1805 Phenacyl bromide Phenacyl bromide is an organobromide compound. It is a powerful lachrymator as well as a useful precursor to other organic compounds. In particular, henacyl bromide can be used for the identification of organic acids via their conversion to crystalline phenacyl esters. Phenacyl bromide can also be used for the determination of global DNA methylation by reversed phase HPLC with spectrofluorimetric detection. It has also been used as a protein modification or labeling agent for the selective modification of cysteine residues in a number of enzymes for biochemical studies. It is a white solid that reacts slowly with metals causing mild corrosion. It is combustible and may burn but does not ignite readily. When heated, vapors may form explosive mixtures with air. 70-11-1 6259 C8H7BrO 197.968030 White crystals, greenish on exposure to light. Easily volatile with steam and soluble in organic solvents. 50.5°C 250°C Oral (L626) ; inhalation (L626) ; dermal (L626) Organobromide compounds such as phenacyl bromide are strong alkylating agents. Consequently they can readily modify free thiols (cysteines) and methionine residues of the surfaces of proteins 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. Human liver aldehyde dehydrogenase isozymes E1 and E2 are both completely and irreversibly inactivated by phenacyl bromide. This kind targeted modification may lead to liver toxicity. Bromine is mainly absorbed via inhalation, but may also enter the body through dermal contact. Bromine salts can be ingested. Due to its reactivity, bromine quickly forms bromide and may be deposited in the tissues, displacing other halogens. (L626) No indication of carcinogenicity (not listed by IARC). (L135) Phenacyl bromide is an industrial and laboratory chemical. A strong lachrymator. Inhalation, ingestion or skin contact with material may cause severe injury or death. Potentially hepatotoxic. It is not carcinogenic or mutagenic. Phenacyl bromide is a strong lachrymator. Eye exposure produces irritation, characterized by a burning sensation, redness, tearing, inflammation, and possible corneal injury. Causes skin irritation and possible burns. May cause gastrointestinal irritation with nausea, vomiting and diarrhea. Causes respiratory tract irritation. 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. 2009-06-22T16:08:37Z 2014-12-24T20:24:39Z 51846 CPD-4361 C013190 Phenacyl bromide true BrCC(=O)C1=CC=CC=C1 C8H7BrO InChI=1S/C8H7BrO/c9-6-8(10)7-4-2-1-3-5-7/h1-5H,6H2 InChIKey=LIGACIXOYTUXAW-UHFFFAOYSA-N 199.045 197.968027493 Exogenous Solid CHEMBL102953 6023