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
Show more names
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
- Formal charge
- 0
- Complexity
- 316
Experimental & physicochemical properties
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
- solubility
- Chlorofrom (Slightly), Ethyl Acetate (Slightly), Methanol (Slightly)
- pka
- -1.27 · -1.27±0.40(Predicted)
- form
- Crystalline Powder
- color
- White to beige
- Water Solubility
- insoluble
- Sensitive
- Moisture Sensitive
- 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 DataBase Reference
- 16357 · 16357-59-8(CAS DataBase Reference)
- EWG's Food Scores
- 1 · 1
- FDA UNII
- 60 O971AN19 · 60O971AN19
- EPA Substance Registry System
- 1 · 1(2H)-Quinolinecarboxylic acid, 2-ethoxy-, ethyl ester (16357-59-8)
- UNSPSC Code
- 12352005 · 12352005
- NACRES
- 22 · NA.22
- Symbol(GHS)
- 7 · GHS07
- Signal word
- Warning
- Hazard statements
- 302 · H302-H315-H319-H335
- Precautionary statements
- 264 · P264-P280-P302+P352+P332+P313+P362+P364-P305+P351+P338+P337+P313-P261-P280a-P304+P340-P305+P351+P338-P405-P501a
- PPE
- 95 · dust mask type N95 (US), Eyeshields, Gloves
- Hazard Codes
- Xi,Xn
- Risk Statements
- 38 · 38-36/37/38-20/21/22
- Safety Statements
- 22 · 22-24/25-36/37/39-26-36
- WGK Germany
- 3 · 3
- RTECS
- 2010000 · VB2010000
- F
- 9 · 9-21
- TSCA
- TSCA listed
- HS Code
- 29334990 · 29334990
- Storage Class
- 11 · 11 - Combustible Solids
- Toxicity
- 50 · mouse,LD50,intraperitoneal,32mg/kg (32mg/kg),Journal of Medicinal Chemistry. Vol. 14, Pg. 49, 1971.
Safety & regulation
GHS classification
GHS Classification
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
Safety data
- F
- 9-21
- PPE
- dust mask type N95 (US), Eyeshields, Gloves
- wgk
- 3
- tsca
- TSCA listed
- rtecs
- VB2010000
- hs_code
- 29334990
- Toxicity
- mouse,LD50,intraperitoneal,32mg/kg (32mg/kg),Journal of Medicinal Chemistry. Vol. 14, Pg. 49, 1971.
- risk_code
- 38-36/37/38-20/21/22
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- hazard_code
- Xi,Xn
- safety_code
- 22-24/25-36/37/39-26-36
- Storage Class
- 11 - Combustible Solids
- Hazard statements
- H302-H315-H319-H335
- Precautionary statements
- P264-P280-P302+P352+P332+P313+P362+P364-P305+P351+P338+P337+P313-P261-P280a-P304+P340-P305+P351+P338-P405-P501a
Chemistry & industry
Pharmacology
MeSH Pharmacological Classification
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
Applications
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.
Upstream & downstream products
Upstream raw materials
Suppliers50 total
Related reactions
Linked notes
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