2199-58-8

Basic information

• Product Name: 3,5-Dimethylpyrrole-2-carboxaldehyde
• Synonyms: 3,5-DIMETHYL-1H-PYRROLE-2-CARBALDEHYDE;3,5-DIMETHYL-1H-PYRROLE-2-CARBOXALDEHYDE;3,5-DIMETHYLPYRROLE-2-CARBOXALDEHYDE;3,5-Dimethyl-1h-pyrrole-2-carbaldehyde, 95+%;3,5-Dimethyl-2-pyrrolecarboxaldehyde;1H-Pyrrole-2-carboxaldehyde, 3,5-dimethyl-;3,5-Dimethylpyrrole-2-carboxaldehyde ,98%;3,5-Dimethyl-2-formyl-1H-pyrrole
• CAS NO: 2199-58-8
• Molecular Formula: C₇H₉NO
• Molecular Weight: 123.15
• Product Categories: Pharmaceutial intermediates;Pyrrole&Pyrrolidine&Pyrroline;Building Blocks;Heterocyclic Building Blocks;Pyrroles;Aromatics;Heterocycles;Intermediates
• Mol File: 2199-58-8.mol
• Article Data: 16

Chemical Properties

• Melting Point: 95-99 °C(lit.)
• Boiling Point: 237.3 °C at 760 mmHg
• Flash Point: 103.2 °C
• Appearance: /
• Density: 1.099 g/cm³
• Vapor Pressure: 0.0452mmHg at 25°C
• Refractive Index: 1.576
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Solubility: DMSO, Methanol
• PKA: 16.23±0.50(Predicted)
• Sensitive: Air Sensitive
• CAS DataBase Reference: 3,5-Dimethylpyrrole-2-carboxaldehyde(CAS DataBase Reference)
• NIST Chemistry Reference: 3,5-Dimethylpyrrole-2-carboxaldehyde(2199-58-8)
• EPA Substance Registry System: 3,5-Dimethylpyrrole-2-carboxaldehyde(2199-58-8)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37
• WGK Germany: 3
• Hazardous Substances Data: 2199-58-8(Hazardous Substances Data)

Usage

Description

3,5-Dimethylpyrrole-2-carboxaldehyde is a colorless solid that serves as an important intermediate in the synthesis of various compounds, particularly in the pharmaceutical industry.

Uses

Used in Pharmaceutical Industry:
3,5-Dimethylpyrrole-2-carboxaldehyde is used as a key intermediate in the synthesis of a series of anaplastic lymphoma kinase (ALK) inhibitors. These inhibitors represent a novel therapeutic target for the treatment of non-small-cell lung cancer (NSCLC), a prevalent and aggressive form of lung cancer. 3,5-Dimethylpyrrole-2-carboxaldehyde plays a crucial role in developing new and effective treatments for patients suffering from this disease.

InChI:InChI=1/C7H9NO/c1-5-3-6(2)8-7(5)4-9/h3-4,8H,1-2H3

Upstream product

• 625-82-1 2,4-dimethyl-1H-pyrrole 
• 74-90-8 hydrogen cyanide 
• 77287-34-4 formamide 
• 68-12-2 N,N-dimethyl-formamide 
• 21898-46-4 <3,5-Dimethyl-pyrryl-(2)>-glyoxylsaeure 
• 103096-16-8 2-formyl-3,5-dimethyl-pyrrole-1-carboxylic acid ethyl ester 
• 4513-93-3 3,5-dimethylpyrrole-2-carboxylic acid 
• 149-73-5 trimethyl orthoformate 
• 110-45-2 isopentyl formate 
• 10025-87-3 trichlorophosphate 
• 856197-93-8 2,4-dimethyl-pyrrole-1-carboxylic acid ethyl ester 
• 856100-23-7 (3,5-dimethyl-pyrrol-2-yl)-glyoxylic acid ethyl ester 
• 2436-79-5 diethyl 2,4-dimethylpyrrole-3,5-dicarboxylate 
• 75-34-3 1,1-dichloroethane 

Downstream Products

• 801999-64-4 2,2'-(3,3',5,5'-Tetramethyl-4-ethyl)-dipyrrylmethen 
• 775549-69-4 5-{5-[3,5-Dimethyl-pyrrol-(2Z)-ylidenemethyl]-4-isobutyl-3-methyl-1H-pyrrol-2-ylmethyl}-4-ethyl-3-methyl-1H-pyrrole-2-carboxylic acid benzyl ester 
• 194413-58-6 semaxanib 
• 293733-87-6 2,2',3,3',4',5,5'-pentamethyldipyrrolylmethene-2,2' hydrobromide 
• 89909-51-3 4-bromo-3,5-dimethyl-1H-pyrrole-2-carbaldehyde 
• 905954-35-0 3-(4-ethoxytetrafluorophenyl)-2,7,9-trimethyl-(10H)-dipyrrin-1-one 

Relevant articles and documents

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Halogenated BODIPY photosensitizers: Photophysical processes for generation of excited triplet state, excited singlet state and singlet oxygen

We have systematically examined the formation of singlet oxygen O2(1Δg), the excited triplet state (T1), and excited singlet state (S1) for halogenated BODIPY photosensitizers (halogen = Cl, Br, and I

Synthesis and study of organoselenium compound: DNA/Protein interactions, in vitro antibacterial, antioxidant, anti-inflammatory activities and anticancer activity against carcinoma cells

New organoselenium compound was synthesized and characterized using common spectroscopic techniques. The organoselenium compound binds to Hs-DNA through hydrophobic and hydrogen binding interactions and partial intercalation in the base pairs of DNA was observed, this was also confirmed from circular dichroism (CD). The organoselenium compound was screened for potential anti-oxidant, anti-bacterial and anti-inflammatory activities using various techniques, which demonstrated better results in comparison to standards. The agarose gel electrophoresis study suggested the protective nature of organoselenium compound against supercoiled pBR322 plasmid DNA in presence of Fenton's reagent. In addition, in vitro cytotoxicity experiments against A549 and HeLa cancer cells were performed which evidenced promising anti-cancer activities with significantly low IC50 values.

Virtual Screening Identifies Irreversible FMS-like Tyrosine Kinase 3 Inhibitors with Activity toward Resistance-Conferring Mutations

The use of covalent irreversible binding inhibitors is an established concept for drug development. Usually, the discovery of new irreversible kinase inhibitors occurs serendipitously, showing that efficient rational approaches for the rapid discovery of new drugs are needed. Herein, we report a virtual screening strategy that led to the discovery of irreversible inhibitors of FMS-like tyrosine kinase 3 (FLT3) involved in the pathogenesis of acute myeloid leukemia. A virtual screening library was designed to target the highly conserved Cys828 residue preceding the DFG motif by modification of reported reversible inhibitors with chemically reactive groups. Prospective covalent docking allowed the identification of two lead series, resulting in a massive increase in inhibition of kinase activity and cell viability by irreversible inhibitors compared to the corresponding reversible scaffolds. Lead compound 4b (BSc5371) displays superior cytotoxicity in FLT3-dependent cell lines to compounds in recent clinical trials and overcomes drug-resistant mutations.