TWI622595B - 充當抗癌劑的經取代核苷衍生物 - Google Patents
充當抗癌劑的經取代核苷衍生物 Download PDFInfo
- Publication number
- TWI622595B TWI622595B TW105104968A TW105104968A TWI622595B TW I622595 B TWI622595 B TW I622595B TW 105104968 A TW105104968 A TW 105104968A TW 105104968 A TW105104968 A TW 105104968A TW I622595 B TWI622595 B TW I622595B
- Authority
- TW
- Taiwan
- Prior art keywords
- cancer
- mmol
- compound
- methyl
- etoac
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- AQGOZRKFBKEVFZ-ZHALLVOQSA-N CCOCc1n[nH]c(C[C@H]([C@H]([C@H]([n]2c3ncnc(C)c3cc2)[O]=C=C)O)O)c1 Chemical compound CCOCc1n[nH]c(C[C@H]([C@H]([C@H]([n]2c3ncnc(C)c3cc2)[O]=C=C)O)O)c1 AQGOZRKFBKEVFZ-ZHALLVOQSA-N 0.000 description 1
- DJUZHNZMVHIRPJ-ZGAAAFHUSA-N C[C@@H]([C@H]([C@H]([C@H]1O)O)O[C@H]1[n]1c(ncnc2N)c2nc1)O Chemical compound C[C@@H]([C@H]([C@H]([C@H]1O)O)O[C@H]1[n]1c(ncnc2N)c2nc1)O DJUZHNZMVHIRPJ-ZGAAAFHUSA-N 0.000 description 1
- ZBUYPOCFIPAVOZ-WXXHYUIPSA-N C[C@H]([C@H]([C@H]([C@H]([n]1c2ncnc(C)c2cc1)O)O)O)[C@H](c1ccccc1)O Chemical compound C[C@H]([C@H]([C@H]([C@H]([n]1c2ncnc(C)c2cc1)O)O)O)[C@H](c1ccccc1)O ZBUYPOCFIPAVOZ-WXXHYUIPSA-N 0.000 description 1
- DJUZHNZMVHIRPJ-RWONEVQGSA-N C[C@H]([C@H]([C@H]([C@H]1O)O)O[C@H]1[n]1c2ncnc(N)c2nc1)O Chemical compound C[C@H]([C@H]([C@H]([C@H]1O)O)O[C@H]1[n]1c2ncnc(N)c2nc1)O DJUZHNZMVHIRPJ-RWONEVQGSA-N 0.000 description 1
- GNLMRHGPHSVOJQ-QSJFSLAZSA-N Cc1c(cc[n]2[C@@H]([C@@H]([C@@H]3O)O)O[C@@H]3C(c(cc3)ccc3F)(F)F)c2ncn1 Chemical compound Cc1c(cc[n]2[C@@H]([C@@H]([C@@H]3O)O)O[C@@H]3C(c(cc3)ccc3F)(F)F)c2ncn1 GNLMRHGPHSVOJQ-QSJFSLAZSA-N 0.000 description 1
- VVNQYJYZOIRSRC-HLNWXESRSA-N Cc1c(cc[n]2[C@@H]([C@@H]([C@@H]3O)O)O[C@H]3c(cc3)n[n]3-c3ccccc3)c2ncn1 Chemical compound Cc1c(cc[n]2[C@@H]([C@@H]([C@@H]3O)O)O[C@H]3c(cc3)n[n]3-c3ccccc3)c2ncn1 VVNQYJYZOIRSRC-HLNWXESRSA-N 0.000 description 1
- XREICMJCVZYTAR-CGKSDVGLSA-N Cc1c(cc[n]2[C@@H]([C@@H]3O)OC(C(c4cc(F)cc(C(F)(F)F)c4)O)[C@H]3O)c2ncn1 Chemical compound Cc1c(cc[n]2[C@@H]([C@@H]3O)OC(C(c4cc(F)cc(C(F)(F)F)c4)O)[C@H]3O)c2ncn1 XREICMJCVZYTAR-CGKSDVGLSA-N 0.000 description 1
- RASMCBDASZAHRP-RIUYPTKQSA-N Cc1c(cc[n]2[C@@H]([C@@H]3O)O[C@@H]([C@@H](c(cc4)ccc4F)O)[C@H]3O)c2ncn1 Chemical compound Cc1c(cc[n]2[C@@H]([C@@H]3O)O[C@@H]([C@@H](c(cc4)ccc4F)O)[C@H]3O)c2ncn1 RASMCBDASZAHRP-RIUYPTKQSA-N 0.000 description 1
- CJOLNWSXRHCRGA-RIUYPTKQSA-N Cc1c(cc[n]2[C@@H]([C@@H]3O)O[C@@H]([C@@H](c4ccccc4)O)[C@H]3O)c2ncn1 Chemical compound Cc1c(cc[n]2[C@@H]([C@@H]3O)O[C@@H]([C@@H](c4ccccc4)O)[C@H]3O)c2ncn1 CJOLNWSXRHCRGA-RIUYPTKQSA-N 0.000 description 1
- RASMCBDASZAHRP-RNGZQALNSA-N Cc1c(cc[n]2[C@@H]([C@@H]3O)O[C@@H]([C@H](c(cc4)ccc4F)O)[C@H]3O)c2ncn1 Chemical compound Cc1c(cc[n]2[C@@H]([C@@H]3O)O[C@@H]([C@H](c(cc4)ccc4F)O)[C@H]3O)c2ncn1 RASMCBDASZAHRP-RNGZQALNSA-N 0.000 description 1
