77342-93-9

Basic information

• Product Name: TETRAHYDRO-PYRAN-3-CARBALDEHYDE
• Synonyms: 2H-PYRAN-3-CARBOXALDEHYDE, TETRAHYDRO-;RARECHEM AK ML 0583;TETRAHYDRO-PYRAN-3-CARBALDEHYDE;2H-Pyran-3-carboxaldehyde, tetrahydro- (9CI);tetrahydro-2H-pyran-3-carbaldehyde;Tetrahydro-2H-pyran-3-carboxaldehyde;oxane-3-carbaldehyde;tetrahydropyran-3-carboxaldehyde
• CAS NO: 77342-93-9
• Molecular Formula: C₆H₁₀O₂
• Molecular Weight: 114.14
• Product Categories: ALDEHYDE
• Mol File: 77342-93-9.mol

Chemical Properties

• Boiling Point: 178.539 °C at 760 mmHg
• Flash Point: 66.389 °C
• Appearance: /
• Density: 1.097 g/cm³
• Vapor Pressure: 0.984mmHg at 25°C
• Refractive Index: 1.513
• Storage Temp.: Inert atmosphere,Store in freezer, under -20°C
• CAS DataBase Reference: TETRAHYDRO-PYRAN-3-CARBALDEHYDE(CAS DataBase Reference)
• NIST Chemistry Reference: TETRAHYDRO-PYRAN-3-CARBALDEHYDE(77342-93-9)
• EPA Substance Registry System: TETRAHYDRO-PYRAN-3-CARBALDEHYDE(77342-93-9)

Safety Data

• Hazard Codes: Xi
• Statements: 37/38-41
• Safety Statements: 26-39
• WGK Germany: 3
• Hazardous Substances Data: 77342-93-9(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
TETRAHYDRO-PYRAN-3-CARBALDEHYDE is used as a key intermediate for the synthesis of a novel 5-lipoxygenase inhibitor. This application is significant because 5-lipoxygenase inhibitors have potential therapeutic benefits in treating various inflammatory conditions and diseases.
Used in Pest Control:
TETRAHYDRO-PYRAN-3-CARBALDEHYDE is used as a reactant in the synthesis of tetrahydropyran esters, which serve as attractants towards Blattella germanica (German cockroach) and Supella longipalpa (brown-banded cockroach). This application is valuable in the development of effective pest control strategies, particularly for these common household pests, by attracting and facilitating their elimination.

InChI:InChI=1/C6H10O2/c7-4-6-2-1-3-8-5-6/h4,6H,1-3,5H2

Upstream product

• 110-87-2 3,4-dihydro-2H-pyran 
• 201230-82-2 carbon monoxide 
• 873397-34-3 racemic tetrahydropyran-3-carboxylic acid 
• 50-00-0 formaldehyd 
• 13417-49-7 5,6-dihydro-2H-pyran-3-carbaldehyde 

Downstream Products

• 77342-80-4 1-Methyl-2-phenyl-5-(tetrahydropyran-3-yl)pyrrol 
• 77342-81-5 2-Ethyl-1-phenyl-5-(tetrahydropyran-3-yl)pyrrol 
• 77342-82-6 2-Pentyl-1-phenyl-5-(tetrahydropyran-3-yl)pyrrol 
• 77342-83-7 1,2-Diphenyl-5-(tetrahydropyran-3-yl)pyrrol 
• 1030623-67-6 2-amino-6-mercapto-4-(tetrahydro-2H-pyran-3-yl)pyridine-3,5-dicarbonitrile 
• 1401964-90-6 N-(cyclopropylmethyl)-3-[2,6-dimethoxy-4-(methoxymethyl)phenyl]-6-methoxy-N-[(tetrahydro-2H-pyran-3-yl)methyl]pyrazolo[5,1-b][1,3]thiazol-7-amine 
• 1050493-77-0 2-(tetrahydro-2H-pyran-3-yl)ethanol 
• 116131-44-3 (±)-3-(bromomethyl)tetrahydro-2H-pyran 
• 7179-99-9 (tetrahydro-2H-pyran-3-yl)methanamine 
• 14774-36-8 rac-(tetrahydro-2H-pyran-3-yl)methanol 
• 77342-72-4 4-Phenyl-1-(tetrahydropyran-3-yl)-1,4-butandion 

Relevant articles and documents

Synthesis of an Azaphosphatriptycene and Its Rhodium Carbonyl Complex

A 10-aza-9-phosphatriptycene is accessible on a gram scale, in three laboratory steps from commercially available precursors. Infrared spectroscopy of a rhodium(I) carbonyl complex bearing this ligand reflects the weak σ-donor/strong π-acceptor character of the phosphine; the solid-state structure reveals moderate steric demand. This ligand supports highly active catalysts for the hydroformylation of cyclic alkenes.

