3-methyl-2-benzothiazolinone hydrazone hydrochloride

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噻唑类
• 英文名称: 3-methyl-2-benzothiazolinone hydrazone hydrochloride
• 英文别名: hydron;(Z)-(3-methyl-1,3-benzothiazol-2-ylidene)hydrazine;chloride
• 化学式: C₈H₉N₃S*ClH
• mdl: MFCD03937504
• 分子量: 215.706
• InChiKey: OEZPVSPULCMUQB-DQMXGCRQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.73
• 重原子数：
  13
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.125
• 拓扑面积：
  66.9
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-methyl-2-benzothiazolinone hydrazone hydrochloride 以 甲醇 、 水 为溶剂， 反应 21.5h， 生成 E-1-deoxy-1-(2-hydroxyethylamino)-D-fructose (3-methylbenzothiazolin-2-ylidene)hydrazone acetic acid salt
  参考文献：
  名称：

  Amadori products from model reactions of d-glucose with phosphatidyl ethanolamine—Independent synthesis and identification of 1-deoxy-1-(2-hydroxyethylamino)-d-fructose derivatives

  摘要：

  Nonenzymatic glycosylation of aminophospholipids is supposed to play an important role for lipid oxidation in vivo. Investigations are reported on how the Amadori products 1-deoxy-1-[2-(1,2-ditetradecanoyl-sn-glycero-3-phosphooxy)ethylamino]-D-fructose (4) and 1-deoxy-1-[2-(1,2-dihexadecanoyl-sn-glycero-3-phosphooxy)ethylamino]-D-fructose (5) can be identified from model reactions of D-glucose and phosphatidyl ethanolamine. Independent syntheses and unequivocal structural characterization are given for the E/Z-1-deoxy-1-(2-hydroxyethylamino)-D-fructose (3-methylbenzothiazolin-2-ylidene)hydrazone (12a,b) and the peracetylated E/Z-1-deoxy-1-(2-hydroxyethylamino)-D-fructose O-methyloxime (13a,b). Chromatographic and spectroscopic data for these 1-deoxy-1-(2-hydroxyethylamino)-D-fructose derivatives were established by either GLC-MS or HPLC with diode array detection (DAD). Phosphatidyl ethanolamine and D-glucose were incubated at 37 degrees C, pH 7.4, in neat buffer or ethanol-buffer mixtures for four weeks, and the phospholipid fraction was purified on a C18 solid-phase extraction column. The phosphatidic acid was cleaved with phospholipase D and the free 1-deoxy-1-(2-hydroxyethylamino)-D-fructose derivatized to give 12a,b or 13a,b, respectively. Both these derivatives could be identified from all incubations by GLC-MS and HPLC-DAD analyses, respectively. Formation of 4 and 5 is favored in ethanol-buffer reaction mixtures relative to those in buffer solution only. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0008-6215(97)00090-6
• 作为产物：
  描述：

  2,3-dihydro-3-methyl-2-benzothiazolone hydrazone 在 盐酸 作用下， 以 甲醇 、 水 为溶剂， 反应 1.0h， 以90%的产率得到3-methyl-2-benzothiazolinone hydrazone hydrochloride
  参考文献：
  名称：

  设计，合成和生物学评估新型不对称杂志作为群体感应抑制剂†

  摘要：

  使用群体感应抑制剂靶向群体感应信号为已知抗生素的应用开辟了新途径。在这种情况下，合成了二十五个不对称嗪并作为群体感应抑制剂进行了评估。采用有效的一锅法，将3-甲基-2-（甲硫基）苯并[ d ]噻唑-3-盐，水合肼和取代的醛直接连接，得到所设计的化合物。初步测试了合成的化合物抑制紫薇色杆菌中基于CviR受体的QS信号的潜力。生物测定筛选结果表明，两种化合物对CviR受体均表现出强效的QS抑制活性，在200μM时显示出对紫丁香素的抑制作用（> 50％）。此外，使用铜绿假单胞菌的PlasB-gfp（ASV）生物监测菌株检查推定的阳性命中物抑制LasR受体基QS的潜力。发现这些化合物以剂量依赖性方式抑制QS介导的GFP信号。两种活性化合物在浓度为50μM时也表现出生物膜清除率。进行了对接研究，以检验其与铜绿假单胞菌LasR蛋白结合的潜力。

  DOI：

  10.1039/c5ra12925g

文献信息

• <i>o</i>-Iodoxybenzoic Acid (IBX) as a Viable Reagent in the Manipulation of Nitrogen- and Sulfur-Containing Substrates:  Scope, Generality, and Mechanism of IBX-Mediated Amine Oxidations and Dithiane Deprotections
  作者：K. C. Nicolaou、Casey J. N. Mathison、Tamsyn Montagnon

  DOI：10.1021/ja0400382

  日期：2004.4.28

  o-Iodoxybenzoic acid (IBX), a highly versatile hypervalent iodine(V) reagent, was found to efficiently mediate the dehydrogenation of amines in addition to facilitating the oxidative cleavage of dithioacetals and dithioketals. Through the development of relevant IBX-based protocols, a plethora of useful synthetic intermediates, including imines, oximes, ketones, and aromatic N-heterocycles, were found

