Imidazole 咪唑

CAS 288-32-4 MFCD00005183

化学结构图

288-32-4
SMILES: c1c[nH]cn1

化学属性

Mol. FormulaC3H4N2
Mol. Weight68.08
Density1.03
Flash Point145°(293°F)
TSCAYes
Melting Point88-91°C
Boiling Point257°C at 760 mmHg
Vapor Pressure<;1 mmHg ( 20 °C)
Solubility633 G/L (20 ºC)
Appearance crystalline 无色棱形结晶。熔点90-91℃,沸点257℃,165-168℃(2.67kPa),138.2℃(1.6kPa),闪点145℃。易溶于水,醇、醚、氯仿和吡啶,微溶于苯,极微溶于石油醚。呈弱碱性。
Refractive index1.4801
Stability对热和空气敏感

别名和识别编码

Chemical NameImidazole
CAS Number288-32-4
Synonym Imidazole {LY} Imidazole {} {LY} Imidazole {} {} {LY} Imidazole {} {} {} {LY} Imidazole {} {} {} {} {LY} Imidazole {} {} {} {} {} {LY} Imidazole {} {} {} {} {} {} {LY} Imidazole {} {} {} {} {} {} {} {LY} Imidazole {} {} {} {} {} {} {} {} {LY} Imidazole {} {} {} {} {} {} {} {} {} {LY} Imidazole {} {} {} {} {} {} {} {} {} {} {LY} Imidazole {} {} {} {} {} {} {} {} {} {} {} {LY} Imidazole {} {} {} {} {} {} {} {} {} {} {} {} {LY} Imidazole {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} Imidazole {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} Imidazole {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} Imidazole {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} { {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} Imidazole {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} { {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} Imidazole {} {} {} {} {} {} {} {} {} {} {} {} {}
PubChem Substance ID87571424
Beilstein Registry Number103853
MDL NumberMFCD00005183
Reaxys-RN103853
Merck Number4912
EC Number206-019-2
Chemical Name Translation咪唑
Wiswesser Line NotationT5M CNJ
LabNetwork Molecule IDLN00194310
InChIInChI=1S/C3H4N2/c1-2-5-3-4-1/h1-3H,(H,4,5)
Canonical SMILESC1=NC=CN1
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分类

  • {SNA} Analytical Standards, Analytical/Chromatography, Chromatography, Ondansetron hydrochloride Impurities, Pharmaceutical Impurities, Pharmaceutical Standards
  • {uni_hamburg} no charge; nitrogen heterocycle; aromatic; 5ring; 1fragment
  • {SNA} Buffers A to Z, 生化试剂, 生物缓冲液
  • {Chemicalbook} 农药中间体: 杀菌剂中间体: 三唑类杀菌剂
  • {SA} Analytical Reagents, Analytical Reagents for General Use, Analytical/Chromatography, I-N, Puriss p.a., Puriss p.a.
  • {SNA} Alternative Energy, Chemical Synthesis, Enabling Products, Greener Alternative Products, Material Sciences, Materials for Hydrogen Storage, Metal Organic Frameworks (MOFs), Organic Linker Molecules, Physisorption, 材料科学
  • {SNA} Alphabe

产品应用

  • 钴的测定。有机合成。用于抗新陈代谢、抗组织胺。pH值在6.2-7.8范围内,可作为缓冲液。天门冬氨酸和谷氨酸滴定

相关文献及参考

  • Arispe, N. et al.: Biophys. J., 95, 4879 (2008); Troesken, E.R. et al.: Endo. Res., 30, 387 (2004); Otmacic Curkovic, H. et al.: Corr. Sci., 51, 2342 (2009);
  • For use in: silylation of 1,3-diketones, see Hexamethyl­disilazane, A15139; introduction of the TBDMS and TBDPS groups; see: tert-Butyl­dimethyl­chlorosilane, A13064, and tert-Butyl­diphenyl­chlorosilane, A12721, respectively.
  • In combination with triphenylphosphine and iodine, vic-diols are converted to alkenes: Synthesis, 469 (1979), and alcohols to alkyl iodides: Synth. Commun., 20, 1473 (1990).
  • Merck: 14,4912
  • Merck: 14,4912 Beilstein: 23,V,4,191
  • Nucleophilic catalyst for many acylation and silylation reactions, compare 4-(Dimethyl­amino)­pyridine, A13016.
  • Short: II/14a
  • Short: II/19b
  • With 2 moles of an aroyl halide gives, after hydrolysis, good yields of 2-aroylimidazoles: Synthesis, 675 (1978).

