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77439-76-0,MFCD00055604
Catalog No.:AA005LIW

77439-76-0 | 3-Chloro-4-(dichloromethyl)-5-hydroxyfuran-2(5H)-one

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2.5mg
3 weeks  
$466.00   $326.00
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25mg
3 weeks  
$2,538.00   $1,776.00
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  • Technical Information
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  • Technical Information
  • Properties
  • Literature
Technical Information
Catalog Number:
AA005LIW
Chemical Name:
3-Chloro-4-(dichloromethyl)-5-hydroxyfuran-2(5H)-one
CAS Number:
77439-76-0
Molecular Formula:
C5H3Cl3O3
Molecular Weight:
217.4345
MDL Number:
MFCD00055604
SMILES:
ClC(C1=C(Cl)C(=O)OC1O)Cl
Properties
Properties
 
BP:
388.7?°C at 760 mmHg  
Form:
Solid  
MP:
38-39°C  
Storage:
Keep in dry area;2-8℃;  

Computed Properties
 
Complexity:
223  
Covalently-Bonded Unit Count:
1  
Heavy Atom Count:
11  
Hydrogen Bond Acceptor Count:
3  
Hydrogen Bond Donor Count:
1  
Rotatable Bond Count:
1  
Undefined Atom Stereocenter Count:
1  
XLogP3:
1.2  

Literature

Title: Population-based in vitro hazard and concentration-response assessment of chemicals: the 1000 genomes high-throughput screening study.

Journal: Environmental health perspectives 20150501

Title: Concentrations and correlations of disinfection by-products in municipal drinking water from an exposure assessment perspective.

Journal: Environmental research 20120401

Title: Comparison of DNA damage in human-derived hepatoma line (HepG2) exposed to the fifteen drinking water disinfection byproducts using the single cell gel electrophoresis assay.

Journal: Mutation research 20120124

Title: Induction of TK mutations in human lymphoblastoid TK6 cells by the rat carcinogen 3-chloro-4-(dichloromethyl)-5-hydroxy-2(5H)-furanone (MX).

Journal: Mutation research 20111009

Title: Thiol-activated DNA damage by α-bromo-2-cyclopentenone.

Journal: Chemical research in toxicology 20110218

Title: Transcriptional characterization of Salmonella TA100 in log and stationary phase: influence of growth phase on mutagenicity of MX.

Journal: Mutation research 20101013

Title: Mutagen structure and transcriptional response: induction of distinct transcriptional profiles in Salmonella TA100 by the drinking-water mutagen MX and its homologues.

Journal: Environmental and molecular mutagenesis 20100101

Title: Improved derivatization technique for gas chromatography-mass spectrometry determination of 3-chloro-4-(dichloromethyl)-5-hydroxy-2(5H)-furanone in drinking water.

Journal: Analytica chimica acta 20090907

Title: Induction of abasic sites by the drinking-water mutagen MX in Salmonella TA100.

Journal: Chemico-biological interactions 20090814

Title: Human fibroblasts and 900 MHz radiofrequency radiation: evaluation of DNA damage after exposure and co-exposure to 3-chloro-4-(dichloromethyl)-5-hydroxy-2(5h)-furanone (MX).

Journal: Radiation research 20090601

Title: Occurrence of halogenated furanones in U.S. drinking waters.

Journal: Environmental science & technology 20080501

Title: Assessment of the genotoxicity of the rat carcinogen 3-chloro-4-(dichloromethyl)-5-hydroxy-2(5H)-furanone (MX) in rat liver epithelial cells in vitro.

Journal: Toxicology in vitro : an international journal published in association with BIBRA 20080301

Title: Formation of reactive oxygen species in L929 cells after exposure to 900 MHz RF radiation with and without co-exposure to 3-chloro-4-(dichloromethyl)-5-hydroxy-2(5H)-furanone.

