35554-44-0

• 常用中文名：抑霉唑
• 常用英文名：Imazalil
• CAS号：35554-44-0
• 分子式：C₁₄H₁₄Cl₂N₂O
• 分子量：297.180
• 相关类别： 食品添加剂 防腐剂
• 发布时间：2018-02-18 08:00:00
• 更新时间：2026-07-02 09:02:44
• Enilconazole是一种杀真菌剂, 广泛用于农业, 尤其是柑橘类水果的生长, 也用于兽医作为局部抗真菌剂。

名称

• 中文名: 抑霉唑
• 英文名: imazalil
• 中文别名: 抑霉唑,10 MM DMSO 溶液; 恩康唑/抑霉唑; 1-(beta-烯丙氧基-beta-2,4-二氯苯乙基)咪唑; 伊迈挫,1-[2-(2,4-二氯苯基)-2-(2-丙烯氧基)乙基]-1H-咪唑,1-(BETA-烯丙氧基-BETA-2,4-二氯苯乙基)咪唑; 丙酮中抑霉唑(烯菌灵); 万得利; 4-二氯苯乙基)咪唑; 抑霉唑标准溶液(100ΜG/ML,U=); 戴挫霉; 抑霉唑/A1A; 抑霉唑溶液,100PPM; 恩康唑; 抑霉唑(烯菌灵); 抑霉唑标准溶液(10ΜG/ML,U=); 抑霉唑可溶粒剂; 甲醇中抑霉唑标准溶液; 依灭列; 烯醇唑; 戴寇唑; 抑霉唑溶液标准物质; 抑霉唑水乳剂EW; 甲苯中抑霉唑标准品; 1-{2-(2,4-二氯苯基)-2-(2-丙烯氧基)乙基}-1H-咪唑; 1-[2-(2,4-二氯苯基)-2-(2-丙烯氧基)乙基]-1H-咪唑; 抑霉唑乳油; 丙酮中抑霉唑; 戴唑霉; 伊米萨利; (±)1-(Β-烯丙氧基-2,4-二氯苯乙基)咪唑; 抑霉唑碱; 1-(BETA-烯丙氧基-BETA-2; 抑霉唑/伊迈唑碱; 1-[2-(2,4-二氯苯基)-2-(2-烯丙基)乙基]-1H-咪唑; 抑霉唑溶液,1000PPM; (±)烯丙基1-(2,4-二氯苯基)-2-咪唑-1-基乙基醚; 益灭菌唑/抑霉唑; 益灭菌唑/抑霉唑/1-[2-(2,4-二氯苯基)-2-(2-丙烯氧基)乙基]-1H-咪唑; 甲苯中抑霉唑; 抑霉唑(恩康唑); 伊迈挫; 抑霉唑(标准品); 益灭菌唑; 甲醇中抑霉唑; 甲醇中抑霉唑溶液标准物质; 甲醇中抑霉唑(烯菌灵); 溢霉唑标准品; 抑霉唑[乳油]; 伊迈唑碱,又叫抑霉唑; 伊迈唑; 抑霉唑标准溶液; 1-[2-(2,4-二氯苯基)-2-(2-烯丙氧基)乙基]-1H-咪唑; CHLORAMIZOLE|||ENILCONAZOLE|||抑霉唑; 万利得; 溢霉唑
• 英文别名: 1-(BETA-ALLYLOXY-2,4-DICHLOROPHENYLETHYL) IMIDAZOLE; Fecundal; 1-[2-(allyloxy)-2-(2,4-dichlorophenyl)ethyl]imidazole; FLO-PRO(R); (+or-)-1-(beta-allyloxy-2,4-dichlorophenylethyl)imidazole; Allyl 1-(2,4-dichlorophenyl)-2-imidazol-1-ylethyl ether; Fcundal; Rappor plus; CHLORAMIZOL(R); 1-(2-(2,4-Dichlorphenyl)-2-(2-propenyloxy)aethyl)-1H-imidazol; MFCD00055331; IMAZALIL; deccozils75; FLO-PRO; IMAZALIL PESTANAL; eniloconazol(sp); Freshgud; (±)-1-[b-(Allyloxy)-2,4-dichlorophenethyl]imidazole; allyl (RS)-1-(2,4-dichlorophenyl)-2-imidazol-1-ylethyl ether; (+/-)-1-(B-ALLYLOXY-2,4-DICHLOPHENYLETHYL)IMIDAZOLE; r23979; imazalil (ISO) 1-[2-(allyloxy)-2-(2,4-dichlorophenyl)ethyl]-1H-imidazole; rac-1-[(R*)-2-(Allyloxy)-2-(2,4-dichlorophenyl)ethyl]-1H-imidazole; Imazalil 100mg [35-0]; MAZAL; 1-[2-(2,4-Dichlorophényl)-2-(2-propèn-1-yloxy)éthyl]-1H-imidazole; Imaverol; FUNGAZIL(R); Clinafm; Magnate; imaverol; Enilconazole/Imazalil; 1-[2-(Allyloxy)-2-(2,4-dichlorophenyl)ethyl]imidazole,Imazalil; Florasan; ENILCONAZOLE; Eniloconazol; FUNGAZIL; Bromazil; Imazalil Solution, 100ppm; FECUNDAL(R); 1-[2-(2,4-dichlorophenyl)-2-(2-propen-1-yloxy)ethyl]-1H-imidazole; 1-[2-(Allyloxy)-2-(2,4-dichlorophenyl)ethyl]-1H-imidazole; imazalil:1-(2-(2,4-dichloro-phenyl)-2-(2-propenyloxy)ethyl)-1h-IMIDAZOLE; (+or-)-1-[2-(2,4-dichlorophenylethyl)-2-(2-propenyloxy)ethyl]-1h-imidazole; EINECS 252-615-0; 1-[2-(2,4-dichloro-phenyl)-2-(2-propenyloxy)ethyl]-1h-imidazole; (+-)-1-(beta-(allyloxy)-2,4-dichlorophenethyl)imidazole; FRESHGD(R); FLORASAN(R); (±)allyl 1-(2,4-dichlorophenyl)-2-imidazol-1-ylethyl ether; 1-[2-(ALLYLOXY)-2-(2,4-DICHLOROPHENYL)ETHYL]IMIDAZOLE; DECCOZIL(R); Fungazil; 1-(2-(Allyloxy)-2-(2,4-dichlorophenyl)ethyl)-1H-imidazole; FUNGAFLOR; Fungazin; Freshgard; (RS)-1-(β-allyloxy-2,4-dichlorophenethyl)imidazole; DECCOZIL; Enilconazole; cga41333; Imazalil (enilconazole); 1-[2-(2,4-dichlorophenyl)-2-(prop-2-en-1-yloxy)ethyl]-1H-imidazole; (.+/-.)-1-(beta-(Allyloxy)-2,4-dichlorophenethyl)imidazole; 1-[2-(2,4-Dichlorophenyl)-2-(2-propenyloxy)ethyl]-1H-imidazole; (±)1-(β-allyloxy-2,4-dichlorophenethyl)imidazole; 1-(2-(2,4-dichlorophenyl)-2-(2-propenyloxy)ethyl)-1h-imidazol; FUNGAFLOR(R); IMAZALIL, 100MG, NEAT; 1-[2-(2,4-dichlorophenyl)-2-prop-2-enoxyethyl]imidazole; Fungaflor; 1H-Imidazole, 1-[2-(2,4-dichlorophenyl)-2-(2-propenyloxy)ethyl]; Imazalil base; Clinafarm; rac-1-[(2R)-2-(2,4-dichlorophenyl)-2-(prop-2-en-1-yloxy)ethyl]-1H-imidazole; CHLORAMIZOL; 1H-Imidazole, 1-[2-(2,4-dichlorophenyl)-2-(2-propenyloxy)ethyl]-, (.+/-.)

