4-氨基苄氨肟 | 277319-62-7

• 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: 4-氨基苄氨肟
• 中文别名: 4-氨基苄氨肟,97；4-氨基苯甲酰胺肟；4-氨基苄氨肟,97%
• 英文名称: 4-aminobenzamidoxime
• 英文别名: p-aminobenzamidoxime；4-amino-N'-hydroxybenzenecarboximidamide
• CAS: 277319-62-7
• 化学式: C₇H₉N₃O
• mdl: MFCD01604885
• 分子量: 151.168
• InChiKey: CNFNMMJKXWOLPY-UHFFFAOYSA-N

物化性质

• 熔点：
  168-170℃
• 沸点：
  325.0±44.0 °C(Predicted)
• 密度：
  1.34±0.1 g/cm3(Predicted)
• 溶解度：
  DMF：5mg/mL； DMF:PBS (pH 7.2) (1:9)：0.1 mg/mL；二甲基亚砜：5mg/mL

计算性质

• 辛醇/水分配系数(LogP)：
  0.4
• 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：
  84.6
• 氢给体数：
  3
• 氢受体数：
  3

安全信息

• 海关编码：
  2925290090
• WGK Germany：
  3
• 包装等级：
  III
• 危险类别：
  6.1
• 危险性防范说明：
  P280,P301+P310
• 危险品运输编号：
  2811
• 危险性描述：
  H301,H317
• 储存条件：
  室温

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: 4-Amino-N’-hydroxybenzene-1-carboximidamide
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: 4-Amino-N’-hydroxybenzene-1-carboximidamide
CAS number: 277319-62-7

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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: C7H9N3O
Molecular weight: 151.2

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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.

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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：

  4-氨基苄氨肟 在 mitochondrial amidoxime reducing component 作用下， 以 aq. phosphate buffer 为溶剂， 生成 4-氨基苯甲脒
  参考文献：
  名称：

  对位取代的苯甲酰胺酶的电化学和mARC催化酶促还原：前药概念“用mid胺肟代替s”的后果

  摘要：

  线粒体a胺肟还原组分（mARC）通过还原为相应的idine类药物来激活a胺肟前药。这项研究分析了前药的化学结构与其代谢活化之间的关系，并比较了其酶介导的还原与电化学还原之间的关系。通过与猪肝中的重组蛋白和亚细胞组分孵育，然后通过HPLC定量代谢物，确定了模型化合物苯甲酰胺肟的十种对位取代衍生物的N还原反应的酶动力学参数K M和V max。通过对氨基甲酸酯的相关分析，证实了位置4上的取代基对the肟功能的化学性质有明显影响。1角1 H NMR化学位移和用哈米特4-取代benzamidoximes的氧化还原电势σ。然而，在酶促还原的动力学参数与哈米特σ或亲脂性之间没有发现明确的关系。因此得出的结论是，至少在前药活化方面，在开发新的mid胺肟前药期间，largely胺肟的这些性质以及氧化还原电位可以忽略不计。

  DOI：

  10.1002/cmdc.201402437
• 作为产物：
  描述：

  对氨基苯腈 在 盐酸羟胺 、 sodium carbonate 作用下， 以 乙醇 、 水 为溶剂， 生成 4-氨基苄氨肟
  参考文献：
  名称：

  O-烷基胺肟对隐球菌属的抗真菌活性、抗生物膜和关联研究。

  摘要：

  这是第一项描述O -烷基偕胺肟对新型隐球菌和格特隐球菌菌株的抗真菌和抗生物膜潜力的研究。体外试验表明，O-烷基偕胺肟能够抑制新型隐球菌和格特隐球菌菌株的真菌生长和生物膜形成，这表明分子对接可能与 Hsp90 相互作用。O-烷基偕胺肟和两性霉素 B之间的关联是有益的。因此，欧-alkylamidoximes 可以作为一种有用的替代品来补充有限的药物库，因为它们对隐球菌病的主要药物表现出强大的作用。

  DOI：

  10.1002/cbdv.202200539

文献信息

• Practical Synthesis of <i>N</i>-Substituted Cyanamides via Tiemann Rearrangement of Amidoximes
  作者：Chia-Chi Lin、Tsung-Han Hsieh、Pen-Yuan Liao、Zhen-Yuan Liao、Chih-Wei Chang、Yu-Chiao Shih、Wen-Hsiung Yeh、Tun-Cheng Chien

  DOI：10.1021/ol403645y

  日期：2014.2.7

  A facile and general synthesis of various N-substituted cyanamides was accomplished by the Tiemann rearrangement of amidoximes with benzenesulfonyl chlorides (TsCl or o-NsCl) and DIPEA.

