4-羟基-n-甲基苯甲酰胺 | 27642-27-9

• 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-羟基-n-甲基苯甲酰胺
• 中文别名: 4-羟基-N-甲基苯甲酰胺
• 英文名称: 4-hydroxy-N-methylbenzamide
• 英文别名: N-Methyl 4-hydroxy benzamide
• CAS: 27642-27-9
• 化学式: C₈H₉NO₂
• mdl: MFCD03407464
• 分子量: 151.165
• InChiKey: VKDNYQKDAXLFIL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  11
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.125
• 拓扑面积：
  49.3
• 氢给体数：
  2
• 氢受体数：
  2

安全信息

• 海关编码：
  2924299090
• 储存条件：
  存储条件：2-8℃，干燥

SDS

Material Safety Data Sheet

---

Section 1. Identification of the substance
Product Name: 4-Hydroxy-N-methylbenzamide
Synonyms:

---

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

---

Section 3. Composition/information on ingredients.
Ingredient name: 4-Hydroxy-N-methylbenzamide
CAS number: 27642-27-9

---

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.

---

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.

---

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.

---

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:

---

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.

---

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: C8H9NO2
Molecular weight: 151.2

---

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.

---

Section 11. Toxicological information
No data.

---

Section 12. Ecological information
No data.

---

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.

---

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

---

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.

---

SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  4-羟基-n-甲基苯甲酰胺 在 硫酸 作用下， 反应 10.0h， 以78%的产率得到对羟基苯甲酸
  参考文献：
  名称：

  通过贝克曼重排不饱和γ-内酯，芳族和脂环族系列的甲基酮肟获得的酰胺酸水解

  摘要：

  在三氟化硼醚化物的存在下，对取代的3-乙酰基-4-甲基-5,5-二甲基（五亚甲基）-2-氧代-2,5-二氢呋喃的肟进行贝克曼重排。为了确定肟的空间排列，对通过不饱和γ-内酯系列以及芳族和脂环族系列的甲基酮的肟的贝克曼重排而获得的酰胺进行水解。用20％的硫酸水解导致形成相应的酸和胺，而用乙酸和盐酸水解导致逆贝克曼重排，得到了最初的肟。

  DOI：

  10.1134/s1070428011110170
• 作为产物：
  描述：

  4-羟基苯乙酮肟 在 三氟乙酸 作用下， 以 乙腈 为溶剂， 生成 4-羟基-n-甲基苯甲酰胺
  参考文献：
  名称：

  一锅无盐法合成己内酰胺和工业上有用的酰胺的三氟乙酸羟胺体系作为有机催化剂试剂

  摘要：

  在这项工作中，我们研究了三氟乙酸羟胺体系在酮中一步一步无盐合成酰胺的反应性。由于己内酰胺的合成具有工业意义，因此需要特别注意。给出了三氟乙酸羟胺的合成，反应性和表征。在室温下获得了几种酮的快速肟化反应（几种酮的反应定量转化为1小时）。在同一反应器中，通过将温度升高至383K，在三当量的TFA存在下，容易完成所获得的肟的贝克曼重排。还证实了通过改性的硝酸加氢反应获得羟胺的三氟乙酸盐的可能性。 图形概要 在NH 2 OH TFA作为肟化剂的条件下，CF 3 COOH催化无盐一锅己内酰胺和酰胺的制备过程。

  DOI：

  10.1007/s10562-021-03590-z

文献信息

• [EN] DIARYLTRIAZOLES AS INHIBITORS OF 11-BETA-HYDROXYSTEROID DEHYDROGENASE-1<br/>[FR] UTILISATION DE DIARYLTRIAZOLES COMME INHIBITEURS DE LA 11-BETA-HYDROXYSTEROIDE DESHYDROGENASE-1
  申请人：MERCK & CO INC

  公开号：WO2005097759A1

  公开（公告）日：2005-10-20

  2,5-Diaryl-1,2,4-triazole derivatives of structural formula I are selective inhibitors of the 11β-hydroxysteroid dehydrogenase Type 1 enzyme (11β-HSD-1). The compounds are useful for the treatment of diabetes, hyperglycemia, obesity, insulin resistance, atherosclerosis, dyslipidemia, hyperlipidemia, hypertension, and Metabolic Syndrome. Also disclosed are novel compounds of structural formula II which are inhibitors of 11β-HSD-1.

  2,5-二芳基-1,2,4-三唑衍生物的结构式I是11β-羟基类固醇脱氢酶1型酶（11β-HSD-1）的选择性抑制剂。这些化合物用于治疗糖尿病、高血糖、肥胖、胰岛素抵抗、动脉硬化、血脂异常、高血脂、高血压和代谢综合征。还公开了结构式II的新化合物，它们是11β-HSD-1的抑制剂。
• AMIDINE COMPOUND OR SALT THEREOF
  申请人：Tanikawa Tetsuya

  公开号：US20140155597A1

  公开（公告）日：2014-06-05

  The purpose of the present invention is to provide a novel compound which has an anti-fungal activity on pathogenic fungi including fungi belonging to the genus Candida , the genus Aspergillus and the genus Trichophyton and is useful as a medicinal agent. A compound represented by formula (I) (wherein A 1 represents a nitrogen atom or a group represented by formula CR 6 ; A 2 and A 3 are the same as or different from each other and independently represent a nitrogen atom or a group represented by formula CH; R 1 represents an aryl group which may be substituted by 1 to 5 substituents independently selected from a substituent group (2) or the like; R 2 and R 3 are the same as or different from each other and independently represent a hydrogen atom, a halogen atom, a C 1-6 alkyl group, a C 1-6 haloalkyl group or a C 1-6 alkoxy group; and R 4 and R 5 are the same as or different from each other and independently represent a hydrogen atom, a C 1-6 haloalkyl group, a C 1-6 alkyl group or the like) or a salt thereof is useful as an anti-fungal agent.

