1-aminohydantoin profile

1-Aminohydantoin, also known as 2,4-diamino-2-oxazolidinone, is a heterocyclic compound that has attracted attention due to its diverse biological activities. It is a synthetic compound, typically prepared through the reaction of urea with an α-amino acid or by the cyclization of an N-substituted α-amino acid. 1-Aminohydantoin exhibits various pharmacological effects, including anticonvulsant, anti-inflammatory, and antimicrobial properties. It has also shown potential as a precursor for the synthesis of other bioactive molecules. Researchers are interested in 1-aminohydantoin for its ability to modulate neurotransmitter activity and its potential use in the treatment of neurological disorders. The compound's unique structural features and biological activities make it a promising target for further investigation in drug discovery and development.'

1-aminohydantoin: a metabolite of nitrofurantoin [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

ID Source	ID
PubMed CID	72823
CHEMBL ID	4756680
CHEBI ID	183855
SCHEMBL ID	593885
MeSH ID	M0490206

Synonym
aminohydantoin
6301-02-6
nsc-44144
hydantoin, 1-amino-
1-aminoimidazolidine-2,4-dione
nsc44144
AKOS000118247
FT-0661836
CHEBI:183855
1-aminohydantoin
einecs 228-593-3
b0zq4hr43j ,
unii-b0zq4hr43j
nsc 44144
FT-0607348
SCHEMBL593885
1-amino-imidazolidine-2,4-dione
1-amino-2,4-dioxoimidazolidine
KVYKDNGUEZRPGJ-UHFFFAOYSA-N
W-104940
1-amino hydantoin
DTXSID40212226
mfcd02093080
F0001-0893
A914778
AS-17293
SB38016
chembl4756680 ,
bdbm50549807
PD055468

