6-Hydroxyindazole
- CAS No.
- 23244-88-4
- Chemical Name:
- 6-Hydroxyindazole
- Synonyms
- 1H-indazol-6-ol;6-Hydroxy-1H-indazole;6-Indazolol;indazol-6-ol;6-hydroxyindazole;6-Hydroxy-1H-indazoL;6-Hydroxyindazole>1,2-dihydroindazol-6-one;6-Hydroxy-1H-indazole;1H-Indazol-6-ol (6CI, 8CI, 9CI, ACI)
- CBNumber:
- CB0898469
- Molecular Formula:
- C7H6N2O
- Molecular Weight:
- 134.14
- MDL Number:
- MFCD00022788
- MOL File:
- 23244-88-4.mol
- MSDS File:
- SDS
- TDS File:
- TDS
| 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 |
| EWG's Food Scores | 1 |
| UNSPSC Code | 12352100 |
| NACRES | NA.22 |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |  GHS07 |
|||||||||
|---|---|---|---|---|---|---|---|---|---|---|
| Signal word | Warning | |||||||||
| Hazard statements | H302 | |||||||||
| Precautionary statements | P501-P270-P264-P301+P312+P330 | |||||||||
| Hazard Codes | Xn | |||||||||
| Risk Statements | 22 | |||||||||
| WGK Germany | 3 | |||||||||
| RTECS | NK8010000 | |||||||||
| HS Code | 2933998090 | |||||||||
| Storage Class | 11 - Combustible Solids | |||||||||
| Hazard Classifications | Acute Tox. 4 Oral | |||||||||
| Toxicity | mouse,LD50,intravenous,180mg/kg (180mg/kg),U.S. Army Armament Research & Development Command, Chemical Systems Laboratory, NIOSH Exchange Chemicals. Vol. NX#04549, | |||||||||
| NFPA 704 |
|
6-Hydroxyindazole price More Price(34)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Sigma-Aldrich | 717134 | 6-Hydroxy-1H-indazole 97% | 23244-88-4 | 1g | $69.5 | 2023-01-07 | Buy |
| TCI Chemical | H1359 | 6-Hydroxyindazole >98.0%(GC)(T) | 23244-88-4 | 1g | $83 | 2024-03-01 | Buy |
| Activate Scientific | AS50481 | 6-Hydroxyindazole 97% | 23244-88-4 | 1g | $33 | 2026-06-04 | Buy |
| Activate Scientific | AS50481 | 6-Hydroxyindazole 97% | 23244-88-4 | 5g | $116 | 2026-06-04 | Buy |
| Activate Scientific | AS50481 | 6-Hydroxyindazole 97% | 23244-88-4 | 25g | $560 | 2026-06-04 | Buy |
6-Hydroxyindazole Chemical Properties, Uses, 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
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| JiangYin Ruisheng Chemical Co., Ltd. | 13003356808 | 1485751188@qq.com | China | 403 | 55 |
| Shandong Yizhi Medical Technology Co., LTD | 13287715206 15508629772 | 2786175817@qq.com | China | 65 | 58 |
| J & K SCIENTIFIC LTD. | 18210857532 18210857532 | jkinfo@jkchemical.com | China | 96815 | 76 |
| TCI (Shanghai) Development Co., Ltd. | 021-67121386 | Sales-CN@TCIchemicals.com | China | 24512 | 81 |
| ChangShu Haitian Fine Chemicals Co.,Ltd | 13913622609 | 974295387@qq.com | China | 192 | 61 |
| Energy Chemical | 400-0056266 | sales8178@energy-chemical.com | China | 44850 | 61 |
| Capot Chemical Co., Ltd | +86 (0) 571 85 58 67 18 | China | 18187 | 66 | |
| WUHAN SUN-SHINE BIO-TECHNOLOGY Co., Ltd. | 17702719238 | sales@sun-shinechem.com | China | 1197 | 64 |
| ZEROSCHEM.CO.,LTD. | 10-61256048 13810278579; | sales@zeroschem.com | China | 1401 | 59 |
| Nanjing Chemlin Chemical Co., Ltd | 025-83697070 13770331960 | info@chemlin.com.cn | China | 16306 | 64 |
View Latest Price from 6-Hydroxyindazole manufacturers
| Image | Update time | Product | Price | Min. Order | Purity | Supply Ability | Manufacturer | |
|---|---|---|---|---|---|---|---|---|
 |
2025-04-04 | 6-Hydroxyindazole
23244-88-4
|
1KG | 98% | 1Ton | Henan Aochuang Chemical Co.,Ltd. | ||
 |
2019-07-06 | 6-Hydroxyindazole
23244-88-4
|
$8.00 | 1kg | 99% | 10tons | Career Henan Chemical Co |
-
- 6-Hydroxyindazole
23244-88-4
- 98%
- Henan Aochuang Chemical Co.,Ltd.
-
- 6-Hydroxyindazole
23244-88-4
- $8.00
- 99%
- Career Henan Chemical Co
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