CAS: 2004-03-7; 6-Methylpurine

该化合物是一种净化衍生物,其特点是在纯环的6个位置上存在一个甲基组,这是一种环状芳香化合物,这意味着其环状结构中含有氮原子,有助于其基本性和再活性.该化合物经常在核酸代谢过程中研究,并可在各种生物化学过程中发挥作用,包括与DNA和RNA相关的生物化学过程. 6-甲基丙烯可以作为一种基质或抑制剂,影响细胞功能.其与和的结构性相似性允许其参与生物途径,有可能影响核酸合成和修复机制.此外,6甲基丙烯可能展示生物活动,使其对药理学研究感兴趣.该化合物通常在实验室环境中因其潜在的生物影响而得到谨慎处理.

结构式图片

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4,5-diamino-6-methylpyrimidine formic acid 2-Chloro-4,5-diamino-6-methylpyrimidine 2,4-dichloro-6-methyl-5-nitropyrimidine 6-methyl-9-(β-D-ribofuranosyl)purine (9)H-purine-6-carbaldehyde-[N-(4-dimethylamino-phenyl)-oxime ]7(9)H-purine-6-carbaldehyde-[N-(4-dimethylamino-phenyl)-oxime ] 7H-purine-6-carboxylic acid (E)-6-(2-phenylethenyl)-1H-purine

合成工艺路线路线简述

    📜2-氯-6-甲基-9H-嘌呤置于potassium Amide体系中,用 氨 用作溶剂,化学反应 70.0H,以10%的收率获得6-甲基嘌呤
    参考文献:The Snanrorc Mechanism. 27. occurrence Of The Snanrorc Mechanism In The Amination Of 2-Substituted Purines With Potassium Amide In Liquid Ammonia
    标题:The Snanrorc Mechanism. 27. occurrence Of The Snanrorc Mechanism In The Amination Of 2-Substituted Purines With Potassium Amide In Liquid Ammonia
    摘要:
    Doi:10.1021/jo01303A004

    专利信息


    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-2015376219-A1
    优先权日:2014-06-30
    标题 :Selective Preparations of Purine Nucleosides and Nucleotides: Reagents and Methods
    发明人:ZHONG MINGHONG
    权利人:ZHONG MINGHONG
    摘要:A process of regiospecific synthesis of N-9 purine nucleoside analogs in either solution or solid phase synthesis is described. The introduction of the sugar moiety or its analogue on to a 6-heteroarylium purine or its mesomeric betaine so that formation of only the N-9 position regioisomers of the purine nucleoside analogs (either D or L enantiomers) is obtained. This regiospecific introduction of the sugar moiety allows the synthesis of purine nucleoside analogs in high yields without formation of the N-7-positional regioisomers, while the 6-heteroaryliums are leaving groups facilitated for nucleophilic displacement. Solid supported 6-heterarylium purine bases can be used for purine based library synthesis and synthesis of nucleotide monophosphates and polyphosphates. Processes for providing novel 6-heteroarylium purines and their corresponding mesomeric betaines for the regiospecific synthesis of N-9 purine nucleoside analogs and nucleotides are described.

    专利号:US-2007065922-A1
    优先权日:2005-09-21
    标题 :Biocatalytic synthesis of aminodeoxy purine N9-beta-D-nucleosides containing 3-amino-3-deoxy-beta-D-ribofuranose, 3-amino-2,3-dideoxy-beta-D-ribofuranose, and 2-amino-2-deoxy-beta-D-ribofuranose as sugar moieties
    发明人:BARAI VLADIMIR N; EROSHEVSKAYA LUDMILLA A; MIKHAILOPULO IGOR A; AZHAYEV ALEX V; LAPINJOKI SEPPO P
    权利人:METKINEN OY
    摘要:Purine N 9 -β-D-nucleosides containing 3-amino-3-deoxy-β-D-ribofaranose, 3-amino-2,3-dideoxy-β-D-ribofuranose, and 2-amino-2-deoxy-β-D-ribofuranose as sugar moieties are synthesized by biocatalytic transglycosylation of purine bases and the respective 3′-amino-3′-deoxyuridine, 3′-amino-3′-deoxythymidine and 2′-amino-2′-deoxyuridine as donors of the carbohydrate moiety, and the cells of Escherichia coli as a biocatalyst or glutaraldehyde (GA) treated cells of Escherichia coli as a biocatalyst or a mixture of thymidine (uridine) phosphorylase and purine nucleoside phosphorylase.

