2-氰基-2-甲基丙酸甲酯 | 72291-30-6

• 物质功能分类: 医药中间体 - 原料药中间体
• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 中文名称: 2-氰基-2-甲基丙酸甲酯
• 中文别名: 2,2-二甲基氰基乙酸甲酯
• 英文名称: methyl 2-cyano-2-methylpropanoate
• 英文别名: methyl 2,2-dimethyl-cyanoacetate
• CAS: 72291-30-6
• 化学式: C₆H₉NO₂
• mdl: MFCD03428328
• 分子量: 127.143
• InChiKey: TZPHOIMASXVLQZ-UHFFFAOYSA-N

物化性质

• 沸点：
  70-72 °C(Press: 17 Torr)
• 密度：
  1.021±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  9
• 可旋转键数：
  2
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.666
• 拓扑面积：
  50.1
• 氢给体数：
  0
• 氢受体数：
  3

安全信息

• 危险等级：
  IRRITANT
• 海关编码：
  2926909090
• 危险性防范说明：
  P501,P261,P270,P210,P271,P264,P280,P370+P378,P337+P313,P305+P351+P338,P362+P364,P332+P313,P301+P312+P330,P302+P352+P312,P304+P340+P312,P403+P235
• 危险性描述：
  H302+H312+H332,H315,H319,H227
• 储存条件：
  室温且干燥环境下使用。

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: Methyl 2-cyano-2,2-dimethylacetate
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: Methyl 2-cyano-2,2-dimethylacetate
CAS number: 72291-30-6

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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: C6H9NO2
Molecular weight: 127.1

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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

反应信息

• 作为反应物：
  描述：

  2-氰基-2-甲基丙酸甲酯 在 镍 氢气 作用下， 以 甲醇 为溶剂， 反应 24.0h， 生成 3-氨基-2,2-二甲基丙酸甲酯
  参考文献：
  名称：

  SUBSTITUTED PYRIMIDODIAZEPINES

  摘要：

  本发明提供了公式I的PLK1抑制剂化合物： 用于治疗或控制细胞增殖性疾病，特别是肿瘤性疾病。这些化合物和含有这些化合物的配方可能在治疗或控制实体肿瘤方面有用，例如乳腺、结肠、肺和前列腺肿瘤以及其他肿瘤性疾病，如非霍奇金淋巴瘤。

  公开号：

  US20080234255A1
• 作为产物：
  描述：

  氰乙酸甲酯 、 碘甲烷 在 caesium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 72.0h， 以11 g的产率得到2-氰基-2-甲基丙酸甲酯
  参考文献：
  名称：

  [EN] 4 -HYDROXY- ISOQUINOLINE COMPOUNDS AS HIF HYDROXYLASE INHIBITORS
  [FR] COMPOSÉS 4-HYDROXY-ISOQUINOLÉINE COMME INHIBITEURS D'HYDROXYLASE HIF

  摘要：

  本发明涉及式(I)的新化合物，以及能够选择性地抑制PHD1酶活性而不影响其他同工酶（例如PHD2和/或PHD3酶）的组合物。该发明还涉及式(I)的化合物在肌肉退化、结肠炎、炎症性肠病和某些缺血症等疾病中的应用。

  公开号：

  WO2013134660A1

文献信息

• Activation of aliphatic carbon–carbon bonds of esters and amides by rhodium(II) porphyrin
  作者：Lirong Zhang、Kin Shing Chan

  DOI：10.1016/j.jorganchem.2007.01.012

  日期：2007.4

  Aliphatic carbon–carbon bonds of esters and amides were activated successfully with rhodium(II) porphyrin radical to give rhodium(III) porphyrin alkyls in moderate yields.

  酯和酰胺的脂族碳-碳键已被铑（II）卟啉自由基成功激活，从而以中等收率得到了铑（III）卟啉烷基。
• Hydration of Cyanohydrins by Highly Active Cationic Pt Catalysts: Mechanism and Scope
  作者：Chengcheng Li、Xiao-Yong Chang、Luqiong Huo、Haibo Tan、Xiangyou Xing、Chen Xu

  DOI：10.1021/acscatal.1c02254

  日期：2021.7.16

  Cyanohydrins (α-hydroxy nitriles) are a special type of nitriles that readily decompose into hydrogen cyanide (HCN) and the corresponding carbonyl compounds. Hydration of cyanohydrins that are readily available through cyanation of aldehydes and ketones provides the most straightforward route to valuable α-hydroxyamides. However, due to low stability of cyanohydrins and deactivation of the catalysts

