25090-33-9

Basic information

• Product Name: 3,4-DIHYDRO-2H-PYRAN-5-CARBALDEHYDE
• Synonyms: 5,6-DIHYDRO-4H-PYRAN-3-CARBALDEHYDE;2,3-DIHYDROPYRAN-5-CARBOXALDEHYDE;3,4-DIHYDRO-2H-PYRAN-5-CARBALDEHYDE;3,4-Dihydro-(2H)-pyrane-5-carbaldehyde;3,4-Dihydro-2H-pyran-5-carboxaldehyde 98%;3,4-Dihydro-2H-pyran-5-carboxaldehyde;2H-Pyran-5-carboxaldehyde, 3,4-dihydro-;3,4-Dihydro-2H-pyran-5-carboxaldehyde98%
• CAS NO: 25090-33-9
• Molecular Formula: C₆H₈O₂
• Molecular Weight: 112.13
• Mol File: 25090-33-9.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 84°C 21mm
• Flash Point: 71.2 °C
• Appearance: /
• Density: 1.175 g/cm³
• Vapor Pressure: 0.819mmHg at 25°C
• Refractive Index: 1.56
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• CAS DataBase Reference: 3,4-DIHYDRO-2H-PYRAN-5-CARBALDEHYDE(CAS DataBase Reference)
• NIST Chemistry Reference: 3,4-DIHYDRO-2H-PYRAN-5-CARBALDEHYDE(25090-33-9)
• EPA Substance Registry System: 3,4-DIHYDRO-2H-PYRAN-5-CARBALDEHYDE(25090-33-9)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37/39
• HazardClass: IRRITANT
• Hazardous Substances Data: 25090-33-9(Hazardous Substances Data)

Usage

Synthesis Reference(s)

The Journal of Organic Chemistry, 35, p. 3200, 1970 DOI: 10.1021/jo00834a091

InChI:InChI=1/C6H8O2/c7-4-6-2-1-3-8-5-6/h4-5H,1-3H2

Upstream product

• 69549-51-5 2-Ethoxytetrahydropyran-3-carboxaldehyde-diethylacetal 
• 110-87-2 3,4-dihydro-2H-pyran 
• 68-12-2 N,N-dimethyl-formamide 
• 122-51-0 orthoformic acid triethyl ester 
• 117837-38-4 3-(dimethoxymethyl)-2-methoxytetrahydro-2H-pyran 
• 107-02-8 acrolein 

Downstream Products

• 117361-34-9 (E)-1-(3',4'-dihydro-2'H-pyran)-3-(trimethylsilyl)-2-propen-1-ol 
• 104337-50-0 (7α,8β)-3,4,6,7,8,8a-Hexahydro-8-nitro-7-phenyl-2H-1-benzopyran 
• 104337-51-1 5,8,9,10a-Tetrahydro-2-phenyl-1H,7H-pyrano<2,3-c><1,2,4>triazolo<1,2-a>pyridazin-1,3(2H)-dion 
• 123476-64-2 1-Benzyl-4-(3-hydroxy-propyl)-1H-pyrrole-2-carboxylic acid ethyl ester 
• 1061704-68-4 C₁₁H₁₅N₃O 
• 1061704-88-8 C₁₆H₁₇N₃O 
• 1061704-91-3 C₂₂H₂₁N₃O₂ 
• 1061704-94-6 C₁₆H₁₇N₃O 
• 1261072-68-7 5-(1-ethoxy-3-phenylprop-2-ynyl)-3,4-dihydro-2H-pyran 
• 1261072-67-6 1-(3,4-dihydro-2H-pyran-5-yl)-3-phenylprop-2-yn-1-ol 
• 1335223-57-8 2-benzyloxy-3-methylenetetrahydropyran 
• 1335223-59-0 4-(3,4-dihyro-2H-pyran-5-ylmethyl)-2,6-dimethylphenol 

Relevant articles and documents

METHOD FOR PRODUCING CONDENSED HETEROCYCLIC COMPOUND

PROBLEM TO BE SOLVED: To provide a novel and industrially advantageous method for producing a condensed heterocyclic compound useful as an agrochemical. SOLUTION: A high-yield and inexpensive method for producing a compound represented by formula (1) comprises synthesis of a pyridine derivative having a cyclopropyl group at the 5-position, and a subsequent reaction. (In the formula, n and m are integers from 0 to 2.) SELECTED DRAWING: None COPYRIGHT: (C)2021,JPOandINPIT

Synthesis and evaluation of pyrazolo[3,4-b]pyridines and its structural analogues as TNF-α and IL-6 inhibitors

In the present article, we have synthesized three different series of pyrazolo[3,4-b]pyridines and their structural analogues using novel synthetic strategy involving one-pot condensation of 5,6-dihydro-4H-pyran-3-carbaldehyde/2-formyl-3,4,6-tri-O-methyl-d-glucal /chromone-3-carbaldehyde with heteroaromatic amines. All synthesized compounds were evaluated for their anti-inflammatory activity against TNF-α and IL-6. Out of 28 compounds screened, 40, 51, 52 and 56 exhibited promising activity against IL-6 with 60-65% inhibition at 10 μM concentration. Amongst these, 51, 52 and 56 showed potent IL-6 inhibitory activity with IC50's of 0.2, 0.3 and 0.16 μM, respectively. Compound 56 was not cytotoxic in CCK-8 cells up to the concentration of >100 μM.