5264-35-7

Basic information

• Product Name: 5-METHOXY-3,4-DIHYDRO-2H-PYRROLE
• Synonyms: 2-METHOXY-1-PYRROLINE;AKOS BBS-00007016;5-METHOXY-3,4-DIHYDRO-2H-PYRROLE;2-methoxypyrrole;4,5-Dihydro-2-methoxy-3H-pyrrole;2H-Pyrrole, 3,4-dihydro-5-methoxy-;2-methoxy-4,5-dihydro-3H-pyrrole;c-C4H6N(2-OCH3)
• CAS NO: 5264-35-7
• Molecular Formula: C₅H₉NO
• Molecular Weight: 99.13
• Mol File: 5264-35-7.mol
• Article Data: 33

Chemical Properties

• Boiling Point: 120.2°Cat760mmHg
• Flash Point: 26.5°C
• Appearance: /
• Density: 1.05g/cm³
• Vapor Pressure: 18.5mmHg at 25°C
• Refractive Index: 1.49
• Storage Temp.: 2-8°C
• PKA: 6.29±0.20(Predicted)
• CAS DataBase Reference: 5-METHOXY-3,4-DIHYDRO-2H-PYRROLE(CAS DataBase Reference)
• NIST Chemistry Reference: 5-METHOXY-3,4-DIHYDRO-2H-PYRROLE(5264-35-7)
• EPA Substance Registry System: 5-METHOXY-3,4-DIHYDRO-2H-PYRROLE(5264-35-7)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 5264-35-7(Hazardous Substances Data)

Usage

Uses

2-Methoxy-1-pyrroline acts as a reagent in the design and preparation of dihydroindolones and dihydroindolizinones as orally available MEK inhibitors with potent in vivo antitumor efficacy. Synthesis and anti-HSV activity of methylenedioxy mappicine ketone analogs against herpes viruses.

InChI:InChI=1/C5H9NO/c1-7-5-3-2-4-6-5/h2-4H2,1H3

Upstream product

• 616-45-5 2-pyrrolidinon 
• 77-78-1 dimethyl sulfate 
• 71-43-2 benzene 
• 123-75-1 pyrrolidine 
• 96-42-4 pyrrolidin-3-one 
• 584-08-7 potassium carbonate 
• 420-37-1 trimethoxonium tetrafluoroborate 

Downstream Products

• 98336-89-1 N-pyrrolidin-2-yliden-alanine 
• 108800-61-9 3-Carbamoyl-4.5-trimethylen-1.2.4-triazol 
• 530-53-0 deoxyvasicinone 
• 116056-05-4 4,5-Trimethylen-1,2,4-triazol 
• 116056-07-6 2,5,6,7-tetrahydro-pyrrolo[2,1-c][1,2,4]triazol-3-one 
• 123-75-1 pyrrolidine 
• 872-50-4 1-methyl-pyrrolidin-2-one 
• 112020-24-3 (+)-(2S)-2,6,7,8-tetrahydro-2-phenyl-3H-pyrrolo<1,2-a>pyrimidin-4-one 
• 143602-42-0 Ethyl-(5-(4-nitro-phenyl)-4-{3-[pyrrolidin-(2E)-ylideneamino]-propyl}-thiazol-2-yl)-amine; hydrobromide 
• 123117-63-5 Ethyl-(5-(4-nitro-phenyl)-4-{5-[pyrrolidin-(2E)-ylideneamino]-pentyl}-thiazol-2-yl)-amine; hydrobromide 
• 113561-30-1 N-(Pyrrolidinylidene-2)glycine 
• 72130-68-8 ethyl 7-hydroxy-5-oxo-1,2,3,5-tetrahydro-8-indolizinecarboxylate 
• 91417-81-1 2-Carboxypropyliminopyrrolidine 
• 103861-77-4 2-(3-methoxyphenyl)pyrrolidine 

Relevant articles and documents

-

-

γ-Lactam-Based Antifungal Compounds against the Wheat Pathogen Zymoseptoria tritici

As new environmentally friendly and effective antifungal agents are deeply needed, efficient ecofriendly strategies were designed to access two series of compounds inspired from natural γ-lactams. Designed compounds were fully characterized and evaluated as antifungal candidates against Zymoseptoria tritici, the main pathogen on wheat crops. The targeted derivatives were prepared from natural resources using green solvents, simple procedures, and limited purification steps. These bio-inspired compounds revealed as good candidates for further development of efficient crop protection products. Indeed, the HIT compounds exhibited IC50 around 1 μg/mL and were more active than the references tebuconazole and bixafen towards some multidrug-resistant strains. Two dozen of derivatives have been obtained for each series and allowed to establish early structure-activity relationships useful for the development of next generation of γ-lactam derivatives with improved efficacy.

N-Heterocyclic carbene triazolium salts containing brominated aromatic motifs: Features and synthetic protocol

In this work, we provide a brief overview of the role of N-aryl substituents on triazolium N-heterocyclic carbene (NHC) catalysis. This synopsis provides context for the disclosed synthetic protocol for new chiral N-heterocyclic carbene (NHC) triazolium salts with brominated aromatic motifs. Incorporating brominated aryl rings into NHC structures is challenging, probably due to the substantial steric and electronic influence these substituents exert throughout the synthetic protocol. However, these exact characteristics make it an interesting N-aryl substituent, because the electronic and steric diversity it offers could find broad use in organometallic- A nd organo-catalysis. Following the synthetic reaction by NMR guided the extensive modification of a known protocol to enable the preparation of these challenging NHC pre-catalysts.