- JJSRCFYJJKHXSP-FSNPWBFUSA-N Cc1c(cc[n]2[C@@H]([C@@H]3O)O[C@H]([C@@H](c4cc(N(C)C)ncc4)O)[C@H]3O)c2ncn1 Chemical compound Cc1c(cc[n]2[C@@H]([C@@H]3O)O[C@H]([C@@H](c4cc(N(C)C)ncc4)O)[C@H]3O)c2ncn1 JJSRCFYJJKHXSP-FSNPWBFUSA-N 0.000 description 1
- DQMAAYMQZKAQJY-FSNPWBFUSA-N Cc1ncnc2c1cc[n]2[C@@H]([C@@H]1O)O[C@H]([C@@H](c(cc2)cc3c2[n](C(F)F)cn3)O)[C@H]1O Chemical compound Cc1ncnc2c1cc[n]2[C@@H]([C@@H]1O)O[C@H]([C@@H](c(cc2)cc3c2[n](C(F)F)cn3)O)[C@H]1O DQMAAYMQZKAQJY-FSNPWBFUSA-N 0.000 description 1
- LOOUVRBRGOENGZ-FSNPWBFUSA-N Cc1ncnc2c1cc[n]2[C@@H]([C@@H]1O)O[C@H]([C@@H](c(cc2)cc3c2nc[n]3C(F)F)O)[C@H]1O Chemical compound Cc1ncnc2c1cc[n]2[C@@H]([C@@H]1O)O[C@H]([C@@H](c(cc2)cc3c2nc[n]3C(F)F)O)[C@H]1O LOOUVRBRGOENGZ-FSNPWBFUSA-N 0.000 description 1
- WNGZPIOXKRMXPJ-ORDFZIBCSA-N Cc1ncnc2c1cc[n]2[C@@H]([C@@H]1O)O[C@H]([C@@H](c2cccc(C(F)(F)F)c2)O)[C@H]1O Chemical compound Cc1ncnc2c1cc[n]2[C@@H]([C@@H]1O)O[C@H]([C@@H](c2cccc(C(F)(F)F)c2)O)[C@H]1O WNGZPIOXKRMXPJ-ORDFZIBCSA-N 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
- C07H19/14—Pyrrolo-pyrimidine radicals
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/70—Carbohydrates; Sugars; Derivatives thereof
- A61K31/7042—Compounds having saccharide radicals and heterocyclic rings
- A61K31/7052—Compounds having saccharide radicals and heterocyclic rings having nitrogen as a ring hetero atom, e.g. nucleosides, nucleotides
- A61K31/706—Compounds having saccharide radicals and heterocyclic rings having nitrogen as a ring hetero atom, e.g. nucleosides, nucleotides containing six-membered rings with nitrogen as a ring hetero atom
- A61K31/7064—Compounds having saccharide radicals and heterocyclic rings having nitrogen as a ring hetero atom, e.g. nucleosides, nucleotides containing six-membered rings with nitrogen as a ring hetero atom containing condensed or non-condensed pyrimidines
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P35/00—Antineoplastic agents
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P35/00—Antineoplastic agents
- A61P35/02—Antineoplastic agents specific for leukemia
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
-
- 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
- C07H19/16—Purine radicals
-
- 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
- C07H19/16—Purine radicals
- C07H19/167—Purine radicals with ribosyl as the saccharide radical
-
- 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
- C07H19/23—Heterocyclic radicals containing two or more heterocyclic rings condensed among themselves or condensed with a common carbocyclic ring system, not provided for in groups C07H19/14 - C07H19/22
-
- 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
- C07H19/24—Heterocyclic radicals containing oxygen or sulfur as ring hetero atom
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Molecular Biology (AREA)
- Engineering & Computer Science (AREA)
- Biotechnology (AREA)
- Genetics & Genomics (AREA)
- Biochemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Medicinal Chemistry (AREA)
- Animal Behavior & Ethology (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- General Chemical & Material Sciences (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Epidemiology (AREA)
- Oncology (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Hematology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Saccharide Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Peptides Or Proteins (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
Applications Claiming Priority (6)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US201562119932P | 2015-02-24 | 2015-02-24 | |
| US62/119,932 | 2015-02-24 | ||
| US201562213801P | 2015-09-03 | 2015-09-03 | |
| US62/213,801 | 2015-09-03 | ||
| US201662279209P | 2016-01-15 | 2016-01-15 | |
| US62/279,209 | 2016-01-15 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| TW201643176A TW201643176A (zh) | 2016-12-16 |
| TWI622595B true TWI622595B (zh) | 2018-05-01 |
Family
ID=55451515
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| TW105104968A TWI622595B (zh) | 2015-02-24 | 2016-02-19 | 充當抗癌劑的經取代核苷衍生物 |
Country Status (29)
| Country | Link |
|---|---|
| US (1) | US10428104B2 (OSRAM) |
| EP (1) | EP3262057B1 (OSRAM) |
| JP (1) | JP6584521B2 (OSRAM) |
| KR (1) | KR20170119705A (OSRAM) |
| CN (1) | CN107278205A (OSRAM) |
| AU (2) | AU2016225133B2 (OSRAM) |
| BR (1) | BR112017017396A2 (OSRAM) |
| CA (1) | CA2921314A1 (OSRAM) |
| CL (1) | CL2017002155A1 (OSRAM) |
| CO (1) | CO2017008403A2 (OSRAM) |
| CR (1) | CR20170384A (OSRAM) |
| CU (1) | CU20170105A7 (OSRAM) |
| DO (1) | DOP2017000195A (OSRAM) |
| EA (1) | EA031895B1 (OSRAM) |
| ES (1) | ES2792899T3 (OSRAM) |
| GT (1) | GT201700189A (OSRAM) |
| IL (1) | IL253637A0 (OSRAM) |
| MX (1) | MX2017010844A (OSRAM) |
| NI (1) | NI201700095A (OSRAM) |
| PE (1) | PE20171449A1 (OSRAM) |
| PH (1) | PH12017501413A1 (OSRAM) |
| SG (1) | SG11201706050WA (OSRAM) |
| SV (1) | SV2017005514A (OSRAM) |
| TN (1) | TN2017000357A1 (OSRAM) |
| TW (1) | TWI622595B (OSRAM) |
| UA (1) | UA118315C2 (OSRAM) |
| UY (1) | UY36564A (OSRAM) |
| WO (1) | WO2016135582A1 (OSRAM) |
| ZA (1) | ZA201705092B (OSRAM) |
Families Citing this family (42)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| AR104326A1 (es) * | 2015-05-04 | 2017-07-12 | Lilly Co Eli | Compuestos nucleósidos 5-sustituidos |
| TWI791251B (zh) | 2015-08-26 | 2023-02-01 | 比利時商健生藥品公司 | 使用作為ｐｒｍｔ５抑制劑之新穎經６-６雙環芳香環取代之核苷類似物 |
| TN2018000310A1 (en) | 2016-03-10 | 2020-01-16 | Janssen Pharmaceutica Nv | Substituted nucleoside analogues for use as prmt5 inhibitors |
| CN108884108B (zh) | 2016-03-10 | 2021-08-31 | 詹森药业有限公司 | 用于用作prmt5抑制剂的取代核苷类似物 |
| US12084462B2 (en) | 2016-09-14 | 2024-09-10 | Janssen Pharmaceutica Nv | Spiro bicyclic inhibitors of menin-MLL interaction |
