204255-11-8

• 常用中文名：磷酸奥司他韦
• 常用英文名：Oseltamivir phosphate
• CAS号：204255-11-8
• 分子式：C₁₆H₃₁N₂O₈P
• 分子量：410.400
• 相关类别： 原料药 抗生素类药物 其它抗生素类药
• 发布时间：2018-02-05 08:00:00
• 更新时间：2024-01-01 23:18:00
• Oseltamivir phosphate (GS 4104) 是一种神经氨酸酶 (neuraminidase) 抑制剂,用于预防和治疗流感 (influenza A 和 B)。

名称

• 中文名: 磷酸奥司他韦
• 英文名: oseltamivir phosphate
• 中文别名: 达菲/磷酸奥司他韦; (3R,4R,5S)-4-乙酰胺基-5-氨基-3-(1-乙基丙氧基)-1-环己烯-1-羧酸乙酯磷酸盐; 磷酸奥斯他韦; 奥司他韦磷酸盐
• 英文别名: Ro-64-0796/002; Ethyl (3R,4R,5S)-4-acetamido-5-amino-3-(3-pentanyloxy)-1-cyclohexene-1-carboxylate phosphate (1:1); Oseltamivir phosphate; Tamiflu; Oselt; MFCD08059548; Ethyl (3R,4R,5S)-4-acetamido-5-amino-3-(pentan-3-yloxy)cyclohex-1-ene-1-carboxylate phosphate (1:1); GS-4104/002; Osteltamivir phosphate; ethyl (3R,4R,5S)-4-(acetylamino)-5-amino-3-(1-ethylpropoxy)cyclohex-1-ene-1-carboxylate phosphate; ethyl (3R,4R,5S)-4-(acetylamino)-5-amino-3-(pentan-3-yloxy)cyclohex-1-ene-1-carboxylate phosphate (1:1); Phosphorosäure-ethyl-(3R,4R,5S)-4-(acetylamino)-5-amino-3-(1-ethylpropoxy)cyclohex-1-en-1-carboxylat(1:1); Ro 64-0796/002; NTERMEDIATES OF OSELTAMIVIR; 1-Cyclohexene-1-carboxylic acid, 4-(acetylamino)-5-amino-3-(1-ethylpropoxy)-, ethyl ester, (3R,4R,5S)-, phosphate (1:1); acide phosphorique - (3R,4R,5S)-4-(acétylamino)-5-amino-3-(1-éthylpropoxy)cyclohex-1-ène-1-carboxylate d'éthyle (1:1); OseltaMivir Acid-D3 Phosphate; Oseltamivir phosphat; Oseltamir phosphate; Oseltamivir (phosphate)

物化性质

• 密度: 1.08g/cm3
• 沸点: 473.3ºC at 760 mmHg
• 熔点: 196-198°C
• 分子式: C₁₆H₃₁N₂O₈P
• 分子量: 410.400
• 闪点: 240ºC
• 精确质量: 410.181793
• PSA: 178.22000
• LogP: 1.44800
• 外观性状: 白色水晶般的固体
• 储存条件: -20°C Freezer

生物活性

• 描述: Oseltamivir phosphate (GS 4104) 是一种神经氨酸酶 (neuraminidase) 抑制剂,用于预防和治疗流感 (influenza A 和 B)。
• 相关类别:
  信号通路 >> 抗感染 >> 流感病毒
  研究领域 >> 感染
• 靶点:

  Influenza A and B[1]

• 体外研究: 磷酸奥司他韦(OP)是一种前药,口服后很容易从胃肠道吸收,并且主要通过肝酯酶转化为奥塞米韦羧酸盐(OC)[1]。 Oseltamivir phosphate是一种广泛使用的抗流感唾液酸酶抑制剂。使用单向ANOVA睾丸,用305μM奥塞米韦磷酸盐处理(p = 0.005和p <0.0001)显着降低CMA07和CMT-U27细胞系的代谢活性。相比之下,与对照细胞相比,在0.305μM(p = 0.9781),3.05μM(p = 0.7436)和30.5μM(p = 0.9623)的奥塞米韦磷酸盐处理中没有观察到统计学上显着的改变。最后,为了评估磷酸奥塞米韦对CMA07和CMT-U27程序性细胞死亡的影响,并且鉴于305μM奥塞米韦磷酸盐处理损害细胞代谢活性,使用TUNEL测定进行程序性细胞死亡测量。二十四小时的奥司他韦磷酸盐治疗,特别是305μM,显着增加CMA07(p = 0.001)和CMT-U27(p = 0.0002)DNA片段化,表明与较低的奥塞米韦浓度或与PBS相比,促进程序性细胞死亡[2]。
• 体内研究: 磷酸奥司他韦治疗的小鼠在原发性肿瘤中存在显着更多的炎性浸润(p = 0.01)。 Ki-67抗原和caspase-3蛋白分别用于评估CMT-U27异种移植肿瘤细胞的增殖和凋亡。事实上,在奥塞米韦治疗和未治疗的小鼠之间,Ki-67和半胱天冬酶3(p = 0.2)表达没有差异[2]。
• 细胞实验: 对于每种条件，将CMA07和CMT-U27细胞在24孔板中一式三份培养：0.305μM，3.05μM，30.5μM和305μM磷酸奥司他韦和PBS用作对照。每天在Neubauer室中以0.4％台盼蓝中1：2稀释的细胞计数细胞7天，并使用1mm 3的体积转换因子（1×104）进行细胞计数。该测定重复3次并追踪生长曲线[2]。
• 动物实验: 小鼠[2]雌性NIH（S）II-nu / nu裸鼠，4-6周龄，使用25号针在乳房脂肪垫中用1×106活CMT-U27犬乳腺癌细胞原位接种。共接种8只小鼠。当结节达到约500 mm3的体积时，将小鼠（n = 8）随机分成对照组（n = 4）和治疗组（n = 4）。动物腹腔注射（IP）100μLPBS （对照组）或100mg / Kg磷酸奥司他韦，用PBS稀释（处理组）直至死亡。使用卡尺测量肿瘤大小，并且通过宽度×长度×高度估计肿瘤体积（mm 3）。
• 参考文献:

