1049 2-[(2E)-2-(Nitromethylidene)pyrrolidin-1-yl]acetonitrile Aromatic heterocycle containing a nitromethylene substituent. Fast acting neurotoxicant, effective both by contact or oral ingestion; they are relatively safe to vertebrates and degrade rapidly in the environment. (T10) 1164504-23-7 2247080 C7H9N3O2 167.069480 White powder. Acts as a neurotransmitter mimic , having both excitatory and depressant effects, eventually blocking postsynaptic nicotinic receptors. (T10) Organic nitriles decompose into cyanide ions both in vivo and in vitro. Consequently the primary mechanism of toxicity for organic nitriles is their production of toxic cyanide ions or hydrogen cyanide. Cyanide is an inhibitor of cytochrome c oxidase in the fourth complex of the electron transport chain (found in the membrane of the mitochondria of eukaryotic cells). It complexes with the ferric iron atom in this enzyme. The binding of cyanide to this cytochrome prevents transport of electrons from cytochrome c oxidase to oxygen. As a result, the electron transport chain is disrupted and the cell can no longer aerobically produce ATP for energy. Tissues that mainly depend on aerobic respiration, such as the central nervous system and the heart, are particularly affected. Cyanide is also known produce some of its toxic effects by binding to catalase, glutathione peroxidase, methemoglobin, hydroxocobalamin, phosphatase, tyrosinase, ascorbic acid oxidase, xanthine oxidase, succinic dehydrogenase, and Cu/Zn superoxide dismutase. Cyanide binds to the ferric ion of methemoglobin to form inactive cyanmethemoglobin. (L97) Organic nitriles are converted into cyanide ions through the action of cytochrome P450 enzymes in the liver. Cyanide is rapidly absorbed and distributed throughout the body. Cyanide is mainly metabolized into thiocyanate by either rhodanese or 3-mercaptopyruvate sulfur transferase. Cyanide metabolites are excreted in the urine. (L96) No indication of carcinogenicity to humans (not listed by IARC). Nitromethylenes are used as pesticides. (T10) Nitromethylenes are neurotoxic. (T10) 2009-06-18T21:54:31Z 2026-04-05T15:25:51Z 2-[(2E)-2-(Nitromethylidene)pyrrolidin-1-yl]acetonitrile true [H]\C(=C1\CCCN1CC#N)N(=O)=O C7H9N3O2 InChI=1S/C7H9N3O2/c8-3-5-9-4-1-2-7(9)6-10(11)12/h6H,1-2,4-5H2/b7-6+ UUBCVVUIZRGQQU-VOTSOKGWSA-N 167.1653 167.069476547 Exogenous Solid CHEMBL1340003 1681490 CHEM000902 DTXSID60897074 NS00075488 2-[(2E)-2-(nitromethylidene)pyrrolidin-1-yl]acetonitrile