6-Methylnicotinic
6-Methylnicotinic acid
CAS: 3222-47-7
Molecular Formula: C7H7NO2
6-Methylnicotinic - Names and Identifiers
| Name | 6-Methylnicotinic acid |
| Synonyms | 6-Methylnicotinic RARECHEM AL BO 0418 TIMTEC-BB SBB006666 6-METHYLNICOTINIC ACID 6-Methylnicotinic acid 6-methylpyridine-3-carboxylate 6-Methylpyridine-3-carboxylic acid 6-METHYLPYRIDINE-3-CARBOXYLIC ACID |
| CAS | 3222-47-7 |
| EINECS | 670-942-0 |
| InChI | InChI=1/C7H7NO2/c1-5-2-3-6(4-8-5)7(9)10/h2-4H,1H3,(H,9,10)/p-1 |
| InChIKey | RZOKQIPOABEQAM-UHFFFAOYSA-N |
6-Methylnicotinic - Physico-chemical Properties
| Molecular Formula | C7H7NO2 |
| Molar Mass | 137.14 |
| Density | 1.2528 (rough estimate) |
| Melting Point | 210-213 °C (lit.) |
| Boling Point | 251.96°C (rough estimate) |
| Flash Point | 132.9°C |
| Water Solubility | Sparingly soluble in water. |
| Solubility | DMSO (Slightly), Methanol (Slightly) |
| Vapor Presure | 0.000659mmHg at 25°C |
| Appearance | Yellow-like crystals |
| Color | White to light yellow to beige |
| BRN | 112049 |
| pKa | 2.37±0.10(Predicted) |
| Storage Condition | Inert atmosphere,Room Temperature |
| Refractive Index | 1.5030 (estimate) |
| MDL | MFCD00006341 |
| Use | Used as a pharmaceutical Intermediate |
6-Methylnicotinic - Risk and Safety
| Hazard Symbols | Xi - Irritant |
| Risk Codes | 36/37/38 - Irritating to eyes, respiratory system and skin. |
| Safety Description | S37/39 - Wear suitable gloves and eye/face protection S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S36 - Wear suitable protective clothing. |
| WGK Germany | 3 |
| HS Code | 29333990 |
| Hazard Class | IRRITANT |
6-Methylnicotinic - Reference Information
| Uses | 6-methylnicotinic acid is a white-like crystal and is an important intermediate for the synthesis of etaxoxib. Etamoxib (etoricoxib,MK-663) is a highly selective cyclooxygenase-2 inhibitor developed by Merck Company in the United States. It is used to treat rheumatoid arthritis, osteoarthritis, postoperative toothache, chronic low back pain, acute gout and primary dysmenorrhea. Used as a pharmaceutical intermediate |
| Description | 6-methylnicotinic acid is a degradation product of nicotinic acid, an impurity of nicotinic acid. |
| application | 6-methylnicotinic acid is a carboxylic acid substance, which can be used as a pharmaceutical intermediate. |
| synthesis method | synthesis of 6-methylnicotinic acid 5-ethyl-2-methylpyridine ((11.5g, 0.1 mol) and water (1L) are added to a 2L single-mouth bottle, and potassium permanganate (45g,0.3mol) is added in several times under stirring: about 25% is added for the first time, about 15% is added after the purple disappears (about 2~3h), and the same amount is added every 1.5h until the addition is completed. During this period, the internal temperature is always controlled below 25 ℃. Add it to room temperature and stir for reaction overnight. Filtering, washing the filter cake with water (0.5L), combining the filtrate and lotion, concentrating under reduced pressure, and adjusting the residue (about 150ml)I6molL hydrochloric acid to pH 3. Extraction with ethyl acetate (120ml × 3), the organic phase was washed with water to neutral and then washed with saturated salt water, and concentrated to dry under reduced pressure to obtain white solid 3(11.5g,88%),mp > 200 ℃. Synthesis of 6-methyl nicotinate methyl ester light yellow liquid 6-methyl nicotinate methyl ester (10.5g, 83%) was prepared by feeding 6-methyl nicotinic acid (11.5g,84mmol), methanol (69ml,1.75mol) and concentrated sulfuric acid (0.32ml,5.9mmol). 1HMNR(CDC1)6: 2.60(3H,s,- CH3),3.90(3H,s,- COOCH3),7.2(1H, d, J = 8Hz, Py-5H),8.1 (1H, dd,J = 8, 2Hz, Py-2H),9.0(1H, d, J = 2Hz, Py-2H). The yield was 73% based on 5-ethyl-2-methylpyridine. |
Last Update：2024-04-09 15:16:49
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6-Methylnicotinic
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461432-24-6
2230807-31-3
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437757-12-5
13821-13-1
111721-75-6
2514756-38-6
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59032-27-8
461432-24-6
2230807-31-3
121623-97-0
437757-12-5
13821-13-1
111721-75-6
2514756-38-6
12001-79-5