HRP20020995A2 - Purine derivatives - Google Patents

Info

Publication number

HRP20020995A2

HRP20020995A2 HR20020995A HRP20020995A HRP20020995A2 HR P20020995 A2 HRP20020995 A2 HR P20020995A2 HR 20020995 A HR20020995 A HR 20020995A HR P20020995 A HRP20020995 A HR P20020995A HR P20020995 A2 HRP20020995 A2 HR P20020995A2

Authority

HR

Croatia

Prior art keywords

amino

formula

compound

alkyl

ethyl

Prior art date

2000-06-27

Links

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• 229940083251 peripheral vasodilators purine derivative Drugs 0.000 title description 3
• 125000000561 purinyl group Chemical class N1=C(N=C2N=CNC2=C1)* 0.000 title 1
• 150000001875 compounds Chemical class 0.000 claims description 534
• 238000002360 preparation method Methods 0.000 claims description 185
• 125000006239 protecting group Chemical group 0.000 claims description 102
• 238000000034 method Methods 0.000 claims description 96
• -1 homopiperidinyl Chemical group 0.000 claims description 92
• 125000004169 (C1-C6) alkyl group Chemical group 0.000 claims description 68
• 150000003839 salts Chemical class 0.000 claims description 58
• 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 47
• 229910052799 carbon Inorganic materials 0.000 claims description 40
• 125000006552 (C3-C8) cycloalkyl group Chemical group 0.000 claims description 39
• 239000012453 solvate Substances 0.000 claims description 35
• 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 34
• 238000006243 chemical reaction Methods 0.000 claims description 32
• 229910052739 hydrogen Inorganic materials 0.000 claims description 25
• 229910052736 halogen Inorganic materials 0.000 claims description 24
• 150000002367 halogens Chemical group 0.000 claims description 24
• 125000002962 imidazol-1-yl group Chemical group [*]N1C([H])=NC([H])=C1[H] 0.000 claims description 22
• 229910052757 nitrogen Inorganic materials 0.000 claims description 22
• 125000004432 carbon atom Chemical group C* 0.000 claims description 20
• 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 20
• 125000003983 fluorenyl group Chemical group C1(=CC=CC=2C3=CC=CC=C3CC12)* 0.000 claims description 19
• 125000002816 methylsulfanyl group Chemical group [H]C([H])([H])S[*] 0.000 claims description 19
• 238000011282 treatment Methods 0.000 claims description 19
• 125000004191 (C1-C6) alkoxy group Chemical group 0.000 claims description 18
• 201000010099 disease Diseases 0.000 claims description 18
• 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims description 18
• 125000001624 naphthyl group Chemical group 0.000 claims description 18
• 241000124008 Mammalia Species 0.000 claims description 17
• 125000004093 cyano group Chemical group *C#N 0.000 claims description 17
• 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 15
• 125000004433 nitrogen atom Chemical group N* 0.000 claims description 15
• IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 14
• 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 14
• 206010001052 Acute respiratory distress syndrome Diseases 0.000 claims description 12
• 208000007882 Gastritis Diseases 0.000 claims description 12
• 241000590002 Helicobacter pylori Species 0.000 claims description 12