TRICYCLIC COMPOUND SERVING AS IMMUNOMODULATOR

Provided are compounds of formula I and formula II or pharmaceutically acceptable salts of the compounds and pharmaceutical compositions thereof. The compounds of formula I and formula II or the pharmaceutically acceptable salts of the compounds provide indole 2,3-dioxygenase (IDO) inhibitory activity and are capable of treating IDO-mediated immunosuppressive diseases, such as infectious diseases or cancer.

COMPOUNDS AND METHODS OF TREATING OCULAR DISORDERS

A method of treating an ocular disorder in a subject associated with increased all-trans-retinal in an ocular tissue includes administering to the subject a therapeutically effective amount of a primary amine compound of formula (I); and pharmaceutically acceptable salts thereof.

Expansion of first-in-class drug candidates that sequester toxic all-trans-retinal and prevent light-induced retinal degeneration

All-trans-retinal, a retinoid metabolite naturally produced upon photoreceptor light activation, is cytotoxic when present at elevated levels in the retina. To lower its toxicity, two experimentally validated methods have been developed involving inhibition of the retinoid cycle and sequestration of excess of all-trans-retinal by drugs containing a primary amine group. We identified the first-in-class drug candidates that transiently sequester this metabolite or slow down its production by inhibiting regeneration of the visual chromophore, 11-cis-retinal. Two enzymes are critical for retinoid recycling in the eye. Lecithin:retinol acyltransferase (LRAT) is the enzyme that traps vitamin A (all-trans-retinol) from the circulation and photoreceptor cells to produce the esterified substrate for retinoid isomerase (RPE65), which converts all-trans-retinyl ester into 11-cis-retinol. Here we investigated retinylamine and its derivatives to assess their inhibitor/substrate specificities for RPE65 and LRAT, mechanisms of action, potency, retention in the eye, and protection against acute light-induced retinal degeneration in mice. We correlated levels of visual cycle inhibition with retinal protective effects and outlined chemical boundaries for LRAT substrates and RPE65 inhibitors to obtain critical insights into therapeutic properties needed for retinal preservation.

Hydroformylation and hydroalkylcarbonylation of 3,4-dihydro[2H]pyran catalysed by Co2(CO)8 under syngas conditions

In the cobalt-catalysed hydroformylation of 3,4-dihydro[2H]pyran, the influence of different reaction parameters such as time, pressure, triphenylphosphine addition, catalyst and substrate concentration has been investigated. 2-formyl-tetrahydropyran, tetrahydropyran and a hydroalkylcarbonylation product were the main reaction products. The selectivity towards 2-formyl-tetrahydropyran formation is favoured at constant catalyst and substrate concentration. The coordination of the pyran's oxygen to the cobalt atom seems to be an important intermediate for the formation of 2-formyl-tetrahydropyran. Different substrate or catalyst concentrations promote the formation of other reduced products. The addition of triphenylphosphine to the catalyst leads to a less active species, which decreases the yield and promotes the hydroalkylcarbonylation reaction.

PURINE DERIVATIVES AS IMMUNOMODULATORS

The present invention includes novel compounds useful in the treatment of various disorders in particular infectious diseases, cancer, and allergic diseases and other inflammatory conditions for example allergic rhinitis and asthma, and as vaccine adjuvants

4,5,6,7-trisubstituted benzoxazolones

Certain 6-aryl- or 6-heteroaryl- alkylaminobenzoxazolones, and their pharmaceutically-acceptable salts, are dual inhibitors of lipoxygenase and cyclooxygenase enzymes, and so are useful as antiallergy and antiinflammatory agents.