1006-23-1

• 常用中文名：2,4,6-三氨基-5-亚硝基嘧啶
• 常用英文名：5-Nitrosopyrimidin-2,4,6-triamin
• CAS号：1006-23-1
• 分子式：C₄H₆N₆O
• 分子量：154.130
• 相关类别： 生物化工 核苷类药物 核苷酸及其类似物
• 发布时间：2019-01-01 06:38:01
• 更新时间：2024-01-01 17:19:33
• 【用途一】
  用作医药中间体
  【用途二】
  作为药物氨苯喋啶、氨蝶呤的中间体。

名称

• 中文名: 5-亚硝基-2,4,6-三氨基嘧啶
• 英文名: 5-Nitroso-2,4,6-triaminopyrimidine
• 中文别名: 5-硝基-2,4,6-三氨基嘧啶; 2,4,6-三氨基-5-亚硝基嘧啶; 5-硝基-2,4,6-三氨基嘧啶; 2,4,6-三氨基-5-亚甲基嘧啶; 氨苯蝶啶杂质A
• 英文别名: 2,4,6-Triamino-5-nitrosopyrimidine; EINECS 213-742-7; 2,4,6-Pyrimidinetriamine, 5-nitroso-; 5-Nitrosopyrimidin-2,4,6-triamin; 5-nitrosopyrimidine-2,4,6-triamine; 5-Nitroso-2,4,6-tria; 5-Nitroso-pyrimidin-2,4,6-triyltriamin; 5-Nitroso-pyriMidine-2; 5-nitroso-pyrimidine-2,4,6-triyltriamine; MFCD00006096; 5-Nitroso-2,4,6-pyrimidinetriamine; 2,4,6-triamino-5-nitroso-pyrimidine; IFLAB-BB F1918-0051; 5-Nitroso-2; 6-pyrimidinetriamine,5-nitroso-4; 6-triaMine; TRIAMINO-5-NITROSOPYRIMIDINE; 5-nitroso-pyrimidine-2,4,6-triamine

物化性质

• 密度: 2.2±0.1 g/cm3
• 沸点: 602.9±65.0 °C at 760 mmHg
• 熔点: 300 °C
• 分子式: C₄H₆N₆O
• 分子量: 154.130
• 闪点: 318.4±34.3 °C
• 精确质量: 154.060303
• PSA: 133.27000
• LogP: -0.98
• 外观性状: 粉红色固体
• 蒸汽压: 0.0±1.7 mmHg at 25°C
• 折射率: 1.964
• 储存条件:

  储存在冷干燥的条件下 ，通风的地区远离加热和不相容的物质，密封保存

• 稳定性:

  常温常压下稳定，避免强氧化剂接触

• 分子结构:

  1、 摩尔折射率：34.18

  2、 摩尔体积（m³/mol）：70.0

  3、 等张比容（90.2K）：240.4

  4、 表面张力（dyne/cm）：138.4

  5、 介电常数：不可用

  6、 偶极距（10 ^-24cm ³）：不可用

  7、 极化率：13.55

• 计算化学:

