Hydantoin - ≥98% , CAS No.461-72-3

CAS: 461-72-3 Cat. No.: H100923 Molecular Weight: 100.08 Beilstein Registry Number: 110598 EC Number: 207-313-3

GRADE & PURITY ≥98%

Synonyms

HYDANTOIN [WHO-DD] | AS-10977 | Dantochlor | HYDANTOINE | EN300-18068 | Hydantoins | I6208298TA | SMR000568395 | MLS001074863 | Q418082 | Imidazole-2,4(3H,5H)-dione | Imidazole-2,5H)-dione | D70295 | NSC 9226 | UNII-I6208298TA | CHEBI:27612 | InChI=1/C3H4

Storage

Room temperature

Shipped In

Normal

Overview

Reactant for synthesis of:

N-benzyl aplysinopsin analogs as anticancer agents

D-glutamic acid based inhibitors

Antidiabetic chromonyl-2,4-thiazolidinediones

GSK-3β inhibitors with brain permeability

Thiazolidinedione derivatives as 15-PGDH inhibitors

Radio-sensitizing agents

The product has been used as a substrate (at 40 °C and pH 9.0) to determine the D-hydantoinase activity in adzuki bean extract.

Specifications

Synonyms

HYDANTOIN [WHO-DD] | AS-10977 | Dantochlor | HYDANTOINE | EN300-18068 | Hydantoins | I6208298TA | SMR000568395 | MLS001074863 | Q418082 | Imidazole-2, 4(3H, 5H)-dione | Imidazole-2, 5H)-dione | D70295 | NSC 9226 | UNII-I6208298TA | CHEBI:27612 | InChI=1/C3H4

Specifications & Purity

≥98%

Storage

Room temperature

Shipped In

Normal

Purity

≥98%

Names and Identifiers

• Pubchem Sid: 488181073
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/488181073
• Canonical Smiles: C1C(=O)NC(=O)N1
• IUPAC Name: imidazolidine-2,4-dione
• InChIKey: WJRBRSLFGCUECM-UHFFFAOYSA-N
• INCHI: 1S/C3H4N2O2/c6-2-1-4-3(7)5-2/h1H2,(H2,4,5,6,7)
• Isomeric SMILES: C1C(=O)NC(=O)N1
• WGK Germany: 3
• RTECS: MT8210000
• Molecular Weight: 100.08
• Beilstein: 110598
• Reaxy-Rn: 110598
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=110598&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • Class Azoles
      • Subclass Imidazoles

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Class: Azoles
• Subclass: Imidazoles
• Intermediate Tree Nodes: Not available
• Direct Parent: Imidazoles
• Alternative Parents: Propargyl-type 1,3-dipolar organic compounds Azacyclic compounds Organopnictogen compounds Organooxygen compounds Organonitrogen compounds Hydrocarbon derivatives
• Molecular Framework: Aliphatic heteromonocyclic compounds
• Substituents: Imidazole - Azacycle - Organic 1,3-dipolar compound - Propargyl-type 1,3-dipolar organic compound - Organic nitrogen compound - Organic oxygen compound - Organopnictogen compound - Hydrocarbon derivative - Organooxygen compound - Organonitrogen compound - Aliphatic heteromonocyclic compound
• Description: This compound belongs to the class of organic compounds known as imidazoles. These are compounds containing an imidazole ring, which is an aromatic five-member ring with two nitrogen atoms at positions 1 and 3, and three carbon atoms.
• External Descriptors: an imidazolidine

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Associated Targets(Human)

SIGMAR1 Tclin Sigma non-opioid intracellular receptor 1 (1 Activities)

Discover Target: SIGMAR1

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

Chemical and Physical Properties

• Solubility: Slightly soluble in water, freely soluble in methanol, ethanol, acetic acid and aqueous alkaline solutions, and slightly soluble in diethyl ether.
• Melt Point(°C): 218-223°C
• Molecular Weight: 100.080 g/mol
• XLogP3: -1.700
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 100.027 Da
• Monoisotopic Mass: 100.027 Da
• Topological Polar Surface Area: 58.200 Ų
• Heavy Atom Count: 7
• Formal Charge: 0
• Complexity: 120.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1

References

1. Jing Ma, Yaxuan Du, Meizhe Liu, Yamei Zhou, Xiejun Wang, Baohe Wang, Jing Zhu, Mingxuan Zhu.  (2024)  Design and Synthesis of Novel Dual-Functional Protic Ionic Liquids with a Superior High CO2 Absorption Efficiency.  JOURNAL OF PHYSICAL CHEMISTRY B,      [PMID:39711512] [10.1021/acs.jpcb.4c06299]

2. Tingting Chen, Zhongyuan Sun, Yujun Guo, Yingjie Xu.  (2024)  Does the active hydrogen atom in the hydantoin anion affect the physical properties, CO2 capture and conversion of ionic liquids?.  PHYSICAL CHEMISTRY CHEMICAL PHYSICS,  26  (17): (12957-12964).  [PMID:38632968] [10.1039/D3CP05965K]

3. Yuwei Wu, Shumin Zhu, Yangtao Wu, Lingjun Bu, Shiqing Zhou, Naiyun Gao, Wenhai Chu.  (2026)  Amide heterocyclic disinfection byproducts with overlooked disinfectant capacity during chlorination.  WATER RESEARCH,      [PMID:41633113] [10.1016/j.watres.2026.125459]