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104981

Sigma-Aldrich

6-Bromopurine

98%

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About This Item

Fórmula empírica (notación de Hill):
C5H3BrN4
Número de CAS:
767-69-1
Peso molecular:
199.01
EC Number:
212-187-8
MDL number:
MFCD00022648
UNSPSC Code:
12352100
PubChem Substance ID:
24846685
NACRES:
NA.22

Quality Level

100

assay

98%

form

solid

mp

>300 °C (lit.)

SMILES string

Brc1ncnc2nc[nH]c12

InChI

1S/C5H3BrN4/c6-4-3-5(9-1-7-3)10-2-8-4/h1-2H,(H,7,8,9,10)

InChI key

CTGFGRDVWBZYNB-UHFFFAOYSA-N

Categorías relacionadas

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.

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

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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