JP2017538722A - 置換ヌクレオシド、ヌクレオチド、及びそのアナログ - Google Patents

置換ヌクレオシド、ヌクレオチド、及びそのアナログ Download PDF

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Publication number: JP2017538722A
Authority: JP; Japan
Prior art keywords: optionally substituted; alkyl; compound; hydrogen; group
Prior art date: 2014-12-19
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.): Withdrawn

Application number

JP2017532656A

Other languages

English (en)

Japanese (ja)

Other versions

JP2017538722A5 (2

Inventor

ワン，ガンジ

スミス，デヴィッド，バーナード

ベイゲルマン，レオニド

ジェクル，クリスティアン，アンドレアス

Original Assignee

アリオスバイオファーマインク．

Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)

2014-12-19

Filing date

2015-12-16

Publication date

2017-12-28

2015-12-16 Application filed by アリオスバイオファーマインク．, アリオスバイオファーマインク． filed Critical アリオスバイオファーマインク．

2017-12-28 Publication of JP2017538722A publication Critical patent/JP2017538722A/ja

2019-02-07 Publication of JP2017538722A5 publication Critical patent/JP2017538722A5/ja

Status Withdrawn legal-status Critical Current

Links

239000002777 nucleoside Substances 0.000 title abstract description 21
125000003835 nucleoside group Chemical group 0.000 title abstract description 10
125000003729 nucleotide group Chemical group 0.000 title abstract description 10
239000002773 nucleotide Substances 0.000 title abstract description 4
238000000034 method Methods 0.000 claims abstract description 60
150000001875 compounds Chemical class 0.000 claims description 420
125000000217 alkyl group Chemical group 0.000 claims description 269
229910052739 hydrogen Inorganic materials 0.000 claims description 160
239000001257 hydrogen Substances 0.000 claims description 160
150000003839 salts Chemical class 0.000 claims description 159
-1 amino acid ester Chemical class 0.000 claims description 130
YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 claims description 115
150000002431 hydrogen Chemical group 0.000 claims description 93
QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical group [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 87
125000003118 aryl group Chemical group 0.000 claims description 72
UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 67
125000001072 heteroaryl group Chemical group 0.000 claims description 65
125000000623 heterocyclic group Chemical group 0.000 claims description 63
125000003107 substituted aryl group Chemical group 0.000 claims description 59
125000003342 alkenyl group Chemical group 0.000 claims description 58
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241000709664 Picornaviridae Species 0.000 claims description 56
150000001413 amino acids Chemical class 0.000 claims description 50
125000000304 alkynyl group Chemical group 0.000 claims description 47
239000008194 pharmaceutical composition Substances 0.000 claims description 38
125000000392 cycloalkenyl group Chemical group 0.000 claims description 37
241000700605 Viruses Species 0.000 claims description 35
125000005913 (C3-C6) cycloalkyl group Chemical group 0.000 claims description 33
239000003795 chemical substances by application Substances 0.000 claims description 33
125000001424 substituent group Chemical group 0.000 claims description 33
125000000753 cycloalkyl group Chemical group 0.000 claims description 32
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 32
YZCKVEUIGOORGS-OUBTZVSYSA-N Deuterium Chemical compound [2H] YZCKVEUIGOORGS-OUBTZVSYSA-N 0.000 claims description 28
229910052805 deuterium Inorganic materials 0.000 claims description 27
229910052799 carbon Inorganic materials 0.000 claims description 26
229910052760 oxygen Inorganic materials 0.000 claims description 25
229910052698 phosphorus Inorganic materials 0.000 claims description 24
229910052736 halogen Inorganic materials 0.000 claims description 23
239000001301 oxygen Substances 0.000 claims description 23
238000002360 preparation method Methods 0.000 claims description 23
239000003814 drug Substances 0.000 claims description 22
150000002367 halogens Chemical class 0.000 claims description 19
239000011574 phosphorus Chemical group 0.000 claims description 19
229910052717 sulfur Inorganic materials 0.000 claims description 18
208000036142 Viral infection Diseases 0.000 claims description 16
230000009385 viral infection Effects 0.000 claims description 16
OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical group [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 claims description 15
125000001188 haloalkyl group Chemical group 0.000 claims description 15
230000010076 replication Effects 0.000 claims description 15
241000709715 Hepatovirus Species 0.000 claims description 14
125000004122 cyclic group Chemical group 0.000 claims description 13
125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 13
125000000171 (C1-C6) haloalkyl group Chemical group 0.000 claims description 12
125000003601 C2-C6 alkynyl group Chemical group 0.000 claims description 12
125000000882 C2-C6 alkenyl group Chemical group 0.000 claims description 11
239000003085 diluting agent Substances 0.000 claims description 10
125000005843 halogen group Chemical group 0.000 claims description 10
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125000003545 alkoxy group Chemical group 0.000 claims description 9
230000002401 inhibitory effect Effects 0.000 claims description 9
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241000988559 Enterovirus A Species 0.000 claims description 6
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125000005335 azido alkyl group Chemical group 0.000 claims description 6
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241000033074 Enterovirus J Species 0.000 claims description 5
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125000004103 aminoalkyl group Chemical group 0.000 claims description 5
125000005842 heteroatom Chemical group 0.000 claims description 5
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125000004453 alkoxycarbonyl group Chemical group 0.000 claims description 4
201000002491 encephalomyelitis Diseases 0.000 claims description 4
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241000146367 Coxsackievirus A10 Species 0.000 claims description 3
241000146297 Coxsackievirus A11 Species 0.000 claims description 3
241000146296 Coxsackievirus A12 Species 0.000 claims description 3
241000146307 Coxsackievirus A13 Species 0.000 claims description 3
241000146306 Coxsackievirus A14 Species 0.000 claims description 3
241001429382 Coxsackievirus A16 Species 0.000 claims description 3
241000146309 Coxsackievirus A17 Species 0.000 claims description 3
241000146305 Coxsackievirus A19 Species 0.000 claims description 3
241001466951 Coxsackievirus A2 Species 0.000 claims description 3
241000146316 Coxsackievirus A20 Species 0.000 claims description 3
241000709698 Coxsackievirus A21 Species 0.000 claims description 3
241000146325 Coxsackievirus A3 Species 0.000 claims description 3
241000146328 Coxsackievirus A4 Species 0.000 claims description 3
241000146327 Coxsackievirus A5 Species 0.000 claims description 3
241001669084 Coxsackievirus A6 Species 0.000 claims description 3
241000146321 Coxsackievirus A7 Species 0.000 claims description 3
241000146319 Coxsackievirus A8 Species 0.000 claims description 3
241001466953 Echovirus Species 0.000 claims description 3
241000204855 Echovirus E1 Species 0.000 claims description 3
241000709714 Echovirus E11 Species 0.000 claims description 3
241001492221 Echovirus E12 Species 0.000 claims description 3
241000217429 Echovirus E13 Species 0.000 claims description 3
241000217415 Echovirus E15 Species 0.000 claims description 3
241000217417 Echovirus E16 Species 0.000 claims description 3
241000217419 Echovirus E17 Species 0.000 claims description 3
241000217421 Echovirus E18 Species 0.000 claims description 3
241000217423 Echovirus E19 Species 0.000 claims description 3
241001492220 Echovirus E2 Species 0.000 claims description 3
241000217425 Echovirus E20 Species 0.000 claims description 3
241000217427 Echovirus E21 Species 0.000 claims description 3
241000217448 Echovirus E24 Species 0.000 claims description 3
241000190163 Echovirus E25 Species 0.000 claims description 3
241000217449 Echovirus E26 Species 0.000 claims description 3
241000193778 Echovirus E27 Species 0.000 claims description 3
241000217450 Echovirus E29 Species 0.000 claims description 3
241000217440 Echovirus E3 Species 0.000 claims description 3
241000134257 Echovirus E30 Species 0.000 claims description 3
241000217434 Echovirus E31 Species 0.000 claims description 3
241000217436 Echovirus E32 Species 0.000 claims description 3
