5-Aminoisoquinoline supplier

Name
5-Aminoisoquinoline
EINECS 214-408-3
CAS No. 1125-60-6
Article Data59
CAS DataBase
Density 1.21g/cm³
Solubility
Melting Point 127-130 °C
Formula C₉H₈N₂
Boiling Point 335.7 °C at 760 mmHg
Molecular Weight 144.176
Flash Point 183.3 °C
Transport Information
Appearance yellow to brown crystalline powder
Safety 36/37/39-26-37/39-36
Risk Codes 38-20/21/22-36/37/38
Molecular Structure
Hazard Symbols Xn,Xi
Synonyms 5-Amino-isoquinoline;Isoquinoline, 5-amino- (8CI);5-Isoquinolinamine;isoquinolin-5-amine;Isoquinoline, 5-amino-;Isoquinol-5-ylamine;5-Amino Isoquinoline;
PSA 38.91000
LogP 2.39820

Synthetic route

: 607-32-9
5-nitroisoquinoline

: 1125-60-6
isoquinolin-5-ylamine

Conditions

Conditions	Yield
With indium; ammonium chloride In ethanol for 1h; Heating;	99%
With palladium 10% on activated carbon; hydrogen at 20℃; for 1h;	99%
With indium; ammonium chloride In ethanol Heating;	99%

: 34784-04-8
5-bromoisoquinoline

: 1125-60-6
isoquinolin-5-ylamine

Conditions

Conditions	Yield
With 2-((dicyclohexylphosphino)methyl)-1,3-bis(2,6-diisopropylphenyl)-4,5-dimethyl-1H-imidazol-3-ium iodide; ammonia; palladium diacetate; sodium t-butanolate In 1,4-dioxane at 120℃; under 7500.75 Torr; for 24h; Autoclave; Inert atmosphere;	99%
With lithium amide; (CyPF-t-Bu)PdCl2 In 1,2-dimethoxyethane at 90℃; for 24h;	79%
With ammonia; palladium diacetate; sodium t-butanolate; 2-(di-tert-butyl-phosphino)-1-phenyl-1H-pyrrole In 1,4-dioxane at 120℃; under 7500.75 Torr; for 24h; Autoclave; Inert atmosphere;	78 %Chromat.

: 57554-78-6
5-Nitroisoquinoline N-Oxide

: 1125-60-6
isoquinolin-5-ylamine

Conditions

Conditions	Yield
With titanium(III) chloride In acetic acid at 18℃; for 0.116667h;	97.8%
With hydrogenchloride; palladium on activated charcoal Hydrogenation;

: 58142-72-6
5-nitroisoquinoline hydrobromide

: 1125-60-6
isoquinolin-5-ylamine

Conditions

Conditions	Yield
With titanium(III) chloride In acetic acid at 20℃; for 0.116667h;	86.8%

: 34784-04-8
5-bromoisoquinoline

A: 1125-60-6
isoquinolin-5-ylamine

B: C18H13N3

Conditions

Conditions	Yield
Stage #1: 5-bromoisoquinoline With lithium amide; [(CyPF-tBu)PdCl2] In 1,2-dimethoxyethane at 90℃; for 24h; Sealed vial; Stage #2: With hydrogenchloride In 1,2-dimethoxyethane; water at 20℃; for 0.0833333h; Stage #3: With sodium hydrogencarbonate In 1,2-dimethoxyethane; water Product distribution / selectivity;	A 79% B n/a
Stage #1: 5-bromoisoquinoline With ammonia; sodium t-butanolate; [(CyPF-tBu)PdCl2] In 1,2-dimethoxyethane at 90℃; under 4137.29 - 10343.2 Torr; for 20h; Stage #2: With hydrogenchloride In 1,2-dimethoxyethane; water at 20℃; for 0.0833333h; Stage #3: With sodium hydrogencarbonate In 1,2-dimethoxyethane; water Product distribution / selectivity;	A 70% B n/a

: 5430-45-5
5-chloro-isoquinoline

: 1125-60-6
isoquinolin-5-ylamine

Conditions

Conditions	Yield
With ammonium sulfate; C39H45FeNNiP2; sodium t-butanolate In 2-methyltetrahydrofuran at 100℃; for 7h; Reagent/catalyst; Solvent; Inert atmosphere; Glovebox; Autoclave;	75%

