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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
Pricing and availability is not currently available.

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
0000225897

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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
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
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.
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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Questions

1–2 of 2 Questions  

  1. How can I determine the shelf life / expiration / retest date of this product?

    1 answer

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer

    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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