1-甲基吡咯-2-羧酰胺 | 64230-41-7

• 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: 1-甲基吡咯-2-羧酰胺
• 英文名称: 1-methyl-1H-pyrrole-2-carboxamide
• 英文别名: 1-Methylpyrrole-2-carboxamide
• CAS: 64230-41-7
• 化学式: C₆H₈N₂O
• mdl: MFCD03654144
• 分子量: 124.142
• InChiKey: FLJBIGAZJFDVTC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.1
• 重原子数：
  9
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.166
• 拓扑面积：
  48
• 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: 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: 1-Methylpyrrole-2-carboxamide
CAS number: 64230-41-7

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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: C6H8N2O
Molecular weight: 124.1

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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：

  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 19.0h， 生成 N-[(1-methylpyrrol-2-yl)methyl]acetamide
  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：

  2,2,2-三氯-1-(1-甲基-1H-吡咯-2-基)-乙酮 在 ammonium hydroxide 作用下， 以 乙腈 为溶剂， 反应 0.5h， 以100%的产率得到1-甲基吡咯-2-羧酰胺
  参考文献：
  名称：

  基于铜催化交叉偶联策略的吡咯-咪唑聚酰胺低聚物的合成。

  摘要：

  吡咯-咪唑（Py-Im）聚酰胺由于对DNA的微小凹槽具有独特的结合特性，因此是用于化学生物学和药物化学研究的有用工具。我们开发了一种基于Cu催化交叉偶联策略合成Py-Im聚酰胺低聚物的新方法。可以使用具有容易制备的单体单元的Cu催化的Ullmann型交叉偶联来合成所有四个模式的二聚体片段。此外，我们证明了通过结合吡咯/吡咯偶联加成物的位点选择性碘化可得到用于Py-Im聚酰胺合成的吡咯二聚体，三聚体和四聚体结构单元。

  DOI：

  10.1016/j.bmcl.2017.03.052

文献信息

• [EN] THIAZOLE AND OXAZOLE KINASE INHIBITORS<br/>[FR] INHIBITEURS DE KINASE À BASE DE THIAZOLE ET D'OXAZOLE
  申请人：SMITHKLINE BEECHAM CORP

  公开号：WO2009076140A1

  公开（公告）日：2009-06-18

  The present invention provides thiazole and oxazole compounds, compositions containing the same, as well as processes for the preparation and methods for their use as pharmaceutical agents.

  本发明提供了噻唑和恶唑化合物、含有该化合物的组合物，以及它们的制备方法和作为药物的应用方法。
• [EN] NOVEL BENZODIAZEPINE DERIVATIVES<br/>[FR] NOUVEAUX DÉRIVÉS DE BENZODIAZÉPINE
  申请人：IMMUNOGEN INC

  公开号：WO2010091150A1

  公开（公告）日：2010-08-12

  The invention relates to novel benzodiazepine derivatives with antiproliferative activity and more specifically to novel benzodiazepines of formula (I) and (II), in which the diazepine ring (B) is fused with a heterocyclic ring (CD), wherein the heterocyclic ring is bicyclic or a compound of formula (III), in which the diazepine ring (B) is fused with a heterocyclic ring (C), wherein the heterocyclic ring is monocyclic. The invention provides cytotoxic dimers of these compounds. The invention also provides conjugates of the monomers and the dimers. The invention further provides compositions and methods useful for inhibiting abnormal cell growth or treating a proliferative disorder in a mammal using the compounds or conjugates of the invention. The invention further relates to methods of using the compounds or conjugates for in vitro, in situ, and in vivo diagnosis or treatment of mammalian cells, or associated pathological conditions.

