4-(2,5-二甲基吡咯-1-基)苯甲酸 | 15898-26-7

• 物质功能分类: 有机原料 - 羧酸类化合物及衍生物
• 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-(2,5-二甲基吡咯-1-基)苯甲酸
• 英文名称: 4-(2,5-dimethyl-1H-pyrrol-1-yl)benzoic acid
• 英文别名: 4-(2,5-dimethylpyrrol-1-yl)benzoic acid
• CAS: 15898-26-7
• 化学式: C₁₃H₁₃NO₂
• mdl: MFCD00453921
• 分子量: 215.252
• InChiKey: WNZAIUIEXCYTCY-UHFFFAOYSA-N

物化性质

• 熔点：
  181-184°C
• 沸点：
  383.8±30.0 °C(Predicted)
• 密度：
  1.14±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.153
• 拓扑面积：
  42.2
• 氢给体数：
  1
• 氢受体数：
  2

安全信息

• 危险等级：
  IRRITANT
• 安全说明：
  S26
• 危险类别码：
  R36/37/38
• 海关编码：
  2933990090
• 危险品标志：
  Harmful
• 危险性防范说明：
  P261,P264,P270,P271,P280,P301+P312,P302+P352,P304+P340,P305+P351+P338,P330,P332+P313,P337+P313,P362,P403+P233,P405,P501
• 危险性描述：
  H302,H315,H319,H335
• 储存条件：
  室温

SDS

Name:	4-(2 5-Dimethyl-1H-pyrrol-1-yl)benzoic acid 97% Material Safety Data Sheet
Synonym:
CAS:	15898-26-7

Section 1 - Chemical Product MSDS Name:4-(2 5-Dimethyl-1H-pyrrol-1-yl)benzoic acid 97% Material Safety Data Sheet
Synonym:

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
15898-26-7	4-(2,5-Dimethyl-1H-pyrrol-1-yl)benzoic	97%	unlisted

Hazard Symbols: None Listed.
Risk Phrases: None Listed.

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Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
Not available.
Potential Health Effects
Eye:
May cause eye irritation.
Skin:
May cause skin irritation. May be harmful if absorbed through the skin.
Ingestion:
May cause irritation of the digestive tract. May be harmful if swallowed.
Inhalation:
May cause 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.
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.

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Section 8 - EXPOSURE CONTROLS, PERSONAL PROTECTION
Engineering Controls:
Use adequate ventilation to keep airborne concentrations low.
Exposure Limits CAS# 15898-26-7: 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: tan
Odor: Not available.
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: Not available.
Freezing/Melting Point: 208 - 210 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: C13H13NO2
Molecular Weight: 215

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Section 10 - STABILITY AND REACTIVITY
Chemical Stability:
Not available.
Conditions to Avoid:
Incompatible materials.
Incompatibilities with Other Materials:
Oxidizing agents, reducing agents, bases, alcohols.
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# 15898-26-7 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
4-(2,5-Dimethyl-1H-pyrrol-1-yl)benzoic acid - 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.

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Section 15 - REGULATORY INFORMATION

European/International Regulations
European Labeling in Accordance with EC Directives
Hazard Symbols: Not available.
Risk Phrases:
Safety Phrases:
S 24/25 Avoid contact with skin and eyes.
WGK (Water Danger/Protection)
CAS# 15898-26-7: No information available.
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
CAS# 15898-26-7 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 15898-26-7 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-(2,5-二甲基吡咯-1-基)苯甲酸 在 盐酸 、 一水合肼 、 溶剂黄146 作用下， 以 乙醇 为溶剂， 生成 4-(2,5-dimethyl-1H-pyrrol-1-yl)-N'-(1-(4-(2,5-dimethyl-1H-pyrrol-1-yl)phenyl)ethylidene)benzohydrazide
  参考文献：
  名称：

  设计，合成，分子对接和3D-QSAR研究作为潜在抗分枝杆菌药的强力烯酰基酰基载体蛋白还原酶抑制剂

  摘要：

  为了开发抗结核分枝杆菌的先导化合物，已合成和筛选了一系列针对必需的烯酰-ACP还原酶的52种新颖的吡咯肼衍生物。采用表面对接法研究了化合物在烯酰-ACP还原酶活性位点的结合方式。结合模型表明吡咯和InhA酶之间有一个或两个氢键相互作用。高活性化合物5r（MIC 0.2μg/ mL）显示与Tyr158和NAD +的氢键相互作用以与配体PT70和三氯生相同的方式。就整体统计而言，通过数据库对齐生成的CoMFA和CoMSIA模型是最好的。CoMFA和CoMSIA模型的预测能力是使用13种化合物的测试集确定的，其预测相关系数（r pred 2）分别为0.896和0.930。

  DOI：

  10.1016/j.ejmech.2013.11.004
• 作为产物：
  描述：

  4-溴苯胺 在 盐酸 、 乙醚 、 lithium 作用下， 生成 4-(2,5-二甲基吡咯-1-基)苯甲酸
  参考文献：
  名称：

  p-(2,5-Dimethylpyrryl-1)-phenyl-magnesium Bromide and -Lithium

  摘要：

  DOI：

  10.1021/ja01233a505

文献信息

• One-pot Tandem Reactions for Direct Conversion of Thiols and Disulfides to Sulfonic Esters, Alcohols to Bis(indolyl)methanes and Synthesis of Pyrroles Catalyzed by N-Chloro Reagents
  作者：Hojat Veisi、Meral Ataee、Leila Fatolahi、Shahram Lotfi

