59227-88-2

Usage

InChI:InChI=1/C14H27NO/c1-2-3-4-5-6-9-12-15-13-10-7-8-11-14(15)16/h2-13H2,1H3

Upstream product

• 105-60-2 caprolactam 
• 111-83-1 1-bromo-octane 
• 124-13-0 Octanal 
• 502-44-3 hexahydro-2H-oxepin-2-one 
• 111-86-4 n-Octylamine 

Relevant academic research and scientific papers

Process for preparing n-alkyllactams

A process for preparing an N-alkyllactam, comprising the steps of: (a) reacting a lactam with an alkali metal alkoxide at 130°-170° C. and removing the alcohol formed by distillation; (b) reacting the product from step (a), if desired in a mixture with the product from step (e), with an alkyl halide in a solvent which is (i) an ethylene glycol dialkyl ether of the formula R--O--(CH2 --CH2 --O)m R, where R in C1 -C4 -alkyl and m is 1-8, (ii) the N-alkyllactam to be prepared or (iii) a mixture of (i) and (ii), to obtain crude N-alkylactam or an alkali metal salt; (c) separating the alkali metal salt from the crude N-alkylactam; (d) subjecting the N-alkyllactam crude product to high-purity distillation after addition of a sufficient amount of alkali metal alkoxide to convert any unreacted lactam to a salt; and (e) recycling the bottom product of the distillation in step (d) in step (e) into step (b), is environmentally friendly and affords the desired N-alkyllactam in high yield and high purity.

Reductive O- and N-alkylations. Alternative catalytic methods to nucleophilic substitution

Different amides have been selectively mono-N-alkylated using catalytic heterogeneous palladium and carbonyl compounds as alkylating agents. The same salt free method has been applied to the synthesis of ethers from alcohols. Reaction parameters have been studied in detail and a mechanism is proposed.

N-allyl-lactams as crystallization inhibitors

Crystallization of active material in spraying of an aqueous solution of certain specified fungicides is retarded by incorporation therein of an N-alkyl-lactam of the formula STR1 in which R represents alkyl having 6 to 18 carbon atoms and n represents the numbers 3, 4 or 5.

N-alkyl-lactams as crystallization inhibitors

In the spraying of an aqueous liquor comprising at least one of 1-(4-chlorophenyl)-4,4-dimethyl-3-(1,2,4-triazol-1-yl-methyl)-pentan-3-ol and 1-(4-chlorophenoxy)-3,3-dimethyl-1-(1,2,4-triazol-1-yl)-butan-2-ol, the improvement which comprises including in the liquor an N-alkyl-lactam of the formula STR1 in which R represents alkyl having 8 to 18 carbon atoms and n represents the numbers 3, 4 or 5,

Extension of the Eschweiler-Clarke procedure to the N-alkylation of amides

The selective N-alkylation of amides (cyclic or acyclic) under hydrogen is reported using aldehydes or ketones as alkylating agents and Pd/C/Na2SO4 as catalyst. Good isolated yields are obtained (81% to 98%).

Solid formulations

New solid formulations of A) at least one agrochemical active compound, B) at least one additive from the groups mentioned in the description, C) at least one dispersant, D) at least one carrier and E) if appropriate, further active compounds and/or additives, a process for preparing the solid formulations and their use for treating plants. A new device for preparing new granules.

Synthesis of lipoxygenase inhibitors. Part 2: Synthesis of lactamarylhydrazones and tetrahydroazepinochinazolinon-arylhydrazones

The synthesis of lactamarylhydrazones as cyclic amidrazones is described starting from 5-, 6- and 7-membered lactames. Tetrahydroazepinochinazolinonarylhydrazones were prepared from caprolactam. The compounds were tested against soja lipoxygenase. A few compounds were very strong inhibitors (IC50 value up to 4.10-9 mol/l).

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.

Method of improved pest control

The disclosure describes a method for improved plant pest control comprising contacting a plant or plant pest with a composition comprising an effective amount of a plant pesticide and an effective delivery enhancing amount of compound having the structural formula STR1 wherein R' is H or a lower alkyl group having 1-4 carbon atoms, m is 3-7, n is 0-17 and R is --CH3, STR2 where R" is H or halogen, with the proviso that if m is 3 and R is CH3, then n is 5-17. Typical plant pesticides include insecticides, fungicides, herbicides, rodenticides, nematicides molluscicides and acaricides. The preferred penetration enhancing compound is 1-n-dodecylaza cycloheptan-2-one.