Welcome to LookChem.com Sign In|Join Free

CAS

  • or

15579-15-4

Post Buying Request

15579-15-4 Suppliers

Recommended suppliersmore

  • Product
  • FOB Price
  • Min.Order
  • Supply Ability
  • Supplier
  • Contact Supplier

15579-15-4 Usage

Uses

5-Hydroxy-1H-indazole is a possible Rho kinase inhibitor. It is also used to discover (sulfamoylphenyl)indazolyl acetamides and carboxamides as inhibitors of mitotic kinase TTK.

Check Digit Verification of cas no

The CAS Registry Mumber 15579-15-4 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 1,5,5,7 and 9 respectively; the second part has 2 digits, 1 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 15579-15:
(7*1)+(6*5)+(5*5)+(4*7)+(3*9)+(2*1)+(1*5)=124
124 % 10 = 4
So 15579-15-4 is a valid CAS Registry Number.
InChI:InChI=1/C7H6N2O/c10-6-1-2-7-5(3-6)4-8-9-7/h1-4,10H,(H,8,9)

15579-15-4 Well-known Company Product Price

  • Brand
  • (Code)Product description
  • CAS number
  • Packaging
  • Price
  • Detail
  • Aldrich

  • (717126)  5-Hydroxy-1H-indazole  97%

  • 15579-15-4

  • 717126-1G

  • 1,083.42CNY

  • Detail

15579-15-4SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 13, 2017

Revision Date: Aug 13, 2017

1.Identification

1.1 GHS Product identifier

Product name 5-Hydroxy-1H-indazole

1.2 Other means of identification

Product number -
Other names 1H-indazol-5-ol

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:15579-15-4 SDS

15579-15-4Synthetic route

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

5-methoxy-1H-indazole

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

5-hydroxy-1H-indazole

Conditions
ConditionsYield
With boron tribromide In dichloromethane at 20℃; for 10h;71%
1H-indazol-5-ylamine
19335-11-6

1H-indazol-5-ylamine

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

5-hydroxy-1H-indazole

Conditions
ConditionsYield
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;
N,O-diacetyl-5-hydroxy-1H-indazole
36174-07-9

N,O-diacetyl-5-hydroxy-1H-indazole

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

5-hydroxy-1H-indazole

Conditions
ConditionsYield
With hydrogenchloride In methanol at 80℃; for 5h;7.99 g
4-amino-3-methylphenol
2835-99-6

4-amino-3-methylphenol

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

5-hydroxy-1H-indazole

Conditions
ConditionsYield
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
5-nitroindazole
5401-94-5

5-nitroindazole

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

5-hydroxy-1H-indazole

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: Raney nickel / Hydrogenation
2: aqueous H2SO4 / 170 - 180 °C
View Scheme
isopentyl nitrate
543-87-3

isopentyl nitrate

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

4-amino-3-methylphenol

sodium hydrogencarbonate
144-55-8

sodium hydrogencarbonate

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

5-hydroxy-1H-indazole

Conditions
ConditionsYield
With potassium acetate; acetic anhydride In hydrochloric acid-methanol; water; chlorobenzene
2-methyl-4-methoxyaniline
102-50-1

2-methyl-4-methoxyaniline

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

5-hydroxy-1H-indazole

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: acetic acid; sodium nitrite / water / 20 °C
2: boron tribromide / dichloromethane / 10 h / 20 °C
View Scheme
5-hydroxy-1H-indazole
15579-15-4

5-hydroxy-1H-indazole

tert-butyldimethylsilyl chloride
18162-48-6

tert-butyldimethylsilyl chloride

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

5-(tert-butyl-dimethyl-silanyloxy)-1H-indazole

Conditions
ConditionsYield
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%
5-hydroxy-1H-indazole
15579-15-4

5-hydroxy-1H-indazole

ethyl bromoacetate
105-36-2

ethyl bromoacetate

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

1H-indazol-5-yloxyacetic acid

Conditions
ConditionsYield
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%
5-hydroxy-1H-indazole
15579-15-4

5-hydroxy-1H-indazole

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

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

Conditions
ConditionsYield
With N-Bromosuccinimide In tetrahydrofuran at 20℃; for 14h;91%
With N-Bromosuccinimide In tetrahydrofuran at 25℃; for 12h;90%
(R)-tert-butyl 4-(3-(methylsulfonyloxy)-2-oxopyrrolidin-1-yl)piperidin-1-carboxylate
1351167-84-4

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

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

5-hydroxy-1H-indazole

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

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

Conditions
ConditionsYield
With potassium carbonate In dimethyl sulfoxide at 130℃;90%
5-hydroxy-1H-indazole
15579-15-4

