Hétérocycles oxygénés (O)

M02244 - Penitrem A, Penicillium paxilli

Applications 2-Ethylfuran is a substance used in the studies on variations of essentials oils from leaves of Jasminum nudiflorum Lindl for medicinal purposes
Not a dangerous good if item is equal to or less than 1g/ml and there is less than 100g/ml in the package
References Jin, H., et al.: Anhui Nongye Kexue, 40, 10078 (2012)

Applications 2-(4-Hydroxybutoxy)tetrahydrofuran is an impurity of Poly(butylene terephthalate) and a by-product of 1,4-Butanediol.
References Rafler, G., et al.: Acta Polymerica, 39, 661 (1988);

Stability Unstable in Aqueous Solution
Applications (±)-Dihydro-3-hydroxy-4,4-dimethyl-2(3H)-furanone is a volatile organic compound used in the silylation of alcohols,
References D'Sa, B.A. et al.: J. Org. Chem., 62, 5057 (1997);

Applications methyl 5-(hydroxymethyl)furan-2-carboxylate (cas# 36802-01-4) is a useful research chemical.

Applications 2-Ethylbenzofuran is used in the synthesis of benzofurans as potential antianginal agents. They are also used in the preparation of 2-arylpyridines that are used in the synthesis of complexes with physical properties.
References Goldenberg, C. et al.: Eur. j. Med. Chem., 12, 81 (1977); Baloch, M. et al.: Eur. J. Med. Chem., 2012, 4454 (2012);

Applications 2,3-Dihydrofuran is a dehydration product of tetrahydrofuran (THF). 2,3-Dihydrofuran is also used in the preparation of niologically active compounds such as antitumor agents.
References Kohlweyer, U. et al.: FEMS Microbiol. Lett., 186, 301 (2000); Li, J. et al.: Lett. Drug Design Disc., 9, 379 (2012);

Applications 2-Propenylfuran (cas# 75135-41-0) is a useful research chemical.
Not a dangerous good if item is equal to or less than 1g/ml and there is less than 100g/ml in the package

Applications 2-Hydroxytetrahydrofuran (cas# 5371-52-8) is a compound useful in organic synthesis.

Stability Moisture Sensitive
Applications 3A-METHYLHEXAHYDROISOBENZOFURAN-1,3-DIONE (cas# 25550-51-0) is a useful research chemical.

Applications Dibenzofuran is a reagent in Friedel-Crafts acylation.
Not a dangerous good if item is equal to or less than 1g/ml and there is less than 100g/ml in the package
References Albrecht, W. L., et al.: J. Med. Chem., 20, 364 (1977);

Applications 6-Bromo-3H-isobenzofuran-1-one

Applications (5-Amino-2-butyl-3-benzofuranyl)[4-[3-(dibutylamino)propoxy]phenyl]methanone is an intermediate used in the synthesis of dronedarone hydrochloride (I), a class III antiarrhythmia drug for the prevention of cardiac arrhythmias such as atrial fibrillation.
References Mali, A. C., et al.: Org. Proc. Res. Dev., 17, 863 (2013)

Applications 1-(furan-2-yl)propan-1-one (cas# 3194-15-8) is a useful research chemical.

Stability Volatile
Applications 2-Pentylfuran is a volatile compound that is detected in meat smoke aerosol, rice aroma and tomato paste volatiles.
Not a dangerous good if item is equal to or less than 1g/ml and there is less than 100g/ml in the package
References Rogge, W., et al.; Environ. Sci. Technol., 25, 1112 (1991); Buttery, R., et al.: J. Agric. Food Chem., 36, 1006 (1988); Buttery, R., et al.: J. Agric. Food Chem., 38, 336 (1990);

Applications 1,3,5-Tri-O-benzoyl-2-deoxyribofuranose (cas# 145416-96-2) is a compound useful in organic synthesis.

Applications 2,3-Dihydro-2,2-dimethyl-7-benzofuranol (cas# 1563-38-8) is a useful research chemical.

Applications 1,3-Dihydro-1,3-dioxo-5-isobenzofurancarboxylic Acid is an analog of Trioctyl Trimellitate (T804400) which is a plasticizer that was evaluated for endocrine disrupting activities through estrogen receptor alpha binding assay.

Applications 2-Phenylfuran (cas# 17113-33-6) is a useful research chemical.

