Description Applications Plants Containing Tryptamine Pharmacology
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Tryptamine

Description Applications Plants Containing Tryptamine Pharmacology
Product Name
Tryptamine
CAS No.
61-54-1
Chemical Name
Tryptamine
Synonyms
L-TRYPTAMINE;1H-INDOLE-3-ETHANAMINE;TRYPTAMINE CAS 61-54-1;2-(1H-INDOL-3-YL)ETHANAMINE;2-(1H-indol-3-yl)ethan-1-aMine hydrochloride;TRIPTAMINE;3-(2-AMINOETHYL)INDOLE;b mk-2;Tryptamin;ryptamine
CBNumber
CB8192006
Molecular Formula
C10H12N2
Formula Weight
160.22
MOL File
61-54-1.mol
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Tryptamine Property

Melting point:
113-116 °C (lit.)
Boiling point:
137 °C/0.15 mmHg (lit.)
Density 
0.9787 (rough estimate)
refractive index 
1.6210 (estimate)
Flash point:
185 °C
storage temp. 
2-8°C
solubility 
water: soluble1g/L at 20°C
pka
10.2(at 25℃)
form 
crystalline
color 
white
PH
11.07 (10g/l, H2O, 24.7℃)
Water Solubility 
negligible
Sensitive 
Air Sensitive
Merck 
14,9796
BRN 
125513
CAS DataBase Reference
61-54-1(CAS DataBase Reference)
NIST Chemistry Reference
1H-Indole-3-ethanamine(61-54-1)
EPA Substance Registry System
Tryptamine (61-54-1)
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Safety

Hazard Codes 
Xi
Risk Statements 
20/21/22-36/37/38-41-37/38-22
Safety Statements 
24/25-36/37/39-36-26
WGK Germany 
3
RTECS 
NL4020000
F 
8-23
HazardClass 
IRRITANT
HS Code 
28259080
HS Code 
29339990
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H302Harmful if swallowed

H317May cause an allergic skin reaction

H318Causes serious eye damage

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
193747
Product name
Tryptamine
Purity
≥97%
Packaging
10g
Price
$44.8
Updated
2024/03/01
Sigma-Aldrich
Product number
193747
Product name
Tryptamine
Purity
≥97%
Packaging
50g
Price
$154
Updated
2024/03/01
Sigma-Aldrich
Product number
76706
Product name
Tryptamine
Purity
analytical standard
Packaging
100MG
Price
$65.3
Updated
2022/05/15
TCI Chemical
Product number
T0890
Product name
Tryptamine
Purity
>98.0%(HPLC)(T)
Packaging
25g
Price
$65
Updated
2024/03/01
Alfa Aesar
Product number
A11116
Product name
Tryptamine, 98+%
Packaging
10g
Price
$45.7
Updated
2024/03/01
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Tryptamine Chemical Properties,Usage,Production

Description

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.
The chemical’s distinct structure is an approximation to the neurotransmitter serotonin as well-known drugs and hallucinogens. Tryptamine’s significance as psychedelic drugs, neuromodulator, and neurotransmitter is well understood due to its presence in mammalian brain in small amounts.

Applications

Analogs of tryptamine that are typically produced by its synthetic modification play a significant role in individuals due to the introduction of functionalities that are biologically active in its nucleus that may cause changes in the mental and physical status of the human brain.
Substitutions on the indole ring at nitrogen and C-2 of its side chain produce numerous neuroactive compounds ranging from anti-migraine drugs to toxic substances, such as rizatriptan, sumatriptan, and zolmitriptan. A small amount of tryptamine is required due to its fatalities and intoxication for several reasons.

Plants Containing Tryptamine

In plants, tryptamine in small amounts acts as a promising phase to the plant hormone indole-3-acetic acid in one biosynthetic pathway. N, N-dimethyltryptamine (DMT) is a tryptamine derivative that is an active constituent for the hallucinogenic effect of brew known as the “vine of the souls.” Indigenous Amazonian tribes have traditionally used the drink for therapeutic purposes for effective treatment of some physical maladies and abuse disorders. Magic mushrooms are the most common fungi that contain tryptamine derivatives.

Pharmacology

Serotonin (5-hydroxytryptamine, 5-HT), which is a natural derivative of tryptamine is a significant signaling hormone that helps in the modulation and regulation of numerous processes within the central nervous system, for instance, cognition, sleep, temperature regulation, memory, and behavior. The mammalian brain contains small traces of tryptamine, which generally act as a modulator or neurotransmitter by releasing serotonin agents. It is also an enhancer of serotonergic activity. Only one minute is required for tryptamine to produce psychotropic phenomena when used recreationally. It has been associated with fatalities and intoxications for multiple reasons including low toxic concentrations.

Description

Tryptamine is an indole alkaloid and intermediate in the biosynthesis of serotonin and the phytohormone melatonin in plants. It increases the levels of the terpenoid indole alkaloids ajmalicine, strictosidine, and catharanthine in cultures of C. roseus. Tryptamine is also a product of tryptophan metabolism in mammals. Tryptamine derivatives have been synthetically produced as hallucinogenic drugs of abuse that act on the serotonergic system.

Chemical Properties

Tryptamine is a biogenic imine derived from the decarboxylation of tryptophan. It is a white to orange crystalline Powder, melting point 118°C (decomposition at 145-146°C). Soluble in ethanol and acetone, almost insoluble in ether, benzene, chloroform and water.

Uses

Tryptamine is a monoamine alkaloid found in plants. Tryptamine is commonly used in the preparation of biologically active compounds such as neurotransmitters and psychedelics.

