3,4-Dichloro-5-hydroxy-2(5H)-furanone

3,4-Dichloro-5-hydroxy-2(5H)-furanone Structure
3,4-Dichloro-5-hydroxy-2(5H)-furanone structure
Common Name 3,4-Dichloro-5-hydroxy-2(5H)-furanone
CAS Number 87-56-9 Molecular Weight 168.963
Density 1.6±0.1 g/cm3 Boiling Point 271.0±40.0 °C at 760 mmHg
Molecular Formula C4H2Cl2O3 Melting Point 125-128 °C(lit.)
MSDS Chinese USA Flash Point 117.7±27.3 °C
Symbol GHS05 GHS06
GHS05, GHS06
Signal Word Danger

The toxicity of the mutagen 'MX' and its analogue, mucochloric acid, to rainbow trout hepatocytes and gill epithelial cells and to Daphnia magna.

Toxicology 100(1-3) , 69-77, (1995)

The cytotoxicity of the, in Salmonella, potent mutagenic compound, 3-chloro-4-(dichloromethyl)-5-hydroxy-2(5H)-furanone (MX) and its structural analogue 3,4-dichloro-5-hydroxy-2[5H]-furanone (mucochloric acid, MCA), was studied in freshly isolated rainbow tro...

Test of chiral recognition in the Salmonella typhimurium (TA100) mutagenicity of mucochloric acid-cysteine adducts.

Environ. Mol. Mutagen. 22(3) , 181-7, (1993)

A difference in biological response to enantiomers is not an uncommon observation and is, therefore, to be expected in various manifestations of genotoxicity. The bacterial mutagen mucochloric acid (2,3-dichloro-5-hydroxy-2(5H)-furanone) has one chiral center...

Effect of beta-cyclodextrin on mucochloric acid and 3-chloro-4-(dichloromethyl)-5-hydroxy-2(5H)-furanone.

Arch. Environ. Contam. Toxicol. 20(3) , 371-4, (1991)

Cyclodextrins form inclusion complexes with a wide range of guest molecules which wholly, or in part, fit into their hydrophobic cavity. Since no covalent bonds are formed in this complexation, the guests can subsequently be eluted. The possibility of such co...

Induction of genotoxic effects by chlorohydroxyfuranones, byproducts of water disinfection, in E. coli K-12 cells recovered from various organs of mice.

Environ. Mol. Mutagen. 24(4) , 317-24, (1994)

The genotoxic effects of three chlorohydroxyfuranones (CHFs), 3-chloro-4-(dichloromethyl)-5-hydroxy-2[5H]-furanone (MX), 3-chloro-4-(chloromethyl)-5-hydroxy-2[5H]furanone (CMCF) and 3,4,-dichloro-5-hydroxy-2[5H]furanone (MCA), which are formed as byproducts o...

Novel anti-bacterials against MRSA: synthesis of focussed combinatorial libraries of tri-substituted 2(5H)-furanones.

Curr. Drug Discov. Technol. 3(2) , 125-34, (2006)

Mucobromic and mucochloric acid were used as building blocks for the construction of a chemical combinatorial library of 3,4,5-trisubstituted 2(5H)-furanones. With these 2 butenolide building blocks, and eight alcohols a sublibrary of 16 dihalogenated 5-alkox...

Formation of 3,N4-ethenocytidine, 1,N6-ethenoadenosine, and 1,N2-ethenoguanosine in reactions of mucochloric acid with nucleosides.

Chem. Res. Toxicol. 5(6) , 852-5, (1992)

Mucochloric acid, a genotoxic hydroxyfuranone found in chlorinated drinking water, was reacted with cytidine, adenosine, guanosine, and uridine. HPLC analyses with UV detection at 290 nm showed that one major product peak was formed in the reactions of cytidi...

First direct reductive amination of mucochloric acid: a simple and efficient method for preparing highly functionalized alpha,beta-unsaturated gamma-butyrolactams.

Org. Lett. 5(4) , 553-6, (2003)

[reaction: see text] The first direct reductive amination of mucochloric acid (1) has been accomplished. Reaction of 1 with various alkyl, aryl, and benzylamines, followed by reduction in the same pot, provides an efficient method of obtaining N-benzyl-3,4-di...

Formation of ethenocarbaldehyde derivatives of adenosine and cytidine in reactions with mucochloric acid.

Chem. Res. Toxicol. 6(4) , 495-9, (1993)

Mucochloric acid, a genotoxic compound formed during chlorine disinfection of drinking water, was reacted with adenosine and cytidine at pH 4.0, 90 degrees C. HPLC analyses with UV detection at 325 nm showed that one previously unidentified product peak was f...

Reaction of mucochloric acid with adenosine: formation of 8-(N6-adenosinyl)ethenoadenosine derivatives.

Chem. Res. Toxicol. 8(6) , 841-6, (1995)

The bacterial mutagen mucochloric acid was reacted with adenosine in aqueous solutions at 37 degrees C. In the HPLC chromatograms of the reaction mixtures two peaks of unidentified products were observed at longer retention times than the previously character...

Reaction of mucochloric and mucobromic acids with adenosine and cytidine: formation of chloro- and bromopropenal derivatives.

Chem. Res. Toxicol. 9(8) , 1257-63, (1996)

Mucochloric (MCA) and mucobromic acid (MBA)--bacterial mutagens and water disinfection byproducts--were reacted with adenosine, cytidine, and guanosine in N,N-dimethylformamide (DMF). In the MCA reaction with adenosine and cytidine and in the MBA reaction wit...