Class	Description
imidazolidine-2,4-dione	An imidazolidinone with oxo groups at position 2 and 4.
[compound class information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Protein	Taxonomy	Measurement	Average	Min (ref.)	Avg (ref.)	Max (ref.)	Bioassay(s)
Protein cereblon	Homo sapiens (human)	IC50 (µMol)	447.0000	0.2860	1.7066	3.0000	AID1685005
Protein cereblon	Homo sapiens (human)	Ki	229.0000	1.4900	6.5800	10.0000	AID1685005
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Process	via Protein(s)	Taxonomy
protein ubiquitination	Protein cereblon	Homo sapiens (human)
positive regulation of Wnt signaling pathway	Protein cereblon	Homo sapiens (human)
negative regulation of protein-containing complex assembly	Protein cereblon	Homo sapiens (human)
positive regulation of protein-containing complex assembly	Protein cereblon	Homo sapiens (human)
negative regulation of monoatomic ion transmembrane transport	Protein cereblon	Homo sapiens (human)
locomotory exploration behavior	Protein cereblon	Homo sapiens (human)
proteasome-mediated ubiquitin-dependent protein catabolic process	Protein cereblon	Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Process	via Protein(s)	Taxonomy
protein binding	Protein cereblon	Homo sapiens (human)
transmembrane transporter binding	Protein cereblon	Homo sapiens (human)
metal ion binding	Protein cereblon	Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Process	via Protein(s)	Taxonomy
nucleus	Protein cereblon	Homo sapiens (human)
cytoplasm	Protein cereblon	Homo sapiens (human)
cytosol	Protein cereblon	Homo sapiens (human)
membrane	Protein cereblon	Homo sapiens (human)
perinuclear region of cytoplasm	Protein cereblon	Homo sapiens (human)
Cul4A-RING E3 ubiquitin ligase complex	Protein cereblon	Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Assay ID	Title	Year	Journal	Article
AID1685005	Binding affinity to human CRBN-thalidomide binding domain expressed in Escherichia coli by measuring baseline corrected normalized fluorescence by MST based assay	2021	ACS medicinal chemistry letters, Jan-14, Volume: 12, Issue:1	Sweet and Blind Spots in E3 Ligase Ligand Space Revealed by a Thermophoresis-Based Assay.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Timeframe	Studies, This Drug (%)	All Drugs %
pre-1990	8 (36.36)	18.7374
1990's	0 (0.00)	18.2507
2000's	4 (18.18)	29.6817
2010's	8 (36.36)	24.3611
2020's	2 (9.09)	2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Publication Type	This drug (%)	All Drugs (%)
Trials	0 (0.00%)	5.53%
Reviews	0 (0.00%)	6.00%
Case Studies	0 (0.00%)	4.05%
Observational	0 (0.00%)	0.25%
Other	24 (100.00%)	84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Substance	Relationship Strength	Studies	Classes	Roles
dimethyl sulfoxide Dimethyl Sulfoxide: A highly polar organic liquid, that is used widely as a chemical solvent. Because of its ability to penetrate biological membranes, it is used as a vehicle for topical application of pharmaceuticals. It is also used to protect tissue during CRYOPRESERVATION. Dimethyl sulfoxide shows a range of pharmacological activity including analgesia and anti-inflammation.. dimethyl sulfoxide : A 2-carbon sulfoxide in which the sulfur atom has two methyl substituents.	2.31	1	sulfoxide; volatile organic compound	alkylating agent; antidote; Escherichia coli metabolite; geroprotector; MRI contrast agent; non-narcotic analgesic; polar aprotic solvent; radical scavenger
uracil 2,4-dihydroxypyrimidine: a urinary biomarker for bipolar disorder	2.31	1	pyrimidine nucleobase; pyrimidone	allergen; Daphnia magna metabolite; Escherichia coli metabolite; human metabolite; mouse metabolite; prodrug; Saccharomyces cerevisiae metabolite
furazolidone Furazolidone: A nitrofuran derivative with antiprotozoal and antibacterial activity. Furazolidone acts by gradual inhibition of monoamine oxidase. (From Martindale, The Extra Pharmacopoeia, 30th ed, p514). furazolidone : A member of the class of oxazolidines that is 1,3-oxazolidin-2-one in which the hydrogen attached to the nitrogen is replaced by an N-{[(5-nitro-2-furyl)methylene]amino} group. It has antibacterial and antiprotozoal properties, and is used in the treatment of giardiasis and cholera.	2.02	1	nitrofuran antibiotic; oxazolidines	antibacterial drug; antiinfective agent; antitrichomonal drug; EC 1.4.3.4 (monoamine oxidase) inhibitor
rolipram [no description available]	2.31	1	pyrrolidin-2-ones	antidepressant; EC 3.1.4.* (phosphoric diester hydrolase) inhibitor
carbamylhydrazine carbamylhydrazine: RN given refers to parent cpd	3.33	6	carbohydrazide; monocarboxylic acid amide; one-carbon compound; ureas
sulfanilamide [no description available]	1.93	1	substituted aniline; sulfonamide antibiotic; sulfonamide	antibacterial agent; drug allergen; EC 4.2.1.1 (carbonic anhydrase) inhibitor
