CAS: 69655-05-6; Didanosine

该化合物是主要用于治疗艾滋病毒/艾滋病的抗逆转录病毒药物,属于核肺侧反转转录酶抑制剂(NTIs)和功能类,抑制反转发酶酶,这对病毒复制至关重要,Didanosine是一种纯核肺部模拟物,特别是腺素衍生物,其特点是它能够干扰病毒生命周期,典型的是一种口服药物,通常作为肠内涂胶囊或药片施用,以加强吸收和减少肠胃侧效应.Dadanosine因其潜在的副作用而闻名,包括胰腺炎,外围...

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890-38-0 4546-68-3 4097-22-7

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CAS号810694-79-2 N[SP]1[/SP],5'-... | CAS号42867-68-5 2',3'-双脱氧双脱氢肌苷钠盐 | CAS号4097-22-7 2',3'-二脱氧腺苷 | CAS号177779-56-5 9-[(2R,5S)-5-[[... | CAS号58-63-9 肌苷 | CAS号389128-06-7 2',3'-dideoxy-5... | CAS号119794-34-2 5'-O-(tert-buty... | CAS号119818-51-8 5'-O-(tert-buty... | CAS号5983-09-5 2',3'-二脱氧尿苷 | CAS号177779-56-5 9-[(2R,5S)-5-[[...

合成工艺路线路线简述

  • 合成目标产物 Dideoxyinosine 主要起始原料 2',3'-Dideoxy-2',3'-Didehydroinosine
  • (文献来源)合成步骤主要原料 2',3'-Dideoxy-2',3'-Didehydroinosine
Methanesulfonic Acid (2R,3R,4R,5R)-5-Hydroxymethyl-4-Methanesulfonyloxy-2-(6-Oxo-1,6-Dihydro-Purin-9-yl)-Tetrahydro-Furan-3-Yl Ester置于钯 Dowex Anion-Exchange Resin,氢气,Potassium Hydrogencarbonate体系中,用 水,异丙醇 作为反应溶剂,70.0 °C,3.04 Mpa 条件下,反应 70.0H,以48%的收率获得产物2',3'-二脱氧肌苷
参考文献:Antonov; Konstantinova; Miroshnikov,Nucleosides And Nucleotides,1998,Vol. 17,# 1-3,P. 153-159
标题:Antonov; Konstantinova; Miroshnikov,Nucleosides And Nucleotides,1998,Vol. 17,# 1-3,P. 153-159

海关参考信息

专利信息


专利号:WO-9407900-A1
优先权日:1992-09-25
标 题 :Synthesis of n-glycosylated compounds with the use of a mild, iodine-catalyzed reaction
发明人:KOREEDA MASATO; HOUSTON TODD A
权利人:UNIV MICHIGAN
摘要:The invention concerns N-glycosylated derivatives of nitrogen nucleophile compounds. The invention also concerns a mild, cost effective, stereoselective, regioselective, and generally applicable method for the preparation of N-glycosides by N-glycosylation of azide and amide nucleophile compounds. The method employs iodine in a catalytic amount that uniquely does not pose an environmental hazard. The invention provides efficient access to key intermediates for the synthesis inter alia of analogs of AZT and DDI and for the synthesis of conventional N-nucleoside antibiotic drugs and their novel N-glycosylated analogs.

专利号:US-8314209-B2
优先权日:2007-12-12
标 题 :Lipid-assisted synthesis of polymer compounds and methods for their use
发明人:RAJAMANI SUDHA; OLASAGASTI FELIX; DEAMER DAVID W; BENNER SEICO
权利人:RAJAMANI SUDHA; OLASAGASTI FELIX; DEAMER DAVID W; BENNER SEICO; UNIV CALIFORNIA
摘要:The invention herein disclosed provides for methods for the synthesis of polymers from monomers. In particular the method provides for the synthesis of polynucleotides from mononucleotides in the absence of catalytic enzymes. The method comprises providing an aqueous solution having a plurality of phospholipid molecules and monomer molecules; subjecting the aqueous solution to fluctuating temperature conditions; subjecting the aqueous solution to fluctuating cycles of drying and hydrating conditions; subjecting the aqueous solution to fluctuating [H + ] conditions; the fluctuating conditions thereby allowing formation of a chemical bond between at least two monomers to create a polymer. The invention is of particular use in the fields of molecular biology, structural biology, cell biology, molecular switches, molecular circuits, and molecular computational devices, and the manufacture thereof.

专利号:US-2003162992-A1
优先权日:2001-12-14
标 题 :Preparation of intermediates useful in the synthesis of antiviral nucleosides
发明人:WATANABE KYOICHI A; DU JINFA
摘要:The present invention is an efficient process for the manufacture of α-acyloxyacetaldehyde, a key intermediate in the synthesis of 1,3-oxathiolane and 1,3-dioxolane nucleosides.

专利号:US-6005097-A
优先权日:1996-06-14
标题 :Processes for high-yield diastereoselective synthesis of dideoxynucleosides
发明人:CHEN SHU-HUI; LI XIUYAN
权利人:VION PHARMACEUTICALS INC
摘要:The present invention relates to methods for substantially enhancing the stereoselective synthesis of β-anomeric nucleoside analogs. In methods according to the present invention, the introduction of a phenylseleno group onto a blocked lactone sugar precursor may be selected so that the desirable phenylseleno substituent is introduced on the side of the blocked lactone away from the blocking group. This stereospecific introduction of the phenylseleno group in sugar precursor allows the synthesis of nucleoside analogs and in particular, 2',3',-dideoxy- and 2',3'-dideoxy-2',3'-didehydronucleoside analogs in very high yield. In certain preferred embodiments, the preferred phenylseleno blocked lactone is obtained in an amount representing approximately 90% or more of the total amount of the stereoisomers obtained. In even more preferred embodiments, the amount of the preferred stereoisomer is at least 95%, even more preferably at least about 97% of the total amount of phenylseleno blocked lactone produced.

