二苯酮缩亚胺盐酸盐 | 5319-67-5

• 物质功能分类: 有机原料 - 羧酸类化合物及衍生物
• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 二苯酮缩亚胺盐酸盐
• 中文别名: 二苯酮缩亚胺盐酸盐/二苯甲酮亚胺盐酸盐；二苯甲酮亚胺盐酸盐
• 英文名称: diphenylmethanimine hydrochloride
• 英文别名: diphenylmethanimine;hydrochloride
• CAS: 5319-67-5
• 化学式: C₁₃H₁₂N*Cl
• 分子量: 217.698
• InChiKey: QXHZCMMSAPYFKT-UHFFFAOYSA-N

物化性质

• 熔点：
  230-250 °C (sublm)
• 沸点：
  220-225℃

计算性质

• 辛醇/水分配系数(LogP)：
  3.52
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  23.8
• 氢给体数：
  2
• 氢受体数：
  1

安全信息

• 海关编码：
  2925290090
• 危险性防范说明：
  P261,P280,P305+P351+P338
• 危险性描述：
  H302,H315,H319,H332,H335

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: Diphenylmethanimine HCl
Synonyms:

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Section 2. Hazards identification
Harmful by inhalation, in contact with skin, and if swallowed.

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Section 3. Composition/information on ingredients.
Ingredient name: Diphenylmethanimine HCl
CAS number: 5319-67-5

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Section 4. First aid measures
Skin contact: Immediately wash skin with copious amounts of water for at least 15 minutes while removing
contaminated clothing and shoes. If irritation persists, seek medical attention.
Eye contact: Immediately wash skin with copious amounts of water for at least 15 minutes. Assure adequate
flushing of the eyes by separating the eyelids with fingers. If irritation persists, seek medical
attention.
Inhalation: Remove to fresh air. In severe cases or if symptoms persist, seek medical attention.
Ingestion: Wash out mouth with copious amounts of water for at least 15 minutes. Seek medical attention.

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Section 5. Fire fighting measures
In the event of a fire involving this material, alone or in combination with other materials, use dry
powder or carbon dioxide extinguishers. Protective clothing and self-contained breathing apparatus
should be worn.

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Section 6. Accidental release measures
Personal precautions: Wear suitable personal protective equipment which performs satisfactorily and meets local/state/national
standards.
Respiratory precaution: Wear approved mask/respirator
Hand precaution: Wear suitable gloves/gauntlets
Skin protection: Wear suitable protective clothing
Eye protection: Wear suitable eye protection
Methods for cleaning up: Mix with sand or similar inert absorbent material, sweep up and keep in a tightly closed container
for disposal. See section 12.
Environmental precautions: Do not allow material to enter drains or water courses.

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Section 7. Handling and storage
Handling: This product should be handled only by, or under the close supervision of, those properly qualified
in the handling and use of potentially hazardous chemicals, who should take into account the fire,
health and chemical hazard data given on this sheet.
Store in closed vessels.
Storage:

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Section 8. Exposure Controls / Personal protection
Engineering Controls: Use only in a chemical fume hood.
Personal protective equipment: Wear laboratory clothing, chemical-resistant gloves and safety goggles.
General hydiene measures: Wash thoroughly after handling. Wash contaminated clothing before reuse.

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Section 9. Physical and chemical properties
Appearance: Not specified
Boiling point: No data
No data
Melting point:
Flash point: No data
Density: No data
Molecular formula: C13H11N.ClH
Molecular weight: 217.7

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Section 10. Stability and reactivity
Conditions to avoid: Heat, flames and sparks.
Materials to avoid: Oxidizing agents.
Possible hazardous combustion products: Carbon monoxide, nitrogen oxides, hydrogen chloride.

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Section 11. Toxicological information
No data.

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Section 12. Ecological information
No data.

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Section 13. Disposal consideration
Arrange disposal as special waste, by licensed disposal company, in consultation with local waste
disposal authority, in accordance with national and regional regulations.

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Section 14. Transportation information
Non-harzardous for air and ground transportation.

