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5-Hydroxytryptamine

CAS No.
50-67-9
Chemical Name:
5-Hydroxytryptamine
Synonyms
serotonin;serotonine;3-(2-aminoethyl)-1H-indol-5-ol hydrochloride;enteramine;SEROTONIN BASE;5-Hydroxytryptamine,freebase;5-hta;antemoqua;antemovis;substanzds
CBNumber:
CB6119335
Molecular Formula:
C10H12N2O
Molecular Weight:
176.22
MDL Number:
MFCD00055054
MOL File:
ub8优游登录平台:50-67-9.mol

5-Hydroxytryptamine Properties

Melting point 167.5 °C
Boiling point 307.83°C (rough estimate)
Density 1.1102 (rough estimate)
refractive index 1.7110 (estimate)
storage temp. 2-8°C
pka 9.8(at 25℃)
form neat
BRN 143524
CAS DataBase Reference 50-67-9(CAS DataBase Reference)
FDA UNII
NCI Dictionary of Cancer Terms ;
EPA Substance Registry System

SAFETY

Risk and Safety Statements

Symbol(GHS) 
ub8优游登录平台:GHS06,GHS08
Signal word  Danger
Hazard statements  ub8优游登录平台:H301-H361
Precautionary statements  ub8优游登录平台:P281-P301+P310
Hazard Codes  T
Risk Statements  63-25
Safety Statements  36/37-45
RIDADR  UN 2811 6.1 / PGIII
WGK Germany  3
HazardClass  IRRITANT

5-Hydroxytryptamine price ub8优游登录平台:More Price(9)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 14927 Serotonin analytical standard 50-67-9 25mg $106 2022-05-15 Buy
TRC H977043 Serotonin 50-67-9 100mg $145 2021-12-16 Buy
Usbiological S1001-01 Serotonin 50-67-9 50ul $415 2021-12-16 Buy
Usbiological S1001 Serotonin 50-67-9 500ul $1044 2021-12-16 Buy
American Custom Chemicals Corporation API0006544 5-HT 95.00% 50-67-9 10G $2008.78 2021-12-16 Buy
Product number Packaging Price Buy
14927 25mg $106 Buy
H977043 100mg $145 Buy
S1001-01 50ul $415 Buy
S1001 500ul $1044 Buy
API0006544 10G $2008.78 Buy

5-Hydroxytryptamine Chemical Properties,Uses,Production

Description

Serotonin is the baby boomer of neurotransmitters: It was identified in the late 1940s, its adolescence was troubled and turbulent, it made the drug scene in the 1960s, and it nearly died of an overdose in the early 1970s. At one point, the remark was made that serotonin doesn't do anything. On reaching its middle years, serotonin has matured and become an important topic of study, a household name, and more complicated than ever. Serotonin has been associated with, among other things, anxiety, depression, schizophrenia, drug abuse, sleep, dreaming, hallucinogenic activity, headache, cardiovascular disorders, and appetite control, and it is now dabbling in acupuncture and transcendental meditation.
Serotonin was independently identified in the late 1940s by two groups of investigators: In the United States, it was called serotonin, whereas in Italy, it was called enteramine. Its total synthesis in the early 1950s confirmed that both substances were 5-hydroxytryptamine (5-HT ). Serotonin (5-HT ) was detected in numerous plant and animal species and, in the mid-1950s, was identified in the central nervous system (CNS) of animals. A neurotransmitter role was subsequently proposed for this substance. Later, 5-HT was implicated in a variety of central and peripheral physiologic actions. It seemed to be involved in vasoconstriction and vasodilation, regulation of body temperature, sleep, and hormonal regulation, and evidence suggested that it might be involved in depression. The structural similarity between 5-HT and the then recently discovered hallucinogenic agent (+)-lysergic acid diethylamide (LSD) intrigued investigators. This observation led to speculation that 5-HT might be involved in the mechanism of action of psychoactive substances and that it might play a seminal role in various mental disorders.