安全信息

GHS Symbol
WGK Germany1
Hazard Codes 8 C,Xi T
Hazard statements
  • H301 Toxic if swallowed 吞食有毒
  • H314 Causes severe skin burns and eye damage 导致严重的皮肤灼伤和眼睛损伤
  • H360 May damage fertility or the unborn child 可能对生育能力或未出生婴儿造成伤害
  • H302 Harmful if swallowed 吞食有害
Personal Protective Equipment Eyeshields, Faceshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges Faceshields, full-face respirator (US), Gloves, Goggles, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
Precautionary statements
  • P201 Obtain special instructions before use. 使用前获取专门指示。
  • P202 Do not handle until all safety precautions have been read and understood. 已阅读并理解所有的安全预防措施之前,切勿操作。
  • P260 Do not breathe dust/fume/gas/mist/vapours/spray. 不要吸入粉尘/烟/气体/烟雾/蒸汽/喷雾。
  • P261 Avoid breathing dust/fume/gas/mist/vapours/spray. 避免吸入粉尘/烟/气体/烟雾/蒸汽/喷雾。
  • P264 Wash hands thoroughly after handling. 处理后要彻底洗净双手。
  • P270 Do not eat, drink or smoke when using this product. 使用本产品时不要吃东西,喝水或吸烟。
  • P280 Wear protective gloves/protective clothing/eye protection/face protection. 戴防护手套/防护服/眼睛的保护物/面部保护物。
  • P301+P330+P331+P310
  • P303+P361+P353
  • P303+P361+P353+P310+P363
  • P304+P340
  • P304+P340+P310
  • P305+P351+P338
  • P305+P351+P338+P310
  • P308+P311
  • P308+P313
  • P310 Immediately call a POISON CENTER or doctor/physician. 立即呼救解毒中心或医生/医师。
  • P405 Store locked up. 上锁保管。
  • P501 Dispose of contents/container to..… 处理内容物/容器.....
Signal word Danger
RTECSNI3325000
UN Number 1759 2923 3263
Storage condition Store at room temperature {LY} Store at room temperature {} {LY} Store at room temperature {} {} {LY} Store at room temperature {} {} {} {LY} Store at room temperature {} {} {} {} {LY} Store at room temperature {} {} {} {} {} {LY} Store at room temperature {} {} {} {} {} {} { {} {} {} {} {} {} {LY} Store at room temperature {} {} {} {} {} {} {} {LY} Store at room temperature {} {} {} {} {} {} {} {} {LY} Store at room temperature {} {} {} {} {} {} {} {} {} {LY} Store at room temperature {} {} {} {} {} {} {} {} {} {} {LY} Store at room temperature {} {} {} {} {} {} {} {} {} {} {} { {} {} {} {} {} {} {} {} {} {} {} {LY} Store at room temperature {} {} {} {} {} {} {} {} {} {} {} {} {LY} Store at room temperature {} {} {} {} {} {} {} {} {} {} {} {} {} { {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} Store at room temperature {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} Store at room temperature {} {} {} {} {} {} {} {} {} {}
Safety Statements
  • S22 Do not breathe dust 不要吸入粉尘;
  • S26 In case of contact with eyes, rinse immediately with plenty of water and seek medical advice 眼睛接触后,立即用大量水冲洗并征求医生意见;
  • S36 Wear suitable protective clothing 穿戴适当的防护服;
  • S36/37/39 Wear suitable protective clothing, gloves and eye/face protection 穿戴适当的防护服、手套和眼睛/面保护;
  • S45 In case of accident or if you feel unwell seek medical advice immediately (show the label where possible) 发生事故时或感觉不适时,立即求医(可能时出示标签);
  • S53 Avoid exposure - obtain special instructions before use 避免接触,使用前获得特别指示说明;
  • S60 This material and its container must be disposed of as hazardous waste 该物质及其容器必须作为危险废物处置;
Risk Statements
  • R22 Harmful if swallowed 吞咽有害
  • R34 Causes burns 会导致灼伤
  • R36/38 Irritating to eyes and skin 对眼睛和皮肤有刺激性
  • R61 May cause harm to the unborn child 可能对未出生的婴儿导致伤害
  • R63 Possible risk of harm to the unborn child 可能危害未出生婴儿
Packing GroupIII
Hazard Class8/6.1
TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Rodent - rat
DOSE/DURATION           : 220 mg/kg
TOXIC EFFECTS :
   Details of toxic effects not reported other than lethal dose value
REFERENCE :
   PREPAB Przeglad Epidemiologiczny.  (Panstwowy Zaklad Wydawnictw Lekarskich,
   ul. Dluga 38-40, 00-238 Warsaw, Poland)  V.1-    1947-
   Volume(issue)/page/year: 67,295