thalidomide Thalidomide: A piperidinyl isoindole originally introduced as a non-barbiturate hypnotic, but withdrawn from the market due to teratogenic effects. It has been reintroduced and used for a number of immunological and inflammatory disorders. Thalidomide displays immunosuppressive and anti-angiogenic activity. It inhibits release of TUMOR NECROSIS FACTOR-ALPHA from monocytes, and modulates other cytokine action.. thalidomide : A racemate comprising equimolar amounts of R- and S-thalidomide.. 2-(2,6-dioxopiperidin-3-yl)-1H-isoindole-1,3(2H)-dione : A dicarboximide that is isoindole-1,3(2H)-dione in which the hydrogen attached to the nitrogen is substituted by a 2,6-dioxopiperidin-3-yl group.	2.31	1	phthalimides; piperidones
chloramphenicol Amphenicol: Chloramphenicol and its derivatives.	2.15	1	C-nitro compound; carboxamide; diol; organochlorine compound	antibacterial drug; antimicrobial agent; Escherichia coli metabolite; geroprotector; Mycoplasma genitalium metabolite; protein synthesis inhibitor
uridine [no description available]	2.31	1	uridines	drug metabolite; fundamental metabolite; human metabolite
uridine monophosphate Uridine Monophosphate: 5'-Uridylic acid. A uracil nucleotide containing one phosphate group esterified to the sugar moiety in the 2', 3' or 5' position.. uridine 5'-monophosphate : A pyrimidine ribonucleoside 5'-monophosphate having uracil as the nucleobase.	2.31	1	pyrimidine ribonucleoside 5'-monophosphate; uridine 5'-phosphate	Escherichia coli metabolite; human metabolite; mouse metabolite
furaldehyde Furaldehyde: A heterocyclic compound consisting of a furan where the hydrogen at position 2 is substituted by a formyl group.. furfural : An aldehyde that is furan with the hydrogen at position 2 substituted by a formyl group.	2.11	1	aldehyde; furans	Maillard reaction product; metabolite
furan furan : A monocyclic heteroarene with a structure consisting of a 5-membered ring containing four carbons and one oxygen, with formula C4H4O. It is a toxic, flammable, low-boiling (31degreeC) colourless liquid.	2.33	2	furans; mancude organic heteromonocyclic parent; monocyclic heteroarene	carcinogenic agent; hepatotoxic agent; Maillard reaction product
framycetin Framycetin: A component of NEOMYCIN that is produced by Streptomyces fradiae. On hydrolysis it yields neamine and neobiosamine B. (From Merck Index, 11th ed). framycetin : A tetracyclic antibacterial agent derived from neomycin, being a glycoside ester of neamine and neobiosamine B.	1.93	1	aminoglycoside	allergen; antibacterial drug; Escherichia coli metabolite
ethyl acetate ethyl acetate : The acetate ester formed between acetic acid and ethanol.	2.15	1	acetate ester; ethyl ester; volatile organic compound	EC 3.4.19.3 (pyroglutamyl-peptidase I) inhibitor; metabolite; polar aprotic solvent; Saccharomyces cerevisiae metabolite
hydantoins Hydantoins: Compounds based on imidazolidine dione. Some derivatives are ANTICONVULSANTS.. imidazolidine-2,4-dione : An imidazolidinone with oxo groups at position 2 and 4.	4.42	22	imidazolidine-2,4-dione
2-nitrobenzaldehyde 2-nitrobenzaldehyde: structure given in first source. 2-nitrobenzaldehyde : Benzaldehyde substituted at the ortho-position with a nitro group.	2.15	1	benzaldehydes; C-nitro compound
succinimide succinimide: RN given refers to parent cpd. succinimide : A dicarboximide that is pyrrolidine which is substituted by oxo groups at positions 2 and 5.	2.31	1	dicarboximide; pyrrolidinone
1-methyluracil 1-methyluracil: RN given refers to parent cpd; structure. 1-methyluracil : A pyrimidone that is uracil with a methyl group substituent at position 1.	2.31	1	nucleobase analogue; pyrimidone	metabolite
5-nitro-2-furaldehyde [no description available]	2.11	1	C-nitro compound; furans
gold Gold: A yellow metallic element with the atomic symbol Au, atomic number 79, and atomic weight 197. It is used in jewelry, goldplating of other metals, as currency, and in dental restoration. Many of its clinical applications, such as ANTIRHEUMATIC AGENTS, are in the form of its salts.	2.06	1	copper group element atom; elemental gold
phenyl acetate phenyl acetate: The ester formed between phenol and acetic acid. Don't confuse with phenylacetic acid derivatives listed under PHENYLACETATES.. phenyl acetate : An acetate ester obtained by the formal condensation of phenol with acetic acid.	2.15	1	benzenes; phenyl acetates
3-amino-2-oxazolidinone [no description available]	3.33	6	oxazolidinone
1-methylhydantoin 1-methylhydantoin: structure in first source	2.31	1	imidazolidine-2,4-dione	bacterial metabolite
oxazolidin-2-one Oxazolidinones: Derivatives of oxazolidin-2-one. They represent an important class of synthetic antibiotic agents.. oxazolidin-2-one : An oxazolidinone that is 1,3-oxazolidine with an oxo substituent at position 2.. oxazolidinone : An oxazolidine containing one or more oxo groups.	3.33	6	carbamate ester; oxazolidinone	metabolite
pomalidomide 3-aminophthalimidoglutarimide: structure in first source	2.31	1	aromatic amine; dicarboximide; isoindoles; piperidones	angiogenesis inhibitor; antineoplastic agent; immunomodulator
