5-溴-2'-脱氧尿苷（CAS 59-14-3）：分子式 C9H11BrN2O5、分子量 307.10。
| CAS号 | 59-14-3 |
|---|---|
| 分子式 | C9H11BrN2O5 |
| 分子量 | 307.10 |
| 熔点 | 365 to 369 °F (NTP, 1992) |
| LogP | log Kow = -0.29 |
| 应用领域 | Uses: A drug that makes cancer cells more sensitive to radiation and is also used as a diagnostic agent to determine how fast cancer cells grow.、A nucleoside that substitutes for thymidine in DNA and thus acts as an antimetabolite. It causes breaks in chromosomes and has been proposed as an antiviral and antineoplastic agent. It has been given orphan drug status for use in the treatment of primary brain tumors.、A thymidine analog that incorporates、into、DNA of dividing cells during the S-phase of the cell cycle. ... However、BrdU is not a marker of the S-phase of the cell cycle. As a thymidine analog、it is a marker of DNA synthesis. BrdU immunohistochemistry has been instrumental for the study of the development of the nervous system、and to confirm that neurogenesis occurs in the adult mammalian brain、including in human. ... BrdU labeling is currently the most used technique for studying adult neurogenesis in situ.、The standard method for assessment of cell proliferation in paraffin-embedded tissue sections is 5-bromodeoxyuridine (BrdU) immunohistochemistry (IHC). BrdU can be administered to laboratory animals via IP injections、is readily incorporated into nuclei during the DNA synthetic phase of the cell cycle、and is detected with an anti-BrdU antibody. ...、Laboratory chemical used as a mutagen in mutagenesis experiments. It is more commonly used in the detection of proliferating cells in living tissues.、Methods of Manufacturing: Nucleosides are manufactured by base exchange reaction of inosine and、or deoxyinosine with pyrimidine bases by thermostable purine nucleoside phosphorylase and thermostable pyrimidine nucleoside phosphorylase in aqueous solutions containing、phosphoric acid、or phosphate salts and conversion of the resulting hypoxanthine into uric acid by thermostable xanthine dehydrogenase in the presence of electron receptors. Alternatively、nucleosides are manufactured by base exchange reaction of inosine and、or deoxyinosine with purine bases by thermostable purine nucleoside phosphorylase in aqueous solutions containing、or phosphate salts and conversion of the resulting hypoxanthine into uric acid by thermostable xanthine dehydrogenase in the presence of electron receptors.、Treatment of an aqueous solution of、deoxyuridine、with saturated bromine water at 0 °C followed by removal of excess、bromine、by suction、concentration at 30 °C、refluxing with、ethanol、concentration at <35 °C、and crystallization from absolute、gave 60%、5-bromodeoxyuridine、(purity 99%).、General Manufacturing Information: Uridine、5-bromo-2'-deoxy-: ACTIVE |
登记用途：Uses: A drug that makes cancer cells more sensitive to radiation and is also used as a diagnostic agent to determine how fast cancer cells grow.、A nucleoside that substitutes for thymidine in DNA and thus acts as an antimetabolite. It causes breaks in chromosomes and has been proposed as an antiviral and antineoplastic agent. It has been given orphan drug status for use in the treatment of primary brain tumors.、A thymidine analog that incorporates、into、DNA of dividing cells during the S-phase of the cell cycle. ... However、BrdU is not a marker of the S-phase of the cell cycle. As a thymidine analog、it is a marker of DNA synthesis. BrdU immunohistochemistry has been instrumental for the study of the development of the nervous system、and to confirm that neurogenesis occurs in the adult mammalian brain、including in human. ... BrdU labeling is currently the most used technique for studying adult neurogenesis in situ.、The standard method for assessment of cell proliferation in paraffin-embedded tissue sections is 5-bromodeoxyuridine (BrdU) immunohistochemistry (IHC). BrdU can be administered to laboratory animals via IP injections、is readily incorporated into nuclei during the DNA synthetic phase of the cell cycle、and is detected with an anti-BrdU antibody. ...、Laboratory chemical used as a mutagen in mutagenesis experiments. It is more commonly used in the detection of proliferating cells in living tissues.、Methods of Manufacturing: Nucleosides are manufactured by base exchange reaction of inosine and、or deoxyinosine with pyrimidine bases by thermostable purine nucleoside phosphorylase and thermostable pyrimidine nucleoside phosphorylase in aqueous solutions containing、phosphoric acid、or phosphate salts and conversion of the resulting hypoxanthine into uric acid by thermostable xanthine dehydrogenase in the presence of electron receptors. Alternatively、nucleosides are manufactured by base exchange reaction of inosine and、or deoxyinosine with purine bases by thermostable purine nucleoside phosphorylase in aqueous solutions containing、or phosphate salts and conversion of the resulting hypoxanthine into uric acid by thermostable xanthine dehydrogenase in the presence of electron receptors.、Treatment of an aqueous solution of、deoxyuridine、with saturated bromine water at 0 °C followed by removal of excess、bromine、by suction、concentration at 30 °C、refluxing with、ethanol、concentration at <35 °C、and crystallization from absolute、gave 60%、5-bromodeoxyuridine、(purity 99%).、General Manufacturing Information: Uridine、5-bromo-2'-deoxy-: ACTIVE。
