC=1Br QISOBCMNUJQOJU-UHFFFAOYSA-N 0.000 description 1
XHAGBGFNRNIASY-UHFFFAOYSA-N 4-bromo-3-(3-cyclopentyloxy-4-methoxyphenyl)-1,7-dioxa-2-azaspiro[4.4]non-2-ene Chemical compound COC1=CC=C(C=2C(C3(COCC3)ON=2)Br)C=C1OC1CCCC1 XHAGBGFNRNIASY-UHFFFAOYSA-N 0.000 description 1
HVCNXQOWACZAFN-UHFFFAOYSA-N 4-ethylmorpholine Chemical compound CCN1CCOCC1 HVCNXQOWACZAFN-UHFFFAOYSA-N 0.000 description 1
JXAIAPGBZQETQF-UHFFFAOYSA-N 5-(1,7-dioxa-2-azaspiro[4.4]non-2-en-3-yl)-2-(2,2,2-trifluoroethoxy)phenol Chemical compound C1=C(OCC(F)(F)F)C(O)=CC(C=2CC3(COCC3)ON=2)=C1 JXAIAPGBZQETQF-UHFFFAOYSA-N 0.000 description 1
LSLYOANBFKQKPT-DIFFPNOSSA-N 5-[(1r)-1-hydroxy-2-[[(2r)-1-(4-hydroxyphenyl)propan-2-yl]amino]ethyl]benzene-1,3-diol Chemical compound C([C@@H](C)NC[C@H](O)C=1C=C(O)C=C(O)C=1)C1=CC=C(O)C=C1 LSLYOANBFKQKPT-DIFFPNOSSA-N 0.000 description 1
IHOXNOQMRZISPV-YJYMSZOUSA-N 5-[(1r)-1-hydroxy-2-[[(2r)-1-(4-methoxyphenyl)propan-2-yl]azaniumyl]ethyl]-2-oxo-1h-quinolin-8-olate Chemical compound C1=CC(OC)=CC=C1C[C@@H](C)NC[C@H](O)C1=CC=C(O)C2=C1C=CC(=O)N2 IHOXNOQMRZISPV-YJYMSZOUSA-N 0.000 description 1
YEAWGQJFQXNOHH-UHFFFAOYSA-N 5-[2-(difluoromethoxy)-5-(1,7-dioxa-2-azaspiro[4.4]non-2-en-3-yl)phenoxy]pentanamide Chemical compound C1=C(OC(F)F)C(OCCCCC(=O)N)=CC(C=2CC3(COCC3)ON=2)=C1 YEAWGQJFQXNOHH-UHFFFAOYSA-N 0.000 description 1
IUTNKHKTEXDLJQ-UHFFFAOYSA-N 5-[2-(difluoromethoxy)-5-(1,7-dioxa-2-azaspiro[4.4]non-2-en-3-yl)phenoxy]pentanoic acid Chemical compound C1=C(OC(F)F)C(OCCCCC(=O)O)=CC(C=2CC3(COCC3)ON=2)=C1 IUTNKHKTEXDLJQ-UHFFFAOYSA-N 0.000 description 1
PXRKCOCTEMYUEG-UHFFFAOYSA-N 5-aminoisoindole-1,3-dione Chemical compound NC1=CC=C2C(=O)NC(=O)C2=C1 PXRKCOCTEMYUEG-UHFFFAOYSA-N 0.000 description 1
HBYMNTJTPHPMPS-UHFFFAOYSA-N 6-(2-methylphenyl)-2-[(4-methylpiperazin-1-yl)amino]-8-(oxan-4-yl)pyrido[2,3-d]pyrimidin-7-one Chemical compound C1CN(C)CCN1NC1=NC=C(C=C(C=2C(=CC=CC=2)C)C(=O)N2C3CCOCC3)C2=N1 HBYMNTJTPHPMPS-UHFFFAOYSA-N 0.000 description 1
AQYWZFMGAFXLMI-UHFFFAOYSA-N 6-(2-methylphenyl)-8-(oxan-4-yl)-2-(piperidin-1-ylamino)pyrido[2,3-d]pyrimidin-7-one Chemical compound CC1=CC=CC=C1C(C(N(C1CCOCC1)C1=N2)=O)=CC1=CN=C2NN1CCCCC1 AQYWZFMGAFXLMI-UHFFFAOYSA-N 0.000 description 1
XYQYVKYXBQBUOB-UHFFFAOYSA-N 6-(2-methylphenyl)-8-(oxan-4-yl)-2-(piperidin-4-ylamino)pyrido[2,3-d]pyrimidin-7-one Chemical compound CC1=CC=CC=C1C(C(N(C1CCOCC1)C1=N2)=O)=CC1=CN=C2NC1CCNCC1 XYQYVKYXBQBUOB-UHFFFAOYSA-N 0.000 description 1
FHVDTGUDJYJELY-UHFFFAOYSA-N 6-{[2-carboxy-4,5-dihydroxy-6-(phosphanyloxy)oxan-3-yl]oxy}-4,5-dihydroxy-3-phosphanyloxane-2-carboxylic acid Chemical compound O1C(C(O)=O)C(P)C(O)C(O)C1OC1C(C(O)=O)OC(OP)C(O)C1O FHVDTGUDJYJELY-UHFFFAOYSA-N 0.000 description 1
ITBSVYDQYCMHMW-UHFFFAOYSA-N 7-amino-3-(3-cyclopentyloxy-4-methoxyphenyl)-1-oxa-2,7-diazaspiro[4.4]non-2-en-6-one Chemical compound COC1=CC=C(C=2CC3(C(N(N)CC3)=O)ON=2)C=C1OC1CCCC1 ITBSVYDQYCMHMW-UHFFFAOYSA-N 0.000 description 1
SVJYUTVNJHMTRG-UHFFFAOYSA-N 8-benzyl-3-(3-cyclopentyloxy-4-methoxyphenyl)-1-oxa-2,8-diazaspiro[4.5]dec-2-ene Chemical compound COC1=CC=C(C=2CC3(ON=2)CCN(CC=2C=CC=CC=2)CC3)C=C1OC1CCCC1 SVJYUTVNJHMTRG-UHFFFAOYSA-N 0.000 description 1
NFLLKCVHYJRNRH-UHFFFAOYSA-N 8-chloro-1,3-dimethyl-7H-purine-2,6-dione 2-(diphenylmethyl)oxy-N,N-dimethylethanamine Chemical compound O=C1N(C)C(=O)N(C)C2=C1NC(Cl)=N2.C=1C=CC=CC=1C(OCCN(C)C)C1=CC=CC=C1 NFLLKCVHYJRNRH-UHFFFAOYSA-N 0.000 description 1
229930000680 A04AD01 - Scopolamine Natural products 0.000 description 1
208000030507 AIDS Diseases 0.000 description 1
206010001052 Acute respiratory distress syndrome Diseases 0.000 description 1
208000024827 Alzheimer disease Diseases 0.000 description 1
ZMYGOSBRLPSJNB-SOMXGXJRSA-N Amelometasone Chemical compound C1CC2=CC(=O)C=C[C@]2(C)[C@]2(F)[C@@H]1[C@@H]1C[C@H](C)[C@@](C(=O)COC)(OC(=O)CC)[C@@]1(C)C[C@@H]2O ZMYGOSBRLPSJNB-SOMXGXJRSA-N 0.000 description 1
206010002199 Anaphylactic shock Diseases 0.000 description 1
206010002556 Ankylosing Spondylitis Diseases 0.000 description 1
239000004475 Arginine Substances 0.000 description 1
206010051113 Arterial restenosis Diseases 0.000 description 1
201000001320 Atherosclerosis Diseases 0.000 description 1
208000023328 Basedow disease Diseases 0.000 description 1
KWIUHFFTVRNATP-UHFFFAOYSA-N Betaine Natural products C[N+](C)(C)CC([O-])=O KWIUHFFTVRNATP-UHFFFAOYSA-N 0.000 description 1
206010006458 Bronchitis chronic Diseases 0.000 description 1
COVZYZSDYWQREU-UHFFFAOYSA-N Busulfan Chemical compound CS(=O)(=O)OCCCCOS(C)(=O)=O COVZYZSDYWQREU-UHFFFAOYSA-N 0.000 description 1
CVJSSAUPCRRJMA-LREBCSMRSA-N C(=O)(O)[C@H](O)[C@@H](O)C(=O)O.C(C)(=O)OC1=CC=CC=C1 Chemical compound C(=O)(O)[C@H](O)[C@@H](O)C(=O)O.C(C)(=O)OC1=CC=CC=C1 CVJSSAUPCRRJMA-LREBCSMRSA-N 0.000 description 1
MQMLUHHBJPCXJE-UHFFFAOYSA-N CNC1CCCC1.CC1=CC=CC=C1C(C(N(C1CCOCC1)C1=N2)=O)=CC1=CN=C2NN1CCN(C(O)=O)CC1 Chemical compound CNC1CCCC1.CC1=CC=CC=C1C(C(N(C1CCOCC1)C1=N2)=O)=CC1=CN=C2NN1CCN(C(O)=O)CC1 MQMLUHHBJPCXJE-UHFFFAOYSA-N 0.000 description 1
206010006895 Cachexia Diseases 0.000 description 1
OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 1
244000025254 Cannabis sativa Species 0.000 description 1
VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 1
102000009660 Cholinergic Receptors Human genes 0.000 description 1
108010009685 Cholinergic Receptors Proteins 0.000 description 1
206010009900 Colitis ulcerative Diseases 0.000 description 1
RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 1
229920002261 Corn starch Polymers 0.000 description 1
206010011224 Cough Diseases 0.000 description 1
208000011231 Crohn disease Diseases 0.000 description 1
102000004127 Cytokines Human genes 0.000 description 1
108090000695 Cytokines Proteins 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
206010012289 Dementia Diseases 0.000 description 1
201000004624 Dermatitis Diseases 0.000 description 1
206010012438 Dermatitis atopic Diseases 0.000 description 1
VOVIALXJUBGFJZ-VXKMTNQYSA-N Dexbudesonide Chemical compound C1CC2=CC(=O)C=C[C@]2(C)[C@@H]2[C@@H]1[C@@H]1C[C@H]3O[C@@H](CCC)O[C@@]3(C(=O)CO)[C@@]1(C)C[C@@H]2O VOVIALXJUBGFJZ-VXKMTNQYSA-N 0.000 description 1
229920002307 Dextran Polymers 0.000 description 1