: 2439-04-5
5-hydroxyisoquinoline

: 1125-60-6
isoquinolin-5-ylamine

Conditions

Conditions	Yield
With sodium tetrahydroborate; 5%-palladium/activated carbon; hydrazine hydrate; lithium hydroxide In 1,4-dioxane at 170℃; for 16h; Molecular sieve; Inert atmosphere;	30%
With ammonium hydroxide; sulfur dioxide at 150 - 160℃;

: 374554-54-8
5-amino-1-chloroisoquinoline

: 1125-60-6
isoquinolin-5-ylamine

Conditions

Conditions	Yield
With dihydrogen hexachloroplatinate; sodium hydroxide; nickel Hydrogenation;

: 57554-78-6
5-Nitroisoquinoline N-Oxide

A: 1125-60-6
isoquinolin-5-ylamine

B: 115955-90-3
1,2,3,4-tetrahydroisoquinolin-5-amine

Conditions

Conditions	Yield
With hydrogenchloride; palladium on activated charcoal Hydrogenation;

: 57554-78-6
5-Nitroisoquinoline N-Oxide

A: 1125-60-6
isoquinolin-5-ylamine

B: 2-oxy-[5]isoquinolylamine

Conditions

Conditions	Yield
With palladium on activated charcoal; ethanol Hydrogenation;

: 607-32-9
5-nitroisoquinoline

: hydrogen trichloro-stannate(II)

: 1125-60-6
isoquinolin-5-ylamine

: 7647-01-0
hydrogenchloride

: 607-32-9
5-nitroisoquinoline

tin: tin

: 1125-60-6
isoquinolin-5-ylamine

...Expand

: 119-65-3
isoquinoline

: 1125-60-6
isoquinolin-5-ylamine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: KNO3, H2SO4, aq. Na2CO3 / 25 °C 2: H2 / Pd-C / methanol View Scheme
Multi-step reaction with 2 steps 1.1: potassium nitrate; sulfuric acid / -15 - 20 °C 1.2: 0 °C / pH 8 2.1: ammonium chloride; iron / ethanol; water / 10 h / 80 °C View Scheme
Multi-step reaction with 2 steps 1: sulfuric acid; potassium nitrate / 2 h / -15 - 20 °C 2: iron; ammonium chloride / ethanol; water / 10 h / 20 - 80 °C View Scheme
Multi-step reaction with 2 steps 1: sulfuric acid; potassium nitrate / 2 h / -15 - 20 °C 2: ammonium chloride; iron / ethanol; water / 10 h / 20 - 80 °C View Scheme
Multi-step reaction with 2 steps 1: potassium nitrate; sulfuric acid / 2 h / 0 °C 2: tin(ll) chloride; hydrogenchloride / water / 1 h / Reflux View Scheme

: 119-65-3
isoquinoline

HNO3+H2SO4: HNO3+H2SO4

A: 1125-60-6
isoquinolin-5-ylamine

B diazonium salt of sulfanilamide: diazonium salt of sulfanilamide

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 86 percent / conc. H2SO4, KNO3 / 6 h / 50 °C 2: 79 percent / activated carbon, FeCl3*6H2O, hydrazine / methanol / 16 h / Heating View Scheme

...Expand

: 58142-97-5
1-chloro-5-nitroisoquinoline

: 1125-60-6
isoquinolin-5-ylamine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: Raney nickel / Hydrogenation 2: Raney nickel; ethanolic NaOH; H2ptcl6 / Hydrogenation View Scheme

: 19493-44-8
1-chloroisoquinoline

: 1125-60-6
isoquinolin-5-ylamine

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: concentrated sulfuric acid; potassium nitrate 2: Raney nickel / Hydrogenation 3: Raney nickel; ethanolic NaOH; H2ptcl6 / Hydrogenation View Scheme

: 1532-72-5
isoquinoline N-oxide

: 1125-60-6
isoquinolin-5-ylamine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: concentrated sulfuric acid; potassium nitrate 2: palladium/charcoal; aq.-ethanolic HCl / Hydrogenation View Scheme
Multi-step reaction with 2 steps 1: concentrated sulfuric acid; potassium nitrate 2: palladium/charcoal; aq.-ethanolic HCl / Hydrogenation View Scheme
Multi-step reaction with 2 steps 1: concentrated sulfuric acid; potassium nitrate 2: palladium/charcoal; ethanol / Hydrogenation View Scheme

