4-Fluoro-5-hydroxy-2-methylindole
- CAS No.
- 288385-88-6
- Chemical Name:
- 4-Fluoro-5-hydroxy-2-methylindole
- Synonyms
- CEDI-006;4-FLUORO-5-HYDROXY-2-ME;4-FLUORO-2-METHYL-1H-INDOL-5-OL;4-Fluoro-5-hydroxy-2-methylindol;1H-Indol-5-ol, 4-fluoro-2-Methyl-;4-FLUORO-5-HYDROXY-2-METHYLINDOLE;2-Methyl-4-fluoro-5-hydroxyindole;4-Fluoro-5-hydroxy-2-methylindoleor;4-Fluoro-5-hydroxy-2-methyl-1H-indole;Cediranib 4-Fluoro 5-Hydroxy 2-Methylindole
- CBNumber:
- CB5685068
- Molecular Formula:
- C9H8FNO
- Molecular Weight:
- 165.16
- MDL Number:
- MFCD07368140
- MOL File:
- 288385-88-6.mol
- MSDS File:
- SDS
| Boiling point | 327.3±37.0 °C(Predicted) |
|---|---|
| Density | 1.367 |
| storage temp. | 2-8°C(protect from light) |
| form | solid |
| pka | 7.39±0.50(Predicted) |
| Appearance | Light yellow to brown Solid |
| InChI | InChI=1S/C9H8FNO/c1-5-4-6-7(11-5)2-3-8(12)9(6)10/h2-4,11-12H,1H3 |
| InChIKey | UMWRMOYYUHIPDT-UHFFFAOYSA-N |
| SMILES | N1C2=C(C(F)=C(O)C=C2)C=C1C |
| CAS DataBase Reference | 288385-88-6(CAS DataBase Reference) |
| UNSPSC Code | 12352200 |
| NACRES | NA.21 |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |  GHS07 |
|---|---|
| Signal word | Warning |
| Hazard statements | H315-H319-H335 |
| Precautionary statements | P261-P305+P351+P338 |
| WGK Germany | WGK 3 |
| HS Code | 2933998090 |
| Storage Class | 11 - Combustible Solids |
4-Fluoro-5-hydroxy-2-methylindole price More Price(37)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| AstaTech | 61086 | 4-FLUORO-2-METHYL-1H-INDOL-5-OL 97% | 288385-88-6 | 5G | $68 | 2026-04-30 | Buy |
| AstaTech | 61086 | 4-FLUORO-2-METHYL-1H-INDOL-5-OL 97% | 288385-88-6 | 10G | $123 | 2026-04-30 | Buy |
| AstaTech | 61086 | 4-FLUORO-2-METHYL-1H-INDOL-5-OL 97% | 288385-88-6 | 50G | $562 | 2026-04-30 | Buy |
| Apolloscientific | PC908657 | 4-Fluoro-5-hydroxy-2-methylindole 98% | 288385-88-6 | 250mg | $21 | 2026-06-04 | Buy |
| Apolloscientific | PC908657 | 4-Fluoro-5-hydroxy-2-methylindole 98% | 288385-88-6 | 1g | $22 | 2026-06-04 | Buy |
4-Fluoro-5-hydroxy-2-methylindole Chemical Properties, Uses, Production
Uses
4-Fluoro-5-hydroxy-2-methylindole is used as a pharmaceutical intermediate. It condenses with chloroquinazoline (IX) in hot DMF in the presence of K2CO3 to yield cediranib. Cediranib is a potent, orally administered inhibitor of vascular endothelial growth factor (VEGF) receptors 1, 2 and 3, which blocks tumour angiogenesis and is being investigated in clinical trials for ovarian and brain cancers.
Hazard
4-Fluoro-5-hydroxy-2-methylindole is an irritant. Exposure may cause respiratory tract irritation, skin irritation and severe eye irritation. It is harmful if swallowed or in contact with the skin, causing acute toxicity and dermal toxicity. It is extremely toxic to aquatic organisms.
