CAS: 84472-85-5; 3'-Azido-2',3'-Dideoxyuridine

该化合物是核糖表面的模拟物,主要用作治疗艾滋病毒/艾滋病的抗逆转录病毒药物,其特征是,3号位置有Azido组,糖味2和3号阵地没有氢氧基组,这对糖类2和2号阵地至关重要,这种结构改变使AZT能够抑制反转录酶,这是病毒复制的关键酶,因此无法合成RNA的病毒DNA.AZTE通常以磷酸盐形式施用,在身体内激活,以产生治疗效果.该化合物在水中溶解,在生理条件下表现出中等稳定性,其药理基因组涉及快速吸收和分布,主要在肝脏中出现新陈代谢.虽然AZAT可以产生副作用,包括骨髓抑制和胃肠扰动,因此在治疗期间必须仔细监测.总体而言,3'azido-2',3 ' didoxyridrindine是抗病毒疗法的一大进步.

结构式图片

上下游产品

CAS号84472-84-4 Uridine,3'-azid... | CAS号85236-87-9 1-(3-chloro-2,3... | CAS号5983-03-9 1-[4-methylsulf... | CAS号951-78-0 2’-脱氧尿苷 | CAS号14270-73-6 5'-O-三苯甲基-2'-脱氧尿苷 | CAS号6038-53-5 1-[4-methylsulf... | CAS号84472-83-3 1-[4-hydroxy-5-... | CAS号85236-88-0 1-[3-chloro-2,3... | CAS号5964-40-9 2,3'-anhydro-1-... | CAS号78508-96-0 (S)-(-)-5-羟甲基-2... | CAS号111495-90-0 3′-Azido-2′,3′-... | CAS号111495-97-7 1-[(2R,4S,5S)-4... | CAS号111495-96-6 [1-[(2R,4S,5S)-... | CAS号84472-86-6 3’-氨基-2’,3’-二脱氧尿苷 | CAS号84472-90-2 3’-氨基-2’,3’-二脱氧胞苷 | CAS号111495-95-5 2-[1-[(2R,4S,5S... | CAS号84472-87-7 Uridine,3'-azid... | CAS号84472-89-9 3'-叠氮-2',3'-双脱氧胞苷

合成工艺路线路线简述

  • 84472-84-4 = 84472-85-5 [标题:Reaction Conditions
    标题:N1 -> N3 Isomerization Under The Effect Of Azide Anion Onto 5'-O-Trityl-O2,3'-Anhydro-2'-Deoxythymidine And -Uridine
    作者:Zaitseva,G. V.; Et Al
    参考文献:Doklady Akademii Nauk Bssr 日期:1989 卷标:33(3) 页码:241-4]

    120624-94-4 = 84472-85-5 [标题:Reaction Conditions
    标题:(4R)-2,2-Dimethyl-1,3-Dioxolane-4-Carboxaldehyde
    作者:Schmid,Christopher R.
    参考文献:E-Eros Encyclopedia Of Reagents For Organic Synthesis 日期:2001]

    120625-01-6 = 84472-85-5 [标题:Reaction Conditions
    标题:A General Synthetic Method For 2',3'-Dideoxynucleosides: Total Synthetic Approach
    作者:Chu,Chung K.; Et Al
    参考文献:Nucleosides & Nucleotides 日期:1989 卷标:8(5-6) 页码:903-6]

    5983-03-9 = 84472-85-5
    反应条件:1.1 Reagents: Lithium Azide Solvents: Dimethylformamide2.1 Reagents: Acetic Acid Solvents: Water
    标题:Synthesis And Biological Activity Of 3'-Azido- And 3'-Amino Substituted Nucleoside Analogs
    作者:Colla,Leon; Et Al
    参考文献:European Journal Of Medicinal Chemistry 日期:1985 卷标:20(4) 页码:295-301]

    10457-14-4 + 128525-68-8 = 84472-85-5 [标题:Reaction Conditions
    标题:A General Synthetic Method For 2',3'-Dideoxynucleosides: Total Synthetic Approach
    作者:Chu,Chung K.; Et Al
    参考文献:Nucleosides & Nucleotides 日期:1989 卷标:8(5-6) 页码:903-6]

    5964-40-9 = 84472-85-5
    反应条件:1.1 Reagents: P-Toluenesulfonic Acid,Lithium Azide Solvents: Hexamethylphosphoramide2.1 Reagents: Acetic Acid Solvents: Water
    标题:Synthesis And Biological Activity Of 3'-Azido- And 3'-Amino Substituted Nucleoside Analogs
    作者:Colla,Leon; Et Al
    参考文献:European Journal Of Medicinal Chemistry 日期:1985 卷标:20(4) 页码:295-301]