: 1125-60-6
isoquinolin-5-ylamine

: 77958-57-7
hexakis(4-formylphenoxy)cyclotriphosphazene

: hexa[4-(isoquinolin-5-yl-iminomethyl)phenoxy]cyclotriphosphazene

Conditions

Conditions	Yield
In tetrahydrofuran at 20℃; for 24h;	100%

: 1125-60-6
isoquinolin-5-ylamine

: 74-88-4
methyl iodide

: 5-amino-2-methylisoquinolin-2-ium

Conditions

Conditions	Yield
In acetone at 20℃; for 2h;	100%

: 1125-60-6
isoquinolin-5-ylamine

: 108-24-7
acetic anhydride

: 27461-33-2
N-(isoquinolin-5-yl)acetamide

Conditions

Conditions	Yield
With pyridine at 20℃;	99%
In pyridine at 20℃;	94%
for 20h; Ambient temperature;	80%

: 17347-61-4
2,2-dimethylsuccinic anhydride

: 1125-60-6
isoquinolin-5-ylamine

: 1360590-33-5
1-(isoquinolin-5-yl)-3,3-dimethylpyrrolidine-2,5-dione

Conditions

Conditions	Yield
at 150℃; neat (no solvent);	99%

: 1125-60-6
isoquinolin-5-ylamine

: 532-55-8
Benzoyl isothiocyanate

: 72677-81-7
1-benzoyl-3-isoquinolin-5-yl-thiourea

Conditions

Conditions	Yield
In acetone at 20℃; for 1h;	98%

: 1125-60-6
isoquinolin-5-ylamine

: 1885-14-9
phenyl chloroformate

: 628721-45-9
(isoquinolin-5-yl)carbamic acid phenyl ester

Conditions

Conditions	Yield
Stage #1: isoquinolin-5-ylamine With pyridine In acetonitrile at 20℃; Stage #2: phenyl chloroformate In acetonitrile at 20℃; for 1h;	97%
With sodium hydrogencarbonate In dichloromethane	92%
at 0 - 20℃;	72%

: 1125-60-6
isoquinolin-5-ylamine

: 43101-10-6
5-azidoisoquinoline

Conditions

Conditions	Yield
Stage #1: isoquinolin-5-ylamine With sulfuric acid In water at 0℃; for 0.0833333h; Stage #2: With sodium azide In water at 20℃; for 0.166667h;	96.9%
Stage #1: isoquinolin-5-ylamine With hydrogenchloride; sodium nitrite In water at 0℃; for 1h; Stage #2: With sodium azide; sodium acetate In water at 20℃; for 15h;	95%
With hydrogenchloride; sodium azide; sodium acetate; sodium nitrite 1.) water, 5 deg C; Yield given. Multistep reaction;
Stage #1: isoquinolin-5-ylamine With hydrogenchloride; sodium nitrite In water at 0 - 5℃; for 0.5h; Stage #2: With sodium azide In water at 0 - 20℃;

: 1125-60-6
isoquinolin-5-ylamine

: 1840-19-3
1-isothiocyanato-3-trifluoromethyl-benzene

: 1356927-94-0
1-(isoquinolin-5-yl)-3-(3-(trifluoromethyl)phenyl)thiourea

Conditions

Conditions	Yield
In tetrahydrofuran; toluene at 60℃;	96%

: 1125-60-6
isoquinolin-5-ylamine

: 6590-93-8
3,5-dichlorophenylisothiocyanate

: 1356927-95-1
1-(3,5-dichlorophenyl)-3-(isoquinolin-5-yl)thiourea

Conditions

Conditions	Yield
In tetrahydrofuran; toluene at 60℃;	96%

: 1125-60-6
isoquinolin-5-ylamine

: 50-00-0
formaldehyd

: 542-92-7
cyclopenta-1,3-diene

: 138495-23-5
(6aS,9aR)-6,6a,7,9a-Tetrahydro-5H-cyclopenta[c][1,8]phenanthroline

Conditions

Conditions	Yield
With trifluoroacetic acid In water; acetonitrile for 1h; Ambient temperature;	95%
With trifluoroacetic acid In acetonitrile for 0.166667h; Ambient temperature;	95%

...Expand

: 688-61-9, 53588-88-8, 90721-85-0, 151452-33-4, 151452-35-6
Triallylborane

: 1125-60-6
isoquinolin-5-ylamine

: trans-1,3-diallyl-5-amino-1,2,3,4-tetrahydroisoquinoline

Conditions

Conditions	Yield
Stage #1: Triallylborane; isoquinolin-5-ylamine In benzene for 0.5h; Heating; Stage #2: With isopropyl alcohol for 2h; Heating; Stage #3: With sodium hydroxide	95%

