16321-99-6

• 常用中文名：2',3',5'-三-O-乙酰-2-氨基-6-氯嘌呤核苷
• 常用英文名：2',3',5'-Tri-O-acetyl-2-aMino-6-chloropurine Riboside
• CAS号：16321-99-6
• 分子式：C₁₆H₁₈ClN₅O₇
• 分子量：427.80
• 相关类别： 生物化工 核苷类药物 核苷中间体
• 发布时间：2018-11-28 00:10:30
• 更新时间：2024-01-14 06:46:10
• 2′,3′,5′-三-O-乙酰基-6-氯鸟苷二乙酸酯是嘌呤核苷类似物。嘌呤核苷类似物具有广泛的抗肿瘤活性,靶向惰性淋巴系统恶性肿瘤。这一过程中的抗癌机制依赖于抑制DNA合成、诱导细胞凋亡等[1]。

名称

• 中文名: 2',3',5'-三-O-乙酰-2-氨基-6-氯嘌呤核苷
• 英文名: (2R,3R,4R,5R)-2-(Acetoxymethyl)-5-(2-amino-6-chloro-9H-purin-9-yl)tetrahydrofuran-3,4-diyl diacetate
• 中文别名: 9-[2,3,5-三-o-乙酰基-beta-d-呋喃核糖]-2-氨基-6-氯嘌呤; 9-[2,3,5-三-o-乙酰基-Beta-d-呋喃核糖]-2-氨基-6-氯嘌呤; 2-氨基-6-氯-9-(2',3',5'-三-O-乙酰基-beta-D-呋喃核糖基)嘌呤
• 英文别名: 2',3',5'-Tri-O-acetyl-2-amino-6-chloropurine Riboside; 2-Amino-6-chloro-9-(2,3,5-tri-O-acetyl-β-D-ribofuranosyl)purine; [(2R,3S,4S,5R)-3,4-diacetyloxy-5-(2-amino-6-chloropurin-9-yl)oxolan-2-yl]methyl acetate

物化性质

• 密度: 1.7g/cm3
• 沸点: 637ºC at 760mmHg
• 熔点: 146.0 to 150.0 °C
• 分子式: C₁₆H₁₈ClN₅O₇
• 分子量: 427.80
• 闪点: 339ºC
• 精确质量: 427.08900
• PSA: 157.75000
• LogP: 0.96700
• 外观性状: 固体;Light orange to Yellow to Green powder to crystal
• 蒸汽压: 4E-16mmHg at 25°C
• 折射率: 1.69
• 储存条件: 室温，干燥

生物活性

• 描述: 2′,3′,5′-三-O-乙酰基-6-氯鸟苷二乙酸酯是嘌呤核苷类似物。嘌呤核苷类似物具有广泛的抗肿瘤活性,靶向惰性淋巴系统恶性肿瘤。这一过程中的抗癌机制依赖于抑制DNA合成、诱导细胞凋亡等[1]。
• 相关类别:
  研究领域 >> 癌症
  信号通路 >> 细胞周期/DNA损伤 >> 核苷抗代谢药/类似物
• 参考文献:

  [1]. Robak T, Robak P. Purine nucleoside analogs in the treatment of rarer chronic lymphoid leukemias. Curr Pharm Des. 2012;18(23):3373-88.

