Tryptamine

Organic compound

Tryptamine is a monoamine alkaloid 。 It contains indole Ring structure Tryptophan Similarly, tryptophan is the source of this name. Tryptamine is present in mammal In the brain, as a neuromodulator or Neurotransmitter play a role^[1] 。 Like other trace amines, tryptamine and human trace amine related receptor 1 (TAAR1) act as Agonist combination.

Tryptamine is common in a group of compounds called collectively substituted tryptamines functional group 。 This set includes many biological activity Compounds, including neurotransmitters and psychedelic drugs.

Tryptamine, from Tryptophan An amine formed by decarboxylation. from Amine oxidase Oxidation formation. by Halman (Harman) formed precursor (→ Harman alkaloid ）。 5－ hydroxyl Derivatives (5-hydroxytryptamine, 5-HT) are present in Mammals Plasma and Amphibian Of the skin, with vasoconstriction effect.

Chinese name: Tryptamine
Foreign name: Tryptamine
Alias: 3 - (2-aminoethyl) indole
chemical formula: C10H12N2
molecular weight: one hundred and sixty point two one five seven
CAS login number: 61-54-1
EINECS login number: 200-510-5

Melting point: 113-116 °C(lit.)
Boiling point: 137 °C0.15 mm Hg(lit.)
Water solubility: Slightly soluble
Flash point: 185 °C
Storage conditions: 2-8°C
InChI: InChI=1/C10H12N2/c11-6-5-8-7-12-10-4-2-1-3-9(8)10/h1-4,7,12H,5-6,11H2

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English alias

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3-(2-Aminoethyl)indole~2-(3-Indolyl)ethylamine; 2-(indol-3-yl)ethylamine; 3-(2-Aminoethyl)Indole; 2-(1H-indol-3-yl)ethanamine

Plants that produce tryptamine

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Many plants contain small amounts of tryptamine. It is the influence plant growth and Microbial community Of Metabolic pathway Raw materials. For example, it is found that Phytohormone Indole-3-acetic acid Biosynthetic pathway One of the possible Intermediate product 。

Pathology

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Tryptamine is one of hTAAR1 Agonist 。 It acts as non selective 5-hydroxytryptamine recipient Agonist and 5-hydroxytryptamine Norepinephrine dopamine Compared with norepinephrine release, SNDRA is more likely to cause the release of 5-hydroxytryptamine and dopamine.

Tryptamine has been proven to be mosquito Progeny 5-hydroxytryptamine N-acetyltransferase SNAT Non competitive inhibitor 。 SNAT catalyzed 5-hydroxytryptamine Anabolism , generating N-acetyl serotonin , another nerve regulator (especially through TrkB Anxiety disorder Generated Neurotrophic factor ）And melatonin The direct precursor of.

Tryptamine is MAO-A and MAO-B Rapid metabolism , so the body half life Very short.

chemical synthesis

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Abramovitch–Shapiro tryptamine synthesis (Abramovich Shapiro tryptamine synthesis) is an important reaction for tryptamine synthesis^[2] 。

Abramovich Shapiro tryptamine synthesis reaction

security information

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Dangerous goods sign ：Xi

Hazard Category Code ：20/21/22-36/37/38-41-37/38-22

Safety instructions: 24/25-36/37/39-36-26

Toxicity information

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Category: toxic substances

Toxicity grade: highly toxic

acute toxicity : Abdominal cavity- Rat LD50 : 223.2 mg/kg; Abdominal cavity mouse LD50: 100 mg/kg

flammability Hazard characteristics: combustible; Toxic due to combustion nitrogen oxide smoke

Storage and transportation characteristics: warehouse ventilation Low temperature drying

Extinguishing agent: dry powder , foam, sand carbon dioxide , Foggy water

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