<?xml version="1.0" encoding="UTF-8"?>
<compound>
  <id type="integer">1785</id>
  <title>T3D1781</title>
  <common-name>1-Bromobutane</common-name>
  <description>1-Bromobutane is a colorless liquid that is insoluble in water, but soluble in ethanol and diethyl ether. As a primary haloalkane, it is especially prone to SN2 type reactions. It is commonly used as an alkylating agent, or in combination with magnesium metal in dry ether (Grignard reagent) to form carbon-carbon bonds. It can be used as a cleaning agent, an agent for chemical synthesis or as a solvent for extractions. It is highly flammable.</description>
  <cas>109-65-9</cas>
  <pubchem-id>8002</pubchem-id>
  <chemical-formula>C4H9Br</chemical-formula>
  <weight>135.988760</weight>
  <appearance></appearance>
  <melting-point>-112.4°C</melting-point>
  <boiling-point></boiling-point>
  <density nil="true"/>
  <solubility>0.869 mg/mL at 25°C [YALKOWSKY,SH &amp; HE,Y (2003)]</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>1-bromobutane reacts quickly with hepatic glutathione (GSH) leading to its rapid depletion.  This can cause liver damage and has been shown to increase serum levels of alanine aminotransferase and aspartate aminotransferase.  Hepatic contents of thiobarbituric acid reactive substances can also be significantly increased.  Splenic GSH levels can also be significantly reduced by single treatment with 1-bromobutane. S-Butyl GSH conjugates were detected in spleen from 6 hr after treatment. Oral 1-bromobutane significantly suppressed the antibody response to a T-dependent antigen and the production of splenic intracellular interlukin-2.</mechanism-of-toxicity>
  <metabolism>Rabbits and rats dosed with 1-bromobutane excrete in urine, in addition to butylmercapturic acid, (2-hydroxybutyl)mercapturic acid, (3-hydroxybutyl)mercapturic acid and 3-(butylthio)lactic acid. In the rabbit about 14% and in the rat about 22% of the dose of 1-bromobutane is excreted in the form of the hydroxymercapturic acids.  1-bromobutane also forms glutathione conjugates.  Three kinds of GSH conjugates, including S-butyl GSH, S-butyl cysteine, and (hydroxybutyl)mercapturic acid, have been identified in mice livers after oral dosing with 375-1500 mg/kg of the compound.</metabolism>
  <toxicity>LD50: 2761 mg/kg (Oral Rat) (A549)
LC50: 237 g/m3 over 30 minutes (Inhalation, Rat) (T14)</toxicity>
  <lethaldose></lethaldose>
  <carcinogenicity>No indication of carcinogenicity to humans (not listed by IARC).</carcinogenicity>
  <use-source></use-source>
  <min-risk-level></min-risk-level>
  <health-effects>Hepatoxic, immunotoxic when ingested orally. Can cause lung damage and mucous membranes over extended periods/chronic exposures.  Can cause skin and eye irritation. Not a carcinogen nor a mutagen nor a teratogen.</health-effects>
  <symptoms>Skin irritation if contacts skin, redness and itching of skin and eyes.  Acute exposure may lead to coughing, shortness of breath, headache, nausea, vomiting</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">2009-06-22T16:08:36Z</created-at>
  <updated-at type="dateTime">2026-03-27T00:38:28Z</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>CPD-622</biocyc-id>
  <ctd-id>C047757</ctd-id>
  <stitch-id>1-Bromobutane</stitch-id>
  <drugbank-id></drugbank-id>
  <pdb-id></pdb-id>
  <actor-id>1831</actor-id>
  <organism nil="true"/>
  <export type="boolean">true</export>
  <metabolizing-proteins nil="true"/>
  <transporting-proteins nil="true"/>
  <moldb-smiles>CCCCBr</moldb-smiles>
  <moldb-formula>C4H9Br</moldb-formula>
  <moldb-inchi>InChI=1S/C4H9Br/c1-2-3-4-5/h2-4H2,1H3</moldb-inchi>
  <moldb-inchikey>MPPPKRYCTPRNTB-UHFFFAOYSA-N</moldb-inchikey>
  <moldb-average-mass type="decimal">137.018</moldb-average-mass>
  <moldb-mono-mass type="decimal">135.988762935</moldb-mono-mass>
  <origin>Exogenous</origin>
  <state>Liquid</state>
  <logp></logp>
  <hmdb-id></hmdb-id>
  <chembl-id>CHEMBL160949</chembl-id>
  <chemspider-id>7711</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>CHEM001531</chemdb-id>
  <dsstox-id>DTXSID6021903</dsstox-id>
  <toxcast-id nil="true"/>
  <stoff-ident-origin nil="true"/>
  <stoff-ident-id nil="true"/>
  <susdat-id>NS00006184</susdat-id>
  <iupac>1-bromobutane</iupac>
</compound>
