CAS: 938-55-6; N,N-Dimethyl-7H-Purin-6-Amine

该化合物是一种纯衍生物,其特点是在纯环的6个位置上替换二甲基氨基组,这一修改增强了其作为有机合成和生化研究的多用途中间体的效用.该化合物具有显著的稳定性和反应性,适合核分子模拟开发和涉及动脉抑制或细胞循环调节的研究.其结构特征还有利于医药化学的应用,特别是在抗病毒剂或抗癌剂的设计中.二甲基氨基组有助于改进有机溶剂的溶性,协助合成程序.由于它的潜在生物活动,因此建议谨慎处理.

结构式图片

物理性质

MSDS等安全信息

欧盟法规

ECHA物质C&L通报REACH预注册

上下游产品

CAS号68-12-2 N,N-二甲基甲酰胺 | CAS号87-42-3 6-氯嘌呤 | CAS号124-40-3 二甲胺 | CAS号506-59-2 盐酸二甲胺 | CAS号68-94-0 次黄嘌呤 | CAS号81693-59-6 5-amino-4-(cyan... | CAS号1188-33-6 N,N-二甲基甲酰胺二乙基缩醛 | CAS号35665-58-8 5-(6-dimethylam... | CAS号81332-52-7 6-dimethylamino... | CAS号3013-82-9 9H-Purin-6-amin... | CAS号124-40-3 二甲胺 | CAS号68-94-0 次黄嘌呤 | CAS号35665-58-8 5-(6-dimethylam... | CAS号2620-62-4 N6,N6-二甲基腺苷 | CAS号70091-23-5 9-(2-chloro-6-f... | CAS号7332-92-5 3-benzyl-N,N-di... | CAS号6332-42-9 9H-Purin-6-amin... | CAS号74972-74-0 3-ethyl-N,N-dim... | CAS号5427-22-5 9H-Purin-6-amin...

合成工艺路线路线简述

  • 合成目标产物 6-Dimethylaminopurine 主要起始原料 6-Hydroxypurine
  • 87-42-3 = 938-55-6
    反应条件:1.1 Reagents: Potassium Carbonate Solvents: Dimethylformamide; 10 H,120 °C
    标题:Convenient Dimethylamino Amination In Heterocycles And Aromatics With Dimethylformamide
    作者:Agarwal,Anu; Chauhan,Prem
    参考文献:Synthetic Communications 日期:2004 卷标:34(16) 页码:2925-2930]

    73-24-5 = 938-55-6 [标题:Reaction Conditions
    标题:N6,9-Disubstituted Adenines
    参考文献:Belgium]

    98335-68-3 = 938-55-6 [标题:Reaction Conditions
    标题:Puromycin. Synthetic Studies. I. Synthesis Of 6-Dimethylaminopurine,A Hydrolytic Fragment
    作者:Baker,B. R.; Joseph,Joseph P.; Schaub,Robert E.
    参考文献:Journal Of Organic Chemistry 日期:1954 卷标:19 页码:631-7]

    87-42-3 + 506-59-2 = 938-55-6
    反应条件:1.1 Reagents: Potassium Carbonate Solvents: Ethanol; 12 H,Reflux1.2 Reagents: Water; 2 H,Rt
    标题:9-Sulfonyl-9(H)-Purine Derivatives Inhibit Hcv Replication Via Their Degradation Species
    作者:Hu,Rong; Wang,Wan-Li; Xiao,Kun-Jie; Wang,Ning-Yu
    参考文献:Pharmaceutical Chemistry Journal 日期:2021 卷标:55(1) 页码:36-45]

    87-42-3 + 506-59-2 = 938-55-6
    反应条件:1.1 Reagents: Potassium Carbonate Solvents: Ethanol; 12 H,Rt -> Reflux1.2 Reagents: Water; 2 H
    标题:9-Sulfonyl-9H-Purine Derivative,Preparation Method And Medical Application
    参考文献:World Intellectual Property Organization]