WYQPLTPSGFELIB-JTQPXKBDSA-N Difluprednate Chemical compound C1([C@@H](F)C2)=CC(=O)C=C[C@]1(C)[C@]1(F)[C@@H]2[C@@H]2CC[C@@](C(=O)COC(C)=O)(OC(=O)CCC)[C@@]2(C)C[C@@H]1O WYQPLTPSGFELIB-JTQPXKBDSA-N 0.000 description 1
206010014824 Endotoxic shock Diseases 0.000 description 1
PIICEJLVQHRZGT-UHFFFAOYSA-N Ethylenediamine Chemical compound NCCN PIICEJLVQHRZGT-UHFFFAOYSA-N 0.000 description 1
CWYNVVGOOAEACU-UHFFFAOYSA-N Fe2+ Chemical compound [Fe+2] CWYNVVGOOAEACU-UHFFFAOYSA-N 0.000 description 1
108010010803 Gelatin Proteins 0.000 description 1
206010018367 Glomerulonephritis chronic Diseases 0.000 description 1
208000009329 Graft vs Host Disease Diseases 0.000 description 1
208000015023 Graves' disease Diseases 0.000 description 1
229920000084 Gum arabic Polymers 0.000 description 1
229920000569 Gum karaya Polymers 0.000 description 1
YCISZOVUHXIOFY-HKXOFBAYSA-N Halopredone acetate Chemical compound C1([C@H](F)C2)=CC(=O)C(Br)=C[C@]1(C)[C@]1(F)[C@@H]2[C@@H]2CC[C@](OC(C)=O)(C(=O)COC(=O)C)[C@@]2(C)C[C@@H]1O YCISZOVUHXIOFY-HKXOFBAYSA-N 0.000 description 1
208000030836 Hashimoto thyroiditis Diseases 0.000 description 1
STECJAGHUSJQJN-GAUPFVANSA-N Hyoscine Natural products C1([C@H](CO)C(=O)OC2C[C@@H]3N([C@H](C2)[C@@H]2[C@H]3O2)C)=CC=CC=C1 STECJAGHUSJQJN-GAUPFVANSA-N 0.000 description 1
206010020850 Hyperthyroidism 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
208000032571 Infant acute respiratory distress syndrome Diseases 0.000 description 1
208000022559 Inflammatory bowel disease 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
PWWVAXIEGOYWEE-UHFFFAOYSA-N Isophenergan Chemical compound C1=CC=C2N(CC(C)N(C)C)C3=CC=CC=C3SC2=C1 PWWVAXIEGOYWEE-UHFFFAOYSA-N 0.000 description 1
ZCVMWBYGMWKGHF-UHFFFAOYSA-N Ketotifene Chemical compound C1CN(C)CCC1=C1C2=CC=CC=C2CC(=O)C2=C1C=CS2 ZCVMWBYGMWKGHF-UHFFFAOYSA-N 0.000 description 1
ODKSFYDXXFIFQN-BYPYZUCNSA-P L-argininium(2+) Chemical compound NC(=[NH2+])NCCC[C@H]([NH3+])C(O)=O ODKSFYDXXFIFQN-BYPYZUCNSA-P 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
KDXKERNSBIXSRK-YFKPBYRVSA-N L-lysine Chemical compound NCCCC[C@H](N)C(O)=O KDXKERNSBIXSRK-YFKPBYRVSA-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
206010069698 Langerhans' cell histiocytosis Diseases 0.000 description 1
WHXSMMKQMYFTQS-UHFFFAOYSA-N Lithium Chemical compound [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 description 1
229920000161 Locust bean gum Polymers 0.000 description 1
KDXKERNSBIXSRK-UHFFFAOYSA-N Lysine Natural products NCCCCC(N)C(O)=O KDXKERNSBIXSRK-UHFFFAOYSA-N 0.000 description 1
239000004472 Lysine Substances 0.000 description 1
229940126083 M3 antagonist Drugs 0.000 description 1
229940122696 MAP kinase inhibitor Drugs 0.000 description 1
101150030891 MRAS gene Proteins 0.000 description 1
FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 description 1
229930195725 Mannitol Natural products 0.000 description 1
OCJYIGYOJCODJL-UHFFFAOYSA-N Meclizine Chemical compound CC1=CC=CC(CN2CCN(CC2)C(C=2C=CC=CC=2)C=2C=CC(Cl)=CC=2)=C1 OCJYIGYOJCODJL-UHFFFAOYSA-N 0.000 description 1
GZHFODJQISUKAY-UHFFFAOYSA-N Methantheline Chemical compound C1=CC=C2C(C(=O)OCC[N+](C)(CC)CC)C3=CC=CC=C3OC2=C1 GZHFODJQISUKAY-UHFFFAOYSA-N 0.000 description 1
FQISKWAFAHGMGT-SGJOWKDISA-M Methylprednisolone sodium succinate Chemical compound [Na+].C([C@@]12C)=CC(=O)C=C1[C@@H](C)C[C@@H]1[C@@H]2[C@@H](O)C[C@]2(C)[C@@](O)(C(=O)COC(=O)CCC([O-])=O)CC[C@H]21 FQISKWAFAHGMGT-SGJOWKDISA-M 0.000 description 1
229920000168 Microcrystalline cellulose Polymers 0.000 description 1
UQOFGTXDASPNLL-XHNCKOQMSA-N Muscarine Chemical compound C[C@@H]1O[C@H](C[N+](C)(C)C)C[C@H]1O UQOFGTXDASPNLL-XHNCKOQMSA-N 0.000 description 1
206010028289 Muscle atrophy Diseases 0.000 description 1
208000006550 Mydriasis Diseases 0.000 description 1
KWIUHFFTVRNATP-UHFFFAOYSA-O N,N,N-trimethylglycinium Chemical compound C[N+](C)(C)CC(O)=O KWIUHFFTVRNATP-UHFFFAOYSA-O 0.000 description 1
IJHNSHDBIRRJRN-UHFFFAOYSA-N N,N-dimethyl-3-phenyl-3-(2-pyridinyl)-1-propanamine Chemical compound C=1C=CC=NC=1C(CCN(C)C)C1=CC=CC=C1 IJHNSHDBIRRJRN-UHFFFAOYSA-N 0.000 description 1
XLISACWEDCQPRB-UHFFFAOYSA-N N-(cyclohexylmethyl)-3,3,3-triphenyl-N-piperidin-1-ylpropanamide Chemical class C1(=CC=CC=C1)C(CC(=O)N(CC1CCCCC1)N1CCCCC1)(C1=CC=CC=C1)C1=CC=CC=C1 XLISACWEDCQPRB-UHFFFAOYSA-N 0.000 description 1
STECJAGHUSJQJN-UHFFFAOYSA-N N-Methyl-scopolamin Natural products C1C(C2C3O2)N(C)C3CC1OC(=O)C(CO)C1=CC=CC=C1 STECJAGHUSJQJN-UHFFFAOYSA-N 0.000 description 1
NZPJYPTZUPYUJT-LJQANCHMSA-N N-[7-cyclopropyl-2-methoxy-4-[[(1R)-1-phenylethyl]amino]quinazolin-6-yl]-4-morpholin-4-ylbut-2-enamide Chemical compound C1([C@@H](C)NC=2N=C(N=C3C=C(C(NC(=O)C=CCN4CCOCC4)=CC3=2)C2CC2)OC)=CC=CC=C1 NZPJYPTZUPYUJT-LJQANCHMSA-N 0.000 description 1
UEEJHVSXFDXPFK-UHFFFAOYSA-N N-dimethylaminoethanol Chemical compound CN(C)CCO UEEJHVSXFDXPFK-UHFFFAOYSA-N 0.000 description 1
HTLZVHNRZJPSMI-UHFFFAOYSA-N N-ethylpiperidine Chemical compound CCN1CCCCC1 HTLZVHNRZJPSMI-UHFFFAOYSA-N 0.000 description 1
MBBZMMPHUWSWHV-BDVNFPICSA-N N-methylglucamine Chemical compound CNC[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO MBBZMMPHUWSWHV-BDVNFPICSA-N 0.000 description 1
206010028813 Nausea Diseases 0.000 description 1
206010028974 Neonatal respiratory distress syndrome Diseases 0.000 description 1
206010028980 Neoplasm Diseases 0.000 description 1
208000007920 Neurogenic Inflammation Diseases 0.000 description 1
206010029379 Neutrophilia Diseases 0.000 description 1
GRYLNZFGIOXLOG-UHFFFAOYSA-N Nitric acid Chemical compound O[N+]([O-])=O GRYLNZFGIOXLOG-UHFFFAOYSA-N 0.000 description 1
208000001132 Osteoporosis Diseases 0.000 description 1
102000016979 Other receptors Human genes 0.000 description 1
QGMRQYFBGABWDR-UHFFFAOYSA-M Pentobarbital sodium Chemical compound [Na+].CCCC(C)C1(CC)C(=O)NC(=O)[N-]C1=O QGMRQYFBGABWDR-UHFFFAOYSA-M 0.000 description 1
201000005702 Pertussis Diseases 0.000 description 1
229940123932 Phosphodiesterase 4 inhibitor Drugs 0.000 description 1
VQDBNKDJNJQRDG-UHFFFAOYSA-N Pirbuterol Chemical compound CC(C)(C)NCC(O)C1=CC=C(O)C(CO)=N1 VQDBNKDJNJQRDG-UHFFFAOYSA-N 0.000 description 1
ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 1
VVWYOYDLCMFIEM-UHFFFAOYSA-N Propantheline Chemical compound C1=CC=C2C(C(=O)OCC[N+](C)(C(C)C)C(C)C)C3=CC=CC=C3OC2=C1 VVWYOYDLCMFIEM-UHFFFAOYSA-N 0.000 description 1
XBDQKXXYIPTUBI-UHFFFAOYSA-N Propionic acid Chemical class CCC(O)=O XBDQKXXYIPTUBI-UHFFFAOYSA-N 0.000 description 1
208000003251 Pruritus Diseases 0.000 description 1
201000004681 Psoriasis Diseases 0.000 description 1
BPZSYCZIITTYBL-YJYMSZOUSA-N R-Formoterol Chemical compound C1=CC(OC)=CC=C1C[C@@H](C)NC[C@H](O)C1=CC=C(O)C(NC=O)=C1 BPZSYCZIITTYBL-YJYMSZOUSA-N 0.000 description 1
206010063837 Reperfusion injury Diseases 0.000 description 1
208000013616 Respiratory Distress Syndrome Diseases 0.000 description 1
BKRGVLQUQGGVSM-KBXCAEBGSA-N Revanil Chemical compound C1=CC(C=2[C@H](N(C)C[C@H](C=2)NC(=O)N(CC)CC)C2)=C3C2=CNC3=C1 BKRGVLQUQGGVSM-KBXCAEBGSA-N 0.000 description 1
206010039085 Rhinitis allergic 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
GIIZNNXWQWCKIB-UHFFFAOYSA-N Serevent Chemical compound C1=C(O)C(CO)=CC(C(O)CNCCCCCCOCCCCC=2C=CC=CC=2)=C1 GIIZNNXWQWCKIB-UHFFFAOYSA-N 0.000 description 1
241000934878 Sterculia Species 0.000 description 1
JOAHPSVPXZTVEP-YXJHDRRASA-N Terguride Chemical compound C1=CC([C@H]2C[C@@H](CN(C)[C@@H]2C2)NC(=O)N(CC)CC)=C3C2=CNC3=C1 JOAHPSVPXZTVEP-YXJHDRRASA-N 0.000 description 1
201000006704 Ulcerative Colitis Diseases 0.000 description 1
208000024780 Urticaria Diseases 0.000 description 1
102100026383 Vasopressin-neurophysin 2-copeptin Human genes 0.000 description 1
HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 1
MVLBCBPGBUAVJQ-CENSZEJFSA-N [(6s,8s,9r,10s,11s,13s,14s,16r,17r)-17-(chloromethylsulfanylcarbonyl)-6,9-difluoro-11-hydroxy-10,13,16-trimethyl-3-oxo-6,7,8,11,12,14,15,16-octahydrocyclopenta[a]phenanthren-17-yl] propanoate Chemical compound C1([C@@H](F)C2)=CC(=O)C=C[C@]1(C)[C@]1(F)[C@@H]2[C@@H]2C[C@@H](C)[C@@](C(=O)SCCl)(OC(=O)CC)[C@@]2(C)C[C@@H]1O MVLBCBPGBUAVJQ-CENSZEJFSA-N 0.000 description 1
BTQQATHCFLVWGI-UHFFFAOYSA-N [2-(difluoromethoxy)-5-(1,7-dioxa-2-azaspiro[4.4]non-2-en-3-yl)phenyl] benzoate Chemical compound FC(F)OC1=CC=C(C=2CC3(COCC3)ON=2)C=C1OC(=O)C1=CC=CC=C1 BTQQATHCFLVWGI-UHFFFAOYSA-N 0.000 description 1
VBTLDSIJVHUTGN-UHFFFAOYSA-N [2-(difluoromethoxy)-5-(1,7-dioxa-2-azaspiro[4.4]non-2-en-3-yl)phenyl] cyclohexanecarboxylate Chemical compound FC(F)OC1=CC=C(C=2CC3(COCC3)ON=2)C=C1OC(=O)C1CCCCC1 VBTLDSIJVHUTGN-UHFFFAOYSA-N 0.000 description 1
AYPNEMBMJAZDIC-UHFFFAOYSA-N [2-(difluoromethoxy)-5-(1,7-dioxa-2-azaspiro[4.4]non-2-en-3-yl)phenyl] cyclopropanecarboxylate Chemical compound FC(F)OC1=CC=C(C=2CC3(COCC3)ON=2)C=C1OC(=O)C1CC1 AYPNEMBMJAZDIC-UHFFFAOYSA-N 0.000 description 1
RUTQCFLEKYLYNZ-UHFFFAOYSA-N [2-(difluoromethoxy)-5-(1,7-dioxa-2-azaspiro[4.4]non-2-en-3-yl)phenyl] morpholine-4-carboxylate Chemical compound FC(F)OC1=CC=C(C=2CC3(COCC3)ON=2)C=C1OC(=O)N1CCOCC1 RUTQCFLEKYLYNZ-UHFFFAOYSA-N 0.000 description 1
UYVYDRXVNVNQEA-BJTOFBPUSA-N [2-[(8s,9r,10s,11s,13s,14s,16s,17r)-9-chloro-11,17-dihydroxy-10,13,16-trimethyl-3-oxo-6,7,8,11,12,14,15,16-octahydrocyclopenta[a]phenanthren-17-yl]-2-oxoethyl] 4-(acetamidomethyl)cyclohexane-1-carboxylate Chemical compound O=C([C@]1(O)[C@@]2(C)C[C@H](O)[C@]3(Cl)[C@@]4(C)C=CC(=O)C=C4CC[C@H]3[C@@H]2C[C@@H]1C)COC(=O)C1CCC(CNC(C)=O)CC1 UYVYDRXVNVNQEA-BJTOFBPUSA-N 0.000 description 1
JTKZNDWRAHGHLN-UHFFFAOYSA-N [3-(3-cyclopentyloxy-4-methoxyphenyl)-1-oxa-2,7-diazaspiro[4.4]non-2-en-7-yl]-(oxolan-3-yl)methanone Chemical compound COC1=CC=C(C=2CC3(CN(CC3)C(=O)C3COCC3)ON=2)C=C1OC1CCCC1 JTKZNDWRAHGHLN-UHFFFAOYSA-N 0.000 description 1
CYQJVOVSGZMWKO-UHFFFAOYSA-N [3-(3-cyclopentyloxy-4-methoxyphenyl)-1-oxa-2,7-diazaspiro[4.4]non-2-en-7-yl]-cyclopropylmethanone Chemical compound COC1=CC=C(C=2CC3(CN(CC3)C(=O)C3CC3)ON=2)C=C1OC1CCCC1 CYQJVOVSGZMWKO-UHFFFAOYSA-N 0.000 description 1
LFJMITGOWVBPLH-IBGZPJMESA-N [3-(3-cyclopentyloxy-4-methoxyphenyl)-1-oxa-2,8-diazaspiro[4.5]dec-2-en-8-yl]-[(2s)-pyrrolidin-2-yl]methanone Chemical compound COC1=CC=C(C=2CC3(ON=2)CCN(CC3)C(=O)[C@H]2NCCC2)C=C1OC1CCCC1 LFJMITGOWVBPLH-IBGZPJMESA-N 0.000 description 1
QIFDQJQXMOBDES-UHFFFAOYSA-N [3-[2-(difluoromethoxy)-5-(1,7-dioxa-2-azaspiro[4.4]non-2-en-3-yl)phenoxy]piperidin-1-yl]-(4-fluorophenyl)methanone Chemical compound FC(F)OC1=CC=C(C=2CC3(COCC3)ON=2)C=C1OC(C1)CCCN1C(=O)C1=CC=C(F)C=C1 QIFDQJQXMOBDES-UHFFFAOYSA-N 0.000 description 1
RWQGWCZKKARSPD-UHFFFAOYSA-N [4-[2-(difluoromethoxy)-5-(1,7-dioxa-2-azaspiro[4.4]non-2-en-3-yl)phenoxy]piperidin-1-yl]-(4-fluorophenyl)methanone Chemical compound FC(F)OC1=CC=C(C=2CC3(COCC3)ON=2)C=C1OC(CC1)CCN1C(=O)C1=CC=C(F)C=C1 RWQGWCZKKARSPD-UHFFFAOYSA-N 0.000 description 1
235000010489 acacia gum Nutrition 0.000 description 1
239000000205 acacia gum Substances 0.000 description 1
150000001242 acetic acid derivatives Chemical class 0.000 description 1
230000004913 activation Effects 0.000 description 1
239000013543 active substance Substances 0.000 description 1
230000001154 acute effect Effects 0.000 description 1
230000001464 adherent effect Effects 0.000 description 1
208000011341 adult acute respiratory distress syndrome Diseases 0.000 description 1
201000000028 adult respiratory distress syndrome Diseases 0.000 description 1
229960000552 alclometasone Drugs 0.000 description 1
FJXOGVLKCZQRDN-PHCHRAKRSA-N alclometasone Chemical compound C([C@H]1Cl)C2=CC(=O)C=C[C@]2(C)[C@@H]2[C@@H]1[C@@H]1C[C@@H](C)[C@@](C(=O)CO)(O)[C@@]1(C)C[C@@H]2O FJXOGVLKCZQRDN-PHCHRAKRSA-N 0.000 description 1
229940072056 alginate Drugs 0.000 description 1
235000010443 alginic acid Nutrition 0.000 description 1
229920000615 alginic acid Polymers 0.000 description 1
201000010105 allergic rhinitis Diseases 0.000 description 1
229910052782 aluminium Inorganic materials 0.000 description 1
XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 1
WNROFYMDJYEPJX-UHFFFAOYSA-K aluminium hydroxide Chemical compound [OH-].[OH-].[OH-].[Al+3] WNROFYMDJYEPJX-UHFFFAOYSA-K 0.000 description 1
229910021502 aluminium hydroxide Inorganic materials 0.000 description 1
229960003099 amcinonide Drugs 0.000 description 1
