2-氨基-3-腈基-4,5-二甲基噻吩 | 4651-94-9

• 物质功能分类: 医药中间体 - 杂环化合物 - 噻吩类化合物
• 分子结构分类: 有机化合物 - 有机杂环化合物 - 噻吩类
• 中文名称: 2-氨基-3-腈基-4,5-二甲基噻吩
• 中文别名: 2-氨基-3-氰基-5-甲氧甲酰基噻吩
• 英文名称: 2-amino-3-cyano-4,5-dimethyl-thiophene
• 英文别名: 2-amino-4,5-dimethylthiophene-3-carbonitrile；2-amino-4,5-dimethylthiophen-3-carbonitrile；2-amino-4,5-dimethyl-3-thiophencarbonitrile
• CAS: 4651-94-9
• 化学式: C₇H₈N₂S
• mdl: MFCD00720189
• 分子量: 152.22
• InChiKey: DTDMOFLHHZZNFB-UHFFFAOYSA-N

物化性质

• 熔点：
  141-142 °C
• 沸点：
  324.3±42.0 °C(Predicted)
• 密度：
  1.21±0.1 g/cm3(Predicted)
• 溶解度：
  可溶于氯仿（少许）、甲醇（少许）

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  10
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.285
• 拓扑面积：
  78
• 氢给体数：
  1
• 氢受体数：
  3

安全信息

• 危险等级：
  IRRITANT
• 包装等级：
  II
• 危险类别：
  8,6.1
• 危险性防范说明：
  P261,P264,P270,P272,P280,P301+P310+P330,P302+P352,P333+P313,P363,P405,P501
• 危险品运输编号：
  2923
• 危险性描述：
  H301,H311,H318,H331,H412

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: 2-Amino-4,5-dimethylthiophene-3-carbonitrile
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: 2-Amino-4,5-dimethylthiophene-3-carbonitrile
CAS number: 4651-94-9

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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: C7H8N2S
Molecular weight: 152.2

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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, sulfur 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-氨基-3-腈基-4,5-二甲基噻吩 在 三氟乙酸 作用下， 以 异丙醇 为溶剂， 反应 3.03h， 生成 2-(3-cyano-4,5-dimethylthiophen-2-yl)-1,3-dihydro-3-(3-indolyl)isoindol-1-one
  参考文献：
  名称：

  2-Aminothiophene derivatives in a novel synthesis of phthalimidines

  摘要：

  新型氨基酞类化合物由邻甲酰基苯甲酸和取代的2-氨基噻吩合成获得。其中两种化合物在沸腾的醋酸酐中发生环化反应，生成先前未知的3-乙酰氧基-2-(3-氰基-4,5-二甲基噻吩-2-基)-1,3-二氢异吲哚-1-酮和3-乙酰氧基-2-(3-氰基-4,5-四亚甲基噻吩-2-基)-1,3-二氢异吲哚-1-酮。讨论了可能的反应机理及阻止环化的因素，特别是起始酞类化合物中分子内氢键的形成。研究了所得化合物与三氟乙酸中的C-亲核试剂的一些反应。通过X射线衍射研究了两种含有4-羟基-3,5-二叔丁基苯基取代基的衍生物。

  DOI：

  10.1007/s11172-011-0057-3
• 作为产物：
  描述：

  2-丁烷亚基丙二腈 在 吗啉 、 sulfur 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 0.17h， 生成 2-氨基-3-腈基-4,5-二甲基噻吩
  参考文献：
  名称：

  取代的氨基-环烷基[ b ]噻吩并[3,2- e ]吡啶的合成

  摘要：

  开发了一种有效的分两步的三步合成环烷基[ b ]噻吩并[3,2- e ]-吡啶胺的方法，总体上获得了很好的产率。

  DOI：

  10.1002/jhet.5570450333

文献信息

• Synthesis of Some Thienopyrimidine Derivatives
  作者：Fatma El-Baih、Hanan Al-Blowy、Hassan Al-Hazimi

  DOI：10.3390/11070498

  日期：——

  Thioxothienopyrimidinones, alkylthio- and arylalkylthiothienopyrimidinones, thienopyrimidinones, thienopyrimidines a thienopyrimidinedione and a thienotriazolo- pyrimidinone were prepared from 2-amino-3-carboethoxy-4,5-disubstituted thiophenes and 2-amino-3-cyano-4,5-disubstituted thiophenes via reactions with different reagents.

