54965-21-8
albendazole
CAS: 54965-21-8
Molecular Formula: C12H15N3O2S
54965-21-8 - Names and Identifiers
| Name | albendazole |
| Synonyms | ALBEN ALBENZA ALBAZINE ALBENDAZOLE albendazole AKOS NCG1-0064 Albendazole suspension methyl [6-(propylsulfanyl)-1H-benzimidazol-2-yl]carbamate [5-(PROPYLTHIO)BENZIMIDAZOL-2-YL]CARBAMIC ACID METHYL ESTER (5-(Propylthio)-1H-benzimidazol-2-yl)carbamic acid methyl ester [5-(PROPYLTHIO)-1H-BENZIMIDAZOL-2-YL]CARBAMIC ACID, METHYL ESTER (5-PROPYLSULFANYL-1H-BENZOIMIDAZOL-2-YL)-CARBAMIC ACID METHYL ESTER |
| CAS | 54965-21-8 |
| EINECS | 259-414-7 |
| InChI | InChI=1/C12H15N3O2S/c1-3-6-18-8-4-5-9-10(7-8)14-11(13-9)15-12(16)17-2/h4-5,7H,3,6H2,1-2H3,(H2,13,14,15,16) |
| InChIKey | HXHWSAZORRCQMX-UHFFFAOYSA-N |
54965-21-8 - Physico-chemical Properties
| Molecular Formula | C12H15N3O2S |
| Molar Mass | 265.33 |
| Density | 1.2561 (rough estimate) |
| Melting Point | 208-210 °C |
| Water Solubility | 0.75mg/L(209 ºC) |
| Solubility | Slightly soluble in acetone or chloroform, insoluble in water, slightly soluble in hot dilute hydrochloric acid, soluble in methanol, ethanol, acetic acid, etc. |
| Appearance | White powder |
| Color | White to Off-White |
| Merck | 14,210 |
| pKa | 10.72±0.10(Predicted) |
| Storage Condition | 2-8°C |
| Refractive Index | 1.6740 (estimate) |
| MDL | MFCD00083232 |
| Physical and Chemical Properties | White or off-white crystalline powder. Odorless. Tasteless. In acetone or chloroform slightly soluble, insoluble in water, slightly soluble in hot dilute hydrochloric acid, soluble in methanol, ethanol, acetic acid and so on. Melting point 206-212 °c (decomposition). |
| Use | Efficient broad-spectrum anthelmintic drugs, benzimidazole drugs in a broad spectrum of anthelmintic, insecticidal effect of the strongest one. It is suitable for removing roundworm, pinworm, hookworm, whipworm, and treating various types of cysticercosis. It can also be used for deworming of domestic animals. |
54965-21-8 - Risk and Safety
| Risk Codes | R61 - May cause harm to the unborn child R36/37/38 - Irritating to eyes, respiratory system and skin. R48/22 - Harmful danger of serious damage to health by prolonged exposure if swallowed. R63 - Possible risk of harm to the unborn child R33 - Danger of cumulative effects |
| Safety Description | S53 - Avoid exposure - obtain special instructions before use. S45 - In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.) 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. S36/37 - Wear suitable protective clothing and gloves. S24/25 - Avoid contact with skin and eyes. |
| WGK Germany | 2 |
| RTECS | FD1100000 |
| HS Code | 29332990 |
54965-21-8 - Reference
| Reference Show more | 1. Zheng Haiya, Wen Limei, Lu Guodong, etc. Study on the effect of artesunate against Echinococcus granulosus active oxygen on DNA mechanism in vitro [J]. Chinese Journal of pathogenic biology, 2017, 29 (08):751-756. |
54965-21-8 - Nature
Open Data Verified Data
white or off-white crystalline powder, odorless and tasteless. The melting point was 208-210 °c. Soluble in glacial acetic acid, slightly soluble in acetone or chloroform, practically insoluble in ethanol, insoluble in water.