ILKJAFIWWBXGDU-MOGDOJJUSA-N amcinonide Chemical compound O([C@@]1([C@H](O2)C[C@@H]3[C@@]1(C[C@H](O)[C@]1(F)[C@@]4(C)C=CC(=O)C=C4CC[C@H]13)C)C(=O)COC(=O)C)C12CCCC1 ILKJAFIWWBXGDU-MOGDOJJUSA-N 0.000 description 1
229950008046 amelometasone Drugs 0.000 description 1
238000001949 anaesthesia Methods 0.000 description 1
208000003455 anaphylaxis Diseases 0.000 description 1
150000001450 anions Chemical class 0.000 description 1
230000003042 antagnostic effect Effects 0.000 description 1
230000001078 anti-cholinergic effect Effects 0.000 description 1
229960001692 arformoterol Drugs 0.000 description 1
ODKSFYDXXFIFQN-UHFFFAOYSA-N arginine Natural products OC(=O)C(N)CCCNC(N)=N ODKSFYDXXFIFQN-UHFFFAOYSA-N 0.000 description 1
229960003121 arginine Drugs 0.000 description 1
206010003246 arthritis Diseases 0.000 description 1
208000006673 asthma Diseases 0.000 description 1
208000024998 atopic conjunctivitis Diseases 0.000 description 1
201000008937 atopic dermatitis Diseases 0.000 description 1
210000003192 autonomic ganglia Anatomy 0.000 description 1
230000001580 bacterial effect Effects 0.000 description 1
229960003060 bambuterol Drugs 0.000 description 1
ANZXOIAKUNOVQU-UHFFFAOYSA-N bambuterol Chemical compound CN(C)C(=O)OC1=CC(OC(=O)N(C)C)=CC(C(O)CNC(C)(C)C)=C1 ANZXOIAKUNOVQU-UHFFFAOYSA-N 0.000 description 1
229960002526 bamipine Drugs 0.000 description 1
VZSXTYKGYWISGQ-UHFFFAOYSA-N bamipine Chemical compound C1CN(C)CCC1N(C=1C=CC=CC=1)CC1=CC=CC=C1 VZSXTYKGYWISGQ-UHFFFAOYSA-N 0.000 description 1
229960004495 beclometasone Drugs 0.000 description 1
JUHORIMYRDESRB-UHFFFAOYSA-N benzathine Chemical compound C=1C=CC=CC=1CNCCNCC1=CC=CC=C1 JUHORIMYRDESRB-UHFFFAOYSA-N 0.000 description 1
GIJXKZJWITVLHI-PMOLBWCYSA-N benzatropine Chemical compound O([C@H]1C[C@H]2CC[C@@H](C1)N2C)C(C=1C=CC=CC=1)C1=CC=CC=C1 GIJXKZJWITVLHI-PMOLBWCYSA-N 0.000 description 1
229960001081 benzatropine Drugs 0.000 description 1
CPFJLLXFNPCTDW-BWSPSPBFSA-N benzatropine mesylate Chemical compound CS([O-])(=O)=O.O([C@H]1C[C@H]2CC[C@@H](C1)[NH+]2C)C(C=1C=CC=CC=1)C1=CC=CC=C1 CPFJLLXFNPCTDW-BWSPSPBFSA-N 0.000 description 1
SRSXLGNVWSONIS-UHFFFAOYSA-N benzenesulfonic acid Chemical compound OS(=O)(=O)C1=CC=CC=C1 SRSXLGNVWSONIS-UHFFFAOYSA-N 0.000 description 1
WXBLLCUINBKULX-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1.OC(=O)C1=CC=CC=C1 WXBLLCUINBKULX-UHFFFAOYSA-N 0.000 description 1
MSWZFWKMSRAUBD-UHFFFAOYSA-N beta-D-galactosamine Natural products NC1C(O)OC(CO)C(O)C1O MSWZFWKMSRAUBD-UHFFFAOYSA-N 0.000 description 1
229960003237 betaine Drugs 0.000 description 1
229960002537 betamethasone Drugs 0.000 description 1
UREBDLICKHMUKA-DVTGEIKXSA-N betamethasone Chemical compound C1CC2=CC(=O)C=C[C@]2(C)[C@]2(F)[C@@H]1[C@@H]1C[C@H](C)[C@@](C(=O)CO)(O)[C@@]1(C)C[C@@H]2O UREBDLICKHMUKA-DVTGEIKXSA-N 0.000 description 1
238000004166 bioassay Methods 0.000 description 1
230000015572 biosynthetic process Effects 0.000 description 1
230000037396 body weight Effects 0.000 description 1
230000036471 bradycardia Effects 0.000 description 1
208000006218 bradycardia Diseases 0.000 description 1
229960002802 bromocriptine Drugs 0.000 description 1
OZVBMTJYIDMWIL-AYFBDAFISA-N bromocriptine Chemical compound C1=CC(C=2[C@H](N(C)C[C@@H](C=2)C(=O)N[C@]2(C(=O)N3[C@H](C(N4CCC[C@H]4[C@]3(O)O2)=O)CC(C)C)C(C)C)C2)=C3C2=C(Br)NC3=C1 OZVBMTJYIDMWIL-AYFBDAFISA-N 0.000 description 1
206010006451 bronchitis Diseases 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
239000011575 calcium Substances 0.000 description 1
229910052791 calcium Inorganic materials 0.000 description 1
239000001506 calcium phosphate Substances 0.000 description 1
229910000389 calcium phosphate Inorganic materials 0.000 description 1
235000011010 calcium phosphates Nutrition 0.000 description 1
CJZGTCYPCWQAJB-UHFFFAOYSA-L calcium stearate Chemical compound [Ca+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O CJZGTCYPCWQAJB-UHFFFAOYSA-L 0.000 description 1
239000008116 calcium stearate Substances 0.000 description 1
235000013539 calcium stearate Nutrition 0.000 description 1
235000011132 calcium sulphate Nutrition 0.000 description 1
239000001175 calcium sulphate Substances 0.000 description 1
201000011510 cancer Diseases 0.000 description 1
239000004202 carbamide Substances 0.000 description 1
UBAZGMLMVVQSCD-UHFFFAOYSA-N carbon dioxide;molecular oxygen Chemical compound O=O.O=C=O UBAZGMLMVVQSCD-UHFFFAOYSA-N 0.000 description 1
125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 description 1
229940105329 carboxymethylcellulose Drugs 0.000 description 1
229950010713 carmoterol Drugs 0.000 description 1
150000001768 cations Chemical class 0.000 description 1
210000003169 central nervous system Anatomy 0.000 description 1
239000003795 chemical substances by application Substances 0.000 description 1
OEYIOHPDSNJKLS-UHFFFAOYSA-N choline Chemical compound C[N+](C)(C)CCO OEYIOHPDSNJKLS-UHFFFAOYSA-N 0.000 description 1
229960001231 choline Drugs 0.000 description 1
239000000064 cholinergic agonist Substances 0.000 description 1
208000007451 chronic bronchitis Diseases 0.000 description 1
235000015165 citric acid Nutrition 0.000 description 1
229960002881 clemastine Drugs 0.000 description 1
YNNUSGIPVFPVBX-NHCUHLMSSA-N clemastine Chemical compound CN1CCC[C@@H]1CCO[C@@](C)(C=1C=CC(Cl)=CC=1)C1=CC=CC=C1 YNNUSGIPVFPVBX-NHCUHLMSSA-N 0.000 description 1
229960002842 clobetasol Drugs 0.000 description 1
CBGUOGMQLZIXBE-XGQKBEPLSA-N clobetasol propionate Chemical compound C1CC2=CC(=O)C=C[C@]2(C)[C@]2(F)[C@@H]1[C@@H]1C[C@H](C)[C@@](C(=O)CCl)(OC(=O)CC)[C@@]1(C)C[C@@H]2O CBGUOGMQLZIXBE-XGQKBEPLSA-N 0.000 description 1
229950011341 cloticasone Drugs 0.000 description 1
229940097480 cogentin Drugs 0.000 description 1
239000003086 colorant Substances 0.000 description 1
239000007891 compressed tablet Substances 0.000 description 1
230000006835 compression Effects 0.000 description 1
238000007906 compression Methods 0.000 description 1
230000021615 conjugation Effects 0.000 description 1
230000009989 contractile response Effects 0.000 description 1
229910052802 copper Inorganic materials 0.000 description 1
239000010949 copper Substances 0.000 description 1
239000008120 corn starch Substances 0.000 description 1
