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D161403

Sigma-Aldrich

5,5-Dimethylhydantoin

97%

Synonym(s):

Fennosurf 300, 4,4-Dimethyl-2,5-dioxoimidazolidine, DMH

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About This Item

Empirical Formula (Hill Notation):
C5H8N2O2
CAS Number:
77-71-4
Molecular Weight:
128.13
Beilstein:
2827
EC Number:
201-051-3
MDL number:
MFCD00005266
UNSPSC Code:
12352100
PubChem Substance ID:
24893496
NACRES:
NA.22

Quality Level

200

Assay

97%

form

crystals

mp

174-177 °C (lit.)

SMILES string

CC1(C)NC(=O)NC1=O

InChI

1S/C5H8N2O2/c1-5(2)3(8)6-4(9)7-5/h1-2H3,(H2,6,7,8,9)

InChI key

YIROYDNZEPTFOL-UHFFFAOYSA-N

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Application

Reactant for synthesis of:
  • N-chloroheterocyclic antimicrobials
  • β-Amino alcohols as inhibitors of antitubercular target N-acetyltransferase
  • Second-generation selective inhibitors of hepatitis C virus NS3 serine protease
  • Rechargeable biocidal cellulose
  • N-chlorohydantoins

Reactant for asymmetric chlorolactonization reactions

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
WXBF4348V
WXBF2665V
WXBF3833V
WXBF2965V
WXBF2148V

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Ana S Moreira et al.
Virulence, 8(6), 782-796 (2016-09-23)
During long-term lung infection in cystic fibrosis (CF) patients, Burkholderia cenocepacia faces multiple selective pressures in this highly stressful and fluctuating environment. As a consequence, the initial infecting strain undergoes genetic changes that result in the diversification of genotypes and
Joseph Jacob et al.
BMC medicine, 14(1), 190-190 (2016-11-24)
To evaluate computer-based computer tomography (CT) analysis (CALIPER) against visual CT scoring and pulmonary function tests (PFTs) when predicting mortality in patients with connective tissue disease-related interstitial lung disease (CTD-ILD). To identify outcome differences between distinct CTD-ILD groups derived following
Kate Wolitzky-Taylor et al.
Community mental health journal, 55(1), 83-99 (2018-03-07)
CBT is considered the first-line treatment for anxiety disorders, particularly when it involves gradual confrontation with feared stimuli (i.e., exposure); however, delivery of CBT for anxiety disorders in real-world community clinics is lacking. This study utilized surveys we developed with
A C de Groot et al.
Contact dermatitis, 18(4), 197-201 (1988-04-01)
The relationship between contact allergy to formaldehyde and positive patch test reactions to DMDM hydantoin was investigated. 35 formaldehyde-allergic patients were patch tested with serial dilutions of formaldehyde (0.1%-0.3%-1.0% aq.) and DM hydantoin (the non-formaldehyde-containing parent compound of DMDM hydantoin).
Umit Makal et al.
Biomaterials, 27(8), 1316-1326 (2005-09-27)
Polyurethanes (PUs) with soft blocks containing semifluorinated (-CH2OCH2CF3) and 5,5-dimethylhydantoin pendant groups were prepared and employed (2 wt%) as biocidal polymeric surface modifiers (PSMs) for a conventional PU coating comprised of an isophorone diisocyanate/1,4-butanediol-derived hard block (50%) and poly(tetramethylene oxide)
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