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545953

Sigma-Aldrich

1-Aminohydantoin hydrochloride

98%

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Synonym(s):
1-Amino-2,4-imidazolidinedione hydrochloride
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.

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)

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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
Crystal structure of (E)-1-(2-hydroxybenzylideneamino) imidazolidine-2, 4-dione, C10H9N3O3.
Hu, Lei, et al.
Zeitschrift fur Kristallographie, 230(2), 111-112 (2015)
William Andrew Publishing et al.
Pharmaceutical Manufacturing Encyclopedia, 1-4, 1193-1193 (2013)
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
Abdelselam Ali et al.
Bioorganic & medicinal chemistry letters, 20(2), 649-652 (2009-12-08)
A series of hydrazonotrifluorosulfonanilide derivatives were synthesized and evaluated for in vitro activity against the ectoparasites Ctenocephalides felis and Rhipicephalus sanguineus. Some compounds with excellent activity against tick were identified.

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