  该发明涉及具有抗增殖活性的新型苯二氮䓬啶衍生物，更具体地涉及具有式(I)和(II)的新型苯二氮䓬啶化合物，其中二氮䓬啶环(B)与杂环环(CD)融合，其中杂环环是双环的或式(III)的化合物，其中二氮䓬啶环(B)与杂环环(C)融合，其中杂环环是单环的。该发明提供了这些化合物的细胞毒性二聚体。该发明还提供了单体和二聚体的结合物。该发明进一步提供了使用该发明的化合物或结合物抑制异常细胞生长或治疗哺乳动物增殖性疾病的有效组合物和方法。该发明还涉及使用该发明的化合物或结合物进行体外、原位和体内诊断或治疗哺乳动物细胞或相关病理条件的方法。
• Direct Conversion of Aldehydes to Amides, Tetrazoles, and Triazines in Aqueous Media by One-Pot Tandem Reactions
  作者：Jiun-Jie Shie、Jim-Min Fang

  DOI：10.1021/jo026407z

  日期：2003.2.1

  A variety of aldehydes reacted with iodine in ammonia water at room temperature to give the nitrile intermediates, which were trapped by addition of hydrogen peroxide, sodium azide, or dicyandiamide to produce their corresponding amides, tetrazoles, and 1,3,5-triazines in modest to high yields. The one-pot tandem reactions were conducted in water media, and the products were obtained simply by extraction

  在室温下，各种醛在氨水中与碘反应生成腈中间体，通过添加过氧化氢，叠氮化钠或双氰胺将其捕集，以生成相应的酰胺，四唑和1,3,5-三嗪中等至高产。一锅串联反应在水介质中进行，只需萃取或过滤即可获得产物。
• [EN] 5-AMINO-2,4,7-TRIOXO-3,4,7,8-TETRAHYDRO-2H-PYRIDO'2,3-D! PYRIMIDINE DERIVATIVES AND RELATED COMPOUNDS FOR THE TREATMENT OF CANCER<br/>[FR] DÉRIVÉS DE 5-AMINO-2,4,7-TRIOXO-3,4,7,8-TÉTRAHYDRO-2H-PYRIDO'2,3-D! PYRIMIDINE ET COMPOSÉS APPARENTÉS POUR LE TRAITEMENT DU CANCER
  申请人：JAPAN TOBACCO INC

  公开号：WO2005121142A1

  公开（公告）日：2005-12-22

  The present invention relates to a pyrimidine compound represented by the following formula [I] wherein each symbol is as defined in the specification, a pharmaceutically acceptable salt thereof, and a pharmaceutical agent for the prophylaxis or treatment of a disease caused by undesirable cell proliferation, particularly an antitumor agent, which contains such compound. The compound of the present invention has superior undesirable cell proliferation suppressing action, particularly, an antitumor action, and is useful as an antitumor agent for the prophylaxis or treatment of cancer, antirheumatoid agent and the like. In addition, by the combined use with other antitumor agent such as alkylating agent, metabolism antagonist and the like, it can be a more effective antitumor agent.

  本发明涉及一种由以下式[I]表示的嘧啶化合物，其中每个符号如规范中所定义，其药学上可接受的盐，以及用于预防或治疗由不良细胞增殖引起的疾病的药物剂，特别是一种抗肿瘤剂，其中包含这种化合物。本发明的化合物具有优越的不良细胞增殖抑制作用，特别是抗肿瘤作用，并且可用作预防或治疗癌症的抗肿瘤剂，抗风湿剂等。此外，通过与其他抗肿瘤剂如烷化剂、代谢拮抗剂等的联合使用，可以使其成为更有效的抗肿瘤剂。
• Substituted spirochromanone derivatives
  申请人：Iino Tomoharu