物化性质

• 密度: 1.348
• 沸点: 448.5±45.0 °C at 760 mmHg
• 熔点: 52.7°C
• 分子式: C₁₄H₁₄Cl₂N₂O
• 分子量: 297.180
• 闪点: 225.1±28.7 °C
• 精确质量: 296.048309
• PSA: 27.05000
• LogP: 3.58
• 外观性状: 略黄色至棕色液体带有一种特有的气味
• 蒸汽压: 0.0±1.0 mmHg at 25°C
• 折射率: 1.573
• 储存条件: 库房低温,通风,干燥,与食品原料分开存放
• 水溶解性: 0.018 g/100 mL
• 计算化学:

  1.疏水参数计算参考值（XlogP）:无

  2.氢键供体数量:0

  3.氢键受体数量:2

  4.可旋转化学键数量:6

  5.互变异构体数量:无

  6.拓扑分子极性表面积27

  7.重原子数量:19

  8.表面电荷:0

  9.复杂度:291

  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:1

  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：黄色到棕色结晶。

  2. 密度（g/mL,20℃）：不确定

  3. 相对蒸汽密度（g/mL,空气=1）：1.2429

  4. 熔点（ºC）：63.5

  5. 沸点（ºC）：>340

  6. 折射率：1.5643

  7. 闪点（ºC）：不确定

  8. 比旋光度（ºC）：不确定

  9. 自燃点或引燃温度（ºC）不确定

  10. 蒸气压（kPa,25ºC）：9.33×10^-6

  11. 饱和蒸气压（kPa,60ºC）：不确定

  12. 燃烧热（KJ/mol）：不确定

  13. 临界温度（ºC）：不确定

  14. 临界压力（KPa）：不确定

  15. 油水（辛醇/水）分配系数的对数值：不确定

  16. 爆炸上限（%,V/V）：不确定

  17. 爆炸下限（%,V/V）：不确定

  18. 溶解性：易溶于乙醇、甲醇、苯、二甲苯、正庚烷、己烷、石油醚等有机溶剂

生物活性

• 描述: Enilconazole是一种杀真菌剂, 广泛用于农业, 尤其是柑橘类水果的生长, 也用于兽医作为局部抗真菌剂。
• 相关类别:
  信号通路 >> 抗感染 >> 真菌
  研究领域 >> 感染

