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Ethyl-N-(2-ethoxy-1,2-dihydrochinolin)carboxylat

2-Ethoxy-1-(ethoxycarbonyl)-1,2-dihydroquinoline

HCID 27833
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Grundinformationen

CAS
16357-59-8
Standard-SMILES
CCOC(=O)N1c2ccccc2C=CC1OCC
InChIKey
GKQLYSROISKDLL-UHFFFAOYSA-N
Summenformel
C14H17NO3
Durchschnittliche Molmasse
247,29 g/mol
Monoisotopische Masse
247,1208434

Überblick

peptide coupling reagent

Namen und Bezeichner

Bevorzugter Name
2-Ethoxy-1-(ethoxycarbonyl)-1,2-dihydroquinoline
IUPAC
ethyl 2-ethoxy-2H-quinoline-1-carboxylate
Lokaler Name
Ethyl-N-(2-ethoxy-1,2-dihydrochinolin)carboxylat
Englischer Name
N-Ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline
Summenformel
C14H17NO3
Molmasse
247.29

Namen und Synonyme

16357-59-8EEDQ1(2H)-QUINOLINECARBOXYLIC ACID, 2-ETHOXY-, ETHYL ESTER2-Ethoxy-1(2H)-quinolinecarboxylic acid, ethyl esterN-carbethoxy-2-ethoxy-1,2-dihydroquinolineDTXSID5087196960O971AN192-ethoxy-1-(ethoxycarbonyl)-1,2-dihydroquinolineRefChem:471395DTXCID408195772-Ethoxy-1-ethoxycarbonyl-1,2-dihydroquinolineN-Ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline
Weitere Namen anzeigen
ETHYL 1,2-DIHYDRO-2-ETHOXY-1-QUINOLINECARBOXYLATEETHYL 2-ETHOXY-1,2-DIHYDRO-1-QUINOLINECARBOXYLATE2-Ethoxy-2H-quinoline-1-carboxylic acid ethyl esterEEDQ extrapure
ethyl 2-ethoxyquinoline-1(2H)-carboxylateethyl 2-ethoxy-2H-quinoline-1-carboxylateethyl 2-ethoxy-1,2-dihydroquinoline-1-carboxylate1-Ethoxycarbonyl-2-ethoxy-1,2-dihydroquinolineMFCD00006703MLS000069601BC 681NSC 147831

Eigenschaften

Berechnete Struktureigenschaften

XLogP
2,8
Polarare Oberfläche (TPSA)
38,8 Ų
H-Brücken-Donoren
0
H-Brücken-Akzeptoren
3
Frei drehbare Bindungen
4
Schwere Atome
18
Formalladung
0
Komplexität
316

Experimentelle und physikochemische Eigenschaften

Chemical ClassesOther Uses -> Biochemical Research
Solubility8 [ug/mL] (The mean of the results at pH 7.4)
Endocrine DisruptorsPotential endocrine disrupting compound
Physical DescriptionOff-white powder; [Alfa Aesar MSDS]

Physikochemische Eigenschaften

Schmelzpunkt
62 · 62-67 °C(lit.)
Siedepunkt
125 · 125-128 °C (0.1 mmHg)
Dichte
1.1173 · 1.1173 (rough estimate)
Brechungsindex
1.53 · 1.5300 (estimate)
Flammpunkt
125 · 125-128°C/0.1mm
storage temp.
2 · 2-8°C
Löslichkeit
Chlorofrom (Slightly), Ethyl Acetate (Slightly), Methanol (Slightly)
pka
-1.27 · -1.27±0.40(Predicted)

Sicherheit und Regulatorisches

Sicherheitsangaben dienen nur zur Orientierung und ersetzen weder das Sicherheitsdatenblatt (SDB) des Lieferanten noch geltende Vorschriften oder eine fachliche Bewertung.

GHS-Klassifizierung

GHS Classification · 5 Einträge

This chemical does not meet GHS hazard criteria for 1.1% (1 of 87) of reports.

Warning

H302 (90.8%): Harmful if swallowed [Warning Acute toxicity, oral]

P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 87 reports by companies from 10 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Gefahrenhinweise

Regulatory Information1(2H)-Quinolinecarboxylic acid, 2-ethoxy-, ethyl ester: Does not have an individual approval but may be used under an appropriate group standard
Hazards SummaryCauses other degenerative changes to brain and effects on proteins in acute intraperitoneal studies of rats; Intraperitoneal LD50 (mouse) = 32 mg/kg; [RTECS] A skin and strong eye irritant; [Alfa Aesar MSDS]
Hazard Classes and CategoriesAcute Tox. 4 (90.8%)

Sicherheitsdaten

F
9-21
wgk
3
tsca
TSCA listed
hs_code
29334990
RTECS-Nr.
VB2010000
risk_code
38-36/37/38-20/21/22
Toxizität
mouse,LD50,intraperitoneal,32mg/kg (32mg/kg),Journal of Medicinal Chemistry. Vol. 14, Pg. 49, 1971.

