53112-28-0

• 常用中文名：嘧霉胺
• 常用英文名：pyrimethanil
• CAS号：53112-28-0
• 分子式：C₁₂H₁₃N₃
• 分子量：199.252
• 相关类别： 化学农药原药 杀菌剂 其他杀菌剂
• 发布时间：2018-02-08 08:00:00
• 更新时间：2024-01-02 17:56:22
• Pyrimethanil 是一种苯胺嘧啶类广谱接触杀菌剂 (fungicide),用于控制多种作物上 Botrytis spp.。Pyrimethanil 抑制灰霉病菌中蛋氨酸和其他氨基酸的生物合成。Pyrimethanil 可用于霉菌感染的水果、蔬菜和观赏植物真菌病害防治的相关研究。

名称

• 中文名: 嘧霉胺
• 英文名: pyrimethanil
• 中文别名: 施佳乐; N-(4,6-二甲基嘧啶-2-基)苯胺; 4,6-二甲基-N-苯基-2-嘧啶胺; 2-苯胺-4,6-二甲基嘧啶; 嘧螨醚; 棉胺宁
• 英文别名: 4,6-Dimethyl-N-phenyl-2-pyrimidinamine; 4,6-dimethyl-n-phenyl-2-pyrimidinamin; N-(4,6-dimethylpyrimidin-2-yl)aniline; EINECS 414-220-3; 2-Pyrimidinamine,4,6-dimethyl-N-phenyl; 4,6-dimethyl-N-phenylpyrimidin-2-amine; 4,6-dimethylpyrimidine-N-phenylimine; 2-anilino-4,6-dimethylpyrimidine; MFCD00172113; Pyrimethanil

物化性质

• 密度: 1.1±0.1 g/cm3
• 沸点: 362.8±45.0 °C at 760 mmHg
• 熔点: 96°C
• 分子式: C₁₂H₁₃N₃
• 分子量: 199.252
• 闪点: 173.2±28.7 °C
• 精确质量: 199.110947
• PSA: 37.81000
• LogP: 2.84
• 外观性状: 淡黄色晶体粉末
• 蒸汽压: 0.0±0.8 mmHg at 25°C
• 折射率: 1.622
• 储存条件:

  密封、在 0-6 ºC下保存

• 稳定性:

  如果遵照规格使用和储存则不会分解，未有已知危险反应

• 水溶解性: 0.121 g/L (25 ºC)
• 计算化学:

  1.疏水参数计算参考值（XlogP）:2.9

  2.氢键供体数量:1

  3.氢键受体数量:3

  4.可旋转化学键数量:2

  5.互变异构体数量:5

  6.拓扑分子极性表面积37.8

  7.重原子数量:15

  8.表面电荷:0

  9.复杂度:179

  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：未确定

  2. 密度（g/mL,25ºC）：1.15

  3. 相对蒸汽密度（g/mL,空气=1）： 未确定

  4. 熔点（ºC）：96

  5. 沸点（ºC）：未确定

  6. 沸点（ºC，90mm hg）：未确定

  7. 折射率：未确定

  8. 闪点（°F）：未确定

  9. 比旋光度（ºC）：未确定

  10. 自燃点或引燃温度（ºC）： 未确定

  11. 蒸气压（kPa,20ºC）：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：能溶解于水的

生物活性

• 描述: Pyrimethanil 是一种苯胺嘧啶类广谱接触杀菌剂 (fungicide),用于控制多种作物上 Botrytis spp.。Pyrimethanil 抑制灰霉病菌中蛋氨酸和其他氨基酸的生物合成。Pyrimethanil 可用于霉菌感染的水果、蔬菜和观赏植物真菌病害防治的相关研究。
• 相关类别:
  研究领域 >> 感染
  信号通路 >> 抗感染 >> 真菌
• 体外研究: 乙胺嘧啶是一种菊酯类杀菌剂。乙胺嘧啶(5和50 µg/L)引起一系列毒性反应,有可能引起意大利树蛙组织的组织学改变 H。 长期暴露于两种环境相关浓度的乙胺嘧啶[2]后的中间产物。乙胺嘧啶降低了三天龄培养基中多聚半乳糖醛酸酶、纤维素酶、蛋白酶和漆酶的活性。乙胺嘧啶使总酶活性降低50%(IC50)约为0.25μM表示多聚半乳糖醛酸酶、纤维素酶和蛋白酶,约为1.0μM代表漆酶[3]。
• 参考文献:

  [1]. Petr Masner, et al. Possible methionine biosynthesis inhibition by pyrimidinamine fungicides. Pesticide Science

  [2]. L Kanetis, et al. Characterization of genetic and biochemical mechanisms of fludioxonil and pyrimethanil resistance in field isolates of Penicillium digitatum. Phytopathology

  [3]. Richard J. Milling, et al. Mode of action of the anilino‐pyrimidine fungicide pyrimethanil. 2. Effects on enzyme secretion in Botrytis cinerea. Volume45, Issue1, September 1995.

