(E)-5-(2-Bromovinyl)-2’-Deoxyuridine 5-((E)-2-溴乙烯基)-1-((2R,4S,5R)-4-羟基-5-(羟甲基)四氢呋喃-2-基)嘧啶-2,4(1H,3H)-二酮

CAS 69304-47-8 MFCD00058585

化学结构图

69304-47-8
SMILES: O=c1[nH]c(=O)n([C@H]2C[C@H](O)[C@@H](CO)O2)cc1/C=C/Br

化学属性

Mol. FormulaC11H13BrN2O5
Mol. Weight333
Melting Pointca 165° dec.
TSCANo
Density1.422
Appearance Solid powder
SolubilitySoluble in DMSO, not in water

别名和识别编码

Chemical Name(E)-5-(2-Bromovinyl)-2’-Deoxyuridine
MDL NumberMFCD00058585
Synonym BVDU BVdU Bridic Brivox Brivudin Helpin Zerpex Zonavir and Zostex. Abbreviation: BVDU; Code name: RP101. Chemical structure name: (E)5(2bromovinyl)2deoxyuridine Brivudine
CAS Number69304-47-8
PubChem Substance ID87561214
Reaxys-RN758153
Merck Number1378
EC Number250-023-7
Beilstein Registry Number758153
Chemical Name Translation5-((E)-2-溴乙烯基)-1-((2R,4S,5R)-4-羟基-5-(羟甲基)四氢呋喃-2-基)嘧啶-2,4(1H,3H)-二酮
Wiswesser Line NotationT6NVMVJ E1U1E A- ET5OTJ B1Q CQ
FormulaC11H13BrN2O5
IUPAC Name5-[(E)-2-bromoethenyl]-1-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,2,3,4-tetrahydropyrimidine-2,4-dione
InChIKeyODZBBRURCPAEIQ-PIXDULNESA-N
InChIInChI=1S/C11H13BrN2O5/c12-2-1-6-4-14(11(18)13-10(6)17)9-3-7(16)8(5-15)19-9/h1-2,4,7-9,15-16H,3,5H2,(H,13,17,18)/b2-1+/t7-,8+,9+/m0/s1
Canonical SMILESO=C1NC(C(/C=C/Br)=CN1[C@@H]2O[C@H](CO)[C@@H](O)C2)=O
信息真实价格透明    资金保障    专业采购外包团队在线服务   
信息真实价格透明    资金保障    专业采购外包团队在线服务   
品牌质保精细包装    现货库存    一流品牌服务   

分类

  • {SNA} AIDS and Viral Research Reagents, B, Bioactive Small Molecules, Cell Biology, Cell Signaling and Neuroscience, Immune Cell Signaling and Blood, Immune System Regulation
  • {SNA} AIDS and Viral Research Reagents, B, Bioactive Small Molecule Alphabetical Index, Immune Cell Signaling and Blood, Immune System Regulation, 生物活性小分子, 细胞信号转导和神经科学, 细胞生物学

产品应用

  • Brivudine, also known as bromovinyl-deoxyuridine, is a uridine derivative and nucleoside analog with pro-apoptotic and chemosensitizing properties. In vitro, bromovinyl-deoxyuridine (BVDU) has been shown to downregulate the multifunctional DNA repair enzyme APEX nuclease 1, resulting in the inhibition of DNA repair and the induction of apoptosis. In addition, this agent may inhibit the expression of STAT3 (signal transducer and activator of transcription 3), which may result in the downregulation of vascular endothelial growth factor (VEGF). BVDU has also been found to inhibit the upregulation of chemoresistance genes (Mdr1 and DHFR) during chemotherapy. Overall, the gene expression changes associated with BVDU treatment result in the decrease or prevention of chemoresistance. In addition, this agent has been shown to enhance the cytolytic activity of NK-92 natural killer cells towards a pancreatic cancer cell line in vitro.

安全信息

RTECSYU7355000
WGK Germany3
Personal Protective Equipment Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
Storage condition 0-10 0-10°C Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Signal word Warning
GHS Symbol
Safety Statements
  • S24/25 Avoid contact with skin and eyes 避免皮肤和眼睛接触；
Risk Statements
  • R36/37/38 Irritating to eyes, respiratory system and skin 对眼睛、呼吸系统和皮肤有刺激性
Precautionary statements
  • P262 Do not get in eyes, on skin, or on clothing. 不要接触眼睛，皮肤或衣服。
TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Intraperitoneal
SPECIES OBSERVED        : Rodent - mouse
DOSE/DURATION           : 1420 mg/kg
TOXIC EFFECTS :
   Details of toxic effects not reported other than lethal dose value
REFERENCE :
   CHATDV Chemioterapia Antimicrobica.  (Florence, Italy)  V.1-5, 1978-81(?).
   Volume(issue)/page/year: 4,70,1981

TYPE OF TEST            : Mutation in mammalian somatic cells
TEST SYSTEM             : Human HeLa cell
DOSE/DURATION           : 4 mg/L
REFERENCE :
   MUREAV Mutation Research.  (Elsevier Science Pub. B.V., POB 211, 1000 AE
   Amsterdam, Netherlands) V.1-    1964-  Volume(issue)/page/year: 267,125,1992

TYPE OF TEST            : Sister chromatid exchange
TEST SYSTEM             : Human Lymphocyte
DOSE/DURATION           : 50 mg/L
REFERENCE :
   BMJOAE British Medical Journal.  (British Medical Assoc., BMA House,
   Tavistock Sq., London WC1H 9JR, UK)  V.1-    1857- Volume(issue)/page/year:
   283,817,1981

TYPE OF TEST            : DNA inhibition
TEST SYSTEM             : Human Fibroblast
DOSE/DURATION           : 24 mg/L
REFERENCE :
   AMACCQ Antimicrobial Agents and Chemotherapy.  (American Soc. for
   Microbiology, 1913 I St., NW, Washington, DC 20006)  V.1-    1972-
   Volume(issue)/page/year: 24,803,1983

TYPE OF TEST            : Sister chromatid exchange
TEST SYSTEM             : Human Fibroblast
DOSE/DURATION           : 50 mg/L
REFERENCE :
   BMJOAE British Medical Journal.  (British Medical Assoc., BMA House,
   Tavistock Sq., London WC1H 9JR, UK)  V.1-    1857- Volume(issue)/page/year:
   283,817,1981

系列性分类

  1. Life Science 生命科学
  2. Cell Biology 细胞生物学
  3. Cell Signaling and Neuroscience - Cell Biology
  4. Immune Cell Signaling and Blood - Cell Signaling and Neuroscience
  5. Immune System Regulation - Immune Cell Signaling and Blood
  6. AIDS and Viral Research Reagents - Immune System Regulation
  1. Life Science 生命科学
  2. Cell Biology 细胞生物学
  3. Cell Signaling and Neuroscience - Cell Biology
  4. Immune Cell Signaling and Blood - Cell Signaling and Neuroscience
  5. Immune System Regulation - Immune Cell Signaling and Blood
  6. AIDS and Viral Research Reagents - Immune System Regulation
  1. Medical Research Areas
  2. Metabolism
  3. DHFR
  1. Functional Group 官能团索引
  2. vinyl bromide 乙烯基溴

相关产品推荐