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1-(4-METHOXY-PHENYL)-2,5-DIMETHYL-1H-PYRROLE-3-CARBALDEHYDE is a chemical compound characterized by its molecular formula C13H13NO2. It is a yellowish-brown solid with a molecular weight of 215.25 g/mol. 1-(4-METHOXY-PHENYL)-2,5-DIMETHYL-1H-PYRROLE-3-CARBALDEHYDE is known for its versatility in chemical reactions and applications due to the presence of methoxy and dimethyl groups on the phenyl and pyrrole rings, respectively.

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  • 347331-30-0 Structure
  • Basic information

    1. Product Name: 1-(4-METHOXY-PHENYL)-2,5-DIMETHYL-1H-PYRROLE-3-CARBALDEHYDE
    2. Synonyms: TIMTEC-BB SBB011593;1-(4-METHOXY-PHENYL)-2,5-DIMETHYL-1H-PYRROLE-3-CARBALDEHYDE;AKOS BB-2978;CHEMBRDG-BB 5960729;ASISCHEM R39807;1-(4-methoxyphenyl)-2,5-dimethyl-1H-pyrrole-3-carbaldehyde(SALTDATA: FREE)
    3. CAS NO:347331-30-0
    4. Molecular Formula: C14H15NO2
    5. Molecular Weight: 229.27
    6. EINECS: N/A
    7. Product Categories: N/A
    8. Mol File: 347331-30-0.mol
  • Chemical Properties

    1. Melting Point: N/A
    2. Boiling Point: 377.8°C at 760 mmHg
    3. Flash Point: 182.3°C
    4. Appearance: /
    5. Density: 1.07g/cm3
    6. Vapor Pressure: 6.58E-06mmHg at 25°C
    7. Refractive Index: 1.547
    8. Storage Temp.: 2-8°C
    9. Solubility: N/A
    10. CAS DataBase Reference: 1-(4-METHOXY-PHENYL)-2,5-DIMETHYL-1H-PYRROLE-3-CARBALDEHYDE(CAS DataBase Reference)
    11. NIST Chemistry Reference: 1-(4-METHOXY-PHENYL)-2,5-DIMETHYL-1H-PYRROLE-3-CARBALDEHYDE(347331-30-0)
    12. EPA Substance Registry System: 1-(4-METHOXY-PHENYL)-2,5-DIMETHYL-1H-PYRROLE-3-CARBALDEHYDE(347331-30-0)
  • Safety Data

    1. Hazard Codes: Xi
    2. Statements: N/A
    3. Safety Statements: N/A
    4. WGK Germany:
    5. RTECS:
    6. HazardClass: IRRITANT
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 347331-30-0(Hazardous Substances Data)

347331-30-0 Usage

Uses

Used in Organic Synthesis:
1-(4-METHOXY-PHENYL)-2,5-DIMETHYL-1H-PYRROLE-3-CARBALDEHYDE is used as a building block in organic synthesis for the creation of various pharmaceuticals and agrochemicals. Its unique structure allows for the development of a wide range of chemical compounds with diverse properties and applications.
Used in Medicinal Chemistry:
In the field of medicinal chemistry, 1-(4-METHOXY-PHENYL)-2,5-DIMETHYL-1H-PYRROLE-3-CARBALDEHYDE serves as a key component in the synthesis of pharmaceuticals. Its presence in the molecular structure can contribute to the compound's therapeutic effects and potential medicinal uses.
Used in Chemical Process Development:
1-(4-METHOXY-PHENYL)-2,5-DIMETHYL-1H-PYRROLE-3-CARBALDEHYDE is utilized as a reagent in the development of new chemical processes and reactions. Its versatility and reactivity make it a valuable asset in advancing the field of chemistry and discovering novel chemical reactions.
Used in Research and Development:
In the research and development industry, 1-(4-METHOXY-PHENYL)-2,5-DIMETHYL-1H-PYRROLE-3-CARBALDEHYDE is employed for exploring new chemical reactions and applications. Its unique properties and reactivity make it an essential tool for scientists and researchers working on innovative projects in the chemical and pharmaceutical sectors.

