1H-Indazol-5-ol supplier | CasNO.15579-15-4

Name
1H-Indazol-5-ol
EINECS
CAS No. 15579-15-4
Article Data10
CAS DataBase
Density 1.434 g/cm³
Solubility
Melting Point 186-191°C
Formula C₇H₆N₂O
Boiling Point 366.5 °C at 760 mmHg
Molecular Weight 134.137
Flash Point 175.5 °C
Transport Information
Appearance
Safety 26-39
Risk Codes 22-41
Molecular Structure
Hazard Symbols Xi
Synonyms 5-Indazolol(5CI);5-Hydroxy-1H-indazole;5-Hydroxyindazole;NSC 520104;
PSA 48.91000
LogP 1.26850

Synthetic route

: 94444-96-9
5-methoxy-1H-indazole

: 15579-15-4
5-hydroxy-1H-indazole

Conditions

Conditions	Yield
With boron tribromide In dichloromethane at 20℃; for 10h;	71%

: 19335-11-6
1H-indazol-5-ylamine

: 15579-15-4
5-hydroxy-1H-indazole

Conditions

Conditions	Yield
With sulfuric acid at 170 - 180℃;
With sulfuric acid at 200 - 205℃; unter Druck;
Stage #1: 1H-indazol-5-ylamine With sulfuric acid In water at 180℃; for 15h; Stage #2: With sodium hydroxide In water pH=> 10;

: 36174-07-9
N,O-diacetyl-5-hydroxy-1H-indazole

: 15579-15-4
5-hydroxy-1H-indazole

Conditions

Conditions	Yield
With hydrogenchloride In methanol at 80℃; for 5h;	7.99 g

: 2835-99-6
4-amino-3-methylphenol

: 15579-15-4
5-hydroxy-1H-indazole

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: potassium acetate; isoamyl nitrite / CHCl3 / 18 h / 80 °C 2: 7.99 g / HCl / methanol / 5 h / 80 °C View Scheme

: 5401-94-5
5-nitroindazole

: 15579-15-4
5-hydroxy-1H-indazole

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: Raney nickel / Hydrogenation 2: aqueous H2SO4 / 170 - 180 °C View Scheme

: 543-87-3
isopentyl nitrate

: 2835-99-6
4-amino-3-methylphenol

: 144-55-8
sodium hydrogencarbonate

: 15579-15-4
5-hydroxy-1H-indazole

Conditions

Conditions	Yield
With potassium acetate; acetic anhydride In hydrochloric acid-methanol; water; chlorobenzene

...Expand

: 102-50-1
2-methyl-4-methoxyaniline

: 15579-15-4
5-hydroxy-1H-indazole

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: acetic acid; sodium nitrite / water / 20 °C 2: boron tribromide / dichloromethane / 10 h / 20 °C View Scheme

: 15579-15-4
5-hydroxy-1H-indazole

: 18162-48-6
tert-butyldimethylsilyl chloride

: 1254473-74-9
5-(tert-butyl-dimethyl-silanyloxy)-1H-indazole

Conditions

Conditions	Yield
With 1H-imidazole In N,N-dimethyl-formamide at 0 - 18℃; for 3.5h;	100%
With 1H-imidazole In N,N-dimethyl-formamide at 0 - 18℃; for 3.5h;	100%
With 1H-imidazole In N,N-dimethyl-formamide at 25℃; for 18h;	99%

: 15579-15-4
5-hydroxy-1H-indazole

: 105-36-2
ethyl bromoacetate

: 30226-16-5
1H-indazol-5-yloxyacetic acid

Conditions

Conditions	Yield
Stage #1: 5-hydroxy-1H-indazole; ethyl bromoacetate With potassium carbonate In acetone for 16h; Inert atmosphere; Reflux; Stage #2: With sodium hydroxide In methanol at 20℃; for 3h; Inert atmosphere;	99%

: 15579-15-4
5-hydroxy-1H-indazole

: 4-bromo-1H-indazol-5-ol

Conditions

Conditions	Yield
With N-Bromosuccinimide In tetrahydrofuran at 20℃; for 14h;	91%
With N-Bromosuccinimide In tetrahydrofuran at 25℃; for 12h;	90%

