Classification Term: 899

Hydantoins (ontology term: CHEMONTID:0002273)

Heterocyclic compounds containing an imidazolidine substituted by ketone group at positions 2 and 4." []

found 17 associated metabolites at no_class-level_7 metabolite taxonomy ontology rank level.

Ancestor: Imidazolidinediones

Child Taxonomies: Allantoins, Phenylhydantoins, 5-monosubstituted hydantoins

Nitrofurantoin

1-[(Z)-[(5-nitrofuran-2-yl)methylidene]amino]imidazolidine-2,4-dione

C8H6N4O5 (238.03381860000002)


A bacteriostatic or bactericidal agent depending on the concentration and susceptibility of the infecting organism. Nitrofurantoin is active against some gram positive organisms such as S. aureus, S. epidermidis, S. saprophyticus, Enterococcus faecalis, S. agalactiae, group D streptococci, viridians streptococci and Corynebacterium. Its spectrum of activity against gram negative organisms includes E. coli, Enterobacter, Neisseria, Salmonella and Shigella. It may be used as an alternative to trimethoprim/sulfamethoxazole for treating urinary tract infections though it may be less effective at eradicating vaginal bacteria. May also be used in females as prophylaxis against recurrent cystitis related to coitus. Nitrofurantoin is highly stable to the development of bacterial resistance, a property thought to be due to its multiplicity of mechanisms of action. J - Antiinfectives for systemic use > J01 - Antibacterials for systemic use > J01X - Other antibacterials > J01XE - Nitrofuran derivatives C254 - Anti-Infective Agent > C255 - Urinary Anti-Infective Agent D000890 - Anti-Infective Agents > D000900 - Anti-Bacterial Agents

   

Dantrolene

1-({[5-(4-nitrophenyl)furan-2-yl]methylidene}amino)imidazolidine-2,4-dione

C14H10N4O5 (314.065117)


Dantrolene is only found in individuals that have used or taken this drug.Chemically, dantrolene is a hydantoin derivative, but does not exhibit antiepileptic activity like other hydantoin derivates such as phenytoin.Dantrolene depresses excitation-contraction coupling in skeletal muscle by binding to the ryanodine receptor 1, and decreasing intracellular calcium concentration. Ryanodine receptors mediate the release of calcium from the sarcoplasmic reticulum, an essential step in muscle contraction. M - Musculo-skeletal system > M03 - Muscle relaxants > M03C - Muscle relaxants, directly acting agents > M03CA - Dantrolene and derivatives D018373 - Peripheral Nervous System Agents > D009465 - Neuromuscular Agents C78281 - Agent Affecting Musculoskeletal System > C29696 - Muscle Relaxant D002491 - Central Nervous System Agents

   

Hydantoin-5-propionic acid

3-(2,5-Dioxo-imidazolidin-4-yl)-propionic acid

C6H8N2O4 (172.0484048)


Hydantoin-5-propionic acid is a metabolite of histidine, urinary hydantoin-5-propionic acid occur in patients with disorders of folate/ vitamin B12 metabolism (PMID: 3760095). Folic acid non-dependent excessive formiminoglutamic aciduria (Figlu-uria) is an extremely rare disorder; treatment with oral folate supplements (15 mg/day) for 3 weeks failed to reduce urinary hydantoin-5-propionic acid (PMID: 8487495). A metabolite of histidine, urinary hydantoin-5-propionic acid occur in patients with disorders of folate/ vitamin B12 metabolism (PMID: 3760095) 5-Hydantoinpropionic acid. CAS Common Chemistry. CAS, a division of the American Chemical Society, n.d. https://commonchemistry.cas.org/detail?cas_rn=5624-26-0 (retrieved 2024-07-01) (CAS RN: 5624-26-0). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

   

1-(Hydroxymethyl)-5,5-dimethyl-2,4-imidazolidinedione

CPD With unspecified hydroxymethyl locants OF 1-monomethylol-5,5-dimethylhydantoin

C6H10N2O3 (158.069139)


1-(Hydroxymethyl)-5,5-dimethyl-2,4-imidazolidinedione is a fda approved for use as an adjuvant in the bleaching of food-contact recycled paper and board used in food packagin

   

Aminofurantoin

1-{[(5-aminofuran-2-yl)methylidene]amino}-4-hydroxy-2,5-dihydro-1H-imidazol-2-one

