Page last updated: 2024-12-05

1,3-dibromo-5,5-dimethylhydantoin

Description Research Excerpts Clinical Trials Roles Classes Pathways Study Profile Bioassays Related Drugs Related Conditions Protein Interactions Research Growth Market Indicators

## 1,3-Dibromo-5,5-dimethylhydantoin: A Powerful Brominating Agent

**1,3-Dibromo-5,5-dimethylhydantoin (DBH)** is a white crystalline solid that serves as a potent source of electrophilic bromine. This makes it a highly valuable reagent in various research fields, particularly in:

**1. Organic Chemistry:**

* **Electrophilic Bromination:** DBH is a versatile brominating agent for a wide range of organic compounds, including alkanes, alkenes, alkynes, and aromatic compounds. Its high reactivity and selectivity make it ideal for introducing bromine atoms at specific positions in a molecule.
* **Synthesis of Brominated Compounds:** DBH is used in the synthesis of various important brominated compounds, such as pharmaceuticals, agrochemicals, and polymers.
* **Reaction Kinetics Studies:** Due to its predictable reactivity, DBH is often employed in kinetic studies of bromination reactions, providing insights into reaction mechanisms.

**2. Analytical Chemistry:**

* **Titration Reactions:** DBH is used as a primary standard in titrations to determine the concentration of various analytes, including unsaturated compounds, antioxidants, and reducing agents.
* **Spectroscopic Analysis:** DBH can be used to modify compounds for analysis using techniques like NMR and mass spectrometry, enabling researchers to identify and quantify specific functional groups.

**3. Materials Science:**

* **Surface Modification:** DBH can be used to modify the surface properties of materials by introducing bromine atoms. This can enhance adhesion, hydrophobicity, or other desired properties.
* **Polymer Synthesis:** DBH plays a role in the synthesis of brominated polymers with specialized properties, such as flame retardancy and improved mechanical strength.

**4. Environmental Chemistry:**

* **Water Treatment:** DBH can be employed as a disinfectant in water treatment applications, due to its ability to kill bacteria and other microorganisms.
* **Environmental Remediation:** DBH can be used to remove pollutants from water and soil, including organic contaminants and heavy metals.

**Importance in Research:**

DBH's unique properties make it a valuable tool in various research areas. Its ability to efficiently introduce bromine atoms, combined with its ease of handling and stability, makes it a popular choice for scientists working on:

* **Developing new drugs and pharmaceuticals**
* **Synthesizing novel materials with desired properties**
* **Understanding reaction mechanisms and kinetics**
* **Monitoring environmental pollutants and developing remediation strategies**

Overall, 1,3-dibromo-5,5-dimethylhydantoin's diverse applications make it an essential reagent in scientific research across multiple disciplines.

Cross-References

ID SourceID
PubMed CID6479
CHEMBL ID3184055
SCHEMBL ID2790
MeSH IDM0158666

Synonyms (82)