毒性和生态

毒理学数据: 1、急性毒性：大鼠经口LD50：227 mg/kg； 大鼠腹腔LD50：155 mg/kg； 大鼠经皮LD50：4200 mg/kg； 大鼠吸入LC50：16 gm/m3/4H 小狗经口LD50：>640 mg/kg； 兔子经皮LD50：4200 mg/kg； 其他多剂量毒性数据 小狗经口LD50：3640 mg/kg； 繁殖数据 大鼠经口TD50：2240 mg/kg； 兔子经口TDLo：1830 mg/kg CHEMICAL IDENTIFICATION RTECS NUMBER : NI4776000 CHEMICAL NAME : 1H-Imidazole, 1-(2-(2,4-dichlorophenyl)-2-(2-propenyloxy)ethyl)- CAS REGISTRY NUMBER : 35554-44-0 BEILSTEIN REFERENCE NO. : 0545683 LAST UPDATED : 199710 DATA ITEMS CITED : 16 MOLECULAR FORMULA : C14-H14-Cl2-N2-O MOLECULAR WEIGHT : 297.20 WISWESSER LINE NOTATION : T5N CNJ A1YO2U1&R BG DG HEALTH HAZARD DATA ACUTE TOXICITY DATA TYPE OF TEST : Standard Draize test ROUTE OF EXPOSURE : Administration into the eye SPECIES OBSERVED : Rodent - rabbit REFERENCE : ARZNAD Arzneimittel-Forschung. Drug Research. (Editio Cantor Verlag, Postfach 1255, W-7960 Aulendorf, Fed. Rep. Ger.) V.1- 1951- Volume(issue)/page/year: 31,309,1981 ** ACUTE TOXICITY DATA ** TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Oral SPECIES OBSERVED : Rodent - rat DOSE/DURATION : 227 mg/kg TOXIC EFFECTS : Behavioral - muscle weakness Behavioral - ataxia Skin and Appendages - hair REFERENCE : ARZNAD Arzneimittel-Forschung. Drug Research. (Editio Cantor Verlag, Postfach 1255, W-7960 Aulendorf, Fed. Rep. Ger.) V.1- 1951- Volume(issue)/page/year: 31,309,1981 TYPE OF TEST : LC50 - Lethal concentration, 50 percent kill ROUTE OF EXPOSURE : Inhalation SPECIES OBSERVED : Rodent - rat DOSE/DURATION : 16 gm/m3/4H TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value REFERENCE : PEMNDP Pesticide Manual. (The British Crop Protection Council, 20 Bridport Rd., Thornton Heath CR4 7QG, UK) V.1- 1968- Volume(issue)/page/year: 9,482,1991 TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Administration onto the skin SPECIES OBSERVED : Rodent - rat DOSE/DURATION : 4200 mg/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value REFERENCE : PEMNDP Pesticide Manual. (The British Crop Protection Council, 20 Bridport Rd., Thornton Heath CR4 7QG, UK) V.1- 1968- Volume(issue)/page/year: 9,482,1991 TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Intraperitoneal SPECIES OBSERVED : Rodent - rat DOSE/DURATION : 155 mg/kg TOXIC EFFECTS : Behavioral - muscle weakness Behavioral - ataxia Skin and Appendages - hair REFERENCE : ARZNAD Arzneimittel-Forschung. Drug Research. (Editio Cantor Verlag, Postfach 1255, W-7960 Aulendorf, Fed. Rep. Ger.) V.1- 1951- Volume(issue)/page/year: 31,309,1981 TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Oral SPECIES OBSERVED : Mammal - dog DOSE/DURATION : >640 mg/kg TOXIC EFFECTS : Gastrointestinal - hypermotility, diarrhea REFERENCE : ARZNAD Arzneimittel-Forschung. Drug Research. (Editio Cantor Verlag, Postfach 1255, W-7960 Aulendorf, Fed. Rep. Ger.) V.1- 1951- Volume(issue)/page/year: 31,309,1981 TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Administration onto the skin SPECIES OBSERVED : Rodent - rabbit DOSE/DURATION : 4200 mg/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value REFERENCE : 85JFAN "Agrochemicals Handbook," with updates, Hartley, D., and