壬二氧肟酸 | 18992-11-5

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 中文名称: 壬二氧肟酸
• 中文别名: 杜鹃花二羟胺酸
• 英文名称: azelaic bishydroxamic acid
• 英文别名: azelaodihydroxamic acid；bishydroxamic acid；N,N'-dihydroxy-nonanediamide；azelaic bis-hydroxamic acid；N,N'-dihydroxynonanediamide
• CAS: 18992-11-5
• 化学式: C₉H₁₈N₂O₄
• 分子量: 218.253
• InChiKey: VBJZDMOTYJEHEP-UHFFFAOYSA-N

物化性质

• 熔点：
  160 °C(Solv: ethanol (64-17-5); N,N-dimethylformamide (68-12-2))
• 密度：
  1.186±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.1
• 重原子数：
  15
• 可旋转键数：
  8
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.78
• 拓扑面积：
  98.7
• 氢给体数：
  4
• 氢受体数：
  4

安全信息

• 海关编码：
  2924199090

反应信息

• 作为产物：
  描述：

  壬二酸 在 盐酸羟胺 、 (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate 、 三乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 12.0h， 以80%的产率得到壬二氧肟酸
  参考文献：
  名称：

  Tumor selectivity and transcriptional activation by azelaic bishydroxamic acid in human melanocytic cells

  摘要：

  Azelaic bishydroxamic acid (ABHA), a potent differentiating agent for lymphoid cells, was selectively toxic for 5 human tumor cell lines and transformed human melanocytes and keratinocytes (dose for 37% survival, D-37, 30-100 mu g/mL) compared with normal cells (melanocytes, fibroblasts; D-37 > 300 mu g/mL). Dendritic morphology was the only indicator found for increased differentiation, markers for the pigmentation pathway being unchanged or inhibited by ABHA. In contrast to hexamethylene bisacetamide and azelaic acid, ABHA significantly increased the HIV LTR, SV40 and c-fos promoter activities during a 24 hr treatment. Metallothionein promoter activity was enhanced by 5 hr treatment with ABHA in a sensitive melanoma cell line (MM96L) but was inhibited in a more resistant line (HeLa); c-fos promoter activity was inhibited in HeLa during this time. Transcription from a p53 binding response element was inhibited in MM96L by a 24 hr ABHA treatment but enhanced in HeLa. ABHA may represent a structural prototype for designing more potent and selective anti-melanoma agents. (C) 1997 Elsevier Science Inc.

  DOI：

  10.1016/s0006-2952(97)00016-6
• 作为试剂：
  描述：

  1,6-庚二烯-4-醇 在 过氧化氢异丙苯 、 sodium hydride 、 壬二氧肟酸 、 sodium iodide 作用下， 以 四氢呋喃 、 甲苯 、 mineral oil 为溶剂， 反应 204.0h， 生成 (S)-2-((S)-2-(benzyloxy)pent-4-enyl)oxirane
  参考文献：
  名称：

  Exiguolide的催化不对称全合成。

  摘要：

  报道了（-）-exiguolide的催化不对称全合成，这是一种嵌有双（tetrahydropyran）基序的复杂的20元大环内酯。收敛合成涉及通过催化不对称烯丙基化和Prins环化反应构建C1-C11四氢吡喃链段，以及通过催化不对称环缩合反应和Johnson-Claisen重排形成C12-C21膦酸酯链段。的15-合成外延-exiguolide还描述。

  DOI：

  10.1002/chem.202001773

文献信息

• Compositions and methods for treating kabuki syndrome and related disorders
  申请人：THE JOHNS HOPKINS UNIVERSITY

  公开号：US10568854B2

  公开（公告）日：2020-02-25

  A method is provided for treating a Mendelian disorder of the epigenetic machinery (e.g., Kabuki syndrome) in a subject in need thereof. In particular, the method comprises administering to the subject a ketogenic composition in an amount sufficient to produce a physiologically acceptable ketosis in the subject. A method for selecting a subject for treatment of a Mendelian disorder of the epigenetic machinery (e.g., Kabuki syndrome) is also provided. Ketogenic compositions and kits useful for practicing the methods are also provided.

  本发明提供了一种方法，用于治疗有需要的受试者的孟德尔表观遗传机制紊乱（如卡布基综合征）。特别是，该方法包括向受试者施用生酮组合物，其用量足以在受试者体内产生生理上可接受的酮病。还提供了一种选择受试者治疗孟德尔表观遗传机制紊乱（如歌舞伎综合征）的方法。还提供了用于实施这些方法的生酮组合物和试剂盒。
• Methods for treating mendelian disorders of the epigenetic machinery
  申请人：THE JOHNS HOPKINS UNIVERSITY

  公开号：US11357748B2

  公开（公告）日：2022-06-14

  A method is provided for treating a Mendelian disorder of the epigenetic machinery in a subject in need thereof. In particular, the method comprises administering a therapeutically effective amount of an agent that restores balance between open and closed chromatin states at one or more target genes, wherein the agent that restores balance between open and closed chromatin states at one or more target genes is an agent that ameliorates the effect of a defective gene encoding a component of the epigenetic machinery.

  本发明提供了一种用于治疗有需要的受试者表观遗传机制孟德尔紊乱的方法。具体而言，该方法包括施用治疗有效量的能恢复一个或多个靶基因的染色质开放和封闭状态之间平衡的制剂，其中能恢复一个或多个靶基因的染色质开放和封闭状态之间平衡的制剂是一种能改善编码表观遗传机制成分的缺陷基因的影响的制剂。
• Conformational behaviour of hydroxamic acids: ab initio and structural studies
  作者：David A. Brown、Raymond A. Coogan、Noel J. Fitzpatrick、William K. Glass、Dau E. Abukshima、Loreto Shiels、Markku Ahlgrén、Kimmo Smolander、Tuula T. Pakkanen、Tapani A. Pakkanen、Mikael Peräkylä

  DOI：10.1039/p29960002673

  日期：——

  The conformational behaviour of a series of monohydroxamic acids, p-RC(6)H(4)CONR'OH (R = Me, R' = H, Me; R = MeO, R' = H, Me; R = NO2, R' = H), and a series of dihydroxamic acids, (CH2)(n)(CONR'OH)(2) (n = 3-8, 10, R' = H and n = 7, R' = Me), in methanol, DMSO and chloroform and in the solid state has been examined using IR and NMR spectroscopy, X-Ray crystal structure determinations of p-MeC(6)H(4)CONMeOH and the monohydrate of glutarodihydroxamic acid (n = 3) together with ab initio molecular orbital calculations for several hydrated and unhydrated hydroxamic acids have been performed. Hydrogen bonding effects are shown to be important in both the solid state and solution, The cis(Z) conformation of the hydroxamate group(s) (CONHOH) is preferentially stabilized by hydrogen bonding with water molecules.
• Brown, D. A.; Geraty, R. A.; Glennon, J. D., Synthetic Communications, 1985, vol. 15, # 13, p. 1159 - 1164
  作者：Brown, D. A.、Geraty, R. A.、Glennon, J. D.、Choileain, N. Ni

  DOI：——

  日期：——
• BROWN, D. A.;GERATY, R. A.;GLENNON, J. D.;CHOILEAIN, N. NI, SYNTH. COMMUN., 1985, 15, N 13, 1159-1164
  作者：BROWN, D. A.、GERATY, R. A.、GLENNON, J. D.、CHOILEAIN, N. NI

  DOI：——

  日期：——