    87-42-3 = 938-55-6
    反应条件:1.1 3 - 4 H,Reflux
    标题:Inhibition Of Electro Polishing Of Steel In The Presence Of Purine Derivatives
    作者:Ahmed,Abdel-Moneim M.; Mangood,Ahmed H.; Abdallah,Mohamed S.; Zayed,Asmaa H.
    参考文献:Journal Of Chemical 日期:2021 卷标:11(2) 页码:201-219]

    87-42-3 = 938-55-6
    反应条件:1.1 3 - 4 H,Reflux
    标题:Copper Electropolishing In The Presence Of Purine Derivatives
    作者:Ahmed,A. M.; Abd El-Haleem,S. M.; Saleh,M. G. A.; Abdel-Rahman,A. A.-H.
    参考文献:Asian Journal Of Chemistry 日期:2013 卷标:25(3) 页码:1512-1520]

    = 938-55-6 [标题:Reaction Conditions
    标题:Preparation Of Macrolide Erythromycin Analogs With Antibacterial Activity
    参考文献:World Intellectual Property Organization]

    = 938-55-6 [标题:Reaction Conditions
    标题:The Prebiotic Synthesis Of Modified Purines And Their Potential Role In The Rna World
    作者:Levy,Matthew; Miller,Stanley L.
    参考文献:Journal Of Molecular Evolution 日期:1999 卷标:48(6) 页码:631-637]

    = 938-55-6 [标题:Reaction Conditions
    标题:The 11 Positional Isomers Of Nx,Ny-Dimethyladenine: Their Chemistry,Physicochemical Properties,And Biological Activities
    作者:Fujii,Tozo; Itaya,Taisuke
    参考文献:Heterocycles 日期:1999 卷标:51(2) 页码:393-454]

    87-42-3 = 938-55-6
    反应条件:1.1 Solvents: Dimethylformamide; 10 Min,180 °C
    标题:The Optimized Microwave-Assisted Decomposition Of Formamides And Its Synthetic Utility In The Amination Reactions Of Purines
    作者:Cechova,Lucie; Jansa,Petr; Sala,Michal; Dracinsky,Martin; Holy,Antonin; Et Al
    参考文献:Tetrahedron 日期:2011 卷标:67(5) 页码:866-871]

    87-42-3 = 938-55-6 [标题:Reaction Conditions
    标题:Preparation Of 7-Substituted Pyrrolo[2,3-D]Pyrimidines And 9-Substituted Purines As Potential Antiparasitic Agents
    作者:Lamontagne,Maurice P.; Smith,David C.; Wu,Geng Shuen
    参考文献:Journal Of Heterocyclic Chemistry 日期:1983 卷标:20(2) 页码:295-9]

    87-42-3 = 938-55-6
    反应条件:1.1 Reagents: Potassium Tert-Butoxide,Water Catalysts: Cupric Acetate,3,5-Diaza-1-Azonia-7-Phosphatricyclo[3.3.1.13,7]Decane,1-(4-Sulfobutyl)-,Inner... Solvents: Dimethylformamide; 20 H,30 °C
    标题:Room-Temperature Dialkylamination Of Chloroheteroarenes Using A Cu(Ii)/ptabs Catalytic System
    作者:Shet,Harshita; Patel,Manisha; Waikar,Jyoti M.; More,Pavan M.; Sanghvi,Yogesh S.; Et Al
    参考文献:Chemistry - An Asian Journal 日期:2023 卷标:18(1)]

    87-42-3 = 938-55-6
    反应条件:1.1 Catalysts: Cupric Acetate,3,5-Diaza-1-Azonia-7-Phosphatricyclo[3.3.1.13,7]Decane,1-(4-Sulfobutyl)-,Inner... Solvents: Water; 60 Min,Rt1.2 10 Min,Rt1.3 Reagents: Tripotassium Phosphate; 22 H,30 °C
    标题:Room-Temperature Amination Of Chloroheteroarenes In Water By A Recyclable Copper(Ii)-Phosphaadamantanium Sulfonate System
    作者:Parmar,Udaysinh; Somvanshi,Dipesh; Kori,Santosh; Desai,Aman A.; Dandela,Rambabu; Et Al
    参考文献:Journal Of Organic Chemistry 日期:2021 卷标:86(13) 页码:8900-8925]