H. Kidd, eds., Nottingham, Royal Soc. of Chemistry, 1983-86 Volume(issue)/page/year: A230,1983 ** OTHER MULTIPLE DOSE TOXICITY DATA ** TYPE OF TEST : TDLo - Lowest published toxic dose ROUTE OF EXPOSURE : Oral SPECIES OBSERVED : Mammal - dog DOSE/DURATION : 3640 mg/kg/2Y-I TOXIC EFFECTS : Behavioral - food intake (animal) Nutritional and Gross Metabolic - weight loss or decreased weight gain REFERENCE : ARZNAD Arzneimittel-Forschung. Drug Research. (Editio Cantor Verlag, Postfach 1255, W-7960 Aulendorf, Fed. Rep. Ger.) V.1- 1951- Volume(issue)/page/year: 31,309,1981 ** REPRODUCTIVE DATA ** TYPE OF TEST : TDLo - Lowest published toxic dose ROUTE OF EXPOSURE : Oral DOSE : 2240 mg/kg SEX/DURATION : female 16-22 day(s) after conception lactating female 21 day(s) post-birth TOXIC EFFECTS : Reproductive - Effects on Newborn - stillbirth Reproductive - Effects on Newborn - live birth index (measured after birth) REFERENCE : ARZNAD Arzneimittel-Forschung. Drug Research. (Editio Cantor Verlag, Postfach 1255, W-7960 Aulendorf, Fed. Rep. Ger.) V.1- 1951- Volume(issue)/page/year: 31,309,1981 TYPE OF TEST : TDLo - Lowest published toxic dose ROUTE OF EXPOSURE : Oral DOSE : 560 mg/kg SEX/DURATION : female 16-22 day(s) after conception lactating female 21 day(s) post-birth TOXIC EFFECTS : Reproductive - Effects on Newborn - weaning or lactation index (e.g., # alive at weaning per # alive at day 4) REFERENCE : ARZNAD Arzneimittel-Forschung. Drug Research. (Editio Cantor Verlag, Postfach 1255, W-7960 Aulendorf, Fed. Rep. Ger.) V.1- 1951- Volume(issue)/page/year: 31,309,1981 TYPE OF TEST : TDLo - Lowest published toxic dose ROUTE OF EXPOSURE : Oral DOSE : 4160 mg/kg SEX/DURATION : multigenerations TOXIC EFFECTS : Reproductive - Effects on Newborn - live birth index (measured after birth) REFERENCE : ARZNAD Arzneimittel-Forschung. Drug Research. (Editio Cantor Verlag, Postfach 1255, W-7960 Aulendorf, Fed. Rep. Ger.) V.1- 1951- Volume(issue)/page/year: 31,309,1981 TYPE OF TEST : TDLo - Lowest published toxic dose ROUTE OF EXPOSURE : Oral DOSE : 8190 ug/kg SEX/DURATION : female 6-18 day(s) after conception TOXIC EFFECTS : Reproductive - Fertility - post-implantation mortality (e.g. dead and/or resorbed implants per total number of implants) REFERENCE : ARZNAD Arzneimittel-Forschung. Drug Research. (Editio Cantor Verlag, Postfach 1255, W-7960 Aulendorf, Fed. Rep. Ger.) V.1- 1951- Volume(issue)/page/year: 31,309,1981 TYPE OF TEST : TDLo - Lowest published toxic dose ROUTE OF EXPOSURE : Oral DOSE : 32500 ug/kg SEX/DURATION : female 6-18 day(s) after conception TOXIC EFFECTS : Reproductive - Effects on Newborn - viability index (e.g., # alive at day 4 per # born alive) REFERENCE : ARZNAD Arzneimittel-Forschung. Drug Research. (Editio Cantor Verlag, Postfach 1255, W-7960 Aulendorf, Fed. Rep. Ger.) V.1- 1951- Volume(issue)/page/year: 31,309,1981 *** U.S. STANDARDS AND REGULATIONS *** EPA FIFRA 1988 PESTICIDE SUBJECT TO REGISTRATION OR RE-REGISTRATION FEREAC Federal Register. (U.S. Government Printing Office, Supt. of Documents, Washington, DC 20402) V.1- 1936- Volume(issue)/page/year: 54,7740,1989