  通过用苯磺酰氯（TsCl或邻-NsCl）和DIPEA进行mid胺肟的Tiemann重排，可以轻松而通用地合成各种N-取代的氰胺。
• The first one-pot ambient-temperature synthesis of 1,2,4-oxadiazoles from amidoximes and carboxylic acid esters
  作者：Sergey Baykov、Tatyana Sharonova、Anton Shetnev、Sergey Rozhkov、Stanislav Kalinin、Alexey V. Smirnov

  DOI：10.1016/j.tet.2017.01.007

  日期：2017.2

  The first one-pot room-temperature protocol for the synthesis of 3,5-disubstituted-1,2,4-oxadiazoles via the condensation between amidoximes and carboxylic acid esters in superbase medium MOH/DMSO is reported. A broad spectrum of alkyl, aryl and hetaryl amidoximes and esters was examined. This reaction route provides convenient access to 1,2,4-oxadiazoles, which is highly desirable because in the light

  据报道，第一个单锅室温规程是通过在超碱性介质MOH / DMSO中通过a肟和羧酸酯之间的缩合反应合成3,5-二取代-1,2,4-恶二唑。检查了烷基，芳基和杂芳基肟和酯的广谱光谱。该反应途径提供了方便地获得1,2,4-恶二唑的途径，这是非常需要的，因为鉴于这种特权支架，公认其是新型治疗剂和高科技材料设计的重要核心。
• A cascade process for directly converting nitriles (RCN) to cyanamides (RNHCN) <i>via</i> SO₂F₂-activated Tiemann rearrangement
  作者：Guofu Zhang、Yiyong Zhao、Chengrong Ding

  DOI：10.1039/c9ob01547g

  日期：——

  practical process for the direct conversion of nitriles to cyanamides was newly discovered and exhibited a wide substrate scope as well as great functional group-tolerability (36 examples). In this efficient strategy, the in situ generated amidoximes obtained from the reaction of nitriles with hydroxylamine subsequently underwent Tiemann rearrangement, producing the corresponding cyanamides with great

  最近发现了一种简单，温和且实用的腈直接转化为氰胺的方法，该方法具有广泛的底物范围和强大的官能团耐受性（36个实例）。在这种有效的策略中，从腈与羟胺的反应中获得的原位生成的氨基肟，随后进行了Tiemann重排，在SO2F2下以高分离产率生产了相应的氰酰胺。另外，据报道，对照实验阐明了参与形成和消除关键中间体磺酰酯的初步机制。
• PHARMACEUTICAL INTERMEDIATES AND PROCESS FOR THE PREPARATION THEREOF
  申请人：Kiraly Imre

  公开号：US20140155614A1

  公开（公告）日：2014-06-05

  The present invention relates to a process for the preparation of dabigatran etexilate of the formula or pharmaceutically accepted salts thereof.

  本发明涉及一种制备达比加群酯或其药用可接受盐的方法。
• N-(4- carbamimidoyl-phenyl) -glycine derivatives
  申请人：——

  公开号：US20010001799A1

  公开（公告）日：2001-05-24

  The invention is concerned with novel N-(4-carbamimidoyl-phenyl)-glycine derivatives of the formula: 1 wherein R 1 , E, X 1 to X 4 and G 1 and G 2 are as defined in the description and the claims, as well as hydrates or solvates and physiologically usable salts thereof.

  这项发明涉及一种新颖的公式为N-(4-羰基苄基)-甘氨酸衍生物，其中R1、E、X1至X4以及G1和G2如描述和权利要求中所定义，以及其水合物或溶剂合物和生理可用盐。

表征谱图