CN108136214A - 硝基苄基衍生物抗癌试剂 - Google Patents
硝基苄基衍生物抗癌试剂 Download PDFInfo
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- CN108136214A CN108136214A CN201680020013.2A CN201680020013A CN108136214A CN 108136214 A CN108136214 A CN 108136214A CN 201680020013 A CN201680020013 A CN 201680020013A CN 108136214 A CN108136214 A CN 108136214A
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- aryl
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- 239000002246 antineoplastic agent Substances 0.000 title claims abstract description 32
- 230000000259 anti-tumor effect Effects 0.000 title description 11
- 125000006502 nitrobenzyl group Chemical group 0.000 title description 2
- 150000001875 compounds Chemical class 0.000 claims abstract description 109
- 206010028980 Neoplasm Diseases 0.000 claims abstract description 48
- -1 aryl benzene Chemical compound 0.000 claims abstract description 41
- 201000011510 cancer Diseases 0.000 claims abstract description 39
- 239000003814 drug Substances 0.000 claims abstract description 31
- 238000000034 method Methods 0.000 claims abstract description 28
- 239000000203 mixture Substances 0.000 claims abstract description 23
- 229940041181 antineoplastic drug Drugs 0.000 claims abstract description 9
- 239000001257 hydrogen Substances 0.000 claims description 39
- 229910052739 hydrogen Inorganic materials 0.000 claims description 39
- 125000000623 heterocyclic group Chemical group 0.000 claims description 34
- 125000000217 alkyl group Chemical group 0.000 claims description 25
- 229940079593 drug Drugs 0.000 claims description 25
- 125000001072 heteroaryl group Chemical group 0.000 claims description 22
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 18
- 125000004433 nitrogen atom Chemical group N* 0.000 claims description 18
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 16
- 125000003118 aryl group Chemical group 0.000 claims description 15
- 229910052736 halogen Inorganic materials 0.000 claims description 15
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 15
- 150000002367 halogens Chemical class 0.000 claims description 14
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 12
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 11
- 229910052760 oxygen Inorganic materials 0.000 claims description 11
- 125000006552 (C3-C8) cycloalkyl group Chemical group 0.000 claims description 10
- 125000003368 amide group Chemical group 0.000 claims description 10
- 150000002431 hydrogen Chemical class 0.000 claims description 10
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 10
- 229910052757 nitrogen Inorganic materials 0.000 claims description 10
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 9
- 125000003601 C2-C6 alkynyl group Chemical group 0.000 claims description 7
- 125000000304 alkynyl group Chemical group 0.000 claims description 7
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- 239000002254 cytotoxic agent Substances 0.000 claims description 7
- 231100000599 cytotoxic agent Toxicity 0.000 claims description 7
- 125000000325 methylidene group Chemical group [H]C([H])=* 0.000 claims description 7
- 125000000882 C2-C6 alkenyl group Chemical group 0.000 claims description 6
- 125000003342 alkenyl group Chemical group 0.000 claims description 6
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 6
- 125000004076 pyridyl group Chemical group 0.000 claims description 6
- 229910052717 sulfur Inorganic materials 0.000 claims description 6
- 125000004429 atom Chemical group 0.000 claims description 5
- 230000003013 cytotoxicity Effects 0.000 claims description 5
- 231100000135 cytotoxicity Toxicity 0.000 claims description 5
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- 0 CC(*)(*)c(c(*)c1*N)c(*)c(*)c1[N+]([O-])=O Chemical compound CC(*)(*)c(c(*)c1*N)c(*)c(*)c1[N+]([O-])=O 0.000 description 14
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- HEDRZPFGACZZDS-MICDWDOJSA-N Trichloro(2H)methane Chemical compound [2H]C(Cl)(Cl)Cl HEDRZPFGACZZDS-MICDWDOJSA-N 0.000 description 10
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- WCYWZMWISLQXQU-UHFFFAOYSA-N methyl Chemical compound [CH3] WCYWZMWISLQXQU-UHFFFAOYSA-N 0.000 description 6
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- RJURFGZVJUQBHK-UHFFFAOYSA-N actinomycin D Chemical compound CC1OC(=O)C(C(C)C)N(C)C(=O)CN(C)C(=O)C2CCCN2C(=O)C(C(C)C)NC(=O)C1NC(=O)C1=C(N)C(=O)C(C)=C2OC(C(C)=CC=C3C(=O)NC4C(=O)NC(C(N5CCCC5C(=O)N(C)CC(=O)N(C)C(C(C)C)C(=O)OC4C)=O)C(C)C)=C3N=C21 RJURFGZVJUQBHK-UHFFFAOYSA-N 0.000 description 5
