4-(二甲基氨基甲酰)苯甲酸甲酯 | 21928-11-0

• 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-(二甲基氨基甲酰)苯甲酸甲酯
• 英文名称: methyl 4-(dimethylcarbamoyl)benzoate
• 英文别名: N,N-dimethyl-4-methoxycarbonylbenzamide
• CAS: 21928-11-0
• 化学式: C₁₁H₁₃NO₃
• mdl: MFCD13580806
• 分子量: 207.229
• InChiKey: PQPORQNZFWYDOI-UHFFFAOYSA-N

物化性质

• 沸点：
  352.8±25.0 °C(Predicted)
• 密度：
  1.134±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.272
• 拓扑面积：
  46.6
• 氢给体数：
  0
• 氢受体数：
  3

安全信息

• 海关编码：
  2924299090

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: Methyl 4-(dimethylcarbamoyl)benzoate
Synonyms: N,N-Dimethyl 4-carboxybenzamide

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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: Methyl 4-(dimethylcarbamoyl)benzoate
CAS number: 21928-11-0

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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: C11H13NO3
Molecular weight: 207.2

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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-(二甲基氨基甲酰)苯甲酸甲酯 在 草酰氯 、 水 、 吡哆醛 、 potassium carbonate 、 异丙胺 、 三乙胺 、 N,N-二甲基甲酰胺 作用下， 以 四氢呋喃 、 甲醇 、 aq. phosphate buffer 、 二氯甲烷 、 二甲基亚砜 为溶剂， 生成 贝曲西班
  参考文献：
  名称：

  一种新的贝曲西班中间体及其制备方法和应用

  摘要：

  本发明公开了一种新的贝曲西班中间体及其制备方法和应用，该中间体的结构如式Ⅰ所示。该中间体可以通过生物酶催化方法高效、高收率地实现贝曲西班结构中N,N‑二甲基脒基结构片段的构建，具有绿色、环保的特点。

  公开号：

  CN109942486A
• 作为产物：
  描述：

  对苯二甲酸单甲酯 在 氯化亚砜 、 N,N-二甲基甲酰胺 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 生成 4-(二甲基氨基甲酰)苯甲酸甲酯
  参考文献：
  名称：

  通过酰胺-酰碘重路由的亲电 N-C(O) 活化对未活化叔酰胺进行高化学选择性转酰胺化

  摘要：

  使用等量的胺对未活化的叔酰胺进行具有挑战性的转酰胺化反应是通过协同酸/碘化物催化完成的。该方法提供了一种新的方法，通过反应性酰碘中间体重新引导未活化和未反应性N,N-二烷基酰胺的反应性，代表了一种强大的未活化酰胺键的新活化模式。

  DOI：

  10.1002/anie.202202794

文献信息

• [EN] KCNT1 INHIBITORS AND METHODS OF USE<br/>[FR] INHIBITEURS DE KCNT1 ET PROCÉDÉS D'UTILISATION
  申请人：PRAXIS PREC MEDICINES INC

  公开号：WO2020227097A1

  公开（公告）日：2020-11-12

  The present invention is directed to, in part, compounds and compositions useful for preventing and/or treating a neurological disease or disorder, a disease or condition relating to excessive neuronal excitability, and/or a gain-of-function mutation in a gene (e.g., KCNT1). Methods of treating a neurological disease or disorder, a disease or condition relating to excessive neuronal excitability, and/or a gain-of-function mutation in a gene such as KCNT1 are also provided herein.

  本发明部分涉及用于预防和/或治疗神经系统疾病或紊乱、与过度神经元兴奋性有关的疾病或症状，以及基因中的功能增强突变（例如，KCNT1）的化合物和组合物。本文还提供了治疗神经系统疾病或紊乱、与过度神经元兴奋性有关的疾病或症状，以及基因中的功能增强突变（如KCNT1）的方法。
• Highly Efficient Gold Nanoparticle Catalyzed Deoxygenation of Amides, Sulfoxides, and Pyridine N-Oxides
  作者：Yusuke Mikami、Akifumi Noujima、Takato Mitsudome、Tomoo Mizugaki、Koichiro Jitsukawa、Kiyotomi Kaneda

  DOI：10.1002/chem.201003109

  日期：2011.2.7

  HAPpy catalysts: Hydroxyapatite‐supported gold nanoparticles efficiently catalyze the deoxygenation of amides, sulfoxides, and pyridine N‐oxides, with silanes as reductants, to give the corresponding products with excellent turnover numbers (see graphic). Furthermore, this catalyst is easily recovered and reused without any loss of efficiency.