Chemie und Industrie

Pharmakologische Informationen

MeSH Pharmacological Classification · 4 Einträge

Drugs that bind to but do not activate alpha-adrenergic receptors thereby blocking the actions of endogenous or exogenous adrenergic agonists. Adrenergic alpha-antagonists are used in the treatment of hypertension, vasospasm, peripheral vascular disease, shock, and pheochromocytoma.

Highly reactive chemicals that introduce alkyl radicals into biologically active molecules and thereby prevent their proper functioning. Many are used as antineoplastic agents, but most are very toxic, with carcinogenic, mutagenic, teratogenic, and immunosuppressant actions. They have also been used as components in poison gases.

Drugs that bind to but do not activate serotonin receptors, thereby blocking the actions of serotonin or SEROTONIN RECEPTOR AGONISTS.

Drugs that bind to but do not activate DOPAMINE RECEPTORS, thereby blocking the actions of dopamine or exogenous agonists. Many drugs used in the treatment of psychotic disorders (ANTIPSYCHOTIC AGENTS) are dopamine antagonists, although their therapeutic effects may be due to long-term adjustments of the brain rather than to the acute effects of blocking dopamine receptors. Dopamine antagonists have been used for several other clinical purposes including as ANTIEMETICS, in the treatment of Tourette syndrome, and for hiccup. Dopamine receptor blockade is associated with NEUROLEPTIC MALIGNANT SYNDROME.

Verwendung und Herstellung

UsesUsed as a coupling agent in peptide synthesis; [Merck Index]
General Manufacturing Information1(2H)-Quinolinecarboxylic acid, 2-ethoxy-, ethyl ester: ACTIVE

Anwendungen

VerwendenPeptide condensing agent with little or no racemization. Amidation coupling reagent.

Vor- und nachgelagerte Produkte

Vorgelagerte Rohstoffe

Zugehörige Reaktionen

776
Reaktionsaufzeichnung erstellen
Reaktionsgleichung von HRID 79561
HRID 79561als Eduktuspto-grants-2014_09
Reaktionsgleichung von HRID 79577
HRID 79577als Eduktuspto-grants-2014_09
Reaktionsgleichung von HRID 97083
HRID 97083als EduktTraining data from https://doi.org/10.1039/C8SC04228D (2/10)
Reaktionsgleichung von HRID 97945
HRID 97945als EduktTraining data from https://doi.org/10.1039/C8SC04228D (2/10)
Reaktionsgleichung von HRID 103237
HRID 103237als EduktTraining data from https://doi.org/10.1039/C8SC04228D (2/10)
Reaktionsgleichung von HRID 110055
HRID 110055als EduktTraining data from https://doi.org/10.1039/C8SC04228D (2/10)
Reaktionsgleichung von HRID 116812
HRID 116812als EduktTraining data from https://doi.org/10.1039/C8SC04228D (2/10)
Reaktionsgleichung von HRID 128513
HRID 128513als Eduktuspto-grants-1995_11
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Datenbank-Bezeichner

CAS
16357-59-8
PubChem CID
27833
DTXSID
DTXSID50871969
ChEMBL
CHEMBL1527785
UNII
60O971AN19
EC Number
240-418-2
Nikkaji
J14.768K
Aggregatzustand
Crystalline Powder
Farbe
White to beige
Wasserlöslichkeit
insoluble
Merck
14 · 14,3518
BRN
533048 · 533048
Major Application
peptide synthesis
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
InChIKey
GKQLYSROISKDLL-UHFFFAOYSA-N
SMILES
CCOC1C=Cc2ccccc2N1C(=O)OCC
CAS Datenbank
16357 · 16357-59-8(CAS DataBase Reference)
EPA chemische Informationen
1 · 1(2H)-Quinolinecarboxylic acid, 2-ethoxy-, ethyl ester (16357-59-8)
hazard_code
Xi,Xn
safety_code
22-24/25-36/37/39-26-36
Speicherklasse
11 - Combustible Solids
ChinolinN,N-DimethylformamidKaliumhydroxidEthyl-chlorformiatDiethylether-BortrifluoridDiethyletherDichlormethanMagnesiumsulfat