Check Digit Verification of cas no

The CAS Registry Mumber 347331-30-0 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 3,4,7,3,3 and 1 respectively; the second part has 2 digits, 3 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 347331-30:
(8*3)+(7*4)+(6*7)+(5*3)+(4*3)+(3*1)+(2*3)+(1*0)=130
130 % 10 = 0
So 347331-30-0 is a valid CAS Registry Number.
InChI:InChI=1/C14H15NO2/c1-10-8-12(9-16)11(2)15(10)13-4-6-14(17-3)7-5-13/h4-9H,1-3H3

347331-30-0SDS

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-(4-Methoxy-phenyl)-2,5-dimethyl-1H-pyrrole-3-carbaldehyde

1.2 Other means of identification

Product number -
Other names 1-(4-methoxyphenyl)-2,5-dimethylpyrrole-3-carbaldehyde

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:347331-30-0 SDS

347331-30-0Downstream Products

347331-30-0Relevant articles and documents

A New FXR Ligand Chemotype with Agonist/Antagonist Switch

Helmst?dter, Moritz,Vietor, Jan,Sommer, Jana,Schierle, Simone,Willems, Sabine,Kaiser, Astrid,Schmidt, Jurema,Merk, Daniel

, p. 267 - 274 (2021/02/20)

Therapeutic modulation of the bile acid-sensing transcription factor farnesoid X receptor (FXR) is an appealing strategy to counteract hepatic and metabolic diseases. Despite the availability of several highly potent FXR agonists structural diversity of FXR modulators is limited, and new ligand scaffolds are needed. Here we report structure-activity relationship elucidation of a new FXR modulator chemotype whose activity can be tuned between agonism and antagonism by two minor structural modifications. Starting from a weak FXR/PPAR agonist, we have developed selective FXR activators and antagonists with nanomolar to low-micromolar potencies and binding affinities. The new FXR ligand chemotype modulates the FXR activity in the native cellular setting, is endowed with favorable metabolic stability, and lacks cytotoxicity. It valuably expands the collection of FXR modulators as a new scaffold for FXR-targeted drug discovery.

Synthesis, structure and in vitro anti-trypanosomal activity of non-toxic arylpyrrole-based chalcone derivatives

Hoppe, Heinrich C.,Isaacs, Michelle,Khanye, Setshaba D.,Kruger, Cuan,Oderinlo, Ogunyemi O.,Smith, Vincent J.,Veale, Clinton G. L.,Zulu, Ayanda I.

, (2020/04/10)

With an intention of identifying chalcone derivatives exhibiting anti-protozoal activity, a cohort of relatively unexplored arylpyrrole-based chalcone derivatives were synthesized in moderate to good yields. The resultant compounds were evaluated in vitro for their potential activity against a cultured Trypanosoma brucei brucei 427 strain. Several compounds displayed mostly modest in vitro anti-trypanosomal activity with compounds 10e and 10h emerging as active candidates with IC50 values of 4.09 and 5.11 μM, respectively. More importantly, a concomitant assessment of their activity against a human cervix adenocarcinoma (HeLa) cell line revealed that these compounds are non-toxic.

Improving the Potency of N-Aryl-2,5-dimethylpyrroles against Multidrug-Resistant and Intracellular Mycobacteria

Touitou, Meir,Manetti, Fabrizio,Ribeiro, Camila Maringolo,Pavan, Fernando Rogerio,Scalacci, Nicolò,Zrebna, Katarina,Begum, Neelu,Semenya, Dorothy,Gupta, Antima,Bhakta, Sanjib,Mchugh, Timothy D.,Senderowitz, Hanoch,Kyriazi, Melina,Castagnolo, Daniele

supporting information, p. 638 - 644 (2020/01/11)

A series of N-phenyl-2,5-dimethylpyrrole derivatives, designed as hybrids of the antitubercular agents BM212 and SQ109, have been synthesized and evaluated against susceptible and drug-resistant mycobacteria strains. Compound 5d, bearing a cyclohexylmethylene side chain, showed high potency against M. tuberculosis including MDR-TB strains at submicromolar concentrations. The new compound shows bacteriostatic activity and low toxicity and proved to be effective against intracellular mycobacteria too, showing an activity profile similar to isoniazid.

