5-FLUOROTRYPTAMINE supplier

Name
5-Fluorotryptamine
EINECS
CAS No. 576-16-9
Article Data21
CAS DataBase
Density 1.25 g/cm³
Solubility
Melting Point 273-275 °C
Formula C₁₀H₁₁FN₂
Boiling Point 345.959 °C at 760 mmHg
Molecular Weight 178.209
Flash Point 163.03 °C
Transport Information
Appearance
Safety 26-36
Risk Codes 20/21/22-36/37/38
Molecular Structure
Hazard Symbols Xn, Xi
Synonyms Indole,3-(2-aminoethyl)-5-fluoro- (6CI,7CI,8CI);2-(5-Fluoro-1H-indol-3-yl)ethylamine;2-(5-Fluoroindol-3-yl)ethylamine;
PSA 41.81000
LogP 2.50850

Synthetic route

: 208645-53-8
5-fluoro-3-(2-nitrovinyl)indole

: 576-16-9
5-fluorotryptamine

Conditions

Conditions	Yield
With lithium aluminium tetrahydride In tetrahydrofuran at 0 - 20℃; for 40h;	92%
With lithium aluminium tetrahydride In tetrahydrofuran Reflux;

: 214417-26-2
(Ε)-5-fluoro-3-(2-nitroethenyl)-1Η-indole

: 576-16-9
5-fluorotryptamine

Conditions

Conditions	Yield
With lithium aluminium tetrahydride In tetrahydrofuran at 0 - 20℃; Inert atmosphere;	76%
With lithium aluminium tetrahydride In tetrahydrofuran for 5h; Ambient temperature;
With lithium aluminium tetrahydride In tetrahydrofuran at 20℃; for 5h;

: 154-08-5
DL-5-fluorotryptophan

: 576-16-9
5-fluorotryptamine

Conditions

Conditions	Yield
With pyridoxal 5'-phosphate; aromatic L-amino acid decarboxylase In various solvent(s) at 30℃; for 48h;	41%
With NH4OH-NH4Cl buffer; pyridoxal 5'-phosphate at 30℃; for 0.5h; relative rate of CO2 evolution by aromatic L-amino acid decarboxylase from Micrococcus percitreus;

: 5-fluoro-3-(2-nitroethyl)-1Η-indole

: 576-16-9
5-fluorotryptamine

Conditions

Conditions	Yield
Stage #1: 5-fluoro-3-(2-nitroethyl)-1Η-indole With ammonium chloride In tetrahydrofuran; ethanol at 85℃; for 0.166667h; Stage #2: With iron	26.2%

: 1512-99-8
3-(2-amino-ethyl)-5-fluoro-indole-2-carboxylic acid

: 576-16-9
5-fluorotryptamine

Conditions

Conditions	Yield
With hydrogenchloride

: 6346-09-4
4-aminobutyrylaldehyde diethylacetal

: 371-14-2
4-fluorophenylhydrazine

: 576-16-9
5-fluorotryptamine

Conditions

Conditions	Yield
With zinc(II) chloride at 180℃;

: 399-52-0
5-fluoro-1H-indole

: 576-16-9
5-fluorotryptamine

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1.1: POCl3 / 0.25 h / 20 °C 1.2: CaCO3 / 1,2-dichloro-ethane / 0.5 h / Heating 2.1: 60 percent / ammonium acetate / 1.5 h / Heating 3.1: LiAlH4 / tetrahydrofuran / 5 h / 20 °C View Scheme
Multi-step reaction with 3 steps 1: 1.) POCl3, 2.) CaCO3 / 1.) RT, 15 min, 2.) 1,2-dichloroethane, reflux, 30 min 2: 60 percent / ammonium acetate / 1.5 h / Heating 3: LiAlH4 / tetrahydrofuran / 5 h / Ambient temperature View Scheme
Multi-step reaction with 3 steps 1.1: trichlorophosphate / 1.25 h / 0 - 38 °C 1.2: 0.08 h / 170 °C 2.1: ammonium acetate / 1.5 h / Reflux 3.1: lithium aluminium tetrahydride / tetrahydrofuran / 40 h / 0 - 20 °C View Scheme
Multi-step reaction with 4 steps 1: diethyl ether / 3 h / 0 - 20 °C 2: diethyl ether / 1 h / 20 °C 3: ammonia / water / 24 h / 20 °C 4: lithium aluminium tetrahydride / tetrahydrofuran / 10 h / Reflux View Scheme

