Talk:Chlorpropham

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Regarding the mutagenicity and toxicity of 3-chloroaniline. The mechanism by which aromatic amines exhibit carcinogenicity is by the stabilisation of aromatic nitrenium ions formed by metabolism (hydroxylation) on nitrogen and subsequent elimination of the alcohol sometimes after glucuronidation or sulfation. It is the nitrenium ion which can form adducts with DNA leading to single stranded DNA breaks and point mutations. The stabilisation of the nitrenium ion by substituents on the ring is important in determining the lifetime of the nitrenium ion in water. A 4-chlorosubstituent on the ring is able to stabilise the charge on the nitrenium ion and would be expected to increase the lifetime of the nitrenium ion and its mutagenicity/carcinogenicity. A 3-chlorosubstituent will inductively destabilise the charge on the nitrenium ion (if formed by metabolism) and is likely to make the metabolite of chlorpropham less mutagenic/carcinogenic than aniline which is not generally considered to be carcinogenic although this classification may change. The material safety data sheet for 3-chloroaniline states that IARC: No component of this product present at levels greater than or equal to 0.1% is identified as probable, possible or confirmed human carcinogen by IARC. Making the statement regarding similarity of structure in this case for the carcinogenicity of the metabolite is therefore not warranted and there are reasons to believe it would be non-carcinogenic due to the mechanism of activation and this sentence should be removed.

Very different German page[edit]

On the German page this substance has more and serious side effects. Is the EU really paranoid or more thorough? 2001:8003:A928:800:8D35:4EDE:661E:C3FF (talk) 05:32, 17 July 2018 (UTC)