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| CAS No.: | 608-07-1 |
|---|---|
| Name: | 5-Methoxytryptamine |
| Article Data: | 68 |
| Molecular Structure: | |
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|
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| Formula: | C11H14N2O |
| Molecular Weight: | 190.245 |
| 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; |
| EINECS: | 210-153-7 |
| Density: | 1.0815 (rough estimate) |
| Melting Point: | 245-250 °C (dec.)(lit.) |
| Boiling Point: | 380oC |
| Appearance: | White to tan crystalline powder |
| Hazard Symbols: |
 Xn
|
| Risk Codes: | 22-36/37/38-20/21/22 |
| Safety: | 36-26 |
| PSA: | 51.04000 |
| LogP: | 2.37800 |
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- 68935-49-9
5-methoxy-3-(2-nitroethyl)-1H-indole
- 608-07-1
2-(5-methoxyindol-3-yl)ethylamine
| Conditions | Yield |
|---|---|
| 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 | Yield |
|---|---|
| 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 | Yield |
|---|---|
| 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 |
| Conditions | Yield |
|---|---|
| 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 | Yield |
|---|---|
| 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 | Yield |
|---|---|
| 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℃; |
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2-(1-benzyl-5-methoxy-1H-indol-3-yl)ethylamine
- 608-07-1
2-(5-methoxyindol-3-yl)ethylamine
| Conditions | Yield |
|---|---|
| With sodium In tetrahydrofuran; ammonia at -33℃; for 1.5h; | 66% |
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N-(2-(5-methoxy-1H-indol-3-yl)ethyl)-4-methylbenzenesulfonamide
- 608-07-1
2-(5-methoxyindol-3-yl)ethylamine
| Conditions | Yield |
|---|---|
| With ammonia; sodium In tetrahydrofuran at -78℃; for 0.25h; | 65% |
| Conditions | Yield |
|---|---|
| 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% |
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Chemistry
Molecular Structure:
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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
Uses
5-Methoxytryptamine (CAS NO.608-07-1) is used as intermediates in organic synthesis.
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. |
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.
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.