Floxuridine 5-氟-2-脱氧尿苷

CAS 50-91-9 MFCD00006530

化学结构图

50-91-9
SMILES: O=c1[nH]c(=O)n([C@H]2C[C@H](O)[C@@H](CO)O2)cc1F

化学属性

Mol. FormulaC9H11FN2O5
Mol. Weight246.19
Melting Point148°C
Density1.64
TSCANo
Solubility可溶
Appearance 白色结晶,无臭。易溶于水、甲醇,几乎不溶于氯仿和乙醚。mp 150-151℃。比旋度+37°、+48.6°(DMF)。紫外最大吸收波长268 nm (pH7.2)、 270 nm(pH14)。
Boiling Point150 °C at 760 mmHg

别名和识别编码

Chemical Name5-Fluoro-2′-deoxyuridine
CAS Number50-91-9
Alfabeta NameFLUORODEOXYURIDINE 52---'
MDL NumberMFCD00006530
Synonym Floxuridine {LY} Floxuridine Fluorodeoxyuridine {} {LY} Floxuridine {} {} {LY} Floxuridine {} {} {} {LY} Floxuridine {} {} {} {} {LY} Floxuridine {} {} {} {} {} {LY} Floxuridine {} {} {} {} {} {} {LY} Floxuridine {} {} {} {} {} {} {} {LY} Floxuridine {} {} {} {} {} {} {} {} {LY} Floxuridine {} {} {} {} {} {} {} {} {} {LY} Floxuridine {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {PubChem} FUdR {} {} {} {} {} {} {} {} {} {} {} {PubChem} 5-Fluorodeoxyuridine {} {} {} {} {} {} {} {} {} {} {} {} {PubChem} 5-FUdR {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {PubChem} 5 Fluorodeoxyuridine {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} Floxuridine {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} Floxuridine {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} Floxuridine
EC Number200-072-5
Beilstein Registry Number2645818
PubChem Substance ID5790
Merck Number4112
Chemical Name Translation5-氟-2-脱氧尿苷
Reaxys-RN90221
Wiswesser Line NotationT6NVMVJ EF A- ET5OTJ B1Q CQ
LabNetwork Molecule IDLN00196507
InChIInChI=1S/C9H11FN2O5/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
Canonical SMILESOC[C@@H]1[C@@H](O)C[C@H](N2C(NC(C(F)=C2)=O)=O)O1
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分类

  • Bases & Related Reagents
  • {SNA} Bioactive Small Molecules, Biochemicals and Reagents, Cell Biology, Core Bioreagents, Enzyme Inhibitors, Enzyme Inhibitors by Type, Enzymes, Inhibitors, and Substrates, F, Research Essentials, Substrate Analogs
  • Nucleotides
  • Carbohydrates & Derivatives
  • {Chemicalbook} 生物化学品: 核酸类: 核苷及其衍生物
  • Pharmaceuticals
  • {SNA} Core Bioreagents, Enzyme Inhibitors, Enzyme Inhibitors by Type, Research Essentials, Substrate Analogs, 生化试剂, 酶、抑制剂和底物
  • {SNA} Bioactive Small Molecules, Biochemicals and Reagents, Core Bioreagents, Enzyme Inhibitors, Enzyme Inhibitors by Type, Enzymes, Inhibitors, and Substrates, F