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Section 15. Regulatory information
No chemicals in this material are subject to the reporting requirements of SARA Title III, Section
302, or have known CAS numbers that exceed the threshold reporting levels established by SARA
Title III, Section 313.

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SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  二苯酮缩亚胺盐酸盐 在 次溴酸 作用下， 生成 二苯亚甲基-溴-胺
  参考文献：
  名称：

  Theilacker; Fauser, Justus Liebigs Annalen der Chemie, 1939, vol. 539, p. 103,105, 114

  摘要：

  DOI：
• 作为产物：
  描述：

  二氯二苯甲烷 、 氨基甲酸乙酯 生成 二苯酮缩亚胺盐酸盐
  参考文献：
  名称：

  Heisenberg-Weyl operator algebras associated to the models of calogero-sutherland type and isomorphism of rational and trigonometric models

  摘要：

  DOI：

  10.1007/bf02355452

文献信息

• Influence of alkyl chain length on the solid-state properties and transistor performance of BN-substituted tetrathienonaphthalenes
  作者：Xiao-Ye Wang、Fang-Dong Zhuang、Xu Zhou、Dong-Chu Yang、Jie-Yu Wang、Jian Pei

  DOI：10.1039/c4tc01369g

  日期：——

  Flexible side chains have not drawn much attention in the development of organic semiconductors compared to the conjugated backbone counterparts. In this work, a series of BN-substituted tetrathienonaphthalenes (BN-TTNs) with methyl to hexyl side chains were synthesized to systematically investigate the influence of alkyl chain length on the solid-state properties and transistor performance. The intrinsic electronic properties of the π-conjugated backbone were not affected by different alkyl chains, but the solid-state properties, such as molecular packing structures, energy levels, thin-film morphologies, and transistor performance, were significantly influenced. Among the six compounds, BN-TTN-C3 exhibited the highest hole mobility of 0.15 cm2 V−1 s−1, whereas BN-TTN-C2 and BN-TTN-C4 did not show any field-effect mobility. This unprecedented difference of device performance was mainly caused by different thin-film morphologies. An odd–even effect of alkyl side chains on the thin-film morphology was observed for the first time, which further greatly influenced the device performance. This pronounced influence of alkyl chain length on the device performance indicates that alkyl chains play a vital role in organic electronics and should be paid more attention in future development of organic semiconductors.

  与共轭主链相比，灵活的侧链在有机半导体的发展中并未受到太多关注。在本研究中，合成了一系列用BN取代的四硫茴香烃（BN-TTNs），侧链从甲基到己基，以系统地研究烷基链长度对固态性质和晶体管性能的影响。不同的烷基链对π-共轭主链的本征电子特性没有影响，但固态性质，如分子堆积结构、能量等级、薄膜形态和晶体管性能，受到了显著影响。在六个化合物中，BN-TTN-C3展现出了最高的载流子迁移率，为0.15 cm² V⁻¹ s⁻¹，而BN-TTN-C2和BN-TTN-C4则没有表现出任何场效应迁移率。这种前所未有的器件性能差异主要源于不同的薄膜形态。首次观察到了烷基侧链对薄膜形态的奇偶效应，这进一步显著影响了器件性能。烷基链长度对器件性能的显著影响表明，烷基链在有机电子学中发挥着重要作用，未来在有机半导体的发展中应给予更多关注。
• Electrochemical Synthesis of Hindered Primary and Secondary Amines via Proton-Coupled Electron Transfer
  作者：Dan Lehnherr、Yu-hong Lam、Michael C. Nicastri、Jinchu Liu、Justin A. Newman、Erik L. Regalado、Daniel A. DiRocco、Tomislav Rovis

  DOI：10.1021/jacs.9b10870

  日期：2020.1.8

  Accessing hindered amines, particularly primary amines α to a fully substituted carbon center, is synthetically challenging. We report an electrochemical method to access such hindered amines starting from benchtop-stable iminium salts and cyanoheteroarenes. A wide variety of substituted heterocycles (pyridine, pyrimidine, pyrazine, purine, azaindole) can be utilized in the cross-coupling reaction