Uses

neurotransmitter

Definition

ChEBI: A primary amino compound that is the 5-hydroxy derivative of tryptamine.

Biological Functions

Serotonin (5-hydroxytryptamine, or 5HT) is present in the brain as well as in the periphery. In humans, about 90% of the total serotonin in the body is in enterochromaffin cells in the gastrointestinal tract; the remaining 10% occurs primarily in the platelets and brain. The physiological significance of the vast amounts of serotonin constantly synthesized and metabolized in the periphery still remains an enigma. Brain serotonin has been implicated as a potential neurotransmitter in the mediation of a wide variety of phenomena.

Clinical Use

Initially, serotonin was thought to be a sleep-promoting neurotransmitter or an “antiwaking” agent. The recognition of the numerous 5-HT receptor subtypes, often with unique anatomical distribution, has required that a more complex role for serotonin be developed. Current studies indicate that conditions for sleep are now met when the serotoninergic system becomes inactive. The serotonin agonists for the 5-HT1 (via the 5-HT1A and 5-HT1B types at the hypothalamic level), 5-HT2, and 5-HT3 receptors cause wakefulness and inhibit sleep. Blockade of the 5-HT2 receptors (e.g., the 5-HT2 antagonist ritanserin) results in increased NREM sleep and inhibition of REM sleep. It has been proposed that the 5-HT1A and 5- HT2 may be involved in sleep by regulation of sleep-promoting substances in the hypothalamus. With the development of newer and more selective ligands for use in studying the numerous serotonin receptor subtypes, a better understanding of the role of serotonin in sleep will evolve.

Metabolism

The major route of metabolism for 5-HT is oxidative deamination by monoamine oxidase (MAO-A) to the unstable 5-hydroxyindole- 3-acetaldehyde, which is either reduced to 5-hydroxytryptophol (~15%) or oxidized to 5-hydroxyindole-3-acetic acid (~85%). In the pineal gland, 5-HT is acetylated by 5-HT N-acetyltransferase to N-acetylserotonin, which undergoes O-methylation by 5-hydroxyindole-O-methyltransferase to melatonin.

References

Petrova, Men'shikov,J. Gen. Chern. USSR, 31,2413 (1961)

147918-24-9
50-67-9
Synthesis of 5-Hydroxytryptamine from N,O-Dibenzyl Serotonin

5-Hydroxytryptamine Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from 5-Hydroxytryptamine manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
2021-10-29 ub8优游登录平台:5-Hydroxytryptamine
50-67-9
US $150.00 / ASSAYS 10g >99% 500kg/month HEBEI YINGONG NEW MATERIAL TECHNOLOGY CO.,LTD
5-Hydroxytryptamine,freebase 3-(2-AMINOETHYL)-5-HYDROXYINDOLE(SEROTONIN) 5-HYDROXYTRYPTAMINE 98% 3-(2-aminoethyl)-1H-indol-5-ol hydrochloride 3-(2-Aminoethyl)-5-oxyindole 3-(2-azanylethyl)-1H-indol-5-ol 3-(2-AMINOETHYL)INDOL-5-OL 3-(2-AMINOETHYL)-5-HYDROXYINDOLE 3-(2-AMINO-ETHYL)-1H-INDOL-5-OL 5-HYDROXYTRYPTAMINE AURORA KA-7815 3-(2-aminoethyl)-indol-5-o  3-(beta-aminoethyl)-5-hydroxyindole   5-hta 5-hydroxy-3-(beta-aminoethyl)indole  substanceds   substanzds  thrombotonin   SEROTONIN BASE 1H-Indol-5-ol, 3-(2-aMinoethyl)- antemoqua antemovis dssubstance  enteramine   hippophain   serotonin serotonine 2-(5-hydroxy-1H-indol-3-yl)ethylammonium Serotonin Creatinine Sulfate Complex (5-Hydroxytryptamine) (Solution) 50-67-9 HOC8H5NCD2CD2NH2稨Cl Standards - 13C & 2H for GC-Mass Spectrometry Tryptamines