Ethyl 2-ethoxyquinoline-1(2H)-carboxylate 2-乙氧基-1(2H)-喹啉羧酸乙酯(EEDQ)

CAS 16357-59-8 MFCD00006703

化学结构图

16357-59-8
SMILES: CCOC(=O)N1c2ccccc2C=CC1OCC

化学属性

Mol. FormulaC14H17NO3
Mol. Weight247.29
Melting Point63-66°C
TSCAYes
Boiling Point355.9°C at 760 mmHg
Density1.16
SolubilitySoluble in 95% Ethanol (50 mg/ml). Insoluble in water.
Stability对湿度敏感
Flash Point169°C

别名和识别编码

Chemical NameEthyl 2-ethoxyquinoline-1(2H)-carboxylate
CAS Number16357-59-8
Alfabeta NameETHOXYCARBONYLETHOXYDIHYDROQUINOLINE N212-----,
MDL NumberMFCD00006703
Synonym 2-Ethoxy-N-(ethoxycarbonyl)-1,2-dihydroquinoline {LY} 2-Ethoxy-N-(ethoxycarbonyl)-1,2-dihydroquinoline {} {LY} 2-Ethoxy-N-(ethoxycarbonyl)-1,2-dihydroquinoline {} {} {LY} 2-Ethoxy-N-(ethoxycarbonyl)-1,2-dihydroquinoline {} {} {} {LY} 2-Ethoxy-N-(ethoxycarbonyl)-1,2-dihydroquinoline {} {} {} {} {LY} 2-Ethoxy-N-(ethoxycarbonyl)-1,2-dihydroquinoline {} {} {} {} {} {LY} 2-Ethoxy-N-(ethoxycarbonyl)-1,2-dihydroquinoline {} {} {} {} {} {} {LY} 2-Ethoxy-N-(ethoxycarbonyl)-1,2-dihydroquinoline {} {} {} {} {} {} {} {LY} 2-Ethoxy-N-(ethoxycarbonyl)-1,2-dihydroquinoline {} {} {} {} {} {} {} {} {LY} 2-Ethoxy-N-(ethoxycarbonyl)-1,2-dihydroquinoline {} {} {} {} {} {} {} {} {} {LY} 2-Ethoxy-N-(ethoxycarbonyl)-1,2-dihydroquinoline {} {} {} {} {} {} {} {} {} {} {LY} 2-Ethoxy-N-(ethoxycarbonyl)-1,2-dihydroquinoline {} {} {} {} {} {} {} {} {} {} {} {LY} 2-Ethoxy-N-(ethoxycarbonyl)-1,2-dihydroquinoline {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-Ethoxy-N-(ethoxycarbonyl)-1,2-dihydroquino
PubChem Substance ID87569624
Beilstein Registry Number533048
EC Number240-418-2
Reaxys-RN533048
Merck Number3518
Chemical Name Translation2-乙氧基-1(2H)-喹啉羧酸乙酯(EEDQ)
Wiswesser Line NotationT66 BN CHJ BVO2 CO2
Canonical SMILESO=C(N1C(OCC)C=CC2=C1C=CC=C2)OCC
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分类

  • {SNA} Chemical Biology, Chemical Synthesis, Coupling, Other Peptide Coupling, Other Synthetic Reagents for Coupling, Peptide Chemistry, Peptide Coupling, Synthetic Reagents
  • {SA} Chemical Biology, Chemical Synthesis, Coupling, Others, Peptide Chemistry, Peptide Coupling, Synthetic Reagents
  • {SNA} Chemical Biology, Chemical Synthesis, Coupling, Others, Peptide Chemistry, Peptide Coupling, Synthetic Reagents

产品应用

  • 多肽合成中的偶联剂,经典的混合酸酐法多肽缩合剂,作用温和而有效。
  • 不可逆膜结合受体拮抗剂.

相关文献及参考

  • Merck 14 ,3518
  • Reagent for peptide coupling. Reaction proceeds via the anhydride of the acid component: J. Am. Chem. Soc., 90, 823, 1651 (1968); Int. J. Pept. Prot. Res., 26, 493 (1985). See Appendix 6.
  • For activation of ɑ -hydroxy acids, see: Tetrahedron Lett, 40, 3435 (1999) . Also used for the mild esterification of alcohols, e.g. for introduction of the levulinate protecting group (see Levulinic acid, A10813): Tetrahedron Lett., 23, 2615 (1982). For a useful esterification technique applicable to primary, secondary and tertiary alcohols, see: J. Org. Chem., 60, 7072 (1995).
  • Merck:14,3518 Beilstein: 21,V,3,28

安全信息

Warnings IRRITANT
WGK Germany3
GHS Symbol
Hazard statements
  • H315 Causes skin irritation 会刺激皮肤
  • H302 Harmful if swallowed 吞食有害
Hazard Codes Xn Xi
RTECSVB2010000
Personal Protective Equipment dust mask type N95 (US), Eyeshields, Gloves
Signal word Warning
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。
  • P262 Do not get in eyes, on skin, or on clothing. 不要接触眼睛,皮肤或衣服。
  • P264 Wash hands thoroughly after handling. 处理后要彻底洗净双手。
  • 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。
  • P302+P352+P332+P313+P362+P364
  • P305+P351+P338
  • P305+P351+P338+P337+P313
  • P332+P313
  • 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
Safety Statements
  • S22 Do not breathe dust 不要吸入粉尘;
  • S24/25 Avoid contact with skin and eyes 避免皮肤和眼睛接触;
  • 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;
  • S36/37/39 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
  • 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
  • R36/37/38 Irritating to eyes, respiratory system and skin 对眼睛、呼吸系统和皮肤有刺激性
  • R38 Irritating to skin 刺激皮肤
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 {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} { {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} Store at room temperature
TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Intraperitoneal
SPECIES OBSERVED        : Rodent - mouse
DOSE/DURATION           : 32 mg/kg
TOXIC EFFECTS :
   Details of toxic effects not reported other than lethal dose value
REFERENCE :
   JMCMAR Journal of Medicinal Chemistry.  (American Chemical Soc.,
   Distribution Office Dept. 223, POB POB 57136, West End Stn., Washington, DC
   20037)  V.6-    1963-  Volume(issue)/page/year: 14,49,1971

其他信息

  • 不溶于水,溶于乙醇。

系列性分类