Determine the necessary mass, volume, or concentration for preparing a solution.
Activity Type | Activity Value -log(M) | Mechanism of Action | Activity Reference | Publications (PubMed IDs) |
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SKU | Size | Availability | Price | Qty |
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E109326-5g | 5g | In stock | $9.90 | |
E109326-25g | 25g | In stock | $23.90 | |
E109326-100g | 100g | In stock | $85.90 | |
E109326-500g | 500g | Available within 4-8 weeks(?) Items will be manufactured post-order and can take 4-8 weeks. Thank you for your patience! | $384.90 |
Synonyms | 16357-59-8|EEDQ|2-Ethoxy-1-ethoxycarbonyl-1,2-dihydroquinoline|N-Ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline|ethyl 2-ethoxyquinoline-1(2H)-carboxylate|ethyl 2-ethoxy-2H-quinoline-1-carboxylate|1-Ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline|1(2H)-QUINOLIN |
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Specifications & Purity | ≥99% |
Storage Temp | Store at 2-8°C |
Shipped In | Wet ice |
Product Description | A irreversible membrane-bound receptor antagonist. |
Activity Type | Activity Value -log(M) | Mechanism of Action | Activity Reference | Publications (PubMed IDs) |
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Activity Type | Activity Value -log(M) | Mechanism of Action | Activity Reference | Publications (PubMed IDs) |
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Activity Type | Activity Value -log(M) | Mechanism of Action | Activity Reference | Publications (PubMed IDs) |
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Pubchem Sid | 488183059 |
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Pubchem Sid Url | https://pubchem.ncbi.nlm.nih.gov/substance/488183059 |
IUPAC Name | ethyl 2-ethoxy-2H-quinoline-1-carboxylate |
INCHI | InChI=1S/C14H17NO3/c1-3-17-13-10-9-11-7-5-6-8-12(11)15(13)14(16)18-4-2/h5-10,13H,3-4H2,1-2H3 |
InChi Key | GKQLYSROISKDLL-UHFFFAOYSA-N |
Canonical SMILES | CCOC1C=CC2=CC=CC=C2N1C(=O)OCC |
Isomeric SMILES | CCOC1C=CC2=CC=CC=C2N1C(=O)OCC |
WGK Germany | 3 |
RTECS | VB2010000 |
PubChem CID | 27833 |
Molecular Weight | 247.29 |
Beilstein | 533048 |
Reaxy-Rn | 533048 |
Enter Lot Number to search for COA:
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Lot Number | Certificate Type | Date | Item |
---|---|---|---|
F2421230 | Certificate of Analysis | Apr 01, 2024 | E109326 |
B2327626 | Certificate of Analysis | Nov 15, 2022 | E109326 |
B2327627 | Certificate of Analysis | Nov 15, 2022 | E109326 |
B2327630 | Certificate of Analysis | Nov 15, 2022 | E109326 |
B2327672 | Certificate of Analysis | Nov 15, 2022 | E109326 |
B2327673 | Certificate of Analysis | Nov 15, 2022 | E109326 |
H1813132 | Certificate of Analysis | Jun 17, 2022 | E109326 |
D2126187 | Certificate of Analysis | May 08, 2021 | E109326 |
D2126188 | Certificate of Analysis | May 08, 2021 | E109326 |
D2126189 | Certificate of Analysis | May 08, 2021 | E109326 |
Solubility | Soluble in 95% Ethanol (50 mg/ml). Insoluble in water. |
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Sensitivity | Heat sensitive; Moisture sensitive |
Boil Point(°C) | 125-128°C |
Melt Point(°C) | 62-67°C |
Pictogram(s) | GHS07 |