Last Update：2024-01-02 23:10:35
54965-21-8 - Preparation Method
Open Data Verified Data
sodium sulfide was dissolved in 95% ethanol, and 2-nitro -4-thiofurate aniline was added. After stirring and cooling, bromopropane was added for reaction. Sodium sulfide was then added to the reaction. Ethanol was distilled off under reduced pressure. It was cooled and extracted with chloroform. The extract was washed with water and dried. S-methyl-n. N-= (methoxycarbonyl) isothiourea and glacial acetic acid were added and refluxed. Chloroform was distilled off, methanol was added, and the crude albendazole was obtained by cooling, Suction filtration, washing and drying.
Last Update：2022-01-01 09:09:48
54965-21-8 - Standard
Authoritative Data Verified Data
This product is methyl N-(5-propylthiobenzimidazol-2-yl) carbamate. The content of Cl2H15N302S shall not be less than 98.5% calculated as dry product.
Last Update：2024-01-02 23:10:35
54965-21-8 - Trait
Authoritative Data Verified Data
- This product is white or off-white powder; Odorless.
- This product is slightly soluble in acetone or chloroform, almost insoluble in ethanol, insoluble in water; Dissolved in glacial acetic acid.
melting point
The melting point of this product (General rule 0612) is 206~212 ℃, and it is decomposed at the same time during melting.
absorption coefficient
take about 10mg of this product, weigh it accurately, put it in a 100ml measuring flask, add 5ml of glacial acetic acid to dissolve it, dilute it to the scale with ethanol, shake it well, and take 5ml of it accurately, in a 50ml measuring flask, dilute to the mark with ethanol, shake well, measure absorbance at the wavelength of 295mn by UV-Vis spectrophotometry (General rule 0401), the absorption coefficient is 430 to 458.
Last Update：2022-01-01 12:00:22
54965-21-8 - Introduction
Slightly soluble in organic solvents, insoluble in water. No smell.
Last Update：2022-10-16 17:26:14
54965-21-8 - Use
Open Data Verified Data
albendazole is a broad-spectrum anthelmintic drug, which has a good effect on a variety of helminth infections, and has a significant effect on roundworm, Hook and pinworm infections.
Last Update：2022-01-01 09:09:49
54965-21-8 - Differential diagnosis
Authoritative Data Verified Data
- take about O.lg of this product, place the bottom of the test tube, put a moist lead acetate test paper at the nozzle, heat and burn the bottom of the test tube, and the generated gas can make the lead acetate test paper black.
- take about 0.1g of this product, dissolve in dilute sulfuric acid at a slight temperature, and add bismuth potassium iodide solution Dropwise to generate red-brown precipitate.
- the solution under the term of absorption coefficient has the maximum absorption at the wavelength of 295nm as determined by ultraviolet-visible spectrophotometry (General rule 0401), there is minimal absorption at a wavelength of 277nm.
- The infrared absorption spectrum of this product should be consistent with that of the control (Spectrum set 1092). If it is found that the absorption peak at 1380cm-1 is inconsistent with the spectrum of the control, it is advisable to dissolve the product in anhydrous ethanol in an appropriate amount, put it on a water bath and evaporate it to dryness, and measure it after drying under reduced pressure.
Last Update：2022-01-01 12:00:22
54965-21-8 - Exam
Authoritative Data Verified Data
Related substances
take this product, add chloroform-glacial acetic acid (9:1) to dissolve and make a solution containing 10 mg per lml as a test solution; Take an appropriate amount of precision, solutions (1) and (2) containing 100ug and 20% per 1 ml, respectively, were prepared as control solutions by dilution with three methane-glacial acetic acid (9:1). According to the thin layer chromatography (General 0502) test, absorb the above three solutions each 5 u1, respectively, on the same silica gel G thin layer plate, with chloroform-ether-glacial acetic acid (30:7:3) for the development of the solvent, expand, dry, immediately under the UV lamp (254nm) view. The control solution (2) should show a clear spot, the test solution such as impurity spots, the fluorescence intensity compared with the control solution (1) of the main spot, not stronger.
loss on drying
take this product, dry to constant weight at 105°C, weight loss shall not exceed 0.5% (General rule 0831).
burning residue
take l.Og of this product and check it according to law (General rule 0841). The residue left shall not exceed 0.2%.