产品应用

  • 抗肿瘤药。

相关文献及参考

  • Harris, M., et al.: Biophys. J., 4, 203 (1964),

安全信息

Warnings IRRITANT, TOXIC
Signal word
GHS Symbol
WGK Germany3
Safety Statements
  • S45 In case of accident or if you feel unwell seek medical advice immediately (show the label where possible) 发生事故时或感觉不适时,立即求医(可能时出示标签);
  • S20 When using do not eat or drink 使用时,不得进食,饮水;
  • S36/37 Wear suitable protective clothing and gloves 穿戴适当的防护服和手套;
  • S53 Avoid exposure - obtain special instructions before use 避免接触,使用前获得特别指示说明;
  • S36/37/39 Wear suitable protective clothing, gloves and eye/face protection 穿戴适当的防护服、手套和眼睛/面保护;
  • S26 In case of contact with eyes, rinse immediately with plenty of water and seek medical advice 眼睛接触后,立即用大量水冲洗并征求医生意见;
  • S36 Wear suitable protective clothing 穿戴适当的防护服;
  • S22 Do not breathe dust 不要吸入粉尘;
Risk Statements
  • R68 Possible risk of irreversible effects 可能有不可挽回的作用的危险
  • R61 May cause harm to the unborn child 可能对未出生的婴儿导致伤害
  • R22 Harmful if swallowed 吞咽有害
  • 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
  • P201 Obtain special instructions before use. 使用前获取专门指示。
  • P202 Do not handle until all safety precautions have been read and understood. 已阅读并理解所有的安全预防措施之前,切勿操作。
  • P203
  • P261 Avoid breathing dust/fume/gas/mist/vapours/spray. 避免吸入粉尘/烟/气体/烟雾/蒸汽/喷雾。
  • P264 Wash hands thoroughly after handling. 处理后要彻底洗净双手。
  • P270 Do not eat, drink or smoke when using this product. 使用本产品时不要吃东西,喝水或吸烟。
  • P280 Wear protective gloves/protective clothing/eye protection/face protection. 戴防护手套/防护服/眼睛的保护物/面部保护物。
  • P281 Use personal protective equipment as required. 使用所需的个人防护装备。
  • P301+P310
  • P301+P310+P330
  • P301+P316
  • P305+P351+P338
  • P308+P313
  • P318
  • P321 Specific treatment (see … on this label). 具体治疗(见本标签上的)。
  • P330 Rinse mouth. 漱口
  • P405 Store locked up. 上锁保管。
  • P501 Dispose of contents/container to..… 处理内容物/容器.....
Hazard statements
  • H301 Toxic if swallowed 吞食有毒
  • H341 Suspected of causing genetic defects 怀疑导致遗传性缺陷
  • H360 May damage fertility or the unborn child 可能对生育能力或未出生婴儿造成伤害
RTECSYU7525000
Personal Protective Equipment dust mask type N95 (US), Eyeshields, Faceshields, Gloves
Packing GroupIII
UN Number 2811 UN 2811 6.1/PG 3
Hazard Codes Xn,T,Xi Xn
Storage condition 2-8°C {LY} 2-8°C 4℃保存 {} {LY} 2-8°C {} {} {LY} 2-8°C {} {} {} {LY} 2-8°C {} {} {} {} {LY} 2-8°C {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} { {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {
Hazard Class6.1
TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Rodent - rat
DOSE/DURATION           : 215 mg/kg
TOXIC EFFECTS :
   Details of toxic effects not reported other than lethal dose value
REFERENCE :
   NCILB* Progress Report for Contract No. NIH-NCI-E-C-72-3252, Submitted to
   the National Cancer Institute by Litton Bionetics, Inc.  (Bethesda, MD)
   Volume(issue)/page/year: NCI-E-C-72-3252,1973

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Unreported
SPECIES OBSERVED        : Rodent - mouse
DOSE/DURATION           : 550 mg/kg
TOXIC EFFECTS :
   Details of toxic effects not reported other than lethal dose value
REFERENCE :
   CNREA8 Cancer Research. (Public Ledger Building, Suit 816, 6th & Chestnut
   Sts., Philadelphia, PA 19106)  V.1-    1941-  Volume(issue)/page/year:
   46,2703,1986