lenalidomide [no description available]	2.31	1	aromatic amine; dicarboximide; isoindoles; piperidones	angiogenesis inhibitor; antineoplastic agent; immunomodulator
thiohydantoins Thiohydantoins: Sulfur analogs of hydantoins with one or both carbonyl groups replaced by thiocarbonyl groups.	2.31	1
nadp [no description available]	2.1	1
3-amino-5-morpholinomethyl-2-oxazolidinone 3-amino-5-morpholinomethyl-2-oxazolidinone: a metabolite of furaltadone. 3-amino-5-morpholinomethyl-2-oxazolidinone : A member of the class of oxazolidinones that is 3-amino-1,3-oxazolidin-2-one substituted by a morpholin-4-ylmethyl group at position 5. It is the metabolite of furaltadone, a broad-spectrum antibacterial drug which was widely used as an additive in livestock and aquaculture feed.	2.97	4	morpholines; oxazolidinone	marine xenobiotic metabolite; xenobiotic metabolite
nitrofurazone Nitrofurazone: A topical anti-infective agent effective against gram-negative and gram-positive bacteria. It is used for superficial WOUNDS AND INJURIES and skin infections. Nitrofurazone has also been administered orally in the treatment of TRYPANOSOMIASIS.. nitrofurazone : A semicarbazone resulting from the formal condensation of semicarbazide with 5-nitrofuraldehyde. A broad spectrum antibacterial drug, although with little activity against Pseudomonas species, it is used as a local application for burns, ulcers, wounds and skin infections.	2.02	1
nitrofurantoin Nitrofurantoin: A urinary anti-infective agent effective against most gram-positive and gram-negative organisms. Although sulfonamides and antibiotics are usually the agents of choice for urinary tract infections, nitrofurantoin is widely used for prophylaxis and long-term suppression.. nitrofurantoin : An imidazolidine-2,4-dione that is hydantoin substituted at position 1 by a [(5-nitro-2-furyl)methylene]amino group. An antibiotic that damages bacterial DNA.	8.59	9	imidazolidine-2,4-dione; nitrofuran antibiotic; organonitrogen heterocyclic antibiotic; organooxygen heterocyclic antibiotic	antibacterial drug; antiinfective agent; hepatotoxic agent
furagin Furagin: Nitrofuran derivative anti-infective agent used for urinary tract infections.. furagin : An imidazolidine-2,4-dione that is hydantoin substituted at position 1 by a [3-(5-nitro-2-furyl)prop-2-en-1-ylidene]amino group (the configuration of the C=C and C=N bonds in the grouping that links the two heterocycles is not specified). A nitrofuran antibiotic with properties similar to nitrofurantoin, furagin is used in the treatment of urinary tract infections.	2.31	1
furaltadon furaltadon: structure; RN given refers to parent cpd without isomeric designation. furaltadone : An oxazolidinone that is 1,3-oxazolidin-2-one substituted at position 1 by a (5-nitro-2-furyl)methylene]amino group and at position 5 by a morpholin-4-ylmethyl group. An antibacterial formerly used oraly but withdrawn due to toxicity, it is used topically (as the hydrochloride salt) for treatment of ear disorders.	2.02	1
azumolene azumolene: structure given in first source; RN given refers to parent cpd. azumolene : A 1,3-oxazole which is substituted by a [(2,4-dioxoimidazolidin-1-yl)imino]methyl group at position 2 and a 4-bromophenyl group at position 5. It is a muscle relaxant used for the treatment/prevention of malignant hyperthermia.	2.31	1
cc-122 3-(5-amino-2-methyl-4-oxoquinazolin-3(4H)-yl)piperidine-2,6-dione: a pleiotropic pathway modifier with antineoplastic activity; structure in first source	2.31	1
sofosbuvir Sofosbuvir: A uridine monophosphate analog inhibitor of HEPATITIS C VIRUS (HCV) polymerase NS5B that is used as an ANTIVIRAL AGENT in the treatment of CHRONIC HEPATITIS C.. sofosbuvir : A nucleotide conjugate that is used in combination with ledipasvir (under the trade name Harvoni) for the treatment of chronic hepatitis C genotype 1 infection.	2.31	1	isopropyl ester; L-alanyl ester; nucleotide conjugate; organofluorine compound; phosphoramidate ester	antiviral drug; hepatitis C protease inhibitor; prodrug
abt-333 dasabuvir: an antiviral agent. dasabuvir : A member of the class of pyrimidone, which is (as the monohydrate of its sodium salt) in combination with ombitasvir, paritaprevir and ritonavir (under the trade name Viekira Pak) for treatment of chronic hepatitis C virus genotype 1 infection as well as cirrhosis of the liver.	2.31	1	aromatic ether; naphthalenes; pyrimidone; sulfonamide	antiviral drug; nonnucleoside hepatitis C virus polymerase inhibitor
deoxyguanosine [no description available]	2.11	1	purine 2'-deoxyribonucleoside; purines 2'-deoxy-D-ribonucleoside	Escherichia coli metabolite; human metabolite; mouse metabolite; Saccharomyces cerevisiae metabolite
8-hydroxy-2'-deoxyguanosine 8-Hydroxy-2'-Deoxyguanosine: Common oxidized form of deoxyguanosine in which C-8 position of guanine base has a carbonyl group.. 8-hydroxy-2'-deoxyguanosine : Guanosine substituted at the purine 8-position by a hydroxy group. It is used as a biomarker of oxidative DNA damage.	2.11	1	guanosines	biomarker