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Hazard Statements | H315:Causes skin irritation H302:Harmful if swallowed |
WGK Germany | 3 |
RTECS | VB2010000 |
Reaxy-Rn | 533048 |
Merck Index | 3518 |
1. H Gozlan,A M Laporte,S Thibault,L E Schechter,F Bolaños,M Hamon. (1994-03-01) Differential effects of N-ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline (EEDQ) on various 5-HT receptor binding sites in the rat brain.. Neuropharmacology, 33 ((3-4)): (423-431). [PMID:7984280] |
2. A Miralles,C Ribas,P V Escribá,J A García-Sevilla. (2001-01-05) Chronic clorgyline induces selective down-regulation of alpha2-adrenoceptor agonist binding sites in rat brain.. Pharmacology & toxicology, 87 ((6)): (269-275). [PMID:11140825] |
3. K Y Vinod,M N Subhash,B N Srinivas. (2001-08-02) Differential protection and recovery of 5-HT1A receptors from N-ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline (EEDQ) inactivation in regions of rat brain.. Neurochemical research, 26 ((2)): (113-120). [PMID:11478737] |
4. C Schmeer,F Obregón,M Urbina,L Lima. (2001-08-10) Further characterization of 5-HT1A receptors in the goldfish retina: role of cyclic AMP in the regulation of the in vitro outgrowth of retinal explants.. Neurochemical research, 26 ((3)): (213-223). [PMID:11495544] |
5. K M Hemsley,A D Crocker. (2001-09-15) Changes in muscle tone are regulated by D1 and D2 dopamine receptors in the ventral striatum and D1 receptors in the substantia nigra.. Neuropsychopharmacology : official publication of the American College of Neuropsychopharmacology, 25 ((4)): (514-526). [PMID:11557165] |
6. T Cocco,G Cutecchia,B Ludwig,M Korn,S Papa,M Lorusso. (2001-12-12) Carboxyl residues in the iron-sulfur protein are involved in the proton pumping activity of P. denitrificans bc(1) complex.. Biochemistry, 40 ((50)): (15396-15402). [PMID:11735423] |
7. Naoki Ichikawa,Kozue Nakabayashi,Tadao Hashimoto. (2002-10-03) A yeast mitochondrial ATPase inhibitor interacts with three proteins that are easy to dissociate from the mitochondrial inner membrane.. Journal of biochemistry, 132 ((4)): (649-654). [PMID:12359082] |
8. Eui-Nam Lee,Sun-Young Lee,Daekyun Lee,Jongsun Kim,Seung R Paik. (2003-02-27) Lipid interaction of alpha-synuclein during the metal-catalyzed oxidation in the presence of Cu2+ and H2O2.. Journal of neurochemistry, 84 ((5)): (1128-1142). [PMID:12603836] |
9. L Carbonell,M L Cuffí,J Forn. (2004-12-14) Effect of chronic lithium treatment on the turnover of alpha2-adrenoceptors after chemical inactivation in rats.. European neuropsychopharmacology : the journal of the European College of Neuropsychopharmacology, 14 ((6)): (497-502). [PMID:15589389] |
10. Benjamin Floran,Brenda Gonzalez,Leonor Florán,David Erlij,Jorge Aceves. (2005-09-03) Interactions between adenosine A(2a) and dopamine D2 receptors in the control of [(3)H]GABA release in the globus pallidus of the rat.. European journal of pharmacology, 520 ((1-3)): (43-50). [PMID:16137674] |
11. Toshiaki Miki,Masato Umeda,Yoshie Harada. (2007-01-20) Inhibition of reversed electron transfer and proton transport in the beef heart cytochrome bc1 complex by chemical modification.. Journal of biochemistry, 141 ((3)): (377-387). [PMID:17234684] |
