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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
Molecular Weight:
160.22
MDL Number:
MFCD00005661
MOL File:
61-54-1.mol
MSDS File:
SDS
Last updated:2024-03-18 17:23:41

Tryptamine Properties

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)
EWG's Food Scores 1
FDA UNII 422ZU9N5TV
NIST Chemistry Reference 1H-Indole-3-ethanamine(61-54-1)
EPA Substance Registry System Tryptamine (61-54-1)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictogramsGHS hazard pictograms
GHS05,GHS07
Signal word  Danger
Hazard statements  H302-H317-H318
Precautionary statements  P261-P264-P280-P301+P312-P302+P352-P305+P351+P338
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
8-23
HazardClass  IRRITANT
HS Code  28259080
HS Code  29339990
NFPA 704
1
2 0

Tryptamine price More Price(32)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 193747 Tryptamine ≥97% 61-54-1 10g $44.8 2024-03-01 Buy
Sigma-Aldrich 193747 Tryptamine ≥97% 61-54-1 50g $154 2024-03-01 Buy
Sigma-Aldrich 76706 Tryptamine analytical standard 61-54-1 100MG $65.3 2022-05-15 Buy
TCI Chemical T0890 Tryptamine >98.0%(HPLC)(T) 61-54-1 25g $65 2024-03-01 Buy
Alfa Aesar A11116 Tryptamine, 98+% 61-54-1 10g $45.7 2024-03-01 Buy
Product number Packaging Price Buy
193747 10g $44.8 Buy
193747 50g $154 Buy
76706 100MG $65.3 Buy
T0890 25g $65 Buy
A11116 10g $45.7 Buy

Tryptamine Chemical Properties,Uses,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.
synthesis of tryptamine
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.]

38750-13-9
61-54-1
Synthesis of Tryptamine from Carbamic acid, N-?[2-?(1H-?indol-?3-?yl)?ethyl]?-?, phenylmethyl ester
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View Lastest Price from Tryptamine manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Tryptamine pictures 2024-03-19 Tryptamine
61-54-1
US $10.00-1.00 / kg 1kg 99% 300tons Hebei Dangtong Import and export Co LTD
Tryptamine pictures 2024-03-19 Tryptamine
61-54-1
US $20.00-5.00 / kg 1kg 99% 300tons Hebei Dangtong Import and export Co LTD
Tryptamine pictures 2024-03-19 Tryptamine
61-54-1
US $44.00-36.00 / kilograms 100kilograms 99% 100tons Hebei Dangtong Import and export Co LTD
  • Tryptamine pictures
  • Tryptamine
    61-54-1
  • US $10.00-1.00 / kg
  • 99%
  • Hebei Dangtong Import and export Co LTD
  • Tryptamine pictures
  • Tryptamine
    61-54-1
  • US $20.00-5.00 / kg
  • 99%
  • Hebei Dangtong Import and export Co LTD
  • Tryptamine pictures
  • Tryptamine
    61-54-1
  • US $44.00-36.00 / kilograms
  • 99%
  • Hebei Dangtong Import and export Co LTD
(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 2-(1H-INDOL-3-YL)-ETHYLAMINE TryptaMine, 98% 50GR Tryptamine, 2-(1H-Indol-3-yl)ethylamine TIMTEC-BB SBB003963 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+% 2-(3-Indolyl)ethylamin Tryptamine, ultra-pure 3-(B-AMINOETHYL) INDOLE 2-(3-Indolyl)ethylamine, 3-(2-Aminoethyl)indole 1H-Indole-3-ethan-1-amine Indole-ethylamine Fast Delivery tryptamine CAS 61-54-1 Tryptamine, 95+% Fast Delivery tryptamine kb n-0i90b Tryptamine Powder Tryptamine white powder Tryptamine Tryptamine Powder Tryptamine Basic information b mk-2 Tryptamine (2-(1H-Indol-3-yl)ethanamine) TRYPTAMINE D4 1H-INDOLE-3-ETHANAMINE 2-(1H-INDOL-3-YL)ETHANAMINE 3-(2-AMINOETHYL)INDOLE TRIPTAMINE L-TRYPTAMINE 2-(1H-indol-3-yl)ethan-1-aMine hydrochloride TRYPTAMINE CAS 61-54-1 ryptamine KERATIN 68238-35-7 61-54-1