盐酸奈必洛尔 | 92193-74-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 咪唑并嘧啶类
• 中文名称: 盐酸奈必洛尔
• 中文别名: N-[6-(苯甲氧基)-9H-嘌呤-2-基]乙酰胺
• 英文名称: N²-acetyl-O⁶-benzylguanine
• 英文别名: N2-acetamido-6-benzyloxypurine；N-(6-phenylmethoxy-7H-purin-2-yl)acetamide
• CAS: 92193-74-3
• 化学式: C₁₄H₁₃N₅O₂
• 分子量: 283.29
• InChiKey: MHBWNOBMRPRKSD-UHFFFAOYSA-N

物化性质

• 密度：
  1.42

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  21
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  92.8
• 氢给体数：
  2
• 氢受体数：
  5

安全信息

• 海关编码：
  2932999099

反应信息

• 作为反应物：
  描述：

  盐酸奈必洛尔 在 palladium on activated charcoal ammonium hydroxide 、 三氟甲磺酸三甲基硅酯 、 氢气 、 三乙胺 作用下， 以 甲醇 、 水 、 乙腈 为溶剂， 生成 9-(2-amino-2-deoxy-β-D-glucopyranosyl)guanine
  参考文献：
  名称：

  An unusual solvent effect on the regiochemical outcome (N-9 versus N-7) of guanine glycosylation using Robins' reagent (2-N-acetyl-6-O-diphenylcarbamoylguanine)

  摘要：

  An unexpectedly low N-9/N-7 regioselectivity was obtained when Robins' reagent (2-N-acetyl-6-O-diphenylcarbamoylguanine) was coupled with a D-glucosamine derivative under trimethylsilyl trifluoromethanesulfonate activation. An unprecedented solvent effect (toluene versus dichloroethane) on the N-9/N-7 ratio was also observed in the same study. The use of 2-N-acetyl-6-O-benzylguanine to successfully overcome the above regioselectivity problem is described. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(00)00423-8
• 作为产物：
  描述：

  guanine 在 偶氮二甲酸二异丙酯 、 水 、 三苯基膦 作用下， 以 乙醇 、 N,N-二甲基乙酰胺 为溶剂， 生成 盐酸奈必洛尔
  参考文献：
  名称：

  Rapid Entry into Biologically Relevant α,α-Difluoroalkylphosphonates Bearing Allyl Protection–Deblocking under Ru(II)/(IV)-Catalysis

  摘要：

  A convenient synthetic route to a,a-difluoroalkylphosphonates is described. Structurally diverse aldehydes are condensed with LiF2CP(O)-(OCH2CH=CH2)(2). The resultant alcohols are captured as the pentafluorophenyl thionocarbonates and efficiently deoxygenated with HSnBu3, BEt3, and O-2, and then smoothly deblocked with CpRu(IV)(pi-allyl)quinoline-2-carboxylate (1-2 mol %) in methanol as an ally! cation scavenger. These mild deprotection conditions provide access to free alpha,beta-difluoroalkylphosphonates in nearly quantitative yield. This methodology is used to rapidly construct new bis-alpha,alpha-difluoroalkyl phosphonate inhibitors of PTPIB (protein phosphotyrosine phosphatase-1B).

  DOI：

  10.1021/acs.orglett.9b03707

文献信息

• Production method of fluorinated purine nucleoside derivative, intermediate therefor and production method thereof
  申请人：Ajinomoto Co., Inc.

  公开号：EP1816135A1

  公开（公告）日：2007-08-08

  Purine nucleosides which are fluorinated at the 3'-position (preferably the α-position), may be economically and efficiently produced by fluorinating a novel purine nucleoside derivative (1) in which the hydroxyl group at the 5'-position is protected to obtain a novel purine nucleoside derivative (2) in a high yield. The derivative (2) is subjected to desulfurization, deprotection of R1 and, as necessary protection, deprotection, or modification of nucleic acid base moiety, to obtain the desired purine nucleoside (3). wherein each symbol is as defined in the specification.

  嘌呤核苷在3'-位（最好是α-位）被氟化后，可以通过氟化一种新的嘌呤核苷衍生物（1）来经济高效地生产，其中5'-位的羟基被保护以获得高产率的新嘌呤核苷衍生物（2）。衍生物（2）经过脱硫化、去保护R1，必要时保护、去保护或修饰核酸碱基部分，以获得所需的嘌呤核苷（3）。 其中每个符号的定义如规范中所述。
• Antisense oligomers
  申请人：Hoffmann-La Roche Inc.

  公开号：US05780607A1

  公开（公告）日：1998-07-14

  Antisense oligomers of the formula ##STR1## wherein R.sub.1, R.sub.2 and R.sub.4 are independently hydrogen, lower alkyl or acyl; R.sub.3 is hydrogen or lower alkyl; B is a nucleobase or a protected nucleobase, such that said oligomer has a sequence of bases complementary to a selected RNA; n is 5 to 30; X is NR.sub.3 R.sub.4 ; Y is OR.sub.3, or NHR.sub.3 ; as well as, pharmaceutically acceptable salts thereof.

  公式为##STR1##的反义寡核苷酸，其中R.sub.1、R.sub.2和R.sub.4分别为氢、较低烷基或酰基；R.sub.3为氢或较低烷基；B为核碱基或受保护的核碱基，使得所述寡核苷酸具有与所选RNA互补的碱基序列；n为5到30；X为NR.sub.3 R.sub.4；Y为OR.sub.3或NHR.sub.3；以及其药用盐。
• An Enzymatic Transglycosylation of Purine Bases
  作者：Jarkko Roivainen、Tatiana Elizarova、Seppo Lapinjoki、Igor A. Mikhailopulo、Roman S. Esipov、Anatoly I. Miroshnikov

  DOI：10.1080/15257770701506343

  日期：2007.11.26

  An enzymatic transglycosylation of purine heterocyclic bases employing readily available natural nucleosides or sugar-modified nucleosides as donors of the pentofuranose fragment and recombinant nucleoside phosphorylases as biocatalysts has been investigated. An efficient enzymatic method is suggested for the synthesis of purine nucleosides containing diverse substituents at the C6 and C2 carbon atoms. The glycosylation of N-6-benzoyladenine and N-2-acetylguanine and its O-6-derivatives is not accompanied by deacylation of bases.
• MGMT INHIBITOR COMBINATION FOR THE TREATMENT OF NEOPLASTIC DISORDERS
  申请人：Liu Lili

  公开号：US20100093647A1

  公开（公告）日：2010-04-15

  A method of treating a neoplastic disease in a subject includes administering to neoplastic cells of the subject an MGMT inhibitor and at least one of an antimitotic agent or a DNA damaging agent.
• MGMT INHIBITOR COMBINATIONS FOR THE TREATMENT OF NEOPLASTIC DISORDERS
  申请人：Case Western Reserve University

  公开号：US20140296264A1

  公开（公告）日：2014-10-02

  A method of treating a neoplastic disease in a subject includes administering to neoplastic cells of the subject an MGMT inhibitor and at least one of an antimitotic agent or a DNA damaging agent.