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CAS No.: | 1210-83-9 |
---|---|
Name: | N-ACETYL-5-HYDROXYTRYPTAMINE |
Article Data: | 29 |
Molecular Structure: | |
Formula: | C12H14N2O2 |
Molecular Weight: | 218.255 |
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-; |
EINECS: | 214-916-5 |
Density: | 1.268 g/cm3 |
Melting Point: | 120-122 °C(lit.) |
Boiling Point: | 556.8 °C at 760 mmHg |
Flash Point: | 214-916-5 |
Solubility: | ethanol: 50 mg/mL |
Appearance: | White to off-white or slightly pink powder |
Safety: | 22-24/25 |
PSA: | 65.12000 |
LogP: | 1.94300 |
N-{2-[5-(benzyloxy)-1H-indol-3-yl]ethyl}acetamide
N-acetyl-5-hydroxytryptamine
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 |
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% |
Conditions | Yield |
---|---|
With palladium 10% on activated carbon; hydrogen In tetrahydrofuran at 50℃; under 3000.3 Torr; for 12h; Inert atmosphere; | 71% |
3-(2-acetamidoethyl)-1H-indol-5-yl acetate
N-acetyl-5-hydroxytryptamine
Conditions | Yield |
---|---|
With potassium carbonate In methanol at 20℃; for 1.6h; | 65% |
With potassium carbonate In methanol at 26℃; for 2h; |
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% |
Nb-acetyl-1-hydroxytriptamine
A
N-acetyl-5-hydroxytryptamine
B
N,N'-diacetyl-2,2'-biindolyl-3,3'-bis(2-aminoethane)
Conditions | Yield |
---|---|
With trifluoroacetic acid | A 13% B 17% C 33% |
Conditions | Yield |
---|---|
for 19h; Ambient temperature; | A 17% B 19% |
Conditions | Yield |
---|---|
In acetonitrile at 20℃; Acetylation; |
Conditions | Yield |
---|---|
With sheep pineal supernatant (serotonin-N-acetyl transferase); Pargyline In phosphate buffer at 37℃; for 0.166667h; pH=6.8; Enzyme kinetics; |
5-benzyloxytryptamine
N-acetyl-5-hydroxytryptamine
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 |
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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]- (CAS No.1210-83-9) can be used as metabolite of Melatonin .
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]- (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.