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 EEDQ {LY} EEDQ {} {LY} EEDQ {} {} {LY} EEDQ {} {} {} {LY} EEDQ {} {} {} {} {LY} EEDQ {} {} {} {} {} {LY} EEDQ {} {} {} {} {} {} {LY} EEDQ {} {} {} {} {} {} {} {LY} EEDQ {} {} {} {} {} {} {} {} {LY} EEDQ {} {} {} {} {} {} {} {} {} {LY} EEDQ {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} EEDQ {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} EEDQ {} {} {} {} {} {} {} {} {} {} {} {} {LY} EEDQ {} {} {} {} {} {} {} {} {} {} {} {} {} { {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} EEDQ {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} EEDQ {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} EEDQ {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} { {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} EEDQ {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} { {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} EEDQ
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 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 {} {} {} {} {} {} {} {} {} {} {} {} 
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

  1. Chemical Synthesis 化学合成
  2. Building Blocks 合成砌块
  3. Heterocyclic Building Blocks 杂环合成砌块
  4. Isoquinolines 异喹啉
  1. Chemical Synthesis 化学合成
  2. Building Blocks 合成砌块
  3. Heterocyclic Building Blocks 杂环合成砌块
  4. Quinaldines 奎纳丁
  1. Chemical Synthesis 化学合成
  2. Building Blocks 合成砌块
  3. Heterocyclic Building Blocks 杂环合成砌块
  4. Quinolines 喹啉
  1. Chemical Synthesis 化学合成
  2. Synthetic Reagents 合成试剂
  3. Coupling - Synthetic Reagents
  4. Carbonyldiimidazole Derivatives - Coupling
  1. Chemical Synthesis 化学合成
  2. Synthetic Reagents 合成试剂
  3. Coupling - Synthetic Reagents
  4. Others - Coupling
  1. Chemical Synthesis 化学合成
  2. Chemical Biology 生物化学
  3. Peptide Chemistry 多肽化学
  4. Peptide Coupling - Peptide Chemistry
  5. Others - Peptide Coupling
  1. Chemical Synthesis 化学合成
  2. Synthetic Reagents 合成试剂
  3. Condensation & Active Esterification
  1. Functional Group 官能团索引
  2. hemiaminal
  1. Life Science 生命科学
  2. Biochemistry / Glyco-Chemistry
  3. Peptide Synthesis