Tryptamine is a monoamine alkaloid that can be synthesized by decarboxylation of the amino acid tryptophan. Notably, tryptamine can be found in fungi, plants, Amphibia, animals, and microbes.
Tryptamine has an indole ring structure and a fused double ring that is composed of a benzene ring and a pyrrole ring, linked to an amino group by 2-carbon side chain. The indole ring is the vital nucleus of many complex natural products that have significance in drug discovery as well as some synthetic and non-synthetic drugs that are based on tryptamine skeleton.
Name
|
Tryptamine
|
Molecular Formula
|
C10H12N2
|
Molecular Weight
|
160.21
|
CAS Registry Number
|
61-54-1
|
EINECS
|
200-510-5
|
Melting point
|
113-117 ºC
|
Boiling point
|
137 ºC (0.15 mmHg)
|
Flash point
|
185 ºC
|
Water solubility
|
negligible
|
Uses: Biological and pharmaceutical intermediates, biological reagents
Tryptamine is a monoamine alkaloid. It contains an indole ring structure, and is structurally similar to the amino acid tryptophan, from which the name derives. Tryptamine is found in trace amounts in the brains of mammals and is hypothesized to play a role as a neuromodulator or neurotransmitter. Similar to other trace amines, tryptamine binds to human trace amine-associated receptor 1 (TAAR1) as an agonist.
Tryptamine is the common functional group in a set of compounds termed collectively substituted tryptamines. This set includes many biologically active compounds, including neurotransmitters and psychedelic drugs.
Application:
Tryptamine was used in:1 .multi-layered analysis, used to differentiate and identify biogenic amines 2. in the synthesis of indole ring-terminated thiol, ω-mercaptooctyltryptamide 3.in surface-enhanced Raman spectroscopic investigation of indole ring-terminated self-assembled monolayer on gold electrode.
Density
|
1.2±0.1 g/cm3
|
Boiling Point
|
378.8±0.0 °C at 760 mmHg
|
Melting Point
|
113-116 °C(lit.)
|
Molecular Formula
|
C
10
H
12
N
2
|
Molecular Weight
|
160.216
|
Flash Point
|
187.7±8.1 °C
|
Exact Mass
|
160.100052
|
PSA
|
41.81000
|
LogP
|
1.38
|
Vapour Pressure
|
0.0±0.8 mmHg at 25°C
|
Index of Refraction
|
1.669
|
Water Solubility
|
negligible
|
Package and transport
|
Fast
|
Suitable
|
DHL / FEDEX / EMS
|
3-7 days
|
50 kg
|
By Air
|
5-15 days
|
> 50kg
|
By Sea
|
10-45 days
|
> 1000kg
|
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