: 2338-71-8
5-fluoro-1H-indole-3-carbaldehyde

: 576-16-9
5-fluorotryptamine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 60 percent / ammonium acetate / 1.5 h / Heating 2: LiAlH4 / tetrahydrofuran / 5 h / 20 °C View Scheme
Multi-step reaction with 2 steps 1: 60 percent / ammonium acetate / 1.5 h / Heating 2: LiAlH4 / tetrahydrofuran / 5 h / Ambient temperature View Scheme
Multi-step reaction with 2 steps 1: piperidine; acetic acid / benzene / Reflux 2: lithium aluminium tetrahydride / tetrahydrofuran / Reflux View Scheme
Multi-step reaction with 2 steps 1: ammonium acetate / 1.5 h / Reflux 2: lithium aluminium tetrahydride / tetrahydrofuran / 40 h / 0 - 20 °C View Scheme

: 721-58-4
piperidine-2,3-dione-3-(4-fluoro-phenylhydrazone)

: 576-16-9
5-fluorotryptamine

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: aqueous HCl; acetic acid 2: aq.-ethanolic KOH 3: aqueous HCl View Scheme

: 778-73-4
6-fluoro-2,3,4,9-tetrahydro-β-carbolin-1-one

: 576-16-9
5-fluorotryptamine

Conditions

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

: 937256-55-8
3-(2-nitroethyl)-6-fluoroindole

: 576-16-9
5-fluorotryptamine

Conditions

Conditions	Yield
With hydrazine; nickel In ethanol at 20℃; for 1h;

: 16686-11-6
2-(3-chloropropyl)-1,3-dioxolane

: 371-14-2
4-fluorophenylhydrazine

: 576-16-9
5-fluorotryptamine

Conditions

Conditions	Yield
In ethanol; water at 95℃; for 1h;

: C15H19FN2O2

: 576-16-9
5-fluorotryptamine

Conditions

Conditions	Yield
Stage #1: C15H19FN2O2 With trifluoroacetic acid In dichloromethane at 25℃; Inert atmosphere; Stage #2: With sodium hydroxide In dichloromethane; water at 25℃; pH=Ca. 12 - Ca. 13; Inert atmosphere;	12.6 mg
With trifluoroacetic acid In dichloromethane at 0 - 25℃; Inert atmosphere;	12.6 mg

: 1198292-69-1
C18H13FN2O2

: 576-16-9
5-fluorotryptamine

Conditions

Conditions	Yield
With hydrazine In ethanol at 20℃; Combinatorial reaction / High throughput screening (HTS);

: 1258297-02-7
3-(2-azidoethyl)-5-fluoro-1H-indole

: 576-16-9
5-fluorotryptamine

Conditions

Conditions	Yield
With palladium 10% on activated carbon; hydrogen In ethanol under 3102.97 Torr;

: 54322-20-2
4-chloro-1-hydroxy-1-butanesulfonate sodium

: 823-85-8
4-fluorophenyhydrazine hydrochloride

: 576-16-9
5-fluorotryptamine

Conditions

Conditions	Yield
With disodium hydrogenphosphate In ethanol at 70℃; for 6h;

: 371-40-4
4-fluoroaniline

: 576-16-9
5-fluorotryptamine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1.1: sodium nitrite; hydrogenchloride / water / 1 h / 0 - 5 °C 1.2: 4 h / 80 - 100 °C 2.1: disodium hydrogenphosphate / ethanol / 6 h / 70 °C View Scheme

: C10H7FN2O2

: 576-16-9
5-fluorotryptamine

Conditions

Conditions	Yield
With lithium aluminium tetrahydride In tetrahydrofuran for 10h; Reflux;

: 408356-39-8
methyl 2-(5-fluoro-1H-indol-3-yl)-2-oxoacetate

: 576-16-9
5-fluorotryptamine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: ammonia / water / 24 h / 20 °C 2: lithium aluminium tetrahydride / tetrahydrofuran / 10 h / Reflux View Scheme

: 3828-09-9
2-(5-fluoro-1H-indol-3-yl)-2-oxoacetyl chloride

: 576-16-9
5-fluorotryptamine

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: diethyl ether / 1 h / 20 °C 2: ammonia / water / 24 h / 20 °C 3: lithium aluminium tetrahydride / tetrahydrofuran / 10 h / Reflux View Scheme