  公开号：US20080171761A1

  公开（公告）日：2008-07-17

  The invention relates to a compound of a general formula (I): wherein Ar 1 represents a group formed from an aromatic ring selected from a group consisting of indole, 1H-indazole, 2H-indazole, 1H-thieno[2,3-c]pyrazole, 1H-pyrazolo[3,4-b]pyridine, benzo[b]furan, benzimidazole, benzoxazole, 1,2-benzisoxazole and imidazo[1,2-a]pyridine; R 1 and R 2 each represent a hydrogen atom, a halogen atom, a cyano group, a C2-C6 alkenyl group, a C1-C6 alkoxy group, a halo-C1-C6 alkoxy group, a cyclo-C3-C6 alkyloxy group, a C2-C7 alkanoyl group, a halo-C2-C7 alkanoyl group, a C2-C7 alkoxycarbonyl group, a halo-C2-C7 alkoxycarbonyl group, a cyclo-C3-C6 alkyloxycarbonyl group, an aralkyloxycarbonyl group, a carbamoyl-C1-C6 alkoxy group, a carboxy-C2-C6 alkenyl group, or a group of -Q 1 -N(R a )-Q 2 -R b ; an optionally-substituted C1-C6 alkyl, aryl or heterocyclic group; or a C1-C6 alkyl or C2-C6 alkenyl group having the aryl or heterocyclic group; R 3 and R 4 each represent a hydrogen atom, a halogen atom, a nitro group, a cyclo-C3-C6 alkyl group, a carbamoyl group optionally substituted with a C1-C6 alkyl or cyclo-C3-C6 alkyl group, or a group of —N(R e )R f ; an optionally-substituted C2-C7 alkanoyl, C1-C6 alkoxy, C2-C7 alkoxycarbonyl, cyclo-C3-C6 alkyloxycarbonyl, C1-C6 alkylsulfonyl, C1-C6 alkylthio, cyclo-C3-C6 alkyloxy, cyclo-C3-C6 alkyl-C1-C6 alkoxy, cyclo-C3-C6 alkylsulfonyl, cyclo-C3-C6 alkylthio or cyclo-C3-C6 alkyl-C1-C6 alkylthio group; or an optionally-substituted C1-C6 alkyl group; T and U each represent a nitrogen atom or a methine group; and V represents an oxygen atom or a sulfur atom. The compound of the invention is useful as therapeutical agents for various ACC-related diseases.

  该发明涉及一般式(I)的化合物：其中Ar1代表从吲哚、1H-吲唑、2H-吲唑、1H-噻吩[2,3-c]吡唑、1H-吡唑并[3,4-b]吡啶、苯并[b]呋喃、苯并咪唑、苯并噁唑、1,2-苯并异噁唑和咪唑并[1,2-a]吡啶中选择的芳香环形成的基团；R1和R2各自代表氢原子、卤素原子、氰基、C2-C6烯基基团、C1-C6烷氧基团、卤代C1-C6烷氧基团、环-C3-C6烷氧基团、C2-C7烷酰基团、卤代C2-C7烷酰基团、C2-C7烷氧羰基团、卤代C2-C7烷氧羰基团、环-C3-C6烷氧羰基团、芳基烷氧羰基团、氨基-C1-C6烷氧基团、羧基-C2-C6烯基基团，或-Q1-N(Ra)-Q2-Rb的基团；一个可选择取代的C1-C6烷基、芳基或杂环基团；或具有芳基或杂环基团的C1-C6烷基或C2-C6烯基基团；R3和R4各自代表氢原子、卤素原子、硝基基团、环-C3-C6烷基团、可选择取代的C1-C6烷基或环-C3-C6烷基团的氨基羰基，或—N(Re)Rf的基团；一个可选择取代的C2-C7烷酰基、C1-C6烷氧基、C2-C7烷氧羰基、环-C3-C6烷氧羰基、C1-C6烷基磺酰基、C1-C6烷硫基、环-C3-C6烷氧基、环-C3-C6烷基-C1-C6烷氧基、环-C3-C6烷基磺酰基、环-C3-C6烷基硫基或环-C3-C6烷基-C1-C6烷硫基团；或一个可选择取代的C1-C6烷基团；T和U各自代表氮原子或亚甲基基团；V代表氧原子或硫原子。该发明的化合物可用作治疗各种与ACC相关的疾病的治疗剂。