1-(对甲苯基)-1H-吡咯-2-甲醛 | 30186-38-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯
• 中文名称: 1-(对甲苯基)-1H-吡咯-2-甲醛
• 中文别名: 1-间-甲苯-1H-吡咯-2-甲醛；1-(4-甲基苯基)-1H-吡咯-2-甲醛；1-(4-甲基苯基)吡咯-2-甲醛
• 英文名称: 1-(p-tolyl)-1H-pyrrole-2-carbaldehyde
• 英文别名: 1-(4-Methylphenyl)-1H-pyrrole-2-carbaldehyde；1-(4-methylphenyl)pyrrole-2-carbaldehyde
• CAS: 30186-38-0
• 化学式: C₁₂H₁₁NO
• mdl: MFCD01567103
• 分子量: 185.225
• InChiKey: LASYAEOJPVQNFO-UHFFFAOYSA-N

物化性质

• 稳定性/保质期：
  如果按照规定使用和储存，则不会分解，也未有已知的危险反应。请避免与氧化物接触。

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  22
• 氢给体数：
  0
• 氢受体数：
  1

安全信息

• 安全说明：
  S26,S37
• 危险类别码：
  R36/37/38
• 海关编码：
  2933990090
• 储存条件：
  请将贮藏器密封，并存放在阴凉、干燥处。确保工作环境有良好的通风或排气设施。

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: 1-(4-Methylphenyl)-1h-pyrrole-2-carbaldehyde
Synonyms:

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Section 2. Hazards identification
Harmful by inhalation, in contact with skin, and if swallowed.
H302: Harmful if swallowed
H319: Causes serious eye irritation
P305+P351+P338: IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses if present
and easy to do – continue rinsing

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Section 3. Composition/information on ingredients.
Ingredient name: 1-(4-Methylphenyl)-1h-pyrrole-2-carbaldehyde
CAS number: 30186-38-0

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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.
Immediately wash skin with copious amounts of water for at least 15 minutes. Assure adequate
Eye contact:
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.
Storage: Store in closed vessels, refrigerated.

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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
Melting point: No data
Flash point: No data
Density: No data
Molecular formula: C12H11NO
Molecular weight: 185.2

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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：

  1-(对甲苯基)-1H-吡咯-2-甲醛 在 氢氧化钾 、 氯化亚砜 、 盐酸羟胺 、 乙酸酐 、 sodium carbonate 作用下， 以 乙二醇 为溶剂， 反应 30.0h， 生成 1-(4-甲基苯基)吡咯-2-甲酸甲酯
  参考文献：
  名称：

  非肽血管紧张素II拮抗剂：N-苯基-1H-吡咯衍生物是血管紧张素II受体拮抗剂。

  摘要：

  一系列5- [1- [4-[（4,5-二取代-1H-咪唑-1-基）甲基]-取代的] -1H-吡咯-2-基] -1H-四唑和5- [1 -[4-[（3,5-二丁基-1H-1,2,4-三唑-1-基）甲基]-取代的] -1H-吡咯-2-基] -1H-四唑作为新型AT1-选择性血管紧张素II受体拮抗剂。与相关联苯系统相比，计算机辅助建模技术用于评估结构参数。已经开发了新的合成程序来制备新化合物。该系列中最好的拮抗剂的IC50值（大鼠子宫膜受体结合）在10（-8）M范围内，在孤立的器官测定（兔主动脉环）中具有相应的pA2。构效关系表明与联苯系统的发现有些相似。吡咯环上的取代调节活性。

  DOI：

  10.1021/jm00053a013
• 作为产物：
  描述：

  乙烷,三氯氟- 在 溶剂黄146 、 三氯氧磷 作用下， 反应 4.0h， 生成 1-(对甲苯基)-1H-吡咯-2-甲醛
  参考文献：
  名称：

  Rearrangement and cyclisation reactions on the 1-arylpyrrol-2-iminyl – 2-aryliminopyrrol-1-yl radical energy surface

  摘要：

  DOI：

  10.24820/ark.5550190.p011.257

文献信息

• Selective and Efficient Formylation of Indoles (C3) and Pyrroles (C2) Using 2,4,6-Trichloro-1,3,5-Triazine/Dimethylformamide (TCT/DMF) Mixed Reagent
  作者：Nasser Iranpoor、Farhad Panahi、Soodabeh Erfan、Fatemeh Roozbin

  DOI：10.1002/jhet.2652

  日期：2017.3

  one equivalent of 2,4,6‐trichloro‐1,3,5‐triazine (cyanuric chloride) generates an easy handling formylating agent for the efficient formylation of these classes of compounds to give the corresponding aldehydes under mild reaction conditions. This procedure was highly efficient, and a range of formylated indoles and pyrroles were obtained in good to excellent yields.

  这项研究介绍了一种有效的方法，分别在C（3）和C（2）的位置对吲哚和吡咯进行选择性甲酰化。三当量的N，N-二甲基甲酰胺和一当量的2,4,6-三氯-1,3,5-三嗪（氰尿酰氯）的混合物可生成易于处理的甲酰化剂，以有效地将此类化合物甲酰化为在温和的反应条件下得到相应的醛。该方法是高效的，并且以良好至优异的产率获得了一系列甲酰化的吲哚和吡咯。
• Platinum-Catalyzed Domino Reaction with Benziodoxole Reagents for Accessing Benzene-Alkynylated Indoles
  作者：Yifan Li、Jerome Waser

  DOI：10.1002/anie.201412321

  日期：2015.4.27

  platinum‐catalyzed cyclization/alkynylation domino process to selectively obtain C5‐ or C6‐functionalized indoles starting from easily available pyrroles. The work combines, for the first time, a platinum catalyst with ethynylbenziodoxole hypervalent iodine reagents in a domino process for the synthesis of polyfunctionalized arene rings and gives access to important building blocks for the synthesis of bioactive

