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

HCID 27833CAS 16357-59-8

Basic information

Standard SMILES
CCOC(=O)N1c2ccccc2C=CC1OCC
InChIKey
GKQLYSROISKDLL-UHFFFAOYSA-N
Molecular formula
C14H17NO3
Average molar mass
247.29 g/mol
Monoisotopic mass
247.1208434

Overview

peptide coupling reagent

Names & identifiers

Preferred name
2-Ethoxy-1-(ethoxycarbonyl)-1,2-dihydroquinoline
IUPAC
ethyl 2-ethoxy-2H-quinoline-1-carboxylate
English name
N-Ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline
Molecular formula
C14H17NO3
Molecular weight
247.29

Names & synonyms

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
Show more names
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

Database identifiers

CAS
16357-59-8
PubChem CID
27833
DTXSID
DTXSID50871969
ChEMBL
CHEMBL1527785
UNII
60O971AN19
EC Number
240-418-2
Nikkaji
J14.768K

Properties

Computed structural properties

XLogP
2.8
Topological polar surface area
38.8 Ų
Hydrogen bond donors
0
Hydrogen bond acceptors
3
Rotatable bonds
4
Heavy atoms
18

Experimental & physicochemical properties

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]

Physicochemical properties

Melting point
62 · 62-67 °C(lit.)
Boiling point
125 · 125-128 °C (0.1 mmHg)
Density
1.1173 · 1.1173 (rough estimate)
refractive index
1.53 · 1.5300 (estimate)
Flash point
125 · 125-128°C/0.1mm
storage temp.
2 · 2-8°C

Safety & regulation

GHS classification

GHS Classification · 5 items

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.

Hazard information

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%)

Safety data

F
9-21
PPE
dust mask type N95 (US), Eyeshields, Gloves
wgk
3
tsca
TSCA listed
rtecs
VB2010000
hs_code
29334990

Chemistry & industry

Pharmacology

MeSH Pharmacological Classification · 4 items

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.

Uses & manufacturing

UsesUsed as a coupling agent in peptide synthesis; [Merck Index]
General Manufacturing Information1(2H)-Quinolinecarboxylic acid, 2-ethoxy-, ethyl ester: ACTIVE
Applications · 3 items

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

Uses2-Ethoxy-1-ethoxycarbonyl-1,2-dihydroquinoline is an irreversible membrane-bound receptor antagonist. It is used in synthetic chemistry, discovery, process R&D. It also acts as coupling reagents.

UsesIn the synthesis of peptides.

Suppliers50 total

国药集团化学试剂有限公司86-21-63210123 · [email protected]
北京华美互利生物化工010-56205725 · [email protected]
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
衢州润东化工有限公司0570-8789886 18892685668 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]

Related reactions

776 records

Linked notes

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