    1188-33-6 + 81693-59-6 = 938-55-6
    反应条件:1.1 Solvents: Chloroform; 20 H,5 °C1.2 Solvents: Chloroform; 7 H,Rt
    标题:A New Approach To The Synthesis Of N,N-Dialkyladenine Derivatives
    作者:Alves,M. Jose; Carvalho,M. Alice; Carvalho,Silvia; Dias,Alice M.; Fernandes,Francisco H.; Et Al
    参考文献:European Journal Of Organic Chemistry 日期:2007 卷标:(29) 页码:4881-4887]

    68-94-0 = 938-55-6
    反应条件:1.1 Reagents: Phosphorus Pentoxide Solvents: Dimethylamine1.2 Reagents: Sodium Hydroxide Solvents: Water
    标题:2'-Deoxypuromycin: Synthesis And Antiviral Evaluation
    作者:Motawia,Mohammed S.; Meldal,Morten; Sofan,Mamdouh; Stein,Paul; Pedersen,Erik B.; Et Al
    参考文献:Synthesis 日期:1995 卷标:(3) 页码:265-70]

    87-42-3 = 938-55-6
    反应条件:1.1 Reagents: Tetrahydrofuran Solvents: Ethanol; 17 H,Reflux
    标题:Substrate Specificity Of A Purine Nucleoside Phosphorylase From Aeromonas Hydrophila Toward 6-Substituted Purines And Its Use As A Biocatalyst In The Synthesis Of The Corresponding Ribonucleosides
    作者:Ubiali,Daniela; Morelli,Carlo F.; Rabuffetti,Marco; Cattaneo,Giulia; Serra,Immacolata; Et Al
    参考文献:Current Organic Chemistry 日期:2015 卷标:19(22) 页码:2220-2225]

    87-42-3 = 938-55-6
    反应条件:1.1 Solvents: Ethanol
    标题:Synthesis And Cytostatic Activity Of N-[2-(Phosphonomethoxy)Alkyl] Derivatives Of N6-Substituted Adenines,2,6-Diaminopurines And Related Compounds
    作者:Holy,Antonin; Votruba,Ivan; Tloustova,Eva; Masojidkova,Milena
    参考文献:Collection Of Czechoslovak Chemical Communications 日期:2001 卷标:66(10) 页码:1545-1592]

    = 938-55-6 [标题:Reaction Conditions
    标题:Asymmetric Transfer Hydrogenation Of Rac-α-(Purin-9-Yl)Cyclopentones Via Dynamic Kinetic Resolution For The Construction Of Carbocyclic Nucleosides
    作者:Zhang,Yi-Ming; Wang,Dong-Chao; Xie,Ming-Sheng; Qu,Gui-Rong; Guo,Hai-Ming
    参考文献:Organic Letters 日期:2019 卷标:21(9) 页码:2998-3002]

    = 938-55-6 [标题:Reaction Conditions
    标题:Spectroscopic And Theoretical Studies Of 6-N,N-Dimethyladenine
    作者:Parusel,Andreas B. J.; Rettig,Wolfgang; Rotkiewicz,Krystyna
    参考文献:Journal Of Physical Chemistry A 日期:2002 卷标:106(10) 页码:2293-2299
6-Dimethylamino-9-(1-Ethoxyethyl)Purine 以 盐酸,水 作为反应溶剂,化学反应生成 6-二甲基氨基嘌呤
参考文献:6-取代的9-(2-脱氧-β-D-异戊-呋喃呋喃糖基)嘌呤及其9-(1-烷氧乙基)对应部分的酸性水解:动力学和机理.1个
标题:6-取代的9-(2-脱氧-β-D-异戊-呋喃呋喃糖基)嘌呤及其9-(1-烷氧乙基)对应部分的酸性水解:动力学和机理.1个
摘要:已经在不同浓度的氧离子下测量了几种6-取代的9-(2-脱氧-β-D-赤-戊呋喃糖基)嘌呤和9-(1-烷氧基乙基)嘌呤的水解速率常数.解释了改变烷氧基极性性质对未取代的9-(1-烷氧基乙基)嘌呤水解的影响,这表明该反应通过质子化碱部分的限速离去并伴随形成一个烷氧基乙基氧碳鎓离子.通过比较6-取代基对这些化合物及其9-(1-烷氧基乙基)反应剂的反应性的影响,将相同的机理应用于9-(2-脱氧-β-D-赤-戊呋喃糖基)嘌呤的水解.-部分.当2'-脱氧腺苷水解后进行1 H NMR光谱.
DOI:10.1016/s0040-4020(01)90052-3

