867324-06-9

Basic information

• Product Name: N-(2-Phenylethyl)but-3-en-1-amine
• Synonyms: N-(2-Phenylethyl)but-3-en-1-amine
• CAS NO: 867324-06-9
• Molecular Formula: C₁₂H₁₇N
• Molecular Weight: 175.27008
• Mol File: 867324-06-9.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: N-(2-Phenylethyl)but-3-en-1-amine(CAS DataBase Reference)
• NIST Chemistry Reference: N-(2-Phenylethyl)but-3-en-1-amine(867324-06-9)
• EPA Substance Registry System: N-(2-Phenylethyl)but-3-en-1-amine(867324-06-9)

Safety Data

• Hazardous Substances Data: 867324-06-9(Hazardous Substances Data)

Upstream product

• 5162-44-7 1-bromo-4-butene 
• 64-04-0 phenethylamine 
• 103-63-9 1-phenyl-2-bromoethane 

Downstream Products

• 905970-80-1 4-((but-3-enyl)phenethylcarbamoyl)pent-4-enoic acid methyl ester 
• 912338-15-9 (3aS,7aS)-6-phenethyloctahydropyrrolo[2,3-c]pyridine hydrochloride 
• 912338-20-6 (3aR,7aS)-1-((R)-1-naphthalen-1-ylethyl)-6-phenethyloctahydropyrrolo[2,3-c]pyridine 
• 867324-10-5 (3aS,7aS)-6-phenethyloctahydropyrrolo[2,3-c]pyridine 
• 912338-19-3 (3aS,7aS)-1-((R)-1-naphthalen-1-yl-ethyl)-6-phenethyloctahydropyrrolo[2,3-c]pyridin-7-one 
• 912338-18-2 C₂₇H₃₀N₂O 
• 912338-21-7 C₂₂H₂₆N₂O 
• 105743-61-1 1-phenethyl-4-chloropiperidine 
• 867324-07-0 1-(1-naphthalen-1-yl-ethyl)-aziridine-2-carboxylic acid but-3-enyl-phenethyl-amide 

Relevant articles and documents

Quinim: A New Ligand Scaffold Enables Nickel-Catalyzed Enantioselective Synthesis of α-Alkylated ?-Lactam

Herein, we report a nickel-catalyzed reductive cross-coupling reaction of easily accessible 3-butenyl carbamoyl chloride with primary alkyl iodide to access the chiral α-alkylated pyrrolidinone with broad substrate scope and high enantiomeric excess. The current art of synthesis still remains challenging on the enantioselective α-monoalkylation of pyrrolidinones. The newly designed chiral 8-quinoline imidazoline ligand (Quinim) is crucial for maintaining the reactivity and enantioselectivity to ensure the reductive cyclization of monosubstituted alkenes for unprecedented synthesis of chiral non-aromatic heterocycles.

A 5 + 1 Protic Acid Assisted Aza-Pummerer Approach for Synthesis of 4-Chloropiperidines from Homoallylic Amines

We report that HCl·DMPU induces the formation of (thiomethyl)methyl carbenium ion from DMSO under mild conditions. Homoallylic amines react with this electrophile to generate 4-chloropiperidines in good yields. The method applies to both aromatic and aliphatic amines. The use of HCl·DMPU as both non-nucleophilic base and chloride source constitutes an environmentally benign alternative for piperidine formation. The reaction has a broad substrate scope, and the conditions offer good chemical yields with high functional group tolerance and scalability.

Two-step activity-based protein profiling of diacylglycerol lipase

Diacylglycerol lipases (DAGL) produce the endocannabinoid 2-arachidonoylglycerol, a key modulator of neurotransmitter release. Chemical tools that visualize endogenous DAGL activity are desired. Here, we report the design, synthesis and application of a triazole urea probe for DAGL equipped with a norbornene as a biorthogonal handle. The activity and selectivity of the probe was assessed with activity-based protein profiling. This probe was potent against endogenous DAGLα (IC50 = 5 nM) and it was successfully applied as a two-step activity-based probe for labeling of DAGLα using an inverse electron-demand Diels-Alder ligation in living cells.

A facile preparation of an octahydropyrrolo[2,3-c]pyridine enantiomer

A facile synthesis of octahydro-pyrrolo[2,3-c]pyridine 1 using an intramolecular [3+2]-cycloaddition of an azomethine ylide as the key step and employing DW-therm heat-transfer fluid as a solvent is disclosed. Enantiomerically pure 1 was obtained either via a chromatographic separation of the diastereoisomers 12 and 13 resulting from the cycloaddition with a chiral appendage or by a classical resolution of racemate 19.

Structure-activity relationship studies of a series of novel δ-lactam-based histone deacetylase inhibitors

We synthesized a series of δ-lactam-based HDAC inhibitors that were identified with various degrees of anti-inflammatory and cell growth inhibitory activities. Compounds possessing significant HDAC inhibitory activity exhibited both anti-inflammatory and cell growth inhibitory activities as well as significant tumor growth inhibition in the in vivo tumor xenograft experiments. Besides, these compounds demonstrated antiinflammatory properties in vitro via suppression of the production of the proinflammatory cytokine TNF-α and nitric oxide by LPS-stimulated RAW264.7 cells.

Synthesis, enzymatic inhibition, and cancer cell growth inhibition of novel δ-lactam-based histone deacetylase (HDAC) inhibitors

δ-Lactam-based hydroxamic acids, inhibitors of histone deacetylase (HDAC), have been synthesized via ring closure metathesis of key diene intermediates followed by conversion to hydroxamic acid analogues. The hydroxamic acids 12a, 12b, and 17c showed potent inhibitory activity in HDAC enzyme assay. The hydroxamic acid 12b exhibited growth inhibitory activity on five human tumor cell lines, showing good sensitivity on the MDA-MB-231 breast tumor cell.

Organic compounds

Novel compounds that inhibit the binding of the Smac protein to Inhibitor of Apoptosis Proteins (IAPs) of the formula I