239000006071 cream Substances 0.000 description 1
WZHCOOQXZCIUNC-UHFFFAOYSA-N cyclandelate Chemical compound C1C(C)(C)CC(C)CC1OC(=O)C(O)C1=CC=CC=C1 WZHCOOQXZCIUNC-UHFFFAOYSA-N 0.000 description 1
QTBCATBNRIYMPB-UHFFFAOYSA-N cyclohexyl-hydroxy-phenyl-(3-piperidin-1-ylpropyl)silane Chemical compound C1CCCCC1[Si](C=1C=CC=CC=1)(O)CCCN1CCCCC1 QTBCATBNRIYMPB-UHFFFAOYSA-N 0.000 description 1
DHCBDZBAOMEZQE-UHFFFAOYSA-N cyclopentyl-[3-(3-cyclopentyloxy-4-methoxyphenyl)-1-oxa-2,9-diazaspiro[4.5]dec-2-en-9-yl]methanone Chemical compound COC1=CC=C(C=2CC3(ON=2)CN(CCC3)C(=O)C2CCCC2)C=C1OC1CCCC1 DHCBDZBAOMEZQE-UHFFFAOYSA-N 0.000 description 1
PJSADAFDKGDXMW-UHFFFAOYSA-N cyclopentyl-[3-[2-(difluoromethoxy)-5-(1,7-dioxa-2-azaspiro[4.4]non-2-en-3-yl)phenoxy]piperidin-1-yl]methanone Chemical compound FC(F)OC1=CC=C(C=2CC3(COCC3)ON=2)C=C1OC(C1)CCCN1C(=O)C1CCCC1 PJSADAFDKGDXMW-UHFFFAOYSA-N 0.000 description 1
UWJVDRITORMIFS-UHFFFAOYSA-N cyclopentyl-[4-[2-(difluoromethoxy)-5-(1,7-dioxa-2-azaspiro[4.4]non-2-en-3-yl)phenoxy]piperidin-1-yl]methanone Chemical compound FC(F)OC1=CC=C(C=2CC3(COCC3)ON=2)C=C1OC(CC1)CCN1C(=O)C1CCCC1 UWJVDRITORMIFS-UHFFFAOYSA-N 0.000 description 1
HKZMHOCVDAIYKG-UHFFFAOYSA-N cyclopropyl-[4-[2-(difluoromethoxy)-5-(1,7-dioxa-2-azaspiro[4.4]non-2-en-3-yl)phenoxy]piperidin-1-yl]methanone Chemical compound FC(F)OC1=CC=C(C=2CC3(COCC3)ON=2)C=C1OC(CC1)CCN1C(=O)C1CC1 HKZMHOCVDAIYKG-UHFFFAOYSA-N 0.000 description 1
230000006378 damage Effects 0.000 description 1
229960001145 deflazacort Drugs 0.000 description 1
FBHSPRKOSMHSIF-GRMWVWQJSA-N deflazacort Chemical compound C1CC2=CC(=O)C=C[C@]2(C)[C@@H]2[C@@H]1[C@@H]1C[C@H]3OC(C)=N[C@@]3(C(=O)COC(=O)C)[C@@]1(C)C[C@@H]2O FBHSPRKOSMHSIF-GRMWVWQJSA-N 0.000 description 1
229950007161 deprodone Drugs 0.000 description 1
229950003658 dexbudesonide Drugs 0.000 description 1
229960002086 dextran Drugs 0.000 description 1
201000010064 diabetes insipidus Diseases 0.000 description 1
229960002777 dicycloverine Drugs 0.000 description 1
HPNMFZURTQLUMO-UHFFFAOYSA-N diethylamine Chemical compound CCNCC HPNMFZURTQLUMO-UHFFFAOYSA-N 0.000 description 1
229960004154 diflorasone Drugs 0.000 description 1
BOBLHFUVNSFZPJ-JOYXJVLSSA-N diflorasone diacetate Chemical compound C1([C@@H](F)C2)=CC(=O)C=C[C@]1(C)[C@]1(F)[C@@H]2[C@@H]2C[C@H](C)[C@@](C(=O)COC(C)=O)(OC(C)=O)[C@@]2(C)C[C@@H]1O BOBLHFUVNSFZPJ-JOYXJVLSSA-N 0.000 description 1
229960004875 difluprednate Drugs 0.000 description 1
229960002032 dihydroergocryptine Drugs 0.000 description 1
229960004993 dimenhydrinate Drugs 0.000 description 1
229960001992 dimetindene Drugs 0.000 description 1
MVMQESMQSYOVGV-UHFFFAOYSA-N dimetindene Chemical compound CN(C)CCC=1CC2=CC=CC=C2C=1C(C)C1=CC=CC=N1 MVMQESMQSYOVGV-UHFFFAOYSA-N 0.000 description 1
229960000520 diphenhydramine Drugs 0.000 description 1
229960003520 diphenidol Drugs 0.000 description 1
201000010099 disease Diseases 0.000 description 1
239000007884 disintegrant Substances 0.000 description 1
239000002270 dispersing agent Substances 0.000 description 1
206010013781 dry mouth Diseases 0.000 description 1
229960000325 emedastine Drugs 0.000 description 1
KBUZBQVCBVDWKX-UHFFFAOYSA-N emedastine Chemical compound N=1C2=CC=CC=C2N(CCOCC)C=1N1CCCN(C)CC1 KBUZBQVCBVDWKX-UHFFFAOYSA-N 0.000 description 1
239000000839 emulsion Substances 0.000 description 1
208000003401 eosinophilic granuloma Diseases 0.000 description 1
210000000981 epithelium Anatomy 0.000 description 1
238000011067 equilibration Methods 0.000 description 1
CCIVGXIOQKPBKL-UHFFFAOYSA-M ethanesulfonate Chemical compound CCS([O-])(=O)=O CCIVGXIOQKPBKL-UHFFFAOYSA-M 0.000 description 1
125000001301 ethoxy group Chemical group [H]C([H])([H])C([H])([H])O* 0.000 description 1
POCBQLKKAIVCOG-UHFFFAOYSA-N ethyl 2-[5-(1,7-dioxa-2-azaspiro[4.4]non-2-en-3-yl)-2-(2,2,2-trifluoroethoxy)phenoxy]acetate Chemical compound C1=C(OCC(F)(F)F)C(OCC(=O)OCC)=CC(C=2CC3(COCC3)ON=2)=C1 POCBQLKKAIVCOG-UHFFFAOYSA-N 0.000 description 1
ODRFRBOBDWUQES-UHFFFAOYSA-N ethyl 3-[[4-[[4-(3-chloro-4-fluoroanilino)-7-(cyclopropylmethoxy)quinazolin-6-yl]amino]-4-oxobut-2-enyl]-(2-ethoxy-2-oxoethyl)amino]propanoate Chemical compound N1=CN=C2C=C(OCC3CC3)C(NC(=O)C=CCN(CCC(=O)OCC)CC(=O)OCC)=CC2=C1NC1=CC=C(F)C(Cl)=C1 ODRFRBOBDWUQES-UHFFFAOYSA-N 0.000 description 1
125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
208000030533 eye disease Diseases 0.000 description 1
210000003195 fascia Anatomy 0.000 description 1
229960001022 fenoterol Drugs 0.000 description 1
239000000796 flavoring agent Substances 0.000 description 1
235000013355 food flavoring agent Nutrition 0.000 description 1
229960002848 formoterol Drugs 0.000 description 1
BPZSYCZIITTYBL-UHFFFAOYSA-N formoterol Chemical compound C1=CC(OC)=CC=C1CC(C)NCC(O)C1=CC=C(O)C(NC=O)=C1 BPZSYCZIITTYBL-UHFFFAOYSA-N 0.000 description 1
235000011087 fumaric acid Nutrition 0.000 description 1
238000002825 functional assay Methods 0.000 description 1
210000004211 gastric acid Anatomy 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
239000007897 gelcap Substances 0.000 description 1
229960002442 glucosamine Drugs 0.000 description 1
208000024908 graft versus host disease Diseases 0.000 description 1
229960002475 halometasone Drugs 0.000 description 1
GGXMRPUKBWXVHE-MIHLVHIWSA-N halometasone Chemical compound C1([C@@H](F)C2)=CC(=O)C(Cl)=C[C@]1(C)[C@]1(F)[C@@H]2[C@@H]2C[C@@H](C)[C@@](C(=O)CO)(O)[C@@]2(C)C[C@@H]1O GGXMRPUKBWXVHE-MIHLVHIWSA-N 0.000 description 1
229950008940 halopredone Drugs 0.000 description 1
HNDVDQJCIGZPNO-UHFFFAOYSA-N histidine Natural products OC(=O)C(N)CC1=CN=CN1 HNDVDQJCIGZPNO-UHFFFAOYSA-N 0.000 description 1
XGIHQYAWBCFNPY-AZOCGYLKSA-N hydrabamine Chemical compound C([C@@H]12)CC3=CC(C(C)C)=CC=C3[C@@]2(C)CCC[C@@]1(C)CNCCNC[C@@]1(C)[C@@H]2CCC3=CC(C(C)C)=CC=C3[C@@]2(C)CCC1 XGIHQYAWBCFNPY-AZOCGYLKSA-N 0.000 description 1
208000013403 hyperactivity Diseases 0.000 description 1
208000003532 hypothyroidism Diseases 0.000 description 1
238000000338 in vitro Methods 0.000 description 1
238000005462 in vivo assay Methods 0.000 description 1
229960000905 indomethacin Drugs 0.000 description 1