Applications (3aR,7aS)-rel-Hexahydro-1,3-isobenzofurandione is a reagent used in the synthesis of Pregabalin (P704800), a GABA analogue used as an anticonvulsant. Also used to prepare P2X7 receptor antagonists.
References Taylor, C.P., at al.: Epilepsy Res., 14, 11 (1993), Field, M.J., et al.: Pain, 80, 391 (1999); Eur. J. Org. Chem., 2013, 4495 (2013); Yang, H. et al.: Chinese. Chem. Lett., 24, 553 (2013);

Stability Moisture Sensitive
Applications 2-Furanone is a heterocyclic organic compound that is used widely in the synthetic preparation of pharmaceutical goods.
References Kim, H.K., et al.: Plant. Pathol. J., 28, 259 (2012); Nam, S., et al.: J. Agr. Food. Chem., 60, 9097 (2012); Durchschein, K., et al.: Eur. J. Org. Chem., 2012, 4963 (2012);

M02724 - 3-Indolyl-b-D-glucuronide Cyclohexylammonium salt

Applications 2-(Dimethoxymethyl)-5-(methoxymethyl)furan is used in the study of reaction pathways of glucose during esterifications.
References Hu, X., et al.: Green. Chem., 13, 1676 (2011); Hu, X., et al.: Biores. Technol/, 102, 10104 (2011);

Applications Tetrahydro-2-furanpropanol is used in organic reactions the synthesis of oxocanes.
References Sakamoto, Y. et al.: Org. Lett., 4, 675 (2002); Paquette, L. et al.: J. Am. Chem. Soc., 94, 6760 (1972);

Applications 4-carbamoylfuran-2-carboxylic acid (cas# 1315367-95-3) is a useful research chemical.

Stability Volatile
Applications 2-Propylfuran is a useful reagent in the catalytic production of renewable lubricant base oils.
Not a dangerous good if item is equal to or less than 1g/ml and there is less than 100g/ml in the package
References Liu, S., et al.: Green Chem., 21, 3606 (2019)

Stability Moisture Sensitive
Applications (s)-(-)-5-hydroxymethyl-2(5h)-furanone (cas# 78508-96-0) is a useful research chemical.

Applications 2-Acetylfuran is a widely used reagent in manufacturing pharmaceuticals and aroma compounds.
Not a dangerous good if item is equal to or less than 1g/ml and there is less than 100g/ml in the package
References Bertero, M., et al.: Fuel, 95, 263 (2012); Dang, Q., et al.: J. Medn. Chem., 54, 153 (2011); Candu, N., et al.: Topics. Catalysis., 52, 571 (2009);

Applications Cholinesterase inhibitor. Use as systemic insecticide, acaricide, nematocide. Used in Pesticide detection. Useful in cannabis testing kits as a component of pesticide mixes (P698235).
Not a dangerous good if item is equal to or less than 1g/ml and there is less than 100g/ml in the package
References Dorough, W.H., et al.: J. Agric. Food Chem., 16, 319 (1968),

Stability Volatile
Applications It is an ideal marker for detecting cigarette smoke.
Not a dangerous good if item is equal to or less than 1g/ml and there is less than 100g/ml in the package
References Spitzer, W., et al.: Clin. Invest. Med., 13, 17 (1990), Alonso, M., et al.: Anal. Bioanal. Chem., 396, 2989 (2010),

Diethyl 3,4-furandicarboxylate is a chemical compound that is used as an antiproliferative drug in cancer therapy. It is synthesized by the thermal isomerization of diethyl acetylenedicarboxylate. The product has been shown to inhibit the growth of human cancer cells and has antibacterial activity against Gram-positive bacteria. Diethyl 3,4-furandicarboxylate also inhibits the synthesis of DNA and RNA by binding to the enzyme ribonucleotide reductase. Its cytostatic effects are due to its ability to inhibit cellular proliferation by inhibiting protein synthesis.

Carbofuran is a broad-spectrum insecticide that belongs to the class of carbamates. It is used to control insects that damage crops and other plants. The mechanism of action for carbofuran involves inhibition of the sorbitol dehydrogenase enzyme, which blocks the conversion of glucose to sorbitol in insects, leading to their death. Carbofuran also has synergistic effects with nitrite ions. Carbofuran's chemical name is 3-methyl-2-(methylthio)propanal O-carbamate. It has been shown that carbofuron causes oxidative injury in mitochondria by inhibiting mitochondrial functions and energy metabolism, leading to its acute toxicities at high doses.

N-[(3S)-2,5-Dioxotetrahydro-3-furanyl]-2,2,2-trifluoroacetamide is a boronic acid that has been used to synthesize polymers. This compound is of interest for the synthesis of hydrophobic amino acids such as threonine and lysine. The high yield and functionalisation of this molecule make it deserving of further investigation.

2-Ethylbenzofuran is a benzofuran derivative that has been shown to be a potent inhibitor of acid transport. It is effective in the treatment of gastric and duodenal ulcers, as well as hyperchloremic acidosis. 2-Ethylbenzofuran inhibits the action of calcium carbonate by binding to the active site on rat liver microsomes. This binding prevents the formation of an enzyme-inhibitor complex with polyvinyl chloride, which is required for dibutyl acylation reaction and acidolysis. The drug also blocks acid transporter activity, which may be due to its ability to induce demethylation and inhibit calcium carbonate from forming an enzyme-inhibitor complex with polyvinyl chloride.

