Product Name

  • Name

    Tryptamine

  • EINECS 200-510-5
  • CAS No. 61-54-1
  • Article Data154
  • CAS DataBase
  • Density 1.158 g/cm3
  • Solubility negligible
  • Melting Point 113-116 °C(lit.)
  • Formula C10H12N2
  • Boiling Point 378.766 °C at 760 mmHg
  • Molecular Weight 160.219
  • Flash Point 187.672 °C
  • Transport Information
  • Appearance White to orange crystalline powder
  • Safety 24/25-36/37/39-26
  • Risk Codes 20/21/22-36/37/38-41
  • Molecular Structure Molecular Structure of 61-54-1 (Tryptamine)
  • Hazard Symbols IrritantXi
  • Synonyms Indole,3-(2-aminoethyl)- (8CI);2-(1H-Indol-3-yl)ethanamine;2-(3-Indolyl)ethylamine;3-(2-Aminoethyl)-1H-indole;3-(2-Aminoethyl)indole;b-(3-Indolyl)ethylamine;
  • PSA 41.81000
  • LogP 2.36940

Synthetic route

3-(2-nitroethyl)indole
31731-23-4

3-(2-nitroethyl)indole

tryptamine
61-54-1

tryptamine

Conditions
ConditionsYield
With palladium 10% on activated carbon; hydrogen In methanol under 760.051 Torr; for 24h;98%
With sodium hypophosphite monohydrate; 5%-palladium/activated carbon; hypophosphorous acid In 2-methyltetrahydrofuran; water for 7h; Sonication; chemoselective reaction;94%
With palladium 10% on activated carbon; hydrogen In ethanol at 20℃; for 15h;86.94%
L-Tryptophan
73-22-3

L-Tryptophan

tryptamine
61-54-1

tryptamine

Conditions
ConditionsYield
With pyridoxal 5'-phosphate; aromatic L-amino acid decarboxylase In various solvent(s) at 30℃; for 48h;98%
cyclohexenone In various solvent(s) at 154℃; for 1.5h;92.3%
With L-amino acid decarboxylase from Micrococcus percitreus AJ 1065; NH4OH-NH4Cl buffer; pyridoxal 5'-phosphate In water at 30℃; for 0.5h; Product distribution; study of the inhibition of the enzyme by various amino acids and amines, inhibition of L-dopa in different buffer solutions;
tert-butyl 4-(2-aminophenyl)-2,3-dihydro-1H-pyrrole-1-carboxylate
1042701-07-4

tert-butyl 4-(2-aminophenyl)-2,3-dihydro-1H-pyrrole-1-carboxylate

tryptamine
61-54-1

tryptamine

Conditions
ConditionsYield
Stage #1: tert-butyl 4-(2-aminophenyl)-2,3-dihydro-1H-pyrrole-1-carboxylate With trifluoroacetic acid In dichloromethane at 0 - 25℃; Inert atmosphere;
Stage #2: With sodium hydrogencarbonate In water pH=> 7; Inert atmosphere; Saturated solution;
98%
With trifluoroacetic acid In dichloromethane at 0 - 25℃; for 2h; Inert atmosphere;98%
N-tosyl tryptamine
86658-78-8

N-tosyl tryptamine

tryptamine
61-54-1

tryptamine

Conditions
ConditionsYield
With pyrrolidine; samarium diiodide; water In tetrahydrofuran at 20℃; Inert atmosphere;94%
(2-indol-3-yl-ethyl)-carbamic acid benzyl ester
38750-13-9

(2-indol-3-yl-ethyl)-carbamic acid benzyl ester

tryptamine
61-54-1

tryptamine

Conditions
ConditionsYield
With hydrogen; palladium In ethanol; ethyl acetate under 22502.3 Torr;94%
indole
120-72-9

indole

L-serin
56-45-1

L-serin

tryptamine
61-54-1

tryptamine

Conditions
ConditionsYield
Stage #1: indole; 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;
92%
3-[(E)-2-nitroeth-1-enyl]-1H-indole
3156-51-2, 51870-94-1

