3-(2-Furyl)acrolein - CAS 623-30-3
Catalog number: 623-30-3
Category: Main Product
Molecular Formula:
C7H6O2
Molecular Weight:
122.12
COA:
Inquire
Purity:
99%
Appearance:
Light brown powder. Cinnamon odor.
Synonyms:
B-(2-FURFURYLIDENE)ACETALDEHYDE; B-(2-FURYL)ACROLEIN; BETA-(2-FURYLACROLEIN) TRANS-ISOMER; (E)-3-FURAN-2-YL-PROPENAL; FURAN-2-ACROLEIN; FURYL ACROLEIN; FEMA 2494; AKOS BBS-00003241
Storage:
Refrigerator (approx 4ºC).
MSDS:
Inquire
Boiling Point:
143ºC (37 mmHg)
Melting Point:
49-55ºC
Density:
1.104 g/cm3
1.Antimutagenic activity of phenylpropanoids from clove (Syzygium aromaticum).
Miyazawa M1, Hisama M. J Agric Food Chem. 2003 Oct 22;51(22):6413-22.
Phenylpropanoids that possess antimutagenic activity were isolated from the buds of clove (Syzygium aromaticum). The isolated compounds suppressed the expression of the umu gene following the induction of SOS response in the Salmonella typhimurium TA1535/pSK1002 that have been treated with various mutagens. The suppressive compounds were mainly localized in the ethyl acetate extract fraction of the processed clove. This ethyl acetate fraction was further fractionated by silica gel column chromatography, which resulted in the purification and subsequent identification of the suppressive compounds. Electron impact mass spectrometry, IR, and (1)H and (13)C NMR spectroscopy were then used to delineate the structures of the compounds that confer the observed antimutagenic activity. The secondary suppressive compounds were identified as dehydrodieugenol (1) and trans-coniferyl aldehyde (2). When using 2-(2-furyl)-3-(5-nitro-2-furyl)acrylamide (furylfuramide) as the mutagen, compound 1 suppressed 58% of the umu gene expression as compared to the controls at a concentration of 0.
2.Acrolein initiates rat urinary bladder carcinogenesis.
Cohen SM1, Garland EM, St John M, Okamura T, Smith RA. Cancer Res. 1992 Jul 1;52(13):3577-81.
Acrolein, a reactive, alpha,beta-unsaturated aldehyde which is ubiquitous in the environment, forms DNA adducts, is mutagenic, and is teratogenic. However, studies have not indicated a carcinogenic effect in rodent bioassays. Since it is present in cigarette smoke and is the toxic metabolite of cyclophosphamide with respect to the urinary tract, we investigated the possibility that acrolein might have carcinogenic activity toward the rat urinary bladder. We also evaluated whether it possessed initiating and/or promoting activity. To evaluate initiating activity, acrolein was administered at a dose of 2 mg/kg i.p. twice a week for 6 weeks followed by uracil as 3% of the diet for 20 weeks and then control diet for 6 weeks. N-[4-(5-Nitro-2-furyl)-2-thiazolyl]formamide (FANFT) as 0.2% of the diet followed by uracil was used as a positive control, and a negative control group was administered solvent control (water) i.p. during the 6-week initiation period followed by uracil.
3.A new class of synthetic biological response modifiers: the methylfurylbutyrolactones (Nafocare B).
Veltri RW, Fodor G, Liu CM, Woolverton CJ, Baseler MW. J Biol Response Mod. 1986 Oct;5(5):444-61.
A new class of synthetic biological response modifiers (BRMs) has been produced by combining a highly electrophilic reactant, 2-methyl-2, 5-dihydrofuran (a cyclic acetal of cis-3-acetyl acrolein), with L-ascorbic acid. The parent class of compounds can be referred to as methylfurylbutyrolactones (MFBL), previously termed Nafocare B. This parent molecule is amorphous, has a molecular weight of 252.7, and the chemical name [3,6] cyclohemiketal of 2-(5-methyl-2-furyl)-3-keto-L-butyrolactone. Two crystalline forms were produced by a reaction of the MFBL parent molecule with either succinic anhydride or succinimide, to create MFBL-SA (Nafocare B2) and MFBL-S (Nafocare B3) dimers, respectively. The structure of these compounds has been confirmed by modern methods of analytical chemistry, including x-ray crystallography. All three forms of the MFBLs showed negligible toxicity in single-dose acute LD-50s in mice. Also, the MFBLs did not demonstrate genotoxic activity at 800 mg/kg in the mouse micronucleus assay.
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CAS 623-30-3 3-(2-Furyl)acrolein

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