: 1351167-84-4
(R)-tert-butyl 4-(3-(methylsulfonyloxy)-2-oxopyrrolidin-1-yl)piperidin-1-carboxylate

: 15579-15-4
5-hydroxy-1H-indazole

: 1351168-51-8
(S)-tert-butyl 4-(3-(1H-indazol-5-yloxy)-2-oxopyrrolidin-1-yl)piperidine-1-carboxylate

Conditions

Conditions	Yield
With potassium carbonate In dimethyl sulfoxide at 130℃;	90%

: 15579-15-4
5-hydroxy-1H-indazole

1H-indazol-5-ol: 1H-indazol-5-ol

: 4-bromo-1H-indazol-5-ol

Conditions

Conditions	Yield
With N-Bromosuccinimide In tetrahydrofuran at 0℃; for 2.5h;	89%

: 3934-20-1
2,6-Dichloropyrimidine

: 15579-15-4
5-hydroxy-1H-indazole

: 1595291-23-8
5-((2-chloropyrimidin-4-yl)oxy)-1H-indazole

Conditions

Conditions	Yield
With triethylamine In ethanol at 80℃;	87%
With triethylamine In ethanol at 80℃;	87%
With triethylamine In ethanol at 80℃;
With triethylamine In ethanol at 80℃;

: 15579-15-4
5-hydroxy-1H-indazole

: 478834-25-2
4-chloro-1H-indazol-5-ol

Conditions

Conditions	Yield
With N-chloro-succinimide In tetrahydrofuran at 20 - 50℃; for 8h;	86%

: 4-methylphenyl(mesityl)iodonium trifluoromethanesulfonate

: 15579-15-4
5-hydroxy-1H-indazole

: 2-(p-tolyl)-2H-indazol-5-ol

Conditions

Conditions	Yield
With copper(l) chloride In tetrahydrofuran at 50℃; for 12h; Inert atmosphere; Sealed tube; regioselective reaction;	82%

: 6780-49-0
Ethyl N-phenylformimidate

: 15579-15-4
5-hydroxy-1H-indazole

: 4-phenyliminomethyl-1H-indazol-5-ol

Conditions

Conditions	Yield
at 175℃; for 2h;	76%

: 15579-15-4
5-hydroxy-1H-indazole

: C19H22F3IO2

: 75-36-5
acetyl chloride

: C17H13ClN2O4

Conditions

Conditions	Yield
Stage #1: 5-hydroxy-1H-indazole; C19H22F3IO2 With copper(l) chloride In tetrahydrofuran at 80℃; for 12h; Inert atmosphere; Stage #2: acetyl chloride With triethylamine In tetrahydrofuran at 20℃; for 4h; Stage #3: With N-chloro-succinimide In tetrahydrofuran at 20℃; for 4h;	75.2%

...Expand

: 15579-15-4
5-hydroxy-1H-indazole

: 618-51-9
3-Iodobenzoic acid

: 3-(5-hydroxy-1H-indazo-1-yl)benzoic acid

Conditions

Conditions	Yield
With tris-(dibenzylideneacetone)dipalladium(0); caesium carbonate; tert-butyl XPhos In 2-methyltetrahydrofuran at 70℃; for 1h; Inert atmosphere;	75%

C16H16F3IO4S: C16H16F3IO4S

: 15579-15-4
5-hydroxy-1H-indazole

: 75-36-5
acetyl chloride

: C17H13ClN2O4

Conditions

Conditions	Yield
Stage #1: C16H16F3IO4S; 5-hydroxy-1H-indazole With copper(l) chloride In tetrahydrofuran at 80℃; for 12h; Inert atmosphere; Sealed tube; Stage #2: acetyl chloride With triethylamine at 20℃; for 4h; Inert atmosphere; Sealed tube; Stage #3: With N-chloro-succinimide at 20℃; for 4h; Inert atmosphere; Sealed tube;	75%

...Expand

: 2-((2-bromoethyl)thio)-5-(2-(3,4-dimethoxyphenyl)propan-2-yl)-1-(4-fluorophenyl)-1H-imidazole

