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545953

Sigma-Aldrich

1-Aminohydantoin hydrochloride

98%

Synonym(s):

1-Amino-2,4-imidazolidinedione hydrochloride

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About This Item

Empirical Formula (Hill Notation):
C3H5N3O2 · HCl
CAS Number:
Molecular Weight:
151.55
Beilstein:
3699376
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

98%

mp

201-205 °C (lit.)

SMILES string

Cl[H].NN1CC(=O)NC1=O

InChI

1S/C3H5N3O2.ClH/c4-6-1-2(7)5-3(6)8;/h1,4H2,(H,5,7,8);1H

InChI key

WEOHANUVLKERQI-UHFFFAOYSA-N

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Application

1-Aminohydantoin hydrochloride may be used as one of the reactants in the synthesis of (E)-1-(2-hydroxybenzylideneamino)imidazolidine-2,4-dione, dantrolene and dantrolene sodium.

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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Hydantoin

Synthesis of 1-Aminohydantoin Hydrochloride-(2-~(13) C,~(15) N_3) as Double Labeling Compound
Xu JF, et al.
Chemical World, 10, 015-015 (2012)
Crystal structure of (E)-1-(2-hydroxybenzylideneamino) imidazolidine-2, 4-dione, C10H9N3O3.
Hu, Lei, et al.
Zeitschrift fur Kristallographie, 230(2), 111-112 (2015)
Johann Leban et al.
Bioorganic & medicinal chemistry, 16(8), 4579-4588 (2008-03-04)
Peptide-semicarbazones derived from Z-Trp-Trp-Phe-aldehyde inhibit the chymotryptic activity of the human proteasome at nanomolar concentrations, but are less active in a NFkappaB reporter gene assay. Cyclic semicarbazones, in contrast, combine a strong inhibitory effect on the enzyme with an inhibition
R L White et al.
Journal of medicinal chemistry, 30(2), 263-266 (1987-02-01)
A series of 1-[[[5-(substituted phenyl)-2-oxazolyl]methylene]amino]- 2,4-imidazolidinediones (6a-t) was synthesized, and the compounds were evaluated for direct skeletal muscle inhibition in the pithed rat gastrocnemius muscle preparation. The correctness of structural assignment of the new series was verified by alternate, unequivocal
William Andrew Publishing et al.
Pharmaceutical Manufacturing Encyclopedia, 1-4, 1193-1193 (2013)

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