104981
6-Bromopurine
98%
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About This Item
Empirical Formula (Hill Notation):
C5H3BrN4
CAS Number:
Molecular Weight:
199.01
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352100
EC Number:
212-187-8
MDL number:
Assay:
98%
Form:
solid
InChI key
CTGFGRDVWBZYNB-UHFFFAOYSA-N
InChI
1S/C5H3BrN4/c6-4-3-5(9-1-7-3)10-2-8-4/h1-2H,(H,7,8,9,10)
SMILES string
Brc1ncnc2nc[nH]c12
assay
98%
form
solid
mp
>300 °C (lit.)
functional group
bromo
Quality Level
General description
6-Bromopurine enhances the carcinostatic activity of azaserine in a test system employing ascites cell forms of sarcoma 180 and Ehrlich carcinoma in vivo. 6-bromopurine nucleosides are excellent substrates for substitution reactions with N-, O-, and S-containing nucleophiles in polar solvents.
Application
6-Bromopurine was used in the synthesis of 6-halopurine alkynes and corresponding triazole derivatives. 6-Bromopurine was used in the synthesis and chemical characterization of 2,3,4,5-tetrahydro-1,5-benzoxazepines-3-ol.
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Gloves
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Synthesis, unambiguous chemical characterization, and reactivity of 2, 3, 4, 5-tetrahydro-1, 5-benzoxazepines-3-ol.
Garcia-Rubino ME, et al.
Royal Society of Chemistry Advances, 2(33), 12631-12635 (2012)
Comparison of some biologgical and biochemical properties of 6-bromopurine and 6-iodopurine.
A C SARTORELLI et al.
Biochemical pharmacology, 11, 1017-1024 (1962-11-01)
E A Véliz et al.
The Journal of organic chemistry, 66(25), 8592-8598 (2001-12-12)
Surprisingly facile direct substitution reactions with acetyl-protected 6-bromopurine nucleosides are described. Included in the series of bromonucleosides studied is the guanosine derivative N(2)-2',3',5'-tetraacetyl-6-bromopurine ribonucleoside, the synthesis of which is reported here for the first time. Brominated nucleosides had not previously
Eva Galante et al.
Molecules (Basel, Switzerland), 18(5), 5335-5347 (2013-05-15)
2-[¹⁸F]Fluoroethyl azide ([¹⁸F]FEA) can readily be obtained by nucleophilic substitution of 2-azidoethyl-4-toluenesulfonate with [¹⁸F]fluoride (half-life 110 min), and has become widely used as a reagent for 'click' labeling of PET tracers. However, distillation of [18F]FEA is typically required, which is
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