5-hydroxy-1H-indazole

1H-indazol-5-ol

1H-indazol-5-ol

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

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

Conditions
ConditionsYield
With N-Bromosuccinimide In tetrahydrofuran at 0℃; for 2.5h;89%
2,6-Dichloropyrimidine
3934-20-1

2,6-Dichloropyrimidine

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

5-hydroxy-1H-indazole

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

5-((2-chloropyrimidin-4-yl)oxy)-1H-indazole

Conditions
ConditionsYield
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℃;
5-hydroxy-1H-indazole
15579-15-4

5-hydroxy-1H-indazole

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

4-chloro-1H-indazol-5-ol

Conditions
ConditionsYield
With N-chloro-succinimide In tetrahydrofuran at 20 - 50℃; for 8h;86%
4-methylphenyl(mesityl)iodonium trifluoromethanesulfonate

4-methylphenyl(mesityl)iodonium trifluoromethanesulfonate

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

5-hydroxy-1H-indazole

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

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

Conditions
ConditionsYield
With copper(l) chloride In tetrahydrofuran at 50℃; for 12h; Inert atmosphere; Sealed tube; regioselective reaction;82%
Ethyl N-phenylformimidate
6780-49-0

Ethyl N-phenylformimidate

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

5-hydroxy-1H-indazole

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

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

Conditions
ConditionsYield
at 175℃; for 2h;76%
5-hydroxy-1H-indazole
15579-15-4

5-hydroxy-1H-indazole

C19H22F3IO2

C19H22F3IO2

acetyl chloride
75-36-5

acetyl chloride

C17H13ClN2O4

C17H13ClN2O4

Conditions
ConditionsYield
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%
5-hydroxy-1H-indazole
15579-15-4

5-hydroxy-1H-indazole

3-Iodobenzoic acid
618-51-9

3-Iodobenzoic acid

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

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

Conditions
ConditionsYield
With tris-(dibenzylideneacetone)dipalladium(0); caesium carbonate; tert-butyl XPhos In 2-methyltetrahydrofuran at 70℃; for 1h; Inert atmosphere;75%
C16H16F3IO4S

C16H16F3IO4S

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

5-hydroxy-1H-indazole

acetyl chloride
75-36-5

acetyl chloride

C17H13ClN2O4

C17H13ClN2O4

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

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

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

5-hydroxy-1H-indazole

5-(2-((5-(2-(3,4-dimethoxyphenyl)propan-2-yl)-1-(4-fluorophenyl)-1H-imidazol-2-yl)thio)ethoxy)-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
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide; acetonitrile at 70℃; for 5h; Temperature; Inert atmosphere;74%
5-hydroxy-1H-indazole
15579-15-4

5-hydroxy-1H-indazole

5-Hydroxy-2H-indazole adenine dinucleotide

5-Hydroxy-2H-indazole adenine dinucleotide

Conditions
ConditionsYield
Porcine Brain NADase(EC 3.2.2.5) In water; dimethyl sulfoxide for 15h; Tris-HCl;73%
1-Chloro-4-fluorobenzene
352-33-0

1-Chloro-4-fluorobenzene

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

5-hydroxy-1H-indazole

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

1-(4-fluorophenyl)-1H-indazol-5-ol

Conditions
ConditionsYield
With tris-(dibenzylideneacetone)dipalladium(0); sodium t-butanolate; tert-butyl XPhos In 2-methyltetrahydrofuran at 73℃; for 15h; Industrial scale;72%
piperidine
110-89-4

piperidine

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

5-hydroxy-1H-indazole

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

4-(thiazol-2-yl)-benzaldehyde

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

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

Conditions
ConditionsYield
In toluene at 100℃;70%
piperidine
110-89-4

piperidine

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

5-hydroxy-1H-indazole

4-nitrobenzaldehdye
555-16-8

4-nitrobenzaldehdye

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

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

Conditions
ConditionsYield
In ethanol at 120℃; for 0.75h; Microwave irradiation;67%
piperidine
110-89-4

piperidine

4-Trifluoromethylbenzaldehyde
455-19-6

4-Trifluoromethylbenzaldehyde

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

5-hydroxy-1H-indazole

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

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

Conditions
ConditionsYield
In ethanol at 120℃; for 0.75h; Microwave irradiation;65%
5-hydroxy-1H-indazole
15579-15-4

5-hydroxy-1H-indazole

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

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

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

Conditions
ConditionsYield
With potassium carbonate In acetonitrile at 20℃; for 12h; Inert atmosphere;63%
piperidine
110-89-4

piperidine

1-(4’-formylphenyl)pyrrole
23351-05-5

1-(4’-formylphenyl)pyrrole

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

5-hydroxy-1H-indazole

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

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

Conditions
ConditionsYield
In toluene at 100℃;62%
2-iodo-propane
75-30-9

2-iodo-propane

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

5-hydroxy-1H-indazole

5-isopropoxy-1H-indazole

5-isopropoxy-1H-indazole

Conditions
ConditionsYield
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;
3,4-dihydro-2H-pyran
110-87-2

