6-Hydroxyindazole

Uses

Product Name: 6-Hydroxyindazole
CAS No.: 23244-88-4
Chemical Name: 6-Hydroxyindazole
Synonyms: 1H-indazol-6-ol;6-Indazolol;indazol-6-ol;6-hydroxyindazole;6-Hydroxy-1H-indazoL;6-Hydroxyindazole>6-Hydroxy-1H-indazole;1,2-dihydroindazol-6-one;6-Hydroxy-1H-indazole;1H-Indazol-6-ol (6CI, 8CI, 9CI, ACI)
CBNumber: CB0898469
Molecular Formula: C7H6N2O
Formula Weight: 134.14
MOL File: 23244-88-4.mol

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6-Hydroxyindazole Property

Melting point:: 217.0 to 221.0 °C
Boiling point:: 366.5±15.0 °C(Predicted)
Density: 1.434±0.06 g/cm3(Predicted)
storage temp.: Inert atmosphere,Room Temperature
solubility: soluble in Methanol
form: powder to crystal
pka: 9.17±0.40(Predicted)
color: Light yellow to Yellow to Orange
InChI: InChI=1S/C7H6N2O/c10-6-2-1-5-4-8-9-7(5)3-6/h1-4,10H,(H,8,9)
InChIKey: NUYZVDBIVNOTSC-UHFFFAOYSA-N
SMILES: N1C2=C(C=CC(O)=C2)C=N1
CAS DataBase Reference: 23244-88-4

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Safety

Hazard Codes: Xn
Risk Statements: 22
WGK Germany: 3
RTECS: NK8010000
HS Code: 2933998090
Toxicity: mouse,LD50,intravenous,180mg/kg (180mg/kg),U.S. Army Armament Research & Development Command, Chemical Systems Laboratory, NIOSH Exchange Chemicals. Vol. NX#04549,

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H302Harmful if swallowed

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: 717134
Product name: 6-Hydroxy-1H-indazole
Purity: 97%
Packaging: 1g
Price: $69.5
Updated: 2023/01/07

TCI Chemical

Product number: H1359
Product name: 6-Hydroxyindazole
Purity: >98.0%(GC)(T)
Packaging: 1g
Price: $83
Updated: 2024/03/01

TRC

Product number: I655615
Product name: 1H-Indazol-6-ol
Packaging: 100mg
Price: $45
Updated: 2021/12/16

Ark Pharm

Product number: AK-39533
Product name: 6-Hydroxyindazole
Purity: 98%
Packaging: 25g
Price: $351
Updated: 2021/12/16

Matrix Scientific

Product number: 069720
Product name: 6-Hydroxy-1H-indazole
Purity: 98%
Packaging: 25g
Price: $450
Updated: 2021/12/16

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6-Hydroxyindazole Chemical Properties,Usage,Production

Uses

6-Hydroxyinazole is a light brown powder and an important pharmaceutical intermediate used to construct the core of active drug molecules. It has broad application prospects in the synthesis and screening of small molecule chemical drugs. 6-Hydroxyinazole has neuroprotective effects. Indazole and its derivatives possess various biological activities, such as anti-inflammatory, antitumor, antioxidant, hypoglycemic, anti-HIV, anti-tuberculosis, antiplatelet, and 5-HT3 receptor antagonism. In addition, indazole derivatives are widely used in herbicides and dyes. Indazole was originally defined as a "pyrazole-ringed benzene ring," belonging to the azole family. It contains only three elements: carbon, hydrogen, and oxygen, and is an aromatic heterocycle containing 10 electrons. Theoretically, depending on whether there are hydrogen atoms on the two nitrogen atoms, indazole exists in two tautomeric forms: 1H-indazole and 2H-indazole. When there are no substituents on the indazole, it mainly exists in the 1H-indazole form.

Chemical Properties

light brown powder

Synthesis

6967-12-0

23244-88-4

General procedure for the synthesis of 6-hydroxyindazole from 6-aminoindazole: 6-aminoindazole (2.66 g, 20 mmol) was added to 20% dilute sulfuric acid and the reaction was carried out under microwave radiation (600 W, 170°C) for 1 hour. After completion of the reaction, the reaction solution was cooled and the pH was adjusted to 7 with 5% NaOH solution and stirred for 10 min to precipitate. The precipitate was recrystallized from water to give 1.5 g of 6-hydroxyindazole in 51% yield. Subsequently, 6-hydroxyindazole and 3-(1-(4-chlorobutyl)-4-piperidinyl)-6-fluorobenzisoxazole were used as raw materials and reacted according to step 4 in the method for the preparation of IV-1 to obtain 6-[4-(4-(4-(3-(6-fluorobenzisoxazolyl))-1-piperazinyl)-n-butoxy]-(1H)-indazole in 62% yield. Elemental analysis result: C23H23FN4O2 (calculated value %: C 66.99, H 5.88, N 14.20; measured value: C 66.71, H 5.80, N 13.89).1H NMR (DMSO-d6) data: δ 8.21-6.49 (6H, aryl ring-H), 4.18-4.19 (2H, piperazinyl-H), 3.87 ( m, 5H, O-CH2), 3.66-3.75 (2H, piperazine-H), 3.25-3.54 (m, 6H), 2.79 (t, J=8 Hz, 2H), 2.42 (t, J=8 Hz, 2H), 1.71-1.90 (m, 4H). Mass spectral data: m/z 394.

References

[1] Bioorganic and Medicinal Chemistry, 2015, vol. 23, # 21, p. 6855 - 6868
[2] Patent: CN104876912, 2017, B. Location in patent: Paragraph 0047; 0201-0204
[3] Journal of Medicinal Chemistry, 2010, vol. 53, # 5, p. 2324 - 2328
[4] Patent: WO2004/39796, 2004, A1. Location in patent: Page/Page column 60-61
[5] Patent: WO2013/169964, 2013, A1. Location in patent: Paragraph 00369; 00370

6-Hydroxyindazole Preparation Products And Raw materials

Raw materials

Palladium Sodium nitrite 2-Methyl-5-nitroaniline Acetic acid

Preparation Products

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6-Hydroxyindazole Suppliers

Americas 1 China 142 Europe 1 Germany 1 India 5 Japan 1 United Kingdom 1 United States 17 Global 169

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View Lastest Price from 6-Hydroxyindazole manufacturers

Henan Aochuang Chemical Co.,Ltd.

Product: 6-Hydroxyindazole 23244-88-4
Price: US $0.00-0.00/KG
Min. Order: 1KG
Purity: 98%
Supply Ability: 1Ton
Release date: 2022-10-12

Career Henan Chemical Co

Product: 6-Hydroxyindazole 23244-88-4
Price: US $8.00/kg
Min. Order: 1kg
Purity: 99%
Supply Ability: 10tons
Release date: 2018-12-24

23244-88-4, 6-HydroxyindazoleRelated Search:

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6-Hydroxy-1H-indazole

6-hydroxyindazole

1H-indazol-6-ol

6-Indazolol

indazol-6-ol

1,2-dihydroindazol-6-one

6-Hydroxyindazole&gt

6-Hydroxy-1H-indazoL

1H-Indazol-6-ol (6CI, 8CI, 9CI, ACI)

6-Hydroxy-1<i>H</i>-indazole

23244-88-4

Indazoles

pharmacetical