Synonym
AC-4444
AKOS009031396
EN300-19692
c5h6br2n2o2
2, 1,3-dibromo-5,5-dimethyl-
nsc33305
hydantoin,3-dibromo-5,5-dimethyl-
take charge orange
5,3-dibromohydantoin
nsc-33305
dibromantin
n,n'-dibromodimethylhydantoin
dibromantine
77-48-5
hydantoin, 1,3-dibromo-5,5-dimethyl-
epa pesticide chemical code 006317
5,5-dimethyl-1,3-dibromohydantoin
einecs 201-030-9
2,4-imidazolidinedione, 1,3-dibromo-5,5-dimethyl-
1,3-dibromo-5,5-dimethyl-2,4-imidazolidinedione
brn 0146024
nsc 33305
ai3-23671
1,3-dibromo-5,5-dimethylhydantoin
1,3-dibromo-5,5-dimethyl-imidazolidine-2,4-dione
takecharge orange
hydantoin, 1,3-dibromo-5,5-dimethyl- (8ci)
1,3-dibromo-5,5-dimethylhydantoin, 98%
NCGC00164069-01
1,3-dibromo-5,5-dimethylimidazolidine-2,4-dione
D1265
dbdmh
A839113
1,3-bis(bromanyl)-5,5-dimethyl-imidazolidine-2,4-dione
NCGC00164069-02
5-24-05-00374 (beilstein handbook reference)
v9r5f9i7mz ,
unii-v9r5f9i7mz
ec 201-030-9
dtxcid1015341
tox21_300158
dtxsid3035341 ,
cas-77-48-5
NCGC00254227-01
FT-0606626
SCHEMBL2790
1,3-dibromo-5,5-dimethylhydantoin(dbdmh)
n,n'-dibromo-5,5-dimethylhydantoin
1,3-dibromo-5,5-dimethylimidazolidin-2,4-dione
dibromantin [mi]
1,3 dibromo-5,5 dimethyl hydantoin
5,5-dimethy-1,3-dibromohydantoin
1,3-dibromo -5,5-dimethylhydantoin
dibromo-dimethylhydantoin
dibromo-5,5-dimethylhydantoin
1.3-dibromo-5,5-dimethylhydantoin
dibromo-dimethyl hydantoin
dibromodimethyl hydantoin
1,3-dibromo-5,5 dimethylhydantoin
1,3-dibrom-5,5-dimethyl-hydantoin
1,3-dibromo-5,5-dimethyl-hydantoin
1,3-dibromo-5,5-dimethylhydantoine
1,3-dibromo-5,5-dimethylimidazoline-2,4-dione
1,3-dibromo-5,5-dimethyl hydantoin
dibromodimethylhydantoin
1,3-dibromo-5,5-dimethyl 2,4-imidazolidinedione
1,3-dibromo 5,5-dimethylhydantoine
W-104313
STR01390
CHEMBL3184055
1,3-dibromo-5,5-dimethylhydantoin (dbdmh)
mfcd00003189
CS-0015767
BCP16411
Q2078816
AMY25778
D72511
HY-Y0786
disinfectanttablets
disinfectant tablets
2,4-dibromo-5,5-dimethylhydantoin
1,3-dibromo 5,5-dimethylhydantoin

Research Excerpts

Dosage Studied

ExcerptRelevanceReference
"A titrimetric method is described for the determination of three acetylenic hypnotics, namely ethchlorvynol, ethinamate, and methylpentynol carbamate, in bulk and in dosage forms."( Titrimetric determination of acetylenic hyponotics using organic brominating agents.
Belal, F; el-Brashy, A; Rizk, M; Walash, MI, 1988
)
0.27
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Protein Targets (6)

Potency Measurements

ProteinTaxonomyMeasurementAverage (µ)Min (ref.)Avg (ref.)Max (ref.)Bioassay(s)
LuciferasePhotinus pyralis (common eastern firefly)Potency22.44580.007215.758889.3584AID1224835
AR proteinHomo sapiens (human)Potency2.18720.000221.22318,912.5098AID743036
estrogen receptor 2 (ER beta)Homo sapiens (human)Potency34.37620.000657.913322,387.1992AID1259377
estrogen nuclear receptor alphaHomo sapiens (human)Potency0.19490.000229.305416,493.5996AID743075
vitamin D (1,25- dihydroxyvitamin D3) receptorHomo sapiens (human)Potency3.88950.023723.228263.5986AID743223
nuclear factor of kappa light polypeptide gene enhancer in B-cells 1 (p105), isoform CRA_aHomo sapiens (human)Potency0.123019.739145.978464.9432AID1159509
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (22)

TimeframeStudies, This Drug (%)All Drugs %
pre-19902 (9.09)18.7374
1990's0 (0.00)18.2507
2000's17 (77.27)29.6817
2010's3 (13.64)24.3611
2020's0 (0.00)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 35.74

According to the monthly volume, diversity, and competition of internet searches for this compound, as well the volume and growth of publications, there is estimated to be strong demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index35.74 (24.57)
Research Supply Index3.14 (2.92)
Research Growth Index4.03 (4.65)
Search Engine Demand Index46.22 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (35.74)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews0 (0.00%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other22 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]