239000003701 inert diluent Substances 0.000 description 1
238000001361 intraarterial administration Methods 0.000 description 1
238000007917 intracranial administration Methods 0.000 description 1
238000007918 intramuscular administration Methods 0.000 description 1
238000007912 intraperitoneal administration Methods 0.000 description 1
238000007913 intrathecal administration Methods 0.000 description 1
238000007915 intraurethral administration Methods 0.000 description 1
238000001990 intravenous administration Methods 0.000 description 1
238000007914 intraventricular administration Methods 0.000 description 1
230000009545 invasion Effects 0.000 description 1
239000003456 ion exchange resin Substances 0.000 description 1
229920003303 ion-exchange polymer Polymers 0.000 description 1
229960001888 ipratropium Drugs 0.000 description 1
SUMDYPCJJOFFON-UHFFFAOYSA-N isethionic acid Chemical compound OCCS(O)(=O)=O SUMDYPCJJOFFON-UHFFFAOYSA-N 0.000 description 1
TWBYWOBDOCUKOW-UHFFFAOYSA-N isonicotinic acid Chemical class OC(=O)C1=CC=NC=C1 TWBYWOBDOCUKOW-UHFFFAOYSA-N 0.000 description 1
JJWLVOIRVHMVIS-UHFFFAOYSA-N isopropylamine Chemical compound CC(C)N JJWLVOIRVHMVIS-UHFFFAOYSA-N 0.000 description 1
235000010494 karaya gum Nutrition 0.000 description 1
239000000231 karaya gum Substances 0.000 description 1
229940039371 karaya gum Drugs 0.000 description 1
239000008101 lactose Substances 0.000 description 1
239000007942 layered tablet Substances 0.000 description 1
229950008204 levosalbutamol Drugs 0.000 description 1
239000003446 ligand Substances 0.000 description 1
229960003587 lisuride Drugs 0.000 description 1
229910052744 lithium Inorganic materials 0.000 description 1
235000010420 locust bean gum Nutrition 0.000 description 1
239000000711 locust bean gum Substances 0.000 description 1
239000006210 lotion Substances 0.000 description 1
239000007937 lozenge Substances 0.000 description 1
239000011777 magnesium Substances 0.000 description 1
229910052749 magnesium Inorganic materials 0.000 description 1
235000019359 magnesium stearate Nutrition 0.000 description 1
238000012423 maintenance Methods 0.000 description 1
230000003211 malignant effect Effects 0.000 description 1
238000007726 management method Methods 0.000 description 1
239000000594 mannitol Substances 0.000 description 1
235000010355 mannitol Nutrition 0.000 description 1
239000000463 material Substances 0.000 description 1
229960001474 meclozine Drugs 0.000 description 1
206010027175 memory impairment Diseases 0.000 description 1
LMOINURANNBYCM-UHFFFAOYSA-N metaproterenol Chemical compound CC(C)NCC(O)C1=CC(O)=CC(O)=C1 LMOINURANNBYCM-UHFFFAOYSA-N 0.000 description 1
229960001470 methantheline Drugs 0.000 description 1
229920000609 methyl cellulose Polymers 0.000 description 1
239000001923 methylcellulose Substances 0.000 description 1
229960002900 methylcellulose Drugs 0.000 description 1
229960004584 methylprednisolone Drugs 0.000 description 1
239000008108 microcrystalline cellulose Substances 0.000 description 1
235000019813 microcrystalline cellulose Nutrition 0.000 description 1
229940016286 microcrystalline cellulose Drugs 0.000 description 1
238000012986 modification Methods 0.000 description 1
230000004048 modification Effects 0.000 description 1
239000007932 molded tablet Substances 0.000 description 1
125000004573 morpholin-4-yl group Chemical group N1(CCOCC1)* 0.000 description 1
239000000472 muscarinic agonist Substances 0.000 description 1
201000000585 muscular atrophy Diseases 0.000 description 1
210000004165 myocardium Anatomy 0.000 description 1
ALMHSXDYCFOZQD-UHFFFAOYSA-N n-(3-methylphenyl)acetamide Chemical compound CC(=O)NC1=CC=CC(C)=C1 ALMHSXDYCFOZQD-UHFFFAOYSA-N 0.000 description 1
QWGFJPDRQJMAPJ-SFHVURJKSA-N n-[2-[2-[4-[(2s)-5-oxooxolane-2-carbonyl]piperazin-1-yl]ethoxy]quinazolin-6-yl]prop-2-enamide Chemical compound N1=CC2=CC(NC(=O)C=C)=CC=C2N=C1OCCN(CC1)CCN1C(=O)[C@@H]1CCC(=O)O1 QWGFJPDRQJMAPJ-SFHVURJKSA-N 0.000 description 1
XDQUMHOZJSDRKK-UHFFFAOYSA-N n-[3-(3-cyclopentyloxy-4-methoxyphenyl)-1-oxa-2-azaspiro[4.5]dec-2-en-8-yl]-2-fluorobenzamide Chemical compound COC1=CC=C(C=2CC3(ON=2)CCC(CC3)NC(=O)C=2C(=CC=CC=2)F)C=C1OC1CCCC1 XDQUMHOZJSDRKK-UHFFFAOYSA-N 0.000 description 1
KOJAFJRQKDOUDD-UHFFFAOYSA-N n-[3-(3-cyclopentyloxy-4-methoxyphenyl)-1-oxa-2-azaspiro[4.5]dec-2-en-8-yl]benzamide Chemical compound COC1=CC=C(C=2CC3(ON=2)CCC(CC3)NC(=O)C=2C=CC=CC=2)C=C1OC1CCCC1 KOJAFJRQKDOUDD-UHFFFAOYSA-N 0.000 description 1
MPIZUARKKMOKKZ-MRXNPFEDSA-N n-[4-(3-chloro-4-fluoroanilino)-7-[4-[(2r)-2-methyl-6-oxomorpholin-4-yl]butoxy]quinazolin-6-yl]prop-2-enamide Chemical compound C1C(=O)O[C@H](C)CN1CCCCOC1=CC2=NC=NC(NC=3C=C(Cl)C(F)=CC=3)=C2C=C1NC(=O)C=C MPIZUARKKMOKKZ-MRXNPFEDSA-N 0.000 description 1
MPIZUARKKMOKKZ-INIZCTEOSA-N n-[4-(3-chloro-4-fluoroanilino)-7-[4-[(2s)-2-methyl-6-oxomorpholin-4-yl]butoxy]quinazolin-6-yl]prop-2-enamide Chemical compound C1C(=O)O[C@@H](C)CN1CCCCOC1=CC2=NC=NC(NC=3C=C(Cl)C(F)=CC=3)=C2C=C1NC(=O)C=C MPIZUARKKMOKKZ-INIZCTEOSA-N 0.000 description 1
PPJGSQYDBPIBAZ-UHFFFAOYSA-N n-benzyl-2-[5-(1,7-dioxa-2-azaspiro[4.4]non-2-en-3-yl)-2-(2,2,2-trifluoroethoxy)phenoxy]acetamide Chemical compound FC(F)(F)COC1=CC=C(C=2CC3(COCC3)ON=2)C=C1OCC(=O)NCC1=CC=CC=C1 PPJGSQYDBPIBAZ-UHFFFAOYSA-N 0.000 description 1
NVWFDBYERXNPJX-UHFFFAOYSA-N n-benzyl-3-(3-cyclopentyloxy-4-methoxyphenyl)-1-oxa-2,7-diazaspiro[4.4]non-2-ene-7-carboxamide Chemical compound COC1=CC=C(C=2CC3(CN(CC3)C(=O)NCC=3C=CC=CC=3)ON=2)C=C1OC1CCCC1 NVWFDBYERXNPJX-UHFFFAOYSA-N 0.000 description 1
CZXXYYCZSUYGOZ-UHFFFAOYSA-N n-benzyl-3-(3-cyclopentyloxy-4-methoxyphenyl)-1-oxa-2,8-diazaspiro[4.5]dec-2-ene-8-carboxamide Chemical compound COC1=CC=C(C=2CC3(ON=2)CCN(CC3)C(=O)NCC=2C=CC=CC=2)C=C1OC1CCCC1 CZXXYYCZSUYGOZ-UHFFFAOYSA-N 0.000 description 1
AZXWLEUXFVJXBE-UHFFFAOYSA-N n-butyl-3-(3-cyclopentyloxy-4-methoxyphenyl)-1-oxa-2,7-diazaspiro[4.4]non-2-ene-7-carboxamide Chemical compound C1N(C(=O)NCCCC)CCC21ON=C(C=1C=C(OC3CCCC3)C(OC)=CC=1)C2 AZXWLEUXFVJXBE-UHFFFAOYSA-N 0.000 description 1
BHORIYAGWDWHKC-UHFFFAOYSA-N n-butyl-3-(3-cyclopentyloxy-4-methoxyphenyl)-1-oxa-2,8-diazaspiro[4.5]dec-2-ene-8-carboxamide Chemical compound C1CN(C(=O)NCCCC)CCC11ON=C(C=2C=C(OC3CCCC3)C(OC)=CC=2)C1 BHORIYAGWDWHKC-UHFFFAOYSA-N 0.000 description 1