: 15579-15-4
5-hydroxy-1H-indazole

: 1430211-17-8
5-(2-((5-(2-(3,4-dimethoxyphenyl)propan-2-yl)-1-(4-fluorophenyl)-1H-imidazol-2-yl)thio)ethoxy)-1H-indazole

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide; acetonitrile at 70℃; for 5h; Temperature; Inert atmosphere;	74%

: 15579-15-4
5-hydroxy-1H-indazole

: 53-84-9
NAD

: 5-Hydroxy-2H-indazole adenine dinucleotide

Conditions

Conditions	Yield
Porcine Brain NADase(EC 3.2.2.5) In water; dimethyl sulfoxide for 15h; Tris-HCl;	73%

: 352-33-0
1-Chloro-4-fluorobenzene

: 15579-15-4
5-hydroxy-1H-indazole

: 1034156-20-1
1-(4-fluorophenyl)-1H-indazol-5-ol

Conditions

Conditions	Yield
With tris-(dibenzylideneacetone)dipalladium(0); sodium t-butanolate; tert-butyl XPhos In 2-methyltetrahydrofuran at 73℃; for 15h; Industrial scale;	72%

: 110-89-4
piperidine

: 15579-15-4
5-hydroxy-1H-indazole

: 198904-53-9
4-(thiazol-2-yl)-benzaldehyde

: 4-(piperidin-1-yl(4-(thiazol-2-yl)phenyl)methyl)-1H-indazol-5-ol

Conditions

Conditions	Yield
In toluene at 100℃;	70%

...Expand

: 110-89-4
piperidine

: 15579-15-4
5-hydroxy-1H-indazole

: 555-16-8
4-nitrobenzaldehdye

: 4-((4-nitrophenyl)(piperidin-1-yl)methyl)-1H-indazol-5-ol

Conditions

Conditions	Yield
In ethanol at 120℃; for 0.75h; Microwave irradiation;	67%

...Expand

: 110-89-4
piperidine

: 455-19-6
4-Trifluoromethylbenzaldehyde

: 15579-15-4
5-hydroxy-1H-indazole

: 4-(piperidin-1-yl(4-(trifluoromethyl)phenyl)methyl)-1H-indazol-5-ol

Conditions

Conditions	Yield
In ethanol at 120℃; for 0.75h; Microwave irradiation;	65%

...Expand

: 15579-15-4
5-hydroxy-1H-indazole

: tert-butyl (3S)-3-(4-chloropyrido[3,2-d]pyrimidin-6-yl)oxypyrrolidine-1-carboxylate

: (S)-tert-butyl 3-((4-((1H-indazol-5-yl)oxy)pyrido[3,2-d]pyrimidin-6-yl)oxy)pyrrolidine-1-carboxylate

Conditions

Conditions	Yield
With potassium carbonate In acetonitrile at 20℃; for 12h; Inert atmosphere;	63%

: 110-89-4
piperidine

: 23351-05-5
1-(4’-formylphenyl)pyrrole

: 15579-15-4
5-hydroxy-1H-indazole

: 4-((4-(1H-pyrrol-1-yl)phenyl)(piperidin-1-yl)methyl)-1H-indazol-5-ol

Conditions

Conditions	Yield
In toluene at 100℃;	62%

...Expand

: 75-30-9
2-iodo-propane

: 15579-15-4
5-hydroxy-1H-indazole

: 5-isopropoxy-1H-indazole

Conditions

Conditions	Yield
With caesium carbonate In N,N-dimethyl-formamide at 20℃; for 72h;	59.3%
With caesium carbonate In N,N-dimethyl-formamide at 20℃; for 6h;
With caesium carbonate In N,N-dimethyl-formamide at 20℃; for 26h;

: 110-87-2
3,4-dihydro-2H-pyran

: 15579-15-4
5-hydroxy-1H-indazole

: rac-1-(tetrahydro-pyran-2-yl)-1H-indazol-5-ol

Conditions

Conditions	Yield
With methanesulfonic acid In tetrahydrofuran; dichloromethane at 20℃; for 72h; Inert atmosphere;	54%
With methanesulfonic acid In tetrahydrofuran; dichloromethane at 20℃;

