3'-Azido-3'-deoxythymidine 3’-叠氮-3’-脱氧胸苷

CAS 30516-87-1 MFCD00006536

化学结构图

30516-87-1
SMILES: CC1=CN([C@@H]2C[C@@H](N=[N+]=[N-])[C@H](CO)O2)C(=O)NC1=O |&1:4,6,10|

化学属性

Mol. FormulaC10
Mol. Weight267
Melting Point113-115
Stability对光敏感，易吸潮

别名和识别编码

Chemical Name3'-Azido-3'-deoxythymidine
CAS Number30516-87-1
Alfabeta NameAZIDOTHYMIDINEAZT ()
MDL NumberMFCD00006536
Synonym 1-(3-叠氮基-2 3'-Azido-3'-deoxythymidine 3-二脱氧-β-D-呋喃核糖基)胸腺嘧啶 3′-叠氮-3′-脱氧胸苷 3′-叠氮-3′-脱氧胸苷 AZT ZDV 叠氮胸苷 齐多夫定 AZT AZT ZDV 叠氮胸苷 齐多夫定 AZT;ZDV;齐多夫定;叠氮胸苷;1-(3-叠氮基-2,3-二脱氧-β-D-呋喃核糖基)胸腺嘧啶 Azidothymidine BW-A 509U Retrovir ZDV 叠氮胸苷 齐多夫定
PubChem Substance ID87559740
Beilstein Registry Number3595791
Reaxys-RN3595791
Merck Number10123
Chemical Name Translation3’-叠氮-3’-脱氧胸苷
InChIKeyHBOMLICNUCNMMY-XLPZGREQSA-N
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分类

  • {SNA} AIDS and Viral Research Reagents, AN-AZ, Bioactive Small Molecules, Biochemicals and Reagents, Cell Bi
  • {SNA} AIDS and Viral R
  • {SNA} AIDS and Viral Research Reagents, AN-AZ, Bioactive Small Molecule Alphabetical Index, Chemical Biology, Chemical Synthesis, Conjugation Chemistry: Azides, Alkynes and Other Reagents, Copper Click Chemistry, Enzyme Inhibitors, Enzyme Inhibitors by Enzyme, Immune Cell Signaling and Blood, Immune System Regulation, Nucleoside/Nucleotide Azides/Alkynes, Organic Azides, R to Z, Reverse Transcriptase, AMV, 生化试剂, 生物活性小分子, 细胞信号转导和神经科学, 细胞生物学, 酶、抑制剂和底物

相关文献及参考

  • Agarwal, R.P., et al., Cross-resistance of dideoxycytidine-resistant cell lines to azidothymidine. Biochem. Pharmacol. 58 , 1603-1608, (1999) 摘要
  • Wu, D., et al., Low blood-brain barrier permeability to azidothymidine (AZT), 3TC, and thymidine in the rat. Brain Res. 791 , 313, (1998) 摘要
  • Difalco, M.R., et al., Efficacy of an insulin-like growth factor-interleukin-3 fusion protein in reversing the hematopoietic toxicity associated with azidothymidine in mice. J. Pharmacol. Exp. Ther. 284 , 449-454, (1998) 摘要
  • Kamata, M., et al., Reassessing The Role Of APOBEC3G In Human Immunodeficiency Virus Type 1 Infection Of Quiescent CD4+ T-cells. PLoS Pathog. 5 , e1000342, (2009) 摘要
  • Khan, Z., et al., Plant Thymidine Kinase 1: A Novel Efficient Suicide Gene For Malignant Glioma Therapy. Neuro-Oncol. 12 , 549-58, (2010) 摘要
  • Merck 14 ,10123
  • Corp MSDS 1 , 325:C / FT-NMR 1 (3), 393:A / RegBook 1 (2), 2587:G / Structure Index 1 , 409:A:5