241000217438 Echovirus E33 Species 0.000 claims description 3
241001492209 Echovirus E4 Species 0.000 claims description 3
241000122140 Echovirus E5 Species 0.000 claims description 3
241000709638 Echovirus E6 Species 0.000 claims description 3
241000201383 Echovirus E7 Species 0.000 claims description 3
241000709643 Echovirus E9 Species 0.000 claims description 3
241000146324 Enterovirus D68 Species 0.000 claims description 3
241000709716 Human enterovirus 70 Species 0.000 claims description 3
241000709701 Human poliovirus 1 Species 0.000 claims description 3
241000709704 Human poliovirus 2 Species 0.000 claims description 3
241000709727 Human poliovirus 3 Species 0.000 claims description 3
239000003937 drug carrier Substances 0.000 claims description 3
241000693328 Enterovirus B69 Species 0.000 claims 2
125000004178 (C1-C4) alkyl group Chemical group 0.000 claims 1
125000004169 (C1-C6) alkyl group Chemical group 0.000 claims 1
102220486696 Cytochrome b-245 chaperone 1_R43G_mutation Human genes 0.000 claims 1
102220486708 Cytochrome b-245 chaperone 1_R44G_mutation Human genes 0.000 claims 1
102220531498 Piwi-like protein 1_R11A_mutation Human genes 0.000 claims 1
102220506783 Vitelline membrane outer layer protein 1 homolog_R10A_mutation Human genes 0.000 claims 1
208000005155 Picornaviridae Infections Diseases 0.000 abstract description 19
201000010099 disease Diseases 0.000 abstract description 14
208000037265 diseases, disorders, signs and symptoms Diseases 0.000 abstract description 14
238000003786 synthesis reaction Methods 0.000 abstract description 5
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XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 271
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230000002829 reductive effect Effects 0.000 description 125
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OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 87
238000006243 chemical reaction Methods 0.000 description 72
239000000460 chlorine Substances 0.000 description 64
239000012044 organic layer Substances 0.000 description 60
238000004440 column chromatography Methods 0.000 description 54
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235000001014 amino acid Nutrition 0.000 description 49
ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 48
239000011734 sodium Substances 0.000 description 48
210000004027 cell Anatomy 0.000 description 46
239000012267 brine Substances 0.000 description 44
HPALAKNZSZLMCH-UHFFFAOYSA-M sodium;chloride;hydrate Chemical compound O.[Na+].[Cl-] HPALAKNZSZLMCH-UHFFFAOYSA-M 0.000 description 44
VHYFNPMBLIVWCW-UHFFFAOYSA-N 4-Dimethylaminopyridine Chemical compound CN(C)C1=CC=NC=C1 VHYFNPMBLIVWCW-UHFFFAOYSA-N 0.000 description 42
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235000019439 ethyl acetate Nutrition 0.000 description 33
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NKLCNNUWBJBICK-UHFFFAOYSA-N dess–martin periodinane Chemical compound C1=CC=C2I(OC(=O)C)(OC(C)=O)(OC(C)=O)OC(=O)C2=C1 NKLCNNUWBJBICK-UHFFFAOYSA-N 0.000 description 9
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HZCAHMRRMINHDJ-DBRKOABJSA-N ribavirin Natural products O[C@@H]1[C@H](O)[C@@H](CO)O[C@H]1N1N=CN=C1 HZCAHMRRMINHDJ-DBRKOABJSA-N 0.000 description 1
239000002342 ribonucleoside Substances 0.000 description 1
125000000548 ribosyl group Chemical group C1([C@H](O)[C@H](O)[C@H](O1)CO)* 0.000 description 1
238000007363 ring formation reaction Methods 0.000 description 1
229920002477 rna polymer Polymers 0.000 description 1
230000007017 scission Effects 0.000 description 1
125000002914 sec-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
238000000926 separation method Methods 0.000 description 1
206010041232 sneezing Diseases 0.000 description 1
239000001632 sodium acetate Substances 0.000 description 1
235000017281 sodium acetate Nutrition 0.000 description 1
238000010561 standard procedure Methods 0.000 description 1
239000007858 starting material Substances 0.000 description 1
230000000707 stereoselective effect Effects 0.000 description 1
238000007920 subcutaneous administration Methods 0.000 description 1
125000000547 substituted alkyl group Chemical group 0.000 description 1
238000006467 substitution reaction Methods 0.000 description 1
229960002317 succinimide Drugs 0.000 description 1
