N,N'-dihydroxybenzimidazolinone | 40156-73-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并咪唑类
• 英文名称: N,N'-dihydroxybenzimidazolinone
• 英文别名: N,N'-Dihydroxi-benzimidazolinon；N,N-Dihydroxybenzimidazolinon；N,N'-Dihydroxy-benzimidazolidinon；1,3-dihydroxy-1,3-dihydro-benzoimidazol-2-one；1,3-dihydroxy-benzimidazolinone；1,3-Dihydroxybenzimidazol-2-one
• CAS: 40156-73-8
• 化学式: C₇H₆N₂O₃
• mdl: MFCD00100353
• 分子量: 166.136
• InChiKey: MVYNLSRYRQAPAX-UHFFFAOYSA-N

物化性质

• 熔点：
  215-216 °C (decomp)
• 沸点：
  404.2±28.0 °C(Predicted)
• 密度：
  1.823±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  12
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  64
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  N,N'-dihydroxybenzimidazolinone 、 乙酰氯 以82%的产率得到
  参考文献：
  名称：

  SCHMIDT J.; ZINNER G., ARCH. PHARM., 1979, 312, NO 12, 1019-1026

  摘要：

  DOI：
• 作为产物：
  描述：

  二亚硝基苯 、 聚合甲醛 以96%的产率得到
  参考文献：
  名称：

  SCHMIDT J.; ZINNER G., ARCH. PHARM., 1979, 312, NO 12, 1019-1026

  摘要：

  DOI：

文献信息

• [EN] 4-NITROSODIPHENYLAMINE DERIVATIVES AND THEIR USE AS COUPLING AGENTS FOR FILLED RUBBER COMPOUNDS<br/>[FR] DERIVES DE 4-NITROSODIPHENYLAMINE ET UTILISATION COMME AGENTS DE PONTAGES POUR COMPOSES REMPLIS DE CAOUTCHOUC
  申请人：UNIROYAL CHEM CO INC

  公开号：WO2004085381A1

  公开（公告）日：2004-10-07

  A composition of matter is disclosed that comprises a compound of the formula AnR, wherein: A is (I), R1 is hydrocarbyl; m is 0 or 1; n is 1, 2 or 3; R is selected from the group consisting of: mono-, di-, and trivalent groups; mono-, di-, and trivalent aromatic groups; five- and six-membered heterocyclic rings comprising a carbon atoms bonded to A, at least one nitrogen atom, and, optionally, at least one sulfur atom; and (II), wherein R2 and R3 are independently selected from the group consisting of hydrogen and hydrocarbyl. These compounds are useful as coupling agents in filled elastomer compositions.

  本发明揭示了一种物质组合物，其包括公式AnR的化合物，其中：A为（I），R1为烃基；m为0或1；n为1、2或3；R从以下群组中选择：单价、二价和三价基团；单价、二价和三价芳香基团；包含碳原子与A键合的至少一个氮原子和可选地至少一个硫原子的五元和六元杂环环；以及（II），其中R2和R3独立地从氢和烃基组中选择。这些化合物在填充弹性体组合物中作为耦合剂非常有用。
• 4-Nitrosodiphenylamine derivatives and their use as coupling agents for filled rubber compounds
  申请人：UNIROYAL CHEMICAL COMPANY, INC.

  公开号：US20040192826A1

  公开（公告）日：2004-09-30

  A composition of matter is disclosed that comprises a compound of the formula A n R, wherein: A is 1 R 1 is hydrocarbyl; m is 0 or 1; n is 1, 2, or 3; R is selected from the group consisting of: mono-, di-, and trivalent aliphatic groups; mono-, di-, and trivalent aromatic groups; five- and six-membered heterocyclic rings comprising n carbon atoms bonded to A, at least one nitrogen atom, and, optionally, at least one sulfur atom; and 2 wherein R 2 and R 3 are independently selected from the group consisting of hydrogen and hydrocarbyl. These compounds are useful as coupling agents in filled elastomer compositions.