3,4-dihydro-2H-pyran

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

5-hydroxy-1H-indazole

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

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

Conditions
ConditionsYield
With methanesulfonic acid In tetrahydrofuran; dichloromethane at 20℃; for 72h; Inert atmosphere;54%
With methanesulfonic acid In tetrahydrofuran; dichloromethane at 20℃;
5-hydroxy-1H-indazole
15579-15-4

5-hydroxy-1H-indazole

methyl iodide
74-88-4

methyl iodide

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

5-methoxy-1-methyl-1H-indazole

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 120℃; for 18h;54%
2-thiophenethanol
5402-55-1

2-thiophenethanol

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

5-hydroxy-1H-indazole

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

5-(2-(thiophen-2-yl)ethoxy)-1H-indazole

Conditions
ConditionsYield
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%
5-hydroxy-1H-indazole
15579-15-4

5-hydroxy-1H-indazole

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

1-bromomethyl-3-nitrobenzene

C14H11N3O3

C14H11N3O3

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 0 - 20℃; for 5h;52%
With potassium carbonate In N,N-dimethyl-formamide at 20℃;
6-chloro-N-(5-methyl-1H-pyrazol-3-yl)-2-(methylsulfonyl)pyrimidin-4-amine
936850-02-1

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

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

5-hydroxy-1H-indazole

trifluoroacetic acid
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

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

Conditions
ConditionsYield
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%
Tetrahydro-pyran-4-ol
2081-44-9

Tetrahydro-pyran-4-ol

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

5-hydroxy-1H-indazole

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

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

Conditions
ConditionsYield
With triphenylphosphine; diethylazodicarboxylate In tetrahydrofuran; toluene at 0 - 20℃;47%
5-hydroxy-1H-indazole
15579-15-4

5-hydroxy-1H-indazole

benzyl bromide
100-39-0

benzyl bromide

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

5-(benzyloxy)-1H-indazole

Conditions
ConditionsYield
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%

15579-15-4Relevant articles and documents

CALPAIN MODULATORS AND THERAPEUTIC USES THEREOF

-

Paragraph 0379; 0391, (2018/09/25)

Disclosed herein are small molecule calpain modulator compositions, pharmaceutical compositions, the use and preparation thereof. Some embodiments relate to macrocyclic α-keto amide derivatives and their use as therapeutic agents.

Therapeutic diphenyl ether ligands

-

Page/Page column 34-35, (2010/10/20)

This invention is directed to compounds of formula Ia, Ib or Ic and to pharmaceutical compositions thereof: or a prodrug thereof and a pharmaceutically acceptable carrier, wherein the R groups are defined in the specification; and, in which the dashed line represents an optional double bond. The invention is also directed to methods of treating, diagnosing, and preventing disorders of the central nervous system that are associated with 5HT receptors, including obesity, attention deficit disorder, migraine, depression, epilepsy, anxiety, Alzheimer's disease, withdrawal from drug abuse, pain, schizophrenia, stress-related disorders, panic disorder, sleep disorders, phobias, obsessive compulsive disorder, post-traumatic-stress syndrome, immune system depression, stress-induced gastrointestinal dysfunction, stress-induced cardiovascular dysfunction, and sexual dysfunction.

NITROGEN-CONTAINING COMPOUNDS HAVING KINASE INHIBITORY ACTIVITY AND DRUGS CONTAINING THE SAME

-

, (2008/06/13)

An objective of the present invention is to provide compounds having Rho kinase inhibitory activity. The compounds according to the present invention are those represented by formula (I) or pharmaceutically acceptable salts or solvates thereof:Het-X-Z wherein Het represents a monocyclic or bicyclic heterocyclic group containing at least one nitrogen atom, for example, pyridyl or phthalimide; X represents group (i) -NH-C(=O)-NH-Q1-, group (ii) -NH-C(=O)-Q2-, wherein Q1 and Q2 represent a bond, alkylene, or alkenylene, or the like; and Z represents hydrogen, halogen, a monocyclic, bicyclic, or tricyclic carbocyclic group, a heterocyclic group or the like, for example, optionally substituted phenyl.

Post a RFQ

Enter 15 to 2000 letters.Word count: 0 letters

Attach files(File Format: Jpeg, Jpg, Gif, Png, PDF, PPT, Zip, Rar,Word or Excel Maximum File Size: 3MB)

1

What can I do for you?
Get Best Price

Get Best Price for 15579-15-4