: 15579-15-4
5-hydroxy-1H-indazole

: 74-88-4
methyl iodide

: 756839-44-8
5-methoxy-1-methyl-1H-indazole

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 120℃; for 18h;	54%

: 5402-55-1
2-thiophenethanol

: 15579-15-4
5-hydroxy-1H-indazole

: 1338795-77-9
5-(2-(thiophen-2-yl)ethoxy)-1H-indazole

Conditions

Conditions	Yield
With di-isopropyl azodicarboxylate; triphenylphosphine In tetrahydrofuran; toluene at 0℃; for 4h;	52%
With di-isopropyl azodicarboxylate; triphenylphosphine In tetrahydrofuran; toluene at 0℃; for 4h; Inert atmosphere;	52%

: 15579-15-4
5-hydroxy-1H-indazole

: 3958-57-4
1-bromomethyl-3-nitrobenzene

: C14H11N3O3

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 0 - 20℃; for 5h;	52%
With potassium carbonate In N,N-dimethyl-formamide at 20℃;

: 936850-02-1
6-chloro-N-(5-methyl-1H-pyrazol-3-yl)-2-(methylsulfonyl)pyrimidin-4-amine

: 15579-15-4
5-hydroxy-1H-indazole

: 76-05-1
trifluoroacetic acid

: 2-((1H-indazol-5-yl)oxy)-6-chloro-N-(5-methyl-1H-pyrazol-3-yl)pyrimidin-4-amine trifluoroacetic acid

Conditions

Conditions	Yield
Stage #1: 6-chloro-N-(5-methyl-1H-pyrazol-3-yl)-2-(methylsulfonyl)pyrimidin-4-amine; 5-hydroxy-1H-indazole With potassium tert-butylate In tert-butyl alcohol at 50℃; Stage #2: trifluoroacetic acid	52%

...Expand

: 2081-44-9
Tetrahydro-pyran-4-ol

: 15579-15-4
5-hydroxy-1H-indazole

: 5-(tetrahydro-2H-pyran-4-yloxy)-1H-indazole

Conditions

Conditions	Yield
With triphenylphosphine; diethylazodicarboxylate In tetrahydrofuran; toluene at 0 - 20℃;	47%

: 15579-15-4
5-hydroxy-1H-indazole

: 100-39-0
benzyl bromide

: 78299-75-9
5-(benzyloxy)-1H-indazole

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 0 - 20℃;	46%
With potassium carbonate In N,N-dimethyl-formamide at 0 - 20℃;	46%
With potassium carbonate In DMF (N,N-dimethyl-formamide) at 40℃; for 2h;	38%

1H-Indazol-5-ol Chemical Properties

IUPAC Name: 1H-indazol-5-ol
Synonyms of 1H-Indazol-5-ol (CAS NO.15579-15-4): 5-Hydroxy indazole ; Hydroxy-5 indazole
Product Categories: Alcohols and Derivatives;Heterocycles;pharmacetical
CAS NO: 15579-15-4
Molecular Formula: C₇H₆N₂O
Molecular Weight : 134.135340 g/mol
Molecular Structure:
H bond acceptors: 3
H bond donors: 2
Freely Rotating Bonds: 1
Polar Surface Area: 27.05Å²
Index of Refraction: 1.76
Molar Refractivity: 38.5 cm³
Molar Volume: 93.5 cm³
Surface Tension: 80.1 dyne/cm
Density: 1.434 g/cm³
Flash Point: 175.5 °C
Enthalpy of Vaporization: 63.7 kJ/mol
Boiling Point: 366.5 °C at 760 mmHg
Vapour Pressure: 6.9E-06 mmHg at 25°C

1H-Indazol-5-ol Toxicity Data With Reference

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
mouse	LD50	oral	1gm/kg (1000mg/kg)		French Medicament Patent Document. Vol. #7631M,

1H-Indazol-5-ol Safety Profile

Hazard Cods: Xi
Hazard Note: Irritant

Product Name

1H-Indazol-5-ol

Synthetic route

1H-Indazol-5-ol Chemical Properties

1H-Indazol-5-ol Toxicity Data With Reference

1H-Indazol-5-ol Safety Profile

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