  本发明公开了一种物质组合物，其包括公式AnR的化合物，其中：A是1R1是烃基；m为0或1；n为1、2或3；R从以下组中选择：单价、二价和三价脂肪族基；单价、二价和三价芳香族基；含有n个碳原子与A结合的五元和六元杂环环，至少一个氮原子，以及可选地至少一个硫原子；其中R2和R3独立地选择自氢和烃基组成的组。这些化合物在填充弹性体组合物中作为偶联剂是有用的。
• IDO Inhibitors
  申请人：Mautino Mario

  公开号：US20110053941A1

  公开（公告）日：2011-03-03

  Presently provided are methods for (a) modulating an activity of indoleamine 2,3-dioxygenase comprising contacting an indoleamine 2,3-dioxygenase with a modulation effective amount of a compound as described in one of the aspects described herein; (b) treating indoleamine 2,3-dioxygenase (IDO) mediated immunosuppression in a subject in need thereof, comprising administering an effective indoleamine 2,3-dioxygenase inhibiting amount of a compound as described in one of the aspects described herein; (c) treating a medical conditions that benefit from the inhibition of enzymatic activity of indoleamine-2,3-dioxygenase comprising administering an effective indoleamine 2,3-dioxygenase inhibiting amount of a compound as described in one of the aspects described herein; (d) enhancing the effectiveness of an anti-cancer treatment comprising administering an anti-cancer agent and a compound as described in one of the aspects described herein; (e) treating tumor-specific immunosuppression associated with cancer comprising administering an effective indoleamine 2,3-dioxygenase inhibiting amount of a compound as described in one of the aspects described herein; and (f) treating immunosuppression associated with an infectious disease, e.g., HIV-I infection, comprising administering an effective indoleamine 2,3-dioxygenase inhibiting amount a compound as described in one of the aspects described herein.

  目前提供以下方法：(a) 通过接触本文中描述的化合物的调节有效量与吲哚胺2,3-二氧化酶相互作用，从而调节吲哚胺2,3-二氧化酶的活性；(b) 治疗需要吲哚胺2,3-二氧化酶(IDO)介导的免疫抑制的患者，包括给予本文中描述的化合物的有效吲哚胺2,3-二氧化酶抑制剂量；(c) 治疗需要抑制吲哚胺-2,3-二氧化酶酶活性的医疗状况，包括给予本文中描述的化合物的有效吲哚胺2,3-二氧化酶抑制剂量；(d) 增强抗癌治疗的有效性，包括给予抗癌剂和本文中描述的化合物；(e) 治疗与癌症相关的肿瘤特异性免疫抑制，包括给予本文中描述的化合物的有效吲哚胺2,3-二氧化酶抑制剂量；(f) 治疗与传染病相关的免疫抑制，例如HIV-1感染，包括给予本文中描述的化合物的有效吲哚胺2,3-二氧化酶抑制剂量。
• Rubber compositions modified with benzimidazolinones
  申请人：THE FIRESTONE TIRE & RUBBER COMPANY

  公开号：EP0286851A1

  公开（公告）日：1988-10-19

  It now has been found that the properties of filled rubber compositions comprising rubbers having an unsaturated carbon chain can be improved by including therein, a minor property-improving amount of at least one 1,3-dihydroxy-benzimidazolinone or derivative compound of the formula wherein R is hydrogen, or a halogen, hydroxyl, lower hydrocarbyl, lower hydrocarbyloxy, lower hydrocarbyl­thio, lower hydrocarbyl nitrile, carboxyl, cyano, nitro, amino, amide or -C(O)-Rʹʺ where Rʹʺ is an aryl or a lower hydrocarbyl group; each Rʹ independently is H, lower alkyl, acyl, CONRʺ₂ or CONHRʺ where Rʺ is alkyl or aryl. When vulcanizates are prepared from such uncured rubber compositions, the vulcanizates exhibit reduced low strain hysteresis and a high electrical resistivity. In another aspect of the invention, a filled vulcanizate made by vulcanizing uncured compositions of the type described above and containing a filler, particularly carbon black, is improved in filler interaction, hysteresis, modulus, compression set and resiliency. Rubber articles and portions thereof such as tires, hoses, belts, springs, tread, sidewalls and the like can be made utilizing the improved filled vulcanizates of the invention.

