2-氨基-4-氰基苯酚 | 14543-43-2

• 物质功能分类: 有机原料 - 杂环化合物
• 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: 2-氨基-4-氰基苯酚
• 中文别名: 3-氨基-4-羟基苯甲腈
• 英文名称: 3-amino-4-hydroxybenzonitrile
• CAS: 14543-43-2
• 化学式: C₇H₆N₂O
• mdl: MFCD00234273
• 分子量: 134.137
• InChiKey: ZEWCASRNRWXXSO-UHFFFAOYSA-N

物化性质

• 熔点：
  151-153℃
• 沸点：
  345.1±32.0 °C(Predicted)
• 密度：
  1.33±0.1 g/cm3(Predicted)
• 溶解度：
  可溶于DMSO（少许）、甲醇（少许）

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  10
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  70
• 氢给体数：
  2
• 氢受体数：
  3

安全信息

• 危险等级：
  6.1
• 安全说明：
  S26,S36/37/39
• 危险类别码：
  R20/21/22,R36/37/38
• 海关编码：
  2926909090
• 危险品运输编号：
  UN 3439
• 危险性防范说明：
  P280,P305+P351+P338
• 危险性描述：
  H317,H319
• 储存条件：
  2-8°C

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: 2-Amino-4-cyano-phenol
Synonyms:

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Section 2. Hazards identification
Harmful by inhalation, in contact with skin, and if swallowed.
H301: Toxic if swallowed
H311: Toxic in contact with skin
H332: Harmful if inhaled
Causes skin irritation
H315:
H319: Causes serious eye irritation
H335: May cause respiratory irritation
P261: Avoid breathing dust/fume/gas/mist/vapours/spray
P301+P310: IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician
P305+P351+P338: IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses if present
and easy to do – continue rinsing
P361: Remove/Take off immediately all contaminated clothing
P405: Store locked up

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Section 3. Composition/information on ingredients.
Ingredient name: 2-Amino-4-cyano-phenol
CAS number: 14543-43-2

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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.
Immediately wash skin with copious amounts of water for at least 15 minutes. Assure adequate
Eye contact:
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.
Storage: Store in closed vessels, refrigerated.

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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
No data
Boiling point:
Melting point: No data
Flash point: No data
Density: No data
Molecular formula: C7H6N2O
Molecular weight: 134.1

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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

制备方法与用途

概述

2-氨基-4-氰基苯酚是一种酚类衍生物，可用作有机中间体。

制备

2-氨基-4-氰基苯酚可通过将2-硝基-4-氰基苯酚一步还原制得。

反应信息

• 作为反应物：
  描述：

  2-氨基-4-氰基苯酚 在 sodium hydride 、 sodium carbonate 、 potassium carbonate 、 三乙胺 作用下， 以 乙醇 、 氯仿 、 N,N-二甲基甲酰胺 为溶剂， 反应 12.0h， 生成 Ethyl 4-[6-(4,5-dihydro-1,3-thiazol-2-yl)-3-oxo-1,4-benzoxazin-4-yl]butanoate
  参考文献：
  名称：

  新的1，4-苯并恶嗪衍生物钾通道开放剂的合成及其血管舒张活性。

  摘要：

  作为寻找新的钾通道开放剂的一部分，描述了衍生自克罗马卡林的苯并吡喃骨架的新的1,4-苯并恶嗪衍生物的合成和血管舒张活性。几种新的1,4-苯并恶嗪衍生物具有明显的血管舒张活性，其总体药理行为类似于CRK（1f，1i，2d，2e，2f和2i）。

  DOI：

  10.1016/s0968-0896(02)00091-3
• 作为产物：
  描述：

  4-羟基苯甲腈 在 palladium 10% on activated carbon 、 氢气 、 硝酸 、 溶剂黄146 作用下， 以 甲醇 为溶剂， 反应 13.0h， 生成 2-氨基-4-氰基苯酚
  参考文献：
  名称：

