N-甲基1-甲基吡咯-2-羧酰胺 | 7151-19-1

• 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: N-甲基1-甲基吡咯-2-羧酰胺
• 英文名称: N,1-dimethyl-1H-pyrrole-2-carboxamide
• 英文别名: 1-methyl-pyrrole-2-carboxylic acid methylamide；1-Methyl-pyrrol-2-carbonsaeure-methylamid；N,1-dimethylpyrrole-2-carboxamide
• CAS: 7151-19-1
• 化学式: C₇H₁₀N₂O
• mdl: MFCD18087709
• 分子量: 138.169
• InChiKey: KAEZLAZMWDXQFS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.3
• 重原子数：
  10
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.285
• 拓扑面积：
  34
• 氢给体数：
  1
• 氢受体数：
  1

安全信息

• 海关编码：
  2933990090

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: N-Methyl 1-methylpyrrole-2-carboxamide
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: N-Methyl 1-methylpyrrole-2-carboxamide
CAS number: 7151-19-1

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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: C7H10N2O
Molecular weight: 138.2

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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：

  N-甲基1-甲基吡咯-2-羧酰胺 在 lithium aluminium tetrahydride 、 三乙胺 作用下， 以 1,4-二氧六环 、 二氯甲烷 为溶剂， 反应 2.0h， 生成 N-methyl-N-[(1-methylpyrrol-2-yl)methyl]methanesulfonamide
  参考文献：
  名称：

  哌嗪基烷基杂环作为潜在的抗精神病药。

  摘要：

  我们最近报道了一系列吡咯曼尼希碱在抑制大鼠条件性回避反应（CAR）方面具有口服活性。这些化合物对D2和5-HT1A受体均具有亲和力，并且有些是非致死肽的。这样的特征表明它们可能是潜在的抗精神病药，它们缺乏引起人锥体外系副作用和迟发性运动障碍的倾向。这些化合物之一，1-[[1-甲基-5-[[4- [2-（1-甲基乙氧基）苯基] -1-哌嗪基]甲基] -1H-吡咯-2-基]甲基] -2-选择哌啶酮（RWJ 25730，1）进行进一步开发，但发现在稀酸中不稳定。为了提高稳定性，我们用乙烯取代了哌嗪环上的吡咯亚甲基键，并使用乙烯和二羰基作为内酰胺和吡咯环之间的连接基，在吡咯环上放置吸电子基团，并用无环酰胺取代内酰胺。此外，我们用其他杂环取代了吡咯片段，包括噻吩，呋喃，异恶唑，异恶唑啉和吡啶。通常，用噻吩，呋喃，异恶唑啉或吡啶取代N-甲基吡咯片段可得到在CAR中与1等价的化合物，它们在稀酸中更稳定。

  DOI：

  10.1021/jm00021a009
• 作为产物：
  描述：

  alkaline earth salt of/the/ methylsulfuric acid 生成 N-甲基1-甲基吡咯-2-羧酰胺
  参考文献：
  名称：

  Bell, Chemische Berichte, 1877, vol. 10, p. 1863

  摘要：

  DOI：

文献信息

• Novel Tetracyclic Tetrahydrofuran Derivatives Containing Cyclic Amine Side Chain
  申请人：Cid-Nunez Jose Maria

  公开号：US20080262076A1

  公开（公告）日：2008-10-23

  This invention concerns novel substituted tetracyclic tetrahydrofuran derivatives containing a cyclic amine side chain with binding affinities towards dopamine receptors, in particular dopamine D 2 receptors, towards serotonin receptors, in particular 5-HT 2A and 5-HT 2C receptors, and pharmaceutical compositions comprising the compounds according to the invention, the use thereof as a medicine, in particular for the prevention and/or treatment of a range of psychiatric and neurological disorders, in particular certain psychotic, cardiovascular and gastrokinetic disorders and processes for their production. The compounds according to the invention can be represented by general Formula (I) and comprises also a pharmaceutically acceptable acid or base addition salt thereof, an N-oxide form thereof or a quaternary ammonium salt thereof, wherein all substituents are defined as in Claim 1.

  本发明涉及一种新型取代四环四氢呋喃衍生物，其含有一个环状胺侧链，具有结合多巴胺受体的亲和力，特别是多巴胺D2受体，对5-HT2A和5-HT2C受体的亲和力，以及包含根据本发明的化合物的制药组合物，其用作药物，特别是用于预防和/或治疗一系列精神和神经疾病，特别是某些精神病、心血管和胃动力紊乱，并提供其生产过程。根据本发明的化合物可以用一般式（I）表示，并包括其药学上可接受的酸或碱盐、N-氧化物形式或季铵盐，其中所有取代基在权利要求书1中定义。
• 10.1248/cpb.c24-00143
  作者：Ikejiri, Masahiro、Yoshimizu, Aki、Shiota, Fumika、Nagayama, Ai、Fujisaka, Aki、Kuboki, Yuichi、Miyashita, Kazuyuki

  DOI：10.1248/cpb.c24-00143

  日期：——

  We have developed a series of 2-monoaryl-5-diarylmethylene analogs of the green fluorescent protein chromophore to study their viscosity-induced emission (VIE) properties. The analogs were synthesized by a condensation with methyl imidate and N-(diarylmethylene)glycinate. Among the analogs, the N-methylpyrrol-2-yl-substituted analog 1h induced the most remarkable VIE behavior in triglyceride and lipid

  我们开发了一系列绿色荧光蛋白发色团的 2-单芳基-5-二芳基亚甲基类似物，以研究它们的粘度诱导发射 (VIE) 特性。通过与亚氨酸甲酯和N- (二芳基亚甲基)甘氨酸酯缩合合成类似物。在这些类似物中， N-甲基吡咯-2-基取代的类似物1h在甘油三酯和脂质双层中诱导了最显着的 VIE 行为，这可能是由于吡咯环的高 π 电子丰富特性。咪唑啉酮类似物中的吡咯取代基有望成为引入 VIE 行为的通用模板。  全尺寸图像
• Rhodium-Catalyzed Oxidative Cycloaddition of Benzamides and Alkynes via C−H/N−H Activation
  作者：Todd K. Hyster、Tomislav Rovis

  DOI：10.1021/ja103776u

  日期：2010.8.4

  The oxidative cycloaddition of benzamides and alkynes has been developed. The reaction utilizes Rh(III) catalysts in the presence of Cu(II) oxidants, and is proposed to proceed by N-H metalation of the amide followed by ortho C-H activation. The resultant rhodacycle undergoes alkyne insertion to form isoquinolones in good yield. The reaction is tolerant of extensive substitution on the amide, alkyne, and arene, including halides, silyl ethers, and unprotected aldehydes as substituents. Unsymmetrical alkynes proceed with excellent regioselectivity, and heteroaryl carboxamides are tolerated leading to intriguing scaffolds for medicinal chemistry. A series of competition experiments shed further light on the mechanism of the transformation and reasons for selectivity.
• Bell, Chemische Berichte, 1877, vol. 10, p. 1863
  作者：Bell

  DOI：——

  日期：——
• Pyrrolidinium Analogs of Choline and Betaine. Onium Compounds. XXI
  作者：R. R. Renshaw、W. E. Cass

  DOI：10.1021/ja01874a052

  日期：1939.5