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Chloroacetyl Chloride

Oxidation of the vinyl halide carcinogen and hepatotoxin vinylidene chloride (VDC) by microsomal cytochrome P-450 yields 2,2-dichloroacetaldehyde, 2-chloroacetyl chloride, 2-chloroacetic acid, and 1,1-dichloroethylene oxide. The roles of these metabolites in covalent modification of proteins and reduced glutathione (GSH) were examined. 2-Chloroacetyl chloride reacted with model thiols at least 103-fold faster than did 1,1-dichloroethylene oxide and at least 105-fold faster than did 2,2-dichloroacetaldehyde or 2-chloroacetic acid. Microsomal covalent binding of [14C]VDC was inhibited by GSH but not by lysine, suggesting that protein thiols, rather than amino groups, are major targets. Liver microsomes catalyzed the formation of three GSH:VDC metabolite conjugates, identified as S-(2,2-dichloro-1-hydroxy)ethylglutathione, 2-(S-glutathionyl)acetate, and S-(2-glutathionyl)acetylglutathione, a novel conjugate containing both stable (thioether) and labile (thioester) linkages. The latter two conjugates also were formed in isolated rat hepatocytes and measurable amounts of 2-(S-glutathionyl)acetate were released into the incubation medium.

- Chloroacetyl Chloride
- Chloroacetic Acid Chloride
- Mono Chloroacetyl Chloride


  Chloroacetyl Chloride




  Mono Chloroacetyl Chloride

Eyes: In case of contact, immediately flush eyes with plenty of water for a t least 15 minutes. Get medical aid immediately.

Skin: In case of contact, immediately flush skin with plenty of water for at least 15 minutes while removing contaminated clothing and shoes. Get medical aid immediately. Wash clothing before reuse.

Ingestion: If swallowed, do NOT induce vomiting. Get medical aid immediately. If victim is fully conscious, give a cupful of water. Never give anything by mouth to an unconscious person.

Inhalation: If inhaled, remove to fresh air. If not breathing, give artificial respiration. If breathing is difficult, give oxygen. Get medical aid.

Notes to Physician: Treat symptomatically and supportively.



  Chloroacetic Acid Chloride

Handling: Wash thoroughly after handling. Do not get in eyes, on skin, or on clothing. Do not ingest or inhale. Wash clothing before reuse. Discard contaminated shoes. Keep away from strong bases and metals. Use only with adequate ventilation.
Storage: Store in a tightly closed container. Store in a cool, dry, well-ventilated area away from incompatible substances. Corrosives area. Do not store in metal containers. Do not store near alkaline substances. Store protected from moisture. Separate from alcohols.




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