7-Methyltryptamine supplier | CasNO.14490-05-2

Name
7-Methyltryptamine
EINECS 238-498-9
CAS No. 14490-05-2
Article Data11
CAS DataBase
Density 1.126 g/cm³
Solubility Soluble in ethanol (5% w/v)
Melting Point 123-130 °C
Formula C₁₁H₁₄N₂
Boiling Point 349.2 °C at 760 mmHg
Molecular Weight 174.246
Flash Point 192 °C
Transport Information
Appearance Off-white crystalline powder
Safety
Risk Codes
Molecular Structure
Hazard Symbols
Synonyms Indole,3-(2-aminoethyl)-7-methyl- (6CI,7CI,8CI);7-Methyltryptamine;NSC 91540;
PSA 41.81000
LogP 2.67780

Synthetic route

: (E)-7-methyl-3-(2-nitrovinyl)-1H-indole

: 14490-05-2
7-methyltryptamine

Conditions

Conditions	Yield
With lithium aluminium tetrahydride In tetrahydrofuran at 0 - 20℃; Inert atmosphere;	99%
With lithium aluminium tetrahydride In tetrahydrofuran

: 858232-97-0
2-(7-methyl-1H-indol-3-yl)acetonitrile

: 14490-05-2
7-methyltryptamine

Conditions

Conditions	Yield
With lithium aluminium tetrahydride

: 14517-83-0
3-(2-amino-ethyl)-7-methyl-indole-2-carboxylic acid

: 14490-05-2
7-methyltryptamine

Conditions

Conditions	Yield
With hydrogenchloride

: 6346-09-4
4-aminobutyrylaldehyde diethylacetal

: 529-27-1
2-methylphenylhydrazine

: 14490-05-2
7-methyltryptamine

Conditions

Conditions	Yield
With zinc(II) chloride

: 933-67-5
7-methyl-1H-indole

: 14490-05-2
7-methyltryptamine

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: POCl3 2: AcOH 3: LiAH4 / tetrahydrofuran View Scheme
Multi-step reaction with 3 steps 1.1: trichlorophosphate / 1.5 h / Cooling with ice 1.2: 20 °C / Cooling with ice 1.3: 1 h / 105 °C 2.1: ammonium acetate / Reflux 3.1: lithium aluminium tetrahydride / tetrahydrofuran / 0 - 20 °C / Inert atmosphere View Scheme
Multi-step reaction with 3 steps 1: diethyl ether / 18 h / 40 °C 2: ammonia / 1,4-dioxane / 20 °C 3: lithium aluminium tetrahydride / tetrahydrofuran / 18 h / Reflux View Scheme
Multi-step reaction with 3 steps 1.1: trichlorophosphate / 0.25 h / 0 °C / Inert atmosphere 1.2: 3.25 h / 0 - 20 °C / Inert atmosphere 1.3: 0.08 h / Reflux 2.1: ammonium acetate / 1.5 h / Reflux; Inert atmosphere 3.1: lithium aluminium tetrahydride / tetrahydrofuran / 36 h / 0 - 20 °C / Inert atmosphere View Scheme

: 4771-50-0
7-methyl-1H-indole-3-carbaldehyde

: 14490-05-2
7-methyltryptamine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: AcOH 2: LiAH4 / tetrahydrofuran View Scheme
Multi-step reaction with 2 steps 1: ammonium acetate / Reflux 2: lithium aluminium tetrahydride / tetrahydrofuran / 0 - 20 °C / Inert atmosphere View Scheme
Multi-step reaction with 2 steps 1: ammonium acetate / 2 h / Reflux 2: lithium aluminium tetrahydride / tetrahydrofuran / 36 h / 0 - 20 °C / Inert atmosphere View Scheme
Multi-step reaction with 2 steps 1: ammonium acetate / 1.5 h / Reflux; Inert atmosphere 2: lithium aluminium tetrahydride / tetrahydrofuran / 36 h / 0 - 20 °C / Inert atmosphere View Scheme

: 14490-04-1
8-methyl-2,3,4,9-tetrahydro-β-carbolin-1-one

: 14490-05-2
7-methyltryptamine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: aq.-ethanolic KOH 2: aqueous HCl View Scheme

