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5-Methoxytryptamine

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Name

5-Methoxytryptamine

EINECS 210-153-7
CAS No. 608-07-1 Density 1.0815 (rough estimate)
PSA 51.04000 LogP 2.37800
Solubility N/A Melting Point 245-250 °C (dec.)(lit.)
Formula C11H14N2O Boiling Point 380oC
Molecular Weight 190.245 Flash Point N/A
Transport Information N/A Appearance White to tan crystalline powder
Safety 36-26 Risk Codes 22-36/37/38-20/21/22
Molecular Structure Molecular Structure of 608-07-1 (5-Methoxytryptamine) Hazard Symbols HarmfulXn
Synonyms

Indole,3-(2-aminoethyl)-5-methoxy- (6CI,8CI);2-(5-Methoxyindol-3-yl)ethylamine;2-[5-(Methyloxy)-1H-indol-3-yl]ethanamine;3-(2-Aminoethyl)-5-methoxyindole;5-MOT;5-Methoxy-1H-indole-3-ethanamine;Deacetylmelatonin;Methoxytryptamine;NSC 56422;[2-(5-Methoxy-1H-indol-3-yl)ethyl]amine;

Article Data 68

5-Methoxytryptamine Synthetic route

68935-49-9

5-methoxy-3-(2-nitroethyl)-1H-indole

608-07-1

2-(5-methoxyindol-3-yl)ethylamine

Conditions
ConditionsYield
With palladium on activated charcoal; hydrogen In methanol at 20℃;99%
With hydrogen; palladium on activated charcoal In ethanol under 2585.7 Torr; for 12h;
67199-10-4

methyl N-[2-(5-methoxy-1H-indol-3-yl)ethyl]carbamate

608-07-1

2-(5-methoxyindol-3-yl)ethylamine

Conditions
ConditionsYield
With sodium hydroxide In methanol for 4h; Hydrolysis; decarboxylation; Heating;99%
With water Hydrolysis;
With sodium hydroxide Heating;
55747-53-0

2-ethoxycarbonyl-3-(2-phthalimidoethyl)-5-methoxyindole

608-07-1

2-(5-methoxyindol-3-yl)ethylamine

Conditions
ConditionsYield
Stage #1: 2-ethoxycarbonyl-3-(2-phthalimidoethyl)-5-methoxyindole With water; sodium hydroxide at 88 - 90℃;
Stage #2: With hydrogenchloride In water at 10 - 110℃; Temperature;
99%
Multi-step reaction with 2 steps
1: 10 percent aq. NaOH / 0.08 h / Heating; microwave irradiation
2: 20 percent H2SO4 / 0.17 h / Heating; microwave irradiation
View Scheme
With potassium hydroxide for 3h; Reflux;57 g
73-31-4

5-methoxy-N-acetyl-tryptamine

608-07-1

2-(5-methoxyindol-3-yl)ethylamine

Conditions
ConditionsYield
With ammonium bromide; ethylenediamine at 100℃; for 7h; Microwave irradiation;89%
With sulfuric acid In water for 8h; Heating;69.7%
With sodium hydroxide In 2-methyl-propan-1-ol
627086-10-6

2-(1-methanesulfonyl-5-methoxy-1H-indol-3-yl)ethylamine

608-07-1

2-(5-methoxyindol-3-yl)ethylamine

Conditions
ConditionsYield
With potassium hydroxide In methanol for 9h; Heating;84%
61675-19-2

5-methoxy-3-(2-nitro-vinyl)-indole

608-07-1

2-(5-methoxyindol-3-yl)ethylamine

Conditions
ConditionsYield
With lithium aluminium tetrahydride In tetrahydrofuran at 0 - 20℃; for 40h;73%
With lithium aluminium tetrahydride In tetrahydrofuran Heating;
Stage #1: 5-methoxy-3-(2-nitro-vinyl)-indole With lithium aluminium tetrahydride In tetrahydrofuran at 20℃; Inert atmosphere;
Stage #2: With water In tetrahydrofuran at 0℃;
40619-73-6

2-(1-benzyl-5-methoxy-1H-indol-3-yl)ethylamine

608-07-1

2-(5-methoxyindol-3-yl)ethylamine

Conditions
ConditionsYield
With sodium In tetrahydrofuran; ammonia at -33℃; for 1.5h;66%
102016-76-2

