Name | 5-Bromo-2'-deoxyuridine |
Synonyms | BRDU 5-budr 5-BRDU Broxuridine bromodeoxyuridine 5'-Bromodeoxyuridine 5-BROMO DEOXYURIDINE 5-BROMO-2'-DEOXYURIDINE 5-Bromo-2'-deoxyuridine 2'-DEOXY-5-BROMOURIDINE 5-BROMO-2'-DESOXYURIDINE 2'-DEOXY-5-BROMOROURIDINE (+)-5-BROMO-2'-DEOXYURIDINE BRDU,5-Bromo-2-deoxyuridine 5-BROMO-1-(2-DEOXY-BETA-D-RIBOFURANOSYL)URACIL 5-bromo-1-(2-deoxypentofuranosyl)pyrimidine-2,4(1H,3H)-dione |
CAS | 59-14-3 |
EINECS | 200-415-9 |
InChI | InChI=1/C9H11BrN2O5/c10-4-2-12(9(16)11-8(4)15)7-1-5(14)6(3-13)17-7/h2,5-7,13-14H,1,3H2,(H,11,15,16) |
InChIKey | XMJRLEURHMTTRX-UHFFFAOYSA-N |
Molecular Formula | C9H11BrN2O5 |
Molar Mass | 307.1 |
Density | 1.8573 (rough estimate) |
Melting Point | 191-194°C (dec.)(lit.) |
Specific Rotation(α) | 31 º (c=1, 0.1N NaOH) |
Water Solubility | 1-5 g/100 mL at 22 ºC |
Solubility | Soluble in water (10 mg/mL), NH4OH (0.1 M) at 20 °C, DMF, DMSO, and sodium hydroxide. |
Appearance | Crystals or Crystalline Powder |
Color | White to yellow |
Merck | 14,1452 |
BRN | 30395 |
pKa | 7.73±0.10(Predicted) |
Storage Condition | -20°C |
Stability | Stable, but may be light sensitive. Incompatible with strong oxidizing agents. |
Sensitive | Sensitive to air |
Refractive Index | 22 ° (C=1, H2O) |
MDL | MFCD00006529 |
Physical and Chemical Properties | White crystalline powder, odorless, tasteless. Insoluble in water and methanol, almost insoluble in chloroform and benzene, soluble in sodium hydroxide solution. mp193-197 C (decomposition). Specific rotation 23 °(C = 1 in water). |
Use | Thymine analogs, used as mutagens (mutagen) in genetic studies, are selectively inserted into DNA during the S-phase of cell division. |
In vitro study | In RG2 rat glioma cells, Bromodeoxyuridine induces progressive, dose-response inhibition of cancer cell line and cancer stem cell number expansion. In H9 cells and BJ fibroblasts, Bromodeoxyuridine alters cell cycle distribution. BrdU is stably integrated into DNA and can therefore be used for the assessment of cell proliferation and other cellular processes. |
In vivo study | In the rat glioma RG2 tumor model, Bromodeoxyuridine (300 mg/kg, I. p. Or 0.8 mg/ml, p.o.) significantly slowed tumor formation. |
Risk Codes | R68 - Possible risk of irreversible effects R36/37/38 - Irritating to eyes, respiratory system and skin. R63 - Possible risk of harm to the unborn child R46 - May cause heritable genetic damage R24 - Toxic in contact with skin R61 - May cause harm to the unborn child |
Safety Description | S36/37/39 - Wear suitable protective clothing, gloves and eye/face protection. S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S53 - Avoid exposure - obtain special instructions before use. S45 - In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.) S36 - Wear suitable protective clothing. |
WGK Germany | 2 |
RTECS | YU7350000 |
FLUKA BRAND F CODES | 10-23 |
TSCA | Yes |
HS Code | 29349990 |
Reference Show more | 1. Fu Wei, Liu Fei, Qiao Luming, etc. Rapid and convenient method for isolation, culture and purification of neonatal SD rat cardiomyocytes and its identification [J]. Journal of Mudanjiang Medical College, 2017, 38(005):6-8,5. |