4-甲醛- N-甲基吡咯-2-甲酸甲酯 | 67858-47-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯
• 中文名称: 4-甲醛- N-甲基吡咯-2-甲酸甲酯
• 中文别名: 4-甲醛-N-甲基吡咯-2-甲酸甲酯；4-甲酰基-1-甲基吡咯-2-甲酸甲酯；4-甲酰-1-甲基-1H-吡咯-2-甲酸甲酯；1-甲基-4-甲酰基吡咯-2-甲酸甲酯
• 英文名称: methyl 4-formyl-1-methyl-1H-pyrrole-2-carboxylate
• 英文别名: methyl 4-formyl-1-methylpyrrole-2-carboxylate；methyl-4-formyl-1-methyl-1H-pyrrole-2-carboxylate
• CAS: 67858-47-3
• 化学式: C₈H₉NO₃
• mdl: MFCD01571196
• 分子量: 167.164
• InChiKey: GXSZDESAIZEFGZ-UHFFFAOYSA-N

物化性质

• 熔点：
  100 °C
• 沸点：
  293.1±25.0 °C(Predicted)
• 密度：
  1.16±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.3
• 重原子数：
  12
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  48.3
• 氢给体数：
  0
• 氢受体数：
  3

安全信息

• 危险等级：
  IRRITANT
• 危险品标志：
  Xi
• 安全说明：
  S26,S37/39
• 危险类别码：
  R36/37/38
• 海关编码：
  2933990090

SDS

Name:	Methyl 4-formyl-1-methyl-1h-pyrrole-2-carboxylate 95+% Material Safety Data Sheet
Synonym:
CAS:	67858-47-3

Section 1 - Chemical Product MSDS Name:Methyl 4-formyl-1-methyl-1h-pyrrole-2-carboxylate 95+% Material Safety Data Sheet
Synonym:

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
67858-47-3	Methyl 4-formyl-1-methyl-1H-pyrrole-2-	95+%	unlisted

Hazard Symbols: XI
Risk Phrases: 36/37/38

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Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
Irritating to eyes, respiratory system and skin.Air sensitive.
Potential Health Effects
Eye:
Causes eye irritation.
Skin:
Causes skin irritation. May be harmful if absorbed through the skin.
Ingestion:
May cause irritation of the digestive tract. May be harmful if swallowed.
Inhalation:
Causes respiratory tract irritation. May be harmful if inhaled.
Chronic:
Not available.

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Section 4 - FIRST AID MEASURES
Eyes: Flush eyes with plenty of water for at least 15 minutes, occasionally lifting the upper and lower eyelids. Get medical aid.
Skin:
Get medical aid. Flush skin with plenty of water for at least 15 minutes while removing contaminated clothing and shoes.
Ingestion:
Get medical aid. Wash mouth out with water.
Inhalation:
Remove from exposure and move to fresh air immediately. If not breathing, give artificial respiration. If breathing is difficult, give oxygen. Get medical aid.
Notes to Physician:
Treat symptomatically and supportively.

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Section 5 - FIRE FIGHTING MEASURES
General Information:
As in any fire, wear a self-contained breathing apparatus in pressure-demand, MSHA/NIOSH (approved or equivalent), and full protective gear.
Extinguishing Media:
Use water spray, dry chemical, carbon dioxide, or chemical foam.

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Section 6 - ACCIDENTAL RELEASE MEASURES
General Information: Use proper personal protective equipment as indicated in Section 8.
Spills/Leaks:
Vacuum or sweep up material and place into a suitable disposal container.

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Section 7 - HANDLING and STORAGE
Handling:
Avoid breathing dust, vapor, mist, or gas. Avoid contact with skin and eyes.
Storage:
Store in a cool, dry place. Store in a tightly closed container.
Store under an inert atmosphere.

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Section 8 - EXPOSURE CONTROLS, PERSONAL PROTECTION
Engineering Controls:
Facilities storing or utilizing this material should be equipped with an eyewash facility and a safety shower. Use adequate ventilation to keep airborne concentrations low.
Exposure Limits CAS# 67858-47-3: Personal Protective Equipment Eyes: Not available.
Skin:
Wear appropriate protective gloves to prevent skin exposure.
Clothing:
Wear appropriate protective clothing to prevent skin exposure.
Respirators:
Follow the OSHA respirator regulations found in 29 CFR 1910.134 or European Standard EN 149. Use a NIOSH/MSHA or European Standard EN 149 approved respirator if exposure limits are exceeded or if irritation or other symptoms are experienced.