  1.疏水参数计算参考值（XlogP）:-0.9

  2.氢键供体数量:3

  3.氢键受体数量:7

  4.可旋转化学键数量:0

  5.互变异构体数量:15

  6.拓扑分子极性表面积133

  7.重原子数量:11

  8.表面电荷:0

  9.复杂度:140

  10.同位素原子数量:0

  11.确定原子立构中心数量:0

  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：固体。

  2. 密度（g/mL,25℃）：未确定

  3. 相对蒸汽密度（g/mL,空气=1）：未确定

  4. 熔点（ºC）：300

  5. 沸点（ºC,常压）：未确定

  6. 沸点（ºC,6mmHg）：未确定

  7. 折射率(n 20/D) ：未确定

  8. 闪点（ºF）：未确定

  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（kPa,25ºC）：未确定

  12. 饱和蒸气压（kPa,60ºC）：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

MSDS

Name: 5-Nitroso-2 4 6-triaminopyrimidine Material Safety Data Sheet Synonym: CAS: 1006-23-1 Section 1 - Chemical Product MSDS Name:5-Nitroso-2 4 6-triaminopyrimidine Material Safety Data Sheet Synonym: Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS CAS# Chemical Name content EINECS# 1006-23-1 5-Nitroso-2,4,6-pyrimidinetriamine 100 213-742-7 Hazard Symbols: None Listed. Risk Phrases: None Listed. Section 3 - HAZARDS IDENTIFICATION EMERGENCY OVERVIEW The toxicological properties of this material have not been fully investigated. Potential Health Effects Eye: Dust may cause mechanical irritation. The toxicological properties of this material have not been fully investigated. Skin: May cause skin irritation. The toxicological properties of this material have not been fully investigated. Ingestion: May cause digestive tract disturbances. The toxicological properties of this substance have not been fully investigated. 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 immediately. 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: If victim is conscious and alert, give 2-4 cupfuls of milk or water. Never give anything by mouth to an unconscious person. Get medical aid immediately. 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 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 or absorb material, then place into a suitable clean, dry, closed 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: Keep container closed when not in use. 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: Use adequate ventilation to keep airborne concentrations low. Exposure Limits CAS# 1006-23-1: 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: Follow the OSHA respirator regulations found in 29 CFR 1910.134 or European Standard EN 149. Use a NIOSH/MSHA or European Standard EN 149 approved respirator if exposure limits are exceeded or if irritation or other symptoms are experienced. Section 9 - PHYSICAL AND CHEMICAL PROPERTIES Physical State: Powder Color: pink Odor: Not available. pH: Not available. Vapor Pressure: Not available. Viscosity: Not available. Boiling Point: Not available. Freezing/Melting Point: > 300 deg C Autoignition Temperature: Not available. Flash Point: Not available. Explosion Limits, lower: Not available. Explosion Limits, upper: Not available. Decomposition Temperature: Solubility in water: Specific Gravity/Density: Molecular Formula: C4H6N6O Molecular Weight: 154.13 Section 10 - STABILITY AND REACTIVITY Chemical Stability: Stable under normal temperatures and pressures. Conditions to Avoid: Incompatible materials, dust generation, strong oxidants. Incompatibilities with Other Materials: Strong oxidizing agents. Hazardous Decomposition Products: Nitrogen oxides, carbon monoxide, carbon dioxide. Hazardous Polymerization: Has not been reported Section 11 - TOXICOLOGICAL INFORMATION RTECS#: CAS# 1006-23-1 unlisted. LD50/LC50: Not available. Carcinogenicity: 5-Nitroso-2,4,6-pyrimidinetriamine - Not listed by ACGIH, IARC, or NTP. 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: Not available. Risk Phrases: 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 45 In case of accident or if you feel unwell, seek medical advice immediately (show the label where possible). WGK (Water Danger/Protection) CAS# 1006-23-1: No information available. Canada CAS# 1006-23-1 is listed on Canada's DSL List. CAS# 1006-23-1 is not listed on Canada's Ingredient Disclosure List. US FEDERAL TSCA CAS# 1006-23-1 is listed on the TSCA inventory. SECTION 16 - ADDITIONAL INFORMATION N/A

毒性和生态

生态学数据: 对水是稍微有害的，不要让未稀释或大量的产品接触地下水，水道或者污水系统，若无政府许可，勿将材料排入周围环境储存

安全

• 符号: GHS07
• 信号词: Warning
• 危害声明: H315-H319-H335
• 警示性声明: P305 + P351 + P338
• 危害码 (欧洲): Xn
• 风险声明 (欧洲): R36/37/38
• 安全声明 (欧洲): S24/25
• 危险品运输编码: NONH for all modes of transport

合成路线

92972-47-9 ~71% 1006-23-1

文献：Journal of Heterocyclic Chemistry, , vol. 22, # 5 p. 1369 - 1372

593-85-1 ~% 1006-23-1

文献：Journal of the American Chemical Society, , vol. 81, p. 2448,2451

1004-38-2 ~% 1006-23-1

文献：Nippon Kagaku Zasshi, , vol. 72, p. 866 Chem.Abstr., , p. 5946 Helvetica Chimica Acta, , vol. 42, p. 1604,1608

上下游产品

上游产品  3
92972-47-9 593-85-1 1004-38-2
下游产品  10
396-01-0 142731-14-4 1029-87-4 1004-74-6
30745-07-4 18181-93-6 7147-37-7 7598-40-5
63110-97-4 5113-30-4

制备

由2,4,6-三氨基嘧啶经亚硝化而得。将2,4,6-三氨基嘧啶及亚硝酸钠投入冰水中，在10℃以下滴加盐酸，保持pH=4.5-4.8，于20℃以下反应1h。过滤，洗涤，干燥，得5-亚硝基-2,6-三氨基嘧啶，收率50%以上。