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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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Nicholas J Hunt et al.
Neurobiology of aging, 36(1), 292-300 (2014-09-13)
Animal studies have shown that decreased orexin expression changes sleep regulation with normal aging. This study examined orexin A and B expression in the tuberal hypothalamus in infants (0-1 year; n = 8), children (4-10 years; n = 7), young
Martha Cecilia Téllez-Bañuelos et al.
Journal of immunotoxicology, 13(6), 842-849 (2016-08-06)
Endosulfan (ENDO) is a widely used organochlorine (OC) pesticide and persistent organo-pollutant. Epidemiological studies have shown that high levels of OC exposure were related to colorectal cancer (CRC) incidence. The objectives of the present study were to evaluate histological changes
Alideertu Dong et al.
ACS applied materials & interfaces, 3(11), 4228-4235 (2011-10-20)
Magnetic/antibacterial bifunctional nanoparticles were fabricated through the immobilization of antibacterial N-halamine on silica-coated Fe(3)O(4)-decorated poly(styrene-co-acrylate acid) (PSA) nanoparticles. The samples were characterized by scanning electron microscopy (SEM), transmission electron microscopy (TEM), X-ray photoelectron spectra (XPS), X-ray diffraction (XRD), energy-dispersive X-ray
Rong Li et al.
Carbohydrate polymers, 92(1), 534-539 (2012-12-12)
The inherent antimicrobial properties and biodegradability of chitosan make it an ideal candidate for antimicrobial materials. In this study, N-halamine precursor 3-glycidyl-5,5-dimethylhydantoin (GH) was synthesized and bonded onto chitosan by a ring opening reaction between chitosan and GH. The chitosan
Umit Makal et al.
Langmuir : the ACS journal of surfaces and colloids, 23(1), 209-216 (2006-12-28)
A series of polyurethanes with novel copolymer soft blocks display a new surface phenomenon, contraphilic wetting, in which the dry surface is hydrophilic and the wetted surface is hydrophobic. A precursor polymer was prepared with copolymer soft blocks containing semifluorinated
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