安全信息

Warnings IRRITANT
GHS Symbol
WGK Germany3
Hazard Codes Xn
Hazard statements
  • H351 Suspected of causing cancer 怀疑致癌
  • H303 May be harmfully swallowed 吞食可能有害
Personal Protective Equipment Eyeshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges
RTECSXP2072000
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。
  • 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。
  • P308+P313
  • P405 Store locked up. 上锁保管。
  • P501 Dispose of contents/container to..… 处理内容物/容器.....
Signal word Warning
Safety Statements
  • 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；
  • 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）；
Risk Statements
  • R40 Limited evidence of a carcinogenic effect 有限证据表明其致癌作用
Storage condition 储存温度 -20℃ 
TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Human - man
DOSE/DURATION           : 434 mg/kg/38D-I
TOXIC EFFECTS :
   Blood - changes in cell count (unspecified)
   Blood - aplastic anemia
   Blood - changes in bone marrow (not otherwise specified)
REFERENCE :
   AIMEAS Annals of Internal Medicine.  (American College of Physicians, 4200
   Pine St., Philadelphia, PA 19104)  V.1-    1927-  Volume(issue)/page/year:
   107,502,1987

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

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Intravenous
SPECIES OBSERVED        : Rodent - rat
DOSE/DURATION           : >70 mg/kg
TOXIC EFFECTS :
   Details of toxic effects not reported other than lethal dose value
REFERENCE :
   USXXAM United States Patent Document.  (U.S. Patent Office, Box 9,
   Washington, DC 20231)  Volume(issue)/page/year: #4804651

TYPE OF TEST            : LDLo - Lowes

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Unreported
SPECIES OBSERVED        : Rodent - rat
DOSE/DURATION           : >750 mg/kg
TOXIC EFFECTS :
   Details of toxic effects not reported other than lethal dose value
REFERENCE :
   USXXAM United States Patent Document.  (U.S. Patent Office, Box 9,
   Washington, DC 20231)  Volume(issue)/page/year: #4857511

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Unreported
SPECIES OBSERVED        : Rodent - mouse
DOSE/DURATION           : >750 mg/kg
TOXIC EFFECTS :
   Details of toxic effects not reported other than lethal dose value
REFERENCE :
   USXXAM United States Patent Document.  (U.S. Patent Office, Box 9,
   Washington, DC 20231)  Volume(issue)/page/year: #48575

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

T

TYPE OF TEST            : Cytogenetic analysis
ROUTE OF EXPOSURE       : Oral
TEST SYSTEM             : Rodent - mouse
DOSE/DURATION           : 600 mg/kg/3D (Continuous)
REFERENCE :
   EMMUEG Environmental and Molecular Mutagenesis.  (Alan R. Liss, Inc., 41 E.
   11th St., New York, NY 10003)  V.10-    1987-  Volume(issue)/page/year:
   18,168,1991

TYPE OF TEST            : Cytogenetic analysis
TEST SYSTEM             : Human Lymphocyte
DOSE/DURATION           : 100 mg/L
REFERENCE :
   MUREAV Mutation Research.  (Elsevier Science Pub. B.V., POB 211, 1000 AE
   Amsterdam, Netherlands) V.1-    1964-  Volume(issue)/page/year: 321,113,1994

TYPE OF TEST            : Micronucleus test
ROUTE OF EXPOSURE       : Intraperitoneal
TEST SYSTEM             : Rodent - mouse
DOSE/DURATION           : 170 mg/kg/2W (Intermittent)
REFERENCE :
   MUREAV Mutation Research.  (Elsevier Science Pub. B.V., POB 211, 1000 AE
   Amsterdam, Netherlands) V.1-    1964-  Volume(issu

TYPE OF TEST            : Sister chromatid exchange
TEST SYSTEM             : Human Lymphocyte
DOSE/DURATION           : 50 mg/L
REFERENCE :
   MUREAV Mutation Research.  (Elsevier Science Pub. B.V., POB 211, 1000 AE
   Amsterdam, Netherlands) V.1-    1964-  Volume(issue)/page/year: 321,113,1994