: 88-72-2
1-methyl-2-nitrobenzene

: 14490-05-2
7-methyltryptamine

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1.1: tetrahydrofuran / 1 h / -40 °C / Inert atmosphere 2.1: trichlorophosphate / 1.5 h / Cooling with ice 2.2: 20 °C / Cooling with ice 2.3: 1 h / 105 °C 3.1: ammonium acetate / Reflux 4.1: lithium aluminium tetrahydride / tetrahydrofuran / 0 - 20 °C / Inert atmosphere View Scheme

: 59022-69-4
2-(7-methyl-1H-indol-3-yl)-2-oxoacetyl chloride

: 14490-05-2
7-methyltryptamine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: ammonia / 1,4-dioxane / 20 °C 2: lithium aluminium tetrahydride / tetrahydrofuran / 18 h / Reflux View Scheme

: C11H10N2O2

: 14490-05-2
7-methyltryptamine

Conditions

Conditions	Yield
With lithium aluminium tetrahydride In tetrahydrofuran for 18h; Reflux;

: 566200-37-1
C11H10N2O2

: 14490-05-2
7-methyltryptamine

Conditions

Conditions	Yield
With lithium aluminium tetrahydride In tetrahydrofuran at 0 - 20℃; for 36h; Inert atmosphere;
With lithium aluminium tetrahydride In tetrahydrofuran at 0 - 20℃; for 36h; Inert atmosphere;

: 14490-05-2
7-methyltryptamine

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

: 8-methyl-2,3,4,9-tetrahydrospiro[β-carboline-1,3'-pyrrolidine] dihydrochloride

Conditions

Conditions	Yield
Stage #1: 7-methyltryptamine; 3-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester With acetic acid at 100℃; for 4.5h; Stage #2: With hydrogenchloride In 1,2-dioxacyclohexane at 20℃;	100%

: 14490-05-2
7-methyltryptamine

: 1146222-77-6
7-(trifluoromethyl)-3,4,5,6-tetrahydro-2H-azepine

: 5-(8-methyl-1-(trifluoromethyl)-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indol-1-yl)pentan-1-amine

Conditions

Conditions	Yield
With trifluoroacetic acid In dichloromethane at 20℃; for 168h; Pictet-Spengler Synthesis;	100%

: 14490-05-2
7-methyltryptamine

: 108-24-7
acetic anhydride

: 769186-81-4
N-(2-(7-methyl-1H-indol-3-yl)ethyl)acetamide

Conditions

Conditions	Yield
With triethylamine In tetrahydrofuran at 20℃; for 1h;	99%

: 14490-05-2
7-methyltryptamine

: 107-07-3
2-chloro-ethanol

: 1135827-90-5
C13H18N2O

Conditions

Conditions	Yield
In dimethyl sulfoxide at 80℃; for 5h;	99%

: 14490-05-2
7-methyltryptamine

: 59862-93-0
hept-3-ynoic acid

: 1178541-69-9
(11bR)-10-methyl-11b-n-propyl-1,2,5,6,11,11b-hexahydro-3H-indolizino[8,7-b]indol-3-one

Conditions

Conditions	Yield
Stage #1: hept-3-ynoic acid With triphenylphosphine gold (I) chloride; silver trifluoromethanesulfonate In toluene at 20℃; for 1h; Stage #2: 7-methyltryptamine With (R)-3,3'-bis(triphenylsilyl)-1,1'-binaphthyl-2,2'-diyl hydrogenphosphate In toluene at 80 - 110℃; for 48h; optical yield given as %ee; enantioselective reaction;	96%

: 14490-05-2
7-methyltryptamine

: 5-phenylfuran-2(3H)-one

: 1178541-62-2
(11bS)-10-methyl-11b-phenyl-1,2,5,6,11,11b-hexahydro-3H-indolizino[8,7-b]indol-3-one

Conditions

Conditions	Yield
With (R)-3,3'-bis(triphenylsilyl)-1,1'-binaphthyl-2,2'-diyl hydrogenphosphate In toluene at 110℃; for 41h; optical yield given as %ee; enantioselective reaction;	95%

: 14490-05-2
7-methyltryptamine

: 6628-79-1
3-methyllevulinic acid

: 1253404-42-0
(1R,11bR)-1,10,11b-trimethyl-1,2,5,6,11,11b-hexahydro-3H-indolizino[8,7-b]indol-3-one

