O-异丁基羟胺 | 5618-62-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: O-异丁基羟胺
• 英文名称: O-isobutylhydroxylamine
• 英文别名: O-(2-methylpropyl)hydroxylamine
• CAS: 5618-62-2
• 化学式: C₄H₁₁NO
• 分子量: 89.1374
• InChiKey: RUMFZCKCISCDMG-UHFFFAOYSA-N

物化性质

• 沸点：
  106-107 °C
• 密度：
  0.849±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  6
• 可旋转键数：
  2
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  35.2
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  O-异丁基羟胺 在 盐酸 作用下， 以 乙醇 为溶剂， 反应 72.0h， 生成 O-异丁氧基胺盐酸盐
  参考文献：
  名称：

  Synthesis and Fungicidal Activity of Macrolactams and Macrolactones with an Oxime Ether Side Chain

  摘要：

  Three series of novel macrolactams and macrolactones - 12-alkoxyimino-tetradecanlactam, 12-alkoxyiminopentadecanlactam, and 12-alkoxyiminodecanlactone derivatives (7A, 7B, and 7C) - were synthesized from corresponding 12-oxomacrolactams and 12-oxomacrolactone. Their structures were confirmed by H-1 NMR and elemental analysis. The Z and E isomers of 7A and 7B were separated, and their configurations were determined by H-1 NMR. These compounds showed fair to excellent fungicidal activities against Rhizoctonia solani Kuhn. It is interesting that the Z and E isomers of most of the compounds have quite different fungicidal activities. The fact that the compounds have a gradual increase of fungicidal activity in the order of 7A, 7C, and 7B indicated that the macrocyclic derivatives with a hydrogen-bonding acceptor (=N-O-) and a hydrogen-bonding donor (-CONH-) on the ring, and a three methylenes distance (CH2CH2CH2) between these two functional groups, exhibited the best fungicidal activity. The bioassay also showed that 7B not only has good fungicidal activity but also may have a broad spectrum of fungicidal activities.

  DOI：

  10.1021/jf072733+
• 作为产物：
  描述：

  sodium isobutoxide 在 氯胺 、 乙醚 、 异丁醇 作用下， 生成 O-异丁基羟胺
  参考文献：
  名称：

  Theilacker; Ebke, Angewandte Chemie, 1956, vol. 68, p. 303

  摘要：

  DOI：

文献信息

• 3-Hydroxy- and 3-alkoxy-2-sulfanylquinazolin-4(3H)-ones: synthesis and reactions with alkylating and acylating agents
  作者：P. S. Khokhlov、V. N. Osipov、A. V. Roshchin

  DOI：10.1007/s11172-011-0022-1

  日期：2011.1

  Reactions of methyl 2-isothiocyanatobenzoate with hydroxylamine and alkoxyamines afforded earlier unknown 3-hydroxy-2-sulfanylquinazolin-4(3H)-one (1a) and 3-alkoxy-2-sulfanylquinazolin-4(3H)-ones (1b,c). Base-catalyzed reactions of compound 1a with alkyl halides were not regioselective, yielding O,S-dialkylation products. In the presence of acetic acid and sodium acetate, compound 1a was alkylated only at the S atom to give 2-alkylsulfanyl-3-hydroxyquinazolin-4(3H)-ones. Selective O-acylation of compound 1a at position 3 yielded 3-acyloxy-2-sulfanylquinazolin-4(3H)-ones.

