374588-99-5

Basic information

• Product Name: 5-(3-CHLOROPHENYL)-3,4-DIHYDRO-2H-PYRROLE
• Synonyms: 5-(3-CHLOROPHENYL)-3,4-DIHYDRO-2H-PYRROLE
• CAS NO: 374588-99-5
• Molecular Formula: C10H10ClN
• Molecular Weight: 179.6461
• Mol File: 374588-99-5.mol
• Article Data: 8

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 5-(3-CHLOROPHENYL)-3,4-DIHYDRO-2H-PYRROLE(CAS DataBase Reference)
• NIST Chemistry Reference: 5-(3-CHLOROPHENYL)-3,4-DIHYDRO-2H-PYRROLE(374588-99-5)
• EPA Substance Registry System: 5-(3-CHLOROPHENYL)-3,4-DIHYDRO-2H-PYRROLE(374588-99-5)

Safety Data

• Hazardous Substances Data: 374588-99-5(Hazardous Substances Data)

Upstream product

• 616-45-5 2-pyrrolidinon 
• 36229-42-2 (3-chlorophenyl)magnesium bromide 
• 14468-90-7 N-trimethylsilyl-pyrrolidin-2-one 
• 29786-46-7 1-(3-chlorophenyl)cyclobutane-1-carboxamide 
• 108-37-2 1-bromo-3-chlorobenzene 
• 535-80-8 3-chlorobenzoate 
• 1128-76-3 3-chloro-benzoic acid ethyl ester 

Downstream Products

• 1217756-62-1 (2R)-2-(3-chlorophenyl)pyrrolidine 
• 1217756-62-1 (S)-2-(3-chlorophenyl)pyrrolidine 

Relevant articles and documents

Iron-Catalyzed Ring Expansion of Cyclobutanols for the Synthesis of 1-Pyrrolines by Using MsONH3OTf

The synthesis of 1-pyrrolines from cyclobutanol derivatives and an aminating reagent (MsONH3OTf) has been developed. This one-pot procedure achieves C–N bond/C═N bond formation via ring expansion. A series of 1-pyrroline derivatives are synthes

Design, synthesis and biological evaluation of aminobenzyloxyarylamide derivatives as selective κ opioid receptor antagonists

Opioid receptors play an important role in both behavioral and mood functions. Based on the structural modification of LY2456302, a series of aminobenzyloxyarylamide derivatives were designed and synthesized as κ opioid receptor antagonists. The κ opioid receptor binding ability of these compounds were evaluated with opioid receptors binding assays. Compounds 1a-d showed high affinity for κ opioid receptor. Especially for compound 1c, exhibited a significant Kivalue of 15.7?nM for κ opioid receptor binding and a higher selectivity over μ and δ opioid receptors compared to (±)LY2456302. In addition, compound 1c also showed potent κ antagonist activity with κ IC50?=?9.32?nM in [35S]GTP-γ-S functional assay. The potential use of the representative compounds as antidepressants was also investigated. The most potent compound 1c not only exhibited potent antidepressant activity in the mice forced swimming test, but also displayed the effect of anti-anxiety in the elevated plus-maze test.

A Hofmann Rearrangement-Ring Expansion Cascade for the Synthesis of 1-Pyrrolines: Application to the Synthesis of 2,3-Dihydro-1H-pyrrolo[2,1-a]isoquinolinium Salts

Treatment of cyclobutanecarboxamide with bis(trifluoroacetoxy)iodobenzene, PhI(OCOCF3)2, resulted in the formation of 1-pyrroline via Hofmann rearrangement of the former followed by in situ ring expansion reaction of the cyclobutylamine intermediate. Further elaboration of this methodology to the synthesis of 2,3-dihydro-1H-pyrrolo[2,1-a]isoquinolinium salts has also been described.