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1-(3-methylphenyl)-1H-pyrrole, also known as 3-methyl-1-phenyl-1H-pyrrole, is a heterocyclic compound characterized by a five-membered ring with four carbon atoms and one nitrogen atom. It is recognized for its molecular formula C11H11N and a molecular weight of 157.21 g/mol. This versatile chemical is widely utilized in the scientific and industrial sectors, particularly in organic chemistry and pharmaceutical development.

2437-43-6

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2437-43-6 Usage

Uses

Used in Organic Chemistry:
1-(3-methylphenyl)-1H-pyrrole is used as a building block for the synthesis of various pharmaceuticals and agrochemicals. Its unique structure and properties make it a valuable component in the creation of a diverse range of compounds with potential applications in medicine and agriculture.
Used in Cancer Research:
In the field of cancer research, 1-(3-methylphenyl)-1H-pyrrole has demonstrated potential therapeutic properties. It is being explored for its ability to target and disrupt specific biological pathways involved in cancer cell growth and proliferation, offering a promising avenue for the development of novel cancer treatments.
Used in Pharmaceutical Development:
1-(3-methylphenyl)-1H-pyrrole is also utilized in the development of new pharmaceuticals. Its incorporation into drug molecules can enhance their efficacy, selectivity, and overall therapeutic potential, contributing to the advancement of innovative treatments for various diseases and conditions.
Used in Agrochemicals:
In the agrochemical industry, 1-(3-methylphenyl)-1H-pyrrole serves as a key component in the synthesis of compounds with pesticidal, herbicidal, and fungicidal properties. Its application in this field helps to develop more effective and targeted agrochemicals, aiming to improve crop protection and yield while minimizing environmental impact.

Check Digit Verification of cas no

The CAS Registry Mumber 2437-43-6 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 2,4,3 and 7 respectively; the second part has 2 digits, 4 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 2437-43:
(6*2)+(5*4)+(4*3)+(3*7)+(2*4)+(1*3)=76
76 % 10 = 6
So 2437-43-6 is a valid CAS Registry Number.

2437-43-6SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 19, 2017

Revision Date: Aug 19, 2017

1.Identification

1.1 GHS Product identifier

Product name 1-(3-methylphenyl)pyrrole

1.2 Other means of identification

Product number -
Other names N-m-Tolylpyrrol

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:2437-43-6 SDS

2437-43-6Relevant academic research and scientific papers

A solvent-free manganese(II) -catalyzed Clauson-Kaas protocol for the synthesis of N-aryl pyrroles under microwave irradiation

Rohit, Kizhakkekuttu Radhakrishnan,Meera, Gopinadh,Anilkumar, Gopinathan

supporting information, p. 194 - 200 (2021/10/12)

The first manganese-catalyzed modified Clauson-Kaas reaction for N-substituted pyrrole synthesis using 2,5-dimethoxytetrahydrofuran with variously substituted aromatic amines has been developed (up to 89% yield). This interesting neat strategy is free from additives including co-catalysts, ligands, and acids. Relatively low cost, environmentally benign, and handy Mn(NO3)2·4H2O is employed as the catalyst under microwave conditions with a very short reaction time (20?min). The above qualities attest to the green nature of this reaction.

Utilization of caffeine carbon supported cobalt catalyst in the tandem synthesis of pyrroles from nitroarenes and alkenyl diols

Balasubramaniam, Bhuvaneshwari,Dhara, Partha,Gupta, Raju K.,Kundu, Sabuj,Panja, Dibyajyoti,Sau, Anirban

, p. 244 - 254 (2021/09/07)

Employing bio-waste caffeine carbon-supported heterogeneous cobalt catalyst, synthesis of various substituted pyrrole derivatives is reported. In this methodology, pyrroles were synthesized through coupling between nitroarenes and alkenyl diols in a tandem manner. Among all the heterogeneous catalysts Co(OAc)2-CC-800 displayed the highest catalytic activity. Preparative scale synthesis of pyrroles and synthesis of anti-tubercular agent 5-(4-(1H-pyrrol-1-yl)phenyl)-1,3,4-oxadiazole-2-thiol revealed the practical applicability of this protocol. Several kinetic experiments and Hammett studies were conducted to understand the probable mechanism and electronic effects on this transformation.

Lactam derivatives and preparation method and application thereof

-

Paragraph 0048-0052; 0076; 0083, (2020/02/10)

The invention relates to lactam derivatives and a preparation method and application thereof. Compared with the prior art, the invention provides lactam compounds with a novel structure. The compoundsand compositions thereof have remarkable activity in inhibition of the proliferation of cancer cells (including, but not limited to, the liver cancer cell line HepG2 and the lung cancer cell line A549), and the activity of multiple compounds is in the same order of magnitude as the activity of the commercial drug adriamycin or superior to the activity of adriamycin. The compounds of the inventioncan be prepared from N-substituted pyrrole compounds through a reaction, and the preparation method is convenient, rapid and efficient.

