(E)-4-溴-N’-羟基苄脒 | 19227-14-6

• 物质功能分类: 化学试剂 - 有机试剂 - 亚氨、脒
• 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: (E)-4-溴-N’-羟基苄脒
• 中文别名: 4-溴-N'-羟基苄脒；(E)-4-溴-N'-羟基苄脒
• 英文名称: p-bromobenzamidoxime
• 英文别名: 4-bromo-N'-hydroxybenzimidamide；4-bromobenzamidoxime；4-bromo-N′-hydroxybenzimidamide；4-bromo-N'-hydroxybenzamidine；p-Brom-benzamid-oxim；4-bromo-N'-hydroxybenzenecarboximidamide
• CAS: 19227-14-6
• 化学式: C₇H₇BrN₂O
• mdl: MFCD00019951
• 分子量: 215.049
• InChiKey: KCHIZOZPSSURRB-UHFFFAOYSA-N

物化性质

• 熔点：
  142-144
• 沸点：
  294.0±42.0 °C(Predicted)
• 密度：
  1.68±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  11
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  58.6
• 氢给体数：
  2
• 氢受体数：
  2

安全信息

• 危险品标志：
  Xi,C
• 安全说明：
  S26,S36/37/39
• 危险类别码：
  R34
• 海关编码：
  2925290090
• 危险性防范说明：
  P261,P264,P271,P280,P302+P352,P304+P340,P305+P351+P338,P312,P362,P403+P233,P501
• 危险性描述：
  H315,H319,H335
• 储存条件：
  室温

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: (E)-4-Bromo-N’-hydroxybenzimidamide
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: (E)-4-Bromo-N’-hydroxybenzimidamide
CAS number: 19227-14-6

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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: C7H7BrN2O
Molecular weight: 215.0

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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 bromide.

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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：

  (E)-4-溴-N’-羟基苄脒 在 乙酸酐 、 溶剂黄146 、 三乙基硅烷 、 palladium dichloride 、 盐酸 作用下， 以 乙醇 为溶剂， 反应 3.0h， 以80%的产率得到4-溴苯甲脒盐酸盐水合物
  参考文献：
  名称：

  胺肟转移加氢制备脒

  摘要：

  摘要 使用三乙基硅烷和 PdCl2 在乙酸中将脒脒还原成脒。

  DOI：

  10.1080/00397911.2010.488307
• 作为产物：
  描述：

  4-溴苯腈 在 吡啶 、 盐酸羟胺 作用下， 以 乙醇 为溶剂， 生成 (E)-4-溴-N’-羟基苄脒
  参考文献：
  名称：

  哌啶-螺恶二唑衍生物作为α7烟碱样受体拮抗剂的设计，合成和生物学活性。

  摘要：

  α 已经提出在神经和免疫系统中表达的7种烟碱乙酰胆碱受体（nAChRs）在炎症控制中起重要作用。然而，由于缺乏的拮抗剂工具特异性抑制α 7个的nAChR阻碍通道作为治疗靶的验证。要发现的选择性α 7拮抗剂，我们开始了基于药效的虚拟筛选和鉴定的哌啶衍生物spirooxadiazole T761 - 0184充当α 7拮抗剂。随后在非洲爪蟾卵母细胞中合成了一系列新型哌啶-螺二恶唑衍生物，并使用两电极电压钳（TEVC）分析对其进行了评估。两个系列的铅化合物均受抑制α7的IC 50值为3.3μM至13.7μM。化合物B10表现出α 7选择性超过其它α 4 β 2和α 3 β 4的nAChR亚型。的结构-活性关系的分析（SAR）提供了一种用于选择性的进一步发展了有价值的见解α 7的nAChR拮抗剂。

  DOI：

  10.1016/j.ejmech.2020.112774
• 作为试剂：
  描述：

  4-溴苯腈 、 盐酸羟胺 、 碳酸氢钠 在 Brine 、 正己烷 、 (E)-4-溴-N’-羟基苄脒 作用下， 以 乙醇 为溶剂， 反应 3.0h， 以to afford the title compound 4-bromo-N′-hydroxybenzimidamide (16a)的产率得到(E)-4-溴-N’-羟基苄脒
  参考文献：
  名称：

  NOVEL PHENYLPROPIONIC ACID DERIVATIVES AS PEROXISOME PROLIFERATOR-ACTIVATED GAMMA RECEPTOR MODULATORS, METHOD OF THE SAME, AND PHARMACEUTICAL COMPOSITION COMPRISING THE SAME

  摘要：

  本发明提供了一种新颖的苯丙酸衍生物和一种包含其作为活性成分的PPAR-γ调节剂。本发明的苯丙酸衍生物具有对PPAR-γ功能的调节作用，从而对PPAR介导的疾病或疾病表现出降血糖、降血脂和减少胰岛素抵抗的作用。因此，本发明在预防或治疗糖尿病和代谢性疾病方面具有预防或治疗作用。

  公开号：

  US20100063041A1

文献信息

• The electron spin resonance spectra of some hydroxylamine free radicals. Part IV. Radicals from alkylhydroximic acids and amidoximes
  作者：M. H. Millen、William A. Waters