: 1125-60-6
isoquinolin-5-ylamine

: 15952-61-1
6-chloropiperonal

: N-(isoquinolin-5-yl)-2-chloro-4,5-methylenedioxyphenylmethanimide

Conditions

Conditions	Yield
In various solvent(s) for 24h; Heating;	95%

: 1125-60-6
isoquinolin-5-ylamine

: 123-62-6
propionic acid anhydride

: 1190561-61-5
N-(5-isoquinolinyl)propionamide

Conditions

Conditions	Yield
With pyridine at 20℃;	95%
With pyridine at 20℃; for 24h; Inert atmosphere;	82%

: 1125-60-6
isoquinolin-5-ylamine

: 622-58-2
p-Tolylisocyanate

: 1356927-90-6
1-(isoquinolin-5-yl)-3-p-tolylurea

Conditions

Conditions	Yield
In tetrahydrofuran; toluene at 60℃;	95%

: 1125-60-6
isoquinolin-5-ylamine

: 349-88-2
4-Fluorobenzenesulfonyl chloride

: 4-fluoro-N-isoquinolin-5-ylbenzenesulfonamide

Conditions

Conditions	Yield
With pyridine at 0℃; for 2h; Inert atmosphere;	95%

: 75-15-0
carbon disulfide

: 1125-60-6
isoquinolin-5-ylamine

: 5-isothiocyanatoisoquinoline

Conditions

Conditions	Yield
With tetrabutylammomium bromide; sodium carbonate; sulfur In water at 80℃; for 5h;	95%
Stage #1: carbon disulfide; isoquinolin-5-ylamine With triethylamine In tetrahydrofuran at 20℃; Stage #2: With dmap; di-tert-butyl dicarbonate In tetrahydrofuran at 0 - 20℃;	100 %Chromat.

: 1125-60-6
isoquinolin-5-ylamine

: 30806-83-8
p-ethoxycarbonylphenyl isocyanate

: ethyl 4-(3-(isoquinolin-5-yl)ureido)benzoate

Conditions

Conditions	Yield
With triethylamine In 1,4-dioxane at 90℃;	95%

: 1125-60-6
isoquinolin-5-ylamine

: 4559-70-0
Diphenylphosphine oxide

: 5-amino-1,3-bis(diphenylphosphoryl)-1,2,3,4-tetrahydroisoquinoline

Conditions

Conditions	Yield
In acetonitrile at 70 - 75℃; for 11h; Inert atmosphere;	95%
In acetonitrile at 70 - 75℃; for 11h; Temperature; chemoselective reaction;	95%

: 1125-60-6
isoquinolin-5-ylamine

: 622-78-6
Benzyl isothiocyanate

: 727706-53-8
C17H15N3S

Conditions

Conditions	Yield
In methanol for 5h; Reflux;	94%

: 1125-60-6
isoquinolin-5-ylamine

: 86-98-6
4,7-dichloroquinoline

: 7-chloro-N-(5-isoquinolinyl)quinolin-4-amine

Conditions

Conditions	Yield
In neat (no solvent) at 120℃; under 1500.15 Torr; for 0.166667h; Microwave irradiation;	94%

: 1125-60-6
isoquinolin-5-ylamine

: 97-72-3
2-Methylpropionic anhydride

: 1202995-95-6
C13H14N2O

Conditions

Conditions	Yield
With pyridine at 20℃;	93%

: 1125-60-6
isoquinolin-5-ylamine

: 542-85-8
Ethyl isothiocyanate

: 140192-80-9
N-ethyl-N1-(5-isoquinolinyl)thiourea

Conditions

Conditions	Yield
In methanol for 10h; Reflux;	92%
In tetrahydrofuran	34%

: 1125-60-6
isoquinolin-5-ylamine

: 38985-64-7
o-fluorophenyl isothiocyanate

: 454194-73-1
1-(2-fluorophenyl)-3-(isoquinolin-5-yl)thiourea

Conditions

Conditions	Yield
In tetrahydrofuran; toluene at 60℃;	92%

: 1125-60-6
isoquinolin-5-ylamine

: 2131-61-5
p-nitrophenyl isothiocyanate

: 1095927-44-8
1-(isoquinolin-5-yl)-3-(4-nitrophenyl)thiourea

Conditions

Conditions	Yield
In tetrahydrofuran; toluene at 60℃;	92%

: 1125-60-6
isoquinolin-5-ylamine

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

: 1035096-80-0
N-(pyrrolidin-3-yl)isoquinolin-5-amine

Conditions

Conditions	Yield
Stage #1: isoquinolin-5-ylamine; 3-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester With sodium tris(acetoxy)borohydride In acetic acid at 0 - 20℃; Stage #2: With hydrogenchloride In diethyl ether for 6h;	92%