Iron Salt
take the residue left under the item of ignition residue, add 2ml of hydrochloric acid, steam dry on a water bath, add 4ml of dilute hydrochloric acid, dissolve at a slight temperature, add 30ml of water and 50mg of ammonium persulfate, inspection according to law (General rule 0807), compared with the standard iron solution 0.003% ML made of the control solution, not deeper ().
Last Update：2022-01-01 12:00:23
54965-21-8 - Content determination
Authoritative Data Verified Data
take this product about 0.2g, precision weighing, add glacial acetic acid dissolved in 20ml, add crystal violet indicator liquid 1 drop, with high gas acid titration solution (0.1 mol/L) titration to the solution is green, and the result of the titration is corrected with a blank test. Each 1 ml of perchloric acid titration solution (0.1 mol/L) corresponds to 26.53mg of C12H15N302S.
Last Update：2022-01-01 12:00:24
54965-21-8 - Category
Authoritative Data Verified Data
anthelmintic drug.
Last Update：2022-01-01 12:00:24
54965-21-8 - Storage
Authoritative Data Verified Data
sealed storage.
Last Update：2022-01-01 12:00:24
54965-21-8 - Albendazol Tablets
Authoritative Data Verified Data
This product contains albendazole (C12H15N302S) should be 90.0% to 110.0% of the label.
trait
This product is white-like tablets, sugar-coated tablets or film-coated tablets, white or white after removing the coating.
identification
- take an appropriate amount of fine powder of this product (equivalent to 0.2g of albendazole), Add 30ml of ethanol, heat it on a water bath to dissolve albendazole, filter it, and evaporate the filtrate to dryness on the water bath, the tests (1) and (2) for identification of albendazole under submergence showed the same reaction.
- take the solution under the content determination item, according to UV-visible spectrophotometry (General 0401), there is a maximum absorption at the wavelength of 295mn, there is minimal absorption at a wavelength of 277nm.
examination
- dissolution of this product, according to the dissolution and release determination method (General 0931 second method) to 0.lmol/L hydrochloric acid solution 900ml as the dissolution medium, the speed is 75 revolutions per minute, according to the operation, after 45 minutes, take the solution filtration, precision take the appropriate amount of filtrate, with 0.1 mol/L sodium hydroxide solution is diluted to make a solution containing about 10ug per 1 ml, which is used as the test solution; In addition, about 20mg of albendazole reference substance is taken, and the sample is accurately weighed and placed in a 100ml measuring flask, add 5ml of 2% hydrochloric acid methanol solution, shake to dissolve, and use 0. Dilute 1 mol/L hydrochloric acid solution to the scale, shake well, take 5ml and put it in a 100ml measuring flask, use 0.1 mol/L sodium hydroxide solution diluted to the scale, shake, as a control solution. The absorbance was measured at a wavelength of 0401 nm by ultraviolet-visible spectrophotometry (general), and the elution amount of each tablet was calculated. The limit is 65% of the labeled amount and shall be in accordance with the provisions.
- others shall be in accordance with the relevant provisions under the item of tablets (General rule 0101).
Content determination
Take 20 tablets of this product (remove the coating if it is sugar-coated), precise weighing, fine grinding, precise weighing appropriate amount (about 20mg equivalent to albendazole), and put it in a 100ml measuring flask, add 10ml of glacial acetic acid, shake to dissolve albendazole, dilute to the scale with ethanol, shake well, filter, precisely take 5ml of continued filtrate, put it in a 100ml measuring flask, dilute to the scale with ethanol, shake well, according to UV-visible spectrophotometry (General 0401), the absorbance was measured at the wavelength of 295mn, and the absorption coefficient of C12H15N302S was calculated as 444.
category
Same as albendazole.
specification
(1)0.lg (2)0.2g (3)0.4g
storage
sealed storage.