3-[(E)-2-nitroeth-1-enyl]-1H-indole

tryptamine
61-54-1

tryptamine

Conditions
ConditionsYield
With lithium aluminium tetrahydride In tetrahydrofuran for 7h; Reflux;89%
With lithium aluminium tetrahydride In tetrahydrofuran at 0 - 20℃; for 6h; Inert atmosphere;83.5%
With lithium aluminium tetrahydride; diethyl ether
tert-butyl [2-(1H-indol-3-yl)ethyl]carbamate
103549-24-2

tert-butyl [2-(1H-indol-3-yl)ethyl]carbamate

tryptamine
61-54-1

tryptamine

Conditions
ConditionsYield
In various solvent(s) at 150℃; for 1h; microwave irradiation;88%
With 1,1,1,3',3',3'-hexafluoro-propanol at 150℃; for 1h; Microwave irradiation;88%
With 1,1,1,3',3',3'-hexafluoro-propanol at 150℃; for 1h; Microwave irradiation;88%
N-benzoyltryptamine
4753-09-7

N-benzoyltryptamine

tryptamine
61-54-1

tryptamine

Conditions
ConditionsYield
With sodium hydroxide In water; ethylene glycol82%
3-indolylacetamide
879-37-8

3-indolylacetamide

tryptamine
61-54-1

tryptamine

Conditions
ConditionsYield
With lithium aluminium tetrahydride In tetrahydrofuran Reflux;81%
With lithium aluminium tetrahydride
With lithium aluminium tetrahydride In tetrahydrofuran at 20℃; for 3h; Inert atmosphere;
N-Acetyltryptamine
1016-47-3

N-Acetyltryptamine

tryptamine
61-54-1

tryptamine

Conditions
ConditionsYield
With ammonium bromide; ethylenediamine at 80℃; for 5h; Microwave irradiation; Inert atmosphere; neat (no solvent);81%
With recombinant Arabidopsis thaliana histone deacetylase 14 In aq. buffer at 30℃; pH=8; Reagent/catalyst; Enzymatic reaction;
4-(4,8-Dimethoxy-naphthalen-1-ylmethyl)-N-[2-(1H-indol-3-yl)-ethyl]-benzenesulfonamide
126402-58-2

4-(4,8-Dimethoxy-naphthalen-1-ylmethyl)-N-[2-(1H-indol-3-yl)-ethyl]-benzenesulfonamide

tryptamine
61-54-1

tryptamine

Conditions
ConditionsYield
With ammonia borane In ethanol Irradiation;78%
indole-3-acetonitrile
771-51-7

indole-3-acetonitrile

tryptamine
61-54-1

tryptamine

Conditions
ConditionsYield
With lithium aluminium tetrahydride In diethyl ether at 0℃; for 12h; Inert atmosphere;75%
With samarium diiodide; water; triethylamine In tetrahydrofuran at 20℃; for 0.0833333h; Inert atmosphere;74%
With lithium aluminium tetrahydride; diethyl ether
3-(2-azidoethyl)-1H-indole
63778-37-0

3-(2-azidoethyl)-1H-indole

tryptamine
61-54-1

tryptamine

Conditions
ConditionsYield
Stage #1: 3-(2-azidoethyl)-1H-indole With formic acid; tris(2,2'-bipyridyl)ruthenium dichloride; diethyl 2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate; N-ethyl-N,N-diisopropylamine In methanol; N,N-dimethyl-formamide at 25℃; for 24h; Irradiation;
Stage #2: With di-tert-butyl dicarbonate; triethylamine In methanol; N,N-dimethyl-formamide at 25℃; for 12h;
72%
3-((Z)-2-Nitro-vinyl)-1H-indole

3-((Z)-2-Nitro-vinyl)-1H-indole

tryptamine
61-54-1

tryptamine

Conditions
ConditionsYield
With hydrogenchloride; iron In methanol; water for 0.5h; Heating;71%
tryptamine
61-54-1

tryptamine

Conditions
ConditionsYield
In diphenylether for 10h; Heating;63%
With Catharanthus roseus tryptophan decarboxylase In aq. phosphate buffer at 25℃; pH=7.5; Kinetics; Reagent/catalyst; Enzymatic reaction;
2-(2,3-dihydro-2-oxo-3-indolyl)ethylamine
60716-71-4

2-(2,3-dihydro-2-oxo-3-indolyl)ethylamine

tryptamine
61-54-1

tryptamine

Conditions
ConditionsYield
With lithium aluminium tetrahydride In tetrahydrofuran at 0℃; for 2h; Inert atmosphere;62%
4-chloro-1-hydroxy-1-butanesulfonate sodium
54322-20-2

