ChemicalBook > CAS DataBase List > 5-Hydroxytryptamine

5-Hydroxytryptamine

Product Name
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
Formula Weight
176.22
MOL File
50-67-9.mol
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5-Hydroxytryptamine Property

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
solubility 
Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly)
pka
9.8(at 25℃)
form 
Solid
color 
White to off-white
BRN 
143524
Stability:
Hygroscopic
CAS DataBase Reference
50-67-9(CAS DataBase Reference)
EPA Substance Registry System
Serotonin (50-67-9)
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Safety

Hazard Codes 
T
Risk Statements 
63-25
Safety Statements 
36/37-45
RIDADR 
UN 2811 6.1 / PGIII
WGK Germany 
3
HazardClass 
IRRITANT
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H301Toxic if swalloed

H361Suspected of damaging fertility or the unborn child

Precautionary statements

P202Do not handle until all safety precautions have been read and understood.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

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

P301+P310IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician.

P405Store locked up.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
14927
Product name
Serotonin
Purity
analytical standard
Packaging
25mg
Price
$121
Updated
2024/03/01
TRC
Product number
H977043
Product name
Serotonin
Packaging
100mg
Price
$145
Updated
2021/12/16
Usbiological
Product number
S1001-01
Product name
Serotonin
Packaging
50ul
Price
$415
Updated
2021/12/16
Usbiological
Product number
S1001
Product name
Serotonin
Packaging
500ul
Price
$1044
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
API0006544
Product name
5-HT
Purity
95.00%
Packaging
10G
Price
$2008.78
Updated
2021/12/16
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5-Hydroxytryptamine Chemical Properties,Usage,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)

5-Hydroxytryptamine Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from 5-Hydroxytryptamine manufacturers

Wuhan Xinhao Biotechnology Co., Ltd
Product
3-(2-aminoethyl)indol-5-ol 50-67-9
Price
US $10.00-100.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
5000 Metric Ton/Month
Release date
2024-01-17
Lihe Pharm Technology(Wuhan)Co.,Ltd
Product
5-Hydroxytryptamine 50-67-9
Price
US $60.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
100MT
Release date
2023-08-23
Hebei Fengqiang Trading Co., LTD
Product
5-Hydroxytryptamine 50-67-9
Price
US $100.00/bag
Min. Order
1bag
Purity
99
Supply Ability
5000
Release date
2023-09-11

50-67-9, 5-HydroxytryptamineRelated Search:


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