Last Update：2022-01-01 12:00:25
54965-21-8 - Albendazole Capsules
Authoritative Data Verified Data
This product contains albendazole (C12H15N302S) should be 90.0% to 110.0% of the label.
identification
- take an appropriate amount of the content of this product (about 0.2g equivalent to albendazole), and show the same reaction according to the identification tests (1) and (2) under the item of albendazole.
- take the solution under the content determination item, according to UV-visible spectrophotometry (General 0401), there is a maximum absorption at the wavelength of 295mn, there is minimal absorption at a wavelength of 277nm.
examination
- dissolution of this product, according to the dissolution and release determination method (General 0931 second method), 0.5% sodium dodecyl sulfate 0.lmol/L hydrochloric acid solution 900ml as the dissolution medium, the rotation speed is 100 revolutions per minute, according to the operation, after 45 minutes, take the solution filtration, precision take the appropriate amount of filtrate, with 0.1 mol/L sodium hydroxide solution is diluted to prepare a solution containing about 6ug albendazole per 1 ml, and the absorbance is immediately measured at the wavelength of 308nm according to ultraviolet-visible spectrophotometry (General rule 0401); take about 20mg of albendazole reference product, weigh it accurately, put it in a 100ml measuring flask, add 5ml of 2% hydrochloric acid methanol, shake it to dissolve it, use 0. Dilute 1 mol/L hydrochloric acid solution to the scale, shake well, take 3ml and put it in a 100ml measuring flask, use O. 1 mol/L sodium hydroxide diluted to the scale, shake, the same method to calculate the amount of each dissolution. The limit is 70% of the labeled amount and shall be in accordance with the provisions.
- others should comply with the relevant provisions under the capsule (General 0103).
Content determination
take the contents under the difference of loading amount, mix evenly, weigh an appropriate amount (about 20mg equivalent to albendazole) accurately, put it in a 100ml measuring flask, and add 10ml of glacial acetic acid, shake to dissolve albendazole, dilute to the scale with ethanol, shake well (if necessary, filter), Take 5ml of continued filtrate, put it in a 100ml measuring flask, dilute to the scale with ethanol, shake well, according to UV-visible spectrophotometry (General rule 0401), the absorbance was measured at a wavelength of 444 nm, and the absorption coefficient of C12H15N302S was calculated.
category
Same as albendazole.
specification
(1)0.lg (2)0.2g
storage
sealed storage.
Last Update：2022-01-01 12:00:25
54965-21-8 - Albendazol Granules
Authoritative Data Verified Data
This product contains albendazole (C12H15N302S) should be 90.0% to 110.0% of the label.
trait
This product is colored particles; Gas fragrance.
identification
- take an appropriate amount of fine powder of this product (equivalent to 0.2g of albendazole), Add 30ml of ethanol, heat it on a water bath to dissolve albendazole, filter it, and evaporate the filtrate to dryness on the water bath, the identification under albendazole (2) test showed the same reaction.
- take the solution under the content determination item, according to UV-visible spectrophotometry (General 0401), there is a maximum absorption at the wavelength of 295nm, there is minimal absorption at a wavelength of 277nm.
examination
should be consistent with the granules under the relevant provisions (General Principles 0104).
Content determination
take an appropriate amount of fine powder of this product (about 20mg equivalent to albendazole), weigh it accurately, put it in a 100ml measuring flask, add 10ml of glacial acetic acid, shake it to dissolve albendazole, dilute it with ethanol to the scale, shake well, filter, Take 5ml of continuous filtrate accurately, put it in a 0401 ml measuring flask, dilute it with ethanol to scale, shake well, and measure it according to UV-Vis spectrophotometry (general rule), the absorbance was measured at a wavelength of 295nm, and the absorption coefficient of C12H15N302S was calculated to be 444.
category
Same as albendazole.
specification
(l)lg:0.lg (2)lg:0.2g
storage
sealed and stored in a dry place.
