ChemicalBook > CAS DataBase List > N-ACETYL-5-HYDROXYTRYPTAMINE

N-ACETYL-5-HYDROXYTRYPTAMINE

Product Name
N-ACETYL-5-HYDROXYTRYPTAMINE
CAS No.
1210-83-9
Chemical Name
N-ACETYL-5-HYDROXYTRYPTAMINE
Synonyms
Normelatoni;NORMELATONIN;AKOS BC-0717;N-Acetyl-5-HT;Acetylserotonin;N-ACETYLSEROTONIN;ACETYL-SEROTONINE;5-Hydroxymelatonin;O-Demethylmelatonin;MELATONINE EP IMP B
CBNumber
CB2737409
Molecular Formula
C12H14N2O2
Formula Weight
218.25
MOL File
1210-83-9.mol
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N-ACETYL-5-HYDROXYTRYPTAMINE Property

Melting point:
120-122 °C (lit.)
Boiling point:
556.8±40.0 °C(Predicted)
Density 
1.268±0.06 g/cm3(Predicted)
storage temp. 
2-8°C
solubility 
ethanol: 50 mg/mL
form 
powder
pka
10.09±0.40(Predicted)
color 
white
Stability:
Hygroscopic
CAS DataBase Reference
1210-83-9(CAS DataBase Reference)
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Safety

Safety Statements 
22-24/25
WGK Germany 
3
HS Code 
29339900
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

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+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.

P321Specific treatment (see … on this label).

P330Rinse mouth.

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

P362Take off contaminated clothing and wash before reuse.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
A1824
Product name
N-Acetyl-5-hydroxytryptamine
Purity
≥99% (TLC), powder
Packaging
100mg
Price
$153
Updated
2024/03/01
TCI Chemical
Product number
A1277
Product name
N-Acetyl-5-hydroxytryptamine
Purity
>98.0%(HPLC)(N)
Packaging
1g
Price
$453
Updated
2024/03/01
TCI Chemical
Product number
A1277
Product name
N-Acetyl-5-hydroxytryptamine
Purity
>98.0%(HPLC)(N)
Packaging
100mg
Price
$86
Updated
2024/03/01
Cayman Chemical
Product number
14535
Product name
N-Acetylserotonin
Purity
≥98%
Packaging
50mg
Price
$37
Updated
2024/03/01
Cayman Chemical
Product number
14535
Product name
N-Acetylserotonin
Purity
≥98%
Packaging
100mg
Price
$68
Updated
2024/03/01
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N-ACETYL-5-HYDROXYTRYPTAMINE Chemical Properties,Usage,Production

Chemical Properties

white to off-white or slightly pink powder

Uses

A metabolite of Melatonin (M215000).

Uses

N-Acetyl-5-hydroxytryptamine has been used to treat neuron cells and to analyze its effects on?Krüppel-like factor 15 (KLF15) expression.

Definition

ChEBI: A member of the class of hydroxyindoles that is the N-acetyl derivative of serotonin.

General Description

N-Acetylserotonin (NAS)/normelatonin acts as a precursor of melatonin in the tryptophan metabolic pathway.

Biological Activity

n-acetylserotonin is an agonist at the melatonin receptors mt1, mt2, and mt3.a melatonin receptor is a g protein-coupled receptor binding melatonin. three types of melatonin receptor have been identified. the mt1 and mt2 receptor subtypes are in humans and other mammals, whereas an additional melatonin receptor subtype mt3 has been identified in amphibia and birds.

Biochem/physiol Actions

N-acetyl-serotonin (NAS/normelatonin) can act as a shelter to neurons due to its protecting ability against oxidative challenges. It can also repress the actions of the transcription factor NF-kappaB. NAS possesses antioxidant and antiaging actions. It has protective action against β-amyloid induced neurotoxicity. It helps to maintain the optimal fluidity of the biological membranes.

in vitro

n-acetylserotonin, a precursor of melatonin, was acetylated from serotonin by arylalkylamine nacetyltransferase (aanat). n-acetylserotonin was found to be able to swiftly activate trkb in a circadian manner. n-acetylserotonin also exhibited antidepressant effect in a trkb-dependent manner. in additioin, n-acetylserotonin could rapidly activate trkb, but not trka or trkc, in a neurotrophin- and mt3 receptor-independent manner. moreover, n-acetylserotonin, but not melatonin, showed a robust antidepressant-like behavioral effect in a trkb-dependent way [1].

in vivo

animal study found that in bdnf knockout mice the administration of n-acetylserotonin could activate trkb. moreover, the endogenous trkb was activated in wild-type c3h/f+/+ mice but not in aanat-mutated c57bl/6j mice, in a circadian rhythm. in addition, trkb activation was found to be high at night in the dark and low during the day [1].