: 576-16-9
5-fluorotryptamine

: 1885-14-9
phenyl chloroformate

: [2-(5-fluoro-1H-indol-3-yl)-ethyl]-carbamic acid phenyl ester

Conditions

Conditions	Yield
With pyridine In dichloromethane at 20℃; for 24h; Heating / reflux;	100%

: 576-16-9
5-fluorotryptamine

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

: 1059175-54-0
tert-butyl N-[2-(5-fluoro-1H-indol-3-yl)ethyl]carbamate

Conditions

Conditions	Yield
In 1,4-dioxane at 20℃; for 16h;	99%
With triethylamine In tetrahydrofuran at 10℃; for 1h; Inert atmosphere;	83%
With triethylamine In tetrahydrofuran at 10℃; for 1h;	83%

: 50-00-0
formaldehyd

: 576-16-9
5-fluorotryptamine

: 22120-36-1
2-(5-fluoro-1H-indol-3-yl)-N,N-dimethylethanamine

Conditions

Conditions	Yield
With sodium acetate; sodium cyanoborohydride In methanol at 0 - 25℃; for 5h;	97.3%
With sodium cyanoborohydride; acetic acid In methanol for 2h; pH=6.5; Reflux;

: 576-16-9
5-fluorotryptamine

: 90-02-8
salicylaldehyde

: N-(2-hydroxyphenylmethyl)-2-(5-fluoro-3-indolyl)ethylamine

Conditions

Conditions	Yield
Stage #1: 5-fluorotryptamine; salicylaldehyde In ethanol for 1h; Stage #2: With sodium cyanoborohydride In ethanol	92.5%

: 576-16-9
5-fluorotryptamine

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

: 5-(6-fluoro-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;	90%

: 576-16-9
5-fluorotryptamine

: 13130-10-4
5-(4-hydroxyphenyl)-2-furancarboxaldehyde

: 4-[5-({[2-(5-fluoro-1H-indol-3-yl)ethyl]amino}methyl)furan-2-yl]phenol

Conditions

Conditions	Yield
Stage #1: 5-fluorotryptamine; 5-(4-hydroxyphenyl)-2-furancarboxaldehyde In methanol at 20℃; Molecular sieve; Stage #2: With sodium tetrahydroborate In methanol for 1h; Molecular sieve;	82%

: 576-16-9
5-fluorotryptamine

: (4-oxo-5-thiophen-2-ylmethylen-2-thioxothiazolidine-3-yl)acetyl chloride

: N-[2-(5-fluoro-1H-indol-3-yl)ethyl]-2-[(5Z)-4-oxo-5-thiophen-2-ylmethylen-2-thioxothiazolidin-3-yl]acetamide

Conditions

Conditions	Yield
With triethylamine In 1,4-dioxane for 0.5h; Heating;	82%

: 576-16-9
5-fluorotryptamine

: 83-40-9
3-methylsalicylic acid

: N-(2-(5-fluoro-1H-indol-3-yl)ethyl)-2-hydroxy-3-methylbenzamide

Conditions

Conditions	Yield
Stage #1: 3-methylsalicylic acid With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In acetone at 20℃; for 4h; Stage #2: 5-fluorotryptamine In acetone at 20℃; for 24h;	79.43%

: 576-16-9
5-fluorotryptamine

: 50-85-1
2-hydroxy-p-toluic acid

: N-(2-(5-fluoro-1H-indol-3-yl)ethyl)-2-hydroxy-4-methylbenzamide

Conditions

Conditions	Yield
Stage #1: 2-hydroxy-p-toluic acid With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In acetone at 20℃; for 4h; Stage #2: 5-fluorotryptamine In acetone at 20℃; for 24h;	79.43%

: 576-16-9
5-fluorotryptamine

: 69-72-7
salicylic acid

: N-(2-(5-fluoro-1H-indol-3-yl)ethyl)-2-hydroxybenzamide

Conditions

Conditions	Yield
Stage #1: salicylic acid With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In acetone at 20℃; for 4h; Stage #2: 5-fluorotryptamine In acetone at 20℃; for 24h;	78.23%

: 576-16-9
5-fluorotryptamine

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

: tert-butyl 3-(2-((tert-butoxycarbonyl)amino)ethyl)-5-fluoro-1H-indole-1-carboxylate

Conditions

Conditions	Yield
With dmap In dichloromethane at 0 - 20℃;	77%
With dmap In dichloromethane at 0 - 20℃; for 1h;	46%

