<?xml version="1.0" encoding="UTF-8"?>
<compound>
  <id type="integer">1779</id>
  <title>T3D1775</title>
  <common-name>1-Bromo-3-chloro-5,5-dimethylhydantoin</common-name>
  <description>1-Bromo-3-chloro-5,5-dimethylhydantoin (BCDMH) is an organobromide compound. It is structurally related to hydantoin. It is a white crystalline compound with a slight bromine and acetone odor and is insoluble in water, but soluble in acetone. BCDMH is used as a solid halohydantion product for water disinfection and is an excellent source of both chlorine and bromine as it reacts slowly with water releasing hypochlorous acid and hypobromous acid along with 5,5-dimethylhydantion. It is primarily used as a chemical disinfectant for recreational water and drinking water purification. BCDMH was described as being responsible for an epidemic of irritant contact dermatitis in the UK (1983). It is prepared by first brominating, then chlorinating 5,5-dimethylhydantoin.</description>
  <cas>16079-88-2</cas>
  <pubchem-id>61828</pubchem-id>
  <chemical-formula>C5H6BrClN2O2</chemical-formula>
  <weight>239.930120</weight>
  <appearance>White powder.</appearance>
  <melting-point></melting-point>
  <boiling-point></boiling-point>
  <density nil="true"/>
  <solubility></solubility>
  <specific-gravity nil="true"/>
  <flash-point nil="true"/>
  <vapour-pressure nil="true"/>
  <route-of-exposure>Oral (L626) ; inhalation (L626) ; dermal (L626)</route-of-exposure>
  <target nil="true"/>
  <mechanism-of-toxicity>BCDMH likely causes tissue irritation through its breakdown products (hypochlorous acid and hypobromous acid) which, on their own, can cause local irritation.  5,5-dimethylhydantoin is also produced spontaneously from BCDMH decomposition and hydantoins are also known to be allergens.</mechanism-of-toxicity>
  <metabolism>Spontaneously reacts with water releasing hypochlorous acid and hypobromous acid along with 5,5-dimethylhydantion.</metabolism>
  <toxicity>LD50: 1390 mg/kg (Oral, Rat) (T14)
LD50: &gt;2000 mg/kg (Dermal, Rabbit) (T14)</toxicity>
  <lethaldose></lethaldose>
  <carcinogenicity>No indication of carcinogenicity (not listed by IARC). (L135)</carcinogenicity>
  <use-source>Used as a solid halohydantion product for water disinfection in swimming pools. Occupational exposure to BCDMH may occur through inhalation and dermal contact with this compound at workplaces where BCDMH is produced or used.</use-source>
  <min-risk-level></min-risk-level>
  <health-effects>Corrosive. Acute exposure causes irreversible eye damage and skin burns. Eye contact may cause loss of vision. Irritating to nose and throat and may be fatal if large quantities are inhaled. Harmful if absorbed through skin or swallowed.  Can cause contact dermatitis through exposure in swimming pools. It is not carcinogenic or mutagenic.</health-effects>
  <symptoms>Irritating to nose and throat.  Can cause redness and itching of skin due to chronic skin exposure.</symptoms>
  <treatment>EYES: irrigate opened eyes for several minutes under running water.
      
INGESTION: do not induce vomiting. Rinse mouth with water (never give anything by mouth to an unconscious person). Seek immediate medical advice.
      
SKIN: should be treated immediately by rinsing the affected parts in cold running water for at least 15 minutes, followed by thorough washing with soap and water. If necessary, the person should shower and change contaminated clothing and shoes, and then must seek medical attention.
      
INHALATION: supply fresh air. If required provide artificial respiration.</treatment>
  <created-at type="dateTime">2009-06-22T16:08:35Z</created-at>
  <updated-at type="dateTime">2026-03-31T17:31:27Z</updated-at>
  <interacting-proteins nil="true"/>
  <wikipedia></wikipedia>
  <uniprot-id></uniprot-id>
  <kegg-compound-id></kegg-compound-id>
  <omim-id></omim-id>
  <chebi-id></chebi-id>
  <biocyc-id></biocyc-id>
  <ctd-id>C039283</ctd-id>
  <stitch-id>1-Bromo-3-chloro-5,5-dimethylhydantoin</stitch-id>
  <drugbank-id></drugbank-id>
  <pdb-id></pdb-id>
  <actor-id>7870</actor-id>
  <organism nil="true"/>
  <export type="boolean">true</export>
  <metabolizing-proteins nil="true"/>
  <transporting-proteins nil="true"/>
  <moldb-smiles>CC1(C)N(Br)C(=O)N(Cl)C1=O</moldb-smiles>
  <moldb-formula>C5H6BrClN2O2</moldb-formula>
  <moldb-inchi>InChI=1S/C5H6BrClN2O2/c1-5(2)3(10)8(7)4(11)9(5)6/h1-2H3</moldb-inchi>
  <moldb-inchikey>PIEXCQIOSMOEOU-UHFFFAOYSA-N</moldb-inchikey>
  <moldb-average-mass type="decimal">241.47</moldb-average-mass>
  <moldb-mono-mass type="decimal">239.9301178</moldb-mono-mass>
  <origin>Exogenous</origin>
  <state>Solid</state>
  <logp></logp>
  <hmdb-id></hmdb-id>
  <chembl-id></chembl-id>
  <chemspider-id>55703</chemspider-id>
  <structure-image-file-name nil="true"/>
  <structure-image-content-type nil="true"/>
  <structure-image-file-size type="integer" nil="true"/>
  <structure-image-updated-at type="dateTime" nil="true"/>
  <biodb-id nil="true"/>
  <synthesis-reference></synthesis-reference>
  <structure-image-caption nil="true"/>
  <chemdb-id>CHEM001525</chemdb-id>
  <dsstox-id>DTXSID3032591</dsstox-id>
  <toxcast-id nil="true"/>
  <stoff-ident-origin nil="true"/>
  <stoff-ident-id nil="true"/>
  <susdat-id>NS00009108</susdat-id>
  <iupac>1-bromo-3-chloro-5,5-dimethylimidazolidine-2,4-dione</iupac>
</compound>