: 1125-60-6
isoquinolin-5-ylamine

: 1376771-60-6
1-oxa-3,6-dithiacycloheptane

: 5-(1,5,3-dithiazepan-3-yl)isoquinoline

Conditions

Conditions	Yield
Stage #1: 1-oxa-3,6-dithiacycloheptane With samarium(III) nitrate hexahydrate In chloroform at 20℃; for 0.5h; Inert atmosphere; Stage #2: isoquinolin-5-ylamine In ethanol; chloroform at 20℃; for 3h; Inert atmosphere;	92%

: 1125-60-6
isoquinolin-5-ylamine

: 2449-05-0
dibenzyl azodicarboxylate

: dibenzyl 1-(5-aminoisoquinolin-8-yl)hydrazine-1,2-dicarboxylate

Conditions

Conditions	Yield
With 1,1,1,3',3',3'-hexafluoro-propanol at 25℃; for 2h; regioselective reaction;	92%

5-Aminoisoquinoline Chemical Properties

IUPAC Name: isoquinolin-5-amine
Molecular Formula:C₉H₈N₂
Molecular Weight:144.173220 g/mol
Appearance:Light Yellow Solid
Density:1.21g/cm³
Melting Point:125-128 °C
Flash Point:183.3 °C
Sensitive:Light
EINECS:214-408-3
BRN:114465
Synonyms of 5-AMINO ISOQUINOLINE(1125-60-6):
5-Aminoisoquinoline;TIMTEC-BB SBB004127;ISOQUINOLIN-5-YLAMINE;5-AMINOISOQUINOLINE;Isoquinoline, 5-amino-;isoquinol-5-ylamine;isoquinolin-5-amine;5-Aminoisoquinoline ,99%;5-Isoquinolinamine
Categories of 5-AMINO ISOQUINOLINE(1125-60-6):
Amines;Quinolines, Isoquinolines & Quinoxalines;Quinoline&Isoquinoline;Aromatics Compounds;Aromatics;Quinolines, Isoquinolines & Quinoxalines;Building Blocks;Heterocyclic Building Blocks;Isoquinolines

5-Aminoisoquinoline Uses

5-AMINO ISOQUINOLINE(1125-60-6) is used as fine chemicals, pharmaceutical intermediates.

5-Aminoisoquinoline Safety Profile

Safety Information of 5-AMINO ISOQUINOLINE(1125-60-6):
Hazard Codes:Xn,Xi

Risk Statements:38-20/21/22-36/37/38
38:Irritating to the skin
20/21/22:Harmful by inhalation, in contact with skin and if swallowed
36/37/38:Irritating to eyes, respiratory system and skin
Safety Statements:36/37/39-26-37/39-36
36/37/39:Wear suitable protective clothing, gloves and eye/face protection
26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
37/39:Wear suitable gloves and eye/face protection
36:Wear suitable protective clothing
Hazard Note:Irritant
PackingGroup:III

5-Aminoisoquinoline Specification

First Aid Measures of 5-AMINO ISOQUINOLINE(1125-60-6):
Ingestion:Never give anything by mouth to an unconscious person. Get medical aid. Do NOT induce vomiting. If conscious and alert, rinse mouth and drink 2-4 cupfuls of milk or water.
Inhalation:Remove from exposure to fresh air immediately. If not breathing, give artificial respiration. If breathing is difficult, give oxygen. Get medical aid.
Skin:Get medical aid. Flush skin with plenty of soap and water for at least 15 minutes while removing contaminated clothing and shoes. Wash clothing before reuse.
Eyes:Flush eyes with plenty of water for at least 15 minutes, occasionally lifting the upper and lower eyelids. Get medical aid.

Storage of 5-AMINO ISOQUINOLINE(1125-60-6):
Store in a tightly closed container. Store in a cool, dry, well-ventilated area away from incompatible substances.

Product Name

5-Aminoisoquinoline

Synthetic route

5-Aminoisoquinoline Chemical Properties

5-Aminoisoquinoline Uses

5-Aminoisoquinoline Safety Profile

5-Aminoisoquinoline Specification

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