• 208000013616 Respiratory Distress Syndrome Diseases 0.000 claims description 12
• 208000011341 adult acute respiratory distress syndrome Diseases 0.000 claims description 12
• 201000000028 adult respiratory distress syndrome Diseases 0.000 claims description 12
• 208000010668 atopic eczema Diseases 0.000 claims description 12
• 206010006451 bronchitis Diseases 0.000 claims description 12
• 239000003814 drug Substances 0.000 claims description 12
• 125000000579 2,2-diphenylethyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])(C1=C([H])C([H])=C([H])C([H])=C1[H])C([H])([H])* 0.000 claims description 11
• 125000001589 carboacyl group Chemical group 0.000 claims description 11
• PXBRQCKWGAHEHS-UHFFFAOYSA-N dichlorodifluoromethane Chemical compound FC(F)(Cl)Cl PXBRQCKWGAHEHS-UHFFFAOYSA-N 0.000 claims description 11
• 238000004519 manufacturing process Methods 0.000 claims description 11
• 125000000587 piperidin-1-yl group Chemical group [H]C1([H])N(*)C([H])([H])C([H])([H])C([H])([H])C1([H])[H] 0.000 claims description 11
• 101150051188 Adora2a gene Proteins 0.000 claims description 10
• 125000002947 alkylene group Chemical group 0.000 claims description 10
• 201000004624 Dermatitis Diseases 0.000 claims description 9
• 125000002393 azetidinyl group Chemical group 0.000 claims description 9
• 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 claims description 9
• 229940079593 drug Drugs 0.000 claims description 9
• 125000003386 piperidinyl group Chemical group 0.000 claims description 9
• 125000000719 pyrrolidinyl group Chemical group 0.000 claims description 9
• 125000001424 substituent group Chemical group 0.000 claims description 9
• 208000006673 asthma Diseases 0.000 claims description 8
• 125000004105 2-pyridyl group Chemical group N1=C([*])C([H])=C([H])C([H])=C1[H] 0.000 claims description 7
• 125000000217 alkyl group Chemical group 0.000 claims description 7
• 125000001511 cyclopentyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 claims description 7
• 230000006378 damage Effects 0.000 claims description 7
• 230000008569 process Effects 0.000 claims description 7
• CYRMSUTZVYGINF-UHFFFAOYSA-N trichlorofluoromethane Chemical compound FC(Cl)(Cl)Cl CYRMSUTZVYGINF-UHFFFAOYSA-N 0.000 claims description 7
• 125000004575 3-pyrrolidinyl group Chemical group [H]N1C([H])([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 claims description 6
• 201000006474 Brain Ischemia Diseases 0.000 claims description 6
• 206010006458 Bronchitis chronic Diseases 0.000 claims description 6
• 206010008120 Cerebral ischaemia Diseases 0.000 claims description 6
• 208000006545 Chronic Obstructive Pulmonary Disease Diseases 0.000 claims description 6
• 206010009137 Chronic sinusitis Diseases 0.000 claims description 6
• 206010009900 Colitis ulcerative Diseases 0.000 claims description 6
• 208000011231 Crohn disease Diseases 0.000 claims description 6
• 201000003883 Cystic fibrosis Diseases 0.000 claims description 6
• 206010012434 Dermatitis allergic Diseases 0.000 claims description 6
• 206010014561 Emphysema Diseases 0.000 claims description 6
• 208000010228 Erectile Dysfunction Diseases 0.000 claims description 6