| AU2017326487B2 (en) | 2016-09-14 | 2021-08-05 | Janssen Pharmaceutica Nv | Spiro bicyclic inhibitors of menin-MLL interaction |
| US10611778B2 (en) | 2016-09-14 | 2020-04-07 | Janssen Pharmaceutica Nv | Fused bicyclic inhibitors of menin-MLL interaction |
| JP7101171B2 (ja) * | 2016-10-03 | 2022-07-14 | ヤンセン ファーマシューティカ エヌ．ベー． | Ｐｒｍｔ５阻害剤として使用するための新規な単環式および二環式環系置換カルバヌクレオシド類似体 |
| MX391405B (es) | 2016-12-15 | 2025-03-21 | Janssen Pharmaceutica Nv | Inhibidores de azepano de la interacción menina-mll. |
| WO2018152501A1 (en) * | 2017-02-20 | 2018-08-23 | Prelude Therapeutics, Incorporated | Selective inhibitors of protein arginine methyltransferase 5 (prmt5) |
| US11220524B2 (en) * | 2017-02-20 | 2022-01-11 | Prelude Therapeutics Incorporated | Selective inhibitors of protein arginine methyltransferase 5 (PRMT5) |
| EA201990851A1 (ru) | 2017-02-24 | 2019-09-30 | Янссен Фармацевтика Нв | Новые аналоги карбануклеозида, замещенные моноциклической и бициклической кольцевой системой, для применения в качестве ингибиторов prmt5 |
| ES2971035T3 (es) | 2017-02-27 | 2024-06-03 | Janssen Pharmaceutica Nv | Uso de biomarcadores en la identificación de pacientes con cáncer que mostrarán respuesta al tratamiento con un inhibidor de prmt5 |
| WO2018160855A1 (en) | 2017-03-01 | 2018-09-07 | Prelude Therapeutics, Incorporated | Selective inhibitors of protein arginine methyltransferase 5 (prmt5) |
| BR112020002736A2 (pt) * | 2017-08-09 | 2020-07-28 | Prelude Therapeutics, Incorporated | inibidores seletivos da proteína arginina metiltransferase 5 (prmt5) |
| US11524962B2 (en) | 2017-10-26 | 2022-12-13 | Prelude Therapeutics, Incorporated | Substituted pyrrolo[2,3-d]pyrimidines as inhibitors of protein arginine methyl transferase 5 (PRMT5) |
| CA3084449A1 (en) | 2017-12-08 | 2019-06-13 | Janssen Pharmaceutica Nv | Novel spirobicyclic analogues |
| PT3724190T (pt) | 2017-12-13 | 2022-10-03 | Lupin Ltd | Compostos heterocíclicos bicíclicos substituídos como inibidores da prmt5 |
| US11396517B1 (en) | 2017-12-20 | 2022-07-26 | Janssen Pharmaceutica Nv | Exo-aza spiro inhibitors of menin-MLL interaction |
| US10711007B2 (en) | 2018-03-14 | 2020-07-14 | Prelude Therapeutics Incorporated | Selective inhibitors of protein arginine methyltransferase 5 (PRMT5) |
| JP7328241B2 (ja) * | 2018-03-14 | 2023-08-16 | プレリュード セラピューティクス，インコーポレイティド | タンパク質アルギニンメチルトランスフェラーゼ５（ｐｒｍｔ５）の選択的阻害剤 |
| GB201810092D0 (en) | 2018-06-20 | 2018-08-08 | Ctxt Pty Ltd | Compounds |
| US20210309687A1 (en) * | 2018-08-07 | 2021-10-07 | Merck Sharp & Dohme Corp. | Prmt5 inhibitors |
| BR112021015796A2 (pt) * | 2019-02-13 | 2021-10-13 | Prelude Therapeutics, Incorporated | Inibidor seletivo de proteína arginina metiltransferase 5 (prmt5) |
| WO2020198323A1 (en) * | 2019-03-25 | 2020-10-01 | California Institute Of Technology | Prmt5 inhibitors and uses thereof |