Last Update：2022-01-01 12:00:26
54965-21-8 - Reference Information
| Introduction | Albendazole was developed by Spicy Bicham Company (the predecessor of GlaxoSmithKline). It is a broad-spectrum thiabendazole repellent. It can be used for both human and veterinary purposes. It can inhibit the growth and reproduction of worms. By inhibiting the intestines of worms or absorbing proteins in cells, the worms cannot ingest the sugar that they depend on for survival, the endogenous glycogen of the worm body is exhausted, and the fumarate reductase system is inhibited, and the production of adenosine triphosphate is prevented, so that the worm body cannot survive and reproduce, and eventually the worm body gradually dies due to energy depletion. Albendazole has the effect of completely killing hook eggs and whipworm eggs and partially killing roundworm eggs. It can also kill and expel various nematodes that are parasitic in animals. It also has obvious effects on tapeworms and cysticercus. Killing and exorcism. It is suitable for the treatment of hydatid worms (echinococcosis) and nervous system infections caused by steepworms in pork (cysticercosis). It is also used for the treatment of hookworm, roundworm, pinworm, trichinella, tapeworm, whipworm and fecal roundworm disease. |
| properties | propyl thiobendazole is also called albendazole, white to light yellow crystalline powder, odorless, melting point 208~210 ℃, insoluble in water, slightly soluble in hot dilute hydrochloric acid, acetone or chloroform, soluble in methanol, ethanol or acetic acid. |
| solubility | slightly soluble in acetone or chloroform, insoluble in water, slightly soluble in hot dilute hydrochloric acid, soluble in methanol, ethanol, acetic acid, etc. |
| Pharmacodynamics | Albendazole is a benzimidazole derivative that enters the body and is rapidly metabolized into sulfoxide, sulfonol and 2-amine sulfonol. Selective and irreversibly inhibit the glucose uptake of intestinal nematodes, deplete endogenous glycogen, and inhibit fumaric acid reductase, which prevents the production of adenosine triphosphate and causes the death of the worm. Similar to mebendazole, by causing the degeneration of the cytoplasmic microtubules in the intestinal cells of the worm body, and combining with its microtubulin, causing the intracellular transport to be blocked, causing the Golgi apparatus endocrine granules to accumulate, the cytoplasm gradually dissolves, and the worm body dies. This product has the effect of completely killing hook eggs, roundworm eggs, pinworm eggs, hairworm eggs, tapeworm eggs and cysticercosis whipworm eggs and partially killing roundworm eggs. |
| preparation | take 250mL four-mouth flask, add 20.05 g4-propyl thio-o-phenylenediamine and 60.15g methanol, stir and dissolve. Use a refrigerator to cool the temperature to 3 ℃, use a peristaltic pump, and slowly drop 8.13g of cyanogen chloride at a speed of 0.14 g/min for 1h. During the process, the temperature was maintained at 3 ℃, and 10% sodium hydroxide solution was added dropwise to adjust the pH = 4. After dropping, the temperature is increased to 45 ℃ and the temperature is kept for 1h. After atmospheric distillation to recover methanol, the solid-liquid mixed aqueous solution is cooled to 20 ℃, the filter paper is filtered to obtain the solid part, and 21.71g, 6-propylthio-2-amine-1-hydro-benzo [d] imidazole can be obtained after drying in a vacuum oven. Calculate the yield 95.21%. Dissolve all 6-propyl -2-amine -1-hydrogen-benzo [d] imidazole in 100g of methanol, cool to 8 ℃, slowly add 10.90g of methyl chloroformate by peristaltic pump at a speed of 0.18 g/min, control the temperature at 8 ℃ in the process, and add 10% sodium hydroxide solution dropwise to adjust pH = 6. After dropping, the temperature is increased to 40 ℃ and the temperature is kept for 1h. After atmospheric distillation, methanol is recovered, the mixed solution is cooled to 20 ℃, the filter paper is filtered to obtain the solid part, and 26.65g of propylthiobendazole product can be obtained after drying in a vacuum oven with 99.46% purity. The total yield 90.49% of propylthiobendazole was calculated. |