  将受阻胺，特别是伯胺 α 连接到完全取代的碳中心，在合成上具有挑战性。我们报告了一种电化学方法，以从台式稳定的亚胺盐和氰基杂芳烃开始获取此类受阻胺。多种取代的杂环（吡啶、嘧啶、吡嗪、嘌呤、氮杂吲哚）可用于交叉偶联反应，包括被卤化物、三氟甲基、酯、酰胺或醚基团、杂环或未保护的杂环取代的杂环酒精或炔烃。基于 DFT 数据以及循环伏安法和 NMR 光谱的机理洞察表明，质子耦合电子转移机制作为 α-氨基自由基和源自氰基杂芳烃的自由基的杂双自由基交叉偶联的一部分是可操作的。
• [EN] HETEROARYLCARBOXAMIDE DERIVATIVES AS PLASMA KALLIKREIN INHIBITORS<br/>[FR] UTILISATION DE DÉRIVÉS HÉTÉROARYLCARBOXAMIDES COMME INHIBITEURS DE LA KALLICRÉINE PLASMATIQUE
  申请人：BOEHRINGER INGELHEIM INT

  公开号：WO2017072020A1

  公开（公告）日：2017-05-04

  The present invention relates to compounds of general formula I, wherein D1 to D3, A, R1, R2, Y and n are defined as in claim 1, which have valuable pharmacological properties, in particular are inhibitors of plasma kallikrein. The compounds are suitable for treatment and prevention of diseases which can be influenced by influenced by inhibition of plasma kallikrein, such as diabetic complications, particularly in the treatment of retinal vascular permeability associated with diabetic retinopathy and diabetic macular edema.

  本发明涉及通式I的化合物，其中D1至D3、A、R1、R2、Y和n的定义如权利要求书中所述，该化合物具有有价值的药理特性，特别是作为血浆激肽酶的抑制剂。这些化合物适用于治疗和预防可以受到血浆激肽酶抑制影响的疾病，例如糖尿病并发症，尤其适用于治疗与糖尿病视网膜病变和糖尿病黄斑水肿相关的视网膜血管通透性。
• Azomethine derivatives. Part XI. Monomeric and dimeric arylmethyleneamino- and diarylmethyleneamino-boron compounds
  作者：C. Summerford、K. Wade

  DOI：10.1039/j19700002010

  日期：——

  Details are given for the preparation of the monomeric aryl- and diaryl-methyleneaminoboranes Ph2C:NBPh2, p-tolyl2C:NBPh2, (p-CIC6H4)2C:NBPh2, p-BrC6H4(Ph)C:NBPh2, Ph2C:NB(mesityl)2, PhCH:NB(mesityl)2, and 2,2′- biphenylylC:NBPh2 by one or more of the following routes: (1) R12C:NSiMe3+ R22BX; (2) R12C:NLi + R22BX; (3) 2R12C:NH + R22BX (4) R12C:NBX2+ 2R2Li (5) R12C:NH2+Cl-+ NaBPh4(X = halogen). The

  给出了制备单体芳基-和二芳基-亚甲基氨基硼烷Ph 2 C：NBPh 2，对甲苯基2 C：NBPh 2，（p -CIC 6 H 4）2 C：NBPh 2，p -BrC 6 H的详细信息4（Ph）C：NBPh 2，Ph 2 C：NB（mesityl）2，PhCH：NB（mesityl）2和2,2'-联苯基C：NBPh 2通过以下一种或多种途径：（1）R 1 2 C：NSiMe 3 + R 22 BX; （2）R 1 2 C：NLi + R 2 2 BX; （3）2R 1 2 C：NH + R 2 2 BX（4）R 1 2 C：NBX 2 + 2R 2 Li（5）R 1 2 C：NH 2 + Cl- + NaBPh 4（X =卤素）。在类型（5）的反应中分离出中间体加合物（对甲苯基） 2 C：NH，BPh 3。缔合的亚烷基亚氨基硼烷（Ph 2 C：NBPhCl） n，（PhCH：NBPhCl） 2，（PhCH：NBPh
• <i>In Vitro</i> and <i>In Vivo</i> Studies of the Trypanocidal Effect of Novel Quinolines
  作者：A. S. G. Nefertiti、M. M. Batista、P. B. Da Silva、D. G. J. Batista、C. F. Da Silva、R. B. Peres、E. C. Torres-Santos、E. F. Cunha-Junior、E. Holt、D. W. Boykin、R. Brun、T. Wenzler、M. N. C. Soeiro