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Section 9 - PHYSICAL AND CHEMICAL PROPERTIES

Physical State: Solid
Color: ochre
Odor: Not available.
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: Not available.
Freezing/Melting Point: 96 - 100 deg C
Autoignition Temperature: Not available.
Flash Point: Not available.
Explosion Limits, lower: Not available.
Explosion Limits, upper: Not available.
Decomposition Temperature:
Solubility in water:
Specific Gravity/Density:
Molecular Formula: C8H9NO3
Molecular Weight: 167

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Section 10 - STABILITY AND REACTIVITY
Chemical Stability:
Not available.
Conditions to Avoid:
Incompatible materials, exposure to air.
Incompatibilities with Other Materials:
Strong oxidizing agents, bases, amines.
Hazardous Decomposition Products:
Nitrogen oxides, carbon monoxide, carbon dioxide, acrid smoke and fumes.
Hazardous Polymerization: Has not been reported

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Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 67858-47-3 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
Methyl 4-formyl-1-methyl-1H-pyrrole-2-carboxylate - Not listed by ACGIH, IARC, or NTP.

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Section 12 - ECOLOGICAL INFORMATION

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Section 13 - DISPOSAL CONSIDERATIONS
Dispose of in a manner consistent with federal, state, and local regulations.

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Section 14 - TRANSPORT INFORMATION

IATA
No information available.
IMO
No information available.
RID/ADR
No information available.

---

Section 15 - REGULATORY INFORMATION

European/International Regulations
European Labeling in Accordance with EC Directives
Hazard Symbols: XI
Risk Phrases:
R 36/37/38 Irritating to eyes, respiratory system
and skin.
Safety Phrases:
S 26 In case of contact with eyes, rinse immediately
with plenty of water and seek medical advice.
S 37/39 Wear suitable gloves and eye/face
protection.
WGK (Water Danger/Protection)
CAS# 67858-47-3: No information available.
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
CAS# 67858-47-3 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 67858-47-3 is not listed on the TSCA inventory.
It is for research and development use only.

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SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  4-甲醛- N-甲基吡咯-2-甲酸甲酯 在 氨基磺酸 、 双(2-氧代-3-恶唑烷基)次磷酰氯 、 N,N-二异丙基乙胺 作用下， 以 水 、 N,N-二甲基甲酰胺 、 乙腈 为溶剂， 反应 18.0h， 生成
  参考文献：
  名称：

  发现 SHR5133，一种高效的新型 HBV 衣壳组装调节剂

  摘要：

  衣壳组装调节剂 (CpAM) 代表了一类新的抗病毒药物，靶向乙型肝炎病毒 (HBV) 核心蛋白以破坏组装过程。在这项工作中，通过药效团探索发现了一种以稠合杂环酰胺为特征的新型化学型。先导优化导致化合物8 的EC 50值为 511 nM，然后发现哌嗪上的甲基取代显着提高了体外效力。进一步的 SAR 研究确定了关键化合物 SHR5133，它显示出高体外抗病毒效力、良好的跨物种药代动力学特征和强大的体内功效。

  DOI：

  10.1021/acsmedchemlett.2c00002
• 作为产物：
  描述：

  2-吡咯甲酸甲酯 在 三乙烯二胺 、 三氯氧磷 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 25.5h， 生成 4-甲醛- N-甲基吡咯-2-甲酸甲酯
  参考文献：
  名称：

  关于吡咯和含呋喃大环化合物的结构-被动渗透率关系的见解

  摘要：

  大环化合物具有公认的治疗潜力，但其有限的细胞渗透性可能阻碍其作为口服药物的开发。为了更好地理解含杂环的半肽大环化合物的结构-渗透性关系，合成了一个文库。这些化合物是通过开发本文描述的两个新反应而产生的：通过LiBH 4还原活化肟以及使用催化SmI 2和化学计量Zn进行醛的水还原单-N-烷基化。通过平行人工膜渗透性测定（PAMPA）评估大环化合物的渗透性，结果表明结构中掺入呋喃的大环化合物比具有吡咯部分的大环化合物具有更好的被动渗透性。带有 2,5-二取代吡咯（内向）的化合物被证明与分子内氢键有关，从而增强了其渗透性。这项研究强调了半肽中杂环部分的影响，创造了高渗透性的大环化合物，从而展示了药物被动扩散超出五规则化学空间的有希望的途径。