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- 229940045799 anthracyclines and related substance Drugs 0.000 description 5
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- STQGQHZAVUOBTE-VGBVRHCVSA-N daunorubicin Chemical compound O([C@H]1C[C@@](O)(CC=2C(O)=C3C(=O)C=4C=CC=C(C=4C(=O)C3=C(O)C=21)OC)C(C)=O)[C@H]1C[C@H](N)[C@H](O)[C@H](C)O1 STQGQHZAVUOBTE-VGBVRHCVSA-N 0.000 description 5
- 229960001433 erlotinib Drugs 0.000 description 5
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- SMWDFEZZVXVKRB-UHFFFAOYSA-N Quinoline Chemical compound N1=CC=CC2=CC=CC=C21 SMWDFEZZVXVKRB-UHFFFAOYSA-N 0.000 description 4
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Classifications
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- C07C217/00—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton
- C07C217/54—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton having etherified hydroxy groups bound to carbon atoms of at least one six-membered aromatic ring and amino groups bound to acyclic carbon atoms or to carbon atoms of rings other than six-membered aromatic rings of the same carbon skeleton
- C07C217/56—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton having etherified hydroxy groups bound to carbon atoms of at least one six-membered aromatic ring and amino groups bound to acyclic carbon atoms or to carbon atoms of rings other than six-membered aromatic rings of the same carbon skeleton with amino groups linked to the six-membered aromatic ring, or to the condensed ring system containing that ring, by carbon chains not further substituted by singly-bound oxygen atoms
- C07C217/58—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton having etherified hydroxy groups bound to carbon atoms of at least one six-membered aromatic ring and amino groups bound to acyclic carbon atoms or to carbon atoms of rings other than six-membered aromatic rings of the same carbon skeleton with amino groups linked to the six-membered aromatic ring, or to the condensed ring system containing that ring, by carbon chains not further substituted by singly-bound oxygen atoms with amino groups and the six-membered aromatic ring, or the condensed ring system containing that ring, bound to the same carbon atom of the carbon chain
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- C07D—HETEROCYCLIC COMPOUNDS
- C07D305/00—Heterocyclic compounds containing four-membered rings having one oxygen atom as the only ring hetero atoms
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- C07C213/00—Preparation of compounds containing amino and hydroxy, amino and etherified hydroxy or amino and esterified hydroxy groups bound to the same carbon skeleton
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- C07D239/00—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings
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- C07D239/24—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members
- C07D239/28—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, directly attached to ring carbon atoms
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- C07D239/553—Two oxygen atoms as doubly bound oxygen atoms or as unsubstituted hydroxy radicals with other hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, directly attached to ring carbon atoms with halogen atoms or nitro radicals directly attached to ring carbon atoms, e.g. fluorouracil
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- C07D239/00—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings
- C07D239/70—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings condensed with carbocyclic rings or ring systems
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- C07D239/86—Quinazolines; Hydrogenated quinazolines with hetero atoms directly attached in position 4
- C07D239/94—Nitrogen atoms
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- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D403/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00
- C07D403/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings
- C07D403/06—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings linked by a carbon chain containing only aliphatic carbon atoms
