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Name	Acetamide,N-[2-(5-hydroxy-1H-indol-3-yl)ethyl]-	EINECS	214-916-5
CAS No.	1210-83-9	Density	1.268 g/cm³
PSA	65.12000	LogP	1.94300
Solubility	ethanol: 50 mg/mL	Melting Point	120-122 °C(lit.)
Formula	C₁₂H₁₄N₂O₂	Boiling Point	556.8 °C at 760 mmHg
Molecular Weight	218.255	Flash Point	214-916-5
Transport Information	N/A	Appearance	White to off-white or slightly pink powder
Safety	22-24/25	Risk Codes	N/A
Molecular Structure		Hazard Symbols	N/A
Synonyms	Acetamide,N-[2-(5-hydroxyindol-3-yl)ethyl]- (6CI,7CI,8CI);5-Hydroxy-N-acetyltryptamine;5-Hydroxymelatonin;N-(2-(5-Hydroxy-1H-indol-3-yl)ethyl)acetamide;N-Acetyl-2-(5-hydroxyindol-3-yl)ethylamine;N-Acetyl-5-hydroxytryptamine;N-Acetylserotonin;Normelatonin;O-Demethylmelatonin;Serotonin, N-acetyl-;	Article Data	29

Acetamide,N-[2-(5-hydroxy-1H-indol-3-yl)ethyl]- Synthetic route

: 68062-88-4
N-{2-[5-(benzyloxy)-1H-indol-3-yl]ethyl}acetamide

: 1210-83-9
N-acetyl-5-hydroxytryptamine

Conditions

Conditions	Yield
With hydrogen; nickel In ethanol under 2068.6 Torr;	95%
With palladium 10% on activated carbon; hydrogen; ammonium formate In ethanol for 2h; Reflux; Inert atmosphere;	85%
With hydrogen; nickel
With palladium on activated charcoal; hydrogen In ethyl acetate

: 108-05-4
vinyl acetate

: 50-67-9
3-(2-aminoethyl)-1H-indol-5-ol

: 1210-83-9
N-acetyl-5-hydroxytryptamine

Conditions

Conditions	Yield
With agarose immobilized acetyltransferase from Mycobacterium smegmatis (MsAcT) In aq. phosphate buffer; dimethyl sulfoxide at 25℃; under 760.051 Torr; for 0.0833333h; pH=8.0; Flow reactor; Enzymatic reaction; chemoselective reaction;	85%

: 2436-15-9
NSC 73391

: 108-24-7
acetic anhydride

: 1210-83-9
N-acetyl-5-hydroxytryptamine

Conditions

Conditions	Yield
With palladium 10% on activated carbon; hydrogen In tetrahydrofuran at 50℃; under 3000.3 Torr; for 12h; Inert atmosphere;	71%

: 28026-16-6
3-(2-acetamidoethyl)-1H-indol-5-yl acetate

: 1210-83-9
N-acetyl-5-hydroxytryptamine

Conditions

Conditions	Yield
With potassium carbonate In methanol at 20℃; for 1.6h;	65%
With potassium carbonate In methanol at 26℃; for 2h;

: 73-31-4
5-methoxy-N-acetyl-tryptamine

: 1210-83-9
N-acetyl-5-hydroxytryptamine

Conditions

Conditions	Yield
With boron tribromide In dichloromethane at -78 - 20℃;	45%
Stage #1: 5-methoxy-N-acetyl-tryptamine With boron tribromide In dichloromethane at -78℃; for 1h; Stage #2: With hydrogenchloride In dichloromethane; water at -78 - 20℃;	45%

: 136788-90-4
Nb-acetyl-1-hydroxytriptamine

A: 1210-83-9
N-acetyl-5-hydroxytryptamine

B: 176244-66-9
N,N'-diacetyl-2,2'-biindolyl-3,3'-bis(2-aminoethane)