N-(2-(5-methoxy-1H-indol-3-yl)ethyl)-4-methylbenzenesulfonamide

608-07-1

2-(5-methoxyindol-3-yl)ethylamine

Conditions
ConditionsYield
With ammonia; sodium In tetrahydrofuran at -78℃; for 0.25h;65%
1006-94-6

5-methoxylindole

56-45-1

L-serin

608-07-1

2-(5-methoxyindol-3-yl)ethylamine

Conditions
ConditionsYield
Stage #1: 5-methoxylindole; L-serin With engineered tryptophan synthase In methanol; aq. phosphate buffer at 75℃; for 12h; pH=8.0; Enzymatic reaction;
Stage #2: With pyridoxal 5'-phosphate; Ruminococcus gnavus L-tryptophan decarboxylase In methanol; aq. phosphate buffer at 37℃; pH=8.0; Enzymatic reaction;
14%
1006-94-6

5-methoxylindole

917-64-6

methyl magnesium iodide

60-29-7

diethyl ether

107-14-2

chloroacetonitrile

608-07-1

2-(5-methoxyindol-3-yl)ethylamine

Conditions
ConditionsYield
und Erwaermen des Reaktionsprodukts Natrium in Aethanol;

5-Methoxytryptamine Chemical Properties

Molecular Structure:

Molecular Formula: C11H10NO3
Molecular Weight: 204.202
IUPAC Name: 2-(5-Methoxy-1H-indol-3-yl)ethanamine
Synonyms of 5-Methoxytryptamine (CAS NO.608-07-1): 3-(2-Aminoethyl)-5-methoxyindole ; 5-22-12-00018 (Beilstein Handbook Reference) ; 5-Mot ; 5MOT ; BRN 0145587 ; EINECS 210-153-7 ; Meksamin (free base) ; Methoxytryptamine ; Mexamine ; Mexamine base ; NSC 56422 ; 1H-Indole-3-ethanamine, 5-methoxy- (9CI) ; 2-(5-Methoxyindol-3-yl)ethylamine ; Indole, 3-(2-aminoethyl)-5-methoxy-
CAS NO: 608-07-1
Classification Code: Drug / Therapeutic Agent ; Mutation data ; Reproductive Effect
Melting point: 245-250 °C 
Storage temp.: 2-8°C
Form: crystalline
Color: white
Merck: 13,6032

5-Methoxytryptamine Uses

 5-Methoxytryptamine (CAS NO.608-07-1) is used as intermediates in organic synthesis.

5-Methoxytryptamine Toxicity Data With Reference

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 176mg/kg (176mg/kg)   Journal of Toxicology and Environmental Health. Vol. 1, Pg. 515, 1976.
mouse LD50 intravenous 106mg/kg (106mg/kg) BEHAVIORAL: TREMOR

BEHAVIORAL: EXCITEMENT

BEHAVIORAL: MUSCLE CONTRACTION OR SPASTICITY)
Farmakologiya i Toksikologiya Vol. 27, Pg. 681, 1964.

5-Methoxytryptamine Safety Profile

Safety Information of 5-Methoxytryptamine (CAS NO.608-07-1):
Hazard Codes:Xn
Risk Statements:22-36/37/38-20/21/22
22:Harmful if swallowed
36/37/38:Irritating to eyes, respiratory system and skin
20/21/22:Harmful by inhalation, in contact with skin and if swallowed
Safety Statements:36-26
36:Wear suitable protective clothing
26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
WGK Germany:3
RTECS:NL4110000
F:8
Poison by intravenous and intraperitoneal routes. Experimental reproductive effects. Mutation data reported. When heated to decomposition it emits toxic fumes of NOx.

5-Methoxytryptamine Specification

First Aid Measures of 5-Methoxytryptamine (CAS NO.608-07-1):
Ingestion:If swallowed, wash out mouth with water provided person is conscious. Call a physician.
Inhalation:If inhaled, remove to fresh air. If not breathing give artificial respiration. If breathing is difficult, give oxygen.
Skin:In case of skin contact, flush with copious amounts of water for at least 15 minutes. Remove contaminated clothing and shoes. Call a physician.
Eyes:In case of contact with eyes, flush with copious amounts of water for at least 15 minutes. Assure adequate flushing by separating the eyelids with fingers. Call a physician.
Storage of 5-Methoxytryptamine (CAS NO.608-07-1):
Keep tightly closed.

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