78739-01-2

• 常用中文名：D(-)-2-氨基-4-膦酰基丁酸
• 常用英文名：D-AP4
• CAS号：78739-01-2
• 分子式：C₄H₁₀NO₅P
• 分子量：183.10000
• 相关类别： 信号通路 跨膜转运 iGluR
• 发布时间：2018-12-15 09:12:01
• 更新时间：2024-01-09 16:02:59
• D-AP4(D-APB；D-2-氨基-4-磷酸丁酸)是谷氨酸的一种磷酸类似物,是NMDA广谱兴奋性氨基酸受体拮抗剂。D-AP4也是海马中奎斯夸特致敏AP6位点的激动剂。D-AP4抑制AMPA受体刺激的培养小脑颗粒细胞57Co2+内流(IC50≥ 100μM)[1][2][3]。

名称

• 中文名: D(-)-2-氨基-4-膦酰基丁酸
• 英文名: d-ap4
• 英文别名: 1-Phenyl-2,2,2-trifluorethanol; dl-2,2,2-trifluoro-1-phenylethanol; D-2-amino-4-phosphonobutanoic acid; 2,2,2-TRIFLUORO-1-PHENYL-1-ETHANOL; (R)-2-amino-4-phosphonobutanoic acid; MFCD00083243; 1,1,1-trifluoro-2-phenyl-2-ethanol; 1-hydroxy-2,2,2-trifluoroethyl-benzene; 2,2,2-trifluoro-1-phenylethanol; 2,2,2-trifluorophenethyl alcohol; R(-)-1-phenyl-2,2,2-trifluoroethanol

物化性质

• 密度: 1.628g/cm3
• 沸点: 491.7ºC at 760 mmHg
• 熔点: 212-213ºC
• 分子式: C₄H₁₀NO₅P
• 分子量: 183.10000
• 闪点: 251.2ºC
• 精确质量: 183.03000
• PSA: 130.66000
• 外观性状: 白色粉末
• 折射率: 1.545
• 储存条件:

  存放在密封容器内，并放在阴凉，干燥处。储存的地方必须远离氧化剂。

• 稳定性:

  远离氧化物。

• 分子结构:

  1、 摩尔折射率：35.58

  2、 摩尔体积（m³/mol）：112.4

  3、 等张比容（90.2K）：345.0

  4、 表面张力（dyne/cm）：88.8

  5、 介电常数：

  6、 偶极距（10 ^-24cm ³）：

  7、 极化率：14.10

• 计算化学:

  1、 疏水参数计算参考值（XlogP）：-4.3

  2、 氢键供体数量：1

  3、 氢键受体数量：5

  4、 可旋转化学键数量：2

  5、 拓扑分子极性表面积（TPSA）：131

  6、 重原子数量：11

  7、 表面电荷：-2

  8、 复杂度：170

  9、 同位素原子数量：0

  10、 确定原子立构中心数量：0

  11、 不确定原子立构中心数量：0

  12、 确定化学键立构中心数量：0

  13、 不确定化学键立构中心数量：0

  14、 共价键单元数量：1

• 更多:

  1. 性状：白色或者类白色粉末。

  2. 密度（g/mL,25/4℃）：未确定

  3. 相对蒸汽密度（g/mL,空气=1）：未确定

  4. 熔点（ºC）：未确定

  5. 沸点（ºC,常压）：未确定

  6. 沸点（ºC,5.2kPa）：未确定

  7. 折射率：未确定

  8. 闪点（ºC）：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 。

生物活性

• 描述: D-AP4(D-APB；D-2-氨基-4-磷酸丁酸)是谷氨酸的一种磷酸类似物,是NMDA广谱兴奋性氨基酸受体拮抗剂。D-AP4也是海马中奎斯夸特致敏AP6位点的激动剂。D-AP4抑制AMPA受体刺激的培养小脑颗粒细胞57Co2+内流(IC50≥ 100μM)[1][2][3]。
• 相关类别:
  信号通路 >> 神经信号通路 >> iGluR
  研究领域 >> 神经疾病
  信号通路 >> 跨膜转运 >> iGluR
• 参考文献:

  [1]. Evans RH, et al. The effects of a series of omega-phosphonic alpha-carboxylic amino acids on electrically evoked and excitant amino acid-induced responses in isolated spinal cord preparations. Br J Pharmacol. 1982;75(1):65-75.

