29984-33-6

• 常用中文名：阿糖腺苷单磷酸
• 常用英文名：Vidarabine phosphate
• CAS号：29984-33-6
• 分子式：C₁₀H₁₄N₅O₇P
• 分子量：347.221
• 相关类别： 生物化工 糖类化合物 单糖
• 发布时间：2018-10-01 08:17:18
• 更新时间：2024-01-08 15:39:40
• 磷酸阿糖胞苷(Ara-AMP)是一种抗病毒药物,可抑制慢性HBV感染[1][2]。磷酸阿糖胞苷也可抗单纯疱疹病毒和水痘带状疱疹病毒[3]。

名称

• 中文名: 单磷酸阿糖腺苷
• 英文名: 9H-Purin-6-amine,9-(5-O-phosphono-b-D-arabinofuranosyl)
• 中文别名: 9-(Β-D-阿拉伯呋喃糖)腺膘呤 5'-单磷酸酯; 阿糖腺苷单磷酸
• 英文别名: 9-(5-O-Phosphono-b-D-arabinofuranosyl)-9H-purin-6-amine; 9H-Purin-6-amine, 9-(5-O-phosphono-β-D-arabinofuranosyl)-; Adenosin-5'-phosphat; 9-(5-O-Phosphono-b-D-arabinofuranosyl)adenine; 9-β-D-Arabinofuranosyladenine 5'-monophosphate; adeninearabinosidemonophosphate; arabinosyladeninemonophosphate; cl-808; vidarabinemonophosphate; ARA-AMP; Ara-A; EINECS 249-990-8; Vidarabine phosphate; Vidarabine Monophasphate; 9H-Purin-6-amine, 9- (5-O-phosphono-β-D-arabinofuranosyl)-; 9-(5-O-Phosphono-β-D-arabinofuranosyl)-9H-purin-6-amine; adenosine-5-monophosphate; 9-b-D-Arabinofuranosyladenine 5'-Monophosphate

物化性质

• 密度: 2.3±0.1 g/cm3
• 沸点: 798.5±70.0 °C at 760 mmHg
• 熔点: 213ºC
• 分子式: C₁₀H₁₄N₅O₇P
• 分子量: 347.221
• 闪点: 436.7±35.7 °C
• 精确质量: 347.063080
• PSA: 195.88000
• LogP: -0.22
• 外观性状: 白色结晶粉末
• 蒸汽压: 0.0±3.0 mmHg at 25°C
• 折射率: 1.905
• 储存条件:

  密封，在0ºC下保存

• 稳定性:

  常温常压下稳定

• 水溶解性: Soluble in water at 4mg/ml
• 计算化学:

  1、 疏水参数计算参考值（XlogP）：-3.5

  2、 氢键供体数量：5

  3、 氢键受体数量：11

  4、 可旋转化学键数量：4

  5、 互变异构体数量：3

  6、 拓扑分子极性表面积（TPSA）：186

  7、 重原子数量：23

  8、 表面电荷：0

  9、 复杂度：481

  10、同位素原子数量：0

  11、确定原子立构中心数量：4

  12、不确定原子立构中心数量：0

  13、确定化学键立构中心数量：0

  14、不确定化学键立构中心数量：0

  15、共价键单元数量：1

• 更多:

  1. 性状：白色晶体粉末

  2. 密度（g/mL,20℃）：未确定

  3. 相对蒸汽密度（g/mL,空气=1）：未确定

  4. 熔点（ºC）：213

  5. 沸点（ºC,常压）：未确定

  6. 沸点（ºC,KPa）：未确定

  7. 折射率：未确定

  8. 闪点（ºC）：205

  9. 比旋光度（º）：未确定

  10. 自燃点或引燃温度（ºC）：未确定

  11. 蒸气压（Pa,20ºC）：未确定

  12. 饱和蒸气压（KPa,25ºC）：未确定

  13. 燃烧热（KJ/mol）：未确定

  14. 临界温度（ºC）：未确定

  15. 临界压力（KPa）：未确定

  16. 油水（辛醇/水）分配系数的对数值：未确定

  17. 爆炸上限（%,V/V）：未确定

  18. 爆炸下限（%,V/V）：未确定

  19. 溶解性：未确定

生物活性

• 描述: 磷酸阿糖胞苷(Ara-AMP)是一种抗病毒药物,可抑制慢性HBV感染[1][2]。磷酸阿糖胞苷也可抗单纯疱疹病毒和水痘带状疱疹病毒[3]。
• 相关类别:
  研究领域 >> 感染
  信号通路 >> 抗感染 >> HBV
• 参考文献:

  [1]. A W Gough, et al. Comparison of the neonatal toxicity of two antiviral agents: vidarabine phosphate and cytarabine. Toxicol Appl Pharmacol. 1982 Oct;66(1):143-52.

  [2]. C I Smith, et al. Vidarabine monophosphate and human leukocyte interferon in chronic hepatitis B infection. JAMA. 1982 Apr 23;247(16):2261-5.