12. Ramesh Kakarla,Guo Li,Samuel W Gerritz. (2007-07-20) Synthesis and applications of a novel polymer-supported EEDQ reagent.. Journal of combinatorial chemistry, 9 ((5)): (745-747). [PMID:17636942] |
13. John M Berrisford,Christopher J Thompson,Leonid A Sazanov. (2008-09-06) Chemical and NADH-induced, ROS-dependent, cross-linking between subunits of complex I from Escherichia coli and Thermus thermophilus.. Biochemistry, 47 ((39)): (10262-10270). [PMID:18771280] |
14. Sylvie Simon,Tim J Young,Sarah A Nickolls. (2009-05-19) The effect of assay formats on the estimation of melanocortin agonist affinity and efficacy using the operation model of agonism.. European journal of pharmacology, 615 ((1-3)): (33-39). [PMID:19446549] |
15. Xin Zhang,Guoguang Sun,Karsten Hinrichs,Silvia Janietz,Joerg Rappich. (2010-08-26) Infrared spectroscopic study of the amidation reaction of aminophenyl modified Au surfaces and p-nitrobenzoic acid as model system.. Physical chemistry chemical physics : PCCP, 12 ((39)): (12427-12429). [PMID:20737098] |
16. Sangeeta Ray Banerjee,Mrudula Pullambhatla,Hassan Shallal,Ala Lisok,Ronnie C Mease,Martin G Pomper. (2011-12-31) A modular strategy to prepare multivalent inhibitors of prostate-specific membrane antigen (PSMA).. Oncotarget, 2 ((12)): (1244-1253). [PMID:22207391] |
17. Sonia Torres-Sanchez,Cristina Alba-Delgado,Meritxell Llorca-Torralba,Juan A Mico,Esther Berrocoso. (2013-05-15) Effect of tapentadol on neurons in the locus coeruleus.. Neuropharmacology, 72 (250-258). [PMID:23664814] |
18. George Vaniotis,Irina Glazkova,Clémence Merlen,Carter Smith,Louis R Villeneuve,David Chatenet,Michel Therien,Alain Fournier,Artavazd Tadevosyan,Phan Trieu,Stanley Nattel,Terence E Hébert,Bruce G Allen. (2013-05-21) Regulation of cardiac nitric oxide signaling by nuclear β-adrenergic and endothelin receptors.. Journal of molecular and cellular cardiology, 62 (58-68). [PMID:23684854] |
19. M Julia García-Fuster,Jesús A García-Sevilla. (2014-10-07) Monoamine receptor agonists, acting preferentially at presynaptic autoreceptors and heteroreceptors, downregulate the cell fate adaptor FADD in rat brain cortex.. Neuropharmacology, 89 (204-214). [PMID:25286119] |
20. Pankaj Maharjan,Eva M Campi,Kirthi De Silva,Brad W Woonton,W Roy Jackson,Milton T W Hearn. (2016-02-26) Studies on the application of temperature-responsive ion exchange polymers with whey proteins.. Journal of chromatography. A, 1438 (113-122). [PMID:26905884] |
21. Mathias J Gerl,Verena Bittl,Susanne Kirchner,Timo Sachsenheimer,Hanna L Brunner,Christian Lüchtenborg,Cagakan Özbalci,Hannah Wiedemann,Sabine Wegehingel,Walter Nickel,Per Haberkant,Carsten Schultz,Marcus Krüger,Britta Brügger. (2016-04-23) Sphingosine-1-Phosphate Lyase Deficient Cells as a Tool to Study Protein Lipid Interactions.. PloS one, 11 ((4)): (e0153009-e0153009). [PMID:27100999] |
22. Toshiyasu Mikuma,Ryo Uchida,Mizuki Kajiya,Yuki Hiruta,Hideko Kanazawa. (2016-11-01) The use of a temperature-responsive column for the direct analysis of drugs in serum by two-dimensional heart-cutting liquid chromatography.. Analytical and bioanalytical chemistry, 409 ((4)): (1059-1065). [PMID:27796461] |