  DOI：10.2174/1570178611310020008

  日期：2013.4.1

  convenient synthesis of sulfonic esters from thiols and disulfides has been described. In situ preparation of sulfonyl chlorides from thiols is accomplished by oxidation with Chloramin-T, tetra-butylammonium chloride (t-Bu4NCl) and water. The sulfonyl chlorides are then further allowed to react with phenol derivatives in the same reaction vessel. Also, a facile synthesis of bis(indolyl)methanes from alcohols

  已经描述了由硫醇和二硫化物方便地合成磺酸酯的方法。由硫醇原位制备磺酰氯的方法是用氯丁宁-T，氯化四丁基铵（t-Bu 4 NCl）和水氧化。然后使磺酰氯在同一反应容器中与苯酚衍生物反应。同样，在温和的条件下，使用TCCA / KBr / wet-SiO 2和N-取代的吡咯通过TCCA / KBr / wet-SiO 2从醇中轻松合成双（吲哚基）甲烷已在温和条件下以优异的收率完成。
• One-pot tandem reactions for direct conversion of thiols and disulfides to sulfonic esters, and Paal–Knorr synthesis of pyrrole derivatives catalyzed by TCCA
  作者：Saba Hemmati、Mohammad Majid Mojtahedi、Mohammad Saeed Abaee、Zahra Vafajoo、Shokufe Ghahri Saremi、Mohammad Noroozi、Alireza Sedrpoushan、Meral Ataee

  DOI：10.1080/17415993.2012.744410

  日期：2013.8.1

  thiols is accomplished by oxidation with trichloroisocyanuric acid (TCCA), tetra-butylammonium chloride (t-Bu4NCl), and water. The sulfonyl chlorides are then further allowed to react with phenol derivatives in the same reaction vessel. Also, a facile synthesis of N-substituted pyrroles by the reaction of hexane-2,5-dione with primary amines has been accomplished using TCCA as a catalyst under mild condition

  描述了从硫醇和二硫化物方便地合成磺酸酯。从硫醇原位制备磺酰氯是通过用三氯异氰尿酸 (TCCA)、四丁基氯化铵 (t-Bu4NCl) 和水氧化来完成的。然后使磺酰氯在同一反应容器中进一步与苯酚衍生物反应。此外，使用 TCCA 作为催化剂，在温和的条件下，通过己烷-2,5-二酮与伯胺反应，以优异的产率轻松合成了 N-取代的吡咯。
• KDM1A INHIBITORS FOR THE TREATMENT OF DISEASE
  申请人：Imago Biosciences, Inc.

  公开号：US20160237043A1

  公开（公告）日：2016-08-18

  Disclosed herein are new compounds and compositions and their application as pharmaceuticals for the treatment of diseases. Methods of inhibition of KDM1A, methods of increasing gamma globin gene expression, and methods to induce differentiation of cancer cells in a human or animal subject are also provided for the treatment of diseases such as acute myelogenous leukemia.

  本文披露了新化合物和组合物，以及它们作为药物治疗疾病的应用。还提供了抑制KDM1A的方法，增加γ球蛋白基因表达的方法，以及诱导人类或动物主体中癌细胞分化的方法，用于治疗急性髓性白血病等疾病。
• [EN] INHIBITORS OF HISTONE DEACETYLASE<br/>[FR] INHIBITEURS D'HISTONE DEACETYLASE
  申请人：METHYLGENE INC

  公开号：WO2005030704A1

  公开（公告）日：2005-04-07

  The invention relates to the inhibition of histone deacetylase. The invention provides compounds and methods for inhibiting histone deacetylase enzymatic activity. The invention also provides compositions and methods for treating cell proliferative diseases and conditions.

  这项发明涉及抑制组蛋白去乙酰化酶。该发明提供了抑制组蛋白去乙酰化酶酶活性的化合物和方法。该发明还提供了治疗细胞增殖性疾病和症状的组合物和方法。
• Novel and highly efficient preparation of pyrroles using supported ionic liquid ILCF3SO3@SiO2 as a heterogeneous catalyst
  作者：Yang Liu、Yu Lin Hu

  DOI：10.1007/s13738-018-1300-8

  日期：2018.5

  AbstractA supported ionic liquid ILCF3SO3@SiO2 was synthesized and used as a highly efficient catalyst in the Paal–Knorr reaction for the preparation of pyrroles. The heterogeneous catalyst could be easily recovered and recycled for five times without noticeable loss of catalytic activity. Also a possible reaction mechanism is provided. Graphical Abstract

  摘要合成了负载型离子液体ILCF 3 SO 3 @SiO 2，并在Paal-Knorr反应中用作制备吡咯的高效催化剂。该非均相催化剂可以容易地回收和再循环五次，而没有明显的催化活性损失。还提供了可能的反应机理。 图形概要