• 206010020772 Hypertension Diseases 0.000 claims description 6
• 208000022559 Inflammatory bowel disease Diseases 0.000 claims description 6
• 201000004681 Psoriasis Diseases 0.000 claims description 6
• 208000028017 Psychotic disease Diseases 0.000 claims description 6
• 206010063837 Reperfusion injury Diseases 0.000 claims description 6
• 206010040070 Septic Shock Diseases 0.000 claims description 6
• 201000006704 Ulcerative Colitis Diseases 0.000 claims description 6
• 201000008937 atopic dermatitis Diseases 0.000 claims description 6
• 201000009267 bronchiectasis Diseases 0.000 claims description 6
• 206010008118 cerebral infarction Diseases 0.000 claims description 6
• 208000007451 chronic bronchitis Diseases 0.000 claims description 6
• 201000009151 chronic rhinitis Diseases 0.000 claims description 6
• 208000027157 chronic rhinosinusitis Diseases 0.000 claims description 6
• 206010012601 diabetes mellitus Diseases 0.000 claims description 6
• 210000002249 digestive system Anatomy 0.000 claims description 6
• 206010015037 epilepsy Diseases 0.000 claims description 6
• 201000001881 impotence Diseases 0.000 claims description 6
• 201000006417 multiple sclerosis Diseases 0.000 claims description 6
• 239000000041 non-steroidal anti-inflammatory agent Substances 0.000 claims description 6
• 229940021182 non-steroidal anti-inflammatory drug Drugs 0.000 claims description 6
• 125000004482 piperidin-4-yl group Chemical group N1CCC(CC1)* 0.000 claims description 6
• 210000002345 respiratory system Anatomy 0.000 claims description 6
• 206010039073 rheumatoid arthritis Diseases 0.000 claims description 6
• 206010039083 rhinitis Diseases 0.000 claims description 6
• 230000036303 septic shock Effects 0.000 claims description 6
• 230000029663 wound healing Effects 0.000 claims description 6
• ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims description 5
• 208000007984 Female Infertility Diseases 0.000 claims description 5
• 206010021928 Infertility female Diseases 0.000 claims description 5
• 208000007466 Male Infertility Diseases 0.000 claims description 5
• XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 claims description 5
• 239000002260 anti-inflammatory agent Substances 0.000 claims description 5
• 229940121363 anti-inflammatory agent Drugs 0.000 claims description 5
• 229910002091 carbon monoxide Inorganic materials 0.000 claims description 5
• 239000000460 chlorine Substances 0.000 claims description 5
• 229910052801 chlorine Inorganic materials 0.000 claims description 5
• 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims description 5
• 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 claims description 5
• 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 claims description 5
• 125000005913 (C3-C6) cycloalkyl group Chemical group 0.000 claims description 4
• 125000001559 cyclopropyl group Chemical group [H]C1([H])C([H])([H])C1([H])* 0.000 claims description 4
• 239000003085 diluting agent Substances 0.000 claims description 4
• 125000003538 pentan-3-yl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])C([H])([H])[H] 0.000 claims description 4
• 210000005259 peripheral blood Anatomy 0.000 claims description 4