海关参考信息

专利信息


专利号:US-9920084-B2
优先权日:2011-08-23
标题 :Ionic tags for synthesis of oligoribonucleotides
发明人：DAMHA MASAD J; HASSLER MATTHEW; CHAN TAK-HANG; NANDYALA MALLIKARJUNA REDDY; DONGA ROBERT ALEXANDER
权利人:DAMHA MASAD J; HASSLER MATTHEW; CHAN TAK HANG; NANDYALA MALLIKARJUNA REDDY; DONGA ROBERT ALEXANDER; THE ROYAL INSTITUTION FOR THE ADVANCEMENT OF LEARNING/MCGILL UNIV; HONG KONG POLYTECHNIC UNIV
摘要:The invention relates to the chemical synthesis of oligonucleotides, e.g., oligoribonucleotides. In another aspect, the invention relates to compounds of formula (II) processes for making these compounds, and the use thereof in the chemical synthesis of oligonucleotides, e.g., oligoribonucleotides. The invention also relates to methods of synthesis of oligomers, including but not limited to oligopeptides, oligosaccharides and oligonucleotides, particularly oligoribonucleotides and also oligodeoxyribonucleotides, in solution systems, and ionic tag linkers for use in methods provided herein.

专利号:US-2005130201-A1
优先权日:2003-10-14
标 题 :Splint-assisted enzymatic synthesis of polyribounucleotides
发明人：DERAS MICHAEL; PLEISS JEFFREY A; SCARINGE STEPHEN
权利人:DHARMACON INC
摘要:The present invention comprises methods and compositions for splint-assisted enzymatic synthesis of polyribonucleotides using an RNA polymerizing enzyme. The invention provides ligating ribonucleotides comprising ligating a donor RNA molecule to an acceptor RNA molecule in the presence of RNA ligase and a splint, wherein the donor RNA molecule is comprised of at least one nucleotide and a ligation linker moiety, the acceptor RNA molecule is comprised of at least one nucleotide and a ligation linker moiety and the splint is comprised of a polyribonucleotide. The invention also provides splints for use in splint-assisted enzymatic synthesis using an RNA polymerizing enzyme.

专利号:US-7229797-B1
优先权日:1999-08-20
标 题:Enzymatic synthesis of deoxyribonucleosides
发明人：TISCHER WILHELM; IHLENFELDT HANS-GEORG; BARZU OCTAVIAN; SAKAMOTO HIROSHI; PISTOTNIK ELISABETH; MARLIERE PHILIPPE; POCHET SYLVIE
权利人:PASTEUR INSTITUT
摘要:The present invention relates to a method for the in vitro enzymatic synthesis of deoxyribonucleosides and enzymes suitable for this method.

专利号:US-4780504-A
优先权日:1985-06-20
标 题 :Supports useful in solid phase synthesis of oligonucleotides
发明人：BUENDIA JEAN; NIERAT JEANINE
权利人:ROUSSEL UCLAF
摘要:Novel supports useful in solid phase synthesis of oligonucleotides of the formula I +TR wherein &cir& is micro pellets of a material selected from the group consisting of glass, silica, Kieselguhr, polytetrafluoroethylene, cellulose and metallic oxides, m is an integer from 1 to 20, A is selected from the group consisting of alkylene of 1 to 20 carbon atoms, saturated cycloalkylene of 3 to 12 carbon atoms, phenyl and 5 to 6 member heterocycles, x is an integer from 0 to 20, x1 is an integer from 0 to 10 and the amino group may be in the m-, p- or o-position, a process for the preparation of said supports, the use of said supports and intermediates.