专利号:US-9206209-B2
优先权日:2010-10-19
标 题:Nucleotide analogue, method of synthesis of nucleotide analogue, use of nucleotide analogue, antiviral pro-nucleotide, pharmaceutical composition
发明人:KRASZEWSKI ADAM; ROMANOWSKA JOANNA; SOBKOWSKI MICHAL; SZYMANSKA-MICHALAK AGNIESZKA; STAWINSKI JACEK; BORYSKI JERZY; LIPNIACKI ANDRZEJ; PIASEK ANDRZEJ
权利人:KRASZEWSKI ADAM; ROMANOWSKA JOANNA; SOBKOWSKI MICHAL; SZYMANSKA-MICHALAK AGNIESZKA; STAWINSKI JACEK; BORYSKI JERZY; LIPNIACKI ANDRZEJ; PIASEK ANDRZEJ; INST CHEMII BIOORG PAN; NARODOWY INST LEKOW
摘要:An exemplary emboidment is related to a pharmaceutical composition of the class of nucleotide analogues and antiviral pro-nucleotides useful in partial or complete inhibition of human immunodeficiency virus (HIV). An exemplary embodiment is expressed in the formula (XVI): n nwhere X stands for N 3 and B stands for thymidine-1-yl, or X stands for H and B stands for uracil-1-yl or adenin-1-yl or hypoxanthin-1-yl.A method of synthesis of the nucleotide analogue using a phosphorylating agent for synthesis of the nucleotide analogue is provided.

专利号:US-11858953-B2
优先权日:2018-04-04
标 题:Compositions and methods for synthesis of phosphorylated molecules
发明人:CHAPUT JOHN; LIAO JEN-YU; BALA SAIKAT
权利人:UNIV CALIFORNIA
摘要:The invention provides compositions and methods for synthesis of phosphorylated organic compounds, including nucleoside triphosphates.
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主要参考文献


1: Pavia-Ruz N, Rossouw M, Sáez-Llorens X, Bunupuradah T, Taylor M, Yang R, Sevinsky H, Krystal M, Lataillade M, Seekins D, Biguenet S. Efavirenz Capsule Sprinkle and Liquid Formulations with Didanosine and Emtricitabine in HIV-1-Infected Infants and Children 3 Months to 6 Years of Age: Study AI266-922. Pediatr Infect Dis J. 2015 Sep 15. [Epub ahead of print] doi: 10.14309/crj.2015.24. eCollection 2015 Jan.
3: Cunha RD, Abreu CM, Sousa AK, Mabombo VC, Nijhuis M, de Jong D, Tanuri A. Short Communication: In Vitro Accumulation of Drug Resistance Mutations in Chimeric Infectious Clones Containing Subtype B or C Reverse Transcriptase and Selected with Tenofovir or Didanosine. AIDS Res Hum Retroviruses. 2015 Aug;31(8):851-8. doi: 10.1089/AID.2014.0324. Epub 2015 Jul 16. doi: 10.1016/j.biopha.2014.12.047. Epub 2015 Jan 13. doi: 10.1016/j.medcli.2014.09.014. Epub 2014 Dec 13. Spanish. doi: 10.1016/j.colsurfb.2014.09.055. Epub 2014 Oct 6. doi: 10.1177/0956462414554433. Epub 2014 Oct 2.
9: Sun R, Eriksson S, Wang L. Down-regulation of mitochondrial thymidine kinase 2 and deoxyguanosine kinase by didanosine: implication for mitochondrial toxicities of anti-HIV nucleoside analogs. Biochem Biophys Res Commun. 2014 Jul 25;450(2):1021-6. doi: 10.1016/j.bbrc.2014.06.098. Epub 2014 Jun 26. doi: 10.1371/journal.pone.0097067. eCollection 2014.

合成参考文献


摘要:Liang, Y.; Wen, Z.; Cabrera, M.; Howlader, A. H.; Wnuk, S. F., Science of Synthesis Knowledge Updates, (2020) 1, 268.
参考文献:10.1007/s00467-006-0109-3
摘要:Hussain S, Khayat A, Tolaymat A, Rathore MH. Nephrotoxicity in a child with perinatal HIV on tenofovir, didanosine and lopinavir/ritonavir. Pediatr Nephrol. 2006 Jul;21(7):1034–6. doi: 10.1007/s00467-006-0109-3.
参考文献:10.1007/164_2020_383
摘要:Vickneson K, George J. Xanthine Oxidoreductase Inhibitors. Handb Exp Pharmacol. 2021;264():205–28. doi: 10.1007/164_2020_383.
参考文献:10.1208/s12248-021-00675-w
摘要:Murata Y, Neuhoff S, Rostami-Hodjegan A, Takita H, Al-Majdoub ZM, Ogungbenro K. In Vitro to In Vivo Extrapolation Linked to Physiologically Based Pharmacokinetic Models for Assessing the Brain Drug Disposition. The AAPS Journal. 2022 Jan 13;24(1):28. doi: 10.1208/s12248-021-00675-w.
参考文献:10.2165/00019053-200422010-00004
摘要:Tramarin A, Campostrini S, Postma MJ, Calleri G, Tolley K, Parise N, de Lalla F; Palladio Study Group. A multicentre study of patient survival, disability, quality of life and cost of care: among patients with AIDS in northern Italy. Pharmacoeconomics. 2004;22(1):43–53. doi: 10.2165/00019053-200422010-00004.
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