5-Methoxytryptamine hydrochloride supplier

Name
5-Methoxytryptamine hydrochloride
EINECS 200-637-6
CAS No. 66-83-1
Article Data3
CAS DataBase
Density 1.171 g/cm3
Solubility
Melting Point 246 °C
Formula C₁₁H₁₅ClN₂O
Boiling Point 380 °C at 760 mmHg
Molecular Weight 226.706
Flash Point 183.6 °C
Transport Information
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;
PSA 51.04000
LogP 3.18000

Synthetic route

: 52648-13-2
5-methoxytryptamine-2-carboxylic acid

: 66-83-1
5-methoxytryptamine hydrochloride

Conditions

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

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

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

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%

: 50-00-0
formaldehyd

: 66-83-1
5-methoxytryptamine hydrochloride

: 1019-45-0
N,N-dimethyl-5-methoxytryptamine

Conditions

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

Conditions	Yield
With sodium hydrogencarbonate In ethyl acetate at 25℃; for 2h; Cooling;	95%

: 66-83-1
5-methoxytryptamine hydrochloride

: 98-88-4
benzoyl chloride

: 76290-79-4
INS 48836

Conditions

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

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

Conditions	Yield
With triethylamine In dichloromethane at 0 - 25℃; for 3h;	90%

: 66-83-1
5-methoxytryptamine hydrochloride

: 100-52-7
benzaldehyde

: C18H18N2O*HCl

Conditions

Conditions	Yield
for 0.05h; Pictet-Spengler cyclization; microwave irradiation;	87%

: 66-83-1
5-methoxytryptamine hydrochloride

: 79-22-1
methyl chloroformate

: 67199-10-4
methyl N-[2-(5-methoxy-1H-indol-3-yl)ethyl]carbamate

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 0℃; for 3h; Inert atmosphere;	87%

: 66-83-1
5-methoxytryptamine hydrochloride

: 308359-33-3
C31H31N3O9S

: 497871-10-0
C42H43N5O9S

Conditions

Conditions	Yield
With sodium acetate In ethanol at 60℃; for 5h; Inert atmosphere;	87%

: 66-83-1
5-methoxytryptamine hydrochloride

: 5006-22-4
Cyclobutanecarbonyl chloride

: 147621-55-4
N-[2-(5-methoxyindol-3-yl)ethyl]-cyclobutylcarboxamide

Conditions

Conditions	Yield
With potassium carbonate In chloroform; water for 0.5h; Ambient temperature;	86%

: 110-78-1
Propyl isocyanate

: 66-83-1
5-methoxytryptamine hydrochloride

: S 20932

Conditions

Conditions	Yield
In diethyl ether for 0.5h; Ambient temperature;	85%

: 27318-90-7
1,10-phenanthroline-5,6-dione

: 66-83-1
5-methoxytryptamine hydrochloride

: 1446204-34-7
N,N'-(1,10-phenanthroline-5,6-diylidene)bis(2-(5-methoxy-1H-indol-3-yl)ethanamine)

Conditions

Conditions	Yield
In ethanol for 4h; Reflux;	85%

: 19005-93-7
1H-indol-2-ylcarboxaldehyde

: 66-83-1
5-methoxytryptamine hydrochloride

: 136558-05-9
1-indol-2-yl-6-methoxy-1,2,3,4-tetrahydro-β-carboline

Conditions

Conditions	Yield
In butan-1-ol for 2h; Heating;	84%

: 66-83-1
5-methoxytryptamine hydrochloride

: 4023-34-1
cyclopropanecarboxylic acid chloride

: 139564-01-5
S 20760

Conditions

Conditions	Yield
With potassium carbonate In chloroform; water for 0.5h; Ambient temperature;	80%

: 66-83-1
5-methoxytryptamine hydrochloride

: 75-07-0
acetaldehyde

: 1210-56-6
6-methoxy-1-methyl-1,2,3,4-tetrahydro-β-carboline

Conditions

Conditions	Yield
In water for 24h; Ambient temperature; pH=4.1 (phosphate buffer);	79%
With hydrogenchloride In ethanol; water at 20℃; for 48h;	19%
With acetate buffer for 48h; Ambient temperature; Yield given;

: 1616670-75-7
tert-butoxycarbonyl-5-methoxyindole-3-acetaldehyde

: 66-83-1
5-methoxytryptamine hydrochloride

: 1-(5-methoxy-1H-indol-3-yl)methyl-6-methoxy-1,2,3,4-tetrahydro-β-carboline

Conditions

Conditions	Yield
With acetic acid In water for 5h; Pictet-Spengler Synthesis; Reflux; Inert atmosphere;	77%

: 6628-28-0
6-ethoxy-2-methyl-quinoline

: 66-83-1
5-methoxytryptamine hydrochloride

: C23H19N3O2

Conditions

Conditions	Yield
With iodine In dimethyl sulfoxide at 130℃; Sealed tube; Green chemistry;	75%

: ethyl 4-(2-dimethylaminovinyl)-2-(piperidin-1-yl)pyrimidine-5-carboxylate

: 66-83-1
5-methoxytryptamine hydrochloride

: 1030447-76-7
10-methoxy-2-(piperidin-1-yl)-8,13,13b,14-tetrahydroindolo[2,3-a]pyrimido[5,4-g]quinolizin-5(7H)-one