  [2]. Schulte MK, et al. Utilization of the resolved L-isomer of 2-amino-6-phosphonohexanoic acid (L-AP6) as a selective agonist for a quisqualate-sensitized site in hippocampal CA1 pyramidal neurons. Brain Res. 1994;649(1-2):203-207.

  [3]. Toms NJ, et al. Inhibition of AMPA receptor-stimulated 57Co2+ influx by D- and L-2-amino-4-phosphonobutanoic acid (D- and L-AP4) and L-serine-O-phosphate (L-SOP) in cultured cerebellar granule cells. Neuropharmacology. 1997;36(3):335-343.

MSDS

Name: D(-)-2-Amino-4-Phosphonobutyric Acid Material Safety Data Sheet Synonym: D-AP CAS: 78739-01-2 Section 1 - Chemical Product MSDS Name:D(-)-2-Amino-4-Phosphonobutyric Acid Material Safety Data Sheet Synonym:D-AP Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS CAS# Chemical Name content EINECS# 78739-01-2 D(-)-2-Amino-4-Phosphonobutyric Acid ca. 100 unlisted 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: 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. 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. Wash mouth out with 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 water spray, dry chemical, carbon dioxide, or chemical foam. Use agent most appropriate to extinguish fire. Section 6 - ACCIDENTAL RELEASE MEASURES General Information: Use proper personal protective equipment as indicated in Section 8. Spills/Leaks: Vacuum or sweep up material and place into a suitable disposal container. Clean up spills immediately, observing precautions in the Protective Equipment section. Avoid generating dusty conditions. Provide ventilation. Section 7 - HANDLING and STORAGE Handling: Wash thoroughly after handling. Use with adequate ventilation. Minimize dust generation and accumulation. Avoid breathing dust, vapor, mist, or gas. Avoid contact with eyes, skin, and clothing. Keep container tightly closed. Avoid ingestion and inhalation. Storage: Store in a tightly closed container. Keep refrigerated. (Store below 4C/39F.) 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# 78739-01-2: 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: white to off-white Odor: odorless pH: Not available. Vapor Pressure: Not available. Viscosity: Not available. Boiling Point: Not available. Freezing/Melting Point: Not available. 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: C4H10NO5P Molecular Weight: 183.0475 Section 10 - STABILITY AND REACTIVITY Chemical Stability: Stable at room temperature in closed containers under normal storage and handling conditions. Conditions to Avoid: Incompatible materials, dust generation, excess heat. Incompatibilities with Other Materials: Oxidizing agents. Hazardous Decomposition Products: Nitrogen oxides, carbon monoxide, carbon dioxide, thermal decomposition may produce toxic fumes of phosphorous oxides and/or phosphine. Hazardous Polymerization: Will not occur. Section 11 - TOXICOLOGICAL INFORMATION RTECS#: CAS# 78739-01-2 unlisted. LD50/LC50: Not available. Carcinogenicity: D(-)-2-Amino-4-Phosphonobutyric Acid - 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. WGK (Water Danger/Protection) CAS# 78739-01-2: No information available. Canada None of the chemicals in this product are listed on the DSL/NDSL list. CAS# 78739-01-2 is not listed on Canada's Ingredient Disclosure List. US FEDERAL TSCA CAS# 78739-01-2 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

生态学数据: 通常对水是不危害的，若无政府许可，勿将材料排入周围环境。

安全

• 安全声明 (欧洲): S24/25