5-溴-2'-脱氧尿苷 是一种化工化合物，登记 CAS 号为 59-14-3，分子式 C9H11BrN2O5（分子量 307.10）。
登记 CAS 号：59-14-3
其分子式 C9H11BrN2O5 由 9 个碳、11 个氢、1 个溴、2 个氮、5 个氧 组成。
别名/同义词：5-溴-2'-脱氧尿苷 · 5-Bromo-2'-Deoxyuridine
5-溴-2'-脱氧尿苷 的 CAS 登记号为 59-14-3。
分子式 C9H11BrN2O5，分子量 307.10。
别名/同义词：5-溴-2'-脱氧尿苷、5-Bromo-2'-Deoxyuridine。
登记用途：Uses: A drug that makes cancer cells more sensitive to radiation and is also used as a diagnostic agent to determine how fast cancer cells grow.、A nucleoside that substitutes for thymidine in DNA and thus acts as an antimetabolite. It causes breaks in chromosomes and has been proposed as an antiviral and antineoplastic agent. It has been given orphan drug status for use in the treatment of primary brain tumors.、A thymidine analog that incorporates、into、DNA of dividing cells during the S-phase of the cell cycle. ... However、BrdU is not a marker of the S-phase of the cell cycle. As a thymidine analog、it is a marker of DNA synthesis. BrdU immunohistochemistry has been instrumental for the study of the development of the nervous system、and to confirm that neurogenesis occurs in the adult mammalian brain、including in human. ... BrdU labeling is currently the most used technique for studying adult neurogenesis in situ.、The standard method for assessment of cell proliferation in paraffin-embedded tissue sections is 5-bromodeoxyuridine (BrdU) immunohistochemistry (IHC). BrdU can be administered to laboratory animals via IP injections、is readily incorporated into nuclei during the DNA synthetic phase of the cell cycle、and is detected with an anti-BrdU antibody. ...、Laboratory chemical used as a mutagen in mutagenesis experiments. It is more commonly used in the detection of proliferating cells in living tissues.、Methods of Manufacturing: Nucleosides are manufactured by base exchange reaction of inosine and、or deoxyinosine with pyrimidine bases by thermostable purine nucleoside phosphorylase and thermostable pyrimidine nucleoside phosphorylase in aqueous solutions containing、phosphoric acid、or phosphate salts and conversion of the resulting hypoxanthine into uric acid by thermostable xanthine dehydrogenase in the presence of electron receptors. Alternatively、nucleosides are manufactured by base exchange reaction of inosine and、or deoxyinosine with purine bases by thermostable purine nucleoside phosphorylase in aqueous solutions containing、or phosphate salts and conversion of the resulting hypoxanthine into uric acid by thermostable xanthine dehydrogenase in the presence of electron receptors.、Treatment of an aqueous solution of、deoxyuridine、with saturated bromine water at 0 °C followed by removal of excess、bromine、by suction、concentration at 30 °C、refluxing with、ethanol、concentration at <35 °C、and crystallization from absolute、gave 60%、5-bromodeoxyuridine、(purity 99%).、General Manufacturing Information: Uridine、5-bromo-2'-deoxy-: ACTIVE。
5-溴-2'-脱氧尿苷（CAS 59-14-3）的独立参考数据，整理自公开化学数据库。
| CAS Registry Number | 59-14-3 |
|---|---|
| PubChem CID | 6035 |
| Molecular formula | C9H11BrN2O5 |
| IUPAC name | 5-bromo-1-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]pyrimidine-2,4-dione |
| UNII (FDA) | G34N38R2N1 |
| Molecular Weight | 307.10 |
|---|---|
| XLogP3 | -0.3 |
| Hydrogen Bond Donor Count | 3 |
| Hydrogen Bond Acceptor Count | 5 |
| Rotatable Bond Count | 2 |
| Exact Mass | 305.98513 |
| Monoisotopic Mass | 305.98513 |
| Topological Polar Surface Area | 99.1 |
| Heavy Atom Count | 17 |
| Melting Point | 365 to 369 °F (NTP, 1992) |
|---|---|
| Melting Point | 187-189 °C |
| Solubility | 10 to 50 mg/mL at 72 °F (NTP, 1992) |
| Solubility | Water 10 - 20 (mg/mL) |
| Solubility | 1 N NaOH > 400 (mg/mL) |
| Solubility | Acetone ~ 4 (mg/mL) |
| LogP | log Kow = -0.29 |
| LogP | -0.29 |
5-BROMO-2'-DEOXYURIDINE; 59-14-3; Broxuridine; Bromodeoxyuridine; 5-Bromodeoxyuridine; BRDU; BUDR; 5-Bromo-2-deoxyuridine; Radibud; Broxuridina; 5-Bdu; 5-Bromouracil deoxyriboside; Bromouracil deoxyriboside; 5-Bromodesoxyuridine; Broxuridinum; 5-Bromouracil-2-deoxyriboside
| Reported hazard statements | H340 (83.3%), H341 (13%), H361 (79.6%) |
|---|
H340 (83.3%): May cause genetic defects [Danger Germ cell mutagenicity]
H341 (13%): Suspected of causing genetic defects [Warning Germ cell mutagenicity]
5-Bromo-2'-Deoxyuridine · CAS 59-14-3 · C9H11BrN2O5. UNII G34N38R2N1. Melting Point: 365 to 369 °F (NTP, 1992); Melting Point: 187-189 °C; Solubility: 10 to 50 mg/mL at 72 °F (NTP, 1992).
数据来源：PubChem / Wikidata；与随货 COA 不一致时以 COA 为准。
English page: 5-Bromo-2'-Deoxyuridine