  甲基2-异硫氰基苯甲酸酯与羟胺和烷氧基胺的反应生成了先前未知的3-羟基-2-巯基喹唑啉-4(3H)-酮(1a)和3-烷氧基-2-巯基喹唑啉-4(3H)-酮(1b,c)。化合物1a与烷基卤化物在碱催化下的反应没有区域选择性，生成了O,S-二烷基化产物。在乙酸和乙酸钠的存在下，化合物1a仅在S原子上进行烷基化，得到2-烷基巯基-3-羟基喹唑啉-4(3H)-酮。在3位选择性O-酰化化合物1a，得到了3-酰氧基-2-巯基喹唑啉-4(3H)-酮。
• Nucleosides and Nucleotides. 200. Reinvestigation of 5‘-<i>N</i>-Ethylcarboxamidoadenosine Derivatives:  Structure−Activity Relationships for P₃ Purinoceptor-like Proteins
  作者：Takashi Umino、Kazuaki Yoshioka、Yoshiko Saitoh、Noriaki Minakawa、Hiroyasu Nakata、Akira Matsuda

  DOI：10.1021/jm000150k

  日期：2001.1.1

  protein (P(3)LP), due to its ligand specificity, have not been fully elucidated, we needed a specific ligand to obtain further information about the receptor. We examined the structure-activity relationship (SAR) of various 5'-N-substituted-carboxamidoadenosine derivatives toward P(3)LP and discovered a hydrophobic binding region near the 5'-N-substituted-carboxamide group. From the linear alkyl N-substituted

  ATP在兔胸主动脉中的非P（1）和非P（2）肌肉松弛作用最近归因于推定的P（3）嘌呤受体，该受体被腺苷或ATP激活。由于此假定的P（3）嘌呤受体和新的[（3）H] -5'-N-乙基羧酰胺基腺苷（NECA）结合蛋白从大鼠脑膜的生理作用，称为P（3）嘌呤受体样蛋白（P （3）LP），由于其配体特异性尚未完全阐明，我们需要特定的配体以获得有关受体的进一步信息。我们检查了各种5'-N-取代的羧酰胺基腺苷衍生物对P（3）LP的结构-活性关系（SAR），并发现了5'-N-取代的羧酰胺基附近的疏水结合区。从直链烷基N-取代的衍生物，Nn-戊基衍生物10被发现是最有效的配体，其K（i）值为12 nM。在一系列N-环烷基衍生物中，N-环己基衍生物27是最强的配体，其K（i）值为18 nM。另一方面，具有支链烷基侧链和庞大的环烷基的N-取代基对P（3）LP没有任何有效的亲和力。因此，疏水口袋容纳大约10个碳原
• Synthesis and antiviral activities of novel N-alkoxy-arylsulfonamide-based HIV protease inhibitors
  作者：Ronald G. Sherrill、Eric S. Furfine、Richard J. Hazen、John F. Miller、David J. Reynolds、Douglas M. Sammond、Andrew Spaltenstein、Pat Wheelan、Lois L. Wright

  DOI：10.1016/j.bmcl.2005.05.101

  日期：2005.8

  A series of novel N-alkoxy-arylsulfonamide HIV protease inhibitors with low picomolar enzyme activity and single digit nanomolar antiviral activity is disclosed.

  公开了一系列具有低皮摩尔酶活性和一位数纳摩尔抗病毒活性的新颖的N-烷氧基-芳基磺酰胺HIV蛋白酶抑制剂。
• 벤조페논 유도체, 이의 제조방법 및 이를 포함하는 B형간염 치료용 약학적 조성물
  申请人：University-Industry Cooperation Group of Kyung Hee University 경희대학교 산학협력단(220040073623) BRN ▼135-82-10789

  公开号：KR20190023760A

  公开（公告）日：2019-03-08

  본 발명은 벤조페논 유도체, 이의 제조방법 및 이를 포함하는 B형간염 치료용 약학적 조성물에 관한 것으로, 본 발명에 따른 화학식 1로 표시되는 화합물은 HBsAg분비 및 HBeAg 분비를 감소시키며, HBV바이러스 수준이 감소하는 효과가 있고, pgRNA생성 억제 및 cccDNA 생성을 억제하는 효과가 우수하므로, HBV 질환의 예방 또는 치료용 약학적 조성물로 유용할 수 있다.

