53185-69-6

Usage

InChI:InChI=1/C7H12O2/c8-6-4-2-1-3-5-7-9/h6-7H,1-5H2

Upstream product

• 123-99-9 azelaic acid 
• 628-92-2 Cycloheptene 
• 89-57-6 5-Aminosalicylic Acid 
• 628-77-3 1,5-diiodopentane 
• 291-21-4 [1,3,5]trithiane 
• 591-49-1 1-methylcyclohex-1-ene 
• 13553-19-0 trans-cycloheptane-1,2-diol 
• 98428-52-5 heptanedial dioxime 
• 7732-18-5 water 
• 7782-77-6 cis-nitrous acid 
• 13460-50-9 metaboric acid 
• 13553-19-0 cis-Cycloheptan-1,2-diol 
• 629-30-1 1,7-heptandiol 
• 13553-19-0 (1R*,2R*)-1,2-Cycloheptanediol 

Downstream Products

• 127660-87-1 N-(Cyclohexylmethyl)-N-(o-anisidyl)amine 
• 87364-66-7 N-(Cyclohexylmethyl)-N-cyclohexylamine 
• 127660-88-2 N-(Cyclohexylmethyl)-N-(p-tolyl)amine 
• 127660-89-3 N-(Cyclohexylmethyl)-N-(p-chlorophenyl)amine 
• 87033-91-8 N-(Cyclohexylmethyl)-N-(β-phenylethyl)amine 
• 79952-92-4 N-(cyclohexylmethyl)aniline 
• 4352-47-0 N-(cyclohexylmethyl)(phenyl)methanamine 
• 55309-53-0 2-hydroxycyclohexane-1-carbaldehyde 
• 874361-80-5 C₂₁H₂₆N₂O₂ 
• 27583-43-3 2-(hydroxymethyl)cyclohexanol 
• 135924-85-5 C₁₂H₂₀O 
• 600726-39-4 C₇H₁₂O₂ 

Relevant academic research and scientific papers

X-ray Structure-Guided Discovery of a Potent, Orally Bioavailable, Dual Human Indoleamine/Tryptophan 2,3-Dioxygenase (hIDO/hTDO) Inhibitor That Shows Activity in a Mouse Model of Parkinson’s Disease

Human indoleamine 2,3-dioxygenase 1 (hIDO1) and tryptophan 2,3-dioxygenase (hTDO) have been closely linked to the pathogenesis of Parkinson’s disease (PD); nevertheless, development of dual hIDO1 and hTDO inhibitors to evaluate their potential efficacy against PD is still lacking. Here, we report biochemical, biophysical, and computational analyses revealing that 1H-indazole-4-amines inhibit both hIDO1 and hTDO by a mechanism involving direct coordination with the heme ferrous and ferric states. Crystal structure-guided optimization led to23, which manifested IC50values of 0.64 and 0.04 μM to hIDO1 and hTDO, respectively, and had good pharmacokinetic properties and brain penetration in mice.23showed efficacy against the 1-methyl-4-phenyl-1,2,3,6-tetrahydropyridine-induced mouse motor coordination deficits, comparable to Madopar, an anti-PD medicine. Further studies revealed that different from Madopar,23likely has specific anti-PD mechanisms involving lowering IDO1 expression, alleviating dopaminergic neurodegeneration, reducing inflammatory cytokines and quinolinic acid in mouse brain, and increasing kynurenic acid in mouse blood.