• 239000011886 peripheral blood Substances 0.000 claims description 4
• 125000004194 piperazin-1-yl group Chemical group [H]N1C([H])([H])C([H])([H])N(*)C([H])([H])C1([H])[H] 0.000 claims description 4
• 229940044601 receptor agonist Drugs 0.000 claims description 4
• 239000000018 receptor agonist Substances 0.000 claims description 4
• 125000004178 (C1-C4) alkyl group Chemical group 0.000 claims description 3
• ICRSGKCZRPLNIP-CQFMLMEWSA-N 1-[[6-[2,2-bis(3-methylphenyl)ethylamino]-9-[(2r,3r,4s,5r)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]purin-2-yl]methyl]-3-[2-[di(propan-2-yl)amino]ethyl]urea Chemical compound C=12N=CN([C@H]3[C@@H]([C@H](O)[C@@H](CO)O3)O)C2=NC(CNC(=O)NCCN(C(C)C)C(C)C)=NC=1NCC(C=1C=C(C)C=CC=1)C1=CC=CC(C)=C1 ICRSGKCZRPLNIP-CQFMLMEWSA-N 0.000 claims description 3
• 125000004214 1-pyrrolidinyl group Chemical group [H]C1([H])N(*)C([H])([H])C([H])([H])C1([H])[H] 0.000 claims description 3
• 125000003349 3-pyridyl group Chemical group N1=C([H])C([*])=C([H])C([H])=C1[H] 0.000 claims description 3
• 125000000339 4-pyridyl group Chemical group N1=C([H])C([H])=C([*])C([H])=C1[H] 0.000 claims description 3
• 208000018262 Peripheral vascular disease Diseases 0.000 claims description 3
• 125000003545 alkoxy group Chemical group 0.000 claims description 3
• 125000004566 azetidin-1-yl group Chemical group N1(CCC1)* 0.000 claims description 3
• 125000004567 azetidin-3-yl group Chemical group N1CC(C1)* 0.000 claims description 3
• 239000004202 carbamide Substances 0.000 claims description 3
• 239000011737 fluorine Substances 0.000 claims description 3
• 229910052731 fluorine Inorganic materials 0.000 claims description 3
• 125000004573 morpholin-4-yl group Chemical group N1(CCOCC1)* 0.000 claims description 3
• 239000000546 pharmaceutical excipient Substances 0.000 claims description 3
• 239000000825 pharmaceutical preparation Substances 0.000 claims description 3
• 125000004193 piperazinyl group Chemical group 0.000 claims description 3
• 125000004483 piperidin-3-yl group Chemical group N1CC(CCC1)* 0.000 claims description 3
• 125000004263 tetrahydroisoquinolin-1-yl group Chemical group [H]N1C([H])([H])C([H])([H])C2=C([H])C([H])=C([H])C([H])=C2C1([H])* 0.000 claims description 3
• ITVGUHRUNKUDCW-CTMYTVLESA-N (2s,3s,4r,5r)-5-[2-[(benzylcarbamoylamino)methyl]-6-(2,2-diphenylethylamino)purin-9-yl]-n-ethyl-3,4-dihydroxyoxolane-2-carboxamide Chemical compound O[C@@H]1[C@H](O)[C@@H](C(=O)NCC)O[C@H]1N1C2=NC(CNC(=O)NCC=3C=CC=CC=3)=NC(NCC(C=3C=CC=CC=3)C=3C=CC=CC=3)=C2N=C1 ITVGUHRUNKUDCW-CTMYTVLESA-N 0.000 claims description 2
• TXXBHXAZPFWXLD-ORUSXYGBSA-N (2s,3s,4r,5r)-5-[2-[[2-[benzoyl(propan-2-yl)amino]ethylcarbamoylamino]methyl]-6-(2,2-diphenylethylamino)purin-9-yl]-n-ethyl-3,4-dihydroxyoxolane-2-carboxamide Chemical compound O[C@@H]1[C@H](O)[C@@H](C(=O)NCC)O[C@H]1N1C2=NC(CNC(=O)NCCN(C(C)C)C(=O)C=3C=CC=CC=3)=NC(NCC(C=3C=CC=CC=3)C=3C=CC=CC=3)=C2N=C1 TXXBHXAZPFWXLD-ORUSXYGBSA-N 0.000 claims description 2
• HJNWPHBTBQXKRK-XYIJYTLJSA-N (2s,3s,4r,5r)-5-[2-[[[(cyanoamino)-(2-piperidin-1-ylethylamino)methylidene]amino]methyl]-6-(2,2-diphenylethylamino)purin-9-yl]-n-ethyl-3,4-dihydroxyoxolane-2-carboxamide Chemical compound O[C@@H]1[C@H](O)[C@@H](C(=O)NCC)O[C@H]1N1C2=NC(CN\C(NCCN3CCCCC3)=N\C#N)=NC(NCC(C=3C=CC=CC=3)C=3C=CC=CC=3)=C2N=C1 HJNWPHBTBQXKRK-XYIJYTLJSA-N 0.000 claims description 2