  这项发明涉及苯甲酮衍生物，其制备方法以及用于治疗乙型肝炎的药物组合物。根据本发明，用化学式1表示的化合物具有减少HBsAg和HBeAg分泌以及降低HBV病毒水平的作用，同时具有抑制pgRNA生成和cccDNA生成的优秀效果，因此可用作预防或治疗乙型肝炎的药物组合物。
• An Effective Antiviral Approach Targeting Hepatitis B Virus with NJK14047, a Novel and Selective Biphenyl Amide p38 Mitogen-Activated Protein Kinase Inhibitor
  作者：So-Young Kim、Hong Kim、Sang-Won Kim、Na-Rae Lee、Chae-Min Yi、Jinyuk Heo、Bum-Joon Kim、Nam-Jung Kim、Kyung-Soo Inn

  DOI：10.1128/aac.00214-17

  日期：2017.8

  Despite recent advances in therapeutic strategies against hepatitis B virus (HBV) infection, chronic hepatitis B remains a major global health burden. Recent studies have shown that targeting host factors instead of viral factors can be an effective antiviral strategy with low risk of the development of resistance. Efforts to identify host factors affecting viral replication have identified p38 mitogen-activated protein kinase (MAPK) as a possible target for antiviral strategies against various viruses, including HBV. Here, a series of biphenyl amides were synthesized as novel p38 MAPK selective inhibitors and assessed for their anti-HBV activities. The suppression of HBV surface antigen (HBsAg) production by these compounds was positively correlated with p38 MAPK-inhibitory activity. The selected compound NJK14047 displayed significant anti-HBV activity, as determined by HBsAg production, HBeAg secretion, and HBV production. NJK14047 efficiently suppressed the secretion of HBV antigens and HBV particles from HBV genome-transfected cells and HBV-infected sodium taurocholate cotransporting polypeptide-expressing human hepatoma cells. Furthermore, NJK14047 treatment resulted in a significant decrease of pregenomic RNA and covalently closed circular DNA (cccDNA) of HBV in HBV-harboring cells, indicating its ability to inhibit HBV replication. Considering that suppression of HBsAg secretion and elimination of cccDNA of HBV are the major aims of anti-HBV therapeutic strategies, the results suggested the potential use of these compounds as a novel class of anti-HBV agents targeting host factors critical for viral infection.

  摘要 尽管针对乙型肝炎病毒（HBV）感染的治疗策略取得了最新进展，但慢性乙型肝炎仍是全球主要的健康负担。最近的研究表明，针对宿主因素而非病毒因素是一种有效的抗病毒策略，而且产生耐药性的风险较低。为确定影响病毒复制的宿主因素所做的努力发现，p38 丝裂原活化蛋白激酶（MAPK）可能是包括 HBV 在内的各种病毒抗病毒策略的靶点。在此，我们合成了一系列联苯酰胺作为新型 p38 MAPK 选择性抑制剂，并评估了它们的抗 HBV 活性。这些化合物对 HBV 表面抗原（HBsAg）产生的抑制作用与 p38 MAPK 抑制活性呈正相关。根据 HBsAg 生成量、HBeAg 分泌量和 HBV 生成量的测定，所选化合物 NJK14047 显示出显著的抗 HBV 活性。NJK14047 能有效抑制 HBV 基因组转染细胞和 HBV 感染的表达牛磺胆酸钠共转运多肽的人肝癌细胞分泌 HBV 抗原和 HBV 颗粒。此外，NJK14047 还能显著减少 HBV 携带细胞中 HBV 的前基因组 RNA 和共价闭合环状 DNA（cccDNA），这表明它具有抑制 HBV 复制的能力。考虑到抑制 HBsAg 的分泌和消除 HBV 的 cccDNA 是抗 HBV 治疗策略的主要目标，研究结果表明，这些化合物有可能被用作一类新型的抗 HBV 药物，针对病毒感染的关键宿主因子。