tert-butyl (2-(3-phenylthioureido)ethyl)carbamate

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: tert-butyl (2-(3-phenylthioureido)ethyl)carbamate
• 英文别名: t-butyl 2-[(anilinocarbothioyl)amino)ethylcarbamate；t-Butyl 2-[(anilinocarbothioyl)amino]ethylcarbamate；tert-butyl N-[2-(phenylcarbamothioylamino)ethyl]carbamate
• 化学式: C₁₄H₂₁N₃O₂S
• mdl: MFCD24391740
• 分子量: 295.406
• InChiKey: MSRIWCUMYZKCSX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  20
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.428
• 拓扑面积：
  94.5
• 氢给体数：
  3
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  tert-butyl (2-(3-phenylthioureido)ethyl)carbamate 在 盐酸 作用下， 以 二氯甲烷 、 异丙醇 为溶剂， 以83%的产率得到1-(2-aminoethyl)-3-phenylthiourea hydrochloride
  参考文献：
  名称：

  Sulfur incorporation generally improves Ricin inhibition in pterin-appended glycine-phenylalanine dipeptide mimics

  摘要：

  Several 7-aminoamido-pterins were synthesized to evaluate the electronic and biochemical subtleties observed in the 'linker space' when N-{N-(pterin-7-yl)carbonylglycyl}-l-phenylalanine 1 was bound to the active site of RTA. The gylcine-phenylalanine dipeptide analogs included both amides and thioamides. Decarboxy gly-phe analog 2 showed a 6.4-fold decrease in potency (IC50 = 128 μM), yet the analogous thioamide 7 recovered the lost activity and performed similarly to the parent inhibitor (IC50 = 29 μM). Thiourea 12 exhibited an IC50 nearly six times lower than the oxo analog 13. All inhibitors showed the pterin head-group firmly bound in their X-ray structures yet the pendants were not fully resolved suggesting that all pendants are not firmly bound in the RTA linker space. Calculated log P values do not correlate to the increase in bioactivity suggesting other factors dominate.

  DOI：

  10.1016/j.bmcl.2013.10.017
• 作为产物：
  描述：

  N-叔丁氧羰基-1,2-乙二胺 、 硫代异氰酸苯酯 在 正己烷 作用下， 以 乙醇 为溶剂， 反应 1.0h， 以to give the title compound (3.25 g)的产率得到tert-butyl (2-(3-phenylthioureido)ethyl)carbamate
  参考文献：
  名称：

  Five-membered-ring compound

  摘要：

  公式为：其中X为氧或硫，R1为氢，取代或未取代的烷基等，R2为氢，取代或未取代的烷基，取代或未取代的芳基等，Y1为直接键，取代或未取代的烷基，-CO(CH2)n-等，波浪线表示(E)-构型或(Z)-构型，R3为取代或未取代的芳基等，Y2为取代或未取代的烷基等，R4为氢，取代或未取代的脂肪酰基，取代或未取代的烷基等，R5为氢等，或其盐。这些化合物能够抑制嗜酸性粒细胞和淋巴细胞等白细胞的浸润，因此对于治疗各种炎症是有用的。

  公开号：

  US06919361B2

文献信息

• Five-membered-ring compound
  申请人：——

  公开号：US20040072827A1

  公开（公告）日：2004-04-15

  A 5-membered cyclic compound of the formula: 1 wherein X is oxygen or sulfur, R 1 is hydrogen, substituted or unsubstituted alkyl, etc., R 2 is hydrogen, substituted or unsubstituted alkyl, substituted or unsubstituted aryl, etc., Y 1 is a direct bond, substituted or unsubstituted alkylene, —CO(CH 2 ) n —, etc., the wavy line means (E)-configuration or (Z)-configuration, R 3 is substituted or unsubstituted aryl, etc., Y 2 is substituted or unsubstituted alkylene, etc., R 4 is hydrogen, substituted or unsubstituted alkanoyl, substituted or unsubstituted alkyl, etc., R 5 is hydrogen, etc., or a salt thereof, these compound being able to inhibit infiltration of leukocytes such as eosinophils and lymphocytes, by which being useful for the treatment of various kinds of inflammation.

  公式为1的五元环化合物，其中X是氧或硫，R1是氢，取代或未取代的烷基等，R2是氢，取代或未取代的烷基，取代或未取代的芳基等，Y1是直接键，取代或未取代的烷基，-CO(CH2)n-等，波浪线表示（E）构型或（Z）构型，R3是取代或未取代的芳基等，Y2是取代或未取代的烷基等，R4是氢，取代或未取代的脂肪酰基，取代或未取代的烷基等，R5是氢等，或其盐，这些化合物能够抑制白细胞浸润，如嗜酸性粒细胞和淋巴细胞，从而有助于治疗各种炎症。
• Five-membered cyclic compounds
  申请人：Fujiwara Norio

  公开号：US20050222226A1

  公开（公告）日：2005-10-06

  A 5-membered cyclic compound of the formula: wherein X is oxygen or sulfur, R 1 is hydrogen, substituted or unsubstituted alkyl, etc., R 2 is hydrogen, substituted or unsubstituted alkyl, substituted or unsubstituted aryl, etc., Y 1 is a direct bond, substituted or unsubstituted alkylene, —CO(CH 2 ) n —, etc., the wavy line means (E)-configuration or (Z)-configuration, R 3 is substituted or unsubstituted aryl, etc., Y 2 is substituted or unsubstituted alkylene, etc., R 4 is hydrogen, substituted or unsubstituted alkanoyl, substituted or unsubstituted alkyl, etc., R 5 is hydrogen, etc., or a salt thereof, these compound being able to inhibit infiltration of leukocytes such as eosinophils and lymphocytes, by which being useful for the treatment of various kinds of inflammation.

