7-Hydroxy-4-methyl-2H-chromen-2-one 7-羟基-4-甲基香豆素

CAS 90-33-5 MFCD00006866

化学结构图

90-33-5
SMILES: Cc1cc(=O)oc2cc(O)ccc12

化学属性

Mol. FormulaC10H8O3
Mol. Weight176.17
Density1.422
Melting Point188.5-190 °C
SolubilitySoluble in alcohol. Insoluble in cold water
TSCAYes
Appearance 针状体结晶。熔点185-186℃(194-195℃)溶于乙醇、乙酸、碱溶液和氨,微溶于热水、乙醚和氯仿。与浓硫酸作用呈蓝色荧光。
Boiling Point267.77 °C at 760 mmHg

别名和识别编码

Chemical Name7-Hydroxy-4-methyl-2H-chromen-2-one
CAS Number90-33-5
Synonym 4-Methylumbelliferone {LY} 4-Methylumbelliferone {} {LY} 4-Methylumbelliferone {} {} {LY} 4-Methylumbelliferone {} {} {} {LY} 4-Methylumbelliferone {} {} {} {} {LY} 4-Methylumbelliferone {} {} {} {} {} {LY} 4-Methylumbelliferone {} {} {} {} {} {} {LY} 4-Methylumbelliferone {} {} {} {} {} {} {} {LY} 4-Methylumbelliferone {} {} {} {} {} {} {} {} {LY} 4-Methylumbelliferone {} {} {} {} {} {} {} {} {} {LY} 4-Methylumbelliferone {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 4-Methylumbelliferone {} {} {} {} {} {} {} {} {} {} {} {LY} 4-Methylumbelliferone {} {} {} {} {} {} {} {} {} {} {} {} {LY} 4-Methylumbelliferone {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 4-Methylumbelliferone {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 4-Methylumbelliferone {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 4-Methylumbelliferone {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {}
MDL NumberMFCD00006866
EC Number201-986-7
Beilstein Registry Number18,31
PubChem Substance ID5280567
Merck Number4854
Chemical Name Translation7-羟基-4-甲基香豆素
Reaxys-RN142217
Wiswesser Line NotationT66 BOVJ E1 IQ
LabNetwork Molecule IDLN00196075
InChIInChI=1S/C10H8O3/c1-6-4-10(12)13-9-5-7(11)2-3-8(6)9/h2-5,11H,1H3
Canonical SMILESO=C1C=C(C)C2=CC=C(O)C=C2O1
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分类

  • {SNA} Building Blocks, Chemical Synthesis, Coumarins, Heterocyclic Building Blocks, Wavelength Index, 发光化合物及其检测, 生化试剂
  • {SNA} Biochemicals and Reagents, Building Blocks, Chemical Synthesis, Coumarins, Heterocyclic Building Blocks, Luminescent Compounds/Detection, Wavelength Index
  • {SNA} Analytical Standards,
  • {SA} Biochemicals and Reagents, Building Blocks, Chemical Synthesis, Coumarins, Detection, Fluorescent Probes, Labels, Particles and Stains, Heterocyclic Building Blocks
  • {SNA} Analytical Standards, EP Standards, EP Standards G - H, Pharmacopeia Metrological Institutes Standards,

产品应用

  • 适用于做激光染料,荧光测定酶活性的标准。测定硝酸的指示剂。

相关文献及参考

  • Short: II/3
  • Standard for fluorimetric determination of enzyme activity: Anal. Biochem., 54, 40; 55, 85 (1973).
  • Merck: 14,4854 Beilstein:18,31
  • Merck: 14,4854
  • Short: II/27B
  • Clin. Chim. Acta., 39, 49 (1972); Anal. Biochem., 54, 40 (1973); J. Biochem. Biophys. Methods 19, 207 (1989).