  氰醇（α-羟基腈）是一种特殊类型的腈，很容易分解成氰化氢 (HCN) 和相应的羰基化合物。可通过醛和酮的氰化轻松获得的氰醇的水合提供了获得有价值的 α-羟基酰胺的最直接途径。然而，由于氰醇的低稳定性和释放的 HCN 使催化剂失活，氰醇的催化直接水合仍然在很大程度上未解决。一般来说，含有较大取代基的氰醇，如α,α-二芳基氰醇，降解速度更快，因此更难水合。在这里，我们报告了对各种氰醇的水合表现出高反应性的阳离子铂催化剂的开发。2 OH)X(OTf) 揭示了一个催化循环，包括形成五元金属环中间体，然后通过 H 2 O攻击二级氧化膦 (PR 2 OH) 配体的磷进行水解。我们发现 Pt 催化剂甲轴承富电子，适当小的咬角双膦配体提供了一种用于氰醇的水合反应性超级。由A催化的水合反应在环境温度下进行，并与多种氰醇一起发生，包括最难的 α,α-二芳基氰醇，具有良好的转化率。
• Fibrinogen receptor antagonist and pharmaceutical compositions
  申请人：Nippon Steel Corporation

  公开号：US05866592A1

  公开（公告）日：1999-02-02

  Compounds of the following general formula (I) and pharmaceutically acceptable salts thereof.

  以下一般式（I）的化合物及其药用可接受的盐。
• [EN] BENZETHERS AND ANILINES OF PYRAZOLYL-AMINO-PYRIMIDINYL DERIVATIVES, AND COMPOSITIONS AND METHODS THEREOF<br/>[FR] BENZYLÉTHERS ET ANILINES DE DÉRIVÉS DE PYRAZOLYL-AMINO-PYRIMIDINYLE, COMPOSITIONS ET PROCÉDÉS ASSOCIÉS
  申请人：LYNK PHARMACEUTICALS CO LTD

  公开号：WO2020207414A1

  公开（公告）日：2020-10-15

  Provided is a novel class of orally and/or topically available, selective and potent JAK inhibitors as safe and effective therapeutics against various diseases and disorders. Also provided is pharmaceutical composition of these compounds and methods of their preparation and use thereof.

  提供一种新型的口服和/或局部可用的、选择性和有效的JAK抑制剂，作为安全有效的治疗各种疾病和紊乱的药物。还提供了这些化合物的药物组合物以及它们的制备和使用方法。
• [EN] A PROCESS FOR DIMETHYLATION OF ACTIVE METHYLENE GROUPS<br/>[FR] PROCÉDÉ DE DIMÉTHYLATION DE GROUPES MÉTHYLÈNE ACTIFS
  申请人：LEK PHARMACEUTICALS

  公开号：WO2010112482A1

  公开（公告）日：2010-10-07

  The present invention discloses a process for dimethylation of active methylene groups. Specifically, the invention discloses aprocess for preparing3-amino-2,2- dimethylpropanamide. Compounds produced by the present dimethylation process such as 3-amino-2,2-dimethylpropanamide can be used as intermediates in the route of synthesis of therapeutic, prophylactic or diagnostic agent, for example aliskiren or cryptophycin. Particularly, the invention relates to embodiments further extending to processesfor preparing pharmaceutical dosage form comprising said therapeutic, prophylactic or diagnostic agents. More specifically, the invention relates to the use of compounds produced by the present dimethylation process for the manufacture of therapeutic, prophylactic or diagnostic agents or for the manufacture of pharmaceutical dosage forms comprising said therapeutic, prophylactic or diagnostic agents. The processes according to the present invention can be beneficially applied for the synthesis of various active pharmaceutical ingredients, such as aliskiren or crypthophycin.

  本发明公开了一种活性甲基烷基羟基二甲基化的方法。具体地，该发明公开了制备3-氨基-2,2-二甲基丙酰胺的方法。本甲基化过程产生的化合物，如3-氨基-2,2-二甲基丙酰胺，可用作合成治疗、预防或诊断药物的中间体，例如阿利司鲁或隐花链霉素。特别地，本发明涉及进一步扩展到制备包括所述治疗、预防或诊断药物的制药剂量形式的方法。更具体地，本发明涉及利用本甲基化过程产生的化合物制造治疗、预防或诊断药物，或者制造包括所述治疗、预防或诊断药物的制药剂量形式。根据本发明的方法可有益地应用于合成各种活性药物成分，如阿利司鲁或隐花链霉素。