安全

• 符号: GHS05, GHS06, GHS09
• 信号词: Danger
• 危害声明: H301-H318-H332-H410
• 警示性声明: Missing Phrase - N15.00950417-P261-P280-P305 + P351 + P338 + P310
• 个人防护装备: dust mask type N95 (US);Eyeshields;Faceshields;Gloves
• 危害码 (欧洲): Xn;N
• 风险声明 (欧洲): R20/22;R41;R50/53
• 安全声明 (欧洲): S26-S39-S60-S61
• 危险品运输编码: 2588
• RTECS号: NI4776000
• 包装等级: III
• 危险类别: 6.1(b)
• 海关编码: 2933290012

合成路线

24155-42-8 ~% 35554-44-0

文献：Bioorganic and Medicinal Chemistry, , vol. 10, # 12 p. 3707 - 3711

106-95-6 24155-42-8 ~16% 35554-44-0

文献：Tournaire-Arellano; Stigliani; Recoche; Caujolle; Payard; Linas; Seguela European Journal of Medicinal Chemistry, 1997 , vol. 32, # 12 p. 1001 - 1007

上下游产品

上游产品  2
24155-42-8 106-95-6
下游产品  0

制备

1. 2',2,4-三氯苯乙酮的制备14.7g间二氯苯与16.7g无水三氯化铝混合后，在搅拌下滴加12.6g氯乙酰氯。滴毕反应3h，水解、过滤、水洗、干燥后得粗品，用乙醇重结晶，收率83.7%。

2. 1-氯甲基-2,4-二氯苯甲醇的制备将上步产物６6.7g和无水甲醇混合，搅拌溶解。在冰水浴冷却下，分批加入硼氢化钠，加毕继续反应5min，加30mL水，再搅拌10min。蒸出甲醇，稀盐酸中和，过滤，干燥后得产品6.3g，收率93%。

3. 1-［2-（2,4-二氯苯基）-2-羟基乙基］-1H-咪唑的制备将２步产物1.0g、咪唑0.3g、有机胺0.2g、粉状氢氧化钠0.2g、有机溶剂5.5mL混合后，于70℃搅拌反应4h，冷却，加水30mL，过滤、干燥后得1g固体产物，收率87%。

4.抑霉唑的合成将3步产物0.5g、氯丙烯0.24g、粉状氢氧化钠0.1g、有机胺0.1g、有机溶剂5mL，搅拌反应24g，加入水、乙醚萃取，水洗至中性，干燥，脱溶得0.5g液体，收率86.5%。

制备方法二

海关

海关编码	2933290012
中文概述	2933290012 抑霉唑,咪菌腈,咪菌酮,咪鲜胺等〔包括克霉唑,咪鲜胺锰盐〕。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	2933290012 1-((2-chlorophenyl)diphenylmethyl)-1h-imidazole。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%