Exoderil
Naftifine
CAS: 65472-88-0
Molecular Formula: C21H21N
Exoderil - Names and Identifiers
Exoderil - Physico-chemical Properties
| Molecular Formula | C21H21N |
| Molar Mass | 323.86 |
| Density | 1.082±0.06 g/cm3(Predicted) |
| Melting Point | 177 °C |
| Boling Point | bp0.015 torr 162-167° |
| Storage Condition | Room Temprature |
| MDL | MFCD00059047 |
| Physical and Chemical Properties | Chemical properties colorless viscous liquid, boiling point 162~167 ℃(2.00Pa). Naftifine hydrochloride (Naftifine Hydrochloride):C21H2lN?HCl. [65473-14-5]. Crystallized in propanol with a melting point of 177 ℃. |
| Use | Uses broad-spectrum topical antifungal agents. Mainly used for anti-dermatophytes, its efficacy is better than that of psoriasis, clotrimazole, miconazole and econazole and other drugs, low toxicity. |
Exoderil - Upstream Downstream Industry
| Raw Materials | Paraformaldehyde Acetophenone formaldehyde ACETALDEHYDE AMMONIA N-Methyl-1-naphthalenemethylamine hydrochloride Naftifine hydrochloride Sodium carbonate Cinnamyl chloride N,N-Dimethylformamide |
Exoderil - Production method
Method 1:1.42 Gn-methyl-1-naphthylamine hydrochloride and 2.89g sodium carbonate dissolved in 10ml dimethylformamide, and 1.25g cinnamyl chloride was added dropwise at room temperature. After adding, continue stirring at room temperature for 18 hours. Filtration, filtrate reduced pressure concentration. The residue is dissolved in toluene, anhydrous sodium sulfate is dried, filtered and concentrated to obtain naftifine with a boiling point of 162~167 ℃/2.00Pa. The action of naftifine and isopropanol solution containing hydrogen chloride can give naftifine hydrochloride with a melting point of 177°C (recrystallization of propanol). It can also be recrystallized with isopropanol-ether.
Or use 1-chloromethylnaphthalene as raw material. At 5~7 ℃, 30% methylamine ethanol solution was added dropwise to the ethanol solution of 1-chloromethylnaphthalene, and stirred overnight at room temperature. Evaporation to remove ethanol, the residue is dissolved in chloroform, washed to neutral, dried, concentrated, and distilled under reduced pressure to collect the fraction of 133~134 ℃/0.533kPa, namely N-methyl -1-naphthylamine, with 70% yield. Concentrated hydrochloric acid was added to N-methyl-1-naphthylamine at room temperature, sodium carbonate and dimethylformamide were added, cinnamyl chloride was added dropwise, stirred and filtered. Concentrate the filtrate to dry, add toluene, dry, concentrate. Add isopropanol and adjust to Ph = 3 with concentrated hydrochloric acid. Add ether, filter, wash and dry to obtain white solid naftifine hydrochloride with 59.3% yield and melting point 175~177 ℃.
Method 2: Under the cooling of ice bath, the absolute ethanol solution of 1-chloromethylnaphthalene was added dropwise to the ethanol solution of methylamine 30%, and then left overnight at room temperature to obtain N-methyl-1-naphthylamine. Dissolve it in ethanol, add concentrated salt, 35% formaldehyde aqueous solution and acetophenone, heat and reflux, and add polyoxymethylene fine powder, carry out Mannich reaction to obtain 2-[N-methyl-N-(1-naphthyl) amino] ethyl phenyl ketone. In the presence of a catalytic phase transfer catalyst, in ethyl acetate, sodium borohydride is used to reduce the carbonyl group to the hydroxyl group. Finally, in hydrochloric acid, reflux dehydrated naftifine hydrochloride. The total yield is 30.1%.
Last Update：2024-04-09 01:59:49
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CAS: 65472-88-0
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CAS: 65472-88-0
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CAS: 65472-88-0
Tel: +86-21-56795779
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QQ: 2850607228
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View History
Raw Materials for Exoderil
Paraformaldehyde
formaldehyde
ACETALDEHYDE AMMONIA
Naftifine hydrochloride
Sodium carbonate
N,N-Dimethylformamide
formaldehyde
ACETALDEHYDE AMMONIA
Naftifine hydrochloride
Sodium carbonate
N,N-Dimethylformamide