<?xml version="1.0" encoding="UTF-8"?>
<compound>
  <id type="integer">1792</id>
  <title>T3D1788</title>
  <common-name>2-Bromopropane</common-name>
  <description>2-Bromopropane is an organobromide compound. It is used for introducing the isopropyl functional group in organic synthesis. 2-Bromopropane is sometimes used as an alternative to ozone-depleting cleaning solvents such as chlorofluorocarbons. 2-Bromopropane is prepared by heating isopropanol with hydrobromic acid.</description>
  <cas>75-26-3</cas>
  <pubchem-id>6358</pubchem-id>
  <chemical-formula>C3H7Br</chemical-formula>
  <weight>121.973110</weight>
  <appearance>Colorless liquid.</appearance>
  <melting-point>-89°C</melting-point>
  <boiling-point></boiling-point>
  <density nil="true"/>
  <solubility>3.18 mg/mL at 20°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>Organobromide compounds, especially alkylbromides are strong alkylating agents.  Consequently they can randomly modify the surfaces of proteins and lipids, leading to the disruption of enzyme, transporter or membrane functions.  One of the most probable protein targets is the TRPA1 ion channel that is expressed in sensory nerves (trigeminal nerve) of the eyes, nose, mouth and lungs. Alkylation of DNA by alkylbromides may also lead to mutations. 2-bromopropane triggers the mitochondrion-dependent apoptotic pathway via ROS (reactive oxygen species) generation. 2-bromopropane has also been shown to induce DNA damage, impair functional antioxidant cellular defenses, and enhance the lipid peroxidation in cultured Leydig cells.</mechanism-of-toxicity>
  <metabolism></metabolism>
  <toxicity>LD50: 4837 mg/kg (Intraperitoneal, Mouse) (T14)
LD50: &gt;2000 mg/kg (Oral, Rat) (T43)
LC50: 31 171 ppm over 4 hours (Inhalation, Mouse) (T43)</toxicity>
  <lethaldose></lethaldose>
  <carcinogenicity>No indication of carcinogenicity to humans (not listed by IARC).</carcinogenicity>
  <use-source>2-Bromopropane is an industrial and laboratory chemical. </use-source>
  <min-risk-level></min-risk-level>
  <health-effects>2-Bromopropane is a strong lachrymator.  Chronic exposure has been shown to have teratogenic effects in mouse and rat embryos.  Very high chronic doses led to developmental toxicity which included an increase in the fetal deaths, a decrease in the litter size, and a reduction in the fetal body weight. In addition, an increase in the incidence of fetal external, visceral, and skeletal abnormalities was seen. Chronic exposure to 2-bromopropane depletes spermatogenic cells in male rats and oocytes in female rats. Humans exposed to 2-bromopropane exhibited oligospermia, amenorrhea and other reproductive toxic effects.</health-effects>
  <symptoms>May cause skin, eye and respiratory tract irritation. May affect behavior/central nervous system (central nervous system depression, excitement fatigue, headache, dizziness, stupor,unconsciousness and possible coma). If ingested, 2-bromopropane may cause gastrointestinal tract irritation with nausea, and vomiting. It may also affect behavior/central nervous system with symptoms similar to those for inhalation. May also cause kidney damage and liver damage.</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">2014-12-24T20:24:38Z</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>BETA-AMINOPROPIONITRILE</biocyc-id>
  <ctd-id>C103736</ctd-id>
  <stitch-id>2-Bromopropane</stitch-id>
  <drugbank-id></drugbank-id>
  <pdb-id></pdb-id>
  <actor-id>6864</actor-id>
  <organism nil="true"/>
  <export type="boolean">true</export>
  <metabolizing-proteins nil="true"/>
  <transporting-proteins nil="true"/>
  <moldb-smiles>CC(C)Br</moldb-smiles>
  <moldb-formula>C3H7Br</moldb-formula>
  <moldb-inchi>InChI=1S/C3H7Br/c1-3(2)4/h3H,1-2H3</moldb-inchi>
  <moldb-inchikey>InChIKey=NAMYKGVDVNBCFQ-UHFFFAOYSA-N</moldb-inchikey>
  <moldb-average-mass type="decimal">122.992</moldb-average-mass>
  <moldb-mono-mass type="decimal">121.973112871</moldb-mono-mass>
  <origin>Exogenous</origin>
  <state>Liquid</state>
  <logp></logp>
  <hmdb-id></hmdb-id>
  <chembl-id>CHEMBL451810</chembl-id>
  <chemspider-id>6118</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"/>
</compound>