23. María Carmen Medrano,María Teresa Santamarta,Patricia Pablos,Zigor Aira,Itsaso Buesa,Jon Jatsu Azkue,Aitziber Mendiguren,Joseba Pineda. (2017-06-08) Characterization of functional μ opioid receptor turnover in rat locus coeruleus: an electrophysiological and immunocytochemical study.. British journal of pharmacology, 174 ((16)): (2758-2772). [PMID:28589556] |
24. Man Kyu Shim,Hong Yeol Yoon,Sangmin Lee,Mun Kyeong Jo,Jooho Park,Jong-Ho Kim,Seo Young Jeong,Ick Chan Kwon,Kwangmeyung Kim. (2017-12-02) Caspase-3/-7-Specific Metabolic Precursor for Bioorthogonal Tracking of Tumor Apoptosis.. Scientific reports, 7 ((1)): (16635-16635). [PMID:29192289] |
25. Seung Woo Chung,Young Seok Cho,Jeong Uk Choi,Ha Rin Kim,Tae Hyung Won,Sang Yoon Kim,Youngro Byun. (2018-11-18) Highly potent monomethyl auristatin E prodrug activated by caspase-3 for the chemoradiotherapy of triple-negative breast cancer.. Biomaterials, 192 (109-117). [PMID:30447398] |
26. J D Obayemi,A A Salifu,S C Eluu,V O Uzonwanne,S M Jusu,C C Nwazojie,C E Onyekanne,O Ojelabi,L Payne,C M Moore,J A King,W O Soboyejo. (2020-05-20) LHRH-Conjugated Drugs as Targeted Therapeutic Agents for the Specific Targeting and Localized Treatment of Triple Negative Breast Cancer.. Scientific reports, 10 ((1)): (8212-8212). [PMID:32427904] |
27. Michaël Bosco,Marjorie Damian,Vinay Chauhan,Mélanie Roche,Pierre Guillet,Jean-Alain Fehrentz,Françoise Bonneté,Ange Polidori,Jean-Louis Banères,Grégory Durand. (2020-06-09) Biotinylated non-ionic amphipols for GPCR ligands screening.. Methods (San Diego, Calif.), 180 (69-78). [PMID:32505829] |
28. Sinuo Tan, Eva M Campi, Reinhard I Boysen, Kei Saito, Milton T W Hearn,. (2020-07-28) Batch binding studies with thermo-responsive polymer grafted sepharose 6 fast flow sorbents under different temperature and protein loading conditions.. Journal of chromatography. A, ( 461298-461298 ). [PMID:32709341] |
29. S Kapur,S C Barsoum,P Seeman. (2000-10-12) Dopamine D(2) receptor blockade by haloperidol. (3)H-raclopride reveals much higher occupancy than EEDQ.. Neuropsychopharmacology : official publication of the American College of Neuropsychopharmacology, 23 ((5)): (595-598). [PMID:11027926] |
30. B Brügger,R Sandhoff,S Wegehingel,K Gorgas,J Malsam,J B Helms,W D Lehmann,W Nickel,F T Wieland. (2000-11-04) Evidence for segregation of sphingomyelin and cholesterol during formation of COPI-coated vesicles.. The Journal of cell biology, 151 ((3)): (507-518). [PMID:11062253] |
31. G D Stanwood,I Lucki,P McGonigle. (2000-11-18) Differential regulation of dopamine D2 and D3 receptors by chronic drug treatments.. The Journal of pharmacology and experimental therapeutics, 295 ((3)): (1232-1240). [PMID:11082460] |
32. C Ribas,A Miralles,X Busquets,J A García-Sevilla. (2001-03-27) Brain alpha(2)-adrenoceptors in monoamine-depleted rats: increased receptor density, G coupling proteins, receptor turnover and receptor mRNA.. British journal of pharmacology, 132 ((7)): (1467-1476). [PMID:11264240] |
33. D Mercier,P Falardeau,D Lévesque. (2001-06-05) Autoreceptor preference of dopamine D2 receptor agonists correlates with preferential coupling to cyclic AMP.. Neuroreport, 12 ((7)): (1473-1479). [PMID:11388433] |
