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Broxuridine structure, CAS 59-14-3

Broxuridine

CAS Number59-14-3

Synonyms5-Br-2'-Udr; 5-Bromo-2'-deoxyuridine; EINECS 200-415-9; 5-Bromo-2`-deoxyuridine; 5-bromo-1-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]pyrimidine-2,4-dione; Bromouracil deoxyriboside; MFCD00006529; 5-Bromo-2′-deoxyuridine; Bromodeoxyuridine; Radibud; 5-Bromo-1-(2-deoxy-Beta-D-ribofuranosyl)uracil5-Bromouracil deoxyriboside; UNII-G34N38R2N1; 5-Bromouracil deoxyriboside; 5-BrdU; Broxuridine; 5-BrdU,5-Bromo-1-(2-deoxy-Beta-D-ribofuranosyl)uracil5-Bromouracil deoxyriboside,BUdR; (+)-5-BROMO-2'-DEOXYURIDINE; 5-Bromodeoxyuridine; BRDU; 5-Bromodesoxyuridine; BUDR

Molecular FormulaC9H11BrN2O5

Molecular Weight307.10

Purity≥99 (HPLC)%

Density1.9±0.1 g/cm3

Boiling Point

Melting Point191-194 °C (dec.) (lit.)

Flash Point

Appearancepowder

EINECS200-415-9

MSDSChineseEnglish

SymbolTransport

Signal WordWarning

Cat. No.: 2A-9016804 Purity: ≥99 (HPLC)%
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Quality Control of [ 59-14-3 ] Purity: ≥99 (HPLC)% SDS Specification MoL