Synthesis
288385-98-8
288385-88-6
The general procedure for the synthesis of 4-fluoro-5-hydroxy-2-methylindole from 2-acetylmethylene-3-fluoro-4-benzyloxynitrobenzene was as follows: 3-acetylmethyl-1-benzyloxy-2-fluoro-4-nitrobenzene (300 mg, 0.99 mmol) was dissolved in ethanol (10 mL) and acetic acid (1 mL) containing 10% palladium charcoal (30 mg), and the reaction was carried out at 50 °C in a 2 atmosphere of hydrogen at 2 atmospheres for 2 hours. Upon completion of the reaction, the mixture was filtered to remove the catalyst and the filtrate was subsequently evaporated to remove the solvent. The residue was dissolved in ethyl acetate and the organic phase was washed sequentially with aqueous sodium bicarbonate and saturated saline, followed by evaporation of the solvent to afford the crude product 4-fluoro-5-hydroxy-2-methylindole. The crude product was purified by column chromatography using ethyl acetate/petroleum ether (3:7, v/v) as eluent to finally obtain purified 4-fluoro-5-hydroxy-2-methylindole (63 mg, 30% yield). Mass spectrum (MS-ESI): m/z 166 [M+H]+. 1H NMR (DMSO-d6, δ): 2.35 (s, 3H), 6.05 (s, 1H), 6.65 (dd, 1H), 6.9 (d, 1H), 8.75 (s, 1H), 10.9 (s, 1H). 13C NMR (DMSO-d6, δ). 94.0, 106.0, 112.0, 118.5 (d), 132.0 (d), 136.0 (d), 136.5, 142.5 (d).
References
[1] Patent: WO2004/9542, 2004, A2. Location in patent: Page 36
[2] Patent: US2003/207878, 2003, A1
[3] Patent: US2003/212055, 2003, A1
4-Fluoro-5-hydroxy-2-methylindole Preparation Products And Raw materials
Raw materials
1of2
Preparation Products
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| CHANGZHOU GARDE PHARMTECH CO.,LTD | 18006124028 | gardepharm@163.com | China | 119 | 58 |
| Beijing Chempion Pharm-Tech Co. Ltd. | 15315619794 | BD@chempion.com.cn | China | 119 | 58 |
| Jinan Guangchen Pharmaceutical Technology Co., Ltd | 18563726319 | 2845578351@qq.com | China | 7026 | 58 |
| shanghai | 18918214718 | sales@fultrachem.com | China | 39 | 58 |
| Shanghai Arbor Chemical Co., Ltd. | 021-60451683 15021268886 | sales@arborchemical.com | China | 837 | 55 |
| Hunan Eurasian Pharmaceutical Co. Ltd. | 0592-5789919 13328776692 | 2851802018@qq.com;2851802016@qq.com | China | 88 | 58 |
| J & K SCIENTIFIC LTD. | 18210857532 18210857532 | jkinfo@jkchemical.com | China | 96815 | 76 |
| Chembest Research Laboratories Limited | 021-20908456 | sales@BioChemBest.com | China | 5996 | 61 |
| Capot Chemical Co., Ltd | +86 (0) 571 85 58 67 18 | China | 18187 | 66 | |
| JinYan Chemicals(ShangHai) Co.,Ltd. | 13817811078 | sales@jingyan-chemical.com | China | 9963 | 60 |
View Latest Price from 4-Fluoro-5-hydroxy-2-methylindole manufacturers
| Image | Update time | Product | Price | Min. Order | Purity | Supply Ability | Manufacturer | |
|---|---|---|---|---|---|---|---|---|
 |
2025-05-23 | 4-Fluoro-5-hydroxy-2-methylindole
288385-88-6
|
$10.00 | 1kg | 99% | 20 ton | Hebei Zhuanglai Chemical Trading Co Ltd | |
 |
2025-04-04 | 4-Fluoro-5-hydroxy-2-methylindole
288385-88-6
|
1kg | 98% | 1Ton | Henan Aochuang Chemical Co.,Ltd. | ||
 |
2022-02-24 | 4-Fluoro-5-hydroxy-2-methylindole
288385-88-6
|
$10.00 | 1KG | 99% | 10tons | Xingtai Haoxun Import and Export Trade Co., Ltd. |
-
- 4-Fluoro-5-hydroxy-2-methylindole
288385-88-6
- $10.00
- 99%
- Hebei Zhuanglai Chemical Trading Co Ltd
-
- 4-Fluoro-5-hydroxy-2-methylindole
288385-88-6
- 98%
- Henan Aochuang Chemical Co.,Ltd.
-
- 4-Fluoro-5-hydroxy-2-methylindole
288385-88-6
- $10.00
- 99%
- Xingtai Haoxun Import and Export Trade Co., Ltd.
