Is thiamin (thiamine) amine or not?

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boron
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Is thiamin (thiamine) amine or not?

Post by boron » Fri May 16, 2014 10:28 am

I've read (exactly here) that the name thiamine was changed to thiamin "after it was found it's not an amine." Thiamin does have a NH2 group, so why wouldn't it be amine? ChemSpider

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Post by BasicBiology » Thu Nov 06, 2014 7:44 pm

From what it looks like to me, thiamine might not be an amine because the amino group is connected to an aromatic ring. I know phenylamines are amine groups connected to benzene rings. In thiamine, the amine group is connected to a pyrimidine ring. So I'm not sure but this may be why thiamine is not considered an amine...
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boron
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Post by boron » Fri Jan 23, 2015 11:08 am

Examples of amines in the Merriam-Webster dictionary include dopamine and histamine, in both of which, amino group is attached to a carbohydrate chain, not to the ring.

Yes, in thiamin, NH2 is attached directly to the ring.

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