  硫代噻吩嘧啶酮、烷硫基和芳烷硫噻吩嘧啶酮、噻吩嘧啶酮、噻吩嘧啶、噻吩嘧啶二酮及噻吩三唑嘧啶酮通过2-氨基-3-羧乙氧基-4,5-二取代噻吩和2-氨基-3-氰基-4,5-二取代噻吩与不同试剂的反应制备得到。
• Reaction of nitriles under acidic conditions: a novel, direct formation of condensed 4-chloropyrimidines
  作者：C.J. Shishoo、M.B. Devani、V.S. Bhadti、S. Ananthan、G.V. Ullas

  DOI：10.1016/s0040-4039(00)85969-9

  日期：1983.1

  An unusual formation of condensed 4-chloropyrimidines in the reaction of o-aminonitriles with halogenoacetonitriles in the presence of dry hydrogen chloride gas is described.

  描述了在干燥的氯化氢气体存在下，邻氨基腈与卤代乙腈反应过程中缩合的4-氯嘧啶的不寻常形成。
• MODULATION OF CHEMOSENSORY RECEPTORS AND LIGANDS ASSOCIATED THEREWITH
  申请人：Tachdjian Catherine

  公开号：US20080306053A1

  公开（公告）日：2008-12-11

  The present invention provides screening methods for identifying modifiers of chemosensory receptors and their ligands, e.g., by determining whether a test entity is suitable to interact with one or more interacting sites within the Venus flytrap domains of the chemosensory receptors as well as modifiers capable of modulating chemosensory receptors and their ligands.

  本发明提供了用于识别化学感受受体及其配体的修饰因子的筛选方法，例如，通过确定测试实体是否适合与化学感受受体的捕蝇草结构域内的一个或多个相互作用位点发生相互作用，以及能够调节化学感受受体及其配体的修饰因子。
• Pyrrolo [1,2A] thieno [3,2-F] [1,4] diazepines
  申请人：Adir et Compagnie

  公开号：US05153190A1

  公开（公告）日：1992-10-06

  The invention relates to pyrrolo [1,2-a] thieno [3,2-f][1,4]diazepine compounds of the formula (I) ##STR1## in which: R.sub.1 is hydrogen; alkyl optionally substituted with alkoxy, hydroxy, cycloalkyl, or phenyl; or alkyl- or arylsulfonyl; R.sub.2 is hydrogen, phenyl, or phenylalkyl; alkyl optionally substituted with hydroxyl, alkoxy, oxo, cycloalkyl or phenyl; or optionally substituted amino; R.sub.3 represents hydrogen or alkyl, and R.sub.4 and R.sub.5 independently represent: hydrogen, alkyl optionally substituted with alkoxy, cycloalkyl, or phenyl; or phenyl; their isomers, diastereoisomers and enantiomers as well as their addition salts with pharmaceutically-acceptable acids. The compounds are useful for treating cerebral ischemia, hypertriglyceridemia, hypercholesterolemia, hyperlipidemia, and hyperglycemia and are obtained in a few steps from the corresponding substituted 2-(1-pyrrolyl)thiophenes ##STR2## Y=--CHO or H; X= CN, CONH.sub.2, CH.sub.2 NHCOR.sub.2, or CH.sub.2 NH.sub.2.

  该发明涉及式(I)的吡咯并[1,2-a]噻吩[3,2-f][1,4]二氮杂环化合物##STR1##其中：R.sub.1为氢；烷基，可选地取代为烷氧基、羟基、环烷基或苯基；或烷基-或芳基磺酰基；R.sub.2为氢、苯基或苯基烷基；烷基，可选地取代为羟基、烷氧基、酮基、环烷基或苯基；或可选地取代的氨基；R.sub.3代表氢或烷基，R.sub.4和R.sub.5独立地代表：氢、烷基，可选地取代为烷氧基、环烷基或苯基；或苯基；它们的异构体、对映体和旋光异构体以及它们与药学上可接受的酸形成的加合盐。这些化合物对治疗脑缺血、高三酸甘油酯血症、高胆固醇血症、高脂血症和高血糖症有用，并可从相应取代的2-(1-吡咯基)噻吩##STR2##中经过几个步骤获得；Y=--CHO或H；X=CN、CONH.sub.2、CH.sub.2 NHCOR.sub.2或CH.sub.2 NH.sub.2。
• Novel substituted 3-cyanothiophene acetamides as glucagon receptor antagonists
  申请人：——

  公开号：US20040209943A1

  公开（公告）日：2004-10-21

  The present invention relates to compounds of formula (I) 1 wherein R1, R2, R3, R4 and n are as defined in the description and claims, and pharmaceutically acceptable salts thereof. The compounds are useful for the treatment and/or prophylaxis of diseases which are associated with the antagonism of the glucagon receptor, such as diabetes.

  本发明涉及式(I)1的化合物，其中R1、R2、R3、R4和n如描述和索赔中所定义，并且其药学上可接受的盐。这些化合物对于治疗和/或预防与胰高血糖素受体拮抗有关的疾病，如糖尿病，是有用的。