  一种公式为的五元环化合物：其中X为氧或硫，R1为氢，取代或未取代的烷基等，R2为氢，取代或未取代的烷基，取代或未取代的芳基等，Y1为直接键，取代或未取代的烷基，-CO（CH2）n-等，波浪线表示（E）构型或（Z）构型，R3为取代或未取代的芳基等，Y2为取代或未取代的烷基等，R4为氢，取代或未取代的脂肪酰基，取代或未取代的烷基等，R5为氢等，或其盐，这些化合物能够抑制白细胞浸润，如嗜酸性粒细胞和淋巴细胞，因此对于治疗各种炎症是有用的。
• FIVE-MEMBERED-RING COMPOUND
  申请人：Sumitomo Pharmaceuticals Company, Limited

  公开号：EP1300401A1

  公开（公告）日：2003-04-09

  A 5-membered cyclic compound of the formula: wherein X is oxygen or sulfur, R1 is hydrogen, substituted or unsubstituted alkyl, etc., R2 is hydrogen, substituted or unsubstituted alkyl, substituted or unsubstituted aryl, etc., Y1 is a direct bond, substituted or unsubstituted alkylene, -CO(CH2)n-, etc., the wavy line means (E)-configuration or (Z)-configuration, R3 is substituted or unsubstituted aryl, etc., Y2 is substituted or unsubstituted alkylene, etc., R4 is hydrogen, substituted or unsubstituted alkanoyl, substituted or unsubstituted alkyl, etc., R5 is hydrogen, etc., or a salt thereof, these compound being able to inhibit infiltration of leukocytes such as eosinophils and lymphocytes, by which being useful for the treatment of various kinds of inflammation.

  式中的五元环状化合物： 其中X为氧或硫，R1为氢、取代或未取代的烷基等，R2为氢、取代或未取代的烷基、取代或未取代的芳基等，Y1为直接键、取代或未取代的亚烷基、-CO(CH2)n-等，波浪线表示(E)-构型或(Z)-构型，R3为取代或未取代的芳基等、Y2 是取代或未取代的亚烷基等，R4 是氢、取代或未取代的烷酰基、取代或未取代的烷基等，R5 是氢等，或它们的盐，这些化合物能够抑制嗜酸性粒细胞和淋巴细胞等白细胞的浸润，可用于治疗各种炎症。
• 2-imino-thiazolidine and -oxazolidine derivatives for use as antiinflammatory agents
  申请人：Dainippon Sumitomo Pharma Co., Ltd.

  公开号：EP1669070A2

  公开（公告）日：2006-06-14

  A 5-membered cyclic compound of the formula: wherein X is oxygen or sulfur,R1 is hydrogen, substituted or unsubstituted alkyl, etc., R2 is hydrogen, substituted or unsubstituted alkyl, substituted or unsubstituted aryl, etc., Y1 is a direct bond, substituted or unsubstituted alkylene, -CO(CH2)n-, etc., the wavy line means (E)-configuration or (Z)-configuration, R3 is substituted or unsubstituted aryl, etc., Y2 is substituted or unsubstituted alkylene, etc., R4 is hydrogen, substituted or unsubstituted alkanoyl, substituted or unsubstituted alkyl, etc., R5 is hydrogen, etc., or a salt thereof, these compound being able to inhibit infiltration of leukocytes such as eosinophils and lymphocytes, by which being useful for the treatment of various kinds of inflammation.

  式中的 5 元环状化合物： 其中X为氧或硫，R1为氢、取代或未取代的烷基等，R2为氢、取代或未取代的烷基、取代或未取代的芳基等，Y1为直接键、取代或未取代的亚烷基、-CO(CH2)n-等，波浪线表示(E)-构型或(Z)-构型，R3为取代或未取代的芳基等、Y2 是取代或未取代的亚烷基等，R4 是氢、取代或未取代的烷酰基、取代或未取代的烷基等，R5 是氢等，或它们的盐，这些化合物能够抑制嗜酸性粒细胞和淋巴细胞等白细胞的浸润，可用于治疗各种炎症。
• THIAZOLE DERIVATIVES FOR USE AS ANTIINFLAMMATORIES
  申请人：Dainippon Sumitomo Pharma Co., Ltd.

  公开号：EP1300401B1

  公开（公告）日：2009-12-09