TYPE OF TEST            : TDLo - Lowe

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Rodent - mouse
DOSE/DURATION           : 147 mg/kg
TOXIC EFFECTS :
   Details of toxic effects not reported other than lethal dose value
REFERENCE :
   NCILB* Progress Report for Contract No. NIH-NCI-E-C-72-3252, Submitted to
   the National Cancer Institute by Litton Bionetics, Inc.  (Bethesda, MD)
   Volume(issue)/page/year: NCI-E-C-72-3252,1973

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Intraperitoneal
SPECIES OBSERVED        : Rodent - rat
DOSE/DURATION           : 1600 mg/kg
TOXIC EFFECTS :
   Details of toxic effects not reported other than lethal dose value
REFERENCE :
   CPCHAO Clinical Proceedings of the Children's Hospital of the District of
   Columbia.  (Washington, DC) V.1-27, 1971.  For publisher information, see
   CPNMAQ.  Volume(issue)/page/year: 18,307,1962

TYPE OF TEST            : Mutation test systems - not otherwise specified
TEST SYSTEM             : Human Cells - not otherwise specified
DOSE/DURATION           : 1 umol/L
REFERENCE :
   CNREA8 Cancer Research. (Public Ledger Building, Suit 816, 6th & Chestnut
   Sts., Philadelphia, PA 19106)  V.1-    1941-  Volume(issue)/page/year:
   42,3005,1982

TYPE OF TEST            : DNA inhibition
TEST SYSTEM             : Human Lymphocyte
DOSE/DURATION           : 10 umol/L
REFERENCE :
   CNREA8 Cancer Research. (Public Ledger Building, Suit 816, 6th & Chestnut
   Sts., Philadelphia, PA 19106)  V.1-    1941-  Volume(issue)/page/year:
   49,5829,1989

TYPE OF TEST            : Cytogenetic analysis
ROUTE OF EXPOSURE       : Oral
TEST SYSTEM             : Insect - Drosophila melanogaster
DOSE/DURATION           : 12500 ug/L
REFERENCE :
   CNJGA8 Canadian Journal of Genetics and Cytology.  (National Research
   Council of Canada, Publication Sales and Distribution, Ottawa ON K1A OR6,
   Canada)  V.1-    1959-  Volume(issue)/page/year: 20,259,1978

TYPE OF TEST            : Mutation in micro

TYPE OF TEST            : Mutation test systems - not otherwise specified
ROUTE OF EXPOSURE       : Intraperitoneal
TEST SYSTEM             : Rodent - mouse
DOSE/DURATION           : 45 mg/kg
REFERENCE :
   TJADAB Teratology, The International Journal of Abnormal Development. (Alan
   R. Liss, Inc., 41 E. 11th St., New York, NY 10003)  V.1-    1968-
   Volume(issue)/page/year: 17,229,1978

TYPE OF TEST            : Mutation in microorgan

TYPE OF TEST            : Mutation test systems - not otherwise specified
TEST SYSTEM             : Human Mammary gland
DOSE/DURATION           : 100 umol/L
REFERENCE :
   CNREA8 Cancer Research. (Public Ledger Building, Suit 816, 6th & Chestnut
   Sts., Philadelphia, PA 19106)  V.1-    1941-  Volume(issue)/page/year:
   52,3418,1992

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Intraperitoneal
SPECIES OBSERVED

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Intraperitoneal
SPECIES OBSERVED        : Rodent - mouse
DOSE                    : 10 mg/kg
SEX/DURATION            : female 16 day(s) after conception
TOXIC EFFECTS :
   Reproductive - Effects on Newborn - biochemical and metabolic
REFERENCE :
   TJADAB Teratology, The International Journal of Abnormal Development. (Alan
   R. Liss, Inc., 41 E. 11th St., New York, NY 10003)  V.1-    1968-
   Volume(issue)/page/year: 29(2),5B,1984