JIUBDOYSGTZBGJ-UHFFFAOYSA-N n-butyl-3-(3-cyclopentyloxy-4-methoxyphenyl)-1-oxa-2,9-diazaspiro[4.5]dec-2-ene-9-carboxamide Chemical compound C1N(C(=O)NCCCC)CCCC11ON=C(C=2C=C(OC3CCCC3)C(OC)=CC=2)C1 JIUBDOYSGTZBGJ-UHFFFAOYSA-N 0.000 description 1
SQCSYQVNDCMRCE-UHFFFAOYSA-N n-cyclopentyl-2-[5-(1,7-dioxa-2-azaspiro[4.4]non-2-en-3-yl)-2-(2,2,2-trifluoroethoxy)phenoxy]acetamide Chemical compound FC(F)(F)COC1=CC=C(C=2CC3(COCC3)ON=2)C=C1OCC(=O)NC1CCCC1 SQCSYQVNDCMRCE-UHFFFAOYSA-N 0.000 description 1
CBEJRQJYGPDALT-UHFFFAOYSA-N n-cyclopropyl-2-[2-(difluoromethoxy)-5-(1,7-dioxa-2-azaspiro[4.4]non-2-en-3-yl)phenoxy]acetamide Chemical compound FC(F)OC1=CC=C(C=2CC3(COCC3)ON=2)C=C1OCC(=O)NC1CC1 CBEJRQJYGPDALT-UHFFFAOYSA-N 0.000 description 1
MBVRPQATEATQRS-UHFFFAOYSA-N n-cyclopropyl-2-[5-(1,7-dioxa-2-azaspiro[4.4]non-2-en-3-yl)-2-(2,2,2-trifluoroethoxy)phenoxy]acetamide Chemical compound FC(F)(F)COC1=CC=C(C=2CC3(COCC3)ON=2)C=C1OCC(=O)NC1CC1 MBVRPQATEATQRS-UHFFFAOYSA-N 0.000 description 1
HMIPIXIYNRAEHR-UHFFFAOYSA-N n-cyclopropyl-2-[5-(1,7-dioxa-2-azaspiro[4.4]non-2-en-3-yl)-2-methoxyphenoxy]acetamide Chemical compound COC1=CC=C(C=2CC3(COCC3)ON=2)C=C1OCC(=O)NC1CC1 HMIPIXIYNRAEHR-UHFFFAOYSA-N 0.000 description 1
KKTBUCVHSCATGB-UHFFFAOYSA-N n-methylcyclopentanamine Chemical compound CNC1CCCC1 KKTBUCVHSCATGB-UHFFFAOYSA-N 0.000 description 1
230000008693 nausea Effects 0.000 description 1
230000001537 neural effect Effects 0.000 description 1
239000002858 neurotransmitter agent Substances 0.000 description 1
201000002652 newborn respiratory distress syndrome Diseases 0.000 description 1
239000002674 ointment Substances 0.000 description 1
239000000668 oral spray Substances 0.000 description 1
229960002657 orciprenaline Drugs 0.000 description 1
150000007530 organic bases Chemical class 0.000 description 1
NVOYVOBDTVTBDX-PMEUIYRNSA-N oxitropium Chemical class CC[N+]1(C)[C@H]2C[C@@H](C[C@@H]1[C@H]1O[C@@H]21)OC(=O)[C@H](CO)C1=CC=CC=C1 NVOYVOBDTVTBDX-PMEUIYRNSA-N 0.000 description 1
229960001609 oxitropium bromide Drugs 0.000 description 1
LCELQERNWLBPSY-KHSTUMNDSA-M oxitropium bromide Chemical compound [Br-].C1([C@@H](CO)C(=O)O[C@H]2C[C@@H]3[N+]([C@H](C2)[C@@H]2[C@H]3O2)(C)CC)=CC=CC=C1 LCELQERNWLBPSY-KHSTUMNDSA-M 0.000 description 1
150000002942 palmitic acid derivatives Chemical class 0.000 description 1
239000011713 pantothenic acid Substances 0.000 description 1
239000006072 paste Substances 0.000 description 1
229960001412 pentobarbital Drugs 0.000 description 1
YEHCICAEULNIGD-MZMPZRCHSA-N pergolide Chemical compound C1=CC([C@H]2C[C@@H](CSC)CN([C@@H]2C2)CCC)=C3C2=CNC3=C1 YEHCICAEULNIGD-MZMPZRCHSA-N 0.000 description 1
229960004851 pergolide Drugs 0.000 description 1
230000000144 pharmacologic effect Effects 0.000 description 1
229960001190 pheniramine Drugs 0.000 description 1
125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 description 1
150000003013 phosphoric acid derivatives Chemical class 0.000 description 1
229960001416 pilocarpine Drugs 0.000 description 1
150000003053 piperidines Chemical class 0.000 description 1
229960005414 pirbuterol Drugs 0.000 description 1
125000005547 pivalate group Chemical group 0.000 description 1
229920000768 polyamine Polymers 0.000 description 1
239000011591 potassium Substances 0.000 description 1
229910052700 potassium Inorganic materials 0.000 description 1
230000003389 potentiating effect Effects 0.000 description 1
238000011533 pre-incubation Methods 0.000 description 1
229960002794 prednicarbate Drugs 0.000 description 1
FNPXMHRZILFCKX-KAJVQRHHSA-N prednicarbate Chemical compound C1CC2=CC(=O)C=C[C@]2(C)[C@@H]2[C@@H]1[C@@H]1CC[C@@](C(=O)COC(=O)CC)(OC(=O)OCC)[C@@]1(C)C[C@@H]2O FNPXMHRZILFCKX-KAJVQRHHSA-N 0.000 description 1
229960005205 prednisolone Drugs 0.000 description 1
OIGNJSKKLXVSLS-VWUMJDOOSA-N prednisolone Chemical compound O=C1C=C[C@]2(C)[C@H]3[C@@H](O)C[C@](C)([C@@](CC4)(O)C(=O)CO)[C@@H]4[C@@H]3CCC2=C1 OIGNJSKKLXVSLS-VWUMJDOOSA-N 0.000 description 1
239000003755 preservative agent Substances 0.000 description 1
230000002265 prevention Effects 0.000 description 1
150000003141 primary amines Chemical class 0.000 description 1
MFDFERRIHVXMIY-UHFFFAOYSA-N procaine Chemical compound CCN(CC)CCOC(=O)C1=CC=C(N)C=C1 MFDFERRIHVXMIY-UHFFFAOYSA-N 0.000 description 1
229960004919 procaine Drugs 0.000 description 1
230000002062 proliferating effect Effects 0.000 description 1
229960003910 promethazine Drugs 0.000 description 1
229960000697 propantheline Drugs 0.000 description 1
230000000069 prophylactic effect Effects 0.000 description 1
125000002572 propoxy group Chemical group [*]OC([H])([H])C(C([H])([H])[H])([H])[H] 0.000 description 1
229940127293 prostanoid Drugs 0.000 description 1
150000003814 prostanoids Chemical class 0.000 description 1
150000003212 purines Chemical class 0.000 description 1
JWVCLYRUEFBMGU-UHFFFAOYSA-N quinazoline Chemical compound N1=CN=CC2=CC=CC=C21 JWVCLYRUEFBMGU-UHFFFAOYSA-N 0.000 description 1
150000008584 quinuclidines Chemical class 0.000 description 1
230000002040 relaxant effect Effects 0.000 description 1
239000011347 resin Substances 0.000 description 1
229920005989 resin Polymers 0.000 description 1
208000023504 respiratory system disease Diseases 0.000 description 1
206010039073 rheumatoid arthritis Diseases 0.000 description 1
206010039083 rhinitis Diseases 0.000 description 1
229960001487 rimexolone Drugs 0.000 description 1
QTTRZHGPGKRAFB-OOKHYKNYSA-N rimexolone Chemical compound C1CC2=CC(=O)C=C[C@]2(C)[C@@H]2[C@@H]1[C@@H]1C[C@@H](C)[C@@](C(=O)CC)(C)[C@@]1(C)C[C@@H]2O QTTRZHGPGKRAFB-OOKHYKNYSA-N 0.000 description 1
IXTCZMJQGGONPY-XJAYAHQCSA-N rofleponide Chemical compound C1([C@@H](F)C2)=CC(=O)CC[C@]1(C)[C@]1(F)[C@@H]2[C@@H]2C[C@H]3O[C@@H](CCC)O[C@@]3(C(=O)CO)[C@@]2(C)C[C@@H]1O IXTCZMJQGGONPY-XJAYAHQCSA-N 0.000 description 1
229950004432 rofleponide Drugs 0.000 description 1
UHSKFQJFRQCDBE-UHFFFAOYSA-N ropinirole Chemical compound CCCN(CCC)CCC1=CC=CC2=C1CC(=O)N2 UHSKFQJFRQCDBE-UHFFFAOYSA-N 0.000 description 1
229960001879 ropinirole Drugs 0.000 description 1
