5-Methoxycarbonylamino-N-acetyltryptamine
CAS:
Ref. 3D-FM25287
Product Information
Name:5-Methoxycarbonylamino-N-acetyltryptamine
Synonyms:
- N-[3-[2-(Acetylamino)ethyl]-1H-indol-5-yl]carbamic acid methyl ester5-MCA-NATGR 135531
Brand:Biosynth
Description:5-Methoxycarbonylamino-N-acetyltryptamine (5-MeO-NAT) is a tryptamine derivative that is the N-acetylated form of melatonin. It is a metabolite of melatonin, produced by the enzyme carboxylesterase, and has been found in wastewater treatment plants. 5-MeO-NAT binds to the MT2 receptor with high affinity and acts as an agonist, stimulating dopamine release in vitro. This drug has also been shown to have anti-inflammatory properties in vivo by inhibiting the production of proinflammatory cytokines in a model of tissue infection. The drug has also been shown to have a role in fetal development. 5-MeO-NAT is synthesized from serotonin by hydroxylation at position 5 on the indole ring and acetylation at position 3 on methoxybenzene ring. The synthesis proceeds via two routes: one starting from tryptophan and another
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Chemical properties
Molecular weight:275.3 g/mol
Formula:C14H17N3O3
Purity:Min. 95%
Color/Form:Brown Solid
InChI:InChI=1S/C14H17N3O3/c1-9(18)15-6-5-10-8-16-13-4-3-11(7-12(10)13)17-14(19)20-2/h3-4,7-8,16H,5-6H2,1-2H3,(H,15,18)(H,17,19)
InChI key:InChIKey=MPZVHKLZCUEJFO-UHFFFAOYSA-N
SMILES:COC(=O)Nc1ccc2[nH]cc(CCNC(C)=O)c2c1