Applications 2-(Furan-2-yl)-2-(methoxyimino)acetic Acid is an intermediate in the synthesis of Cephalosporin derivatives.
References Ger. Offen. (1978), DE 2731724 A1 19780119.

Applications Tetrahydro-2-furanmethanamine is used in the synthesis of novel topoisomerase I targeting anti-cancer agents with mild to potent cytotoxic activity. Also used in the discovery and synthesis of orally bioavailable stearoyl-CoA desaturase 1 inhibitors
References Lopez-Rodriguez, M. et al.: 44, 4504 (2001); Liu, G. et al.: J. Med. Chem., 50, 3086 (2007);

Applications 2,3,5-Trimethylfuran (cas# 10504-04-8) is a useful research chemical.
Not a dangerous good if item is equal to or less than 1g/ml and there is less than 100g/ml in the package

Applications 6-Amino-5-(1,1-dimethylethyl)-3,3-dimethyl-2(3H)-benzofuranone is an intermediate in synthesizing Ivacaftor Carboxylic Acid (I940605). It is an impurity of Ivacaftor (I940600); a drug used in the treatment of cystic fibrosis.
References Clancy, J. et al.: Am. J. Resp. Crit. Care. Med., 186, 593 (2012)

Applications 2,5-DIMETHOXYTETRAHYDROFURAN (cas# 696-59-3) is a useful research chemical.
Not a dangerous good if item is equal to or less than 1g/ml and there is less than 100g/ml in the package

Applications (R)-5-Oxotetrahydrofuran-2-carboxylic Acid is an intermediate used to synthesize 2',3'-dideoxy-4'-selenonucleosides as potential antiviral agents.
References Jeong, L., et al.: Bioorg. Med. Chem., 16, 9891 (2008)

Applications Used in the preparation of D-xylofuranose derivatives.

Applications (R)-2-(Benzyloxy)-5-((5-oxotetrahydrofuran-2-yl)methyl)phenyl Neopentyl Sulfate is an intermediate in the synthesis of metabolite of (-)-Epicatechin (E582260).

Applications 5-(1,1-Dimethylethyl)-3,3-dimethyl-6-nitro-2(3H)-benzofuranone is an intermediate in synthesizing Ivacaftor Carboxylic Acid (I940605). It is an impurity of Ivacaftor (I940600); a drug used in the treatment of cystic fibrosis.
References Clancy, J. et al.: Am. J. Resp. Crit. Care. Med., 186, 593 (2012)

Applications 2-Cyano-N-((furan-2-ylmethyl)carbamoyl)acetamide is an intermediate in the synthesis of novel 1- and 8-substituted-3-furfuryl xanthines as adenosine receptor antagonists.
References Balo, M. C., et al.: Bioorg. Med. Chem., 17, 6755 (2009);

Applications Methyl 4-Bromofuran-2-carboxylate is used to prepare pyrimidinamines and pyridinamines as adenosine receptor modulators for treatment of CNS disorders.
References Borroni, E., et al.; PCT Int. Appl., WO 2001062233 A2 20010830 (2001)

Applications Intermediate in the production of Bufuralol Hydrochloride

5-Formylfuran-2-boronic acid is a compound that has been shown to be used in the synthesis of Pd complexes. This compound was found to inhibit the soluble guanylate cyclase and sirtuin 2 enzyme. It also has been shown to have anti-cancer effects, as it may inhibit cancer cell proliferation. 5-Formylfuran-2-boronic acid has been shown to increase the transport properties of potassium dichromate, which may be due to its acidic nature. This red fluorescent compound is soluble in organic solvents and can be activated by light. The optimum concentration of 5-Formylfuran-2-boronic acid is 3 mM in an acidic solution at room temperature.

5-Ethoxy-2(5H)-furanone is an oxidation product of 5-ethoxy-2(5H)-furanone. It has an isomeric, stereospecific, regiospecifically, and a tautomeric relationship with furfural. 5-Ethoxy-2(5H)-furanone can be produced by the oxidation of furfural with boron trifluoride etherate in the presence of iodosobenzene. The reaction mechanism involves the addition of hydrogen peroxide to the boron trifluoride etherate to form hydroperoxydiborane. This compound then reacts with iodosobenzene to produce 5-ethoxy-2(5H)-furanone and 2,5-dihydroxybenzaldehyde. The reaction produces a mixture of diastereomers that contain different numbers of carbon atoms due to the regiospecific