  现已发现，通过在填充橡胶组合物中加入少量可改善性能的至少一种 1,3-二羟基苯并咪唑啉酮或衍生物化合物，可改善由具有不饱和碳链的橡胶组成的填充橡胶组合物的性能。 其中 R 是氢、或卤素、羟基、低级烃基、低级烃氧基、低级烃硫基、低级烃腈基、 羧基、氰基、硝基、氨基、酰胺或-C(O)-Rʹʺ，其中 Rʹʺ 是芳基或低级烃基；每个Rʹ独立地是H、低级烷基、酰基、CONRʺ₂或CONHRʺ，其中Rʺ是烷基或芳基。用此类未硫化橡胶组合物制备硫化胶时，硫化胶会表现出较低的应变滞后性和较高的电阻率。 在本发明的另一个方面，通过硫化上述类型的未硫化组合物并含有填料（尤其是炭黑）而制成的填充硫化胶，在填料相互作用、滞后、模量、压缩永久变形和弹性方面均有改善。利用本发明的改进型填充硫化胶，可制成橡胶制品及其部分，如轮胎、软管、皮带、弹簧、胎面、侧壁等。
• Process, modified rubbers and rubber compositions
  申请人：THE FIRESTONE TIRE & RUBBER COMPANY

  公开号：EP0319733A2

  公开（公告）日：1989-06-14

  It now has been found that uncured modified rubber compositions comprising mixtures of elastomers and a reinforcing filler can be prepared having improved properties. More particularly, such uncured modified rubber compositions can be prepared by a process which comprises the steps of (A) preparing a first mixture comprising an elastomer, at least one reinforcing filler and at least one chemical agent capable of promoting the formation of filler-elastomer linkages; (B) preparing a second mixture comprising (i) an elastomer, at least one reinforc­ing filler and at least one chemical agent capable of promoting the forma­tion of filler-elastomer linkages, wherein at least one of the elastom­er, filler or chemical agent in the second mixture is different from the elastomer, filler or chemical agent in the first mixture; or (ii) an elastomer and at least one rein­forcing filler; or (iii) at least one reinforcing filler and at least one chemical agent capable of promoting the formation of fil­ler-elastomer linkages; or (iv) an elastomer and at least one chemi­cal agent capable of promoting the formation of filler-elastomer link­ages; and (C) blending the first and second mixtures to form a third mixture. Examples of such useful chemical agents include aromatic furazan oxides, heterocyclic di-N-oxides, 1-hydroxy-ben­zimidazole-3-oxide compounds, 1,3-dihydroxy-benzimidazol­inone compounds, and aromatic nitroso compounds. The invention also includes filled vulcanizates prepared by vulcanizing the uncured modified rubber com­positions prepared in accordance with the above method. Rubber articles and portions thereof made from such vul­canizates such as tires, hoses, belts, treads, sidewalls and the like are also within the scope of the present invention as well as methods of reducing the rolling resistance of tires.

  现在已经发现，由弹性体和补强填料混合物组成的未固化改性橡胶组合物可以制备出性能更好的产品。更具体地说，这种未固化改性橡胶组合物可通过以下步骤制备 (A) 制备第一种混合物，其中包括弹性体、至少一种补强填料和至少一种能够促进填料-弹性体连接形成的化学剂； (B) 制备第二种混合物，包括 (i) 弹性体、至少一种增强填料和至少一种能促进形成填料-弹性体联结 的化学剂，其中第二种混合物中的至少一种弹性体、填料或化学剂 不同于第一种混合物中的弹性体、填料或化学剂；或 (ii) 弹性体和至少一种增强填料；或 (iii) 至少一种增强填料和至少一种能促进填料-弹性体连接形成的化学剂；或 (iv) 弹性体和至少一种能促进形成填料-弹性体连接的化学剂；以及 (C) 混合第一和第二混合物，形成第三混合物。 此类有用化学剂的例子包括芳香族呋喃氧化物、杂环二-N-氧化物、1-羟基-苯并咪唑-3-氧化物化合物、1,3-二羟基-苯并咪唑啉酮化合物和芳香族亚硝基化合物。 本发明还包括通过硫化根据上述方法制备的未硫化改性橡胶组合物而制备的填充硫化胶。由此类硫化胶制成的橡胶制品及其部分，如轮胎、软管、皮带、胎面、侧壁等，以及降低轮胎滚动阻力的方法，也属于本发明的范围。