专利号:US-4849513-A
优先权日:1983-12-20
标 题 :Deoxyribonucleoside phosphoramidites in which an aliphatic amino group is attached to the sugar ring and their use for the preparation of oligonucleotides containing aliphatic amino groups
发明人：SMITH LLOYD M; FUNG STEVEN; KAISER ROBERT J
权利人:CALIFORNIA INST OF TECHN
摘要:The invention consists of compounds and methods for the synthesis of oligonucleotides which contain one or more free aliphatic amino groups attached to the sugar moieties of the nucleoside subunits. The synthetic method is versatile and general, permitting amino groups to be selectively placed at any position on oligonucleotides of any composition or length which is attainable by current DNA synthetic methods. Fluorescent dyes or other detectable moieties may be covalently attached to the amino groups to yield the corresponding modified oligonucleotide.

专利号:US-5118802-A
优先权日:1983-12-20
标 题:DNA-reporter conjugates linked via the 2' or 5'-primary amino group of the 5'-terminal nucleoside
发明人：SMITH LLOYD M; FUNG STEVEN; KAISER JR ROBERT J
权利人:CALIFORNIA INST OF TECHN
摘要:The invention consists of compounds and methods for the synthesis of oligonucleotides which contain one or more free aliphatic amino groups attached to the sugar moieties of the nucleoside subunits. The synthetic method is versatile and general, permitting amino groups to be selectively placed at any position on oligonucleotides of any composition or length which is attainable by current DNA synthetic methods. Fluorescent dyes or other detectable moieties may be covalently attached to the amino groups to yield the corresponding modified oligonucleotide.

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主要参考文献

[参考文献]: Meijer L, Et Al. Properties And Potential-Applications Of Chemical Inhibitors Of Cyclin-Dependent Kinases. Pharmacol Ther. 1999 May-Jun;82(2-3):279-84.
[参考文献]: Neant I, Et Al. 6-Dimethylaminopurine Blocks Starfish Oocyte Maturation By Inhibiting A Relevant Protein Kinase Activity. Exp Cell Res. 1988 May;176(1):68-79.
[参考文献]: Anna T Grazul-Bilska, Et Al. Placental Development During Early Pregnancy In Sheep: Effects Of Embryo Origin On Vascularization. Reproduction. 2014 Apr 8;147(5):639-48.
[参考文献]: H Khatir, Et Al. In Vitro And In Vivo Developmental Competence Of Dromedary (Camelus Dromedarius) Oocytes Following In Vitro Fertilization Or Parthenogenetic Activation. Anim Reprod Sci. 2009 Jul;113(1-4):212-9.
[参考文献]: Junhe Hu, Et Al. First Polar Body Morphology Affects Potential Development Of Porcine Parthenogenetic Embryo In Vitro. Zygote. 2015 Aug;23(4):615-21.

合成参考文献


参考文献:10.1016/j.theriogenology.2011.04.026
摘要:Lu F, Jiang J, Li N, Zhang S, Sun H, Luo C, Wei Y, Shi D. Effects of recipient oocyte age and interval from fusion to activation on development of buffalo (Bubalus bubalis) nuclear transfer embryos derived from fetal fibroblasts. Theriogenology. 2011 Sep 15;76(5):967–74. doi: 10.1016/j.theriogenology.2011.04.026.
参考文献:10.1007/978-1-61779-182-6_7
摘要:Iwamatsu T. Chromosome formation during fertilization in eggs of the teleost Oryzias latipes. Methods Mol Biol. 2011;761():97–124. doi: 10.1007/978-1-61779-182-6_7.
参考文献:10.1007/978-1-61779-182-6_14
摘要:Somfai T, Hirao Y. Synchronization of in vitro maturation in porcine oocytes. Methods Mol Biol. 2011;761():211–25. doi: 10.1007/978-1-61779-182-6_14.
参考文献:10.1016/j.fertnstert.2011.06.060
摘要:Versieren K, Heindryckx B, O'Leary T, De Croo I, Van den Abbeel E, Gerris J, De Sutter P. Slow controlled-rate freezing of human in vitro matured oocytes: effects on maturation rate and kinetics and parthenogenetic activation. Fertil Steril. 2011 Sep;96(3):624–8. doi: 10.1016/j.fertnstert.2011.06.060.
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