1910 cis-1,3-Dichloropropene Cis-1,3-Dichloropropene, also known as cis-Telone or simply cis-1,3-D, is a colorless liquid with a sweet smell. It is one of 2 isomers of 1,3-D. cis- 1,3-Dichloropropene is widely used as a preplanting soil fumigant for the control of nematodes, and it has been available for agricultural use in many formulations (L893). 10061-01-5 5280970 C3H4Cl2 109.969010 Colourless liquid (L893). -50°C 2.18 mg/mL at 20°C [TOMLIN,C (1997)] Inhalation (L893) ; oral (L893) ; dermal (L893) ; eye contact (L893). The primary toxic effects of cis-1,3-dichloropropene are portal-of-entry effects resulting from the chemical reactivity of the compound and its physicochemical properties. Repeated irritation results in a hyperplastic response in the target tissues. The mutagenicity of cis-1,3-dichloropropene is attributed to its biotransformation by cytochrome P-450 to stereospecific epoxides and the hydrolysis product, 3-chloro-2-hydroxypropanal. It is likely that depletion of glutathione would block the major detoxification pathway for cis-1,3- dichloropropene, resulting in increased toxicity of organs such as the liver and kidney because of binding of reactive intermediates to macromolecules in cells. There is some evidence that cytotoxicity of hepatic cells exposed to cis-1,3-dichloropropene is preceded by increased levels of phospholipid hydroperoxides (L893). The major metabolic pathway is rapid conjugation with glutathione, resulting in the formation of a mercapturic acid metabolite that is excreted in the urine. Cis-1,3-Dichoropropene may also undergo hydrolysis and dechlorination to form 1-chloroallyl alcohol, an intermediate that reacts with alcohol dehydrogenase to form 1-chloroacrolein. Another minor pathway involves reaction with cytochrome P450 to form mutagenic cis and trans epoxides that convert to the mutagen 3-chloro2- hydroxy-propanal. Conjugation with glutathione can occur in the nasal tissue, kidney, and liver. The glutathione conjugate of cis-1,3-dichloropropene is then converted to the mercapturic acid and acetylated for excretion as the N-acetyl-cysteine metabolite. Alternative metabolic pathways for cis-1,3-dichloropropenes have also been proposed. reaction with cytochrome P-450 resulted in the formation of cis-1,3-dichloropropene epoxides. The cis-1,3-dichloropropene epoxides undergo hydrolysis, possibly catalyzed by epoxide hydrolase, to 3-chloro-2-hydroxypropanal (L893). LD50: 121 mg/kg (Oral, Rat) (L893) 3, not classifiable as to its carcinogenicity to humans. (L135) Breathing in contaminated air; drinking contaminated water; eating contaminated food; dermal and eye exposure (L893). Intermediate Inhalation: 0.008 ppm (Rabbit) (L893) Chronic Inhalation: 0.007 ppm (Rabbit) (L893) Ingestion of cis-1,3-D can lead to developed gastrointestinal distress, adult respiratory distress syndrome, hematological and hepatorenal functional impairment, acute gastrointestinal distress with pulmonary congestion and edema, central nervous depression, perhaps even in the absence of impaired oxygen uptake. Moreover, this can lead to death. Coma may occur rapidly after inhalation. Inhalation of cis-1,3-D at low concentration can cause central nervous depression and moderate irritation of respiratory system; headache is frequent. After inhalation exposures, malaise, headache, chest and abdominal discomfort and irritability have been reported to persist for several weeks, and perhaps for several years. Severe skin irritation with marked inflammatory response of epidermis can underlying tissues can follow dermal exposure. By any route, possible late injuries to liver, kidneys and heart (T48). Symptoms occuring after inhalation include gasping, refusal to breathe, coughing, substernal pain; lacrimation and headache are prominant. After inhalation exposures, malaise, headache, chest and abdominal discomfort and irritability can persist during weeks or years. Moreover, Irritation of eyes and upper respiratory mucosa appears promptly after exposure to concentrated vapors. Ingestion can cause cough, sore throat, headache, dizziness, nausea, vomiting, unconsciousness, and laboured breathing (T48, L893). Following oral exposure, administer charcoal as a slurry. Monitor liver and kidney function; elevations may not be seen for several days. Following eye exposure, irrigate exposed eyes with copious amounts of room temperature water for at least 15 minutes. If irritation, pain, swelling, lacrimation, or photophobia persist, the patient should be seen in a health care facility. Following dermal exposure, remove contaminated clothing and wash exposed area thoroughly with soap and water. Following inhalation, move patient to fresh air, even though initial symptoms and signs are mild; keep the victim quiet, in a semi-reclining position. Minimum physical activity limits the likehood of pulmonary edema. If victim is not breathing, clear the airway of secretions and resuscitate with positive pressure oxygen apparatus. If this is not available, use chest compression to sustain respiration. (T36, A568) 2009-06-24T15:20:01Z 2014-12-24T20:24:52Z Cytochrome P450 (L893); Glutathione-S-Trasferase(L893, A264); alcohol dehydrogenase (L893); gamma-glutamyl transpeptidase (195); epoxide hydrolases (L893). C06610 18809 PROPENE 1,3-Dichloropropene, cis true Glutathione S-transferase P (P09211) Glutathione S-transferase Mu 1 (P09488) Glutathione S-transferase A1 (P08263) Glutathione S-transferase theta-2 (P30712) Glutathione S-transferase Mu 4 (Q03013) Glutathione S-transferase theta-1 (P30711) Glutathione S-transferase A4 (O15217) Glutathione S-transferase A2 (P09210) Glutathione S-transferase A3 (Q16772) Glutathione S-transferase Mu 3 (P21266) Glutathione S-transferase omega-1 (P78417) Glutathione S-transferase kappa 1 (Q9Y2Q3) Glutathione S-transferase Mu 2 (P28161) Glutathione S-transferase omega-2 (Q9H4Y5) Glutathione S-transferase A5 (Q7RTV2) Glutathione S-transferase Mu 5 (P46439) Glutathione S-transferase theta-4 (A8MPT4) Maleylacetoacetate isomerase (O43708) Microsomal glutathione S-transferase 1 (P10620) Microsomal glutathione S-transferase 2 (Q99735) Microsomal glutathione S-transferase 3 (O14880) Gamma-glutamyltranspeptidase 1 (P19440) Gamma-glutamyltranspeptidase 2 (P36268) Putative gamma-glutamyltranspeptidase 3 (A6NGU5) Gamma-glutamyltransferase 5 (P36269) Gamma-glutamyltransferase 6 (Q6P531) Gamma-glutamyltransferase 7 (Q9UJ14) Epoxide hydrolase 1 (P07099) Epoxide hydrolase 2 (P34913) Epoxide hydrolase 3 (Q9H6B9) Epoxide hydrolase 4 (Q8IUS5) Alcohol dehydrogenase 1A (P07327) Alcohol dehydrogenase 1B (P00325) Alcohol dehydrogenase 1C (P00326) Alcohol dehydrogenase 4 (P08319) Alcohol dehydrogenase 6 (P28332) Alcohol dehydrogenase class 4 mu/sigma chain (P40394) Alcohol dehydrogenase class-3 (P11766) (L893) ClCC=CCl C3H4Cl2 InChI=1S/C3H4Cl2/c4-2-1-3-5/h1-2H,3H2 InChIKey=UOORRWUZONOOLO-UHFFFAOYSA-N 110.97 109.969005542 Exogenous Liquid 23264