  DOI：10.1039/j29680000408

  日期：——

  Electron spin resonance spectra have been obtained, by the flow method, by the oxidation of two alkylhydroximic acids RC(:N·OH)·OEt in acid solution and from a number of amidoximes RC(:N·OH)·NH2 in alkaline solution. With the radical-anions from amidoximes, the hydroxyimino-group 1N–OH carries a larger electron spin density on nitrogen than does the imino-group 2N–H. Geometrical isomers appear to be

  通过流动方法，通过在酸性溶液中氧化两个烷基氢肟酸RC（：N·OH）·OEt和从碱性条件下的许多a胺肟RC（：N·OH）·NH 2获得电子自旋共振谱解决方案。利用a胺肟的自由基阴离子，羟基亚氨基基团1 N–OH在氮上的电子自旋密度比亚氨基基团2 N–H大。几何异构体似乎是由2 N-苯基苯甲酰胺肟，PhC（：1 N·OH）· 2 NHPh的氧化形成的。分裂常数的大小一个N-1和一个N-2上amidoxy自由基阴离子，RC的氮原子（：1N–O·）· 2 NH，根据相应羧酸RCO 2 H的酸强度（p K a）线性变化，但方向相反。
• [EN] N- CYCLOPROPYL - N- PIPERIDINYLBENZAMIDES AS GPR119 MODULATORS<br/>[FR] N-CYCLOPROPYL-N-PIPÉRIDINYLBENZAMIDES EN TANT QUE MODULATEURS DE GPR119
  申请人：BOEHRINGER INGELHEIM INT

  公开号：WO2012123449A1

  公开（公告）日：2012-09-20

  The present invention relates to compounds of general formula I, wherein the groups R1, LP, LQ, Ar, mand n are as defined in the application, which have valuable pharmacological properties, and in particular bind to the GPR119 receptor and modulate its activity.

  本发明涉及一般式I的化合物，其中基团R1、LP、LQ、Ar、m和n如申请中所定义，具有有价值的药理特性，特别是结合GPR119受体并调节其活性。
• New compounds, pharmaceutical compositions and uses thereof
  申请人：NOSSE Bernd

  公开号：US20130065906A1

  公开（公告）日：2013-03-14

  The present invention relates to compounds of general formula I, wherein the groups R 1 , L P , L Q , Ar, m and n are as defined in the application, which have valuable pharmacological properties, and in particular bind to the GPR119 receptor and modulate its activity.

  本发明涉及一般式I的化合物， 其中基团R 1 ，L P ，L Q ，Ar，m和n如申请中所定义，具有有价值的药理特性，特别是结合GPR119受体并调节其活性。
• A convenient and mild method for 1,2,4-oxadiazole preparation: cyclodehydration of O -acylamidoximes in the superbase system MOH/DMSO
  作者：Sergey Baykov、Tatyana Sharonova、Angelina Osipyan、Sergey Rozhkov、Anton Shetnev、Alexey Smirnov

  DOI：10.1016/j.tetlet.2016.05.071

  日期：2016.6

  Herein, we reported a general, convenient, and efficient synthesis of 3,5-disubstituted-1,2,4-oxadiazoles via cyclodehydration of O-acylamidoximes in the superbase system MOH/DMSO (M = Li, Na, K). Excellent isolated yields (up to 98%) were attained within short reaction times (10–20 min). In addition, mild reaction conditions and a simple work-up procedure allow the synthesis of a wide range of heat-labile

  在本文中，我们报道了在超碱系统MOH / DMSO（M = Li，Na，K）中通过O-酰基酰胺基肟的环脱水作用，一种一般，便捷，有效的合成3,5-二取代-1,2,4-恶二唑的方法。在较短的反应时间内（10-20分钟）即可获得出色的分离产率（高达98％）。此外，温和的反应条件和简单的后处理程序可以合成多种热不稳定的含1,2,4-恶二唑的物质。
• Structure-activity and structure-property relationships of novel Nrf2 activators with a 1,2,4-oxadiazole core and their therapeutic effects on acetaminophen (APAP)-induced acute liver injury
  作者：Li-Li Xu、Yu-Feng Wu、Lei Wang、Cui-Cui Li、Li Li、Bin Di、Qi-Dong You、Zheng-Yu Jiang

  DOI：10.1016/j.ejmech.2018.08.071

  日期：2018.9

  The antioxidant function induced by Nrf2 protects the liver from damage. We found a novel Nrf2 activator named compound 25 via structural modification of compound 1 we previously reported. In vitro, compound 25 induced Nrf2 transport into the nucleus and protected hepatocyte L02 cells from APAP-induced cytotoxicity via activating the Nrf2-ARE signaling pathway. In vivo, 25 exhibited therapeutic effects

  Nrf2诱导的抗氧化功能可保护肝脏免受损害。我们通过先前报道的化合物1的结构修饰发现了一种名为化合物25的新型Nrf2活化剂。在体外，化合物25通过激活Nrf2-ARE信号通路，诱导Nrf2转运到细胞核中，并保护肝细胞L02细胞免受APAP诱导的细胞毒性作用。在体内，通过上调Nrf2依赖性抗氧化酶和下调血清中的肝损伤标记物，在对乙酰氨基酚（APAP）诱发的急性肝损伤的小鼠模型中，有25种药物具有治疗作用。在一起，这些结果表明25是有效的Nrf2 / ARE激活剂体外和体内。化合物25的类药物特性进一步揭示了其作为治疗急性肝损伤的治疗药物的潜力。

表征谱图