Journal: Radiation research 20070301

Title: [Oxidative stress of human derived fetal hepatocytes induced by product of chlorinated drinking water (MX)].

Journal: Wei sheng yan jiu = Journal of hygiene research 20070301

Title: Toxicogenomic analysis incorporating operon-transcriptional coupling and toxicant concentration-expression response: analysis of MX-treated Salmonella.

Journal: BMC bioinformatics 20070101

Title: Reevaluation of the toxicity of chlorinated water and the usefulness of MX as an index.

Journal: Journal of water and health 20061201

Title: Oxidative stress and DNA damage induced by a drinking-water chlorination disinfection byproduct 3-chloro-4-(dichloromethyl)-5-hydroxy-2(5H)-furanone (MX) in mice.

Journal: Mutation research 20061030

Title: No effects of radiofrequency radiation on 3-chloro-4-(dichloromethyl)-5-hydroxy-2(5H)-furanone-induced tumorigenesis in female Wistar rats.

Journal: Radiation research 20060801

Title: Investigation of co-genotoxic effects of radiofrequency electromagnetic fields in vivo.

Journal: Radiation research 20060501

Title: MX, a by-product of water chlorination, lacks in vivo genotoxicity in gpt delta mice but inhibits gap junctional intercellular communication in rat WB cells.

Journal: Environmental and molecular mutagenesis 20060101

Title: Breast cancer risk and drinking water contaminated by wastewater: a case control study.

Journal: Environmental health : a global access science source 20060101

Title: 3-chloro-4-(dichloromethyl)-5-hydroxy-2(5H)-furanone [MX] shows initiating and promoting activities in a two-stage BALB/c 3T3 cell transformation assay.

Journal: Mutagenesis 20050901

Title: Oxidative DNA damage from potassium bromate exposure in Long-Evans rats is not enhanced by a mixture of drinking water disinfection by-products.

Journal: Chemico-biological interactions 20050415

Title: Carcinogenicity of the chlorination disinfection by-product MX.

Journal: Journal of environmental science and health. Part C, Environmental carcinogenesis & ecotoxicology reviews 20050101

Title: Mutagen X and chlorinated tap water are recombinagenic in yeast.

Journal: Mutation research 20041010

Title: [DNA damage and apoptosis in L-02 cells induced by chlorination by-product MX of drinking water].

Journal: Wei sheng yan jiu = Journal of hygiene research 20040901

Title: Potent inhibition of gap junctional intercellular communication by 3-chloro-4-(dichloromethyl)-5-hydroxy-2(5H)-furanone (MX) in BALB/c 3T3 cells.

Journal: Toxicology letters 20040801

Title: The effect of disinfection by-products and mutagenic activity on birth weight and gestational duration.

Journal: Environmental health perspectives 20040601

Title: Experimental cancer studies of chlorinated by-products.

Journal: Toxicology 20040520

Title: MX [3-chloro-4-(dichloromethyl)-5-hydroxy-2[5H]-furanone], a drinking-water carcinogen, does not induce mutations in the liver of cII transgenic medaka (Oryzias latipes).

Journal: Journal of toxicology and environmental health. Part A 20040312

Title: Matrix effects in the gas chromatographic-mass spectrometric determination of brominated analogues of 3-chloro-4-(dichloromethyl)-5-hydroxy-2(5H)-furanone.

Journal: Journal of chromatography. A 20040305

Title: Induction of oxidative stress in murine cell lines by 3-chloro-4-(dichloromethyl)-5-hydroxy-2(5H)-furanone (MX).

Journal: Toxicology letters 20040227

Title: Changes in cecal microbial metabolism of rats induced by individual and a mixture of drinking water disinfection by-products.

Journal: Cancer letters 20040210

Title: Bacterial and mammalian-cell genotoxicity of mixtures of chlorohydroxyfuranones, by-products of water chlorination.

Journal: Environmental and molecular mutagenesis 20040101

Title: Some drinking-water disinfectants and contaminants, including arsenic.