• UJIWRYNADVJPOV-BSYZOHBLSA-N (2s,3s,4r,5r)-5-[6-(2,2-diphenylethylamino)-2-[[2-(2,2,6,6-tetramethylpiperidin-1-yl)ethylcarbamoylamino]methyl]purin-9-yl]-n-ethyl-3,4-dihydroxyoxolane-2-carboxamide Chemical compound O[C@@H]1[C@H](O)[C@@H](C(=O)NCC)O[C@H]1N1C2=NC(CNC(=O)NCCN3C(CCCC3(C)C)(C)C)=NC(NCC(C=3C=CC=CC=3)C=3C=CC=CC=3)=C2N=C1 UJIWRYNADVJPOV-BSYZOHBLSA-N 0.000 claims description 2
• ORFCQPAIOXVELY-DEGFIOCKSA-N (2s,3s,4r,5r)-5-[6-(2,2-diphenylethylamino)-2-[[2-(4-propan-2-ylpiperidin-1-yl)ethylcarbamoylamino]methyl]purin-9-yl]-n-ethyl-3,4-dihydroxyoxolane-2-carboxamide Chemical compound O[C@@H]1[C@H](O)[C@@H](C(=O)NCC)O[C@H]1N1C2=NC(CNC(=O)NCCN3CCC(CC3)C(C)C)=NC(NCC(C=3C=CC=CC=3)C=3C=CC=CC=3)=C2N=C1 ORFCQPAIOXVELY-DEGFIOCKSA-N 0.000 claims description 2
• JZTVQVQEFVILIO-XYIJYTLJSA-N (2s,3s,4r,5r)-5-[6-(2,2-diphenylethylamino)-2-[[2-[di(propan-2-yl)amino]ethylcarbamoylamino]methyl]purin-9-yl]-n-ethyl-3,4-dihydroxyoxolane-2-carboxamide Chemical compound O[C@@H]1[C@H](O)[C@@H](C(=O)NCC)O[C@H]1N1C2=NC(CNC(=O)NCCN(C(C)C)C(C)C)=NC(NCC(C=3C=CC=CC=3)C=3C=CC=CC=3)=C2N=C1 JZTVQVQEFVILIO-XYIJYTLJSA-N 0.000 claims description 2
• XBIBPNZDMKQUFJ-XYIJYTLJSA-N (2s,3s,4r,5r)-5-[6-[2,2-bis(4-chlorophenyl)ethylamino]-2-[[2-[di(propan-2-yl)amino]ethylcarbamoylamino]methyl]purin-9-yl]-n-ethyl-3,4-dihydroxyoxolane-2-carboxamide Chemical compound O[C@@H]1[C@H](O)[C@@H](C(=O)NCC)O[C@H]1N1C2=NC(CNC(=O)NCCN(C(C)C)C(C)C)=NC(NCC(C=3C=CC(Cl)=CC=3)C=3C=CC(Cl)=CC=3)=C2N=C1 XBIBPNZDMKQUFJ-XYIJYTLJSA-N 0.000 claims description 2
• FTPHJZMQCAHRAF-FTBITJBVSA-N 1-[[6-[2,2-bis(3-chlorophenyl)ethylamino]-9-[(2r,3r,4s,5r)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]purin-2-yl]methyl]-3-[2-[di(propan-2-yl)amino]ethyl]urea Chemical compound C=12N=CN([C@H]3[C@@H]([C@H](O)[C@@H](CO)O3)O)C2=NC(CNC(=O)NCCN(C(C)C)C(C)C)=NC=1NCC(C=1C=C(Cl)C=CC=1)C1=CC=CC(Cl)=C1 FTPHJZMQCAHRAF-FTBITJBVSA-N 0.000 claims description 2
• YPGIEXZBQFFQRA-FTBITJBVSA-N 1-[[6-[2,2-bis(4-chlorophenyl)ethylamino]-9-[(2r,3r,4s,5r)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]purin-2-yl]methyl]-3-[2-[di(propan-2-yl)amino]ethyl]urea Chemical compound C=12N=CN([C@H]3[C@@H]([C@H](O)[C@@H](CO)O3)O)C2=NC(CNC(=O)NCCN(C(C)C)C(C)C)=NC=1NCC(C=1C=CC(Cl)=CC=1)C1=CC=C(Cl)C=C1 YPGIEXZBQFFQRA-FTBITJBVSA-N 0.000 claims description 2
• VRJGUEOOJKHVOO-FANUBLADSA-N 1-[[9-[(2r,3r,4s,5r)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-6-(2,2-diphenylethylamino)purin-2-yl]methyl]-3-(2-piperidin-1-ylethyl)urea Chemical compound O[C@@H]1[C@H](O)[C@@H](CO)O[C@H]1N1C2=NC(CNC(=O)NCCN3CCCCC3)=NC(NCC(C=3C=CC=CC=3)C=3C=CC=CC=3)=C2N=C1 VRJGUEOOJKHVOO-FANUBLADSA-N 0.000 claims description 2
• IRBJKFKOCWWFSY-FTBITJBVSA-N 1-[[9-[(2r,3r,4s,5r)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-6-(2,2-diphenylethylamino)purin-2-yl]methyl]-3-[2-[di(propan-2-yl)amino]ethyl]urea Chemical compound C=12N=CN([C@H]3[C@@H]([C@H](O)[C@@H](CO)O3)O)C2=NC(CNC(=O)NCCN(C(C)C)C(C)C)=NC=1NCC(C=1C=CC=CC=1)C1=CC=CC=C1 IRBJKFKOCWWFSY-FTBITJBVSA-N 0.000 claims description 2
