Application of compounds in isorhodanic ester classes for treating diseases of prostate and skin cancer
A technology of ester compounds and isothiocyanate, which is applied in the application field of isothiocyanate compounds in prostate diseases and skin cancer, can solve the problems of affecting stability and poor stability, and achieve good stability, Less toxic and side effects, low dose effect
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Embodiment 1
[0088] Example 1: Preparation of phenethyl isothiocyanate
[0089] Instruments and reagents:
[0090] 1 H-NMR spectrum was measured with BruckerAV-300 nuclear magnetic resonance instrument, internal standard TMS, and the solvent was CDCl without special instructions 3 ; MS is measured with Nicolet FTMS-2000 mass spectrometer; elemental analysis is measured with Elementar Vario EL III instrument.
[0091] Thin layer chromatography (TLC) uses silica gel GF 254 (Produced by Qingdao Ocean Chemical Plant) self-made; reagents are commercially available chemically pure or analytical pure products, used directly without treatment.
Embodiment 1-1
[0092] Example 1-1: Extraction of phenethyl isothiocyanate from natural plants
[0093] a. Cut the watercress into pieces, add water, and leave it at room temperature for several days. Under the action of enzymes, phenethyl isothiocyanate is decomposed, extracted with water-incompatible solvents such as n-hexane, and then evaporated in vacuo , And then vacuum distillation to get the product, the product can get higher yield and purity [6] (For specific methods, see: Ribnicky David M, Polev Alexander A et al. 2000).
[0094] b. According to the above method, phenethyl isothiocyanate can also be obtained from the winter cabbage; after soaking the root pieces of M. lanolinensis in water, and then steam distillation, the above phenethyl isothiocyanate can be obtained.
Embodiment 1-2
[0095] Example 1-2: Synthesis of phenethyl isothiocyanate by chemical method
[0096] Add 15mL CH to a 50mL round bottom flask 2 Cl 2 And 3mL (40mmol) of thiophosgene, stir, cool to 0°C, slowly add an equivalent amount of triethylamine (4.04g, 40mmol) with a constant pressure dropping funnel to the mixture (the process of dripping exotherms, the temperature Should not exceed 15℃). After dripping, react at room temperature for 5-6 hours. After detecting the disappearance of phenethylamine by TLC, add 10 mL of water to quench the reaction. Add 5mLCH 2 Cl 2 , Separate the organic phase with a separatory funnel, wash the organic phase twice with water (15 mL×2), dry the organic phase with anhydrous sodium sulfate, filter, and concentrate the organic phase to dryness. The residue was purified with petroleum ether (boiling range 60-90°C) as the eluent, eluted and purified by a silica gel column, concentrated, and subjected to vacuum distillation to obtain 4.9 g of a colorless oily liqui...
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