4-chloro-1-hydroxy-1-butanesulfonate sodium

phenylhydrazine hydrochloride
59-88-1

phenylhydrazine hydrochloride

tryptamine
61-54-1

tryptamine

Conditions
ConditionsYield
With disodium hydrogenphosphate In ethanol at 70℃; for 6h;61%
With disodium hydrogenphosphate In ethanol at 70℃; for 6h;
(3-Indolyl)acetaldehyd-dimethylhydrazon
74321-36-1

(3-Indolyl)acetaldehyd-dimethylhydrazon

tryptamine
61-54-1

tryptamine

Conditions
ConditionsYield
With hydrogen; rhenium; nickel In methanol under 760 Torr; for 12h; Ambient temperature;52%
indole-3-acetonitrile
771-51-7

indole-3-acetonitrile

A

tryptamine
61-54-1

tryptamine

B

1-(3-methyl-1H-indole)-1,2,3,4-tetrahydro-β-carboline
168209-33-4

1-(3-methyl-1H-indole)-1,2,3,4-tetrahydro-β-carboline

Conditions
ConditionsYield
With hydrogen; palladium on activated charcoal In methanol for 96h;A 38%
B 31%
indole-3-acetonitrile
771-51-7

indole-3-acetonitrile

A

tryptamine
61-54-1

tryptamine

B

3-(2-aminoethyl)-2,3-dihydro-1H-indole
13078-91-6

3-(2-aminoethyl)-2,3-dihydro-1H-indole

Conditions
ConditionsYield
With ammonia; nickel at 100℃; under 66195.7 Torr; Hydrogenation;
3-(2-bromoethyl)-1H-indole
3389-21-7

3-(2-bromoethyl)-1H-indole

tryptamine
61-54-1

tryptamine

Conditions
ConditionsYield
With ammonia; water
4-aminobutyrylaldehyde diethylacetal
6346-09-4

4-aminobutyrylaldehyde diethylacetal

phenylhydrazine
100-63-0

phenylhydrazine

tryptamine
61-54-1

tryptamine

Conditions
ConditionsYield
With zinc(II) chloride
indole-3-glyoxylamide
5548-10-7

indole-3-glyoxylamide

tryptamine
61-54-1

tryptamine

Conditions
ConditionsYield
With lithium aluminium tetrahydride
With lithium aluminium tetrahydride In tetrahydrofuran Heating;
With lithium aluminium tetrahydride In 1,4-dioxane for 34h; Heating;0.90 g
With lithium aluminium tetrahydride In 1,4-dioxane for 50h; Heating;
N-Methylhomoisoleucyltryptamine

N-Methylhomoisoleucyltryptamine

A

tryptamine
61-54-1

tryptamine

(-)-N-Methylhomoisoleucine

(-)-N-Methylhomoisoleucine

Conditions
ConditionsYield
With hydrogenchloride for 24h; Heating;
(E)-N-(2-(1H-indol-3-yl)ethyl)-3-(4-hydroxy-3-methoxyphenyl)acrylamide
96014-22-1

(E)-N-(2-(1H-indol-3-yl)ethyl)-3-(4-hydroxy-3-methoxyphenyl)acrylamide

A

tryptamine
61-54-1

tryptamine

B

(E)-3-(4-hydroxy-3-methoxyphenyl)acrylic acid
1135-24-6

(E)-3-(4-hydroxy-3-methoxyphenyl)acrylic acid

Conditions
ConditionsYield
In sodium hydroxide
2-[1-(phenylsulfonyl)-1H-indol-3-yl]ethanamines
808134-47-6

2-[1-(phenylsulfonyl)-1H-indol-3-yl]ethanamines

tryptamine
61-54-1

tryptamine

Conditions
ConditionsYield
With sodium hydroxide for 2h; Heating; Yield given;
(E)-N-(2-(1H-indol-3-yl)ethyl)-3-(4-hydroxyphenyl)acrylamide
212707-60-3