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Intraperitoneal
SPECIES OBSERVED        : Rodent - rat
DOSE                    : 25 mg/kg
SEX/DURATION            : female 12 day(s) after conception
TOXIC EFFECTS :
   Reproductive - Specific Developmental Abnormalities - musculoskeletal system
REFERENCE :
   TJADAB Teratology, The International Journal of Abnormal Development. (Alan
   R. Liss, Inc., 41 E. 11th St., New York, NY 10003)  V.1-    1968-
   Volume(issue)/page/year: 25,95,1982

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Intraperitoneal
SPECIES OBSERVED        : Rodent - rat
DOSE                    : 25 mg/kg
SEX/DURATION            : female 10 day(s) after conception
TOXIC EFFECTS :
   Reproductiv

TYPE OF TEST            : TDLo - Low

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Intraperitoneal
SPECIES OBSERVED        : Rodent - mouse
DOSE                    : 60 mg/kg
SEX/DURATION            : female 9 day(s) after conception
TOXIC EFFECTS :
   Reproductive - Specific Developmental Abnormalities - Central Nervous System
   Reproductive - Specific Developmental Abnormalities - craniofacial

其他信息

  • Alfa Aesar:5-氟-2'-脱氧尿苷,98+% 5-Fluoro-2'-deoxyuridine, 98+%(50-91-9)
  • 用途二:抗肿瘤药。
  • F:10-23
  • MOL 文件:50-91-9.mol
  • 图谱信息:5-氟-2'-脱氧脲核苷(50-91-9)红外图谱(IR1) 5-氟-2'-脱氧脲核苷(50-91-9)红外图谱(IR2) 5-氟-2'-脱氧脲核苷(50-91-9)核磁图( 1 HNMR) 5-氟-2'-脱氧脲核苷(50-91-9)核磁图( 13 CNMR) 5-氟-2'-脱氧脲核苷(50-91-9)质谱(MS)
  • 上游原料:5-氟脲嘧啶 --> 糖苷
  • 5-氟-2'-脱氧脲核苷价格(试剂级):更新日期 产品编号 产品名称 包装 价格 2011/04/16 D2235 2'-脱氧-5-氟尿苷 2'-Deoxy-5-fluorouridine 500MG 2230元 2011/04/16 D2235 2'-脱氧-5-氟尿苷 2'-Deoxy-5-fluorouridine 100MG 800元 2010/06/21 227605000 5-氟-2'-脱氧脲核苷 (+)-5-Fluoro-2'-deoxyuridine 99+% 500 MG 7478元
  • 5-氟-2'-脱氧脲核苷价格(试剂级):更新日期 产品编号 产品名称 包装 价格 2014/06/02 D2235 2'-脱氧-5-氟尿苷 2'-Deoxy-5-fluorouridine 500MG 2710元 2014/06/02 D2235 2'-脱氧-5-氟尿苷 2'-Deoxy-5-fluorouridine 100MG 968元 2010/06/21 227605000 5-氟-2'-脱氧脲核苷 (+)-5-Fluoro-2'-deoxyuridine 99+% 500 MG 7478元
  • Hazard Note:Toxic
  • 比旋光度:35.9 ° (c=1, water)
  • 毒害物质数据:50-91-9(Hazardous Substances Data)
  • EPA Substance Registry System:50-91-9(EPA Substance)
  • TCI Shanghai:5-氟-2'-脱氧尿苷 2'-Deoxy-5-fluorouridine,>;98.0%(T)(50-91-9)
  • 方法一:甲基-2-去氧-D-呋喃核糖苷经对甲苯甲酰化、乙酸-盐酸水解使1位甲氧基被氯取代,再与1-乙酰氧汞-5-氟尿嘧啶缩合,生成物经水解去掉对甲苯甲酰基而得。
  • 用途一:抗肿瘤药。适用于治疗肝癌、胃肠道癌、乳腺癌及头颈部癌。可有骨髓抑制。胃肠道反应和皮肤局部反应等副作用与氟尿嘧啶相似。亦有碱性磷酸酶、血清转氨酶、血清胆红质和乳酸脱氢酶等增高现象。

系列性分类


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