  针对黄嘌呤氧化酶中的子口袋：2- [4-烷氧基-3-（1H-四唑-1-基）苯基] -6-氧代-1,6-二氢嘧啶-5-羧酸的设计，合成和生物学评估衍生品。

  摘要：

  黄嘌呤氧化酶是治疗高尿酸血症，痛风和其他相关疾病的重要靶标。用非布司他对黄嘌呤氧化酶的高分辨率结构进行分析，确定存在由残基Leu648，Ans768，Lys771，Leu1014和Pro1076形成的亚口袋。在这项研究中，我们设计并合成了一系列2- [4-烷氧基-3-（1H-四唑-1-基）苯基] -6-氧代-1,6-二氢嘧啶-5-羧酸衍生物（8a- 8z）具有靶向黄嘌呤氧化酶活性位点这一亚口袋的四唑基，并且进一步评估了它们在体外对黄嘌呤氧化酶的抑制能力。结果表明，所有测试的化合物（8a-8z）均表现出明显的黄嘌呤氧化酶抑制能力，IC50值为0.0288μM至0.629μM。他们之中，化合物8u成为最有效的黄嘌呤氧化酶抑制剂，IC50值为0.0288μM，与非布索坦相当（IC50 = 0.0236μM）。结构-活性关系结果表明，在体外对黄嘌呤氧化酶的抑制能力中，4'-位的疏水基团是必不可少的

  DOI：

  10.1016/j.ejmech.2019.07.062

文献信息

• 具有黄嘌呤氧化酶抑制活性的化合物及其制 备方法和应用
  申请人：沈阳海诺威医药科技有限公司

  公开号：CN110156769B

  公开（公告）日：2020-08-21

  本发明属于医药技术领域，涉及具有黄嘌呤氧化酶抑制活性的化合物及其制备方法和应用。本发明提供了具有通式I所示的黄嘌呤氧化酶抑制活性的化合物或药学上可接受的盐、异构体、多晶型物、可药用的溶剂化物，还提供了制备所述的具有黄嘌呤氧化酶抑制活性的化合物或药学上可接受的盐的中间体，该中间体的结构如通式II或III所示。其中，R如权利要求和说明书所述。
• [EN] COMPOUNDS WHICH HAVE ACTIVITY AT M1 RECEPTOR AND THEIR USES IN MEDICINE<br/>[FR] COMPOSÉS PRÉSENTANT UNE ACTIVITÉ AU NIVEAU DU RÉCEPTEUR M1 ET LEURS UTILISATIONS EN MÉDECINE
  申请人：GLAXO GROUP LTD

  公开号：WO2009037294A1

  公开（公告）日：2009-03-26

  Compounds of formula (I) or a salt thereof are provided: wherein R4, R5, R6, Q, A, Y and R are as defined in the description. Uses of the compounds as medicaments and in the manufacture of medicaments for treating psychotic disorders, cognitive impairments and Alzheimer's Disease are disclosed. The invention further discloses pharmaceutical compositions comprising the compounds.

  提供具有公式(I)或其盐的化合物：其中R4、R5、R6、Q、A、Y和R按描述定义。披露了这些化合物作为药物的使用和在制造用于治疗精神病性障碍、认知障碍和阿尔茨海默病药物中的应用。本发明还公开了包含这些化合物的药物组合物。
• Pyrazolopyrimidines as therapeutic agents
  申请人：Abbott Laboratories

  公开号：US20020156081A1

  公开（公告）日：2002-10-24

  The present invention provides compounds of Formula I, 1 including pharmaceutically acceptable salts and/or prodrugs thereof, where G, R 2 , and R 3 are defined as described herein.

  本发明提供了公式I的化合物，包括其药学上可接受的盐和/或前药，其中G、R2和R3的定义如本文所述。
• MODULATORS OF CYSTIC FIBROSIS TRANSMEMBRANE CONDUCTANCE REGULATOR
  申请人：Binch Hayley

  公开号：US20100168094A1

  公开（公告）日：2010-07-01

  The present invention relates to modulators of ATP-Binding Cassette (“ABC”) transporters or fragments thereof, including Cystic Fibrosis Transmembrane Conductance Regulator, compositions thereof, and methods therewith. The present invention also relates to methods of treating diseases using such CFTR modulators.

  本发明涉及调节ATP结合盒（“ABC”）转运蛋白或其片段的调节剂，包括囊性纤维化跨膜传导调节蛋白，以及相关的组合物和方法。本发明还涉及利用这些CFTR调节剂治疗疾病的方法。
• Bispidine antiarrhythmic compounds
  申请人：AstraZeneca AB

  公开号：US06291475B1

  公开（公告）日：2001-09-18

  There is provided a compound of formula I, wherein R1, R2, R9, R10, R11, R12, X, A and B have meanings given in the description, which are useful in the prophylaxis and in the treatment of arrhythmias, in particular atrial and ventricular arrhythmias.

  提供了一个式I的化合物， 其中R1、R2、R9、R10、R11、R12、X、A和B的含义如描述中所给，这些化合物在心律失常的预防和治疗中特别有用，尤其是房颤和室颤。