Name | 6-hydroxynaphthalene-1-carboxylic acid |
Synonyms | OHNA Hydroxynaphthoicacid 6-Hydroxynaphthoic acid 6-Hydroxy-1-naphthoic acid 6-HYDROXY-1-NAPHTHOIC ACID 2-NAPHTHOL-5-CARBOXYLIC ACID 6-hydroxynaphthalene-1-carboxylic acid 6-Hydroxy-1-naphthalenecarboxylic acid 1-naphthalenecarboxylic acid, 6-hydroxy- |
CAS | 2437-17-4 |
EINECS | 407-390-5 |
InChI | InChI=1/C11H8O3/c12-8-4-5-9-7(6-8)2-1-3-10(9)11(13)14/h1-6,12H,(H,13,14) |
Molecular Formula | C11H8O3 |
Molar Mass | 188.18 |
Density | 1.399±0.06 g/cm3(Predicted) |
Melting Point | 210°C |
Boling Point | 445.7±18.0 °C(Predicted) |
Flash Point | 237.5°C |
Solubility | soluble in Methanol |
Vapor Presure | 1E-08mmHg at 25°C |
Appearance | White to light yellow crystal powder |
Color | White to Brown |
pKa | 3.76±0.10(Predicted) |
Storage Condition | Inert atmosphere,Room Temperature |
Refractive Index | 1.716 |
MDL | MFCD00209983 |
Hazard Symbols | Xn - Harmful |
Risk Codes | R36/37/38 - Irritating to eyes, respiratory system and skin. R51 - Toxic to aquatic organisms R36 - Irritating to the eyes R22 - Harmful if swallowed |
Safety Description | S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S36/37/39 - Wear suitable protective clothing, gloves and eye/face protection. |
HS Code | 29182900 |
introduction | 6-hydroxy-1-naphthoic acid is widely used as an intermediate in organic synthesis, which is an important raw material for medicine and dye production. In recent years, tyrosine kinase targeted drugs (including monoclonal antibodies and small molecule compounds) have been actively developed and applied in various cancers such as hematological malignant tumors, lung cancer, kidney cancer, colorectal cancer, gastric cancer, and liver cancer. Deritinib is a small molecule multi-target tyrosine kinase inhibitor targeting VEGFR1, VEGFR2, FGFR1, PDGFRβ, c-Kit and c-Src. Similar drugs have been successfully applied in clinical anti-tumor therapy. |
application | 6-hydroxy-1-naphthoic acid can be used as an intermediate in organic synthesis and a pharmaceutical intermediate, mainly used in laboratory research and development and chemical production. |
preparation method | preparation of 6-hydroxy -1-naphthoic acid: add 20g of furoic acid, 19.3g of anisole and 100ml of chlorobenzene into a 250ml four-mouth bottle, stir and mix; Heat the oil bath to an internal temperature of 35-40 ℃, slowly add 55.9g of anhydrous aluminum trichloride; After feeding, stir and react at 75-80 ℃ for about 24 hours. Cooling, concentrate and evaporate chlorobenzene under reduced pressure; After distillation, drop to room temperature, add 60ml of N,N-dimethylformamide into the reaction flask, stir and mix, slowly and separately add 32.1g of anhydrous aluminum trichloride at room temperature; After feeding, the oil bath is heated to an internal temperature of 135 ℃, and the heat preservation reaction is carried out for 6 hours. The normal water is cooled to room temperature; The reaction solution is slowly added to dilute hydrochloric acid solution for hydrolysis. Extraction with ethyl acetate for several times, combine ethyl acetate extract, wash, ph to weak acid; The organic layer is concentrated under reduced pressure to recover ethyl acetate. The residue is decolorized and recrystallized with dilute alcohol water to obtain 14.6g of 6-hydroxy -1-naphthoic acid in gray to light yellow powder form, with yield of 43.5%, melting point of 204.5~208.7 ℃ and purity of 98.5%. |