4-Hydroxycoumarin 4-羟基香豆素

CAS 1076-38-6 MFCD00006856

化学结构图

1076-38-6
SMILES: O=c1cc(O)c2ccccc2o1

化学属性

Mol. FormulaC9H6O3
Mol. Weight162.14
Density1.446
Melting Point211-213°C
TSCAYes
Solubility难溶
Boiling Point228.82 °C at 760 mmHg

别名和识别编码

Chemical Name4-Hydroxycoumarin
Synonym 4-Hydroxycoumarin {LY} 4-Hydroxycoumarin 4-OH coumarin 4-hydroxycoumarin {} {LY} 4-Hydroxycoumarin {} {} {LY} 4-Hydroxycoumarin {} {} {} {LY} 4-Hydroxycoumarin {} {} {} {} {LY} 4-Hydroxycoumarin {} {} {} {} {} {LY} 4-Hydroxycoumarin {} {} {} {} {} {} {LY} 4-Hydroxycoumarin {} {} {} {} {} {} {} {LY} 4-Hydroxycoumarin {} {} {} {} {} {} {} {} {LY} 4-Hydroxycoumarin {} {} {} {} {} {} {} {} {} {LY} 4-Hydroxycoumarin {} {} {} {} {} {} {} {} {} {} {LY} 4-Hydroxycoumarin {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 4-Hydroxycoumarin {} {} {} {} {} {} {} {} {} {} {} {} {LY} 4-Hydroxycoumarin {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 4-Hydroxycoumarin {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 4-Hydroxycoumarin {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 4-Hydroxycoumarin {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 4-Hydroxycoumarin {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 4-Hydroxycouma
MDL NumberMFCD00006856
CAS Number1076-38-6
EC Number214-060-2
Beilstein Registry Number129768
PubChem Substance ID54682930
Reaxys-RN129768
Chemical Name Translation4-羟基香豆素
Wiswesser Line NotationT66 BOVJ EQ
LabNetwork Molecule IDLN00195587
InChIInChI=1S/C9H6O3/c10-7-5-9(11)12-8-4-2-1-3-6(7)8/h1-5,10H
Canonical SMILESO=C1C=C(O)C2=CC=CC=C2O1
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分类

  • {SNA} Biochemicals and Reagents, Building Blocks, Chemical Synthesis, Coumarins, H, Heterocyclic Building Blocks, Luminescent Compounds/Detection, Wavelength Index, 生物活性小分子, 细胞生物学
  • {SNA} Bioactive Small Molecules, Biochemicals and Reagents, Building Blocks, Cell Biology, Chemical Synthesis, Coumarins, H, Heterocyclic Building Blocks, Luminescent Compounds/Detection, Wavelength Index
  • {SNA} Bioactive Small Molecules, Biochemicals and Reagents, Building Blocks, Chemical Synthesis,
  • {SNA} Bioactive Small Molecule Alphabetic
  • {SNA} Building Blocks, Chemical Synthesis,
  • {SNA} Building

相关文献及参考

  • Beilstein:17,488
  • Like 4-H
  • Like 4-Hydroxy-6-methyl-2-pyrone, L11457, can participate in annulation reactions, due to the relatively high acidity of the C-H bond at the 3-position: a three-component reaction with isocyanides and dialkyl acetylene dicarboxylates affords annulated 4H-pyrans: Tetrahedron, 62, 3016 (2006). For reaction scheme, see: tert-Butyl­ isocyanide, L19747.
  • Short: EINECS
  • Short: III/35D3
  • [1]. Mohammadi Ziarani G, et al. The molecular diversity scope of 4-hydroxycoumarin in the synthesis of heterocyclic compounds via multicomponent reactions. Mol Divers. 2019 Jan 29. doi: 10.1007/s11030-019-09918-7.