: 576-16-9
5-fluorotryptamine

: 5106-98-9
4-chlorosalicylic acid

: 4-chloro-N-(2-(5-fluoro-1H-indol-3-yl)ethyl)-2-hydroxybenzamide

Conditions

Conditions	Yield
Stage #1: 4-chlorosalicylic acid With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In acetone at 20℃; for 4h; Stage #2: 5-fluorotryptamine In acetone at 20℃; for 24h;	75.54%

: 576-16-9
5-fluorotryptamine

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

: 1178541-58-6
(11bS)-8-fluoro-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 24h; optical yield given as %ee; enantioselective reaction;	73%

: 576-16-9
5-fluorotryptamine

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

: 4-(6-fluoro-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;	73%

: 576-16-9
5-fluorotryptamine

: 32315-10-9
bis(trichloromethyl) carbonate

: 24036-91-7
19-nor-Δ1,3,5(10)-22α-spirostatriene-3-ol

: (22R,25R)-3β-(5-fluoro-1H-indole-3-ethylamine-carboxylate)-1,3,5(10)-trien-20α-spirostan

Conditions

Conditions	Yield
Stage #1: bis(trichloromethyl) carbonate; 19-nor-Δ1,3,5(10)-22α-spirostatriene-3-ol With N-ethyl-N,N-diisopropylamine In dichloromethane at 0℃; for 0.5h; Inert atmosphere; Stage #2: 5-fluorotryptamine In dichloromethane at 20℃; for 3h; Inert atmosphere;	73%

...Expand

: 576-16-9
5-fluorotryptamine

: 89-55-4
5-bromosalicyclic acid

: 5-bromo-N-(2-(5-fluoro-1H-indol-3-yl)ethyl)-2-hydroxybenzamide

Conditions

Conditions	Yield
Stage #1: 5-bromosalicyclic acid With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In acetone at 20℃; for 4h; Stage #2: 5-fluorotryptamine In acetone at 20℃; for 24h;	71.54%

: 576-16-9
5-fluorotryptamine

: 98-59-9
p-toluenesulfonyl chloride

: 1024493-18-2
N-(2-(5-fluoro-1H-indol-3-yl)ethyl)-4-methylbenzenesulfonamide

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 0 - 24℃; for 4h;	71%
With triethylamine In dichloromethane at 0 - 20℃; for 6h;
With triethylamine In dichloromethane at 0℃;
With triethylamine In dichloromethane at 20℃; for 4h;

: 576-16-9
5-fluorotryptamine

: 321-14-2
5-chloro-2-hydroxybenzoic acid

: 5-chloro-N-(2-(5-fluoro-1H-indol-3-yl)ethyl)-2-hydroxybenzamide

Conditions

Conditions	Yield
Stage #1: 5-chloro-2-hydroxybenzoic acid With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In acetone at 20℃; for 4h; Stage #2: 5-fluorotryptamine In acetone at 20℃; for 24h;	70.54%

: 576-16-9
5-fluorotryptamine

: 38870-89-2
Methoxyacetyl chloride

: 1292285-47-2
C13H15FN2O2

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 0 - 26℃; for 2h;	68.2%

: 576-16-9
5-fluorotryptamine

: 7560-50-1, 71093-79-3, 58045-41-3
methyl (2E)-3-(4-formylphenyl)acrylate

: 3-[4-[[[2-(5-fluoro-1H-indol-3-yl)ethyl]amino]methyl]phenyl]-(2E)-2-propenoic acid methyl ester

Conditions

Conditions	Yield
With sodium tris(acetoxy)borohydride In tetrahydrofuran	67%

: 576-16-9
5-fluorotryptamine

: 339029-35-5
1-(3-chloro-5-(trifluoromethyl)pyrid-2-yl)-4-piperidone

: C21H19ClF4N4

Conditions

Conditions	Yield
Stage #1: 5-fluorotryptamine; 1-(3-chloro-5-(trifluoromethyl)pyrid-2-yl)-4-piperidone In chloroform for 1h; Molecular sieve; Heating / reflux; Stage #2: With hydrogenchloride; water In chloroform Heating / reflux; Stage #3: With sodium hydrogencarbonate In chloroform; water	67%

: 576-16-9
5-fluorotryptamine

: 1-((6-bromo-5-methylimidazo[1,2-a]pyridin-2-yl)methyl)-1H-1,2,3-triazole-4-carboxylic acid

: 1-((6-bromo-5-methylimidazo[1,2-a]pyridin-2-yl)methyl)-N-(2-(5-fluoro-1H-indol-3-yl)ethyl)-1H-1,2,3-triazole-4-carboxamide