Easy-To-Synthesize Spirocyclic Compounds Possess Remarkable in Vivo Activity against Mycobacterium tuberculosis

Guardia, Ana,Baiget, Jessica,Cacho, Mónica,Pérez, Arancha,Ortega-Guerra, Montserrat,Nxumalo, Winston,Khanye, Setshaba D.,Rullas, Joaquín,Ortega, Fátima,Jiménez, Elena,Pérez-Herrán, Esther,Fraile-Gabaldón, María Teresa,Esquivias, Jorge,Fernández, Raquel,Porras-De Francisco, Esther,Encinas, Lourdes,Alonso, Marta,Giordano, Ilaria,Rivero, Cristina,Miguel-Siles, Juan,Osende, Javier G.,Badiola, Katrina A.,Rutledge, Peter J.,Todd, Matthew H.,Remui?án, Modesto,Alemparte, Carlos

, p. 11327 - 11340 (2019/01/08)

Society urgently needs new, effective medicines for the treatment of tuberculosis. To kick-start the required hit-to-lead campaigns, the libraries of pharmaceutical companies have recently been evaluated for starting points. The GlaxoSmithKline (GSK) library yielded many high-quality hits, and the associated data were placed in the public domain to stimulate engagement by the wider community. One such series, the spiro compounds, are described here. The compounds were explored by a combination of traditional in-house research and open source methods. The series benefits from a particularly simple structure and a short associated synthetic chemistry route. Many members of the series displayed striking potency and low toxicity, and highly promising in vivo activity in a mouse model was confirmed with one of the analogues. Ultimately the series was discontinued due to concerns over safety, but the associated data remain public domain, empowering others to resume the series if the perceived deficiencies can be overcome.

Design and development of pyrrole carbaldehyde: An effective pharmacophore for enoyl-ACP reductase

Joshi, Shrinivas D.,Kumar, Devendra,More, Uttam A.,Yang, Kap Seung,Aminabhavi, Tejraj M.

, p. 672 - 689 (2016/03/08)

Enoyl-ACP reductase is the key enzyme involved in FAS-II synthesis of mycolic acid in bacterial cell wall and is a promising target for discovering new chemical entity. The designed pharmacophores are the possible better tools to combat mutation in enoyl-ACP enzyme, which leads to a decrease in volume of triclosan binding site. Compound 3a showed H-bonding interactions similar to that of triclosan with enoyl-ACP enzyme and with a better docking score (C score 8.81), while the compound 3f showed additional interaction with MET98.H amino acid residue. The 3D-QSAR computations also support the docking study to develop novel pyrrole-based derivatives. Graphical abstract: Molecular docking 3D-QSAR studies and synthesis of active analogs of pyrrole carbaldehyde as better receptor fit pharmacophore for enoyl-ACP reductase along with in vitro antitubercular activity. (Figure Presented).

Discovery and structure-activity relationships of pyrrolone antimalarials

Murugesan, Dinakaran,Mital, Alka,Kaiser, Marcel,Shackleford, David M.,Morizzi, Julia,Katneni, Kasiram,Campbell, Michael,Hudson, Alan,Charman, Susan A.,Yeates, Clive,Gilbert, Ian H.

, p. 2975 - 2990 (2013/05/23)

In the pursuit of new antimalarial leads, a phenotypic screening of various commercially sourced compound libraries was undertaken by the World Health Organisation Programme for Research and Training in Tropical Diseases (WHO-TDR). We report here the detailed characterization of one of the hits from this process, TDR32750 (8a), which showed potent activity against Plasmodium falciparum K1 (EC50 ~ 9 nM), good selectivity (>2000-fold) compared to a mammalian cell line (L6), and significant activity against a rodent model of malaria when administered intraperitoneally. Structure-activity relationship studies have indicated ways in which the molecule could be optimized. This compound represents an exciting start point for a drug discovery program for the development of a novel antimalarial.

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