Conditions

Conditions	Yield
In N,N-dimethyl-formamide for 5h; Reflux;	74%

: 106-31-0
butanoic acid anhydride

: 66-83-1
5-methoxytryptamine hydrochloride

: 66012-83-7
N-Butyryl-5-methoxytryptamine

Conditions

Conditions	Yield
With sodium acetate In water; ethyl acetate for 3h;	73%

: 66-83-1
5-methoxytryptamine hydrochloride

: 101385-93-7
3-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester

: 853020-73-2
tert-butyl 6-methoxy-2,3,4,9-tetrahydro-1'H-spiro[β-carboline-1,3'-pyrrolidine]-1'-carboxylate

Conditions

Conditions	Yield
Stage #1: 5-methoxytryptamine hydrochloride; 3-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester With acetic acid at 75℃; for 5h; Stage #2: With ammonia In methanol; chloroform	73%

: 10601-19-1
5-methoxyindole-3-carboxaldehyde

: 66-83-1
5-methoxytryptamine hydrochloride

: 1616670-83-7
1-(5-methoxy-1H-indol-3-yl)-6-methoxy-1,2,3,4-tetrahydro-β-carboline

Conditions

Conditions	Yield
Stage #1: 5-methoxyindole-3-carboxaldehyde; 5-methoxytryptamine hydrochloride In methanol for 24h; Pictet-Spengler Synthesis; Inert atmosphere; Reflux; Stage #2: With trifluoroacetic acid In dichloromethane at 20℃; for 19h; Pictet-Spengler Synthesis; Inert atmosphere;	73%

: 672-67-3
2-oxo-2H-pyran-6-carboxylic acid

: 66-83-1
5-methoxytryptamine hydrochloride

: N-[2-(5-methoxy-indol-3-yI)-ethyl]-2-pyrone-6-carboxamide

Conditions

Conditions	Yield
Stage #1: 5-methoxytryptamine hydrochloride With pyridine In 1,2-dimethoxyethane at 20℃; for 0.5h; Stage #2: 2H-pyran-2-one-6-carboxylic acid With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In 1,2-dimethoxyethane at 0 - 20℃; for 3.25h;	72%

: 877-43-0
2,6-dimethylquinoline

: 66-83-1
5-methoxytryptamine hydrochloride

: C22H17N3O

Conditions

Conditions	Yield
With iodine In dimethyl sulfoxide at 130℃; Sealed tube; Green chemistry;	71%

: 33245-13-5
furan-2-yl-oxo-acetic acid methyl ester

: 66-83-1
5-methoxytryptamine hydrochloride

: 600121-86-6
1-furan-2-yl-6-methoxy-2,3,4,9-tetrahydro-1H-β-carboline-1-carboxylic acid methyl ester

Conditions

Conditions	Yield
In methanol at 60℃;	70%

: 92-46-6
6-chloro-2-methylquinoline

: 66-83-1
5-methoxytryptamine hydrochloride

: C21H14ClN3O

Conditions

Conditions	Yield
With iodine In dimethyl sulfoxide at 130℃; Sealed tube; Green chemistry;	69%

: ethyl 4-(2-dimethylaminovinyl)-2-morpholinopyrimidine-5-carboxylate

: 66-83-1
5-methoxytryptamine hydrochloride

: 1030485-87-0
10-methoxy-2-(morpholin-4-yl)-8,13,13b,14-tetrahydroindolo[2,3-a]pyrimido[5,4-g]quinolizin-5(7H)-one

Conditions

Conditions	Yield
In N,N-dimethyl-formamide for 5h; Reflux;	68%

: 1383468-08-3
5’-azido-8-carboxymethylthio-5'-deoxy-2’,3’-O-isopropylideneadenosine

: 66-83-1
5-methoxytryptamine hydrochloride

: C26H30N10O5S

Conditions

Conditions	Yield
With benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; Inert atmosphere;	68%

: 877-42-9
6-Bromo-2-methyl-quinoline

: 66-83-1
5-methoxytryptamine hydrochloride

: C21H14BrN3O

Conditions

Conditions	Yield
With iodine In dimethyl sulfoxide at 130℃; Sealed tube; Green chemistry;	68%

: 5454-83-1
5-bromovaleric acid methyl ester

: 66-83-1
5-methoxytryptamine hydrochloride

: 62977-69-9
1-<2-(5-Methoxy-3-indolyl)-ethyl>-piperidon-2

Conditions

Conditions	Yield
With potassium carbonate; potassium iodide In ethanol for 16h; Reflux;	66%

5-Methoxytryptamine hydrochloride Chemical Properties

Molecular structure of 5-Methoxytryptamine hydrochloride (CAS NO.66-83-1) is:

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: Harmful 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.

Product Name

5-Methoxytryptamine hydrochloride

Synthetic route

5-Methoxytryptamine hydrochloride Chemical Properties

5-Methoxytryptamine hydrochloride Uses

5-Methoxytryptamine hydrochloride Toxicity Data With Reference

5-Methoxytryptamine hydrochloride Safety Profile

5-Methoxytryptamine hydrochloride Specification

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