(E)-N-(2-(1H-indol-3-yl)ethyl)-3-(4-hydroxyphenyl)acrylamide

A

tryptamine
61-54-1

tryptamine

B

p-Coumaric Acid
7400-08-0

p-Coumaric Acid

Conditions
ConditionsYield
In sodium hydroxide
tryptamine
61-54-1

tryptamine

phenyl isocyanate
103-71-9

phenyl isocyanate

N-[2-(1H-indol-3-yl)ethyl]-N'-phenylurea
32585-51-6

N-[2-(1H-indol-3-yl)ethyl]-N'-phenylurea

Conditions
ConditionsYield
Stage #1: tryptamine; phenyl isocyanate In dichloromethane at 60℃;
Stage #2: With isatoic anhydride-N-(CH2)3-C8F17 In dichloromethane at 60℃; for 2.5h;
100%
In dichloromethane at 60℃; for 5h; Inert atmosphere; Sealed reaction vessel;98%
tryptamine
61-54-1

tryptamine

benzyl chloroformate
501-53-1

benzyl chloroformate

(2-indol-3-yl-ethyl)-carbamic acid benzyl ester
38750-13-9

(2-indol-3-yl-ethyl)-carbamic acid benzyl ester

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In chloroform at 20℃; for 1h;100%
With N-ethyl-N,N-diisopropylamine In chloroform at 0 - 20℃; for 1h;100%
With sodium hydroxide In tetrahydrofuran97%
tryptamine
61-54-1

tryptamine

chloroacetyl chloride
79-04-9

chloroacetyl chloride

2-chloro-N-<2-(indol-3-yl)ethyl>acetamide
52191-26-1

2-chloro-N-<2-(indol-3-yl)ethyl>acetamide

Conditions
ConditionsYield
With potassium carbonate In dichloromethane Ambient temperature;100%
In dichloromethane100%
With triethylamine In tetrahydrofuran at 20℃; for 6h; Cooling with ice; Inert atmosphere;96%
tryptamine
61-54-1

tryptamine

p-toluenesulfonyl chloride
98-59-9

p-toluenesulfonyl chloride

N-tosyl tryptamine
86658-78-8

N-tosyl tryptamine

Conditions
ConditionsYield
With triethylamine In dichloromethane at 0 - 20℃; for 2h;100%
With triethylamine In dichloromethane at 0 - 20℃;99%
With triethylamine In dichloromethane at 0 - 20℃; for 2h;99%
tryptamine
61-54-1

tryptamine

4-Phenylbutyric acid
1821-12-1

4-Phenylbutyric acid

N-(2-(1H-indol-3-yl)ethyl)-4-phenylbutanamide
102181-30-6

N-(2-(1H-indol-3-yl)ethyl)-4-phenylbutanamide

Conditions
ConditionsYield
With Trimethyl borate In acetonitrile at 80℃; for 15h;100%
With tris(2,2,2-trifluoroethyl) borate In acetonitrile at 80℃; for 15h;70%
at 180℃;
tryptamine
61-54-1

tryptamine

formic acid ethyl ester
109-94-4

formic acid ethyl ester

Nb-formyltryptamine
6502-82-5

Nb-formyltryptamine

Conditions
ConditionsYield
for 24h; Reflux;100%
for 6h; Reflux;100%
With triethylamine In methanol at 100℃; for 16h; Inert atmosphere;97%
tryptamine
61-54-1

tryptamine

chloroformic acid ethyl ester
541-41-3

chloroformic acid ethyl ester

ethyl 2-(1H-indole-3-yl)ethylcarbamate
67909-99-3

ethyl 2-(1H-indole-3-yl)ethylcarbamate

Conditions
ConditionsYield
With triethylamine In 1,4-dioxane Ambient temperature;100%
With triethylamine In dichloromethane at 0℃; Inert atmosphere;99.4%
With sodium hydroxide In chloroform for 3h;95%
tryptamine
61-54-1

tryptamine

benzaldehyde
100-52-7

benzaldehyde

N-benzylidene-2-(1H-indol-3-yl)ethylamine
16979-93-4

N-benzylidene-2-(1H-indol-3-yl)ethylamine

Conditions
ConditionsYield
In toluene at 20℃; for 12h;100%
In methanol at 25℃; for 16h;70%
With molecular sives 4A In dichloromethane Ambient temperature;
tryptamine
61-54-1

tryptamine

propynoic acid methyl ester
922-67-8

propynoic acid methyl ester

(E)-3-[2-(1H-Indol-3-yl)-ethylamino]-acrylic acid methyl ester
194150-88-4

(E)-3-[2-(1H-Indol-3-yl)-ethylamino]-acrylic acid methyl ester

Conditions
ConditionsYield
In tetrahydrofuran for 5h; Ambient temperature;100%
tryptamine
61-54-1