  [4]. Salvatore D'Aquino, et al. Residue levels and effectiveness of pyrimethanil vs imazalil when using heated postharvest dip treatments for control of Penicillium decay on citrus fruit. J Agric Food Chem. 2006 Jun 28;54(13):4721-6.

MSDS

Material Safety Data Sheet Section1. Identification of the substance Product Name: Pyrimethanil Synonyms: Section2. Hazards identification Harmful by inhalation, in contact with skin, and if swallowed. Section3. Composition/information on ingredients. Ingredient name:Pyrimethanil CAS number:53112-28-0 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. Store in closed vessels. Storage: 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 No data Melting point: Flash point:No data Density:No data Molecular formula:C12H13N3 Molecular weight:199.3 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

毒性和生态

生态学数据: 对水是稍微有危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。

安全

• 符号: GHS09
• 危害声明: H411
• 警示性声明: P273
• 个人防护装备: dust mask type N95 (US);Eyeshields;Gloves
• 危害码 (欧洲): N:Dangerousfortheenvironment;
• 风险声明 (欧洲): R51/53
• 安全声明 (欧洲): S60
• 危险品运输编码: UN 3077
• 海关编码: 2942000000

合成路线

420-04-2 74497-02-2 123-54-6 ~79% 53112-28-0

文献：BASF SE Patent: US2011/137033 A1, 2011 ; Location in patent: Page/Page column 2 ;

80426-58-0 ~75% 53112-28-0

文献：Kashima, Choji; Katoh, Akira; Yokota, Yuko; Omote, Yoshimori Chemical and Pharmaceutical Bulletin, 1981 , vol. 29, # 9 p. 2516 - 2519

74360-10-4 ~36% 53112-28-0

文献：Kashima, Choji; Katoh, Akira; Yokota, Yuko; Omote, Yoshimori Chemical & Pharmaceutical Bulletin, 1982 , vol. 30, # 6 p. 1942 - 1946

2498-49-9 123-54-6 ~82% 53112-28-0

文献：Waly, Mohamed A.; Bader-Eldien, Eman T.; Aboudobarah, Mohamed E.; Aboumosalam, El-Shahat T. Medicinal Chemistry Research, 2013 , vol. 22, # 11 p. 5267 - 5273

2002-16-6 123-54-6 ~65% 53112-28-0

文献：Goswami, Shyamaprosad; Hazra, Anita; Jana, Subrata Bulletin of the Chemical Society of Japan, 2009 , vol. 82, # 9 p. 1175 - 1181

4472-44-0 ~% 53112-28-0

文献：Russian Journal of General Chemistry, , vol. 72, # 3 p. 464 - 471

42016-93-3 ~% 53112-28-0

文献：Russian Journal of General Chemistry, , vol. 72, # 3 p. 464 - 471

4472-44-0 74497-02-2 ~% 53112-28-0

文献：Chemische Berichte, , vol. 34, p. 3956 Journal of the Chemical Society, , p. 362,365

14001-64-0 74497-02-2 ~% 53112-28-0

文献：Journal of the Chemical Society, , p. 362,365

上下游产品

上游产品  9
420-04-2 123-54-6 80426-58-0 74360-10-4
2498-49-9 2002-16-6 4472-44-0 42016-93-3
14001-64-0
下游产品  0

海关

海关编码	2933599014
中文概述	2933599014 嘧草醚,双草醚,除草啶,环草啶等〔包括异草啶,异丙酯草醚,嘧草硫醚,特草啶〕。监管条件:S(进出口农药登记证明)。增值税率:17.0%。退税率:9.0%。最低关税:6.5%。普通关税:20.0%
申报要素	品名, 成分含量, 用途, 乌洛托品请注明外观, 6－己内酰胺请注明外观, 签约日期
监管条件	S.进出口农药登记证明
Summary	2933599014 6-nitroso-7h-purine。supervision conditions:s(import or export registration certificate for pesticides)。VAT:17.0%。tax rebate rate:9.0%。MFN tarrif:6.5%。general tariff:20.0%