34. Kim M Hemsley,Eleanor J Farrall,Ann D Crocker. (2002-01-05) Dopamine receptors in the subthalamic nucleus are involved in the regulation of muscle tone in the rat.. Neuroscience letters, 317 ((3)): (123-126). [PMID:11755255] |
35. M L Cuffí,R Artells,A Navarro,F Ciruela,L Carbonell. (2011-01-13) Regulation of α₂-adrenoceptor gene expression by chronic lithium treatment in rat brain.. Methods and findings in experimental and clinical pharmacology, 32 ((10)): (721-725). [PMID:21225007] |
36. Hsiao-Han Lin,Hsiang-Chi Lee,Xiao-Feng Li,Meng-Ju Tsai,Hung-Ju Hsiao,Jia-Guan Peng,Shih-Che Sue,Cheng-Feng Qin,Suh-Chin Wu. (2014-06-25) Dengue type four viruses with E-Glu345Lys adaptive mutation from MRC-5 cells induce low viremia but elicit potent neutralizing antibodies in rhesus monkeys.. PloS one, 9 ((6)): (e100130-e100130). [PMID:24959738] |
37. Hirohito Abo,Keisuke Soga,Atsuhiro Tanaka,Hiroaki Tateno,Jun Hirabayashi,Kazuo Yamamoto. (2015-12-30) Mutated Leguminous Lectin Containing a Heparin-Binding like Motif in a Carbohydrate-Binding Loop Specifically Binds to Heparin.. PloS one, 10 ((12)): (e0145834-e0145834). [PMID:26714191] |
38. Madalina Tudose,Daniela Cristina Culita,Adina Magdalena Musuc,Simona Somacescu,Cornel Ghica,Mariana Carmen Chifiriuc,Coralia Bleotu. (2017-06-21) Lipoic acid functionalized SiO. Materials science & engineering. C, Materials for biological applications, 79 (499-506). [PMID:28629046] |
39. Kohei Okubo,Koji Ikeda,Ayaka Oaku,Yuki Hiruta,Kenichi Nagase,Hideko Kanazawa. (2018-07-24) Protein purification using solid-phase extraction on temperature-responsive hydrogel-modified silica beads.. Journal of chromatography. A, 1568 (38-48). [PMID:30033167] |
40. Kenichi Nagase,Daimu Inanaga,Daiju Ichikawa,Aya Mizutani Akimoto,Yutaka Hattori,Hideko Kanazawa. (2019-03-16) Temperature-modulated cell-separation column using temperature-responsive cationic copolymer hydrogel-modified silica beads.. Colloids and surfaces. B, Biointerfaces, 178 (253-262). [PMID:30875584] |
41. Brenda G Werner,Julia Y Wu,Julie M Goddard. (2019-09-26) Antimicrobial and antifouling polymeric coating mitigates persistence of Pseudomonas aeruginosa biofilm.. Biofouling, 35 ((7)): (785-795). [PMID:31550928] |
42. Chunmei You,Chao Shan,Juanjuan Xin,Jing Li,Zhuo Ma,Yi Zhang,Xiaopeng Zeng,Xiwu Gao. (2020-05-23) Propoxur resistance associated with insensitivity of acetylcholinesterase (AChE) in the housefly, Musca domestica (Diptera: Muscidae).. Scientific reports, 10 ((1)): (8400-8400). [PMID:32439946] |
43. Maekawa, et al.. (2021) Simultaneous analysis of multiple oligonucleotides by temperature-responsive chromatography using a poly(N-isopropylacrylamide)-based stationary phase.. Analytical and Bioanalytical Chemistry, 412 (5341-5351). [PMID:32529301] |
44. Bastian Becker,Simon Englert,Hendrik Schneider,Desislava Yanakieva,Sarah Hofmann,Carolin Dombrowsky,Arturo Macarrón Palacios,Sebastian Bitsch,Adrian Elter,Tobias Meckel,Benedikt Kugler,Anastasyia Schirmacher,Olga Avrutina,Ulf Diederichsen,Harald Kolmar. (2021-01-19) Multivalent dextran hybrids for efficient cytosolic delivery of biomolecular cargoes.. Journal of peptide science : an official publication of the European Peptide Society, 27 ((4)): (e3298-e3298). [PMID:33458922] |