tryptamine

ethyl acrylate
140-88-5

ethyl acrylate

3-<<2-(1H-indol-3-yl)ethyl>amino>propanoic acid ethyl ester
14487-98-0

3-<<2-(1H-indol-3-yl)ethyl>amino>propanoic acid ethyl ester

Conditions
ConditionsYield
In ethanol for 1h; Reflux;100%
In ethanol at 0℃; for 24h;83%
In tetrahydrofuran at 20℃; for 12h;83%
In ethanol at 0 - 20℃;80%
In ethanol
tryptamine
61-54-1

tryptamine

methyl chloroformate
79-22-1

methyl chloroformate

methyl 2-(1-H-indol-3-yl)ethylcarbamate
58635-45-3

methyl 2-(1-H-indol-3-yl)ethylcarbamate

Conditions
ConditionsYield
With sodium hydroxide In dichloromethane; water at 0℃;100%
With triethylamine100%
With sodium hydroxide In ethyl acetate at 25℃; for 0.5h;95%
tryptamine
61-54-1

tryptamine

di-tert-butyl dicarbonate
24424-99-5

di-tert-butyl dicarbonate

tert-butyl [2-(1H-indol-3-yl)ethyl]carbamate
103549-24-2

tert-butyl [2-(1H-indol-3-yl)ethyl]carbamate

Conditions
ConditionsYield
With triethylamine In 1,4-dioxane for 1h;100%
With guanidine hydrochloride In ethanol at 35 - 40℃; for 0.05h;100%
With amberlyst-15 In ethanol at 20℃; for 2h; chemoselective reaction;100%
tryptamine
61-54-1

tryptamine

3,6-diiodopyridazine
20698-04-8

3,6-diiodopyridazine

[2-(1H-indol-3-yl)-ethyl]-(6-iodo-pyridazin-3-yl)-amine
500733-95-9

[2-(1H-indol-3-yl)-ethyl]-(6-iodo-pyridazin-3-yl)-amine

Conditions
ConditionsYield
In iso-butanol for 96h; Heating;100%
tryptamine
61-54-1

tryptamine

3,5-dimethyl-N-nitro-1H-pyrazole-1-carboxamidine
2946-89-6

3,5-dimethyl-N-nitro-1H-pyrazole-1-carboxamidine

N-nitro-N'-[2-(1H-indol-3-yl)ethy]guanidine

N-nitro-N'-[2-(1H-indol-3-yl)ethy]guanidine

Conditions
ConditionsYield
In methanol at 20℃;100%
tryptamine
61-54-1

tryptamine

2-Nitrobenzenesulfonyl chloride
1694-92-4

2-Nitrobenzenesulfonyl chloride

N-(2-(1H-indol-3-yl)ethyl)-2-nitrobenzenesulfonamide
311781-49-4

N-(2-(1H-indol-3-yl)ethyl)-2-nitrobenzenesulfonamide

Conditions
ConditionsYield
With triethylamine In dichloromethane at 0 - 20℃; for 1.5h;100%
With triethylamine In dichloromethane at 0 - 20℃; for 1h;97%
With N-ethyl-N,N-diisopropylamine In dichloromethane for 0.5h; Inert atmosphere;97%
tryptamine
61-54-1

tryptamine

3,5-bis(trifluoromethyl)phenyl carboxylic acid chloride
785-56-8

3,5-bis(trifluoromethyl)phenyl carboxylic acid chloride

N-(2-(1H-indol-3-yl)ethyl)-3,5-bis(trifluoromethyl)benzamide
372109-22-3

N-(2-(1H-indol-3-yl)ethyl)-3,5-bis(trifluoromethyl)benzamide

Conditions
ConditionsYield
With triethylamine In dichloromethane at 0℃; Inert atmosphere;100%
With triethylamine In dichloromethane at 22℃; for 16h;
tryptamine
61-54-1

tryptamine

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

3-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester

spiro

spiro

Conditions
ConditionsYield
Stage #1: tryptamine; 3-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester With acetic acid at 100℃; for 4.5h;
Stage #2: With hydrogenchloride In 1,4-dioxane at 20℃;
100%
tryptamine
61-54-1

tryptamine

3,4,5-trifluoronitrobenzene
66684-58-0

3,4,5-trifluoronitrobenzene

C16H13F2N3O2
1132682-52-0

C16H13F2N3O2

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine at 120℃; for 18h;100%
tryptamine
61-54-1