MSDS

2',3',5'-Tri-O-acetyl-2-amino-6-chloropurine Riboside Revision number: 5 SAFETY DATA SHEET Section1. IDENTIFICATION 2',3',5'-Tri-O-acetyl-2-amino-6-chloropurine Riboside Product name: 5 Revision number: Section2. HAZARDS IDENTIFICATION GHS classification Not classified PHYSICAL HAZARDS Not classified HEALTH HAZARDS Not classified ENVIRONMENTAL HAZARDS GHS label elements, including precautionary statements None Pictograms or hazard symbols No signal word Signal word None Hazard statements None Precautionary statements: Section3. COMPOSITION/INFORMATION ON INGREDIENTS Substance Substance/mixture: 2',3',5'-Tri-O-acetyl-2-amino-6-chloropurine Riboside Components: >97.0%(LC)(T) Percent: 16321-99-6 CAS Number: 2-Amino-6-chloro-9-(2,3,5-tri-O-acetyl-β-D-ribofuranosyl)purine Synonyms: C16H18ClN5O7 Chemical Formula: Section4. FIRST AID MEASURES Remove victim to fresh air and keep at rest in a position comfortable for breathing. Inhalation: Get medical advice/attention if you feel unwell. Remove/Take off immediately all contaminated clothing. Rinse skin with Skin contact: water/shower. If skin irritation or rash occurs: Get medical advice/attention. Rinse cautiously with water for several minutes. Remove contact lenses, if present Eye contact: and easy to do. Continue rinsing. If eye irritation persists: Get medical advice/attention. Get medical advice/attention if you feel unwell. Rinse mouth. Ingestion: A rescuer should wear personal protective equipment, such as rubber gloves and air- Protection of first-aiders: tight goggles. Section5. FIRE-FIGHTING MEASURES Dry chemical, foam, water spray, carbon dioxide. Suitable extinguishing media: Take care as it may decompose upon combustion or in high temperatures to Specific hazards arising generate poisonous fume. from the chemical: 2',3',5'-Tri-O-acetyl-2-amino-6-chloropurine Riboside Section5. FIRE-FIGHTING MEASURES Precautions for firefighters: Fire-extinguishing work is done from the windward and the suitable fire-extinguishing method according to the surrounding situation is used. Uninvolved persons should evacuate to a safe place. In case of fire in the surroundings: Remove movable containers if safe to do so. When extinguishing fire, be sure to wear personal protective equipment. Special protective equipment for firefighters: Section6. ACCIDENTAL RELEASE MEASURES Use personal protective equipment. Keep people away from and upwind of spill/leak. Personal precautions, protective equipment and Entry to non-involved personnel should be controlled around the leakage area by emergency procedures: roping off, etc. Environmental precautions: Prevent product from entering drains. Methods and materials for Sweep dust to collect it into an airtight container, taking care not to disperse it. containment and cleaning Adhered or collected material should be promptly disposed of, in accordance with up: appropriate laws and regulations. Section7. HANDLING AND STORAGE Precautions for safe handling Handling is performed in a well ventilated place. Wear suitable protective equipment. Technical measures: Prevent dispersion of dust. Wash hands and face thoroughly after handling. Use a local exhaust if dust or aerosol will be generated. Advice on safe handling: Avoid contact with skin, eyes and clothing. Conditions for safe storage, including any incompatibilities Keep container tightly closed. Store in a cool and dark place. Storage conditions: Store away from incompatible materials such as oxidizing agents. Comply with laws. Packaging material: Section8. EXPOSURE CONTROLS / PERSONAL PROTECTION Install a closed system or local exhaust as possible so that workers should not be Engineering controls: exposed directly. Also install safety shower and eye bath. Personal protective equipment Respiratory protection: Dust respirator. Follow local and national regulations. Protective gloves. Hand protection: Safety glasses. A face-shield, if the situation requires. Eye protection: Skin and body protection: Protective clothing. Protective boots, if the situation requires. Section9. PHYSICAL AND CHEMICAL PROPERTIES Solid Physical state (20°C): Crystal- Powder Form: Slightly pale yellow - Yellow Colour: No data available Odour: pH: No data available Melting point/freezing point:148°C No data available Boiling point/range: No data available Flash point: Flammability or explosive limits: No data available Lower: No data available Upper: No data available Relative density: Solubility(ies): No data available [Water] No data available [Other solvents] 2',3',5'-Tri-O-acetyl-2-amino-6-chloropurine Riboside Section10. STABILITY AND REACTIVITY Stable under proper conditions. Chemical stability: No special reactivity has been reported. Possibility of hazardous reactions: Incompatible materials: Oxidizing agents Hazardous decomposition Carbon monoxide, Carbon dioxide, Nitrogen oxides (NOx), Hydrogen chloride products: Section11. TOXICOLOGICAL INFORMATION No data available Acute Toxicity: No data available Skin corrosion/irritation: No data available Serious eye damage/irritation: No data available Germ cell mutagenicity: Carcinogenicity: No data available IARC = No data available NTP = No data available Reproductive toxicity: Section12. ECOLOGICAL INFORMATION Ecotoxicity: No data available Fish: No data available Crustacea: No data available Algae: Persistence / degradability: No data available No data available Bioaccumulative potential(BCF): Mobility in soil No data available Log Pow: No data available Soil adsorption (Koc): No data available Henry's Law constant(PaM3/mol): Section13. DISPOSAL CONSIDERATIONS Recycle to process, if possible. Consult your local regional authorities. You may be able to dissolve or mix material with a combustible solvent and burn in a chemical incinerator equipped with an afterburner and scrubber system. Observe all federal, state and local regulations when disposing of the substance. Section14. TRANSPORT INFORMATION Does not correspond to the classification standard of the United Nations Hazards Class: Not listed UN-No: Section15. REGULATORY INFORMATION Safe management ordinance of dangerous chemical product (State Council announces on January 26, 2002 and revised on February 16,2011): Safe use and production, the storage of a dangerous chemical, transport, loading and unloading were prescribed. 2',3',5'-Tri-O-acetyl-2-amino-6-chloropurine Riboside SECTION 16 - ADDITIONAL INFORMATION N/A

合成路线

6979-94-8 ~96% 16321-99-6

文献：Kamaike; Kinoshita; Niwa; Hirose; Suzuki; Ishido Nucleosides, Nucleotides and Nucleic Acids, 2001 , vol. 20, # 1-2 p. 59 - 75

2004-07-1 108-24-7 ~90% 16321-99-6

文献：Ohno, Michihiro; Gao, Zhan-Guo; Van Rompaey, Philippe; Tchilibon, Susanna; Kim, Soo-Kyung; Harris, Brian A.; Gross, Ariel S.; Duong, Heng T.; Van Calenbergh, Serge; Jacobson, Kenneth A. Bioorganic and Medicinal Chemistry, 2004 , vol. 12, # 11 p. 2995 - 3007

118-00-3 ~% 16321-99-6

文献：Nucleosides, Nucleotides and Nucleic Acids, , vol. 24, # 5-7 p. 717 - 720

28708-32-9 10310-21-1 ~% 16321-99-6

文献：Chinese Journal of Chemistry, , vol. 31, # 9 p. 1207 - 1218

335060-20-3 ~% 16321-99-6

文献：Nucleosides, Nucleotides and Nucleic Acids, , vol. 20, # 1-2 p. 59 - 75

335060-31-6 ~% 16321-99-6

文献：Nucleosides, Nucleotides and Nucleic Acids, , vol. 20, # 1-2 p. 59 - 75

335060-33-8 ~% 16321-99-6

文献：Nucleosides, Nucleotides and Nucleic Acids, , vol. 20, # 1-2 p. 59 - 75

108-24-7 118-00-3 ~% 16321-99-6

文献：Synthesis, , # 6 p. 450 - 453

上下游产品

上游产品  9
6979-94-8 2004-07-1 108-24-7 118-00-3
28708-32-9 10310-21-1 335060-20-3 335060-31-6
335060-33-8
下游产品  10
4546-54-7 5987-76-8 5987-73-5 137896-02-7
137896-13-0 35109-88-7 59587-07-4 3056-18-6
40896-58-0 7803-88-5