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate In N,N-dimethyl-formamide at 25℃; for 3h;	66%

: 576-16-9
5-fluorotryptamine

: 26822-37-7
N,N-dimethyl-4-oxopiperidinium iodide

: 151191-79-6
1-[2-(5-fluoro-1H-indol-3-yl)-ethyl]-piperidin-4-one

Conditions

Conditions	Yield
With potassium carbonate In ethanol	65%

: 576-16-9
5-fluorotryptamine

: 2-trifluoromethyl-Δ1-pyrroline

: 3-(6-fluoro-1-(trifluoromethyl)-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indol-1-yl)propan-1-amine

Conditions

Conditions	Yield
With camphor-10-sulfonic acid In water at 130℃; for 14h; Pictet-Spengler Synthesis;	63%

: but-3-yne-1-sulfonyl chloride

: 576-16-9
5-fluorotryptamine

: 1452838-28-6
N-[2-(5-fluoro-1H-indol-3-yl)ethyl]but-3-yne-1-sulfonamide

Conditions

Conditions	Yield
With triethylamine In dichloromethane at -78℃; Inert atmosphere;	57%

: 695212-95-4
(4-dimethylamino-4-phenyl-cyclohexylmethyl)-carbamic acid phenyl ester

: 576-16-9
5-fluorotryptamine

: 1-(4-dimethylamino-4-phenyl-cyclohexylmethyl)-3-[2-(5-fluoro-1H-indol-3-yl)-ethyl]-urea

Conditions

Conditions	Yield
In 1,4-dioxane for 24h; Heating / reflux;	56%
In 1,4-dioxane for 24h; Heating / reflux;

: 55474-90-3
(4,6-dimethylpyrimidin-2-yl)cyanamide

: 576-16-9
5-fluorotryptamine

: 3-{2-[((4,6-dimethylpyrimidin-2-ylamino)(imino)methyl)amino]ethyl}-5-fluoro-1H-indole

Conditions

Conditions	Yield
In 1,4-dioxane Heating;	53%

: 27550-90-9
2-methylmorpholine

: 576-16-9
5-fluorotryptamine

: 4457-32-3
4-nitrobenzyl chloroformate

: 163885-14-1
N-(p-Nitrobenzyloxycarbonyl)-5-fluorotryptamine

Conditions

Conditions	Yield
In dichloromethane	53%

...Expand

5-FLUOROTRYPTAMINE Chemical Properties

Product Name: 5-Fluorotryptamine
CAS: 576-16-9
Formula: C₁₀H₁₁FN₂
Structure of 5-Fluorotryptamine(576-16-9 ):

Molecular weight: 178.21
Boiling point: 346 °C at 760 mmHg
Density: 1.249 g/cm³
Flash point: 163 °C
Index of refraction: 1.643
Molar refractivity: 51.6 cm³
Molar volume: 142.5 cm³
Polarizability: 20.45 10^-24cm³
Surface tension: 52.3 dyne/cm
Enthalpy of vaporization: 59.01 kJ/mol
Vapour pressure: 5.95E-05 mmHg at 25°C
Water solubility: 3.2e+004(mg/L) at 25 °C
The chemical synonyms of 5-Fluorotryptamine( 576-16-9 ) are 5-FLUOROTRYPTAMINE;AKOS B030092;3-(2-AMINOETHYL)-5-FLUORO-1H-INDOLE;2-(5-FLUORO-1H-INDOL-3-YL)-ETHYLAMINE;RARECHEM AN KA 1417;3-(2-Aminoethyl)-5-fluoro-1H-indole hydrochloride;5-FLUOROTRYPTAMINE,HPLC 98%.
The classification of 5-Fluorotryptamine ( 576-16-9 ) are: Indole/indoline/oxindole;Indole and Indoline;Indoline & Oxindole;Indole.

5-FLUOROTRYPTAMINE Safety Profile

Safety information about 5-Fluorotryptamine ( 576-16-9 ):
Hazard Codes
Xi:
Xn:

Risk statements about 5-Fluorotryptamine .
R20/21/22: Harmful by inhalation, in contact with skin and if swallowed .
R36/37/38: Irritating to eyes, respiratory system and skin .
Safety statements about 5-Fluorotryptamine .
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S36: Wear suitable protective clot.

Product Name

5-Fluorotryptamine

Synthetic route

5-FLUOROTRYPTAMINE Chemical Properties

5-FLUOROTRYPTAMINE Safety Profile

Related Products

Hot Products