238000009923 sugaring Methods 0.000 description 1
125000000446 sulfanediyl group Chemical group *S* 0.000 description 1
BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 description 1
150000003460 sulfonic acids Chemical class 0.000 description 1
125000004434 sulfur atom Chemical group 0.000 description 1
230000003319 supportive effect Effects 0.000 description 1
238000013268 sustained release Methods 0.000 description 1
239000012730 sustained-release form Substances 0.000 description 1
238000010189 synthetic method Methods 0.000 description 1
239000011975 tartaric acid Substances 0.000 description 1
235000002906 tartaric acid Nutrition 0.000 description 1
MHYGQXWCZAYSLJ-UHFFFAOYSA-N tert-butyl-chloro-diphenylsilane Chemical compound C=1C=CC=CC=1[Si](Cl)(C(C)(C)C)C1=CC=CC=C1 MHYGQXWCZAYSLJ-UHFFFAOYSA-N 0.000 description 1
125000001981 tert-butyldimethylsilyl group Chemical group [H]C([H])([H])[Si]([H])(C([H])([H])[H])[*]C(C([H])([H])[H])(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
DVFXLNFDWATPMW-IWOKLKJTSA-N tert-butyldiphenylsilyl Chemical compound O=C1NC(=O)C(C)=CN1[C@@H]1O[C@H](CO[Si](C=2C=CC=CC=2)(C=2C=CC=CC=2)C(C)(C)C)[C@@H](OP(O)(=O)OC[C@@H]2[C@H](C[C@@H](O2)N2C3=C(C(NC(N)=N3)=O)N=C2)OP(O)(=O)OC[C@@H]2[C@H](C[C@@H](O2)N2C3=C(C(NC(N)=N3)=O)N=C2)OP(O)(=O)OC[C@@H]2[C@H](C[C@@H](O2)N2C3=C(C(NC(N)=N3)=O)N=C2)OP(O)(=O)OC[C@@H]2[C@H](CC(O2)N2C3=NC=NC(N)=C3N=C2)OP(O)(=O)OC[C@@H]2[C@H](C[C@@H](O2)N2C3=C(C(NC(N)=N3)=O)N=C2)O)C1 DVFXLNFDWATPMW-IWOKLKJTSA-N 0.000 description 1
125000000037 tert-butyldiphenylsilyl group Chemical group [H]C1=C([H])C([H])=C([H])C([H])=C1[Si]([H])([*]C(C([H])([H])[H])(C([H])([H])[H])C([H])([H])[H])C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 description 1
125000000383 tetramethylene group Chemical group [H]C([H])([*:1])C([H])([H])C([H])([H])C([H])([H])[*:2] 0.000 description 1
OSBSFAARYOCBHB-UHFFFAOYSA-N tetrapropylammonium Chemical compound CCC[N+](CCC)(CCC)CCC OSBSFAARYOCBHB-UHFFFAOYSA-N 0.000 description 1
150000003536 tetrazoles Chemical class 0.000 description 1
229960004559 theobromine Drugs 0.000 description 1
VLLMWSRANPNYQX-UHFFFAOYSA-N thiadiazole Chemical compound C1=CSN=N1.C1=CSN=N1 VLLMWSRANPNYQX-UHFFFAOYSA-N 0.000 description 1
125000001544 thienyl group Chemical group 0.000 description 1
125000000858 thiocyanato group Chemical group *SC#N 0.000 description 1
229930192474 thiophene Natural products 0.000 description 1
HPGGPRDJHPYFRM-UHFFFAOYSA-J tin(iv) chloride Chemical compound Cl[Sn](Cl)(Cl)Cl HPGGPRDJHPYFRM-UHFFFAOYSA-J 0.000 description 1
230000000699 topical effect Effects 0.000 description 1
125000005270 trialkylamine group Chemical group 0.000 description 1
DBGVGMSCBYYSLD-UHFFFAOYSA-N tributylstannane Chemical compound CCCC[SnH](CCCC)CCCC DBGVGMSCBYYSLD-UHFFFAOYSA-N 0.000 description 1
VTHOKNTVYKTUPI-UHFFFAOYSA-N triethoxy-[3-(3-triethoxysilylpropyltetrasulfanyl)propyl]silane Chemical compound CCO[Si](OCC)(OCC)CCCSSSSCCC[Si](OCC)(OCC)OCC VTHOKNTVYKTUPI-UHFFFAOYSA-N 0.000 description 1
125000000876 trifluoromethoxy group Chemical group FC(F)(F)O* 0.000 description 1
125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 description 1
125000004952 trihaloalkoxy group Chemical group 0.000 description 1
125000004385 trihaloalkyl group Chemical group 0.000 description 1
125000005152 trihalomethanesulfonyl group Chemical group 0.000 description 1
SIOVKLKJSOKLIF-HJWRWDBZSA-N trimethylsilyl (1z)-n-trimethylsilylethanimidate Chemical compound C[Si](C)(C)OC(/C)=N\[Si](C)(C)C SIOVKLKJSOKLIF-HJWRWDBZSA-N 0.000 description 1
FTVLMFQEYACZNP-UHFFFAOYSA-N trimethylsilyl trifluoromethanesulfonate Chemical compound C[Si](C)(C)OS(=O)(=O)C(F)(F)F FTVLMFQEYACZNP-UHFFFAOYSA-N 0.000 description 1
CWMFRHBXRUITQE-UHFFFAOYSA-N trimethylsilylacetylene Chemical compound C[Si](C)(C)C#C CWMFRHBXRUITQE-UHFFFAOYSA-N 0.000 description 1
BPLKQGGAXWRFOE-UHFFFAOYSA-M trimethylsulfoxonium iodide Chemical compound [I-].C[S+](C)(C)=O BPLKQGGAXWRFOE-UHFFFAOYSA-M 0.000 description 1
JABYJIQOLGWMQW-UHFFFAOYSA-N undec-4-ene Chemical compound CCCCCCC=CCCC JABYJIQOLGWMQW-UHFFFAOYSA-N 0.000 description 1
229940116269 uric acid Drugs 0.000 description 1
210000002700 urine Anatomy 0.000 description 1
230000008673 vomiting Effects 0.000 description 1
238000005406 washing Methods 0.000 description 1
229940075420 xanthine Drugs 0.000 description 1