Journal: IARC monographs on the evaluation of carcinogenic risks to humans 20040101

Title: Some drinking-water disinfectants and contaminants, including arsenic. Monographs on chloramine, chloral and chloral hydrate, dichloroacetic acid, trichloroacetic acid and 3-chloro-4-(dichloromethyl)-5-hydroxy-2(5H)-furanone.

Journal: IARC monographs on the evaluation of carcinogenic risks to humans 20040101

Title: Bromide affecting drinking water mutagenicity.

Journal: Chemosphere 20031101

Title: Exposures to drinking water chlorination by-products in a Russian city.

Journal: International journal of hygiene and environmental health 20031001

Title: A possible new disinfection by-product--2-chloro-5-oxo-3-hexene diacyl chloride (COHC)--in formation of MX by chlorinating model compounds.

Journal: Water research 20030701

Title: Analysis of preneoplastic and neoplastic renal lesions in Tsc2 mutant Long-Evans (Eker) rats following exposure to a mixture of drinking water disinfection by-products.

Journal: Toxicology 20030501

Title: Developmental toxicity evaluation of 3-chloro-4-(dichloromethyl)-5-hydroxy-2(5H)-furanone (MX) in Wistar rats.

Journal: Birth defects research. Part B, Developmental and reproductive toxicology 20030401

Title: p-Nitrophenol and glutathione response in medaka (Oryzias latipes) exposed to MX, a drinking water carcinogen.

Journal: Comparative biochemistry and physiology. Toxicology & pharmacology : CBP 20030301

Title: Induction of transitional cell hyperplasia in the urinary bladder and aberrant crypt foci in the colon of rats treated with individual and a mixture of drinking water disinfection by-products.

Journal: Toxicologic pathology 20030101

Title: Disposition of 3-chloro-4-(dichloromethyl)-5-hydroxy-2(5h)-furanone (mx) in b6c3f1 mice and f344 rats.

Journal: Journal of toxicology and environmental health. Part A 20021227

Title: A possible new disinfection by-product--2-chloro-5-oxo-3-hexene diacyl chloride (COHC)--in formation of MX by chlorinating model compounds.

Journal: Water research 20021101

Title: Gas chromatographic-mass spectrometric method for quantification of 3-chloro-4-(dichloromethyl)-5-hydroxy-2[5H]-furanone in chlorinated water samples.

Journal: Journal of chromatography. A 20021004

Title: The carcinogenic response of Tsc2 mutant Long-Evans (Eker) rats to a mixture of drinking water disinfection by-products was less than additive.

Journal: Toxicological sciences : an official journal of the Society of Toxicology 20021001

Title: Characterization of Trp(+) reversions in Escherichia coli strain WP2uvrA.

Journal: Mutagenesis 20020701

Title: The interference of 2-chloro-5-oxo-3-hexene diacyl chloride (COHC) in the detection of strong mutagen MX.

Journal: Chemosphere 20020701

Title: [Detection of the strong mutagen MX in drinking water].

Journal: Huan jing ke xue= Huanjing kexue 20020301

Title: Use of mechanism-based structure-activity relationships analysis in carcinogenic potential ranking for drinking water disinfection by-products.

Journal: Environmental health perspectives 20020201

Title: 3-Chloro-4-(dichloromethyl)-5-hydroxy-2(5H)-furanone (MX) and mutagenic activity in Massachusetts drinking water.

Journal: Environmental health perspectives 20020201

Title: Some problems in the detection of strong mutagen MX formed by chlorinating the aromatic acids and phenolic compounds.

Journal: Water research 20020201

Title: Analysis of the cytotoxicity and mutagenicity of drinking water disinfection by-products in Salmonella typhimurium.