Definition

ChEBI: Tryptamine is an aminoalkylindole consisting of indole having a 2-aminoethyl group at the 3-position. It has a role as a human metabolite, a plant metabolite and a mouse metabolite. It is an aminoalkylindole, an indole alkaloid, an aralkylamino compound and a member of tryptamines. It is a conjugate base of a tryptaminium.

Preparation

Tryptamine, a monoamine alkaloid containing an indole ring structure is derived by the decarboxylation of amino acid tryptophan.

The synthesis of tryptamines is typically conducted following a classic route starting with a Mannich reaction of an indole heterocycle, followed by quaternization of the amine, nucleophilic substitution with highly toxic cyanide and final reduction.

General Description

Tryptamines which are usually found in plants, fungi, animals, etc. are categorized under the monoamine alkaloids class of compounds.

Biochem/physiol Actions

Vasoactive; may have a neuromodulator function; biogenic amine formed from the decarboxylation of tryptophan by L-aromatic amino acid decarboxylase.

Purification Methods

Crystallise tryptamine from *benzene, Et2O (m 114o) or pet ether (m 118o). It has UV: 222n 276, 282 and 291nm (EtOH) and max 226, 275, 281 and 290nm (HCl). [Beilstein 22 II 346, 22 III/IV 4319, 22/10 V 45.]

Tryptamine Preparation Products And Raw materials

Raw materials

Preparation Products

Vinpocetine 1,2,3,4-TETRAHYDRO-9H-PYRIDO[3,4-B]INDOLE
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View Lastest Price from Tryptamine manufacturers

Dorne Chemical Technology co. LTD
Product
Tryptamine 61-54-1
Price
US $10.00/ASSAYS
Min. Order
1ASSAYS
Purity
99%
Supply Ability
10 ton
Release date
2024-03-26
Shandong Xuhuang New material CoLTD
Product
Tryptamine 61-54-1
Price
US $120.00/KG
Min. Order
1KG
Purity
99.99%
Supply Ability
1000
Release date
2025-02-21
Wuhan Circle Star Chem-medical Technology Co.,Ltd
Product
Tryptamine 61-54-1
Price
US $0.00-0.00/kg
Min. Order
1kg
Purity
98
Supply Ability
1000
Release date
2025-01-02

61-54-1, TryptamineRelated Search:

Indole-3-butyric acid Indole-3-acetic acid Fmoc-D-Trp(Boc)-OH Ethylamine Indole Indometacin N-Aminoethylpiperazine 2-(2-Aminoethylamino)ethanol CHROMONE 3,4-Dihydro-(1H)-benzopyrane CHROMANE-2-CARBOXYLIC ACID Tryptophol TRYPTAMINE HYDROCHLORIDE HARMALINE 5-FLUORO-DL-TRYPTOPHAN 5-BROMO-DL-TRYPTOPHAN INDOLE-3-ACETIC ACID HYDRAZIDE Reserpine

  • (Amino-2 ethyl)-3 indole
  • (amino-2ethyl)-3indole
  • 3-(2-aminoethyl)-indol
  • 3-Indoleethylamine
  • beta-(3-Indolyl)ethylamine
  • Indol-3-ethylamine
  • Indole, 3-(2-aminoethyl)-
  • Tryptamin
  • LABOTEST-BB LTBB000729
  • AURORA KA-7834
  • 3-(BETA-AMINOETHYL) INDOLE
  • 3-IndoleethanaMine
  • NSC 165212
  • β-(3-Indolyl)ethylaMine
  • TRYPTAMINE FOR SYNTHESIS 10 G
  • TRYPTAMINE(P)
  • Tryptamine Vetec(TM) reagent grade, 98%
  • (Amino-2 ethyl)-3 indole [French]
  • 2-(3-INDOLYL)ETHYLAMINE
  • 1H-INDOLE-3-ETHANAMINE
  • 2-(1H-INDOL-3-YL)-ETHYLAMINE
  • TryptaMine, 98% 50GR
  • Tryptamine, 2-(1H-Indol-3-yl)ethylamine
  • Fast Delivery tryptamine CAS 61-54-1
  • Tryptamine, 95+%
  • Fast Delivery tryptamine
  • kb n-0i90b
  • 2-(1H-INDOL-3-YL)ETHANAMINE
  • TIMTEC-BB SBB003963
  • 3-(2-AMINOETHYL)INDOLE
  • 3-(2-AMINOETHYL)-1H-INDOLE
  • TRYPTAMINE
  • RARECHEM AH BS 0131
  • 2-(indol-3-yl)ethylamine
  • TRYPTAMINE FREE BASE 99 PLUS %
  • TRYPTAMINE FREE BASE APPROX. 98%
  • TRYPTAMINE 99+%
  • TRYPTAMINE 98+%
  • TRIPTAMINE
  • 2-(3-Indolyl)ethylamin
  • L-TRYPTAMINE
  • Tryptamine, ultra-pure
  • 3-(B-AMINOETHYL) INDOLE
  • 2-(3-Indolyl)ethylamine, 3-(2-Aminoethyl)indole
  • 1H-Indole-3-ethan-1-amine
  • Indole-ethylamine
  • 2-(1H-indol-3-yl)ethan-1-aMine hydrochloride
  • Tryptamine Powder
  • Tryptamine white powder
  • Tryptamine Tryptamine Powder
  • Tryptamine Basic information
  • TRYPTAMINE CAS 61-54-1
  • b mk-2
  • Tryptamine (2-(1H-Indol-3-yl)ethanamine)
  • TRYPTAMINE D4
  • ryptamine
  • KERATIN 68238-35-7
  • Tryptamine, 10 mM in DMSO