Condition	Relationship Strength	Studies
Sensitivity and Specificity Binary classification measures to assess test results. Sensitivity or recall rate is the proportion of true positives. Specificity is the probability of correctly determining the absence of a condition. (From Last, Dictionary of Epidemiology, 2d ed)	2.05	1
Urinary Tract Infections Inflammatory responses of the epithelium of the URINARY TRACT to microbial invasions. They are often bacterial infections with associated BACTERIURIA and PYURIA.	2.63	3
Disease A definite pathologic process with a characteristic set of signs and symptoms. It may affect the whole body or any of its parts, and its etiology, pathology, and prognosis may be known or unknown.	1.93	1
Primary Peritonitis [description not available]	1.93	1
Mastitis INFLAMMATION of the BREAST, or MAMMARY GLAND.	1.93	1
Peritonitis INFLAMMATION of the PERITONEUM lining the ABDOMINAL CAVITY as the result of infectious, autoimmune, or chemical processes. Primary peritonitis is due to infection of the PERITONEAL CAVITY via hematogenous or lymphatic spread and without intra-abdominal source. Secondary peritonitis arises from the ABDOMINAL CAVITY itself through RUPTURE or ABSCESS of intra-abdominal organs.	1.93	1
Kidney Diseases Pathological processes of the KIDNEY or its component tissues.	6.93	1

1-aminohydantoin

Description

Cross-References

Synonyms (30)

Drug Classes (1)

Protein Targets (1)

Inhibition Measurements

Biological Processes (7)

Molecular Functions (3)

Ceullar Components (6)

Bioassays (1)

Research

Studies (22)

Market Indicators

Research Demand Index: 32.72

Study Types