TYPE OF TEST            : Sister chromatid exchange
TEST SYSTEM             : Rodent - hamster Ovary
DOSE/DURATION           : 500 mg/L
REFERENCE :
   MUREAV Mutation Research.  (Elsevier Science Pub. B.V., POB 211, 1000 AE
   Amsterdam, Netherlands) V.1-    1964-  Volume(issue)/page/year: 321,113,1994

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Rodent - rat
DOSE                    : 27900 mg/kg
SEX/DURATION            : female 26 day(s) pre-mating  - 15 day(s) post-birth
TOXIC EFFECTS :
   Reproductive - Effects on Newborn - live birth index (measured after birth)
REFERENCE :
   FAATDF Fundamental and Applied Toxicology.  (Academic Press, Inc., 1 E.
   First St., Duluth, MN 55802) V.1-    1981-  Volume(issue)/page/year:
   32,140,1996

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Rodent - rat
DOSE                    : 4200 mg/kg
SEX/DURATION            : male 4 week(s) pre-mating
TOXIC EFFECTS :
   Reproductive - Paternal Effects - prostate, seminal vesicle, Cowper's gland,
   accessory glands
   Reproductive - Paternal Effects - other effects on male
REFERENCE :
   BCPCA6 Biochemical Pharmacology.  (Pergamon Press Inc., Maxwell House,
   Fairview Park, Elmsford, NY 10523)  V.1-    1958-  Volume(issue)

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Rodent - rat
DOSE                    : 69 gm/kg
SEX/DURATION            : male 85 day(s) pre-mating
                          female 26 day(s) pre-mating  - 3 week(s) post-birth
TOXIC EFFECTS :
   Reproductive - Effects on Embryo or Fetus - fetotoxicity (except death,
   e.g., stunted fetus)
   Reproductive - Effects on Newborn - live birth index (measured after birth)
REFERENCE :
   FAATDF Fundamental and Applied Toxicology.  (Academic Press, Inc., 1 E.
   First St., Duluth, MN 55802) V.1-    1981-  Volume(issue)/page/year:
   32,140,1996

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Rodent - rabbit
DOSE                    : 6500 mg/kg
SEX/DUR

其他信息

  • 对 HIV-1 病毒有效的逆转录酶抑制剂

系列性分类

  1. Life Science 生命科学
  2. Biochemicals and Reagents 生化试剂
  3. Nucleosides, Nucleotides, Oligonucleotides - Biochemicals and Reagents
  4. Nucleoside Analogs - Nucleosides, Nucleotides, Oligonucleotides
  1. Life Science 生命科学
  2. Biochemicals and Reagents 生化试剂
  3. Nucleosides, Nucleotides, Oligonucleotides - Biochemicals and Reagents
  4. Nucleosides - Nucleosides, Nucleotides, Oligonucleotides
  1. Life Science 生命科学
  2. Biochemicals and Reagents 生化试剂
  3. Nucleosides, Nucleotides, Oligonucleotides - Biochemicals and Reagents
  4. Nucleotide Analogs - Nucleosides, Nucleotides, Oligonucleotides
  1. Life Science 生命科学
  2. Biochemicals and Reagents 生化试剂
  3. Nucleosides, Nucleotides, Oligonucleotides - Biochemicals and Reagents
  4. Nucleotides - Nucleosides, Nucleotides, Oligonucleotides
  1. Chemical Synthesis 化学合成
  2. Chemical Biology 生物化学
  3. Conjugation Chemistry: Azides, Alkynes 共轭化学 (叠氮化物，炔烃等)
  4. Organic Azides - Conjugation Chemistry: Azides, Alkynes and Other Reagents
  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. Life Science 生命科学
  2. Biochemicals and Reagents 生化试剂
  3. Enzymes, Inhibitors, and Substrates - Biochemicals and Reagents
  4. Enzyme Inhibitors - Enzymes, Inhibitors, and Substrates
  5. Enzyme Inhibitors by Enzyme - Enzyme Inhibitors
  6. R to Z - Enzyme Inhibitors by Enzyme
  7. Reverse Transcriptase, AMV - R to Z
  1. Functional Group 官能团索引
  2. azide

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