1-Methylhydantoin (HCID 69217)

Overview

N-methylhydantoin is a imidazolidine-2,4-dione that is the N-methyl-derivative of hydantoin. It has a role as a bacterial metabolite. It is functionally related to a hydantoin.

Names & identifiers

Preferred name: 1-Methylhydantoin
IUPAC: 1-methylimidazolidine-2,4-dione
English name: 1-Methylhydantoin
Molecular formula: C4H6N2O2
Molecular weight: 114.1

Names & synonyms

1-Methylhydantoin616-04-61-methylimidazolidine-2,4-dioneN-MethylhydantoinDioxy-creatinineHydantoin, 1-methyl-N-Methylimidazolidine-2,4-dione2,4-Imidazolidinedione, 1-methyl-1-Methyldiazolidine-2,4-dioneNSC-80560DTXSID902105950546H9UR1R

Show more names

NSC 805609-Diaza-11-Methylhydantoine1-Methylhydantoin>

CHEBI:16354RefChem:76393DTXCID20133086210-460-61-methyl-hydantoinmethylhydantoinMFCD00003187methylhydantoine

Database identifiers

CAS: 616-04-6
PubChem CID: 69217
DTXSID: DTXSID90210595
ChEMBL: CHEMBL4758352
ChEBI: CHEBI:16354
UNII: 0546H9UR1R
EC Number: 210-460-6
Nikkaji: J100.995H

Properties

Computed structural properties

XLogP: -0.9
Topological polar surface area: 49.4 Å²
Hydrogen bond donors: 1
Hydrogen bond acceptors: 2
Rotatable bonds: 0
Heavy atoms: 8
Formal charge: 0
Complexity: 143

Experimental & physicochemical properties

LogP-1.148

Physical DescriptionSolid

Physicochemical properties

Melting point: 156 · 156-157 °C(lit.)
Boiling point: 213.59 °C · 213.59°C (rough estimate)
Density: 1.284 · 1.284
refractive index: 1.4487 · 1.4487 (estimate)
storage temp.: Sealed in dry,Room Temperature
solubility: DMSO (Slightly), Methanol (Slightly)
pka: 8.94 · 8.94±0.10(Predicted)
form: Solid
color: White to Off-White
Water Solubility: Soluble in methanol. (almost transparency). Insoluble in water.
InChI: 1S/C4H6N2O2/c1-6-2-3(7)5-4(6)8/h2H2,1H3,(H,5,7,8)
InChIKey: RHYBFKMFHLPQPH-UHFFFAOYSA-N
SMILES: CN1CC(=O)NC1=O
CAS DataBase Reference: 616 · 616-04-6(CAS DataBase Reference)
FDA UNII: 546 H9UR1R · 0546H9UR1R
UNSPSC Code: 12352100 · 12352100
NACRES: 22 · NA.22
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 302 · H302-H315-H319-H335
Precautionary statements: 261 · P261-P301+P312-P302+P352-P304+P340-P305+P351+P338
PPE: 95 · Eyeshields, Gloves, type N95 (US)
Hazard Codes: Xi
Safety Statements: 24 · 24/25
WGK Germany: 3 · 3
Hazard Note: Irritant
HS Code: 29332100 · 29332100
Storage Class: 11 · 11 - Combustible Solids

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 30 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 CategoriesSkin Irrit. 2 (100%)

Safety data

PPE: Eyeshields, Gloves, type N95 (US)
wgk: 3
hs_code: 29332100
Signal word: Warning
Symbol(GHS): GHS07
hazard_code: Xi
hazard_note: Irritant
safety_code: 24/25
Storage Class: 11 - Combustible Solids
Hazard statements: H302-H315-H319-H335
Precautionary statements: P261-P301+P312-P302+P352-P304+P340-P305+P351+P338

Chemistry & industry

Applications · 1 item

UsesReactant for organocatalytic tandem three component reactions of aldehyde, alkyl vinyl ketone, and amideReactant for synthesis of:Selective angiotensin II AT2 receptor agonists with reduced CYP 450 inhibitionAllosteric glucokinase activatorsHydantoin derivatives with antiproliferative activityThiohydantoinsP2X7 receptor antagonists