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About This Item
Empirical Formula (Hill Notation):
C5H7BrO2
CAS Number:
Molecular Weight:
179.01
Beilstein:
1902817
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
Assay
≥99.0% (GC)
refractive index
n20/D 1.481
density
1.48 g/mL at 20 °C
storage temp.
2-8°C
SMILES string
CCOC(=O)\C=C/Br
InChI
1S/C5H7BrO2/c1-2-8-5(7)3-4-6/h3-4H,2H2,1H3/b4-3-
InChI key
UJTJVQIYRQALIK-ARJAWSKDSA-N
Application
Ethyl cis-3-bromoacrylate was used in the preparation of ethyl 2-amino-9-(2-deoxy-β-D-erythropentofuranosyl)-6,9-dihydro-6-oxo-1H-purine-1-acrylate. It was used in the synthesis of 3-(2-deoxy-β-D-erythro-pentofuranosyl)-3,4-dihydropyrimido[1,2-a]purine-6,10-dione. It was employed as building block for the stereoselective preparation of cis-2-enoates.
Signal Word
Warning
Hazard Statements
Precautionary Statements
Hazard Classifications
Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
Target Organs
Respiratory system
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
Regulatory Information
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Michael B Otteneder et al.
Proceedings of the National Academy of Sciences of the United States of America, 103(17), 6665-6669 (2006-04-15)
3-(2-Deoxy-beta-D-erythro-pentofuranosyl)pyrimido[1,2-alpha]purin-10(3H)-one (M1dG) is a DNA adduct arising from the reaction of 2-deoxyguanosine with the lipid peroxidation product, malondialdehyde, or the DNA peroxidation product, base propenal. M1dG is mutagenic in bacteria and mammalian cells and is present in the genomic DNA
Jozsef Szekely et al.
Nucleosides, nucleotides & nucleic acids, 27(2), 103-109 (2008-01-22)
Short, "one-pot" syntheses of malondialdehyde adducts of deoxyguanosine, deoxyadenosine, and deoxycytidine are described. These syntheses proceed in improved yield and easier purification than previous syntheses and are well suited for the preparation of isotopically labeled nucleoside adducts for biomarker and
A.B. Smith et al.
Tetrahedron Letters, 26, 4419-4419 (1985)
X. Lu et al.
Tetrahedron Letters, 33, 2535-2535 (1992)
Alessio Grimaldi et al.
Communications biology, 3(1), 85-85 (2020-02-27)
Here, we developed an unbiased, functional target-discovery platform to identify immunogenic proteins from primary non-small cell lung cancer (NSCLC) cells that had been induced to apoptosis by cisplatin (CDDP) treatment in vitro, as compared with their live counterparts. Among the
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