1H-indazole-6-carboxylic acid
- CAS No.
- 704-91-6
- Chemical Name:
- 1H-indazole-6-carboxylic acid
- Synonyms
- 6-Carboxy-1H-indazole;INDAZOLE-6-CARBOXYLIC ACID;1H-Indazole-6-carboylic acid;1H-Indazol-6-carboxylic acid;1-H-indazole-6-carboxyle acid;1H-INDAZOLE-6-CARBOXYLIC ACID;6-(1H)INDAZOLE CARBOXYLIC ACID;1H-Indazole-6-carboxylic acid 97%;1H-Indazole-6-carboxylic acid, 97%+;1H-Indazole-6-carboxylic acid
- CBNumber:
- CB3113514
- Molecular Formula:
- C8H6N2O2
- Molecular Weight:
- 162.15
- MDL Number:
- MFCD06804571
- MOL File:
- 704-91-6.mol
- MSDS File:
- SDS
- TDS File:
- TDS
| Product description | Number | Pack Size | Price |
| 1H-Indazole-6-carboxylic acid 97% | 702420 | 1g | $114 |
| INDAZOLE-6-CARBOXYLIC ACID 97% | 50697 | 5G | $48 |
| INDAZOLE-6-CARBOXYLIC ACID 97% | 50697 | 25G | $212 |
| INDAZOLE-6-CARBOXYLIC ACID 97% | 50697 | 100G | $585 |
| 1H-Indazole-6-carboxylic acid 95% | OR60063 | 1g | $21 |
| More product size | |||
| Melting point | 302-307 °C |
|---|---|
| Boiling point | 443.7±18.0 °C(Predicted) |
| Density | 1.506±0.06 g/cm3(Predicted) |
| storage temp. | Sealed in dry,Room Temperature |
| pka | 4.01±0.30(Predicted) |
| form | Crystalline Powder |
| color | White to light brown |
| InChI | InChI=1S/C8H6N2O2/c11-8(12)5-1-2-6-4-9-10-7(6)3-5/h1-4H,(H,9,10)(H,11,12) |
| InChIKey | DNCVTVVLMRHJCJ-UHFFFAOYSA-N |
| SMILES | N1C2=C(C=CC(C(O)=O)=C2)C=N1 |
| UNSPSC Code | 12352100 |
| NACRES | NA.22 |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |  GHS07 |
|---|---|
| Signal word | Warning |
| Hazard statements | H315-H319-H335 |
| Precautionary statements | P261-P305+P351+P338 |
| PPE | Eyeshields, Gloves, type N95 (US) |
| WGK Germany | 3 |
| HazardClass | IRRITANT |
| HS Code | 29339980 |
| Storage Class | 11 - Combustible Solids |
1H-indazole-6-carboxylic acid price More Price(71)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Sigma-Aldrich | 702420 | 1H-Indazole-6-carboxylic acid 97% | 704-91-6 | 1g | $114 | 2026-04-30 | Buy |
| AstaTech | 50697 | INDAZOLE-6-CARBOXYLIC ACID 97% | 704-91-6 | 5G | $48 | 2026-04-30 | Buy |
| AstaTech | 50697 | INDAZOLE-6-CARBOXYLIC ACID 97% | 704-91-6 | 25G | $212 | 2026-04-30 | Buy |
| AstaTech | 50697 | INDAZOLE-6-CARBOXYLIC ACID 97% | 704-91-6 | 100G | $585 | 2026-04-30 | Buy |
| Apolloscientific | OR60063 | 1H-Indazole-6-carboxylic acid 95% | 704-91-6 | 1g | $21 | 2026-06-04 | Buy |
1H-indazole-6-carboxylic acid Chemical Properties,Uses,Production
Uses
1H-Indazole-6-carboxylic Acid is used as a reagent to synthesize azabicyclic aryl amides, which act as α7 nicotinic acetylcholine receptor agonists.
Preparation
Synthesis of 1H-indazole-6-carboxylic acid, H2L3: MeL3Ac (1.0 g; 4.6 mmol) was dissolved in 40 mL THF, and this solution was added to a 40 mL aqueous solution of lithium hydroxide (5.0 g; 210 mmol). The resulting suspension was heated at reflux with vigorous stirring overnight, after which time the solution was concentrated under vacuum to remove the organic phase. The resulting solution was filtered, adjusted to pH 3 with conc. HCl, to precipitate the product as a pale brown solid, which was filtered, washed with water and dried under vacuum. Yield 315 mg, 43%. mp 292–296 °C (decomp);
δH (500 MHz, d6-DMSO): 7.67 (dd, 1H, J = 8.3, 1.0 Hz, H4 ), 7.85 (dd, 1H, J = 8.3, 0.8 Hz, H3 ), 8.15 (s, 1H, H6 ), 8.18 (d, 1H, J = 0.8 Hz, H2 ), 13.24 (br s, 2H, H1 & H5 ); δC (125 MHz, CD3OD): 114.1, 122.0, 122.6, 127.1, 130.6, 135.2, 141.4, 170.4; HRMS-ESI m/z: found: 163.0503; C8H7N2O2 requires: 163.0502 [M + H+ ]; ˉνmax/cm1 (KBr): 3258 br, 2864 br, 2582 br, 1679 s, 1579 m, 1518 m, 1425 m, 1230 s, 1087 m, 954 s, 857 m, 762 m, 693 m.