  [1]. Huang H, et al. Transplacental transfer of Oseltamivir phosphate and its metabolite Oseltamivir carboxylate using the ex vivo human placenta perfusion model in Chinese Hans population. J Matern Fetal Neonatal Med. 2016 Aug 8:1-5.

  [2]. de Oliveira JT, et al. Anti-influenza neuraminidase inhibitor Oseltamivir phosphate induces canine mammary cancer cell aggressiveness. PLoS One. 2015 Apr 7;10(4):e0121590.

  [3]. Li P, et al. A Simple and Robust Approach for Evaluation of Antivirals Using a Recombinant Influenza Virus Expressing Gaussia Luciferase. Viruses. 2018 Jun 13;10(6). pii: E325.

MSDS

Material Safety Data Sheet Section1. Identification of the substance Product Name: Oseltamivir phosphate Synonyms: Section2. Hazards identification Harmful by inhalation, in contact with skin, and if swallowed. Section3. Composition/information on ingredients. Ingredient name:Oseltamivir phosphate CAS number:204255-11-8 Section4. First aid measures Skin contact:Immediately wash skin with copious amounts of water for at least 15 minutes while removing contaminated clothing and shoes. If irritation persists, seek medical attention. Eye contact:Immediately wash skin with copious amounts of water for at least 15 minutes. Assure adequate flushing of the eyes by separating the eyelids with fingers. If irritation persists, seek medical attention. Inhalation:Remove to fresh air. In severe cases or if symptoms persist, seek medical attention. Ingestion:Wash out mouth with copious amounts of water for at least 15 minutes. Seek medical attention. Section5. Fire fighting measures In the event of a fire involving this material, alone or in combination with other materials, use dry powder or carbon dioxide extinguishers. Protective clothing and self-contained breathing apparatus should be worn. Section6. Accidental release measures Personal precautions: Wear suitable personal protective equipment which performs satisfactorily and meets local/state/national standards. Respiratory precaution:Wear approved mask/respirator Hand precaution:Wear suitable gloves/gauntlets Skin protection:Wear suitable protective clothing Eye protection:Wear suitable eye protection Methods for cleaning up: Mix with sand or similar inert absorbent material, sweep up and keep in a tightly closed container for disposal. See section 12. Environmental precautions: Do not allow material to enter drains or water courses. Section7. Handling and storage Handling:This product should be handled only by, or under the close supervision of, those properly qualified in the handling and use of potentially hazardous chemicals, who should take into account the fire, health and chemical hazard data given on this sheet. Storage:Store in closed vessels, under −20◦C. Section8. Exposure Controls / Personal protection Engineering Controls: Use only in a chemical fume hood. Personal protective equipment: Wear laboratory clothing, chemical-resistant gloves and safety goggles. General hydiene measures: Wash thoroughly after handling. Wash contaminated clothing before reuse. Section9. Physical and chemical properties Appearance:Not specified Boiling point:No data Melting point:No data Flash point:No data Density:No data Molecular formula: C16H28N2O4.H3O4P Molecular weight: 410.4 Section10. Stability and reactivity Conditions to avoid: Heat, flames and sparks. Materials to avoid: Oxidizing agents. Possible hazardous combustion products: Carbon monoxide, nitrogen oxides. Section11. Toxicological information No data. Section12. Ecological information No data. Section13. Disposal consideration Arrange disposal as special waste, by licensed disposal company, in consultation with local waste disposal authority, in accordance with national and regional regulations. Section14. Transportation information Non-harzardous for air and ground transportation. Section15. Regulatory information No chemicals in this material are subject to the reporting requirements of SARA Title III, Section 302, or have known CAS numbers that exceed the threshold reporting levels established by SARA Title III, Section 313. SECTION 16 - ADDITIONAL INFORMATION N/A

安全

• 危害码 (欧洲): Xn
• 危险品运输编码: NONH for all modes of transport
• 海关编码: 2942000000

合成路线

上下游产品

上游产品  10
196618-13-0 367252-68-4 204255-06-1 7664-38-2
367252-67-3 204254-96-6 1132659-99-4 204255-04-9
204255-02-7 204254-84-2
下游产品  1
196618-13-0

海关

海关编码	2924299090
中文概述	2924299090. 其他环酰胺（包括环氨基甲酸酯）（包括其衍生物以及他们的盐）. 增值税率:17.0%. 退税率:13.0%. 监管条件:无. 最惠国关税:6.5%. 普通关税:30.0%
申报要素	品名, 成分含量, 用途, 包装
Summary	2924299090. other cyclic amides (including cyclic carbamates) and their derivatives; salts thereof. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:30.0%