37672-43-8

Basic information

• Product Name: 1-hexylazepan-2-one
• CAS NO: 37672-43-8
• Molecular Formula: C₁₂H₂₃NO
• Molecular Weight: 197.3171
• Mol File: 37672-43-8.mol

Chemical Properties

• Boiling Point: 315°C at 760 mmHg
• Flash Point: 130.5°C
• Density: 0.916g/cm³
• Vapor Pressure: 0.00045mmHg at 25°C
• Refractive Index: 1.462
• CAS DataBase Reference: 1-hexylazepan-2-one(CAS DataBase Reference)
• NIST Chemistry Reference: 1-hexylazepan-2-one(37672-43-8)
• EPA Substance Registry System: 1-hexylazepan-2-one(37672-43-8)

Safety Data

• Hazardous Substances Data: 37672-43-8(Hazardous Substances Data)

Upstream product

• 502-44-3 hexahydro-2H-oxepin-2-one 
• 111-26-2 hexan-1-amine 
• 6926-45-0 1-azidohexane 
• 931-57-7 1-methoxy-cyclohex-1-ene 
• 108-94-1 cyclohexanone 
• 105-60-2 caprolactam 
• 111-25-1 1-bromo-hexane 

Relevant articles and documents

Fast, acid-free, and selective lactamization of lactones in ionic liquids

(Chemical Equation Presented) A fast and acid-free one-pot 0.2-30 mmol microwave methodology for direct ionic liquid-mediated preparation of lactams from lactones and primary amines has been developed. The protocol was investigated with a wide range of primary amines and a handful of lactones, including substrates with acid-sensitive substituents. Both γ-lactams and δ-lactams were, despite the complete absence of a Bronsted acid, obtained in useful to excellent yields after only 35 min of microwave processing.

Reactions of alkyl azides and ketones as mediated by Lewis acids: Schmidt and Mannich reactions using azide precursors

The Lewis acid-promoted reactions of alkyl azides with ketones can afford several products. Chief among these result from a Schmidt-like insertion of the azide into the carbon - carbon bond adjacent to the carbonyl group. Alternatively, an acid-promoted r

Intramolecular Schmidt reactions of alkyl azides with ketals and enol ethers

The ketals or enol ethers of 1,5-azidoketones were converted into lactams using a two-stage process. Treatment of the ketals and enol ethers with acid (trifluoroacetic acid, triflic acid, or trimethylsilyl triflate) afforded an oxonium ion which reacted with the tethered azide to give a 1,1-azido-alkoxy intermediate. Bond reorganization led to an iminium ether that was reacted with sodium iodide in acetone to expose the amide products. Seven intramolecular examples proceeding in yields of 68 to ≥95% are reported using dimethyl or diethyl ketals. Attempts using 1,3-dioxolanes and an intermolecular example are also described.

TiCl4-Mediated Reactions of Alkyl Azides with Cyclic Ketones

The reaction of cyclic ketones with alkyl azides to afford N-alkyl lactams can be effected by TiCl4.

Toxicity screening of N-alkylazacycloheptan-2-one derivatives in cultured human skin cells: Structure-toxicity relationships

A number of N-alkylazacycloheptan-2-one derivatives, with the hydrocarbon chain lengths systematically varied from C2 to C16, were tested for their possible skin toxic effects. For this purpose, three in vitro cytotoxicity assays were used: (1) inhibition of proliferation of cultured human fibroblasts and keratinocytes: (2) inhibition of collagen contraction by human fibroblasts; and (3) cell morphology changes in confluent cultures of human fibroblasts and keratinocytes. With all assays used, the toxicity of N-alkylazacycloheptan-2-one derivatives increased from C2 to C8, remained constant at a hydrocarbon chain length between C8 and C14, and subsequently decreased with increasing alkyl chain length. A similar trend has been observed for flux enhancement of nitroglycerine in the presence of these N-alkylazacycloheptan-2-one derivatives, suggesting that with these compounds a parallelism exists between skin cell toxicity and penetration enhancing capacity. Since for practical use it is preferable to find a balance between skin toxicity and the penetration enhancement effect of a particular enhancer, it would be advisable to do QSAR studies of this kind with a number of congeners of a particular compound in order to optimize the choice. In this particular case, further modification of the N-alkylazacycloheptan-2-one structure might lead to an even better choice than the often propagated dodecyl derivative.

Composition comprising an oxygenated cholesterol and use thereof for topical treatment of diseases

The invention is directed to a pharmaceutical composition comprising an oxygenated cholesterol and a penetration-enhancing agent which is useful for topical application to the skin of a patient suffering from a proliferative skin disease characterized by geminative cells having a rapid rate of replication, e.g. psoriasis. The composition comprises an effective amount for the inhibition of germinative cell mitosis of an oxygenated cholesterol, e.g. 26-hydroxycholesterol, or a pharmaceutically effective derivative thereof e.g. an ester or ether. The invention is further directed to a method of treating a patient suffering from said skin disease comprising applying to the effected skin said therapeutic composition. The invention is also directed to the topical application of these compositions to the skin to decrease inflammation.