    专利号:US-9732097-B2
    优先权日:2015-05-11
    标 题:Process for the synthesis of a phosphoinositide 3-kinase inhibitor
    发明人:ZHOU JIACHENG; QIAO LEI; WENG LINGKAI
    权利人:INCYTE CORP
    摘要:The present application is directed to processes and intermediates for making (S)-7-(1-((9H-purin-6-yl)amino)ethyl)-6-(3-fluorophenyl)-3-methyl-5H-thiazolo[3,2-a]pyrimidin-5-one, which is an inhibitor of phosphoinositide 3-kinases (PI3Ks), useful in the treatment of diseases related to the activity of PI3Ks including, for example, inflammatory disorders, immune-based disorders, cancer, and other diseases.

    专利号:US-12173022-B2
    优先权日:2019-03-29
    标 题 :Method for producing RNA
    发明人:MIYAGAWA TAKUYA; WAIZUMI NOBUAKI
    权利人:SUMITOMO CHEMICAL CO
    摘要:The present invention provides a method for preparing RNA by a phosphoramidite solid-phase synthesis using an porous inorganic carrier containing a primary amino group, the method being able to bring about an increased purity even in the synthesis of medium-stranded to long-stranded RNA. In the method for producing RNA, an amount of the primary amino group contained in the porous inorganic carrier satisfies the following formula (1): 0.7≤(I×R)/S≤1.8 [wherein, I is an amount of the amino group per unit mass of the porous inorganic carrier (μmol/g), as measured by a 2-nitrobenzenesulfonic acid adsorption method; R is a ratio of the primary amino group in the total amino groups contained in the porous inorganic carrier (amount of primary amino group/amount of total amino groups); and S is a specific surface area (m2/g) of the porous inorganic carrier as measured by a nitrogen adsorption method].

    专利号:EP-1427819-B1
    优先权日:2001-09-14
    标 题 :Lactobacillus n-deoxyribosyl transferases, corresponding nucleotide sequences and their uses
    发明人:KAMINSKI PIERRE-ALEXANDRE; TAILLIEZ PATRICK; MARLIERE PHILIPPE; QUENEE PASCAL; COTAYA RACHEL
    权利人:PASTEUR INSTITUT; AGRONOMIQUE INST NAT RECH
    摘要:Isolated or purified polypeptides (I) from Lactobacilluswith at least one N-deoxyribosyltransferase activity which is any of sequences S2, S4, S8, S10, or S12 with fully defined 158, 167, 84, 133 and 159 amino acid sequences, respectively, given in the specification, are new. Independent claims are also included for the following: (1) isolated polypeptides (Ia) that are: (a) (I); (b) variants of (a); (c) homologs having at least 80% homology with (a); (d) fragments of (a) having at least 15 consecutive aa; and (e) biologically active fragments of (a)-(c); (2) pure or isolated nucleic acid (II) that encodes (I) or (Ia); (3) recombinant cloning and expression vector that contains (II) or expresses (I) or (Ia); (4) host cell transformed with a vector of (3); (5) metazoan animal or plant, excluding humans, that contain a cell of (4); (6) preparing recombinant polypeptide (Ib) by culturing cells of (4); (7) (Ib) produced by method (6); (8) mono- or poly-clonal antibodies (Ab), or their fragments, that bind selectively to (I)-(Ib); and (9) in vitroor in vivoenzymatic synthesis of deoxyribonucleotides that includes a step catalyzed by the new deoxyribosyltransferases. ACTIVITY : Antibacterial; Antiviral; Antifungal; Anti-HIV; Insecticide; Heribicide; Cytostatic. No biological data is given. MECHANISM OF ACTION : None given.

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    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, 278.
    摘要:United States Environmental Protection Agency, Office of Pesticides and Toxic Substances., 8EHQ-0388-0723
    摘要:Progress in Medical Chemistry., 7(69), 1970 []
    参考文献:10.1007/s00268-002-4053-5
    摘要:Yazawa K, Fisher WE, Brunicardi FC. Current progress in suicide gene therapy for cancer. World J Surg. 2002 Jul;26(7):783–9. doi: 10.1007/s00268-002-4053-5.
    参考文献:10.1016/j.chembiol.2003.11.008
    摘要:Bennett EM, Anand R, Allan PW, Hassan AE, Hong JS, Levasseur DN, McPherson DT, Parker WB, Secrist JA, Sorscher EJ, Townes TM, Waud WR, Ealick SE. Designer gene therapy using an Escherichia coli purine nucleoside phosphorylase/prodrug system. Chem Biol. 2003 Dec;10(12):1173–81. doi: 10.1016/j.chembiol.2003.11.008.
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