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| | 2-ACETYLAMINO-ISONICOTINIC ACID Basic information |
| | 2-ACETYLAMINO-ISONICOTINIC ACID Chemical Properties |
| Melting point | 286-290 | | Boiling point | 585.3±35.0 °C(Predicted) | | density | 1.404±0.06 g/cm3(Predicted) | | storage temp. | Inert atmosphere,Room Temperature | | form | Solid | | pka | 1.74±0.10(Predicted) | | Appearance | White to light yellow Solid | | InChI | 1S/C8H8N2O3/c1-5(11)10-7-4-6(8(12)13)2-3-9-7/h2-4H,1H3,(H,12,13)(H,9,10,11) | | InChIKey | VNQIEKXUBYBTPS-UHFFFAOYSA-N | | SMILES | CC(=O)Nc1cc(ccn1)C(O)=O |
| Hazard Codes | Xi | | WGK Germany | 3 | | HazardClass | IRRITANT | | HS Code | 2933399990 | | Storage Class | 11 - Combustible Solids |
| | 2-ACETYLAMINO-ISONICOTINIC ACID Usage And Synthesis |
| Uses | 2-Acetylaminoisonicotinic Acid is a reactant in the preparation of nicotinic acid analogues as potent-hypoxia inducible factor (HIF)-1α inhibitors. | | Synthesis | b) Synthesis of 2-acetamido pyridine-4-carboxylic acid (3): 214.0 g of 2-(acetamido)-4-methylpyridine (2) was added in batches to an aqueous solution of 160 g of potassium permanganate at 50 °C while maintaining stirring. An additional 360 g of potassium permanganate was added in batches over a period of 1 hour, during which the temperature of the reaction mixture needed to be controlled not to exceed 90 °C. After completion of the reaction, stirring was continued for 1.5 hours, followed by thermal filtration. The pH of the filtrate was adjusted to 3-4 with concentrated hydrochloric acid, and the white precipitate precipitated was 2-acetylaminopyridine-4-carboxylic acid (3). After separation by filtration and drying under vacuum conditions, 108.0 g of product was obtained in 42% yield. | | References | [1] Journal of Organic Chemistry, 2003, vol. 68, # 11, p. 4527 - 4530
[2] Patent: WO2006/89798, 2006, A1. Location in patent: Page/Page column 25
[3] Patent: EP1894925, 2008, A1. Location in patent: Page/Page column 14; 41
[4] Journal of Medicinal Chemistry, 2017, vol. 60, # 16, p. 6942 - 6990
[5] Farmaco, Edizione Scientifica, 1958, vol. 13, p. 485,487 |
| | 2-ACETYLAMINO-ISONICOTINIC ACID Preparation Products And Raw materials |
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