  HAPpy催化剂：以羟基磷灰石为载体的金纳米颗粒，以硅烷为还原剂，可有效催化酰胺，亚砜和吡啶N-氧化物的脱氧反应，从而制得具有优异周转率的相应产品（见图）。此外，该催化剂易于回收和再利用而没有任何效率损失。
• Novel Human Aminopeptidase N Inhibitors: Discovery and Optimization of Subsite Binding Interactions
  作者：Jisook Lee、Natalie B. Vinh、Nyssa Drinkwater、Wei Yang、Komagal Kannan Sivaraman、Luke S. Schembri、Michelle Gazdik、Peter M. Grin、Georgina S. Butler、Christopher M. Overall、Susan A. Charman、Sheena McGowan、Peter J. Scammells

  DOI：10.1021/acs.jmedchem.9b00757

  日期：2019.8.8

  inhibition activities against APN. N-(2-(Hydroxyamino)-2-oxo-1-(3',4',5'-trifluoro-[1,1'-biphenyl]-4-yl)ethyl)-4-(methylsulfonamido)benzamide (6ad) proved to be an extremely potent inhibitor of APN activity in vitro, selective against other zinc-dependent enzymes such as matrix metalloproteases, and possessed limited cytotoxicity against Ad293 cells and favorable physicochemical and metabolic stability properties

  氨基肽酶N（APN / CD13）是锌依赖性的M1氨基肽酶，可通过促进血管生成，转移和肿瘤侵袭来促进癌症进展。我们以前已经确定了含有异羟肟酸的类似物，它们是来自疟疾寄生虫恶性疟原虫M1氨基肽酶（PfA-M1）的APN同源物的有效抑制剂。在这里，我们描述了支持PfA-M1抑制剂作为新型APN抑制剂的再利用的基本原理。使用基于结构的设计方法开发了一系列新型异羟肟酸类似物，并评估了其对APN的抑制活性。N-（2-（羟基氨基）-2-氧代-1-（3'，4'，5'-三氟-[1,1'-联苯] -4-基）乙基）-4-（甲基磺酰胺基）苯甲酰胺（ 6ad）被证明是体外APN活性的极强抑制剂，对其他锌依赖性酶（例如基质金属蛋白酶）具有选择性，对Ad293细胞具有有限的细胞毒性，并具有良好的理化和代谢稳定性能。综合结果表明，化合物6ad可能是抗癌药开发的有用先导。
• Direct Synthesis of Ketones from Methyl Esters by Nickel‐Catalyzed Suzuki–Miyaura Coupling
  作者：Yan‐Long Zheng、Pei‐Pei Xie、Omid Daneshfar、Kendall N. Houk、Xin Hong、Stephen G. Newman

  DOI：10.1002/anie.202103327

  日期：2021.6.7

  direct conversion of alkyl esters to ketones has been hindered by the sluggish reactivity of the starting materials and the susceptibility of the product towards subsequent nucleophilic attack. We have now achieved a cross-coupling approach to this transformation using nickel, a bulky N-heterocyclic carbene ligand, and alkyl organoboron coupling partners. 65 alkyl ketones bearing diverse functional groups

  烷基酯向酮的直接转化受到起始材料缓慢的反应性和产物对随后亲核攻击的敏感性的阻碍。我们现在已经使用镍、一种庞大的 N-杂环卡宾配体和烷基有机硼偶联伙伴实现了这种转化的交叉偶联方法。用这种方法合成了 65 个带有不同官能团和杂环支架的烷基酮。对于带有易于被 Ni 裂解的其他键的多功能底物的 C(酰基)-O 键活化，观察到催化剂控制的化学选择性，包​​括芳醚、芳基氟和 N-Ph 酰胺官能团。密度泛函理论计算为 Ni 0 /Ni II提供了机械支持 催化循环，并证明稳定的大催化剂和底物之间的非共价相互作用对反应的成功至关重要。
• 단핵 철 착체 및 그것을 사용한 유기 합성 반응
  申请人：KYUSHU UNIVERSITY, NATIONAL UNIVERSITY CORPORATION 고쿠리쓰다이가쿠호진 규슈다이가쿠(520070190503)

  公开号：KR20150125983A

  公开（公告）日：2015-11-10

  식 (1)로 표시되는 철-규소 결합을 갖는 단핵 철 착물은 하이드로실릴화 반응, 수소화 반응, 카본일 화합물의 환원 반응의 3 반응에 우수한 촉매 활성을 발휘할 수 있다. (식 중, R∼R은, 서로 독립하여, 수소 원자, X로 치환되어 있어도 되는 알킬기, 아릴기, 아르알킬기 등을 나타내거나, R∼R 중 어느 하나와 R∼R 중 어느 하나의 적어도 1쌍이 하나로 합쳐진 가교 치환기를 나타내고, X는 할로젠 원자, 오가노옥시기 등을 나타내고, L은 CO 이외의 2전자 배위자를 나타내고, L이 복수 존재하는 경우, 그것들은 서로 동일해도 상이해도 되고, L이 2개인 경우, 그것들은 서로 결합하고 있어도 되며, n 및 m은 서로 독립하여 1∼3의 정수를 나타내지만, n+m은 3 또는 4를 충족시킨다.)

  具有铁-硅键合的单核铁配合物可以在氢硅化反应、氢化反应和碳碳化合物的还原反应中表现出优异的催化活性。 （在方程中，R〜R表示独立的氢原子，或者可以被取代为烷基，芳基，芳基烷基等，R〜R中的任何一个和R〜R中的任何一个至少一对表示为一个桥接取代基，X表示卤素原子，有机氧基等，L表示除CO之外的二电子受体，如果L存在多个，则它们可以相同也可以不同，如果L为2个，则它们可以相互结合，n和m是独立的整数1-3，但n+m等于3或4。）