- 5-Methoxytryptamine
- 5-Methoxytryptamine hydrochloride
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Cas Database |
| Name |
5-Methoxytryptamine hydrochloride |
EINECS | 200-637-6 |
| CAS No. | 66-83-1 | Density | 1.171 g/cm3 |
| PSA | 51.04000 | LogP | 3.18000 |
| Solubility | N/A | Melting Point |
246 °C |
| Formula | C11H15ClN2O | Boiling Point | 380 °C at 760 mmHg |
| Molecular Weight | 226.706 | Flash Point | 183.6 °C |
| Transport Information | N/A | Appearance | white to beige crystalline powder |
| Safety | 36-26 | Risk Codes | 22-36/37/38-20/21/22 |
| Molecular Structure |
|
Hazard Symbols |
 Xn
|
| Synonyms |
1H-Indole-3-ethanamine,5-methoxy-, monohydrochloride (9CI);Indole, 3-(2-aminoethyl)-5-methoxy-,monohydrochloride (8CI);5-Methoxytryptamine chloride;5-Methoxytryptaminemonohydrochloride;Mexamin;Mexamine; |
Article Data | 3 |
5-Methoxytryptamine hydrochloride Synthetic route
- 52648-13-2
5-methoxytryptamine-2-carboxylic acid
- 66-83-1
5-methoxytryptamine hydrochloride
| Conditions | Yield |
|---|---|
| With hydrogenchloride for 2h; Heating; | 72% |
- 7647-01-0
hydrogenchloride
- 73-31-4
5-methoxy-N-acetyl-tryptamine
- 66-83-1
5-methoxytryptamine hydrochloride
| Conditions | Yield |
|---|---|
| Stage #1: 5-methoxy-N-acetyl-tryptamine With sodium dithionite; sodium hydroxide In 2-methyl-propan-1-ol at 100℃; for 2h; Inert atmosphere; Stage #2: hydrogenchloride In 2-methyl-propan-1-ol; water Inert atmosphere; | 25% |
- 17952-87-3
6-methoxy-2,3,4,9-tetrahydro-β-carbolin-1-one
- 66-83-1
5-methoxytryptamine hydrochloride
| Conditions | Yield |
|---|---|
| Multi-step reaction with 2 steps 1: 100 percent / KOH / ethanol / 6 h / Heating 2: 72 percent / 10percent aq. HCl / 2 h / Heating View Scheme |
- 775-16-6
N-benzyl-3-pyrrolidinone
- 66-83-1
5-methoxytryptamine hydrochloride
- 853020-69-6, 853020-62-9, 853020-72-1
6-methoxy-2,3,4,9-tetrahydrospiro[β-carboline-1,3'-pyrrolidine]
| Conditions | Yield |
|---|---|
| Stage #1: N-benzyl-3-pyrrolidinone; 5-methoxytryptamine hydrochloride With acetic acid at 100℃; for 1h; Stage #2: With hydrogen; palladium 10% on activated carbon In ethanol for 72h; Stage #3: With sodium carbonate In water Product distribution / selectivity; | 99% |
| Conditions | Yield |
|---|---|
| With sodium cyanoborohydride; acetic acid In methanol at 0 - 25℃; for 2h; | 95% |
| With sodium cyanoborohydride |
- 28920-43-6
(fluorenylmethoxy)carbonyl chloride
- 66-83-1
5-methoxytryptamine hydrochloride
- 1394825-61-6
(9H-fluoren-9-yl)methyl 2-(5-methoxy-1H-indol-3-yl)ethylcarbamate
| Conditions | Yield |
|---|---|
| With sodium hydrogencarbonate In ethyl acetate at 25℃; for 2h; Cooling; | 95% |
| Conditions | Yield |
|---|---|
| With potassium carbonate In dichloromethane; water at 20℃; for 2h; | 93% |
- 775-16-6
N-benzyl-3-pyrrolidinone
- 66-83-1
5-methoxytryptamine hydrochloride
- 853020-88-9, 853020-89-0, 853020-91-4
1'-benzyl-6-methoxy-2,3,4,9-tetrahydrospiro[β-carboline-1,3'-pyrrolidine]
| Conditions | Yield |
|---|---|
| Stage #1: N-benzyl-3-pyrrolidinone; 5-methoxytryptamine hydrochloride With acetic acid at 100℃; for 1h; Stage #2: With ammonia In methanol; chloroform; water | 90.1% |
- 66-83-1
5-methoxytryptamine hydrochloride
- 108-24-7
acetic anhydride
- 73-31-4
5-methoxy-N-acetyl-tryptamine
| Conditions | Yield |
|---|---|