安全信息

Signal word Warning
GHS Symbol
WGK Germany2
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;
  • S37/39 Wear suitable gloves and eye/face protection 穿戴适当的手套和眼睛/面保护;
  • 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;
  • S37 Wear suitable gloves 戴适当手套;
Risk Statements
  • R36/37/38 Irritating to eyes, respiratory system and skin 对眼睛、呼吸系统和皮肤有刺激性
  • R20/21/22 Harmful by inhalation, in contact with skin and if swallowed 吸入、皮肤接触和不慎吞咽有害
Precautionary statements
  • 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。
  • 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
  • P264 Wash hands thoroughly after handling. 处理后要彻底洗净双手。
  • P302+P352+P332+P313+P362+P364
  • 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。
  • P332+P313
  • P261 Avoid breathing dust/fume/gas/mist/vapours/spray. 避免吸入粉尘/烟/气体/烟雾/蒸汽/喷雾。
  • P305+P351+P338
  • P305+P351+P338+P337+P313
  • P302+P350
  • P337+P313
  • P305+
Hazard statements
  • 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
  • H303 May be harmfully swallowed 吞食可能有害
RTECSGN7000000
Personal Protective Equipment dust mask type N95 (US), Eyeshields, Gloves
Hazard Codes Xn Xi Xi,Xn
TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Subcutaneous
SPECIES OBSERVED        : Rodent - mouse
DOSE/DURATION           : >10 gm/kg
TOXIC EFFECTS :
   Behavioral - somnolence (general depressed activity)
   Skin and Appendages - hair
REFERENCE :
   KSRNAM Kiso to Rinsho.  Clinical Report.  (Yubunsha Co., Ltd., 1-5, Kanda
   Suda-Cho, Chiyoda-ku, KS Bldg., Tokyo 101, Japan)  V.1-    1960-
   Volume(issue)/page/year: 5,1619,1971

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

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Rodent - rat
DOSE/DURATION           : 3850 mg/kg
TOXIC EFFECTS :
   Sense Organs and Special Senses (Eye) - lacrimation
   Sense Organs and Special Senses (Eye) - ptosis
   Behavioral - altered sleep time (including change in righting reflex)
REFERENCE :
   KSRNAM Kiso to Rinsho.  Clinical Report.  (Yubunsha Co., Ltd., 1-5, Kanda
   Suda-Cho, Chiyoda-ku, KS Bldg., Tokyo 101, Japan)  V.1-    1960-
   Volume(issue)/page/year: 5,1619,1971

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Rodent - mouse
DOSE/DURATION           : 2850 mg/kg
TOXIC EFFECTS :
   Sense Organs and Special Senses (Eye) - lacrimation
   Sense Organs and Special Senses (Eye) - ptosis
   Beha

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Subcutaneous
SPECIES OBSERVED        : Rodent - rat
DOSE/DURATION           : 7200 mg/kg
TOXIC EFFECTS :
   Behavioral - somnolence (general depressed activity)
   Skin and Appendages - hair
REFERENCE :
   KSRNAM Kiso to Rinsho.  Clinical Report.  (Yubunsha Co., Ltd., 1-5, Kanda
   Suda-Cho, Chiyoda-ku, KS Bldg., Tokyo 101, Japan)  V.1-    1960-
   Vol

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Rodent - mouse
DOSE                    : 1500 mg/kg
SEX/DURATION            : female 7-12 day(s) after conception
TOXIC EFFECTS :
   Reproductive - Effects on Newborn - stillbirth
REFERENCE :
   GNRIDX Gendai no Rinsho.  (Tokyo, Japan)  V.1-10, 1967-76(?).
   Volume(issue)/page/year: 4,403,1970

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Rodent - rat
DOSE                    : 6 gm/kg
SEX/DURATION            : female 9-14 day(s) after conception
TOXIC EFFECTS :
   Reproductive - Effects on Newborn - growth statistics (e.g.%, reduced weight
   gain)
REFERENCE :
   GNRIDX Gendai no Rinsho.  (Tokyo, Japan)  V.1-10, 1967-76(?).
   Volume(issue)/page/year: 4,413,1970

