2-Hydroxyimidazole

HCID 22208

Notes Reactions

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Basic information

CAS: 5918-93-4
Standard SMILES: O=c1[nH]cc[nH]1
InChIKey: AICIYIDUYNFPRY-UHFFFAOYSA-N
Molecular formula: C3H4N2O
Average molar mass: 84.08 g/mol
Monoisotopic mass: 84.03236275

Overview

1,3-dihydro-2H-imidazol-2-one is an imidazolinone.

Names & identifiers

Preferred name: 2-Hydroxyimidazole
IUPAC: 1,3-dihydroimidazol-2-one
English name: 1,3-Dihydroimidazol-2-one
Molecular formula: C3H4N2O
Molecular weight: 84.08

Names & synonyms

1,3-Dihydroimidazol-2-one5918-93-42-Hydroxyimidazole4-Imidazolin-2-one1,3-Dihydro-2H-imidazol-2-oneShell SD-85912H-imidazol-2-one, 1,3-dihydro-ENT-27439NSC 111046SD 85912,3-dihydro-1H-imidazol-2-onehydroxy imidazole

Show more names

1H-imidazol-2(3H)-onesd8591FS005032NSC111046

BRN 0105774AI3-27439DTXSID40207910C658O375NLNSC-111046CHEBI:51022PRETOMANID METABOLITE M505-24-01-00299 (Beilstein Handbook Reference)

Database identifiers

CAS: 5918-93-4
PubChem CID: 22208
DTXSID: DTXSID40207910
ChEBI: CHEBI:51022
UNII: C658O375NL
EC Number: 852-506-3
Nikkaji: J9.589C

Properties

Computed structural properties

XLogP: -0.9
Topological polar surface area: 41.1 Å²
Hydrogen bond donors: 2
Hydrogen bond acceptors: 1
Rotatable bonds: 0
Heavy atoms: 6
Formal charge: 0
Complexity: 87

Experimental & physicochemical properties

SpringerMaterials PropertiesChemical shift

Physicochemical properties

Melting point: 240 · 240-243 °C
Density: 1.191 · 1.191±0.06 g/cm3(Predicted)
storage temp.: Sealed in dry,Room Temperature
form: solid
pka: 12.2 · 12.20±0.70(Predicted)
InChI: InChI=1S/C3H4N2O/c6-3-4-1-2-5-3/h1-2H,(H2,4,5,6)
InChIKey: AICIYIDUYNFPRY-UHFFFAOYSA-N
SMILES: C1(=O)NC=CN1
EWG's Food Scores: 1 · 1
FDA UNII: 658 O375NL · C658O375NL
UNSPSC Code: 12352200 · 12352200
NACRES: 21 · NA.21
Symbol(GHS): 5 · GHS05,GHS07,GHS08
Signal word: Danger
Hazard statements: 302 · H302-H314-H360D
Precautionary statements: 260 · P260-P280-P301+P312-P303+P361+P353-P304+P340+P310-P305+P351+P338
Hazard Codes: Xn
Risk Statements: 22 · 22
WGK Germany: 3 · WGK 3
HS Code: 2933299090 · 2933299090
Storage Class: 6.1 C · 6.1C - Combustible acute toxic Cat.3toxic compounds or compounds which causing chronic effects
Hazard Classifications: 4 OralEye · Acute Tox. 4 OralEye Dam. 1Repr. 1BSkin Corr. 1C

Safety & regulation

GHS classification

GHS Classification · 4 items

Danger

H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]

P203, P260, P261, P264, P264+P265, P270, P271, P280, P301+P317, P301+P330+P331, P302+P352, P302+P361+P354, P304+P340, P305+P351+P338, P305+P354+P338, P316, P317, P318, P319, P321, P330, P332+P317, P337+P317, P362+P364, P363, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 3 reports by companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Hazard Classes and CategoriesAcute Tox. 4 (100%)

Safety data

wgk: WGK 3
hs_code: 2933299090
risk_code: 22
Signal word: Danger
Symbol(GHS): GHS05,GHS07,GHS08
hazard_code: Xn
Storage Class: 6.1C - Combustible acute toxic Cat.3toxic compounds or compounds which causing chronic effects
Hazard statements: H302-H314-H360D
Hazard Classifications: Acute Tox. 4 OralEye Dam. 1Repr. 1BSkin Corr. 1C
Precautionary statements: P260-P280-P301+P312-P303+P361+P353-P304+P340+P310-P305+P351+P338

Chemistry & industry

Applications

Uses1,3-Dihydroimidazol-2-one is used as a reagent in the synthesis of a series of hydantoins (H675000), triazolones, and imidazolones as non-hydroxamate tumor necrosis factor-α converting enzyme (TACE) inhibitors.