229950000366 roxindole Drugs 0.000 description 1
BKTTWZADZNUOBW-UHFFFAOYSA-N roxindole Chemical compound C=12[CH]C(O)=CC=C2N=CC=1CCCCN(CC=1)CCC=1C1=CC=CC=C1 BKTTWZADZNUOBW-UHFFFAOYSA-N 0.000 description 1
210000003079 salivary gland Anatomy 0.000 description 1
229960004017 salmeterol Drugs 0.000 description 1
STECJAGHUSJQJN-FWXGHANASA-N scopolamine Chemical compound C1([C@@H](CO)C(=O)O[C@H]2C[C@@H]3N([C@H](C2)[C@@H]2[C@H]3O2)C)=CC=CC=C1 STECJAGHUSJQJN-FWXGHANASA-N 0.000 description 1
229960002646 scopolamine Drugs 0.000 description 1
150000003335 secondary amines Chemical class 0.000 description 1
238000007493 shaping process Methods 0.000 description 1
208000017520 skin disease Diseases 0.000 description 1
239000011734 sodium Substances 0.000 description 1
229910052708 sodium Inorganic materials 0.000 description 1
159000000000 sodium salts Chemical class 0.000 description 1
239000000243 solution Substances 0.000 description 1
239000000600 sorbitol Substances 0.000 description 1
235000010356 sorbitol Nutrition 0.000 description 1
238000007920 subcutaneous administration Methods 0.000 description 1
239000001384 succinic acid Substances 0.000 description 1
239000000829 suppository Substances 0.000 description 1
239000004094 surface-active agent Substances 0.000 description 1
238000013268 sustained release Methods 0.000 description 1
239000012730 sustained-release form Substances 0.000 description 1
230000016978 synaptic transmission, cholinergic Effects 0.000 description 1
239000006188 syrup Substances 0.000 description 1
235000020357 syrup Nutrition 0.000 description 1
201000000596 systemic lupus erythematosus Diseases 0.000 description 1
239000000454 talc Substances 0.000 description 1
229910052623 talc Inorganic materials 0.000 description 1
235000012222 talc Nutrition 0.000 description 1
229950004351 telenzepine Drugs 0.000 description 1
229960000195 terbutaline Drugs 0.000 description 1
229960004558 terguride Drugs 0.000 description 1
SRRQBHBQSJPBSF-GZWBLTSWSA-N tert-butyl (2s)-2-[[2-(difluoromethoxy)-5-(1,7-dioxa-2-azaspiro[4.4]non-2-en-3-yl)phenoxy]methyl]pyrrolidine-1-carboxylate Chemical compound CC(C)(C)OC(=O)N1CCC[C@H]1COC1=CC(C=2CC3(COCC3)ON=2)=CC=C1OC(F)F SRRQBHBQSJPBSF-GZWBLTSWSA-N 0.000 description 1
OMVVJADQPFQYKT-JGHKVMFLSA-N tert-butyl (3r)-3-[2-(difluoromethoxy)-5-(1,7-dioxa-2-azaspiro[4.4]non-2-en-3-yl)phenoxy]pyrrolidine-1-carboxylate Chemical compound C1N(C(=O)OC(C)(C)C)CC[C@H]1OC1=CC(C=2CC3(COCC3)ON=2)=CC=C1OC(F)F OMVVJADQPFQYKT-JGHKVMFLSA-N 0.000 description 1
OMVVJADQPFQYKT-UEDXYCIISA-N tert-butyl (3s)-3-[2-(difluoromethoxy)-5-(1,7-dioxa-2-azaspiro[4.4]non-2-en-3-yl)phenoxy]pyrrolidine-1-carboxylate Chemical compound C1N(C(=O)OC(C)(C)C)CC[C@@H]1OC1=CC(C=2CC3(COCC3)ON=2)=CC=C1OC(F)F OMVVJADQPFQYKT-UEDXYCIISA-N 0.000 description 1
VMQJUYTXCQHUJI-UHFFFAOYSA-N tert-butyl 2-[2-(difluoromethoxy)-5-(1,7-dioxa-2-azaspiro[4.4]non-2-en-3-yl)phenoxy]acetate Chemical compound C1=C(OC(F)F)C(OCC(=O)OC(C)(C)C)=CC(C=2CC3(COCC3)ON=2)=C1 VMQJUYTXCQHUJI-UHFFFAOYSA-N 0.000 description 1
UUXULYLAARCZOB-UHFFFAOYSA-N tert-butyl 3-(3-cyclopentyloxy-4-methoxyphenyl)-1-oxa-2,9-diazaspiro[4.5]dec-2-ene-9-carboxylate Chemical compound COC1=CC=C(C=2CC3(ON=2)CN(CCC3)C(=O)OC(C)(C)C)C=C1OC1CCCC1 UUXULYLAARCZOB-UHFFFAOYSA-N 0.000 description 1
HVAAVUCZFDDQIT-UHFFFAOYSA-N tert-butyl 3-[2-(difluoromethoxy)-5-(1,7-dioxa-2-azaspiro[4.4]non-2-en-3-yl)phenoxy]piperidine-1-carboxylate Chemical compound C1N(C(=O)OC(C)(C)C)CCCC1OC1=CC(C=2CC3(COCC3)ON=2)=CC=C1OC(F)F HVAAVUCZFDDQIT-UHFFFAOYSA-N 0.000 description 1
NQQYDQPLXULKSP-UHFFFAOYSA-N tert-butyl 4-[2-(difluoromethoxy)-5-(1,7-dioxa-2-azaspiro[4.4]non-2-en-3-yl)phenoxy]piperidine-1-carboxylate Chemical compound C1CN(C(=O)OC(C)(C)C)CCC1OC1=CC(C=2CC3(COCC3)ON=2)=CC=C1OC(F)F NQQYDQPLXULKSP-UHFFFAOYSA-N 0.000 description 1
QYSQEGLLWDLAMA-UHFFFAOYSA-N tert-butyl n-[[3-(3-cyclopentyloxy-4-methoxyphenyl)-1-oxa-2-azaspiro[4.5]dec-2-en-8-yl]carbamoyl]carbamate Chemical compound COC1=CC=C(C=2CC3(ON=2)CCC(CC3)NC(=O)NC(=O)OC(C)(C)C)C=C1OC1CCCC1 QYSQEGLLWDLAMA-UHFFFAOYSA-N 0.000 description 1
229960004559 theobromine Drugs 0.000 description 1
238000011287 therapeutic dose Methods 0.000 description 1
HNDGEYCCZGRMTN-UHFFFAOYSA-N thieno[3,2-f:4,5-f]bis[1]benzothiophene Chemical compound S1C2=CC=3SC=CC=3C=C2C2=C1C=C(SC=C1)C1=C2 HNDGEYCCZGRMTN-UHFFFAOYSA-N 0.000 description 1
230000035922 thirst Effects 0.000 description 1
LERNTVKEWCAPOY-DZZGSBJMSA-N tiotropium Chemical class O([C@H]1C[C@@H]2[N+]([C@H](C1)[C@@H]1[C@H]2O1)(C)C)C(=O)C(O)(C=1SC=CC=1)C1=CC=CS1 LERNTVKEWCAPOY-DZZGSBJMSA-N 0.000 description 1
229960004631 tixocortol Drugs 0.000 description 1
YWDBSCORAARPPF-VWUMJDOOSA-N tixocortol Chemical compound O=C1CC[C@]2(C)[C@H]3[C@@H](O)C[C@](C)([C@@](CC4)(O)C(=O)CS)[C@@H]4[C@@H]3CCC2=C1 YWDBSCORAARPPF-VWUMJDOOSA-N 0.000 description 1
230000000699 topical effect Effects 0.000 description 1
210000005062 tracheal ring Anatomy 0.000 description 1
QORWJWZARLRLPR-UHFFFAOYSA-H tricalcium bis(phosphate) Chemical compound [Ca+2].[Ca+2].[Ca+2].[O-]P([O-])([O-])=O.[O-]P([O-])([O-])=O QORWJWZARLRLPR-UHFFFAOYSA-H 0.000 description 1
YFTHZRPMJXBUME-UHFFFAOYSA-N tripropylamine Chemical compound CCCN(CCC)CCC YFTHZRPMJXBUME-UHFFFAOYSA-N 0.000 description 1
LENZDBCJOHFCAS-UHFFFAOYSA-N tris Chemical compound OCC(N)(CO)CO LENZDBCJOHFCAS-UHFFFAOYSA-N 0.000 description 1
229960000281 trometamol Drugs 0.000 description 1
229960000859 tulobuterol Drugs 0.000 description 1
230000004614 tumor growth Effects 0.000 description 1
229960002249 ulobetasol Drugs 0.000 description 1
LEHFPXVYPMWYQD-XHIJKXOTSA-N ulobetasol Chemical compound C1([C@@H](F)C2)=CC(=O)C=C[C@]1(C)[C@]1(F)[C@@H]2[C@@H]2C[C@H](C)[C@@](C(=O)CCl)(O)[C@@]2(C)C[C@@H]1O LEHFPXVYPMWYQD-XHIJKXOTSA-N 0.000 description 1
238000011870 unpaired t-test Methods 0.000 description 1
208000014001 urinary system disease Diseases 0.000 description 1
208000019206 urinary tract infection Diseases 0.000 description 1
201000005539 vernal conjunctivitis Diseases 0.000 description 1
239000011701 zinc Substances 0.000 description 1
229910052725 zinc Inorganic materials 0.000 description 1