• IJSASASYRASYCI-FTBITJBVSA-N 3-[[9-[(2r,3r,4s,5r)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-6-(2,2-diphenylethylamino)purin-2-yl]methyl]-1-methyl-1-(2-pyridin-2-ylethyl)urea Chemical compound N=1C(NCC(C=2C=CC=CC=2)C=2C=CC=CC=2)=C2N=CN([C@H]3[C@@H]([C@H](O)[C@@H](CO)O3)O)C2=NC=1CNC(=O)N(C)CCC1=CC=CC=N1 IJSASASYRASYCI-FTBITJBVSA-N 0.000 claims description 2
• 208000027866 inflammatory disease Diseases 0.000 claims description 2
• 208000023504 respiratory system disease Diseases 0.000 claims description 2
• YNQOLUQTSOXODE-BBKOCAQVSA-N 1-[(1-benzylpiperidin-4-yl)methyl]-3-[[9-[(2r,3r,4s,5r)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-6-(2,2-diphenylethylamino)purin-2-yl]methyl]urea Chemical compound O[C@@H]1[C@H](O)[C@@H](CO)O[C@H]1N1C2=NC(CNC(=O)NCC3CCN(CC=4C=CC=CC=4)CC3)=NC(NCC(C=3C=CC=CC=3)C=3C=CC=CC=3)=C2N=C1 YNQOLUQTSOXODE-BBKOCAQVSA-N 0.000 claims 2
• 208000000509 infertility Diseases 0.000 claims 2
• 230000036512 infertility Effects 0.000 claims 2
• 231100000535 infertility Toxicity 0.000 claims 2
• MFKOLMGPXLGNHC-LVLBQQNZSA-N (2s,3s,4r,5r)-5-[2-[[(1-benzylpiperidin-4-yl)carbamoylamino]methyl]-6-(2,2-diphenylethylamino)purin-9-yl]-n-ethyl-3,4-dihydroxyoxolane-2-carboxamide Chemical compound O[C@@H]1[C@H](O)[C@@H](C(=O)NCC)O[C@H]1N1C2=NC(CNC(=O)NC3CCN(CC=4C=CC=CC=4)CC3)=NC(NCC(C=3C=CC=CC=3)C=3C=CC=CC=3)=C2N=C1 MFKOLMGPXLGNHC-LVLBQQNZSA-N 0.000 claims 1
• HHNFSHLWASJUBC-VIBCZQBBSA-N (2s,3s,4r,5r)-5-[2-[[2-(3,4-dihydro-1h-isoquinolin-2-yl)ethylcarbamoylamino]methyl]-6-(2,2-diphenylethylamino)purin-9-yl]-n-ethyl-3,4-dihydroxyoxolane-2-carboxamide Chemical compound O[C@@H]1[C@H](O)[C@@H](C(=O)NCC)O[C@H]1N1C2=NC(CNC(=O)NCCN3CC4=CC=CC=C4CC3)=NC(NCC(C=3C=CC=CC=3)C=3C=CC=CC=3)=C2N=C1 HHNFSHLWASJUBC-VIBCZQBBSA-N 0.000 claims 1
• UJZHSZLVUAJTBC-DEGFIOCKSA-N (2s,3s,4r,5r)-5-[2-[[2-(dibutylamino)ethylcarbamoylamino]methyl]-6-(2,2-diphenylethylamino)purin-9-yl]-n-ethyl-3,4-dihydroxyoxolane-2-carboxamide Chemical compound C=12N=CN([C@H]3[C@@H]([C@H](O)[C@H](O3)C(=O)NCC)O)C2=NC(CNC(=O)NCCN(CCCC)CCCC)=NC=1NCC(C=1C=CC=CC=1)C1=CC=CC=C1 UJZHSZLVUAJTBC-DEGFIOCKSA-N 0.000 claims 1
• UXAQXHMBWCHLNB-VIBCZQBBSA-N (2s,3s,4r,5r)-5-[2-[[2-[benzenesulfonyl(propan-2-yl)amino]ethylcarbamoylamino]methyl]-6-(2,2-diphenylethylamino)purin-9-yl]-n-ethyl-3,4-dihydroxyoxolane-2-carboxamide Chemical compound O[C@@H]1[C@H](O)[C@@H](C(=O)NCC)O[C@H]1N1C2=NC(CNC(=O)NCCN(C(C)C)S(=O)(=O)C=3C=CC=CC=3)=NC(NCC(C=3C=CC=CC=3)C=3C=CC=CC=3)=C2N=C1 UXAQXHMBWCHLNB-VIBCZQBBSA-N 0.000 claims 1
• BAYRBZWUZCNUSW-DEGFIOCKSA-N (2s,3s,4r,5r)-5-[2-[[2-[cyclopentyl(propan-2-yl)amino]ethylcarbamoylamino]methyl]-6-(2,2-diphenylethylamino)purin-9-yl]-n-ethyl-3,4-dihydroxyoxolane-2-carboxamide Chemical compound O[C@@H]1[C@H](O)[C@@H](C(=O)NCC)O[C@H]1N1C2=NC(CNC(=O)NCCN(C(C)C)C3CCCC3)=NC(NCC(C=3C=CC=CC=3)C=3C=CC=CC=3)=C2N=C1 BAYRBZWUZCNUSW-DEGFIOCKSA-N 0.000 claims 1
• UUSCHBHDAQZLNA-CKXMCULTSA-N (2s,3s,4r,5r)-5-[2-[[2-[di(propan-2-yl)amino]ethylcarbamoylamino]methyl]-6-(naphthalen-1-ylmethylamino)purin-9-yl]-n-ethyl-3,4-dihydroxyoxolane-2-carboxamide Chemical compound O[C@@H]1[C@H](O)[C@@H](C(=O)NCC)O[C@H]1N1C2=NC(CNC(=O)NCCN(C(C)C)C(C)C)=NC(NCC=3C4=CC=CC=C4C=CC=3)=C2N=C1 UUSCHBHDAQZLNA-CKXMCULTSA-N 0.000 claims 1
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