Conditions

Conditions	Yield
With (R)-3,3'-bis(triphenylsilyl)-1,1'-binaphthyl-2,2'-diyl hydrogenphosphate In toluene for 48h; Reflux; optical yield given as %ee; enantioselective reaction;	95%

: 14490-05-2
7-methyltryptamine

: 100-52-7
benzaldehyde

: 865681-23-8
8-methyl-1-phenyl-2,3,4,9-tetrahydro-1H-β-carboline

Conditions

Conditions	Yield
With 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide In ethyl acetate at 110℃; for 0.166667h; Microwave irradiation; Sealed tube;	95%

: but-3-yne-1-sulfonyl chloride

: 14490-05-2
7-methyltryptamine

: 1452838-33-3
N-[2-(7-methyl-1H-indol-3-yl)ethyl]but-3-yne-1-sulfonamide

Conditions

Conditions	Yield
With triethylamine In dichloromethane at -78℃; Inert atmosphere;	95%

: 14490-05-2
7-methyltryptamine

: 24424-99-5
di-tert-butyl dicarbonate

: tert-butyl (2-(7-methyl-1H-indol-3-yl)ethyl)carbamate

Conditions

Conditions	Yield
With triethylamine In tetrahydrofuran at 20℃;	95%

: 14490-05-2
7-methyltryptamine

: 1253404-36-2
(+/-)-3-acetylheptanoic acid

: 1253404-40-8
(1R,11bR)-1-butyl-10,11b-dimethyl-1,2,5,6,11,11b-hexahydro-3H-indolizino[8,7-b]indol-3-one

Conditions

Conditions	Yield
With (R)-3,3'-bis-(triphenylsilyl)octahydrobinolphosphoric acid In toluene for 72h; Reflux; optical yield given as %ee; enantioselective reaction;	94%

: 14490-05-2
7-methyltryptamine

: 85217-69-2, 87802-71-9
cinnamyl methyl carbonate

: 1400791-77-6
N-(2-(7-methyl-1H-indol-3-yl)ethyl)-1-phenylprop-2-en-1-amine

Conditions

Conditions	Yield
With C48H49IrNO2P(1+)*CF3O3S(1-) In tetrahydrofuran at 50℃; Schlenk technique; Inert atmosphere;	94%

: 591-12-8
5-methyl-2-furanone

: 14490-05-2
7-methyltryptamine

: 1178541-60-0
(11bR)-10,11b-dimethyl-1,2,5,6,11,11b-hexahydro-3H-indolizino[8,7-b]indol-3-one

Conditions

Conditions	Yield
With (R)-3,3'-bis(triphenylsilyl)-1,1'-binaphthyl-2,2'-diyl hydrogenphosphate In toluene at 110℃; for 24h; optical yield given as %ee; enantioselective reaction;	92%

: 14490-05-2
7-methyltryptamine

: 33366-28-8
2-oxocycloheptaneacetic acid

: 1253404-47-5
(5aR,15bR)-14-methyl-2,3,4,5,5a,6,10,15-octahydro-9H-cyclohepta[1,8a]indolizino[8,7-b]indol-7(1H)-one

Conditions

Conditions	Yield
With (R)-3,3'-bis-(triphenylsilyl)octahydrobinolphosphoric acid In toluene for 48h; Reflux; optical yield given as %ee; enantioselective reaction;	91%

: 14490-05-2
7-methyltryptamine

: 24731-17-7
ethyl 2-(2-oxocyclohexyl)acetate

: 1253404-44-2
(4aR,14bR)-13-methyl-1,2,3,4,4a,5,9,14-octahydro-6H,8H-pyrido[3,4-b:1,2-i']diindol-6-one

Conditions

Conditions	Yield
With (R)-3,3'-bis-(triphenylsilyl)octahydrobinolphosphoric acid In toluene for 48h; Reflux; optical yield given as %ee; enantioselective reaction;	89%

: 14490-05-2
7-methyltryptamine

: 952686-36-1
p-bromophenylpropene methyl carbonate

: 1400791-80-1
1-(4-bromophenyl)-N-(2-(7-methyl-1H-indol-3-yl)ethyl)prop-2-en-1-amine

