thioacetic acid S-[(6-tert-butoxycarbonylamino-hexylcarbamoyl)-methyl] ester | 220186-53-8

• 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
• 英文名称: thioacetic acid S-[(6-tert-butoxycarbonylamino-hexylcarbamoyl)-methyl] ester
• 英文别名: S-[2-[6-[(2-methylpropan-2-yl)oxycarbonylamino]hexylamino]-2-oxoethyl] ethanethioate
• CAS: 220186-53-8
• 化学式: C₁₅H₂₈N₂O₄S
• 分子量: 332.464
• InChiKey: CRERHLVTWMJZCQ-UHFFFAOYSA-N

物化性质

• 熔点：
  79-80 °C
• 沸点：
  508.3±35.0 °C(Predicted)
• 密度：
  1.088±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  22
• 可旋转键数：
  12
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  110
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  三氟乙酸 、 thioacetic acid S-[(6-tert-butoxycarbonylamino-hexylcarbamoyl)-methyl] ester 以 二氯甲烷 为溶剂， 反应 2.0h， 生成 thioacetic acid S-[(6-amino-hexylcarbamoyl)-methyl] ester trifluoroacetate
  参考文献：
  名称：

  Mercaptoamides as histone deacetylase inhibitors

  摘要：

  巯基酰胺化合物，以化学式(IA)、(IB)、(IIA)和(IIB)表示，或其药用盐，抑制组蛋白去乙酰化酶，可用于治疗和/或预防各种感染、癌症疾病和疾病。

  公开号：

  US20060047123A1
• 作为产物：
  描述：

  S-乙酰巯基乙酸 、 N-BOC-1,6-己二胺盐酸盐 在 N,N-二异丙基乙胺 、 Methanaminium,N-[(dimethylamino)(3H-1,2,3-triazolo[4,5-b]pyridin-3-yloxy)methylene]-N-methyl-, hexafluorophosphate(1-) 作用下， 以 四氢呋喃 为溶剂， 反应 0.5h， 生成 thioacetic acid S-[(6-tert-butoxycarbonylamino-hexylcarbamoyl)-methyl] ester
  参考文献：
  名称：

  Mercaptoamides as histone deacetylase inhibitors

  摘要：

  巯基酰胺化合物，以化学式(IA)、(IB)、(IIA)和(IIB)表示，或其药用盐，抑制组蛋白去乙酰化酶，可用于治疗和/或预防各种感染、癌症疾病和疾病。

  公开号：

  US20060047123A1

文献信息

• Synthesis of Per-Glycosylated β-Cyclodextrins Having Enhanced Lectin Binding Affinity
  作者：Juan José García-López、Fernando Hernández-Mateo、Joaquín Isac-García、Jin Mi Kim、René Roy、Francisco Santoyo-González、Antonio Vargas-Berenguel

  DOI：10.1021/jo981576y

  日期：1999.1.1

  A cyclomaltooligosaccharide containing seven alpha-(1-->4)-D-glucopyranosyl units (beta-cyclodextrins) was transformed into heptakis 6-deoxy-6-iodo (13) and heptakis 6-amino-6-deoxy (25) derivatives using known procedures. Compound 13 was peracetylated and condensed in one pot with the known peracetylated pseudothiouronium salts of beta-D-glucopyranose (4), B-D-galactopyranose (5), or beta-D-N-acetylglucopyranosylsamine (6) or with alpha-D-1-deoxy-1-thiomannopyranose (8) using cesium carbonate in dimethylformamide, Alternatively, peracetylated 4-aminophenyl-alpha-D-mannopyranoside (9) was transformed into either extended pseudothiouronium 11 following N-chloroacetylation and nucleophilic substitution by thiourea or into 4-isothiocyanatophenyl alpha-D-mannopyranoside 12 using thiophosgene. Each of the four thiolated sugar derivatives 4-6 or 8 were also coupled to heptakis chloroacetamido beta-CD 26 obtained from heptakis amine 25 after N-chloroacetylation. Further incorporation of a hexamethylenediamine spacer arm onto heptakis iodo beta-CD 13 using thiol derived from mono-Boc derivative 36 and coupling to isothiocyanate 12 after suitable deprotection afforded permannosylated derivative 38. Zemplen de-O-acetylation of all beta-CD derivatives provided water-soluble persubstituted compounds containing D-glucopyranosides (18, 30), D-galactopyranosides (19, 31), D-N-acetylglucosaminides (20, 32), and D-mannopyranosides (22, 24, 34, 39), respectively The compounds were then evaluated for their relative binding properties toward natural carbohydrate binding plant lectins using both microtiter plate competitive inhibition experiments, double sandwich assays using horseradish peroxidase labeled lectins and by turbidimetric assays. The plant lectins from Pisum sativum (pea), Arachis hypogea (peanut), Canavalia ensiformis (Concanavalin A), and Triticum vulgaris (WGA, wheat germ agglutinin) were used for beta-D-glucose, beta-D-galactose, alpha-D-mannose, and beta-D-N-acetylglucosamine, respectively. All persubstituted beta-CDs showed good to excellent inhibitory properties together with abilities to cross-link their analogous plant lectins. The capacity of perglycosylated beta-CDs to anchor both microtiter plate-coated lectins and their corresponding peroxidase-labeled derivatives further confirmed the usefulness of these multivalent neoglycoconjugates in bioanalytical assays.
• Mercaptoamides as histone deacetylase inhibitors
  申请人：Ahmed Saleh

  公开号：US20060047123A1

  公开（公告）日：2006-03-02

  Mercaptoamide compounds, represented by Formulas (IA), (IB), (IIA), and (IIB): or a pharmaceutically acceptable salt thereof, inhibit histone deacetylase enzyme and are useful for the treatment and/or prevention of various infections, cancerous diseases, and conditions.

  巯基酰胺化合物，以化学式(IA)、(IB)、(IIA)和(IIB)表示，或其药用盐，抑制组蛋白去乙酰化酶，可用于治疗和/或预防各种感染、癌症疾病和疾病。