tryptamine

3-Cyanobenzaldehyde
24964-64-5

3-Cyanobenzaldehyde

3-(2,3,4,9-tetrahydro-1H-pyrido[3,4-b] indol-1-yl)benzonitrile
1171311-06-0

3-(2,3,4,9-tetrahydro-1H-pyrido[3,4-b] indol-1-yl)benzonitrile

Conditions
ConditionsYield
With trifluoroacetic acid In 1,1-dichloroethane Reflux;100%
With trifluoroacetic acid In dichloromethane at 20℃; for 24h; Pictet-Spengler Synthesis;18%
tryptamine
61-54-1

tryptamine

2,3-dichlorobenzylaldehyde
6334-18-5

2,3-dichlorobenzylaldehyde

C17H14Cl2N2
331852-79-0

C17H14Cl2N2

Conditions
ConditionsYield
With trifluoroacetic acid In 1,1-dichloroethane Reflux;100%
tryptamine
61-54-1

tryptamine

Boc-Trp-OH
13139-14-5

Boc-Trp-OH

(S)-Nα-tert-butoxycarbonyl-N-[2-(3-indolyl)ethyl]tryptophanamide
1244546-21-1

(S)-Nα-tert-butoxycarbonyl-N-[2-(3-indolyl)ethyl]tryptophanamide

Conditions
ConditionsYield
Stage #1: Boc-Trp-OH With benzotriazol-1-ol; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In dichloromethane for 0.5h; Inert atmosphere;
Stage #2: tryptamine In dichloromethane at 20℃; Inert atmosphere;
100%
tryptamine
61-54-1

tryptamine

C11H22O2Si

C11H22O2Si

C21H34N2OSi
1448446-83-0

C21H34N2OSi

Conditions
ConditionsYield
With sodium tris(acetoxy)borohydride In dichloromethane at 0℃; for 12h;100%
tryptamine
61-54-1

tryptamine

2-Methylbutyraldehyde
96-17-3, 57456-98-1

2-Methylbutyraldehyde

N-(2-(1H-indol-3-yl)ethyl)-2-methylbutan-1-amine
1038257-36-1

N-(2-(1H-indol-3-yl)ethyl)-2-methylbutan-1-amine

Conditions
ConditionsYield
With sodium tris(acetoxy)borohydride In 2-methyltetrahydrofuran at 18℃; for 2h; Solvent; Green chemistry;100%
tryptamine
61-54-1

tryptamine

C73H8F3NO4

C73H8F3NO4

C79H15F3N2O

C79H15F3N2O

Conditions
ConditionsYield
In N,N-dimethyl-formamide at 20℃; for 5h; Inert atmosphere;100%
tryptamine
61-54-1

tryptamine

pyrrol-2-yl trichloromethyl ketone
35302-72-8

pyrrol-2-yl trichloromethyl ketone

N-(2-(1H-indol-3-yl)ethyl)-1H-pyrrole-2-carboxamide
15776-55-3

N-(2-(1H-indol-3-yl)ethyl)-1H-pyrrole-2-carboxamide

Conditions
ConditionsYield
In N,N-dimethyl-formamide at 50℃; for 3h; Inert atmosphere;100%
tryptamine
61-54-1

tryptamine

ethylenesulfonyl fluoride
677-25-8

ethylenesulfonyl fluoride

2,2′-((2-(1H-indol-3-yl)ethyl)azanediyl)diethanesulfonyl fluoride

2,2′-((2-(1H-indol-3-yl)ethyl)azanediyl)diethanesulfonyl fluoride

Conditions
ConditionsYield
In dichloromethane at 20℃;100%
In dichloromethane at 20℃; for 6h;95%
tryptamine
61-54-1

tryptamine

2,4,6-triphenylpyrylium tetrafluoroborate
448-61-3

2,4,6-triphenylpyrylium tetrafluoroborate

1-(2-(1H-Indol-3-yl)ethyl)-2,4,6-triphenylpyridin-1-ium tetrafluoroborate

1-(2-(1H-Indol-3-yl)ethyl)-2,4,6-triphenylpyridin-1-ium tetrafluoroborate

Conditions
ConditionsYield
In ethanol at 85℃;100%
In ethanol at 85 - 90℃; for 4h; Schlenk technique;91%
With acetic acid In dichloromethane at 20℃; Inert atmosphere; Schlenk technique;59%
In ethanol Reflux;
In ethanol at 80 - 85℃; for 4h; Inert atmosphere;
tryptamine
61-54-1