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Subcutaneous
SPECIES OBSERVED        : Mammal - dog
DOSE/DURATION           : 28 mg/kg
TOXIC EFFECTS :
   Details of toxic effects not reported other than lethal dose value
REFERENCE :
   PREPAB Przeglad Epidemiologiczny.  (Panstwowy Zaklad Wydawnictw Lekarskich,
   ul. Dluga 38-40, 00-238 Warsaw, Poland)  V.1-    1947-
   Volume(issue)/page/year: 67,295,1993

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Subcutaneous
SPECIES OBSERVED        : Rodent - mouse
DOSE/DURATION           : 817 mg/kg
TOXIC EFFECTS :
   Details of toxic effects not reported other than lethal dose value
REFERENCE :
   JPETAB Journal of Pharmacology and Experimental Therapeutics.  (Williams &
   Wilkins Co., 428 E. Preston St., Baltimore, MD 21202)  V.1-    1909/10-
   Volume(issue)/page/year: 119,444,1957

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Intravenous
SPECIES OBSERVED        : Rodent - mouse
DOSE/DURATION           : 475 mg/kg
TOXIC EFFECTS :
   Behavioral - convulsions or effect on seizure threshold
REFERENCE :
   ARZNAD Arzneimittel-Forschung. Drug Research.  (Editio Cantor Verlag,
   Postfach 1255, W-7960 Aulendorf, Fed. Rep. Ger.)  V.1-    1951-
   Volume(issue)/page/year: 33,716,1983

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Oral

TYPE OF TEST            : DNA inhibition
TEST SYSTEM             : Human Cells - not otherwise specified
DOSE/DURATION           : 1 mmol/L
REFERENCE :
   JIDEAE Journal of Investigative Dermatology.  (Williams & Wilkins Co., 428
   E. Preston St., Baltimore, MD 21202)  V.1-    1938- Volume(issue)/page/year:
   65,400,1975

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Intraperitoneal
SPECIES OBSERVED        : Rodent - mouse
DOSE                    : 150 mg/kg
SEX/DURATION            : male 1 day(s) pre-mating
TOXIC EFFECTS :
   Reproductive - Paternal Effects - impotence
REFERENCE :
   NLETDU Neuroendocrinology Letters.  (Brain Research Promotion, D-7400,
   Tubingen, Germany) V.1-    1979-  Volume(issue)/page/year: 12,69,1990