Conditions

Conditions	Yield
With C48H49IrNO2P(1+)*CF3O3S(1-) In tetrahydrofuran at 50℃; Schlenk technique; Inert atmosphere;	87%

: 14490-05-2
7-methyltryptamine

: 1266663-56-2
-

: 1400791-81-2
N-(2-(7-methyl-1H-indol-3-yl)ethyl)-1-(3-(trifluoromethyl)phenyl)prop-2-en-1-amine

Conditions

Conditions	Yield
With C48H49IrNO2P(1+)*CF3O3S(1-) In tetrahydrofuran at 50℃; Schlenk technique; Inert atmosphere;	86%

: 14490-05-2
7-methyltryptamine

: 22509-74-6
N-ethoxycarbonylphthalimide

: 192182-62-0
2-[2-(7-Methyl-1H-indol-3-yl)-ethyl]-isoindole-1,3-dione

Conditions

Conditions	Yield
In tetrahydrofuran for 48h; Heating;	85%

: 14490-05-2
7-methyltryptamine

: 27007-78-9
dec-3-ynoic acid

: 1178541-61-1
(11bR)-11b-hexyl-10-methyl-1,2,5,6,11,11b-hexahydro-3H-indolizino[8,7-b]indol-3-one

Conditions

Conditions	Yield
Stage #1: dec-3-ynoic acid With triphenylphosphine gold (I) chloride; silver trifluoromethanesulfonate In toluene at 20℃; for 1h; Stage #2: 7-methyltryptamine With (R)-3,3'-bis(triphenylsilyl)-1,1'-binaphthyl-2,2'-diyl hydrogenphosphate In toluene at 80 - 110℃; for 48h; optical yield given as %ee; enantioselective reaction;	84%

: 14490-05-2
7-methyltryptamine

: 98-86-2
acetophenone

: (8-methyl-9H-pyrido[3,4-b]indol-1-yl)(phenyl)methanone

Conditions

Conditions	Yield
With dihydrogen peroxide; iodine In water; dimethyl sulfoxide at 110℃;	84%

: 185-70-6
1-oxaspiro(2.5)octane

: 14490-05-2
7-methyltryptamine

: 1135827-71-2
C18H26N2O

Conditions

Conditions	Yield
In ethanol at 60℃; for 18h;	82%

: 14490-05-2
7-methyltryptamine

: 79-22-1
methyl chloroformate

: methyl (2-(7-methyl-1H-indol-3-yl)ethyl)carbamate

Conditions

Conditions	Yield
With sodium hydroxide In ethyl acetate at 20℃;	82%
With triethylamine In dichloromethane at 0 - 20℃; for 3h; Inert atmosphere;
With sodium hydroxide In water; ethyl acetate at 20℃; for 1h; Inert atmosphere;
With sodium carbonate In dichloromethane; water for 2h; Inert atmosphere;

: 14490-05-2
7-methyltryptamine

: 89199-90-6
hexadec-3-ynoic acid

: 1178541-70-2
(11bR)-11b-dodecyl-10-methyl-1,2,5,6,11,11b-hexahydro-3H-indolizino[8,7-b]indol-3-one

Conditions

Conditions	Yield
Stage #1: hexadec-3-ynoic acid With triphenylphosphine gold (I) chloride; silver trifluoromethanesulfonate In toluene at 20℃; for 1h; Stage #2: 7-methyltryptamine With (R)-3,3'-bis(triphenylsilyl)-1,1'-binaphthyl-2,2'-diyl hydrogenphosphate In toluene at 80 - 110℃; for 48h; optical yield given as %ee; enantioselective reaction;	81%

: 14490-05-2
7-methyltryptamine

: 4439-86-5
(+/-)-3-ethyl-4-oxopentanoic acid

: 1253404-43-1
(1R,11bR)-1-ethyl-10,11b-dimethyl-1,2,5,6,11,11b-hexahydro-3H-indolizino[8,7-b]indol-3-one

Conditions

Conditions	Yield
With (R)-3,3'-bis-(triphenylsilyl)octahydrobinolphosphoric acid In toluene for 54h; Reflux; optical yield given as %ee; enantioselective reaction;	81%