  [3]. D Kinchington. Recent advances in antiviral therapy. J Clin Pathol. 1999 Feb;52(2):89-94.

MSDS

Name: Adenine-9-Beta-D-Arabinofuranoside- 5 -Monophosphate 98% Material Safety Data Sheet Synonym: 9-(5-O-Phosphono-3-D-Arabinofuranosyl)-9H-Purin-6-Amine; Arabinosyladenine Monophosphate CAS: 29984-33-6 Section 1 - Chemical Product MSDS Name:Adenine-9-Beta-D-Arabinofuranoside- 5 -Monophosphate 98% Material Safety Data Sheet Synonym:9-(5-O-Phosphono-3-D-Arabinofuranosyl)-9H-Purin-6-Amine; Arabinosyladenine Monophosphate Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS CAS# Chemical Name content EINECS# 29984-33-6 Adenine-9--D-Arabinofuranoside-5'-Mon 98 249-990-8 Hazard Symbols: XN Risk Phrases: 20/22 Section 3 - HAZARDS IDENTIFICATION EMERGENCY OVERVIEW Harmful by inhalation and if swallowed.The toxicological properties of this material have not been fully investigated. Potential Health Effects Eye: May cause eye irritation. Skin: May cause skin irritation. Ingestion: May cause irritation of the digestive tract. The toxicological properties of this substance have not been fully investigated. May cause central nervous system effects. Inhalation: May cause respiratory tract irritation. The toxicological properties of this substance have not been fully investigated. Chronic: No information found. Section 4 - FIRST AID MEASURES Eyes: Flush eyes with plenty of water for at least 15 minutes, occasionally lifting the upper and lower eyelids. Get medical aid. Skin: Get medical aid. Flush skin with plenty of water for at least 15 minutes while removing contaminated clothing and shoes. Wash clothing before reuse. Ingestion: Never give anything by mouth to an unconscious person. Get medical aid. Do NOT induce vomiting. If conscious and alert, rinse mouth and drink 2-4 cupfuls of milk or water. Inhalation: Remove from exposure and move to fresh air immediately. If not breathing, give artificial respiration. If breathing is difficult, give oxygen. Get medical aid. Notes to Physician: Section 5 - FIRE FIGHTING MEASURES General Information: As in any fire, wear a self-contained breathing apparatus in pressure-demand, MSHA/NIOSH (approved or equivalent), and full protective gear. During a fire, irritating and highly toxic gases may be generated by thermal decomposition or combustion. Extinguishing Media: Use agent most appropriate to extinguish fire. Use water spray, dry chemical, carbon dioxide, or appropriate foam. Section 6 - ACCIDENTAL RELEASE MEASURES General Information: Use proper personal protective equipment as indicated in Section 8. Spills/Leaks: Clean up spills immediately, observing precautions in the Protective Equipment section. Sweep up, then place into a suitable container for disposal. Avoid generating dusty conditions. Provide ventilation. Section 7 - HANDLING and STORAGE Handling: Wash thoroughly after handling. Remove contaminated clothing and wash before reuse. Use with adequate ventilation. Minimize dust generation and accumulation. Avoid contact with eyes, skin, and clothing. Keep container tightly closed. Avoid ingestion and inhalation. Storage: Store in a tightly closed container. Store in a cool, dry, well-ventilated area away from incompatible substances. Section 8 - EXPOSURE CONTROLS, PERSONAL PROTECTION Engineering Controls: Facilities storing or utilizing this material should be equipped with an eyewash facility and a safety shower. Use adequate ventilation to keep airborne concentrations low. Exposure Limits CAS# 29984-33-6: Personal Protective Equipment Eyes: Wear appropriate protective eyeglasses or chemical safety goggles as described by OSHA's eye and face protection regulations in 29 CFR 1910.133 or European Standard EN166. Skin: Wear appropriate protective gloves to prevent skin exposure. Clothing: Wear appropriate protective clothing to prevent skin exposure. Respirators: A respiratory protection program that meets OSHA's 29 CFR 1910.134 and ANSI Z88.2 requirements or European Standard EN 149 must be followed whenever workplace conditions warrant respirator use. Section 9 - PHYSICAL AND CHEMICAL PROPERTIES Physical State: Crystalline powder Color: white Odor: None reported. pH: Not available. Vapor Pressure: Not available. Viscosity: Not available. Boiling Point: Not available. Freezing/Melting Point: 213 deg C Autoignition Temperature: Not applicable. Flash Point: 205 deg C ( 401.00 deg F) Explosion Limits, lower: Not available. Explosion Limits, upper: Not available. Decomposition Temperature: 205 deg C Solubility in water: Specific Gravity/Density: Molecular Formula: C10H14N5O7P Molecular Weight: 347.22 Section 10 - STABILITY AND REACTIVITY Chemical Stability: Stable under normal temperatures and pressures. Conditions to Avoid: Incompatible materials, dust generation, excess heat, strong oxidants. Incompatibilities with Other Materials: Oxidizing agents. Hazardous Decomposition Products: Carbon monoxide, oxides of nitrogen, oxides of phosphorus, irritating and toxic fumes and gases, carbon dioxide. Hazardous Polymerization: Has not been reported. Section 11 - TOXICOLOGICAL INFORMATION RTECS#: CAS# 29984-33-6: AU6204000 LD50/LC50: Not available. Carcinogenicity: Adenine-9--D-Arabinofuranoside-5'-Monophosphate - Not listed by ACGIH, IARC, or NTP. Other: See actual entry in RTECS for complete information. Section 12 - ECOLOGICAL INFORMATION Section 13 - DISPOSAL CONSIDERATIONS Dispose of in a manner consistent with federal, state, and local regulations. Section 14 - TRANSPORT INFORMATION IATA Not regulated as a hazardous material. IMO Not regulated as a hazardous material. RID/ADR Not regulated as a hazardous material. Section 15 - REGULATORY INFORMATION European/International Regulations European Labeling in Accordance with EC Directives Hazard Symbols: XN Risk Phrases: R 20/22 Harmful by inhalation and if swallowed. Safety Phrases: S 24/25 Avoid contact with skin and eyes. S 28A After contact with skin, wash immediately with plenty of water. S 37 Wear suitable gloves. S 37/39 Wear suitable gloves and eye/face protection. S 45 In case of accident or if you feel unwell, seek medical advice immediately (show the label where possible). WGK (Water Danger/Protection) CAS# 29984-33-6: No information available. Canada None of the chemicals in this product are listed on the DSL/NDSL list. CAS# 29984-33-6 is not listed on Canada's Ingredient Disclosure List. US FEDERAL TSCA CAS# 29984-33-6 is not listed on the TSCA inventory. It is for research and development use only. SECTION 16 - ADDITIONAL INFORMATION N/A

