N-ACETYLTRYPTAMINE Chemical Properties

Melting point:

74.0 to 78.0 °C

Boiling point:

200°C/0.2mmHg(lit.)

Density 

1.164±0.06 g/cm3(Predicted)

storage temp. 

Sealed in dry,Room Temperature

solubility 

alcohol: soluble

form 

powder

pka

16.48±0.46(Predicted)

color 

White to Light yellow to Light orange

λmax

290nm(MeOH)(lit.)

CAS DataBase Reference

1016-47-3

Safety Information

Safety Statements 

22-24/25

WGK Germany 

3

HS Code 

2933.99.8290

MSDS

• Language:English Provider:SigmaAldrich

N-ACETYLTRYPTAMINE Usage And Synthesis

Description

The Argentinian medicinal plant Prosopsis nigra contains this alkaloid of the simple indole type which has recently been isolated and characterized. It may be a direct precursor in the biosynthesis of the {:l-carboline bases.

Description

N-acetyl Tryptamine is a structural analog of melatonin (5-methoxy-N-acetyltryptamine; ) that binds the melatonin MT₂ receptor (K_i = 41 nM). It acts as a melatonin receptor antagonist in frog skin and chicken retina and as a partial agonist in rabbit retina. N-acetyl Tryptamine is also a reaction product of assays for serotonin N-acetyltransferase, the penultimate enzyme in the melatonin biosynthetic pathway.

Uses

N-acetyl Tryptamine is a structural analog of melatonin (5-methoxy-N-acetyltryptamine; ) that binds the melatonin MT2 receptor (Ki = 41 nM). It acts as a melatonin receptor antagonist in frog skin and chicken retina and as a partial agonist in rabbit retina. N-acetyl Tryptamine is also a reaction product of assays for serotonin N-acetyltransferase, the penultimate enzyme in the melatonin biosynthetic pathway.

Definition

ChEBI: A tryptamine compound having an acetyl substituent attached to the side-chain amino function.

Enzyme inhibitor

This partial receptor agonist (FW = 202.26 g/mol; CAS 1016-47-3; Soluble to 100 mM in DMSO) is a melatonin (or 5-methoxy-N-acetyltryptamine) mimic and is more potent than melatonin in inhibiting dopamine release fom presynaptic melatonin receptor site of rabbit retina labeled in vitro with [3H]dopamine.

storage

Room temperature

References

Moro, Graziano, Coussio, Phytochern., 14,827 (1975)

N-ACETYLTRYPTAMINE(1016-47-3)Related Product Information

• AC-TRP-OET
• AC-TRP-NH2
• Melatonine
• 5-Hydroxy-N-acetyltryptamine
• N-Acetyl-DL-tryptophan
• BZ-TRP-OH
• 5-METHOXYCARBONYLAMINO-N-ACETYLTRYPTAMINE
• Tryptamine
• Z-HIS-PHE-TRP-OET
• AC-TRP-ONP
• 3-(2-FURYL)ACRYLOYL-L-TRYPTOPHAN METHYL ESTER
• Z-ALA-TRP-OH
• GLYCYL-DL-TRYPTOPHAN
• AC-TRP-OME
• H-LEU-TRP-LEU-OH
• 4-CHLOROBENZOYL-L-TRYPTOPHAN CALCIUM SALT
• Z-TRP-TRP-OH
• H-GLY-TRP-GLY-OH