2-(2.4.5-Trichlorphenoxy)-ethylbromid | 6954-79-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 2-(2.4.5-Trichlorphenoxy)-ethylbromid
• 英文别名: (2-bromo-ethyl)-(2,4,5-trichloro-phenyl)-ether；(2-Brom-aethyl)-(2,4,5-trichlor-phenyl)-aether；1-(2-bromoethoxy)-2,4,5-trichloro-benzene；2-(2,4,5-trichlorophenoxy) ethyl bromide；1-(2-(2,4,5-trichlorophenoxy)ethyl)-, bromide；1-(2-Bromoethoxy)-2,4,5-trichlorobenzene
• CAS: 6954-79-6
• 化学式: C₈H₆BrCl₃O
• 分子量: 304.398
• InChiKey: BXTOIKSCRZBWFX-UHFFFAOYSA-N

物化性质

• 熔点：
  56.5 °C
• 沸点：
  173 °C(Press: 5 Torr)
• 密度：
  1.700±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  13
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  2-(2.4.5-Trichlorphenoxy)-ethylbromid 在 氢氧化钾 作用下， 生成 1,2,4-Trichlor-5-vinyloxy-benzol
  参考文献：
  名称：

  Julia, Bulletin de la Societe Chimique de France, 1956, p. 181,182

  摘要：

  DOI：
• 作为产物：
  描述：

  1,2-二溴乙烷 、 2,4,5-三氯苯酚 在 sodium hydroxide 作用下， 以 水 为溶剂， 生成 2-(2.4.5-Trichlorphenoxy)-ethylbromid
  参考文献：
  名称：

  Julia,M.; de Rosnay,J., Chimica Therapeutica, 1969, vol. 4, p. 334 - 343

  摘要：

  DOI：

文献信息

• N,N'-substituted imidodicarbonimidic diamides derived from hydroxylamines
  申请人：Jacobus Pharmaceutical Co. Inc.

  公开号：US05322858A1

  公开（公告）日：1994-06-21

  There are provided compounds of the formula ##STR1## wherein R.sup.1 is a substituted or unsubstituted divalent aliphatic group of 1 to 16 carbon atoms; wherein the substituents are mono or poly and are selected from the group consisting of lower alkyl, aryl and arlkyl, R.sup.3 is selected from the group consisting of same group of values as R.sup.5, R.sup.5 is selected from the group consisting of substituted and unsubstituted alkyl of 1-10 carbon atoms, aryl, cycloalkyl and heterocycloalkyl of 3-8 carbon atoms, wherein the substituents are mono or poly and are selected from the group consisting of lower alkyl, cycloalkyl of 3-8 carbon atoms, lower alkenyl, lower alkynyl, nitro, lower alkoxy, lower alkoxycarbonyl, phenyl loweralkyl, phenyl, mono and polyhalophenyl, phenoxy, mono and polyhalophenoxy, R.sup.6 and R.sup.7 may be the same or different and are hydrogen, alkanoyl or alkoxyalkanoyl, R.sup.7 may also have the same value as R.sup.5, Y is oxygen or sulfur, m is 0 or 1, q is 0 or 1, wherein the prefix alk designates moieties which are straight chain or branched chain, and the term lower designates 1-6 carbon atoms and the unmodified term alk signifies 1-24 carbon atoms, the respective tautomers thereof, the pharmaceutically acceptable salts and addition salts thereof and the hydrates of said salts and addition salts. There are further provided methods of protecting subjects liable thereto from infections caused by an organism of the group Plasmodium sp., Mycobacterium sp. and Pneumocystis carinii by administering to a subject liable to such infection, a prophylactically effective amount of a compound of the foregoing formula. These compounds will also reduce the level of infection where said subjects have already been infected.