Classifications

- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H19/00—Compounds containing a hetero ring sharing one ring hetero atom with a saccharide radical; Nucleosides; Mononucleotides; Anhydro-derivatives thereof
- C07H19/02—Compounds containing a hetero ring sharing one ring hetero atom with a saccharide radical; Nucleosides; Mononucleotides; Anhydro-derivatives thereof sharing nitrogen
- C07H19/04—Heterocyclic radicals containing only nitrogen atoms as ring hetero atom
- C07H19/06—Pyrimidine radicals
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
- A61P31/12—Antivirals
- A61P31/14—Antivirals for RNA viruses
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
- A61P31/12—Antivirals
- A61P31/14—Antivirals for RNA viruses
- A61P31/16—Antivirals for RNA viruses for influenza or rhinoviruses
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H19/00—Compounds containing a hetero ring sharing one ring hetero atom with a saccharide radical; Nucleosides; Mononucleotides; Anhydro-derivatives thereof
- C07H19/02—Compounds containing a hetero ring sharing one ring hetero atom with a saccharide radical; Nucleosides; Mononucleotides; Anhydro-derivatives thereof sharing nitrogen
- C07H19/04—Heterocyclic radicals containing only nitrogen atoms as ring hetero atom
- C07H19/06—Pyrimidine radicals
- C07H19/10—Pyrimidine radicals with the saccharide radical esterified by phosphoric or polyphosphoric acids

Landscapes

Chemical & Material Sciences (AREA)
Health & Medical Sciences (AREA)
Life Sciences & Earth Sciences (AREA)
Organic Chemistry (AREA)
Molecular Biology (AREA)
General Health & Medical Sciences (AREA)
Virology (AREA)
Engineering & Computer Science (AREA)
Biochemistry (AREA)
Genetics & Genomics (AREA)
Biotechnology (AREA)
Pharmacology & Pharmacy (AREA)
General Chemical & Material Sciences (AREA)
Animal Behavior & Ethology (AREA)
Oncology (AREA)
Public Health (AREA)
Veterinary Medicine (AREA)
Communicable Diseases (AREA)
Chemical Kinetics & Catalysis (AREA)
Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
Medicinal Chemistry (AREA)
Pulmonology (AREA)
Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Saccharide Compounds (AREA)