Journal: Teratogenesis, carcinogenesis, and mutagenesis 20020101

Title: Expression of p53 and p21 Ki-ras proteins in rat thyroid gland tumors induced by 3-chloro-4-(dichloromethyl)-5-hydroxy-2(5H)-furanone (MX).

Journal: Anticancer research 20020101

Title: Mammalian cell cytotoxicity and genotoxicity analysis of drinking water disinfection by-products.

Journal: Environmental and molecular mutagenesis 20020101

Title: Enhancement of 3-methylcholanthrene-induced neoplastic transformation by 3-chloro-4-(dichloromethyl)-5-hydroxy-2(5H)-furanone in the two-stage transformation assay in C3H 10T1/2 cells.

Journal: Archives of toxicology 20011201

Title: Determination of the strong mutagen 3-chloro-4-(dichloromethyl)-5-hydroxy-2(5H)-furanone (MX) and its analogues by GC-ITD-MS-MS.

Journal: Fresenius' journal of analytical chemistry 20011101

Title: Factors on the formation of disinfection by-products MX, DCA and TCA by chlorination of fulvic acid from lake sediments.

Journal: Chemosphere 20011001

Title: Human cell mutagenicity of chlorinated and unchlorinated water and the disinfection byproduct 3-chloro-4-(dichloromethyl)-5-hydroxy-2(5H)-furanone (MX).

Journal: Mutation research 20010822

Title: Derivatization of the mutagen MX (3-chloro-4(dichloromethyl)-5-hydroxy-2(5H)-furanone) with butyl alcohols prior to GC-MS analysis.

Journal: Water research 20010601

Title: Ethidium bromide and SYBR Green I enhance the genotoxicity of UV-irradiation and chemical mutagens in E. coli.

Journal: Mutation research 20010531

Title: Application of sec-butanol to the derivatization of hydroxyfuranones.

Journal: Journal of AOAC International 20010101

Title: Comparable DNA and chromosome damage in Chinese hamster ovary cells by chlorohydroxyfuranones.

Journal: Environmental and molecular mutagenesis 20010101

Title: No consistent pattern of mutations in p53 and ras genes in liver tumors of rat treated with the drinking water mutagen 3-chloro-4-(dichloromethyl)-5-hydroxy-2(5H)-furanone (MX).

Journal: Environmental and molecular mutagenesis 20000101

Title: Promoting effects of 3-chloro-4-(dichloromethyl)-5-hydroxy-2(5H)-furanone on rat glandular stomach carcinogenesis initiated with N-methyl-N'-nitro-N-nitrosoguanidine.

Journal: Cancer research 19990501

Title: Subchronic toxicity of 3-chloro-4-(dichloromethyl)-5-hydroxy-2(5H)-furanone (MX) in Wistar rats.

Journal: Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association 19951201

Title: Mutagenicity and clastogenicity of 3-chloro-4-(dichloromethyl)-5-hydroxy-2(5H)-furanone (MX) in L5178Y/TK+/(-)-3.7.2C mouse lymphoma cells.

Journal: Mutation research 19951101

Title: Mutagenicity in vitro of 3,4-dichloro-5-hydroxy-2(5H)-furanone (mucochloric acid), a chlorine disinfection by-product in drinking water.

Journal: Environmental and molecular mutagenesis 19950101

Title: Induction of mutation, sister-chromatid exchanges, and chromosome aberrations by 3-chloro-4-(dichloromethyl)-5-hydroxy-2(5H)-furanone in Chinese hamster ovary cells.

Journal: Mutation research 19941001

Title: Induction of gene mutation in mammalian cells by 3-chloro-4-(dichloromethyl)-5-hydroxy-2(5H)-furanone (MX), a chlorine disinfection by-product in drinking water.

Journal: Mutation research 19940801

Title: Cytogenetic effects of 3-chloro-4-(dichloromethyl)-5-hydroxy-2(5H)-furanone (MX) in rat peripheral lymphocytes in vitro and in vivo.

Journal: Mutation research 19930301

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