毒性和生态

毒理学数据: 1、 急性毒性：大鼠腹腔LD50：1700mg/kg 大鼠静脉注射LD50：1200mg/kg 2、 其他多剂量毒性：大鼠肌肉TDLo：2800mg/kg/28D-I 生态学数据: 若无政府许可，勿将材料排入周围环境。 CHEMICAL IDENTIFICATION RTECS NUMBER : AU6204000 CHEMICAL NAME : Adenine, 9-beta-D-arabinofuranosyl-, 5'-(dihydrogen phosphate) CAS REGISTRY NUMBER : 29984-33-6 LAST UPDATED : 199509 DATA ITEMS CITED : 3 MOLECULAR FORMULA : C10-H14-N5-O7-P MOLECULAR WEIGHT : 347.26 WISWESSER LINE NOTATION : T56 BN DN FN HNJ IZ D- BT5OTJ CQ DQ E1OPQQO HEALTH HAZARD DATA ACUTE TOXICITY DATA TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Intraperitoneal SPECIES OBSERVED : Rodent - rat DOSE/DURATION : 1700 mg/kg TOXIC EFFECTS : Liver - other changes REFERENCE : ANYAA9 Annals of the New York Academy of Sciences. (New York Academy of Sciences, 2 E. 63rd St., New York, NY 10021) V.1- 1877- Volume(issue)/page/year: 284,6,1977 TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Intravenous SPECIES OBSERVED : Rodent - rat DOSE/DURATION : 1200 mg/kg TOXIC EFFECTS : Liver - other changes REFERENCE : ANYAA9 Annals of the New York Academy of Sciences. (New York Academy of Sciences, 2 E. 63rd St., New York, NY 10021) V.1- 1877- Volume(issue)/page/year: 284,6,1977 ** OTHER MULTIPLE DOSE TOXICITY DATA ** TYPE OF TEST : TDLo - Lowest published toxic dose ROUTE OF EXPOSURE : Intramuscular SPECIES OBSERVED : Rodent - rat DOSE/DURATION : 2800 mg/kg/28D-I TOXIC EFFECTS : Behavioral - food intake (animal) REFERENCE : TOXID9 Toxicologist. (Soc. of Toxicology, Inc., 475 Wolf Ledge Parkway, Akron, OH 44311) V.1- 1981- Volume(issue)/page/year: 3,1,1983

安全

• 危害码 (欧洲): Xn:Harmful;
• 风险声明 (欧洲): R20/22
• 安全声明 (欧洲): S24/25-S37/39
• 危险品运输编码: UN 2811
• RTECS号: AU6204000
• 包装等级: II
• 危险类别: 6.1(a)
• 海关编码: 29400090

合成路线

5536-17-4 ~76% 29984-33-6

文献：Journal of Pharmaceutical Sciences, , vol. 73, # 2 p. 278 - 280

78-40-0 5536-17-4 ~% 29984-33-6

文献：US4123609 A1, ;

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