| Identification | Back Directory | [Name]
8-BROMOADENINE | [CAS]
6974-78-3 | [Synonyms]
8-BROMOADENINE
AKOS NCG1-0087
8-bromo-1H-adenine
6-Amino-8-bromopurine
8-BROMOADENINE USP/EP/BP
8-Bromo-1H-purin-6-amine
8-bromo-9H-purin-6-amine
8-BroMo-7H-purin-6-aMine
8-Bromo-9H-purine-6-amine
6-Amino-8-bromo-9H-purine
9H-purin-6-amine, 8-bromo-
1H-Purin-6-aMine, 8-broMo-
8-bromoadenine crystalline
8-BROMO-9H-PURIN-6-YLAMINE
(8-bromo-7H-purin-6-yl)amine | [EINECS(EC#)]
230-225-1 | [Molecular Formula]
C5H4BrN5 | [MDL Number]
MFCD00082518 | [MOL File]
6974-78-3.mol | [Molecular Weight]
214.02 |
| Chemical Properties | Back Directory | [Melting point ]
>250℃ | [Boiling point ]
287.4±50.0 °C(Predicted) | [density ]
2.54±0.1 g/cm3(Predicted) | [RTECS ]
UO7410000 | [solubility ]
DMSO (Slightly, Heated, Sonicated), Methanol (Slightly) | [form ]
Powder | [pka]
6.28±0.20(Predicted) | [color ]
White to Pale Brown |
| Hazard Information | Back Directory | [Uses]
8-Bromoadenine injected into mice before exposure to irradiation increased the radiosensitivity of bone marrow hemopoietic stem cells. | [Synthesis]
Adenine (40 g) was used as starting material, which was placed in a flask and liquid bromine (107 mL) was slowly added under mechanical stirring. After addition, the reaction was continued with stirring for 3 hours at room temperature. Upon completion of the reaction, excess liquid bromine was removed by addition of sodium bisulfite solution. Subsequently, the reaction solution was adjusted to neutral with ammonia, at which time a white powdery solid precipitated. A filtration operation was carried out and the resulting solid was washed with ice water to give 8-bromoadenine as a pale yellow solid (54 g) in 85.7% yield. | [References]
[1] Patent: CN108503643, 2018, A. Location in patent: Paragraph 0023; 0036; 0037; 0038
[2] Patent: US2008/234297, 2008, A1. Location in patent: Page/Page column 33; 38
[3] Synthetic Communications, 2013, vol. 43, # 11, p. 1469 - 1476
[4] Journal of Medicinal Chemistry, 2009, vol. 52, # 19, p. 5974 - 5989
[5] Collection of Czechoslovak Chemical Communications, 2000, vol. 65, # 7, p. 1126 - 1144 |
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