  发现邻碘苯甲酸 (IBX) 是一种用途广泛的高价碘 (V) 试剂，除了促进二硫缩醛和二硫缩酮的氧化裂解外，还可以有效介导胺的脱氢。通过开发相关的基于 IBX 的协议，发现大量有用的合成中间体，包括亚胺、肟、酮和芳香族 N-杂环，在特别温和的条件下很容易获得。对这些转化的进一步研究导致了对有价值的机械细节的阐明，从而得出结论，它们是通过离子而不是单电子转移 (SET) 途径进行的。
• Agent and method for oxidative coloring of keratin fibers
  申请人：Pasquier Cecile

  公开号：US20070067927A1

  公开（公告）日：2007-03-29

  The object of the present invention is a ready-to-use agent for coloring keratin fibers containing (i) at least one heterocyclic hydrazone derivative of formula (I), (ii) at least one aromatic enamine of formula (IIa) or an acid addition compound thereof (IIb) and (iii) at least one oxidant, a multicomponent kit and a method for coloring keratin fibers by use of said agent.

  本发明的对象是一种用于着色角蛋白纤维的即用剂，包含（i）至少一种式（I）的杂环腙衍生物，（ii）至少一种式（IIa）的芳香胺或其酸加合物（IIb），以及（iii）至少一种氧化剂，以及通过使用该剂着色角蛋白纤维的多组分套件和方法。
• Agent and method for the oxidative coloring of keratin fibers
  申请人：Pasquier Cecile

  公开号：US20070079452A1

  公开（公告）日：2007-04-12

  The object of the present invention is a ready-to-use agent for coloring keratin fibers containing (i) at least one heterocyclic hydrazone derivative of formula (I), (ii) at least one CH-active compound of formulas (II) to (IX) and (iii) at least one oxidant, a multicomponent kit and a method for coloring keratin fibers by use of said agent.

  本发明的对象是一种用于着色角蛋白纤维的即用剂，包含（i）至少一种式（I）的杂环腙衍生物，（ii）至少一种式（II）至（IX）的CH活性化合物和（iii）至少一种氧化剂，以及使用该剂着色角蛋白纤维的多组分套件和方法。
• PROCESS FOR PRODUCING 3-HYDROXYPROPIONALDEHYDE
  申请人：NIPPON SHOKUBAI CO., LTD.

  公开号：EP1669457A1

  公开（公告）日：2006-06-14

  A process in which 3-hydroxypropionaldehyde can be produced from glycerin at high conversion rate. This process is characterized by including the step of dehydrating glycerin with bacterial cells and/or bacterial cell treatment product containing diol dehydratase and/or glycerol dehydratase optionally together with a diol dehydratase reactivating factor and/or glycerol dehydratase reactivating factor under such conditions that the quotient of catalytic amount [X (U/g glycerin)] of diol dehydratase and/or glycerol dehydratase divided by square of glycerin concentration [Y (g/100 ml)], X/Y2, is in the range of 10 to 8,000 so as to obtain 3-hydroxypropionaldehyde.

  一种从甘油中以高转化率生产3-羟基丙醛的过程。该过程的特点是包括将甘油与细菌细胞和/或含有二醇脱水酶和/或甘油脱水酶的细菌细胞处理产物脱水的步骤，可选地与二醇脱水酶再活化因子和/或甘油脱水酶再活化因子一起，在使得二醇脱水酶和/或甘油脱水酶的催化量[X（U/g甘油）]除以甘油浓度的平方[Y（g/100 ml）]，X/Y2在10至8,000范围内的条件下，以获得3-羟基丙醛。
• [EN] AZOLIDINECARBONITRILES AND THEIR USE AS DPP-IV INHIBITORS<br/>[FR] AZOLIDINECARBONITRILES ET LEUR APPLICATION COMME INHIBITEURS DE DPP-IV
  申请人：SANKARANARAYANAN ALANGUDI

  公开号：WO2005033106A1

  公开（公告）日：2005-04-14

  The invention discloses a novel heterocyclic compounds that falls within f the ambit of general formula (I), its stereoisomers, pharmaceutically acceptable salts or solvates wherein X, n,k,z, R1, R2, R3, R4, R5 and R6 are as defined in the specification that are useful in (i) normalizing elevated blood pglucose levels in diabetes, (ii) treating disorders related to glucose intolerance and (iii) for scavenging free radicals of mammals. The invention also discloses pharmaceutically acceptable composition comprising these compounds, method for preparation of the compounds as defined bove and method of treating mammals including human beings by administering an effective amount of said compounds to a subject in need thereof. The invention further discloses use of these compounds in the manufacture of a medicament useful for treatment of different disease conditions as stated above.

  本发明公开了一种新型杂环化合物，属于一般式(I)的范围内，其立体异构体、药学上可接受的盐或溶剂，其中X、n、k、z、R1、R2、R3、R4、R5和R6如规范中所定义，可用于(i)正常化糖尿病患者的高血糖水平，(ii)治疗与葡萄糖不耐受有关的疾病和(iii)清除哺乳动物的自由基。本发明还公开了包含这些化合物的药学上可接受的组合物，制备上述化合物的方法以及通过向需要此类化合物的受试者投与有效量的化合物来治疗哺乳动物包括人类的方法。本发明还公开了这些化合物在制造用于治疗上述不同疾病状态的药物中的使用。