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N-ACETYL-5-HYDROXYTRYPTAMINE

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Company Name: Moxin Chemicals
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Products Intro: Product Name:Melatonin EP Impurity B
CAS:1210-83-9
Purity:95%+ Package:10mg|30mg|100mg
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Products Intro: Product Name:N-Acetylserotonin
CAS:1210-83-9
Purity:98% Min. Package:1G;1KG;100KG
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Products Intro: Product Name:N-ACETYL-5-HYDROXYTRYPTAMINE
CAS:1210-83-9
Purity:99% Package:12KG;100USD
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Products Intro: Product Name:N-Acetyl-5-hydroxytryptamine
CAS:1210-83-9
Purity:99.91% Package:10mg;32USD|50mg;67USD Remarks:REAGENT;FOR LABORATORY USE ONLY
Company Name: Hefei TNJ Chemical Industry Co.,Ltd.
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Products Intro: Product Name:N-acetyl-5-hydroxytryptamine
CAS:1210-83-9

N-ACETYL-5-HYDROXYTRYPTAMINE manufacturers

N-ACETYL-5-HYDROXYTRYPTAMINE Basic information
Product Name:N-ACETYL-5-HYDROXYTRYPTAMINE
Synonyms: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%
CAS:1210-83-9
MF:C12H14N2O2
MW:218.25
EINECS:214-916-5
Product Categories:Various Metabolites and Impurities;Indoles;Heterocyclic Compounds;Intermediates & Fine Chemicals;Metabolites & Impurities;Pharmaceuticals;Tryptamines;Amino Acids;Metabolites & Impurities, Pharmaceuticals, Intermediates & Fine Chemicals
Mol File:1210-83-9.mol
N-ACETYL-5-HYDROXYTRYPTAMINE Structure
N-ACETYL-5-HYDROXYTRYPTAMINE Chemical Properties
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
pka10.09±0.40(Predicted)
color white
Stability:Hygroscopic
InChI1S/C12H14N2O2/c1-8(15)13-5-4-9-7-14-12-3-2-10(16)6-11(9)12/h2-3,6-7,14,16H,4-5H2,1H3,(H,13,15)
InChIKeyMVAWJSIDNICKHF-UHFFFAOYSA-N
SMILESCC(=O)NCCc1c[nH]c2ccc(O)cc12
CAS DataBase Reference1210-83-9(CAS DataBase Reference)
Safety Information
Safety Statements 22-24/25
WGK Germany 3
HS Code 29339900
Storage Class11 - Combustible Solids
MSDS Information
ProviderLanguage
SigmaAldrich English
N-ACETYL-5-HYDROXYTRYPTAMINE Usage And Synthesis
Chemical Propertieswhite to off-white or slightly pink powder
UsesA metabolite of Melatonin (M215000).
UsesN-Acetyl-5-hydroxytryptamine has been used to treat neuron cells and to analyze its effects onKrüppel-like factor 15 (KLF15) expression.
DefinitionChEBI: A member of the class of hydroxyindoles that is the N-acetyl derivative of serotonin.
General DescriptionN-Acetylserotonin (NAS)/normelatonin acts as a precursor of melatonin in the tryptophan metabolic pathway.
Biological Activityn-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 ActionsN-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 vitron-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 vivoanimal 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 materialsEthanol-->Diethyl ether-->Dichloromethane-->Potassium carbonate-->Triethylamine-->Ammonia-->Lithium Aluminum Hydride-->Pyridine-->Palladium-->Acetyl chloride-->Oxalyl chloride-->5-Benzyloxyindole
Preparation ProductsMelatonin
Tag:N-ACETYL-5-HYDROXYTRYPTAMINE(1210-83-9) Related Product Information
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