ethyl 1H-imidazole-2-carboxylate

HCID 549404

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Basic information

CAS: 33543-78-1
Standard SMILES: CCOC(=O)c1ncc[nH]1
InChIKey: UHYNYIGCGVDBTC-UHFFFAOYSA-N
Molecular formula: C6H8N2O2
Average molar mass: 140.14 g/mol
Monoisotopic mass: 140.0585775

Names & identifiers

Preferred name: ethyl 1H-imidazole-2-carboxylate
IUPAC: ethyl 1H-imidazole-2-carboxylate
English name: Ethyl imidazole-2-carboxylate
Molecular formula: C6H8N2O2
Molecular weight: 140.14

Names & synonyms

33543-78-1Ethyl 1H-imidazole-2-carboxylateDTXSID20338498RefChem:593385DTXCID30289583681-997-5Ethyl imidazole-2-carboxylateMFCD034260312-CarboethoxyimidazoleEthyl1H-imidazole-2-carboxylate1H-imidazole-2-carboxylic acid ethyl esterethoxyformyl imidazole

Show more names

RARECHEM AL BI 0666Ethyl imidazole-2-formateEthyl imidaxole-2-carbolylateEthyl2-Imidazolecarboxylate>2-(Ethoxycarbonyl)-1H-imidazoleEthyl 1H-imidazol-2-carboxylate

ETHYL 2-IMIDAZOLECARBOXYLATEImidazole, 2-ethoxycarbonyl-CS-D11762-Imidazolecarboxylic Acid Ethyl EsterAB14751PS-4684EN300-982661H-Imidazole-2-carboxylic acid, ethyl ester

Database identifiers

CAS: 33543-78-1
PubChem CID: 549404
DTXSID: DTXSID20338498
ChEMBL: CHEMBL4554157
EC Number: 681-997-5
Nikkaji: J652.494J

Properties

Computed structural properties

XLogP: 0.6
Topological polar surface area: 55 Å²
Hydrogen bond donors: 1
Hydrogen bond acceptors: 3
Rotatable bonds: 3
Heavy atoms: 10
Formal charge: 0
Complexity: 127

Physicochemical properties

Melting point: 176 · 176-178°C
Boiling point: 48 · 48-51°C 0,3mm
Density: 1.214 · 1.214±0.06 g/cm3(Predicted)
Flash point: 48 · 48-51°C/0.3mm
storage temp.: Inert atmosphere,Room Temperature
solubility: DMSO (Slightly), Methanol (Slightly)
form: Solid
pka: 11.38 · 11.38±0.10(Predicted)
color: Off-White to Pale Beige
BRN: 115685 · 115685
InChI: InChI=1S/C6H8N2O2/c1-2-10-6(9)5-7-3-4-8-5/h3-4H,2H2,1H3,(H,7,8)
InChIKey: UHYNYIGCGVDBTC-UHFFFAOYSA-N
SMILES: C1(C(OCC)=O)NC=CN=1
CAS DataBase Reference: 33543 · 33543-78-1(CAS DataBase Reference)
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 315 · H315-H319-H335
Precautionary statements: 261 · P261-P280a-P304+P340-P305+P351+P338-P405-P501a-P264-P280-P302+P352+P332+P313+P362+P364-P305+P351+P338+P337+P313
Hazard Codes: Xi
Risk Statements: 36 · 36/37/38
Safety Statements: 26 · 26-36-37
Hazard Note: Irritant
HS Code: 29332900 · 29332900

Safety & regulation

GHS classification

GHS Classification · 4 items

Warning

H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]

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

Aggregated GHS information provided per 9 reports by companies from 6 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Hazard Classes and CategoriesSkin Irrit. 2 (100%)

Safety data

hs_code: 29332900
risk_code: 36/37/38
Signal word: Warning
Symbol(GHS): GHS07
hazard_code: Xi
hazard_note: Irritant
safety_code: 26-36-37
Hazard statements: H315-H319-H335
Precautionary statements: P261-P280a-P304+P340-P305+P351+P338-P405-P501a-P264-P280-P302+P352+P332+P313+P362+P364-P305+P351+P338+P337+P313

Chemistry & industry

Applications · 1 item

UsesEthyl Imidazole-2-carboxylate is an intermediate used to synthesize tricyclic quinoxalinone inhibitors of poly(ADP-ribose)polymerase-1 (PARP-1). It is also used to prepare imidazoindenopyrazinone carboxylic acid derivatives as AMPA antagonists with anticonvulsant activities.