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ChemicalBook--->CAS DataBase List--->1016-47-3

1016-47-3

1016-47-3 Structure

1016-47-3 Structure
IdentificationBack Directory
[Name]

N-ACETYLTRYPTAMINE
[CAS]

1016-47-3
[Synonyms]

Acetotryptamide
N-ACETYLTRYPTAMINE
N-(2-(1H-Indol-3-yl)
TRYPTAMINE, N-ACETYL-
N-Acetyltryptamine >
N-Acetyltryptamine
3-(2-Acetamidoethyl)indole
3-(2-N-ACETYLAMINOETHYL)INDOLE
N-Acetyl-1H-indole-3-ethaneamine
Acetamide,N-(2-indol-3-ylethyl)-
3-[2-(Acetylamino)ethyl]-1H-indole
N-[2-(1H-indol-3-yl)ethyl]ethanamide
N-[2-(1H-Indol-3-yl)-ethyl]-acetamide
Acetamide,N-[2-(1H-indol-3-yl)ethyl]-
[Molecular Formula]

C12H14N2O
[MDL Number]

MFCD00209910
[MOL File]

1016-47-3.mol
[Molecular Weight]

202.25
Chemical PropertiesBack Directory
[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. ]

2-8°C
[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 DataBack Directory
[Safety Statements ]

22-24/25
[WGK Germany ]

3
[HS Code ]

2933.99.8290
Hazard InformationBack Directory
[Description]

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.
[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.
[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]

Store at RT
[References]

Moro, Graziano, Coussio, Phytochern., 14,827 (1975)
Spectrum DetailBack Directory
[Spectrum Detail]

N-ACETYLTRYPTAMINE(1016-47-3)MS
N-ACETYLTRYPTAMINE(1016-47-3)1HNMR
N-ACETYLTRYPTAMINE(1016-47-3)IR1
N-ACETYLTRYPTAMINE(1016-47-3)IR2
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