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D405/00—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom
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- C—CHEMISTRY; METALLURGY
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- C07D405/00—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom
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- C07D405/12—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings linked by a chain containing hetero atoms as chain links
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- C07F9/65586—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom containing at least two different or differently substituted hetero rings neither condensed among themselves nor condensed with a common carbocyclic ring or ring system at least one of the hetero rings does not contain nitrogen as ring hetero atom
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- 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
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- C07K7/04—Linear peptides containing only normal peptide links
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- A61K47/00—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient
- A61K47/50—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient the non-active ingredient being chemically bound to the active ingredient, e.g. polymer-drug conjugates
- A61K47/51—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient the non-active ingredient being chemically bound to the active ingredient, e.g. polymer-drug conjugates the non-active ingredient being a modifying agent
- A61K47/54—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient the non-active ingredient being chemically bound to the active ingredient, e.g. polymer-drug conjugates the non-active ingredient being a modifying agent the modifying agent being an organic compound
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Abstract
Description
Claims (21)
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CN110357897A (zh) * | 2019-07-26 | 2019-10-22 | 上海健康医学院 | 一种具有抗肿瘤活性的喜树碱衍生物及其制备方法和应用 |
WO2020010900A1 (zh) | 2018-07-09 | 2020-01-16 | 深圳艾欣达伟医药科技有限公司 | 化合物用于制备预防、治疗或改善疼痛的药物的用途 |
CN110713515A (zh) * | 2019-09-29 | 2020-01-21 | 南京益唯森生物科技有限公司 | 一类甲硝唑接肌氨酰-组氨酸二肽化合物及其制备与应用 |
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WO2021000862A1 (zh) * | 2019-07-01 | 2021-01-07 | 深圳艾欣达伟医药科技有限公司 | Akr1c3抑制剂及医药用途 |
WO2021068952A1 (zh) * | 2019-10-12 | 2021-04-15 | 南京明德新药研发有限公司 | 靶向醛酮还原酶1c3的苯并二氢吡喃类化合物 |
WO2021083310A1 (zh) | 2019-11-01 | 2021-05-06 | 深圳艾欣达伟医药科技有限公司 | 作为非pgp底物的抗癌化合物 |
WO2021110085A1 (zh) | 2019-12-03 | 2021-06-10 | 深圳艾欣达伟医药科技有限公司 | 通过前列腺素含量来关联akr1c3酶表达水平及筛选给药用途 |
WO2022048492A1 (zh) | 2020-09-02 | 2022-03-10 | 深圳艾欣达伟医药科技有限公司 | 一种akr1c3检测方法、检测akr1c3的诊断试剂盒及其用途 |
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WO2014069063A1 (ja) | 2012-10-29 | 2014-05-08 | 京セラ株式会社 | 弾性表面波センサ |
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Cited By (22)
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CN110896605B (zh) * | 2018-07-09 | 2022-08-30 | 深圳艾欣达伟医药科技有限公司 | 化合物用于制备预防、治疗或改善疼痛的药物的用途 |
WO2020010900A1 (zh) | 2018-07-09 | 2020-01-16 | 深圳艾欣达伟医药科技有限公司 | 化合物用于制备预防、治疗或改善疼痛的药物的用途 |
CN110896605A (zh) * | 2018-07-09 | 2020-03-20 | 深圳艾欣达伟医药科技有限公司 | 化合物用于制备预防、治疗或改善疼痛的药物的用途 |
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CA2981494C (en) | 2023-09-05 |
EP3277381A4 (en) | 2018-12-05 |
AU2016244000A1 (en) | 2017-10-12 |
JP2018511612A (ja) | 2018-04-26 |
WO2016161342A3 (en) | 2016-11-10 |
JP6947781B2 (ja) | 2021-10-13 |
IL254769B (en) | 2020-05-31 |
MY198613A (en) | 2023-09-11 |
CA2981494A1 (en) | 2016-10-06 |
TW201706267A (zh) | 2017-02-16 |
SG11201707375UA (en) | 2017-10-30 |
EP3277381A2 (en) | 2018-02-07 |
AU2016244000B2 (en) | 2020-07-02 |
CN112142692A (zh) | 2020-12-29 |
CN108136214B (zh) | 2020-08-28 |
US11535585B2 (en) | 2022-12-27 |
HK1250959A1 (zh) | 2019-01-18 |
US20210017120A1 (en) | 2021-01-21 |
US20180086693A1 (en) | 2018-03-29 |
KR20190075145A (ko) | 2019-06-28 |
SG10201913709QA (en) | 2020-03-30 |
BR112017021167A2 (pt) | 2018-07-03 |
US10829437B2 (en) | 2020-11-10 |
WO2016161342A2 (en) | 2016-10-06 |
KR20170127463A (ko) | 2017-11-21 |
KR102001910B1 (ko) | 2019-07-19 |
JP2019178172A (ja) | 2019-10-17 |
JP6612892B2 (ja) | 2019-11-27 |
KR102276681B1 (ko) | 2021-07-13 |
TWI730957B (zh) | 2021-06-21 |
IL254769A0 (en) | 2017-12-31 |
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