其他信息

  • MOL 文件:288-32-4.mol
  • 用途四:咪唑类主要用作环氧树脂的固化剂,在日本占咪唑类消费量的一半以下,其用量为环氧树脂的0.5%-10%咪唑类化合物可用作抗真菌药、抗霉剂、低血糖治疗药、人造血浆等,还可用作治疗、人造血浆等,还可用作治
  • 用途三:咪唑是农药抑霉唑、咪鲜胺等杀菌剂的中间体,也是医药抗真菌药双氯苯咪唑、益康唑、酮康唑、克霉唑的中间体。
  • 主要用途:咪唑可用作环氧树脂固化剂、可提高制品的弯曲、拉伸、压缩等机械性能,提高绝缘的电性能,提高耐化学药剂的化学性能,广泛用于计算机、电器; 作为铜的防锈剂而用于印刷电路版和集成电路; 用作医药原料,用于制造抗真菌药、抗霉剂、低血糖治疗药、人造血浆、滴虫治疗药、支气管哮喘治疗药、防斑疹剂等; 用作农药原料,用于硼酸制剂的增效剂、制取杀虫剂和杀菌剂; 此外,咪唑也用作脲醛树脂固化剂、摄影药物、粘合剂、涂料、橡胶硫化剂、防静电剂等的原料; 有机合成中间体。
  • 物理性质:自然界只存在咪唑衍生物,而无游离的咪唑。从苯中析出者为单斜晶系棱柱状无色结晶。有氨气味。相对分子质量68.08。相对密度1.0303(101/4℃)。熔点89~91℃,沸点257℃、165℃~168℃(2.67×103Pa)、138.2℃(1.60×103Pa)。闪点145℃。折射率1.4801(101℃)。粘度2.696mPa·s(100℃)。微溶于苯、石油醚,溶于乙醚、丙酮、氯仿、吡啶,易溶于水(常温70)、乙醇。显弱碱性。因为1位的—NH—键和3位上的—N=键之间形成氢键,所以沸点较高,当1位氢被取代后,则不能形成氢键,沸点下降。对热稳定,在250℃以下几乎不分解(分解温度590℃)。对还原剂和氧化剂也很稳定,但可以和无机酸形成稳定的盐。具有芳香族的某些性质,可以在催化剂作用下卤化、硝化、磺化及羟甲基化。并可以和重氮盐在2位偶合。此外,由于=NH基(1位)连接两个双键,又有些“酸性”,可以被金属取代而生成盐。3位氮原对金属离子有配位作用,可形成螯合物。虽然很难被还原,但可以和质子加合生成阳离子型且有共振的结构,而形成稳定的形态。咪唑环的互变异构体之间极易变化,所以4位和5位的异构体不易区别。 以上信息由Chemicalbook的Andy编辑整理。
  • 咪唑价格(试剂级):更新日期 产品编号 产品名称 包装 价格 2011/08/23 30104916 咪唑;间二氮茂;1,3-二氮杂茂 100g 60元 2011/08/23 K5675001 咪唑;间二氮茂;1,3-二氮杂茂 100g 330元 2011/04/16 I0001 咪唑 Imidazole 25G 160元
  • 下游产品:5-(氨甲基)-1-甲基吡咯烷-2-酮 --> 1-叔丁氧羰基-3-胺基环丁胺 --> 杂氮双环磷酸酯 --> N-甲基咪唑 --> 5-溴吲唑 --> 2-氰基吡啶-4-醛 --> 抑霉唑 --> 4-羟甲基吡啶-2-腈 --> 2-(1H-咪唑-1-基)苯甲酸 --> 克霉唑 --> 益康唑 --> 硝酸咪康唑 --> Α-丁基-Α-苯基-1H-咪唑-1-丙腈 --> 酮康唑 --> 1-ó4-(溴甲基)苯-1H-吡唑 --> 2-咪唑甲醛 --> 2,6-二羟基嘌呤 --> 4-氯咪唑 --> 1-(咪唑-1-基)苯酚 --> 2-溴-4-硝基咪唑 -
  • 用途二:用作分析试剂,也用于有机合成
  • Sigma Aldrich:288-32-4(sigmaaldrich)
  • 防护措施:有毒,对小鼠经口LD50为18.80mg/kg。注射LD50为610mg/kg,其毒性及防护方法与“乙二胺”相似。
  • 上游原料:盐酸 --> 氢氧化钾 --> 氢氧化铵 --> 过氧化氢 --> 氯化铵 --> 甲醛 --> 1,2-苯
  • color:white
  • 易溶于水、乙醇、乙醚、氯仿和吡啶,微溶于苯,极微溶于石油醚。半数致死量(小鼠,经口)1880mg/kg。有腐蚀性。
  • 用途四:咪唑类主要用作环氧树脂的固化剂,在日本占咪唑类消费量的一半以下,其用量为环氧树脂的0.5%-10%咪唑类化合物可用作抗真菌药、抗
  • 用途四:咪唑类主要用作环氧树脂的固化剂,在日本占咪唑类消费量的一半以下,其用量为环氧

系列性分类