Synthesis
170487-40-8
704-91-6
General procedure for the synthesis of 1H-indazole-6-carboxylic acid from methyl 1H-indazole-6-carboxylate: to a stirred solution of methyl 1H-indazole-6-carboxylate (1.0 g, 5.676 mmol, 1 eq.) in a solvent mixture of tetrahydrofuran/ethanol/water (1:1:1, 10 mL) was added lithium hydroxide (476 mg, 11.353 mmol, 2 eq.) . The reaction mixture was stirred at room temperature for 16 hours. Upon completion of the reaction, the solvent was removed by evaporation and the residue was diluted with 10 mL of water and the pH was adjusted to 4-5 with 2N hydrochloric acid to give a solid precipitate. The precipitate was collected by filtration and dried to give 1H-indazole-6-carboxylic acid (900 mg, 97% yield) as an off-white solid.TLC conditions: methanol/dichloromethane (1:9), Rf value 0.1.1H NMR (300 MHz, DMSO-d6): δ 13.36 (s, 1H), 13.04 (s, 1H), 8.24-8.08 (m , 2H), 7.85 (dd, J=8.5,0.9Hz, 1H), 7.67 (dd, J=8.4,1.3Hz, 1H).
References
[1] Patent: WO2016/8590, 2016, A1. Location in patent: Page/Page column 56
[2] Patent: WO2005/44817, 2005, A1. Location in patent: Page/Page column 118-119
[3] Patent: CN105693520, 2016, A. Location in patent: Paragraph 0196; 0197; 0198; 0199; 0200; 0201
[4] Patent: EP3067351, 2016, A1. Location in patent: Paragraph 0087; 0088
1H-indazole-6-carboxylic acid Preparation Products And Raw materials
Raw materials
1of2
Preparation Products
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| ATK CHEMICAL COMPANY LIMITED | +undefined-21-51877795 | ivan@atkchemical.com | China | 33024 | 60 |
| career henan chemical co | +86-0371-86658258 +8613203830695 | sales@coreychem.com | China | 29815 | 58 |
| Alchem Pharmtech,Inc. | 8485655694 | sales@alchempharmtech.com | United States | 63687 | 58 |
| CONIER CHEM AND PHARMA LIMITED | +8618523575427 | sales@conier.com | China | 49979 | 58 |
| Guangzhou Yuheng Pharmaceutical Technology Co., Ltd | +8613580539051 | joe@yuhengpharm.com | CHINA | 21142 | 58 |
| Neostar United (Changzhou) Industrial Co., Ltd. | +86-0519-85551759 +8613506123987 | marketing1@neostarunited.com | China | 8828 | 58 |
| Zhengzhou Alfa Chemical Co.,Ltd | +8618530059196 | sale04@alfachem.cn | China | 9542 | 58 |
| Hefei TNJ Chemical Industry Co.,Ltd. | +86-0551-65418671 +8618949823763 | sales@tnjchem.com | China | 34563 | 58 |
| Win-Win chemical CO., Limited | +86-0086-577-64498589 +86-15355981851 | sales@win-winchemical.com | China | 14304 | 58 |
| KARMEL TECHNOLOGY (HK) CO.,LIMITED | +8618795957998 | karmelhk@126.com | CHINA | 2886 | 58 |
View Lastest Price from 1H-indazole-6-carboxylic acid manufacturers
| Image | Update time | Product | Price | Min. Order | Purity | Supply Ability | Manufacturer | |
|---|---|---|---|---|---|---|---|---|
 |
2021-07-02 | 1H-Indazole-6-carboxylic acid
704-91-6
|
$10.00-15.00 | 1KG | 99%+ HPLC | Zhuozhou Wenxi import and Export Co., Ltd | ||
 |
2019-07-10 | 1H-INDAZOLE-6-CARBOXYLIC ACID
704-91-6
|
$1.00 | 1KG | 98% | 150KG | Career Henan Chemical Co |
-
- 1H-Indazole-6-carboxylic acid
704-91-6
- $10.00-15.00
- 99%+ HPLC
- Zhuozhou Wenxi import and Export Co., Ltd
-
- 1H-INDAZOLE-6-CARBOXYLIC ACID
704-91-6
- $1.00
- 98%
- Career Henan Chemical Co
704-91-6(1H-indazole-6-carboxylic acid)Related Search:
1of4