    91926-90-8 = 84472-85-5 [标题:Reaction Conditions
    标题:(4R)-2,2-Dimethyl-1,3-Dioxolane-4-Carboxaldehyde
    作者:Schmid,Christopher R.
    参考文献:E-Eros Encyclopedia Of Reagents For Organic Synthesis 日期:2001]

    1530-45-6 + 15186-48-8 = 84472-85-5 [标题:Reaction Conditions
    标题:(4R)-2,2-Dimethyl-1,3-Dioxolane-4-Carboxaldehyde
    作者:Schmid,Christopher R.
    参考文献:E-Eros Encyclopedia Of Reagents For Organic Synthesis 日期:2001

海关参考信息

专利信息


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.

专利号:US-7122693-B2
优先权日:1988-04-11
标题 :Acetaldehyde acetal compounds, their synthesis, and uses thereof
发明人:BELLEAU EXECUTRIX OF ESTATE PI; DIXIT DILIP M; NGUYEN-BA NGHE
权利人:SHIRE BIOCHEM INC
摘要:The acetaldehyde compounds, 2-thiobenzoylacetaldehyde diethylacetal, 2-benzoyloxyacetaldehyde bis(2-methoxyethyl)acetal, 2-hydroxyacetaldehyde bis( 2-methoxyethyl)acetal, 2-thiobenzoylacetaldehyde bis(2-methoxy-ethyl)acetal, and 2-thioacetaldehyde bis(2-methoxyethyl)acetal, are useful as intermediates in the synthesis of substituted 1,3-oxathiolanes and substituted 1,3-dioxolanes.

专利号:US-6818633-B2
优先权日:2001-06-29
标题:Antiviral compounds and methods for synthesis and therapy
发明人:BALZARINI JAN M R; DE CLERCQ ERIK D A; HOLY ANTONIN
权利人:ACAD OF SCIENCE CZECH REPUBLIC; REGA STICHTING
摘要:Novel compounds are provided having formula (I)whereR1, R2, R3, R4, Z, X and * are defined herein. Also provided are antiviral methods for use and processes for synthesis of the compounds of formula (I).

专利号:US-5780617-A
优先权日:1990-05-29
标题 :Synthesis of liponucleotides
发明人:VAN DEN BOSCH HENK; VAN WIJK GYSBERT M T; KUMAR RAJ; HOSTETLER KARL Y
权利人:NEXSTAR PHARMACEUTICALS INC
摘要:A process for the preparation of glycerol di- or triphosphate derivatives comprising coupling the phosphate group of a glycerol monophosphate derivative in which one of the phosphate hydroxyls is replaced by a leaving group, with the terminal phosphate group of a mono- or diphosphate compound or a salt thereof, in the presence of a basic catalyst, under anhydrous conditions.

专利号:WO-9118914-A1
优先权日:1990-05-29
标题:Synthesis of glycerol di- and triphosphate derivatives
发明人:VEN DEN BOSCH HENK; VAN WIJK BERT; KUMAR RAJ; HOSTETLER KARL Y
权利人:VICAL INC
摘要:A process for the preparation of glycerophospholipid derivatives comprising coupling the phosphate group of a glycerol monophosphate derivative in which one of the phosphate hydroxyls is replaced by a leaving group, with the terminal phosphate group of a mono- or diphosphate compound or a salt thereof, in the presence of a basic catalyst, under anhydrous conditions.

专利号:US-7115592-B2
优先权日:2003-06-16
标题:Phosphonate substituted pyrimidine compounds and methods for therapy
发明人:BALZARINI JAN M R; DE CLERCQ ERIK D A; HOLY ANTONIN; HOCKOVA DANA
权利人:BIOCHEMISTRY OF THE ACADEMY OF
摘要:Novel compounds are provided having formula (I) n nwheren n R 1 , R 2 , R 3 , R 4 , Z, X and * are defined herein. Also provided are antiviral methods for use and processes for synthesis of the compounds of formula (I).

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合成参考文献


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参考文献:10.1023/a:1015808624103
摘要:Gallo JM, Etse JT, Doshi KJ, Boudinot FD, Chu CK. Hybrid pharmacokinetic models to describe anti-HIV nucleoside brain disposition following parent and prodrug administration in mice. Pharm Res. 1991 Feb;8(2):247–53. doi: 10.1023/a:1015808624103.
参考文献:10.1134/s1063774524600078
摘要:Kuranova IP, Lashkov AA, Samygina VR. X-ray Structural Studies of Proteins at the Shubnikov Institute of Crystallography of the Russian Academy of Sciences. Crystallogr. Rep. 2024 Apr;69(2):121–38. doi: 10.1134/s1063774524600078.
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