  DOI：10.1128/aac.01936-17

  日期：2018.2

  Therapies for human African trypanosomiasis and Chagas disease, caused by Trypanosoma brucei and Trypanosoma cruzi , respectively, are limited, providing minimal therapeutic options for the millions of individuals living in very poor communities. Here the effects of 10 novel quinolines are evaluated in silico and by phenotypic studies using in vitro and in vivo models. Absorption, distribution, metabolism, excretion, and toxicity (ADMET) properties revealed that most molecules did not infringe on Lipinski's rules, which is a prediction of good oral absorption. These quinolines showed high probabilities of Caco2 permeability and human intestinal absorption and low probabilities of mutagenicity and of hERG1 inhibition. In vitro screens against bloodstream forms of T. cruzi demonstrated that all quinolines were more active than the reference drug (benznidazole [Bz]), except for DB2171 and DB2192, with five (DB2187, DB2131, DB2186, DB2191, and DB2217) displaying 50% effective concentrations (EC ₅₀ s) of <3 μM (4-fold lower than that of Bz). Nine quinolines were more effective than Bz (2.7 μM) against amastigotes, showing EC ₅₀ s ranging from 0.6 to 0.1 μM. All quinolines were also highly active in vitro against African trypanosomes, showing EC ₅₀ s of ≤0.25 μM. The most potent and highly selective candidates for each parasite species were tested in in vivo models. Results for DB2186 were promising in mice with T. cruzi and T. brucei infections, reaching a 70% reduction of the parasitemia load for T. cruzi , and it cured 2 out of 4 mice infected with T. brucei . DB2217 was also active in vivo and cured all 4 mice (100% cure rate) with T. brucei infection.

  摘要 治疗非洲锥虫病和南美锥虫病的药物 布氏锥虫 和 克鲁斯锥虫 分别引起的人类非洲锥虫病和南美锥虫病的治疗方法有限，为生活在非常贫穷社区的数百万人提供的治疗选择极少。本文对 10 种新型喹啉类药物的作用进行了 的效果进行了评估。 和表型研究 体外 和 体内 模型进行表型研究。吸收、分布、代谢、排泄和毒性（ADMET）特性表明，大多数分子都没有违反利宾斯基规则，该规则是对良好口服吸收的预测。这些喹啉类药物的 Caco2 渗透性和人体肠道吸收概率较高，诱变性和 hERG1 抑制概率较低。 体外 体外筛选 T. cruzi 的体外筛选结果表明，除 DB2171 和 DB2192 外，所有喹啉类药物的活性均高于参比药物（苯并咪唑 [Bz]），其中五种（DB2187、DB2131、DB2186、DB2191 和 DB2217）显示出 50%的有效浓度（EC 50 s）为 3 μM（比 Bz 低 4 倍）。与 Bz（2.7 μM）相比，九种喹啉类药物对母细胞病毒更有效，显示出 EC 50 为 0.6 至 0.1 μM。所有喹啉类药物在 在体外 显示 EC 50 s ≤ 0.25 μM。针对每种寄生虫的最有效和高选择性候选化合物在 体内 模型中进行了测试。DB2186 对小鼠中的 T. cruzi 和 布鲁氏菌 感染的小鼠中的寄生虫血症量减少了 70%。 布鲁氏菌 的小鼠中，有两只感染了 布鲁氏菌 .DB2217 在 在体内 治愈了感染布鲁氏菌的所有 4 只小鼠（治愈率 100%）。 布鲁氏菌 感染。