| usage and dosage | roundworm and pinworm disease, take 400mg1 once. Hookworm disease, flagellosis, fecal roundworm disease, 400mg each time, 2 times a day, for 3 days. Trichoworm disease, 600mg or 800mg daily, divided into 2 times, the course of treatment is 1 week. Cerebral cysticercosis, 18 mg/kg daily, divided into 2 oral, 10 days as a course of treatment, can also be extended to 1 month depending on the disease. Hydatid disease: 20mg/kg daily, taken orally twice for 1 month, requiring multiple treatments. |
| Adverse reactions | The possible side effects of taking albendazole are: nausea, dizziness, insomnia, dry mouth, fatigue, chills, stomach discomfort, slight abdominal pain, loss of appetite, etc., mostly occur 2-3 days after taking the medicine, and the light ones disappear within a few hours. Dizziness and fatigue can last for 2-3 days, and the incidence rate is 6-14.9%; when treating ascariasis, 2% of cases have a reaction of vomiting ascariasis; when treating cysticercosis, especially cerebral cysticercosis, it is mainly due to the death of cysticercosis and the release of foreign proteins, which occur more than 2 to 7 days after taking the medicine. Headache (53.7%), low-grade fever (22.7%), rash, muscle soreness, visual impairment (4.3%), seizures (13.3%), etc., corresponding measures must be taken (application of adrenal cortex hormone, intracranial pressure reduction, anti-epileptic treatment), there have been reports of brain hernia and death during treatment in China. For the treatment of cysticercosis and echinococcosis, due to the large dose of medication and the longer course of treatment, the glutamic-pyruvic transaminase may increase, which is more than gradually returning to normal after stopping the medication. |
| Use | As an anthelmintic, it is effective for animal gastrointestinal nematodes and liver fluecids. Can be mixed with feed. high-efficiency broad-spectrum anthelmintic drugs, is one of the benzimidazole drugs with broad anthelmintic spectrum and the strongest insecticidal effect. It is suitable for removing roundworms, pinworms, hookworms and whipworms, treating various types of cysticercosis, and can also be used for deworming of domestic animals. used to control cabbage downy mildew, rice blast, tobacco powdery mildew, anthracnose, etc. broad-spectrum insect repellent. Can be used to remove roundworms, pinworms, tapeworms, whipworms, etc. This product is a high-efficiency, broad-spectrum deworming drug, which has significant effects on schistosomiasis, tapeworms, lung and gastrointestinal nematodes. It is the strongest one of the benzimidazole drugs and is currently the first choice for the prevention and treatment of parasitic diseases in livestock and poultry. The product is effective for adults and larvae of bovine and sheep liver fluke, and large fluke, with a reduction rate of 90-100%. In recent years, it has been found that the product also has a strong effect on bovine cysticercus. After treatment, cysticercus is reduced and the lesions disappear. In addition, the product can also be used to prevent parasite infection, so it can have a better effect on promoting sheep growth and increasing wool yield. efficient broad-spectrum anthelmintic. It can block the absorption of a variety of nutrients and glucose, resulting in the depletion of glycogen, resulting in parasites unable to survive and reproduce. It is used to treat single or mixed sensation caused by roundworm, pinworm, whipworm, hookworm, etc. Binding tubulin and inhibiting microtubule polymerization. A broad-spectrum anti-parasitic agent of benzimidazole. |