  本发明的目的是提供一种新颖的化合物，该化合物对包括属于念珠菌属、曲霉属和毛癣菌属的病原真菌具有抗真菌活性，并可用作药物。由公式(I) (其中A 1代表氮原子或由公式CR 6表示的基团；A 2和A 3相同或不同，独立地表示氮原子或由公式CH表示的基团；R 1表示可能由1至5个独立选自取代基组(2)的取代基取代的芳基；R 2和R 3相同或不同，独立地表示氢原子、卤素原子、C 1-6烷基、C 1-6卤代烷基或C 1-6烷氧基；R 4和R 5相同或不同，独立地表示氢原子、C 1-6卤代烷基、C 1-6烷基等)或其盐用作抗真菌剂。
• Alpha- haloenamine reagents
  申请人：Pharmacia Corporation

  公开号：US20030080320A1

  公开（公告）日：2003-05-01

  The present invention describes immobilized haloenamine reagents, immobilized tertiary amides, methods for their preparation, and methods of use.

  本发明描述了固定化的卤胺试剂、固定化的三级酰胺、其制备方法以及使用方法。
• Phenotypic Screening To Discover Novel Chemical Series as Efficient Antihemorrhagic Agents
  作者：Irene de Miguel、Josune Orbe、Juan A. Sánchez-Arias、José A. Rodríguez、Agustina Salicio、Obdulia Rabal、Miriam Belzunce、Elena Sáez、Musheng Xu、Wei Wu、Haizhong Tan、Hongyu Ma、José A. Páramo、Julen Oyarzabal

  DOI：10.1021/acsmedchemlett.7b00549

  日期：2018.5.10

  metalloproteinases; however, several new molecules retained the antifibrinolytic activity in a phenotypic functional assay using thromboelastometry and human whole blood. Further optimization led to compound 38 as a potent antifibrinolytic agent in vivo, three times more efficacious than the current standard-of-care (tranexamic acid, TXA) at 300 times lower dose. Finally, in order to decipher the underlying

  为了找到新的化学系列作为抗纤维蛋白溶解剂，我们探索了带有不同锌结合基团（ZBGs）的α-苯基磺酰基-α-螺哌啶，以靶向那些参与纤维蛋白溶解过程的金属蛋白酶：MMP3和MMP10。出乎意料的是，所有这些新化学系列均对这些金属蛋白酶没有活性。然而，在使用血栓弹力测定法和人全血的表型功能测定中，一些新分子保留了抗纤维蛋白溶解活性。进一步的优化导致化合物38在体内作为一种有效的抗纤维蛋白溶解剂，在低300倍剂量的情况下，其功效比目前的护理标准（氨甲环酸，TXA）高三倍。最后，为了破译导致这种表型反应的潜在作用方式，使用了基于亲和力的探针成功设计了39种抗体来识别参与此反应的靶标：纤溶过程中潜在的未知作用机制。
• [EN] NEW ANTIFIBRINOLYTIC COMPOUNDS<br/>[FR] NOUVEAUX COMPOSÉS ANTIFIBRINOLYTIQUES
  申请人：PROYECTO BIOMEDICINA CIMA SL

  公开号：WO2014012964A1

  公开（公告）日：2014-01-23

  It relates to spirocyclic compounds of formula (I),or pharmaceutically or veterinary acceptable salts thereof, or any stereoisomers either of the compounds of formula (I) or of their pharmaceutically or veterinary acceptable salts, wherein A and B form a spirocyclic ring system wherein the spiro atom connecting A and B is a carbonatom and wherein A is a known 3- to 8-membered carbocyclic or heterocyclic monocyclic ring or a known 6- to 18-membered carbocyclic or heterocyclic polycyclic ring system; B is a known 4- to 7-membered carbocyclic or heterocyclic monocyclic ring; C is phenyl or a known 5- to 6-membered heteroaromatic ring; and R1-R7 are as defined herein. It also relates to a process for their preparation, as well as to the intermediates used in this process; to pharmaceutical or veterinary compositions containing them, and to their use in medicine, in particular as antifibrinolytic and antihemorragic agents.

  这涉及到公式(I)的螺环化合物，或其在药用或兽医学上可接受的盐，或者公式(I)化合物或其药用或兽医学上可接受的盐的立体异构体，其中A和B形成一个螺环系统，其中连接A和B的螺原子是一个碳原子，A是已知的3-至8-成员碳环或杂环单环，或已知的6-至18-成员碳环或杂环多环系统；B是已知的4-至7-成员碳环或杂环单环；C是苯基或已知的5-至6-成员杂芳环；R1-R7如此定义。它还涉及到它们的制备方法，以及在该过程中使用的中间体；含有它们的药用或兽医学组合物，以及它们在医学中的用途，特别是作为抗纤溶和抗出血剂。