  吲哚在天然产物，生物活性分子和有机材料中无处不在。因此，它们的合成或功能化是有机化学研究的重要领域。大多数工作着重于吡咯环的安装或改装。使用未取代的吡咯环访问苯环官能化的吲哚仍然更具挑战性。本文报道的是铂催化的环化/炔基多米诺骨牌工艺，从易于获得的吡咯开始，选择性地获得C5或C6功能化的吲哚。该工作首次在多米诺骨牌工艺中将铂催化剂与乙炔基苯并恶唑高价碘试剂结合在一起，以合成多官能化的芳烃环，并为生物活性化合物和有机材料的合成提供了重要的组成部分。
• Fused heterocyclic compounds, having angiotensin II antagonistic activity
  申请人：Takeda Chemical Industries, Ltd.

  公开号：US05389641A1

  公开（公告）日：1995-02-14

  Fused heterocyclic compounds of the formula (I): ##STR1## wherein R.sup.1 is an optionally substituted hydrocarbon residue which may be attached through a hetero atom; R.sup.2 is a group capable of forming an anion or a group convertible thereinto; R.sup.3 is an optionally substituted aromatic hydrocarbon or heterocyclic residue which contains at least one hetero atom; X is a direct bond or a spacer having an atomic length of two or less between the R.sup.3 group and the ring W group; W is an optionally substituted aromatic hydrocarbon or heterocyclic residue which contains at least one hereto atom; a,c and d are independently selected from the group consisting of one or two optionally substituted carbon atoms and one or two optionally substituted hetero atoms; b and e are independently selected from the group consisting of one optionally substituted carbon atom and one optionally substituted nitrogen atom wherein one of b or e must be nitrogen; the dotted line is a bond to form one double bond; n is an integer of 1 or 2 and when a, which is an optionally substituted carbon atom, is taken together with R.sup.1, the following group: ##STR2## may form a ring group; provided that when ##STR3## is a benzimidazole, thieno[3,4-d]imidazole, or thieno[2,3-d]imidazole ring, at least one of the group: ##STR4## and R.sup.3 is an optionally substituted heterocyclic residue; and the pharmaceutically acceptable salts thereof, have potent angiotensin II antagonistic activity and antihypertensive activity, thus being useful as therapeutic agents for treating circulatory system diseases such as hypertensive diseases, heart diseases (e.g. hypercardia, heart failure, cardiac infarction, etc.), strokes, cerebral apoplexy, nephritis, etc.

  公式(I)的融合杂环化合物：##STR1## 其中R.sup.1是一个可选地取代的烃基团，可以通过一个杂原子连接；R.sup.2是一个能够形成阴离子或可转换成阴离子的团；R.sup.3是一个包含至少一个杂原子的可选地取代的芳香烃或杂环基团；X是R.sup.3基团和环W基团之间的直接键或原子长度为两个或更少的间隔物；W是一个包含至少一个杂原子的可选地取代的芳香烃或杂环基团；a、c和d独立地选自一个或两个可选地取代的碳原子和一个或两个可选地取代的杂原子的组；b和e独立地选自一个可选地取代的碳原子和一个可选地取代的氮原子的组，其中b或e之一必须是氮；虚线是一个形成一双键的键；n是一个1或2的整数，并且当a，即一个可选地取代的碳原子，与R.sup.1一起时，以下组：##STR2## 可以形成一个环状结构；当##STR3## 是一个苯并咪唑、噻吩[3,4-d]咪唑或噻吩[2,3-d]咪唑环时，至少一个是##STR4## 和R.sup.3的可选地取代的杂环基团；以及它们的药用可接受盐，具有强大的血管紧张素II拮抗活性和抗高血压活性，因此作为治疗循环系统疾病如高血压病、心脏病（例如心肌炎、心力衰竭、心肌梗死等）、中风、脑梗塞、肾炎等的治疗剂是有用的。
• Synthesis and structural characterization of novel <i>O</i>-substituted phenolic and chalcone derivatives with antioxidant activity
  作者：Bathélémy Ngameni、Musa Erdoğan、Victor Kuete、Erdin Dalkılıç、Bonaventure T Ngadjui、Arif Daştan

  DOI：10.1177/1747519820932789

  日期：2021.1

  A series of novel 4-O-alkyltriazolylphenolic derivatives is first synthesized with good to excellent yields via the click reaction of 3-methoxy-4-O-propargylbenzaldehyde or 3-allyl-4-O-propargylace...

  通过3-甲氧基-4-O-炔丙基苯甲醛或3-烯丙基-4-O-炔丙基苯甲醛的点击反应，首次合成了一系列新型4-O-烷基三唑基酚类衍生物，收率良好至极好。
• Gold(i) and platinum(ii) switch: a post-Ugi intramolecular hydroarylation to pyrrolopyridinones and pyrroloazepinones
  作者：Sachin G. Modha、Amit Kumar、Dipak D. Vachhani、Sunil K. Sharma、Virinder S. Parmar、Erik V. Van der Eycken

  DOI：10.1039/c2cc35900f

  日期：——

  A regioselective approach for the synthesis of pyrrolopyridinones and pyrroloazepinones is reported employing an Ugi reaction followed by a gold(I) or platinum(II) catalyzed intramolecular hydroarylation.

  报道了一种合成吡咯吡啶酮和吡咯氮杂环庚酮的亲电子选择性方法，该方法采用Ugi反应，然后进行金（I）或铂（II）催化的分子内氢化芳构化。