References

[1] jang, s. w.,liu, x.,pradoldej, s., et al. n-acetylserotonin activates trkb receptor in a circadian rhythm. proceedings of the national academy of sciences of the united states of america 107(8), 3876-3881 (2010).

N-ACETYL-5-HYDROXYTRYPTAMINE Preparation Products And Raw materials

Raw materials

5-Benzyloxyindole Ethanol Acetyl chloride Potassium carbonate Triethylamine Palladium Diethyl ether Lithium Aluminum Hydride Dichloromethane Oxalyl chloride Pyridine Ammonia

Preparation Products

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View Lastest Price from N-ACETYL-5-HYDROXYTRYPTAMINE manufacturers

Career Henan Chemical Co
Product
N-ACETYL-5-HYDROXYTRYPTAMINE 1210-83-9
Price
US $100.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
Cusstomized
Release date
2018-07-26

1210-83-9, N-ACETYL-5-HYDROXYTRYPTAMINERelated Search:

Melatonine 6-HYDROXYMELATONIN N-ACETYL-5-HYDROXYTRYPTAMINE Tryptamine 5-Hydroxytryptamine 5-Hydroxyindole N-PROPIONYL-5-METHOXYTRYPTAMINE N-ACETYL-5-ACETOXYTRYPTAMINE 6-CHLOROMELATONIN N-ACETYL-5-BENZYLOXYTRYPTAMINE N-ACETYL-5-BENZYLOXY-DL-TRYPTOPHAN 2-IODOMELATONIN N-ACETYLTRYPTAMINE N-ACETYL-5-HYDROXYTRYPTAMINE ACETAMIDE, 2-CHLORO-N-[2-(5-METHOXY-1H-INDOL-3-YL)ETHYL]- ACETYL-5-METHOXYTRYPTAMINE, N-[AMINOETHYL-2-3H]- 2-[2-(5-METHOXY-1H-INDOL-3-YL)-ETHYL]-ISOINDOLE-1,3-DIONE ACETYL-5'-METHOXYTRYPTAMINE, N-[METHOXY-3H]

  • N-Acetyl-5-hydroxytryptamine, 3-(N-Acetyl-2-aminoethyl)-5-hydroxyindole, 98%
  • N-Acetyl-5-hydroxytryptamine,N-Acetylserotonin, Normelatonin
  • 3-(2-Acetamidoethyl)-5-hydroxyindole N-Acetylserotonin
  • N-Acetylserotonin, Normelatonin
  • Acetylserotonin
  • N-Acetyl-5-HT
  • N-Acetyl-5-hydroxy-1H-indole-3-ethaneamine
  • N-Acetyl-5-hydroxytryptamine,99%
  • AcetaMide,N-[2-(5-hydroxy-1H-indol-3-yl)ethyl]-
  • O-Demethylmelatonin
  • <i>N</i>-Acetyl-5-hydroxytryptamine
  • 3-(2-ACETAMIDOETHYL)-5-HYDROXYINDOLE
  • SEROTONIN, N-ACETYL-
  • NORMELATONIN
  • N-[2-(5-HYDROXY-1H-INDOL-3-YL)ETHYL]ACETAMIDE
  • N-ACETYLSEROTONIN
  • N-ACETYL-5-HYDROXYTRYPTAMINE
  • N-ALPHA-ACETYL SEROTONINE
  • ACETYL-SEROTONINE
  • ACETYL-SEROTONIN, N-
  • ACETYL-5-HYDROXY TRYPTAMINE
  • AKOS BC-0717
  • 3-(N-ACETYL-2-AMINOETHYL)-5-HYDROXYINDOLE
  • 5-Hydroxymelatonin
  • 5-Hydroxy-N-acetyltryptamine
  • Normelatoni
  • N-[2-(5-hydroxy-1H-indol-3-yl)ethyl]ethanamide
  • N-Acetyl-5-hydroxytrytamine
  • N-Acetyl-5-hydroxytryptamine;N-Acetylserotonin
  • N-Acetyl-5-hydroxytryptamine &gt
  • Serotonin Impurity 5
  • Melatonin Impurtiy 2
  • MELATONINE EP IMP B
  • Melatonin EP Impurity B
  • 1210-83-9
  • Immediate precursor of melatonin. It is formed from serotonin and acetyl-CoA in a reaction catalyzed by serotonin N-acetyl transferase, the rate-limiting enzyme in melatonin biosynthesis.
  • Heterocyclic Building Blocks
  • Tryptamines
  • Indoles
  • Building Blocks
  • Various Metabolites and Impurities
  • Indoles
  • Intermediates & Fine Chemicals
  • Metabolites & Impurities
  • Pharmaceuticals
  • Heterocyclic Compounds
  • Tryptamines
  • Amino Acids
  • Metabolites & Impurities, Pharmaceuticals, Intermediates & Fine Chemicals