Pd/Cu-catalyzed dual C-H bond carbonylation towards the synthesis of fluorazones

Liao, Fan,Shi, Renyi,Sha, Yuchen,Xia, Jianhui,Liao, Weilin,Lei, Aiwen

supporting information, p. 4354 - 4357 (2017/04/21)

Pd/Cu catalyzed oxidative dual C-H bond activation/carbonylation still remains a great challenge due to the generation of by-products via C-C bond formation. Herein we developed a straightforward Pd/Cu-catalyzed oxidative dual C-H bond carbonylation process to access biologically and pharmaceutically important fluorazones from easily available N-aryl pyrroles and CO. A wide range of functional groups were well tolerated in this transformation, and O2 could be utilized as the only terminal oxidant to promote the oxidative carbonylation process.

Natural polynite promote nitrogen heterocyclic compound N-arylation of the method

-

Paragraph 0011, (2016/10/31)

The invention discloses a method of promoting N-arylation of nitrogen heterocyclic compounds by natural montmorillonite. The natural montmorillonite is adopted as a promoter and cuprous iodide or copper acetate is adopted as a catalyst, and under alkaline

An efficient heterogeneous catalytic method for the N-arylation of pyrrole and other N-heterocycles

Nmeth, Jnos,Debreczeni, Nra,Gresits, Ivn,Blint, Mria,Hell, Zoltn

, p. 1113 - 1119 (2015/08/06)

Abstract 4 ? molecular sieve modified with copper(0) or copper(II) is an efficient heterogeneous catalyst for the arylation of pyrrole and some other heterocycles with iodo- or bromoarenes, Cs2CO3 base and pyrrole (or DMF) solvent. The catalysts can be easily prepared and are reusable.

Buchwald-Hartwig reactions in water using surfactants

Salomé, Christophe,Wagner, Patrick,Bollenbach, Maud,Bihel, Frédéric,Bourguignon, Jean-Jacques,Schmitt, Martine

, p. 3413 - 3421 (2014/05/06)

Examination of the scope and limitation of the Buchwald-Hartwig cross-coupling reaction in micellar medium is reported. An array of aryl or heteroaryl halides were coupled to diverse nitrogen coupling partners using a combination of [(allyl)PdCl]2 and cBRIDP to afford the corresponding products in moderate to excellent yields. 30 examples are reported, including polar solid and fairly water-soluble organic substrates/reagents.

Nano sulfated titania as a heterogeneous solid acid catalyst for the synthesis of pyrroles by clauson-kaas condensation under solvent-free conditions

Hosseini-Sarvari,Najafvand-Derikvandi,Jarrahpour,Heiran

, p. 1732 - 1739 (2014/05/06)

A new and environmentally benign method for the preparation of N-substituted pyrroles from one-pot condensation reaction of 2,5-dimethoxytetrahydrofuran with amines and diamines in the presence of nano sulfated titania under solvent-free conditions is presented. This new protocol features simple operation, easy availability, stability, and eco-friendliness of catalyst, as well as high to excellent yields of products. In addition, we report for the first time an alternative method for the synthesis of pyrroles from aromatic amines containing the β-lactam fragment using nano sulfated titania as catalyst.

New pyrrole derivatives with potent tubulin polymerization inhibiting activity as anticancer agents including hedgehog-dependent cancer

La Regina, Giuseppe,Bai, Ruoli,Coluccia, Antonio,Famiglini, Valeria,Pelliccia, Sveva,Passacantilli, Sara,Mazzoccoli, Carmela,Ruggieri, Vitalba,Sisinni, Lorenza,Bolognesi, Alessio,Rensen, Whilelmina Maria,Miele, Andrea,Nalli, Marianna,Alfonsi, Romina,Di Marcotullio, Lucia,Gulino, Alberto,Brancale, Andrea,Novellino, Ettore,Dondio, Giulio,Vultaggio, Stefania,Varasi, Mario,Mercurio, Ciro,Hamel, Ernest,Lavia, Patrizia,Silvestri, Romano

, p. 6531 - 6552 (2014/10/16)

We synthesized 3-aroyl-1-arylpyrrole (ARAP) derivatives as potential anticancer agents having different substituents at the pendant 1-phenyl ring. Both the 1-phenyl ring and 3-(3,4,5-trimethoxyphenyl)carbonyl moieties were mandatory to achieve potent inhi

Synthesis of pyrrole derivatives from diallylamines by one-pot tandem ring-closing metathesis and metal-catalyzed oxidative dehydrogenation

Chen, Weiqiang,Wang, Jianhui

supporting information, p. 1958 - 1963 (2013/05/08)

A series of aryl-substituted pyrrole derivatives was synthesized from diallylamines through a ruthenium carbene catalyzed ring-closing metathesis reaction and in situ oxidative dehydrogenation reaction catalyzed by FeCl 3·6H2O or CuCl2·2H2O in the presence of O2. The reaction was mild, simple, and convenient. An oxygen atmosphere played a critical role in obtaining high conversion of substituted pyrroles in the proposed catalytic system.

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