安全信息

Signal word Warning
GHS Symbol
WGK Germany3
Safety Statements
  • 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;
Risk Statements
  • R22 Harmful if swallowed 吞咽有害
  • R36/37/38 Irritating to eyes, respiratory system and skin 对眼睛、呼吸系统和皮肤有刺激性
Precautionary statements
  • 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。
  • P264+P265
  • 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。
  • P271 Use only outdoors or in a well-ventilated area.? 只能在室外或通风良好的地方使用。
  • 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+P312
  • P301+P312+P330
  • P301+P317
  • P302+P352
  • P304+P340
  • P305+P351+P338
  • P305+P351+P338+P337+P313
  • P312 Call a POISON CENTER or doctor/physician if you feel unwell. 如果你感觉不适,呼叫解毒中心或医生/医师。
  • P319
  • P321 Specific treatment (see … on this label). 具体治疗(见本标签上的)。
  • P330 Rinse mouth. 漱口
  • P332+P313
  • P332+P317
  • P337+P313
  • P337+P317
  • P362 Take off contaminated clothing and wash before reuse. 脱掉污染的衣服,清洗后方可重新使用
  • P362+P364
  • P403+P233
  • P405 Store locked up. 上锁保管。
  • P501 Dispose of contents/container to..… 处理内容物/容器.....
RTECSDJ3100000
Hazard statements
  • H302 Harmful if swallowed 吞食有害
  • H315 Causes skin irritation 会刺激皮肤
  • H319 Causes serious eye irritation 严重刺激眼睛
  • H335 May cause respiratory irritation 可能导致呼吸道刺激
Personal Protective Equipment dust mask type N95 (US), Eyeshields, Gloves
Hazard Codes Xn Xn,Xi Xi
TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Subcutaneous
SPECIES OBSERVED        : Rodent - mouse
DOSE/DURATION           : 750 mg/kg
TOXIC EFFECTS :
   Behavioral - somnolence (general depressed activity)
   Behavioral - muscle contraction or spasticity
REFERENCE :
   AIPTAK Archives Internationales de Pharmacodynamie et de Therapie. (Heymans
   Institute of Pharmacology, De Pintelaan 185, B-9000 Ghent, Belgium)  V.4-   
   1898-  Volume(issue)/page/year: 128,126,1960

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Intraperitoneal
SPECIES OBSERVED        : Rodent - mouse
DOSE/DURATION           : 2 gm/kg
TOXIC EFFECTS :
   Details of toxic effects not reported other than lethal dose value
REFERENCE :
   APTOA6 Acta Pharmacologica et Toxicologica.  (Copenhagen, Denmark)  V.1-59,
   1945-86.  For publisher information, see PHTOEH  Volume(issue)/page/year:
   2,109,1946

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Rodent - mouse
DOSE/DURATION           : 2 gm/kg
TOXIC EFFECTS :
   Details of toxic effects not reported other than lethal dose value
REFERENCE :
   MPHEAE Medicina et Pharmacologia Experimentalis.  (Basel, Switzerland)
   V.12-17, 1965-67.  For publisher information, see PHMGBN.
   Volume(issue)/page/year: 17,497,1967

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 {} {} {} {} {} {} {} {} {} {} {