C8H8N4O3 (208.0596378)


Aminofurantoin is a metabolite of nitrofurantoin. Nitrofurantoin is an antibiotic which is marketed under the following brand names; Urifast 100mg (The BID Nitrofurantoin, Brand of Cipla Uro1)Niftran, Furadantin, Furabid, Macrobid, Macrodantin, Nitrofur Mac, Nitro Macro, Nifty-SR, Martifur-MR, Martifur-100 (in India), Urantoin, and Uvamin (in Middle East). It is usually used in treating urinary tract infection. It is often used against E. coli. (Wikipedia)

   

5-Hydroxydantrolene

4,5-dihydroxy-1-[(E)-{[5-(4-nitrophenyl)furan-2-yl]methylidene}amino]-2,5-dihydro-1H-imidazol-2-one

C14H10N4O6 (330.060032)


5-Hydroxydantrolene is a metabolite of dantrolene. Dantrolene sodium is a muscle relaxant that acts by abolishing excitation-contraction coupling in muscle cells, probably by action on the ryanodine receptor. It is the only specific and effective treatment for malignant hyperthermia, a rare, life-threatening disorder triggered by general anesthesia. (Wikipedia)

   

(2R,4S)-6-Fluoro-2-methylspiro[2,3-dihydrochromene-4,5'-imidazolidine]-2',4'-dione

(2R,4S)-6-Fluoro-2-methylspiro[2,3-dihydrochromene-4,5-imidazolidine]-2,4-dione

C12H11FN2O3 (250.0753668)


   

(2R,4S)-2-Aminoformyl-6-fluoro-spiro[chroman-4,4'-imidazolidine]-2',5'-dione

6-fluoro-2,5-dioxo-2,3-dihydrospiro[1-benzopyran-4,4-imidazolidine]-2-carboxamide

C12H10FN3O4 (279.0655312)


   

4-Ketoniridazole

1-(5-nitro-1,3-thiazol-2-yl)imidazolidine-2,4-dione

C6H4N4O4S (227.99532639999998)


   

5-Hydroxy Dantrolene

5-hydroxy-1-({[5-(4-nitrophenyl)furan-2-yl]methylidene}amino)imidazolidine-2,4-dione

C14H10N4O6 (330.060032)


   

5-Hydroxy-1-methylhydantoin

NZ-419,5-HYDROXY-1-METHYLIMIDAZOLIDINE-2,4-DIONE

C4H6N2O3 (130.03784059999998)


   

Azimilide

2,4-Imidazolidinedione, 1-(((5-(4-chlorophenyl)-2-furanyl)methylene)amino)-3-(4-(4-methyl-1-piperazinyl)butyl)-, dihydrochloride

C23H28ClN5O3 (457.1880568)


C78274 - Agent Affecting Cardiovascular System > C47793 - Antiarrhythmic Agent D002317 - Cardiovascular Agents > D002121 - Calcium Channel Blockers D002317 - Cardiovascular Agents > D000889 - Anti-Arrhythmia Agents D000077264 - Calcium-Regulating Hormones and Agents D049990 - Membrane Transport Modulators C93038 - Cation Channel Blocker

   

3-Benzyl-5-(6-carboxyhexyl)-1-(2-cyclohexyl-2-hydroxyethylamino)hydantoin

7-{1-benzyl-3-[(2-cyclohexyl-2-hydroxyethyl)amino]-2,5-dioxoimidazolidin-4-yl}heptanoic acid

C25H37N3O5 (459.27330720000003)


D006401 - Hematologic Agents > D010975 - Platelet Aggregation Inhibitors

   

Furagin

1-{[3-(5-nitrofuran-2-yl)prop-2-en-1-ylidene]amino}imidazolidine-2,4-dione

C10H8N4O5 (264.0494678)


   

Necrostatin 2 racemate

5-[(7-chloro-1H-indol-3-yl)methyl]-3-methylimidazolidine-2,4-dione

C13H12ClN3O2 (277.0618002)


   

Sorbinil

6-fluoro-2,3-dihydrospiro[1-benzopyran-4,4-imidazolidine]-2,5-dione

C11H9FN2O3 (236.05971759999997)


   

Spiromustine

3-{2-[bis(2-chloroethyl)amino]ethyl}-1,3-diazaspiro[4.5]decane-2,4-dione

C14H23Cl2N3O2 (335.1167238)