2-(2-hydroxyethoxy)acetonitrile | 118599-68-1

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 2-(2-hydroxyethoxy)acetonitrile
• 英文别名: 5-hydroxy-3-oxapentanenitrile；2-hydroxyethoxyacetonitrile
• CAS: 118599-68-1
• 化学式: C₄H₇NO₂
• 分子量: 101.105
• InChiKey: DZCVUZSTUMKTHN-UHFFFAOYSA-N

物化性质

• 熔点：
  94-96 °C
• 沸点：
  247.7±20.0 °C(Predicted)
• 密度：
  1.101±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.8
• 重原子数：
  7
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  53.2
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-(2-hydroxyethoxy)acetonitrile 生成 1,6-dicyano-2,5-dioxahexane
  参考文献：
  名称：

  MAMEDOVA, T. G.;AGAGUSEJNOVA, M. M.;ALIEV, G. R.;ALIEV, A. B.;MOVSUMZADE,+, IZV. VUZOV. NEFT I GAZ.,(1988) N1, S. 40

  摘要：

  DOI：
• 作为产物：
  描述：

  5-(trimethylsiloxy)-3-oxapentanenitrile 在 柠檬酸 作用下， 以 甲醇 为溶剂， 反应 0.5h， 以81%的产率得到2-(2-hydroxyethoxy)acetonitrile
  参考文献：
  名称：

  The synthesis of 3(5)-[(2-hydroxyethoxy)methyl]pyrazole-5(3)-carboxamide, an acyclic analog of 4-deoxypyrazofurin

  摘要：

  DOI：

  10.1021/jo00307a031

文献信息

• Anti-inflammatory piperazinyl-benzyl-tetrazole derivatives and intermediates thereof
  申请人：Pfizer Inc

  公开号：US06514975B1

  公开（公告）日：2003-02-04

  This invention relates to tetrazoles and their pharmaceutically acceptable salts which are selective agonists for the delta opioid receptor, particularly useful in the treatment of inflammatory diseases such as arthritis, psoriasis, asthma, inflammatory bowel disease, disorders or respiratory function, gastrointestinal disorders such as functional bowel disease and functional GI disorders, of formula (I) wherein R1 is H, C2-C6 alkanoyl, C1-C6 alkyl, C2-C6 alkenyl, C2-C6 alkynyl, (C3-C7 cycloalkyl)-(C1-C4 alkyl), (C1-C4 alkoxy)-(C1-C4 alkyl), carboxy-(C1-C4 alkyl), aryl-(C1-C4 alkyl) or heteroaryl-(C1-C4 alkyl); R2 and R3 are each independently H or C1-C4 alkyl; R4 is selected from (i) H, (ii) a group of the formula R6—(CH2)m—Z—(CH2)n—, where m is 0, 1, 2 or 3, n is 1, 2 or 3, Z is a direct link or O, and R6 is —CO2H or —CO2(C1-C4 alkyl), and (iii) a group of formula (a) where R7 is H or C1-C4 alkyl; and R5 is hydroxy, C1-C4 alkoxy or —NHSO2(C1-C4 alkyl); with the proviso that when Z is O, m is 1, 2 or 3 and n is 2 or 3.

  本发明涉及四唑及其药学上可接受的盐，它们是选择性δ阿片受体激动剂，特别适用于治疗炎症性疾病，如关节炎、牛皮癣、哮喘、炎性肠病、呼吸功能障碍、功能性肠道疾病和功能性胃肠疾病，其化学式为(I)，其中R1为H、C2-C6烷酰基、C1-C6烷基、C2-C6烯基、C2-C6炔基、(C3-C7环烷基)-(C1-C4烷基)、(C1-C4烷氧基)-(C1-C4烷基)、羧基-(C1-C4烷基)、芳基-(C1-C4烷基)或杂环芳基-(C1-C4烷基)；R2和R3各自独立地为H或C1-C4烷基；R4选自(i) H、(ii)式R6-(CH2)m-Z-(CH2)n-，其中m为0、1、2或3，n为1、2或3，Z为直链或O，R6为-CO2H或-CO2(C1-C4烷基)，以及(iii)式(a)中的基团，其中R7为H或C1-C4烷基；R5为羟基、C1-C4烷氧基或-NHSO2(C1-C4烷基)；但当Z为O时，m为1、2或3，n为2或3。
• Structure−Activity Relationships in the Binding of Chemically Derivatized CD4 to gp120 from Human Immunodeficiency Virus
  作者：Hui Xie、Danny Ng、Sergey N. Savinov、Barna Dey、Peter D. Kwong、Richard Wyatt、Amos B. Smith、Wayne A. Hendrickson

  DOI：10.1021/jm070564e

  日期：2007.10.1

  The first step in HIV infection is the binding of the envelope glycoprotein gp120 to the host cell receptor CD4. An interfacial "Phe43 cavity" in gp120, adjacent to residue Phe43 of gp120-bound CD4, has been suggested as a potential target for therapeutic intervention. We designed a CD4 mutant (D1D2F43C) for site-specific coupling of compounds for screening against the cavity. Altogether, 81 cysteine-reactive compounds were designed, synthesized, and tested. Eight derivatives exceeded the affinity of native D1D2 for gp 120. Structure-activity relationships (SAR) for derivatized CD4 binding to gp 120 revealed significant plasticity of the Phe43 cavity and a narrow entrance. The primary contacts for compound recognition inside the cavity were found to be van der Waals interactions, whereas hydrophilic interactions were detected in the entrance. This first SAR on ligand binding to an interior cavity of gp 120 may provide a starting point for structure-based assembly of small molecules targeting gp120-CD4 interaction.
• Synthesis of 2,4(5)-bis(hydroxymethyl)imidazoles and 2,4(5)-bis[(2-hydroxyethoxy)methyl]imidazoles. Precursors of 2,4(5)-connected imidazole crown ethers
  作者：Steven C. Zimmerman、Katherine D. Cramer、Adam A. Galan

  DOI：10.1021/jo00267a008

  日期：1989.3
• MAMEDOVA, T. G.;AGAGUSEJNOVA, M. M.;ALIEV, G. R.;ALIEV, A. B.;MOVSUMZADE,+, IZV. VUZOV. NEFT I GAZ.,(1988) N1, S. 40
  作者：MAMEDOVA, T. G.、AGAGUSEJNOVA, M. M.、ALIEV, G. R.、ALIEV, A. B.、MOVSUMZADE,+

  DOI：——

  日期：——
• ZIMMERMAN, STEVEN C.;CRAMER, KATHERINE D.;GALAN, ADAM A., J. ORG. CHEM., 54,(1989) N, C. 1256-1264
  作者：ZIMMERMAN, STEVEN C.、CRAMER, KATHERINE D.、GALAN, ADAM A.

  DOI：——

  日期：——