| Production method | (1) 2-acetamido-4-chloronitrobenzene is used as the starting material and reacts with propanethiol to obtain 2-amino-4-propylthionitrobenzene, which is reduced by palladium to obtain-2-amino-4-propylthionidine. Then, it is cyclized with cyanamide methyl formate to obtain propylthiobendazole. (2) Using o-nitroaniline as the starting material, it reacts with sodium thiocyanate to prepare 2-nitro-4-thiocyanoaniline, and then reacts with bromopropane to obtain 2-nitro-4-propylthioaniline, which is reduced to 2-amino-4-propylthioaniline by sodium sulfide, without separation, and is directly cyclized with cyanamide methyl formate to obtain propophenimazole. The total yield is 60%. (3) Carbendazim was used as raw material to react with sodium cyanate to obtain methyl cyano-benzimidazole -2-carbamate with 90% yield. Then the reduction reaction is carried out, without separation, it is directly condensed with bromopropane, and the yield is 94%. Or carbendazim is reacted with cyanonic acid to prepare 5-sulfonyl chloride-benzimidazol-2-carbamate with 93% yield. Then use iron powder (zinc powder) to reduce to 2-mercapto-2 benzimidazole-2-carbamate, and then react with bromopropane to obtain. method 1: sodium sulfide is dissolved in 95% ethanol, and 2-nitro -4-thiocyanate aniline is added at 50 ℃. Stir at 60 ℃, cool to 40 ℃, and add bromopropane at one time. React at 40 ℃ and then rise to 60 ℃. Add sodium sulfide and react at 80°C. Evaporate ethanol under reduced pressure and add water. Cool and extract with chloroform. The extract was washed with water, dried, added with S-methyl-N,N-bis (methoxycarbonyl) isothiourea and glacial acetic acid, and refluxed. Steam out chloroform and add methanol. Cooling, suction filtration, washing with methanol, drying to obtain crude albendazole. Method 2: Under stirring and ice bath cooling, carbendazim was slowly added to chlorosulfonic acid to maintain the internal temperature of 15~20 ℃. After adding, stir at 40 ℃. Below 0 ℃, slowly drop the reaction solution into 95% ethanol. Filtration precipitation, a small amount of ethanol washing, drying, chlorosulfonated products, the yield of 90. 8%. The chlorosulfonated product is added to a solution of formic acid, water and 40% hydrobromic acid, and metal aluminum powder is added. Stir at 35~40 ℃, and then react at 60~65 ℃. After cooling, filter, and adjust the filtrate to Ph value 3 with 40% sodium hydroxide. Filtration precipitation, washing, drying, to obtain sulfhydryl compounds, the yield is 82.5%. The sulfhydryl compound is added to the sodium hydroxide aqueous solution, and the activated carbon is decolorized. Tetrabutylammonium bromide was added, then the methanol solution of bromopropane was added, and the reaction was carried out at 35~40 ℃. Cooling, filtering precipitation, washing to neutral, drying, white crystalline albendazole with 87.5% yield and melting point 207~209 ℃. Carbendazim reacts with sodium thiocyanate in the presence of glacial acetic acid. After thiocyanide is introduced, it is reduced with sodium sulfide and reacts with bromopropane to obtain albendazole. Albendazole can be refined by the following methods: crude albendazole (calculated as dry products) and 85% industrial formic acid (1:3.5) are stirred together to 60 ℃. After the crude products are completely dissolved, sodium disulfate, activated carbon and EDTA are added in turn. Continue to stir and heat up to 80 ℃ for heat preservation. Filter by suction, the filtrate is poured into deionized water, and neutralized with 18% ~ 20% ammonia water under stirring until the Ph value is 6.5. Suction filtration, drying, white product, melting point 206~212 ℃, refining yield 93% ~ 94%. (1) 2-acetamido-4-chloronitrobenzene is used as raw material. 2-acetamido-4-chloronitrobenzene is reacted with propanethiol to produce 2-amino-4-propylthiolaniline, which is then hydrogenated and reduced under palladium-carbon catalysis to obtain 2-amino-4-propylthiolaniline. Finally, it is cyclized with cyanamide methyl formate to obtain propylthiobendazole. (2) o-nitroaniline is used as raw material. o-nitroaniline first reacts with sodium thiocyanate under the condition of chlorination to form 2-nitro-4-thiocyanoaniline, and then reacts with bromopropane to form 2-nitro-4-propylthioaniline, which is reduced by sodium sulfide To 2-amino-4-propylthioaniline, and finally to synthesize propylthiobendazole with the ring of methyl cyanide, the total yield is 60%. |
| toxic substance data | information provided by: pubchem.ncbi.nlm.nih.gov (external link) |
Last Update：2024-04-09 20:52:54
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