: C24H26N4O4

Conditions

Conditions	Yield
With trifluoroacetic acid	A 13% B 17% C 33%

: 64-18-6
formic acid

: 136788-90-4
Nb-acetyl-1-hydroxytriptamine

A: 1210-83-9
N-acetyl-5-hydroxytryptamine

B: Nb-acetyl-1-formyl-5-hydroxytryptamine

Conditions

Conditions	Yield
for 19h; Ambient temperature;	A 17% B 19%

: 50-67-9
3-(2-aminoethyl)-1H-indol-5-ol

: 75-36-5
acetyl chloride

: 1210-83-9
N-acetyl-5-hydroxytryptamine

Conditions

Conditions	Yield
In acetonitrile at 20℃; Acetylation;

: 971-74-4
serotonin creatinine sulfate

[14C]acetyl-CoA: [14C]acetyl-CoA

: 1210-83-9
N-acetyl-5-hydroxytryptamine

Conditions

Conditions	Yield
With sheep pineal supernatant (serotonin-N-acetyl transferase); Pargyline In phosphate buffer at 37℃; for 0.166667h; pH=6.8; Enzyme kinetics;

: 20776-45-8
5-benzyloxytryptamine

: 1210-83-9
N-acetyl-5-hydroxytryptamine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 74 percent / aq. HCl, NaOAc / 1 h 2: 95 percent / H2 / Raney nickel / ethanol / 2068.6 Torr View Scheme
Multi-step reaction with 2 steps 1: NaOAc 2: H2 / Raney Ni View Scheme
Multi-step reaction with 2 steps 1: triethylamine / dichloromethane 2: palladium on activated charcoal; hydrogen / ethyl acetate View Scheme

Acetamide,N-[2-(5-hydroxy-1H-indol-3-yl)ethyl]- Chemical Properties

Molecular Structure of Acetamide,N-[2-(5-hydroxy-1H-indol-3-yl)ethyl]- (CAS No.1210-83-9):

Molecular Formula: C₁₂H₁₄N₂O₂
Molecular Weight: 218.2518
IUPAC Name: N-[2-(5-Hydroxy-1H-indol-3-yl)ethyl]acetamide
CAS No: 1210-83-9
EINECS: 214-916-5
H bond acceptors: 4
H bond donors: 3
Freely Rotating Bonds: 4
Polar Surface Area: 34.47 Å²
Index of Refraction: 1.651
Molar Refractivity: 62.84 cm³
Molar Volume: 172 cm³
Surface Tension: 58 dyne/cm
Density: 1.268 g/cm³
Flash Point: 290.6 °C
Enthalpy of Vaporization: 86.98 kJ/mol
Boiling Point: 556.8 °C at 760 mmHg
Melting Point： 120-122 °C(lit.)
Vapour Pressure: 5.25E-13 mmHg at 25°C
Solubility: Ethanol: 50 mg/mL
Appearance: White to off-white or slightly pink powder
Product Categories: Tryptamines;Amino Acids;Heterocyclic Compounds;Various Metabolites and Impurities;Indoles;Intermediates Fine Chemicals;Metabolites Impurities;Pharmaceuticals
Canonical SMILES: CC(=O)NCCC1=CNC2=C1C=C(C=C2)O
InChI: InChI=1S/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)
InChIKey: MVAWJSIDNICKHF-UHFFFAOYSA-N

Acetamide,N-[2-(5-hydroxy-1H-indol-3-yl)ethyl]- Uses

Acetamide,N-[2-(5-hydroxy-1H-indol-3-yl)ethyl]- (CAS No.1210-83-9) can be used as metabolite of Melatonin .

Acetamide,N-[2-(5-hydroxy-1H-indol-3-yl)ethyl]- Safety Profile

Safety Information of Acetamide,N-[2-(5-hydroxy-1H-indol-3-yl)ethyl]- (CAS No.1210-83-9):
Safety Statements 22-24/25
S22:Do not breathe dust.
S24/25:Avoid contact with skin and eyes.
WGK Germany 3

Acetamide,N-[2-(5-hydroxy-1H-indol-3-yl)ethyl]- Specification

Acetamide,N-[2-(5-hydroxy-1H-indol-3-yl)ethyl]- (CAS No.1210-83-9), it also can be called 5-Hydroxy-N-acetyltryptamine ; N-[2-(5-Hydroxy-1H-indol-3-yl)ethyl]acetamid .It should be avoid breathing dust, vapor, mist, or gas. Avoid contact with skin and eyes.And it should be stored in a tightly closed container. Store in a dry area. Keep refrigerated.

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