Reductive Electrochemical Activation of Molecular Oxygen Catalyzed by an Iron-Tungstate Oxide Capsule: Reactivity Studies Consistent with Compound i Type Oxidants

The reductive activation of molecular oxygen catalyzed by iron-based enzymes toward its use as an oxygen donor is paradigmatic for oxygen transfer reactions in nature. Mechanistic studies on these enzymes and related biomimetic coordination compounds designed to form reactive intermediates, almost invariably using various "shunt" pathways, have shown that high-valent Fe(V)=O and the formally isoelectronic Fe(IV) =O porphyrin cation radical intermediates are often thought to be the active species in alkane and arene hydroxylation and alkene epoxidation reactions. Although this four decade long research effort has yielded a massive amount of spectroscopic data, reactivity studies, and a detailed, but still incomplete, mechanistic understanding, the actual reductive activation of molecular oxygen coupled with efficient catalytic transformations has rarely been experimentally studied. Recently, we found that a completely inorganic iron-tungsten oxide capsule with a keplerate structure, noted as {Fe30W72}, is an effective electrocatalyst for the cathodic activation of molecular oxygen in water leading to the oxidation of light alkanes and alkenes. The present report deals with extensive reactivity studies of these {Fe30W72} electrocatalytic reactions showing (1) arene hydroxylation including kinetic isotope effects and migration of the ipso substituent to the adjacent carbon atom ("NIH shift"); (2) a high kinetic isotope effect for alkyl C - H bond activation; (3) dealkylation of alkylamines and alkylsulfides; (4) desaturation reactions; (5) retention of stereochemistry in cis-alkene epoxidation; and (6) unusual regioselectivity in the oxidation of cyclic and acyclic ketones, alcohols, and carboxylic acids where reactivity is not correlated to the bond disassociation energy; the regioselectivity obtained is attributable to polar effects and/or entropic contributions. Collectively these results also support the conclusion that the active intermediate species formed in the catalytic cycle is consistent with a compound I type oxidant. The activity of {Fe30W72} in cathodic aerobic oxidation reactions shows it to be an inorganic functional analogue of iron-based monooxygenases.

Compound with dual inhibitory activity TDO, IDOO1 and application of compound for treating neurodegenerative disease (by machine translation)

The present invention provides a compound of formula I, or a pharmaceutically acceptable salt thereof, or a solvate thereof, which can selectively inhibit TDO, IDOO1, which has a significant inhibitory effect on TDO and/or IDOO1. In addition, the prepared compound has a remarkable anti-tumor effect, has a certain treatment effect on's disease and's disease, and has a good application prospect in the field of medicine preparation. (by machine translation)

Water-Compatible Synthesis of 2-Trifluoromethyl-1,3-Dioxanes

A water-compatible method for the diastereoselective synthesis of 2-trifluormethyl-1,3-dioxanes is described. The reaction proceeds under mild reaction conditions using simple inorganic bases; it has a very good substrate scope and can be performed with different Michael acceptors. Additionally, the reaction products can be further functionalized, showing an excellent perspective for future applications.

Inter- and intramolecular aldol reactions promiscuously catalyzed by a proline-based tautomerase

The enzyme 4-oxalocrotonate tautomerase (4-OT), which in nature catalyzes a tautomerization step as part of a catabolic pathway for aromatic hydrocarbons, was found to promiscuously catalyze different types of aldol reactions. These include the self-condensation of propanal, the cross-coupling of propanal and benzaldehyde, the cross-coupling of propanal and pyruvate, and the intramolecular cyclizations of hexanedial and heptanedial. Mutation of the catalytic amino-terminal proline (P1A) greatly reduces 4-OT's aldolase activities, whereas mutation of another active site residue (F50A) strongly enhances 4-OT's aldolase activities, indicating that aldolization is an active site process. This catalytic promiscuity of 4-OT could be exploited as starting point to create tailor-made, artificial aldolases for challenging self- and cross-aldolizations.

