ethyl 2-(benzo[d]thiazol-2-yl)amino-2-oxoacetate | 67568-53-0

• 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: ethyl 2-(benzo[d]thiazol-2-yl)amino-2-oxoacetate
• 英文别名: N--oxaminsaeure-aethylester；N-(Benzthiazol-2-yl)-oxamidsaeureaethylester；benzothiazol-2-yl-oxalamic acid ethyl ester；Ethyl 2-(1,3-benzothiazol-2-ylamino)-2-oxoacetate
• CAS: 67568-53-0
• 化学式: C₁₁H₁₀N₂O₃S
• mdl: MFCD02019125
• 分子量: 250.278
• InChiKey: JQWLWTCFGLPVHG-UHFFFAOYSA-N

物化性质

• 熔点：
  183-184.5 °C
• 密度：
  1.423±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.181
• 拓扑面积：
  96.5
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  ethyl 2-(benzo[d]thiazol-2-yl)amino-2-oxoacetate 在 一水合肼 作用下， 以 乙醇 为溶剂， 生成 N-(Benzthiazolyl-(2)-oxaminsaeure-hydrazid
  参考文献：
  名称：

  Petyunin,P.A.; Zakalyuzhnyi,M.V., Journal of general chemistry of the USSR, 1964, vol. 34, p. 26 - 30

  摘要：

  DOI：
• 作为产物：
  描述：

  2-氨基苯并噻唑 、 草酰氯单乙酯 在 吡啶 作用下， 反应 1.0h， 生成 ethyl 2-(benzo[d]thiazol-2-yl)amino-2-oxoacetate
  参考文献：
  名称：

  Petyunin,P.A.; Zakalyuzhnyi,M.V., Journal of general chemistry of the USSR, 1964, vol. 34, p. 26 - 30

  摘要：

  DOI：

文献信息

• Three-component [3+2+1] cyclizations leading to densely functionalized benzo[4,5]thiazolo[1,2- a ]pyrimidines
  作者：Ming Bao、Bo Jiang、Haiying Wang、Liang Li

  DOI：10.1016/j.tet.2015.12.075

  日期：2016.2

  A facile method has been developed for the preparation of densely functionalized tricyclic fused pyrimidine derivatives by three-component [3+2+1] cyclization. Fairly good yields of the products (up to 88%), the ready availability of the low-cost starting materials, the catalyst-free and mild conditions are the main advantages of this method.

  已经开发了一种通过三组分[3 + 2 + 1]环化来制备致密官能化的三环稠合嘧啶衍生物的简便方法。该方法的主要优点是产品的收率相当好（高达88％），低成本原料的现成可获得性，无催化剂和温和的条件。
• Benzothiazolyl oxanic acids, esters and salts
  申请人：The Upjohn Company

  公开号：US04150140A1

  公开（公告）日：1979-04-17

  Compounds of the formula ##STR1## wherein X and Y are the same or different and are hydrogen, fluoro, chloro, bromo, alkyl of one to six carbon atoms, inclusive, alkoxy of one to six carbon atoms, inclusive, nitro, cyano, amino, trifluoromethyl, ##STR2## wherein R.sub.1 is alkyl of one to six carbon atoms, inclusive, ##STR3## wherein R.sub.2 and R.sub.3 are the same or different and are hydrogen or alkyl of one to three carbon atoms inclusive, or CO.sub.2 Q where Q is alkyl of one to six carbon atoms, inclusive, hydrogen or a physiologically acceptable metal or amine cation; and R is hydrogen, alkyl of one to eight carbon atoms, inclusive, --CH.sub.2).sub.m phenyl wherein m is 0, 1 or 2 or (CH.sub.2).sub.n NR.sub.4 R.sub.5 wherein n is 1 or 2, and R.sub.4 and R.sub.5 are the same or different and are alkyl of one to three carbon atoms, inclusive, and a physiologically acceptable metal or amine cation; and physiologically acceptable acid addition salts thereof are formulated into pharmaceutical compositions suitable for oral, parenteral or inhalation administration which are used as prophylactic inhibitors of allergic manifestations in sensitized mammals.

  化学式为## STR1 ##的化合物，其中X和Y相同或不同，可以是氢、氟、氯、溴、含有一至六个碳原子的烷基、含有一至六个碳原子的烷氧基、硝基、氰基、氨基、三氟甲基、## STR2 ##其中R.sub.1是含有一至六个碳原子的烷基、## STR3 ##其中R.sub.2和R.sub.3相同或不同，可以是氢或含有一至三个碳原子的烷基，或CO.sub.2 Q，其中Q是含有一至六个碳原子的烷基、氢或生理上可接受的金属或胺阳离子；R为氢、含有一至八个碳原子的烷基、--CH.sub.2).sub.m苯基，其中m为0、1或2，或(CH.sub.2).sub.n NR.sub.4R.sub.5，其中n为1或2，R.sub.4和R.sub.5相同或不同，可以是含有一至三个碳原子的烷基和生理上可接受的金属或胺阳离子；以及其生理上可接受的酸盐制成的制剂，适用于口服、注射或吸入给药，用作敏感哺乳动物过敏反应的预防性抑制剂。
• Synthesis, in vitro and in silico screening of ethyl 2-(6-substituted benzo[d]thiazol-2-ylamino)-2-oxoacetates as protein-tyrosine phosphatase 1B inhibitors
  作者：Gabriel Navarrete-Vazquez、Marleth Ramírez-Martínez、Samuel Estrada-Soto、Carlos Nava-Zuazo、Paolo Paoli、Guido Camici、Jaime Escalante-García、José L. Medina-Franco、Fabian López-Vallejo、Rolffy Ortiz-Andrade

  DOI：10.1016/j.ejmech.2012.04.025

  日期：2012.7

  The ethyl 2-(6-substituted benzo[d]thiazol-2-ylamino)-2-oxoacetate derivatives (OX 1-9) were prepared using a one-step reaction. The in vitro inhibitory activity of the compounds against protein tyrosine phosphatase 1B (PTP-1B) was evaluated. Compounds OX-(1, 6 and 7) were rapid reversible (mixed-type) inhibitors of PTP-1B with IC50 values in the low micro-molar range. The most active compounds OX-(1, 6 and 7) were docked into the crystal structure of PTP-1B. Docking results indicate potential hydrogen bond interactions between the oxamate group in all compounds and the catalytic amino acid residues Arg221 and Ser216. The compounds were evaluated for their in vivo hypoglycemic activity, showing significant lowering of plasma glucose concentration in acute normoglycemic model and oral glucose tolerance test similarly at the effect exerted for hypoglycemic drug glibenclamide. (C) 2012 Elsevier Masson SAS. All rights reserved.
• HALL, C. M.;WRIGHT, J. B.
  作者：HALL, C. M.、WRIGHT, J. B.

  DOI：——

  日期：——
• MOMSENKO, A. P.;MALYXIN, A. YU., KUR. POLITEXN. IN-T, KURSK,(1987) 6 S., ONIITEHXIM G. CHERKASSY, 1148-XP+
  作者：MOMSENKO, A. P.、MALYXIN, A. YU.

  DOI：——

  日期：——