  提供了以下化合物的化学式：##STR1## 其中R.sup.1是1到16个碳原子的取代或未取代的二价脂肪族基团；其中取代基是单一或多取代基，选择自较低烷基、芳基和芳基烷基的群体，R.sup.3选择自与R.sup.5相同的值的群体，R.sup.5选择自取代和未取代的1-10个碳原子的烷基、芳基、3-8个碳原子的环烷基和杂环烷基的群体，其中取代基是单一或多取代基，选择自较低烷基、3-8个碳原子的环烷基、较低烯基、较低炔基、硝基、较低烷氧基、较低烷氧羰基、苯基较低烷基、苯基、单一和多卤苯基、苯氧基、单一和多卤苯氧基，R.sup.6和R.sup.7可能相同或不同，是氢、烷酰基或烷氧基烷酰基，R.sup.7也可能与R.sup.5具有相同的值，Y是氧或硫，m为0或1，q为0或1，其中前缀alk表示直链或支链的基团，术语lower表示1-6个碳原子，未修改的术语alk表示1-24个碳原子，它们的各种互变异构体，药学上可接受的盐及其加合盐和所述盐和加合盐的水合物。还提供了一种保护易受感染的受试者免受由Plasmodium sp.、Mycobacterium sp.和Pneumocystis carinii组织引起的感染的方法，通过向易受感染的受试者投予上述化合物的预防有效量。这些化合物还将减少已被感染的受试者的感染水平。
• Flexible diaminodihydrotriazine inhibitors of Plasmodium falciparum dihydrofolate reductase: Binding strengths, modes of binding and their antimalarial activities
  作者：Sumalee Kamchonwongpaisan、Netnapa Charoensetakul、Choladda Srisuwannaket、Supannee Taweechai、Roonglawan Rattanajak、Jarunee Vanichtanankul、Danoo Vitsupakorn、Uthai Arwon、Chawanee Thongpanchang、Bongkoch Tarnchompoo、Tirayut Vilaivan、Yongyuth Yuthavong

  DOI：10.1016/j.ejmech.2020.112263

  日期：2020.6

  and shown to inhibit P. falciparum dihydrofolate reductase (PfDHFR) of the wild type or those carrying either single (S108N), double (C59R + S108N and A16V + S108T), triple (N51I + C59R + S108N and C59R + S108N + I164L) or quadruple (N51I + C59R + S108N + I164L) mutations, responsible for antifolate resistance. The flexibility of the side chain at position N1 has been included in the design so as to avoid

  已开发出一系列灵活的二氨基二氢三嗪或环鸟嘌呤（Cyc）类似物，并显示可抑制野生型的恶性疟原虫二氢叶酸还原酶（PfDHFR）或携带单个（S108N），携带两个（C59R + S108N和A16V + S108T），携带三个（N51I + C59R + S108N和C59R + S108N + I164L）或四倍（N51I + C59R + S108N + I164L）突变，引起抗叶酸耐药性。设计中已包括位置N1的侧链的柔性，以避免与抗性突变体的残基108的侧链发生不利的空间相互作用。许多抑制剂对突变酶的抑制常数在低纳摩尔区域。用A16V和S108N系列突变体都实现了药物结合效率的重新获得。为与突变型酶最佳相互作用而设计的某些酶抑制剂复合物的X射线研究表明，结合模式与Ki值一致。这些化合物中的许多对具有突变酶的抗性恶性疟原虫显示出优异的抗疟活性，并且对哺乳动物细胞显示出低细胞毒性，使其成为抗疟药物的进一步开发的良好候选者。
• Phenoxypropoxybiguanides, Prodrugs of DHFR−Inhibiting Diaminotriazine Antimalarials
  作者：Norman P. Jensen、Arba L. Ager、Robert A. Bliss、Craig J. Canfield、Barbara M. Kotecka、Karl H. Rieckmann、Jacek Terpinski、David P. Jacobus

  DOI：10.1021/jm010089z

  日期：2001.11.1

  A total of 34 analogues of the biguanide PS-15 (5s), a prodrug of the diaminotriazine WR99210 (8s), have been prepared. Several of them, such as 5b (PS-33) and 5m. (PS-26), maintain or exceed the in vivo activity of PS-15 while not requiring the use of highly regulated starting materials. The putative diaminotriazine metabolites of these new analogues (compounds 8) have also been prepared and shown to maintain the activity against resistant P. falciparum strains. The structure-activity relationships of biguanides 5 and putative metabolites 8 are discussed.
• FR2234293
  申请人：——

  公开号：——

  公开（公告）日：——
• Jones; Metcalfe; Sexton, Biochemical Journal, 1949, vol. 45, p. 143,145
  作者：Jones、Metcalfe、Sexton

  DOI：——

  日期：——