  DOI：

  10.1021/acs.jmedchem.3c02162
• 作为试剂：
  描述：

  1-甲基吡咯-2-羧酸甲酯 、 三氯化铝 、 1,1-二氯甲醚 、 在 ice water 、 resultant mixture 、 乙醚 、 水 、 4-甲醛- N-甲基吡咯-2-甲酸甲酯 作用下， 以 1,2-二氯乙烷 、 硝基甲烷 为溶剂， 反应 3.03h， 生成 4-甲醛- N-甲基吡咯-2-甲酸甲酯
  参考文献：
  名称：

  Process for preparing Benzoxepino- or

  摘要：

  通过对吡咯羧酸酯进行改性而非对吡咯-α-氧乙酸酯进行改性的过程，已经实现了苯并噁呔-或苯并噻呔[4,3-b]吡咯-2-乙酸的提高产率。

  公开号：

  US04380645A1

文献信息

• [EN] SPIRO-SUBSTITUTED OXINDOLE DERIVATIVES HAVING AMPK ACTIVITY<br/>[FR] DÉRIVÉS D'OXINDOLE SPIRO-SUBSTITUÉS AYANT UNE ACTIVITÉ SUR AMPK
  申请人：BOEHRINGER INGELHEIM INT

  公开号：WO2014202580A1

  公开（公告）日：2014-12-24

  The present invention relates to compounds of formula (I), which have valuable pharmacological properties, in particular are activators of AMPK and which are therefore useful in the treatment of certain disorders that can be prevented or treated by activation of this receptor. The compounds are suitable for treatment and prevention of diseases which can be influenced by this receptor, such as metabolic diseases, in particular diabetes type 2.

  本发明涉及具有有价值的药理特性的式(I)化合物，特别是AMPK激活剂，因此在治疗某些可以通过激活该受体预防或治疗的疾病方面具有用处。这些化合物适用于治疗和预防可以受该受体影响的疾病，如代谢性疾病，特别是2型糖尿病。
• PYRROLE mTORC INHIBITORS AND USES THEREOF
  申请人：Navitor Pharmaceuticals, Inc.

  公开号：US20190389843A1

  公开（公告）日：2019-12-26

  The present invention provides compounds, compositions thereof, and methods of using the same.

  本发明提供了化合物、其组合物以及使用这些化合物的方法。
• [EN] OLEFIN SUBSTITUTED OXINDOLES HAVING AMPK ACTIVITY<br/>[FR] OXINDOLES SUBSTITUÉS PAR OLÉFINE AYANT UNE ACTIVITÉ SUR AMPK
  申请人：BOEHRINGER INGELHEIM INT

  公开号：WO2014202528A1

  公开（公告）日：2014-12-24

  The present invention relates to compounds of formula (I), which have valuable pharmacological properties, in particular are activators of AMPK and which are therefore useful in the treatment of certain disorders that can be prevented or treated by activation of this receptor. The compounds are suitable for treatment and prevention of diseases which can be influenced by this receptor, such as metabolic diseases, in particular diabetes type 2.

  本发明涉及具有有价值的药理特性的式(I)化合物，特别是AMPK激活剂，因此在治疗某些可以通过激活该受体预防或治疗的疾病方面具有用处。这些化合物适用于治疗和预防可以受该受体影响的疾病，如代谢性疾病，特别是2型糖尿病。
• [EN] PYRROLE mTORC INHIBITORS AND USES THEREOF<br/>[FR] INHIBITEURS PYRROLES DE MTORC ET LEURS UTILISATIONS
  申请人：NAVITOR PHARM INC

  公开号：WO2018089493A1

  公开（公告）日：2018-05-17

  The present invention provides compounds, compositions thereof, and methods of using the same.

  本发明提供了化合物、其组合物以及使用这些化合物的方法。
• Non-imidazole heterocyclic compounds
  申请人：Carruthers I. Nicholas

  公开号：US20050222129A1

  公开（公告）日：2005-10-06

  Certain non-imidazole heterocyclic compounds are histamine H 3 modulators useful in the treatment of histamine H 3 receptor mediated diseases.

  某些非咪唑杂环化合物是组胺H3调节剂，可用于治疗组胺H3受体介导的疾病。