: 14490-05-2
7-methyltryptamine

: 1400791-66-3
-

: 1400791-79-8
1-(4-isobutylphenyl)-N-(2-(7-methyl-1H-indol-3-yl)ethyl)prop-2-en-1-amine

Conditions

Conditions	Yield
With C48H49IrNO2P(1+)*CF3O3S(1-) In tetrahydrofuran at 50℃; Schlenk technique; Inert atmosphere;	78%

: methyl crotyl carbonate

: 14490-05-2
7-methyltryptamine

: 1400791-82-3
N-(2-(7-methyl-1H-indol-3-yl)ethyl)but-3-en-2-amine

Conditions

Conditions	Yield
With C48H49IrNO2P(1+)*CF3O3S(1-) In tetrahydrofuran at 50℃; Schlenk technique; Inert atmosphere;	78%

: 14490-05-2
7-methyltryptamine

: 1239597-30-8
hept-1-en-3-yl methyl carbonate

: 1400791-83-4
N-(2-(7-methyl-1H-indol-3-yl)ethyl)hept-1-en-3-amine

Conditions

Conditions	Yield
With C48H49IrNO2P(1+)*CF3O3S(1-) In tetrahydrofuran at 50℃; Schlenk technique; Inert atmosphere;	78%

: 14490-05-2
7-methyltryptamine

: 1146222-76-5
6-(trifluoromethyl)-2,3,4,5-tetrahydropyridine

: 4-(8-methyl-1-(trifluoromethyl)-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indol-1-yl)butan-1-amine

Conditions

Conditions	Yield
With camphor-10-sulfonic acid In water at 130℃; for 14h; Pictet-Spengler Synthesis;	77%

: 14490-05-2
7-methyltryptamine

: 85446-05-5
3,6-dibromo-9-(oxiran-2-ylmethyl)-9H-carbazole

: 1-(3,6-dibromo-9H-carbazol-9-yl)-3-((2-(7-methyl-1H-indol-3-yl)ethyl)amino)propan-2-ol

Conditions

Conditions	Yield
In ethanol for 12h; Inert atmosphere; Reflux;	77%

7-Methyltryptamine Specification

The 7-Methyltryptamine, with the cas registry number 14490-05-2 and EINECS registry number 238-498-9, has the systematic name of 2-(7-methyl-1H-indol-3-yl)ethanamine. The molecular formula of the chemical is C₁₁H₁₄N₂. The chemical belongs to the following product categories: Tryptamines; Heterocyclic Compounds; Building Blocks; Heterocyclic Building Blocks; Indoles. What's meore, it should be stored at the temperature of -20°C.

The characteristics of this chemical are as followings: (1)ACD/LogP: 1.84; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -1.25; (4)ACD/LogD (pH 7.4): -0.77; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 1; (8)ACD/KOC (pH 7.4): 1; (9)#H bond acceptors: 2; (10)#H bond donors: 3; (11)#Freely Rotating Bonds: 3; (12)Polar Surface Area: 8.17 Å²; (13)Index of Refraction: 1.65; (14)Molar Refractivity: 56.43 cm³; (15)Molar Volume: 154.6 cm³; (16)Polarizability: 22.37×10^-24cm³; (17)Surface Tension: 51.3 dyne/cm; (18)Density: 1.126 g/cm³; (19)Flash Point: 192 °C; (20)Enthalpy of Vaporization: 59.37 kJ/mol; (21)Boiling Point: 349.2 °C at 760 mmHg; (22)Vapour Pressure: 4.77E-05 mmHg at 25°C.

Addtionally, the following datas could be converted into the molecular structure:
(1)SMILES: c1ccc(c2c1c(cn2)CCN)C
(2)InChI: InChI=1/C11H14N2/c1-8-3-2-4-10-9(5-6-12)7-13-11(8)10/h2-4,7,13H,5-6,12H2,1H3
(3)InChIKey: SGGBZKQTWMKXHD-UHFFFAOYAH

The toxicity data is as follows:

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
mouse	LD50	intravenous	63mg/kg (63mg/kg)		U.S. Army Armament Research & Development Command, Chemical Systems Laboratory, NIOSH Exchange Chemicals. Vol. NX#12400,

Product Name

7-Methyltryptamine

Synthetic route

7-Methyltryptamine Specification

Related Products

Hot Products