COA NMR CNMR HPLC LC-MS
Chemical & Physical Properties
CAS Number59-14-3
Catalog No.2A-9016804
Chinese Name5-溴-2'-脱氧尿苷
Synonyms5-Br-2'-Udr; 5-Bromo-2'-deoxyuridine; EINECS 200-415-9; 5-Bromo-2`-deoxyuridine; 5-bromo-1-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]pyrimidine-2,4-dione; Bromouracil deoxyriboside; MFCD00006529; 5-Bromo-2′-deoxyuridine; Bromodeoxyuridine; Radibud; 5-Bromo-1-(2-deoxy-Beta-D-ribofuranosyl)uracil5-Bromouracil deoxyriboside; UNII-G34N38R2N1; 5-Bromouracil deoxyriboside; 5-BrdU; Broxuridine; 5-BrdU,5-Bromo-1-(2-deoxy-Beta-D-ribofuranosyl)uracil5-Bromouracil deoxyriboside,BUdR; (+)-5-BROMO-2'-DEOXYURIDINE; 5-Bromodeoxyuridine; BRDU; 5-Bromodesoxyuridine; BUDR
Molecular FormulaC9H11BrN2O5
Molecular Weight307.10
Purity≥99 (HPLC)
Density1.9±0.1 g/cm3
Melting Point191-194 °C (dec.) (lit.)
Appearancepowder
Water Solubility1-5 g/100 mL at 22 ºC
Storage ConditionThis product should be sealed with argon and store
Application5-BrdU is a nucleoside analog that competes with thymidine for incorporation into DNA. 5-BrdU is commonly used to detect proliferating cells.
EINECS200-415-9
PubChem ID24278270
MDL NumberMFCD00006529
SMILESOC[C@H]1O[C@H](C[C@@H]1O)N2C=C(Br)C(=O)NC2=O
InChI1S/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)/t5-,6+,7+/m0/s1
InChI KeyWOVKYSAHUYNSMH-RRKCRQDMSA-N
Beilstein/REAXYS30395
NACRES CodeNA.51
UNSPSC41106305
Hazard SymbolsTransport
Risk CodesR36/37/38;R68
Safety DescriptionS26;S36/37/39
MSDSmsds/16804_1_59_14_3.pdf
Bioactivity5-BrdU is a nucleoside analog that competes with thymidine for incorporation into DNA. 5-BrdU is commonly used in the detection of proliferating cells. Related Catalog Signaling Pathways >> Cell Cycle/DNA Damage >> Nucleoside Antimetabolite/Analog Research Areas >> Others In Vitro Bromodeoxyuridine induces a progressive, dose-responsive suppression of cancer cell line and cancer stem cell population expansion RG2 rat glioma cells. In H9 cells and BJ fibroblasts, bromodeoxyuridine alters the cell cycle profile[1]. BrdU is stably integrated into the DNA, and thus can be used in assessment of cell proliferation and other cell procession[2]. In Vivo Bromodeoxyuridine (300 mg/kg, i.p. or 0.8 mg/mL, p.o.) significantly slows tumor progression in rat glioma RG2 tumor model[1]. Cell Assay Cultures are initially plated at 2000 cells/cm2 and are quantified with a Z2 Coulter Counter. RG2 rat glioma cells are treated once with 0, 1, 10, or 50 µM BrdU for 24 hours, and cumulative growth curves are obtained over 18 days. Control and treated cells are quantified and replated at equal densities on days 5, 12, and 18 after treatment. References [1]. Levkoff LH, et al. Bromodeoxyuridine inhibits cancer cell proliferation in vitro and in vivo. Neoplasia. 2008 Aug;10(8):804-16. [2]. Rothaeusler K, et al. Assessment of cell proliferation by 5-bromodeoxyuridine (BrdU) labeling for multicolor flow cytometry. Curr Protoc Cytom. 2007 Apr;Chapter 7:Unit7.31 Chemical & Physical Properties Density 1.9±0.1 g/cm3 Melting Point 191-194 °C (dec.)(lit.) Molecular Formula C9H11BrN2O5 Molecular Weight 307.098 Exact Mass 305.985138 PSA 104.55000 LogP -0.81 Index of Refraction 1.652 InChIKey WOVKYSAHUYNSMH-RRKCRQDMSA-N SMILES O=c1[nH]c(=O)n(C2CC(O)C(CO)O2)cc1Br Water Solubility 1-5 g/100 mL at 22 ºC
Use of5-BrdU is a nucleoside analog that competes with thymidine for incorporation into DNA. 5-BrdU is commonly used in the detection of proliferating cells. Properties Articles273 Name 5-bromo-2'-deoxyuridine Synonym More Synonyms Broxuridine Biological Activity Description 5-BrdU is a nucleoside analog that competes with thymidine for incorporation into DNA. 5-BrdU is commonly used in the detection of proliferating cells. Related Catalog Signaling Pathways >> Cell Cycle/DNA Damage >> Nucleoside Antimetabolite/Analog Research Areas >> Others References [1]. Levkoff LH, et al. Bromodeoxyuridine inhibits cancer cell proliferation in vitro and in vivo. Neoplasia. 2008 Aug;10(8):804-16. [2]. Rothaeusler K, et al. Assessment of cell proliferation by 5-bromodeoxyuridine (BrdU) labeling for multicolor flow cytometry. Curr Protoc Cytom. 2007 Apr;Chapter 7:Unit7.31 Chemical & Physical Properties Molecular Formula C9H11BrN2O5 Exact Mass 305.985138 PSA 104.55000 LogP -0.81 Index of Refraction 1.652 InChIKey WOVKYSAHUYNSMH-RRKCRQDMSA-N
Transport InfoShipping Name: UN
MSDS Transport InfoModule 14. Shipping information 14.1 UN dangerous goods number European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.2 United Nations shipping name European Land Transport Dangerous Regulations: Non-dangerous goods IMDG Code: Non-dangerous goods International air transport dangerous goods regulations: non-dangerous goods 14.3 Transport hazard categories European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.4 Package group European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.5 Environmental hazards European Land Transport Danger Regulations: No International Maritime Danger Regulations International Air Transport Danger Regulations: No Marine pollutants (yes/no): No 14.6 Special reminder to users No data available
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