其他信息

  • 外观:淡黄色至黄色液体或淡黄或类白色结晶粉末
  • 4-羟基香豆素价格(试剂级):更新日期 产品编号 产品名称 包装 价格 2011/08/23 xw010294 4-羟基香豆素;4-羟基-1-苯并吡喃-2-酮 100g 240元 2011/04/16 H0235 4-羟基香豆素 4-Hydroxycoumarin 250G 1240元 2011/04/16 H0235 4-羟基香豆素 4-Hydroxycoumarin 25G 284元
  • Acros Organics:4-羟基香豆素 4-Hydroxycoumarin, 98%(107
  • Sigma Aldrich:1076-38-6(sigmaaldrich)
  • MOL 文件:1076-38-6.mol
  • 海关编码:29322980
  • Alfa
  • 上游原料:氢氧化钠 --> 盐酸 --> 乙酸乙酯 --> 硫酸钠 --> 苯 --> 氢化钠 --> 无水醋酸钠 --> 矿物油 --> 碳酸二乙酯 --> 2'-羟基苯乙酮 --> 乙酰氧基乙酸 --> 邻乙酰水杨酰氯 --> 乙酰水杨酸甲酯
  • 用途三:1076-38-6(4-羟基香豆素)也是一些杀鼠药的中间体,例如杀鼠灵、氯杀鼠灵、克杀鼠、杀鼠萘、联苯杀鼠萘等。杀鼠灵是第一代抗凝血型杀鼠剂,在全世界广泛使用,杀鼠效果很好。第二代抗凝血型杀鼠剂是溴联苯杀鼠萘,只要一次投饵即可使鼠中毒致死,在美国杀鼠剂市场中已占30%。 4-羟基香豆素(1076-38-6)也是一种香料,香豆素类在植物界分布广泛。牛马吃了腐败的紫苜蓿曾因丧失血
  • 方法一:由乙酰水杨酸甲酯环合而得。将碳酸钠和液体石蜡投入反应锅中,密闭加热搅拌,温度逐渐升至240℃,加入溶化的乙酰水杨酸甲酯,当温度下降约10min后,又逐渐上升,保持在240-260℃。加毕,回流1h。出料,过滤,滤液弃去固体溶于水中,加热至70℃左右,分离上层少量油层后,加盐酸调pH为6,加活性炭脱色。过滤,滤液再用盐酸酸化至pH为1,即有4-羟基香豆素析出,加冰使析出完全,过滤,水洗至洗液呈中性,滤饼干燥后即得4-羟基香豆素成品。收率15.21%。在生产中,可以乙酰水杨酰氯为原料,与乙酰乙酸乙酯缩合成a-(2-羟基苯甲酰基)乙酰乙酸乙酯,加氢氧化钠溶液水解得到a-(2-羟基苯甲酰基)乙酰乙酸钠。然后在92%硫酸中,于110-115℃环合,生成3
  • MSDS 信息:4-Hydroxy-1-benzopyran-2-one(1076-38-6).msds
  • 用途二:该品是医药,农药的中间体。用于生产双香豆素、新抗凝,华法林等抗凝血药物。这类4-羟基香豆素衍生物是一类口服抗凝血药物。双香豆素因吸收不规则、不完全,已被华法林等所取代。双香豆素作用维持时间最长(4-7d),华法林较长(3-5d),新抗凝较短(2-4d),香豆素乙酯最短(2-3d)。4-羟基香豆素也是一些杀鼠药的中间体,例如杀鼠灵、氯杀鼠灵、克杀鼠、杀鼠萘、联苯杀鼠萘等。杀鼠灵是第一代抗凝血型杀鼠剂,在全世界广泛使用,杀鼠效果很好。第二代抗凝血型杀鼠剂是溴联苯杀鼠萘,只要一次投饵即可使鼠中毒致死,在美国杀鼠剂市场中已占30%。4-羟基香豆素也是一种香料,香豆素类在植物界分布广泛。牛马吃了腐败的紫苜蓿曾因丧失血凝性而出血致死,这可能是由于植物中香豆精形成双香豆素而造成。
  • 方法一:由乙酰水杨酸甲酯环合而得。将碳酸钠和液体石蜡投入反应锅中,密闭加热搅拌,温度逐渐升至240℃,加入溶化的乙酰水杨酸甲酯,当温度下降约10min后,又逐渐上升,保持在240-260℃。加毕,回流1h。出料,过滤,滤液弃去固体溶于水中,加热至70℃左右,分离上层少量油层后
  • 图谱信息:4-羟基香豆素(1076-38-6)红外图谱(IR2) 4-羟基香豆素(1076-38-6)核磁图( 13 CNMR) 4-羟基香豆素(1076-38-6)核磁图( 1 HNMR) 4-羟基香豆素(1076-38-6)质谱(MS) 4-羟基香豆素(1076-38-6)红外图谱(IR1)
  • Hazard Note:Irritant
  • Alfa Aesar:4-羟基香豆素,98+% 4-Hydroxycoumarin, 98

系列性分类


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