JP2017532656A 2014-12-19 2015-12-16 置換ヌクレオシド、ヌクレオチド、及びそのアナログ Withdrawn JP2017538722A (ja)

Applications Claiming Priority (3)

Application Number	Priority Date	Filing Date	Title
US201462094418P	2014-12-19	2014-12-19
US62/094,418		2014-12-19
PCT/US2015/066193 WO2016100569A1 (en)	2014-12-19	2015-12-16	Substituted nucleosides, nucleotides and analogs thereof

Publications (2)

Publication Number	Publication Date
JP2017538722A true JP2017538722A (ja)	2017-12-28
JP2017538722A5 JP2017538722A5 (2)	2019-02-07

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ID=56127561

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
JP2017532656A Withdrawn JP2017538722A (ja)	2014-12-19	2015-12-16	置換ヌクレオシド、ヌクレオチド、及びそのアナログ

Country Status (12)

Country	Link
US (2)	US9890188B2 (2)
EP (1)	EP3233879A4 (2)
JP (1)	JP2017538722A (2)
CN (1)	CN107250145A (2)
AU (1)	AU2015364630A1 (2)
CA (1)	CA2970936A1 (2)
HK (1)	HK1245800A1 (2)
MA (1)	MA41213A (2)
MX (1)	MX2017008184A (2)
TW (1)	TW201625658A (2)
WO (1)	WO2016100569A1 (2)
ZA (1)	ZA201704876B (2)

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2015
- 2015-12-15 MA MA041213A patent/MA41213A/fr unknown
- 2015-12-16 US US14/971,926 patent/US9890188B2/en not_active Expired - Fee Related
- 2015-12-16 HK HK18105072.0A patent/HK1245800A1/zh unknown
- 2015-12-16 CA CA2970936A patent/CA2970936A1/en not_active Abandoned
- 2015-12-16 WO PCT/US2015/066193 patent/WO2016100569A1/en not_active Ceased
- 2015-12-16 MX MX2017008184A patent/MX2017008184A/es unknown
- 2015-12-16 CN CN201580076647.5A patent/CN107250145A/zh active Pending
- 2015-12-16 JP JP2017532656A patent/JP2017538722A/ja not_active Withdrawn
- 2015-12-16 EP EP15871022.8A patent/EP3233879A4/en not_active Withdrawn
- 2015-12-16 AU AU2015364630A patent/AU2015364630A1/en not_active Abandoned
- 2015-12-18 TW TW104142822A patent/TW201625658A/zh unknown
2017
- 2017-07-18 ZA ZA2017/04876A patent/ZA201704876B/en unknown
2018
- 2018-01-30 US US15/884,052 patent/US20180155384A1/en not_active Abandoned

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
JP2023514182A (ja) *	2020-02-18	2023-04-05	ギリアードサイエンシーズ，インコーポレイテッド	抗ウイルス化合物
JP7429799B2 (ja)	2020-02-18	2024-02-08	ギリアードサイエンシーズ，インコーポレイテッド	抗ウイルス化合物

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Publication number	Publication date
MA41213A (fr)	2017-10-24
US20160176910A1 (en)	2016-06-23
AU2015364630A1 (en)	2017-07-06
US9890188B2 (en)	2018-02-13
CN107250145A (zh)	2017-10-13
HK1245800A1 (zh)	2018-08-31
TW201625658A (zh)	2016-07-16
US20180155384A1 (en)	2018-06-07
EP3233879A4 (en)	2018-09-19
WO2016100569A1 (en)	2016-06-23
MX2017008184A (es)	2018-03-06
ZA201704876B (en)	2020-01-29
CA2970936A1 (en)	2016-06-23
EP3233879A1 (en)	2017-10-25

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JP6453322B2 (ja)	2019-01-16	置換ヌクレオシド、置換ヌクレオチドおよびそれらの類似体
TWI593414B (zh)	2017-08-01	疊氮核苷及核苷酸類似物
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JP2019524795A (ja)	2019-09-05	置換ヌクレオシド、ヌクレオチド、及びそのアナログ
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