tryptamine

flufenamic acid
530-78-9

flufenamic acid

C14H10F3NO2*C10H12N2

C14H10F3NO2*C10H12N2

Conditions
ConditionsYield
In methanol at 20℃;100%
tryptamine
61-54-1

tryptamine

C17H15F3N2O3

C17H15F3N2O3

C17H15F3N2O3*C10H12N2

C17H15F3N2O3*C10H12N2

Conditions
ConditionsYield
In methanol at 20℃;100%
tryptamine
61-54-1

tryptamine

benzoyl chloride
98-88-4

benzoyl chloride

N-benzoyltryptamine
4753-09-7

N-benzoyltryptamine

Conditions
ConditionsYield
With triethylamine In dichloromethane at 0 - 20℃; for 3h;99%
With sodium hydroxide In acetone at -30℃;95%
In dichloromethane82%

Tryptamine Specification

The Tryptamine, with the CAS registry number 61-54-1, is also known as 2-Indol-3-yl-aethylamin. It belongs to the product categories of Drug Intermediates; Indole; Indoles; Tryptamines; Amines; Heterocycles; Non-Chiral Heterocyclic Compounds. Its EINECS registry number is 200-510-5. This chemical's molecular formula is C10H12N2 and molecular weight is 160.22. What's more, both its IUPAC name and systematic name are the same which is called 2-(1H-Indol-3-yl)ethanamine. It should be stored in a dry and sealed place at 4 °C. Tryptamine is a monoamine alkaloid found in plants, fungi, and animals. It is found in trace amounts in the brains of mammals and is believed to play a role as a neuromodulator or neurotransmitter.

Physical properties about Tryptamine are: (1)ACD/LogP: 1.542; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -1.53; (4)ACD/LogD (pH 7.4): -0.81; (5)ACD/BCF (pH 5.5): 1.00; (6)ACD/BCF (pH 7.4): 1.00; (7)ACD/KOC (pH 5.5): 1.00; (8)ACD/KOC (pH 7.4): 1.00; (9)#H bond acceptors: 2; (10)#H bond donors: 3; (11)#Freely Rotating Bonds: 3; (12)Polar Surface Area: 41.81 Å2; (13)Index of Refraction: 1.669; (14)Molar Refractivity: 51.613 cm3; (15)Molar Volume: 138.366 cm3; (16)Polarizability: 20.461×10-24cm3; (17)Surface Tension: 54.728 dyne/cm; (18)Density: 1.158 g/cm3; (19)Flash Point: 187.672 °C; (20)Enthalpy of Vaporization: 62.67 kJ/mol; (21)Boiling Point: 378.766 °C at 760 mmHg; (22)Vapour Pressure: 0 mmHg at 25 °C.

Uses of Tryptamine: it is used to produce other chemicals. For example, it can react with 1H-benzo[d][1,3]oxazine-2,4-dione to get 2-amino-N-(2-indol-3-yl-ethyl)-benzamide. This reaction needs solvent acetonitrile at ambient temperature. The reaction time is 3 hours. The yield is 92.7 %.

Tryptamine can react with 1H-benzo[d][1,3]oxazine-2,4-dione to get 2-amino-N-(2-indol-3-yl-ethyl)-benzamide.

When you are dealing with this chemical, you should be very careful. This chemical may cause inflammation to the skin or other mucous membranes. It is harmful by inhalation, in contact with skin and if swallowed. In addition, it is irritating to eyes, respiratory system and skin. Therefore, you should wear suitable protective clothing, gloves and eye/face protection. You must avoid contacting with skin and eyes. In case of contacting with eyes, you should rinse immediately with plenty of water and seek medical advice.

You can still convert the following datas into molecular structure:
(1) SMILES: c1ccc2c(c1)c(c[nH]2)CCN
(2) InChI: InChI=1S/C10H12N2/c11-6-5-8-7-12-10-4-2-1-3-9(8)10/h1-4,7,12H,5-6,11H2
(3) InChIKey: APJYDQYYACXCRM-UHFFFAOYSA-N

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 100mg/kg (100mg/kg)   European Journal of Medicinal Chemistry--Chimie Therapeutique. Vol. 9, Pg. 453, 1974.
mouse LD50 subcutaneous 500mg/kg (500mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) Dissertationes Pharmaceuticae et Pharmacologicae. Vol. 22, Pg. 313, 1970.
rat LD50 intraperitoneal 223mg/kg (223mg/kg)   Journal of Pharmaceutical Sciences. Vol. 66, Pg. 1692, 1977.

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