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Rodent - mouse
DOSE                    : 6 gm/kg
SEX/DURATION            : female 7-12 day(s) after conception
TOXIC EFFECTS :
   Reproductive - Effects on Embryo or Fetus - fetotoxicity (except death,
   e.g., stunted fetus)
REFERENCE :
   GNRIDX Gendai no Rinsho.  (Tokyo, Japan)  V.1-10, 1967-76(?).
   Volume(issue)/page/year: 4,403,1970

Storage condition 2-8°C {LY} 2-8°C {} {LY} 2-8°C {} {} {LY} 2-8°C {} {} {} {LY} 2-8°C {} {} {} {} {LY} 2-8°C {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} { {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {

其他信息

  • 方法一:由间苯二酚与乙酰乙酸乙酯经环合反应而得。将浓硫酸冷至10℃以下,于搅拌下滴加由间苯二酚与乙酰乙酸乙酯配成的溶液,滴完后放置12h。然后将反应物投入有碎冰的水中,将析出的沉淀滤出,用稀氢氧化钠溶液及稀硫酸精制而得成品。
  • 图谱信息:4-甲基伞形酮(90-33-5)红外图谱(IR2) 4-甲基伞形酮(90-33-5)质谱(MS) 4-甲基伞形酮(90-33-5)红外图谱(IR1)
  • 上游原料:乙酰乙酸乙酯 --> 稀硫酸 --> 间苯
  • 羟甲香豆素:4-甲基伞形酮又称为羟甲香豆素、胆通,是一种新型利胆药,属香豆素衍生物,常温下为白色或类白色结晶性粉末,无臭,无味。不溶于水,略溶于甲醇、乙醇,易溶于氢氧化钠溶液,对胆道口括约肌有舒张作用,具有较强的解痉、 镇痛作用,同时也能温和、持续地促进胆汁分泌,加强胆囊收缩和抑菌作用,具有明显的利胆作用,有利于结石排出,对胆总管结石有一定排石效果。尚可降低肝酶,使之恢复正常。临床主要用于胆囊炎、胆道感染、胆结石、胆道术后综合征。部分原有丙氨酸氨基转移酶升高的患者,服药后随炎症的消除而恢复正常,个别有头晕、腹胀、胸闷、皮疹、腹泻等,停药后自行消失。大剂量可引起胆汁过度分泌与腹泻。梗阻性和传染性黄疸性肝炎者慎用。
  • 4-甲基伞形酮价格(试剂级):更新日期 产品编号 产品名称 包装 价格 2014/06/02 M0453 4-甲基伞形酮 4-Methylumbelliferone 25G 150元 2014/06/02 M0453 4-甲基伞形酮 4-Methylumbelliferone 500G 1450元 2010/06/21 405490250 4-甲基伞形酮 7-Hydroxy-4-methylcoumarin , pure, laser grade 25 GR 294元
  • 用途二:用作医药中间体
  • TCI Shanghai:4-甲基伞形酮 4-Methylumbelliferone,>;98.0%(T)(90-33-5)
  • Acros Organics:7-羟基-4-甲基香豆素 7-Hydroxy-4-methylcoumarin, pure, 97%(90-33-5)
  • 用途三:适用于做激光染料,荧光测定酶活性的标准。测定硝酸的指示剂。
  • Hazard Note:Irritant
  • color:off-white to yellow
  • Sigma Aldrich:90-33-5(sigmaaldrich)
  • 微溶于水,溶于浓硫酸溶液,部分溶于5%的Na2CO3溶液,部分溶于乙醇和异丙醇。与浓硫酸作用呈蓝色荧光。
  • 用途一:该品为利胆药,又是抗过敏药色甘酸钠的中间体
  • MOL 文件:90-33-5.mol
  • 检测方法:HPLC,NMR
  • Alfa Aesar:4-甲基7-羟基香豆素,97% 4-Methylumbelliferone, 97%(90-33-5)
  • 下游产品:8-乙酰基-7-羟基-4-甲基-2H-1-苯并吡喃-2-酮
  • MSDS 信息:7-Hydroxy-4-methylcoumarin(90-33-5).msds

系列性分类