2-BROMOACRYLALDEHYDE

2-BROMOACRYLALDEHYDE Structure
2-BROMOACRYLALDEHYDE structure
Common Name 2-BROMOACRYLALDEHYDE
CAS Number 14925-39-4 Molecular Weight 134.95900
Density 1.617g/cm3 Boiling Point 149.1ºC at 760mmHg
Molecular Formula C3H3BrO Melting Point N/A
MSDS Chinese USA Flash Point 97.2ºC
Symbol GHS05 GHS06 GHS09
GHS05, GHS06, GHS09
Signal Word Danger

Metabolism and genotoxicity of the halogenated alkyl compound tris(2,3-dibromopropyl)phosphate.

Hum. Exp. Toxicol. 13(12) , 861-5, (1994)

1. The genotoxicity of the flame retardant tris(2,3-dibromopropyl)phosphate (Tris-BP) was studied in vivo. Results showed that Tris-BP was highly clastogenic, but it could only initiate a low number of preneoplastic foci in the rat liver in vivo. In Drosophil...

Genotoxicity of 2-halosubstituted enals and 2-chloroacrylonitrile in the Ames test and the SOS-chromotest.

Mutat. Res. 322(4) , 321-8, (1994)

2-Chloroacrolein and 2-bromoacrolein are very potent direct mutagens not requiring metabolic activation in Salmonella typhimurium strains TA 100 and TA 1535. Mutagenic activities decrease with increasing degree of methyl substitution at carbon atom C-3 of the...

Formation of thymidine, cyclic deoxyguanosine and cyclic deoxycytidine adducts of the mutagen 2-bromoacrolein and their role in mutagenicity and clastogenicity.

IARC Sci. Publ. (125) , 449-52, (1994)

Formation of cyclic 1,N2-propanodeoxyguanosine and thymidine adducts in the reaction of the mutagen 2-bromoacrolein with calf thymus DNA.

Cancer Res. 49(22) , 6174-9, (1989)

The interaction of the mutagen 2-bromoacrolein (2BA) with DNA and thymidine was studied in vitro by reaction of [3-3H]2BA with thymidine, RNA, single-stranded DNA, and double-stranded DNA in phosphate buffer (pH 7.4). After purification of the nucleic acids, ...

Formation of thymidine adducts and cross-linking potential of 2-bromoacrolein, a reactive metabolite of tris(2,3-dibromopropyl)phosphate.

Mutagenesis 7(1) , 19-24, (1992)

DNA-adduct formation by the mutagen 2-bromoacrolein (2BA) with DNA was studied. [3-3H]2BA was reacted with single-stranded (ss) DNA or double-stranded (ds) DNA and subsequently incubated with methoxylamine to convert an unstable 2BA:thymidine adduct (Meerman ...

Roles of C-H...O=S and pi-stacking interactions in the 2-bromoacrolein complex with N-tosyl-(S)-tryptophan-derived oxazaborolidinone catalyst.

J. Org. Chem. 70(14) , 5487-93, (2005)

[structures: see text] Ab initio and density functional calculations were employed to examine the structures and binding energies of various complexes between 2-bromolacrolein and N-tosyl-(S)-tryptophan-derived B-butyl-1,3,2-oxazaborolidin-5-one (NTOB), a cat...

The genotoxicity of 2-bromoacrolein and 2,3-dibromopropanal.

Carcinogenesis 6(5) , 705-9, (1985)

2-Bromoacrolein (2-BA) and 2,3-dibromopropanal (2,3-DBPA), an identified and a postulated reactive metabolite of tris(2,3-dibromopropyl)phosphate (Tris-BP), respectively, were found to cause mutations in Salmonella typhimurium TA 100 both in the absence and p...

Blocking of in vitro DNA replication by deoxycytidine adducts of the mutagen and clastogen 2-bromoacrolein.

Cancer Res. 54(3) , 679-84, (1994)

Calf thymus single-stranded DNA was modified with 2-bromoacrolein (2BA), a genotoxic metabolite of tris(2,3-dibromopropyl)phosphate. This DNA was used as a template for in vitro DNA replication by T7-polymerase and Klenow fragment of Escherichia coli DNA poly...

Characterization of 2'-deoxycytidine and 2'-deoxyuridine adducts formed in reactions with acrolein and 2-bromoacrolein.

Chem. Res. Toxicol. 6(3) , 261-8, (1993)

The products of the reaction of the mutagenic aldehydes, acrolein and 2-bromoacrolein, with 2'-deoxycytidine and 2'-deoxyuridine have been determined. These products, formed at physiological conditions, were isolated by reverse-phase HPLC and characterized by...

Lack of mammalian mutagenicity of the potent bacterial mutagen tris(2,3-dibromopropyl) phosphate and its metabolite 2-bromoacrolein.

Mutat. Res. 415(3) , 201-11, (1998)

The flame retardant tris(2,3-dibromopropyl)phosphate (Tris-BP) and its metabolite 2-bromoacrolein (2BA) are very potent bacterial mutagens in Salmonella typhimurium (S. typhimurium) TA 100. In this study, we showed that 2BA and Tris-BP are also mutagenic in S...