| With triethylamine In dichloromethane at 0 - 25℃; for 3h; | 90% |
| Conditions | Yield |
|---|---|
| for 0.05h; Pictet-Spengler cyclization; microwave irradiation; | 87% |
5-Methoxytryptamine hydrochloride Chemical Properties
Molecular structure of 5-Methoxytryptamine hydrochloride (CAS NO.66-83-1) is:
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Product Name: 5-Methoxytryptamine hydrochloride
CAS Registry Number: 66-83-1
IUPAC Name: 2-(5-methoxy-1H-indol-3-yl)ethanamine hydrochloride
Molecular Weight: 226.7026 [g/mol]
Molecular Formula: C11H15ClN2O
H-Bond Donor: 3
H-Bond Acceptor: 2
EINECS: 210-153-7
Sensitive: Hygroscopic
Melting Point: 246 °C
Surface Tension: 50.5 dyne/cm
Density: 1.171 g/cm3
Flash Point: 183.6 °C
Enthalpy of Vaporization: 62.81 kJ/mol
Boiling Point: 380 °C at 760 mmHg
Vapour Pressure: 5.61E-06 mmHg at 25°C
Product Categories: Tryptamines;Aminomethyl's;Pyrroles & Indoles;Various Metabolites and Impurities;Intermediates & Fine Chemicals;Metabolites & Impurities;Pharmaceuticals;Pyrroles & Indoles
5-Methoxytryptamine hydrochloride Uses
5-Methoxytryptamine hydrochloride (CAS NO.66-83-1) is used for a metabolite of melatonin.
5-Methoxytryptamine hydrochloride Toxicity Data With Reference
| Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
|---|---|---|---|---|---|
| cat | LDLo | intravenous | 2500ug/kg (2.5mg/kg) | CARDIAC: OTHER CHANGES LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES | Farmakologiya i Toksikologiya Vol. 26, Pg. 10, 1963. |
| mouse | LD50 | intraperitoneal | 227mg/kg (227mg/kg) | Yakugaku Zasshi. Journal of Pharmacy. Vol. 94, Pg. 1620, 1974. | |
| mouse | LD50 | intravenous | 103mg/kg (103mg/kg) | BEHAVIORAL: TREMOR BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD | Federation Proceedings, Federation of American Societies for Experimental Biology. Vol. 23, Pg. T125, 1964. |
| mouse | LD50 | oral | 580mg/kg (580mg/kg) | BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) BEHAVIORAL: ATAXIA GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA" | Federation Proceedings, Federation of American Societies for Experimental Biology. Vol. 23, Pg. T125, 1964. |
| mouse | LD50 | subcutaneous | 620mg/kg (620mg/kg) | Russian Pharmacology and Toxicology Vol. 35, Pg. 2, 1972. | |
| rabbit | LDLo | intravenous | 75mg/kg (75mg/kg) | LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES | Farmakologiya i Toksikologiya Vol. 26, Pg. 10, 1963. |
| rat | LDLo | intravenous | 6mg/kg (6mg/kg) | Russian Pharmacology and Toxicology Vol. 33, Pg. 246, 1970. |
5-Methoxytryptamine hydrochloride Safety Profile
Hazard Codes: 
Xn
Risk Statements: 22-36/37/38-20/21/22
R22:Harmful if swallowed.
R36/37/38:Irritating to eyes, respiratory system and skin.
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed.
Safety Statements: 36-26
S36:Wear suitable protective clothing.
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
WGK Germany: 3
RTECS: NL4059000
F: 10
HazardClass: IRRITANT
5-Methoxytryptamine hydrochloride Specification
5-Methoxytryptamine hydrochloride (CAS NO.66-83-1) also can be called 3-(2-Aminoethyl)-5-methoxyindole hydrochloride ; Mexamine HCl ; Indole, 3-(2-aminoethyl)-5-methoxy-, hydrochloride ; and; 5-Methoxy-1H-indole-3-ethylamine monohydrochloride .It is a white to beige crystalline powder.
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