| WO2020206299A1 (en) | 2019-04-05 | 2020-10-08 | Prelude Therapeutics, Incorporated | Selective inhibitors of protein arginine methyltransferase 5 |
| TW202112375A (zh) | 2019-06-06 | 2021-04-01 | 比利時商健生藥品公司 | 使用ｐｒｍｔ５抑制劑治療癌症之方法 |
| RS64972B1 (sr) | 2019-06-10 | 2024-01-31 | Lupin Ltd | Inhibitori prmt5 |
| PH12021553075A1 (en) | 2019-06-12 | 2023-09-11 | Janssen Pharmaceutica Nv | Novel spirobicyclic intermediates |
| AU2020296361A1 (en) | 2019-06-18 | 2022-01-06 | Ctxt Pty Ltd | Benzisoxazole sulfonamide derivatives |
| US12414953B2 (en) | 2019-09-18 | 2025-09-16 | Prelude Therapeutics, Incorporated | Selective inhibitors of protein arginine methyltransferase 5 (PRMT5) |
| CR20220175A (es) | 2019-10-22 | 2022-06-21 | Lupin Ltd | Combinación farmacéutica de inhibidores de PRMT5 |
| CN115135651A (zh) | 2019-12-03 | 2022-09-30 | 鲁皮恩有限公司 | 作为prmt5抑制剂的被取代的核苷类似物 |
| AU2020404305A1 (en) | 2019-12-19 | 2022-08-04 | Janssen Pharmaceutica Nv | Substituted straight chain spiro derivatives |
| BR112023002939A2 (pt) | 2020-08-18 | 2023-04-25 | Incyte Corp | Processo e intermediários para preparar um inibidor de jak1 |
| WO2022040180A1 (en) | 2020-08-18 | 2022-02-24 | Incyte Corporation | Process and intermediates for preparing a jak inhibitor |
| US20240101589A1 (en) * | 2020-10-08 | 2024-03-28 | Strom Therapeutics Limited | Inhibitors of mettl3 |
| CN112679505B (zh) * | 2020-12-25 | 2022-04-22 | 杭州澳赛诺生物科技有限公司 | 一种4-甲基-7H-吡咯并[2,3-d]嘧啶的合成方法 |
| WO2022153161A1 (en) | 2021-01-14 | 2022-07-21 | Pfizer Inc. | Treatment of cancer using a prmt5 inhibitor |
| JP2024526762A (ja) | 2021-07-12 | 2024-07-19 | インサイト・コーポレイション | Ｊａｋ阻害剤を調製するためのプロセス及び中間体 |
| WO2023017152A1 (en) * | 2021-08-13 | 2023-02-16 | Albert-Ludwigs-Universität Freiburg | Specific small molecule inhibitors that block kmt9 methyltransferase activity and function |
| WO2024170488A1 (en) | 2023-02-13 | 2024-08-22 | Astrazeneca Ab | Prmt5 inhibitor for use in cancer therapy |
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| US6492348B1 (en) * | 1998-06-23 | 2002-12-10 | Smithkline Beecham Corporation | Adenosine derivatives |
| US20040043960A1 (en) * | 2002-08-15 | 2004-03-04 | Jeff Zablocki | Partial and full agonists of A1 adenosine receptors |
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| US5795977A (en) * | 1989-09-15 | 1998-08-18 | Metabasis Therapeutics, Inc. | Water soluble adenosine kinase inhibitors |
| US5646128A (en) * | 1989-09-15 | 1997-07-08 | Gensia, Inc. | Methods for treating adenosine kinase related conditions |
| US5864033A (en) * | 1989-09-15 | 1999-01-26 | Metabasis Therapeutics, Inc. | Adenosine kinase inhibitors |
| US5376645A (en) | 1990-01-23 | 1994-12-27 | University Of Kansas | Derivatives of cyclodextrins exhibiting enhanced aqueous solubility and the use thereof |
| KR0166088B1 (ko) | 1990-01-23 | 1999-01-15 | . | 수용해도가 증가된 시클로덱스트린 유도체 및 이의 용도 |
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