Oxidation of terminal diols using an oxoammonium salt: A systematic study

A systematic study of the oxidation of a range of terminal diols is reported, employing the oxoammonium salt 4-acetamido-2,2,6,6-tetramethylpiperidine-1-oxoammonium tetrafluoroborate (4-NHAc-TEMPO+ BF4-) as the oxidant. For substrates bearing a hydrocarbon chain of seven carbon atoms or more, the sole product is the dialdehyde. A series of post-oxidation reactions have been performed showing that the product mixture resulting from the oxidation step can be taken on directly to a subsequent transformation. For diols containing four to six carbon atoms, the lactone product is the major product upon oxidation. In the case of 1,2-ethanediol and 1,3-propanediol, when using a 1 : 0.5 stoichiometric ratio of substrate to oxidant, the corresponding monoaldehyde is formed which reacts rapidly with further diol to yield the acetal product. This is of particular synthetic value given both the difficulty of their preparation using other approaches and also their potential application in further reaction chemistry.

Preparation method and application of brphinsted acidic ionic liquid using periodate as anion as well as method for preparing alpha,omega-dialdehyde

The invention relates to the field of fine chemical industry, and concretely provides an application of brphinsted acidic ionic liquid using periodate as an anion as well as a preparation method thereof. The invention provides a method for preparing alpha,omega-dialdehyde. The method comprises the following steps: in a condition of a solution, cycloolefin and/or alkylene oxide and an oxidizing agent are contacted, transparent liquid with white deposition is obtained, transparent liquid and white deposition are obtained by separation, wherein the oxidizing agent is brphinsted acidic ionic liquid using periodate as the anion. The brphinsted acidic ionic liquid using periodate as the anion can be used as an oxidizing agent for carrying out an oxidation reaction is provided for the first time, and the method has the advantages of simple and easily operated process, green and environmental protection, cleaning, and repeated recovery and utilization of the oxidizing agent.

MATERIALS AND METHODS OF PRODUCING 7-CARBON MONOMERS

This document describes materials and methods for producing 7-hydroxyheptanoic acid using a β-ketothiolase or a synthase and an alcohol O-acetyltransferase to form a 7-acetyloxy-3-oxoheptanoyl-CoA intermediate. This document describes biochemical pathways for producing 7-hydroxyheptanoic acid using a β-ketothiolase or a synthase and an alcohol O-acetyltransferase to form a 7-acetyloxy-3-oxoheptanoyl-CoA intermediate. 7-hydroxyheptanoic acid can be enzymatically converted to pimelic acid, 7-aminoheptanoic acid, heptamethylenediamine or 1,7 heptanediol. This document also describes recombinant hosts producing 7-hydroxyheptanoic acid as well as pimelic acid, 7-aminoheptanoic acid, heptamethylenediamine and 1,7 heptanediol.

Discovery of a highly potent anti-inflammatory epoxyisoprostane-derived lactone

Epoxyisoprostanes EI (1) and EC (2) are effective inhibitors of the secretion of proinflammatory cytokines IL-6 and IL-12. In detailed studies toward the investigation of the molecular mode of action of these structures, a highly potent lactone (3) derived from 1 was identified. The known isoprostanoids 1 and 2 are most likely precursors of 3, the product of facile intramolecular reaction between the epoxide with the carboxylic acid in 2.

Characterization of a new enzyme oxidizing ω-amino group of aminocarboxyric acid, aminoalcohols and amines from Phialemonium sp. AIU 274

A new enzyme exhibiting oxidase activity for ω-aminocarboxylic acids, ω-aminoalcohols, monoamines and diamines was found from a newly isolated fungal strain, Phialemonium sp. AIU 274. The enzyme also oxidized aromatic amines, but not l- and d-amino acids. The Vmax/Km value for hexylamine was higher than those for 6-aminoalcohol and 6-aminhexanoic acid in the aliphatic C6 substrates. In the aliphatic amines, the higher Vmax/Km values were obtained by the longer carbon chain amines. Thus, the enzyme catalyzed oxidative deamination of the ω-amino group in a wide variety of the ω-amino compounds and preferred medium- and long-chain substrates. The oxidase with such broad substrate specificity was first reported here. The enzyme contained copper, and the enzyme activity was strongly inhibited by isoniazid, iproniazid and semicarbazide, but not by clorgyline and pargyline. The enzyme was composed of two identical subunits of 75 kDa.