532-11-6
Anethole Trithione
CAS: 532-11-6
Molecular Formula: C10H8OS3
532-11-6 - Names and Identifiers
532-11-6 - Physico-chemical Properties
| Molecular Formula | C10H8OS3 |
| Molar Mass | 240.36 |
| Density | 1.4406 (rough estimate) |
| Melting Point | 111° |
| Boling Point | 353.09°C (rough estimate) |
| Flash Point | 194.6°C |
| Solubility | Insoluble in water, slightly soluble in alcohol, soluble in pyridine, chloroform, benzene slightly soluble in ether, acetone, alcohol, acetic acid. |
| Vapor Presure | 3.46E-06mmHg at 25°C |
| Appearance | Orange red crystal |
| Color | Orange-colored prisms from butyl acetate |
| Odor | very bitter taste |
| Storage Condition | 2-8°C |
| Refractive Index | 1.5080 (estimate) |
| MDL | MFCD00129751 |
| Physical and Chemical Properties | This product is orange-red crystal, odorless. Melting point of 111 ° C, practically insoluble in water, slightly soluble in alcohol, soluble in pyridine, chloroform, benzene slightly soluble in ether, acetone, alcohol, acetic acid. With a strong bitter taste. |
| Use | Cholagogue, for the treatment of cholecystitis, gallstones, acute and chronic hepatitis |
| In vitro study | Anethole trithione, a slow-releasing H 2 S donor, is a bile secretion-stimulating drug or cholagogue that protects the liver via an increase in glutathione levels and phase II detoxifying enzymes. Anethole trithione is a potentially efficacious chemoprevention agent for lung cancer and exerts chemopreventive effects in several target organs, such as the liver and colon, by increasing the detoxification rate of carcinogens in these target organs. Anethole trithione protects blood-brain barrier integrity following cerebral ischemia. |
| In vivo study | Chronic treatment with Anethole trithione increases the salivary secretion from the rat submaxillary gland induced by electrical stimulation of the parasympathetic nerve and by injection of pilocarpine. In parallel with the enhancement of the salivary secretion, the number of the muscarinic acetylcholine receptors is significantly increased. |
532-11-6 - Risk and Safety
| Toxicity | LD50 orl-mus: 3850 mg/kg NIIRDN 6,25,82 |
532-11-6 - Reference Information
| NIST chemical information | Information provided by: webbook.nist.gov (external link) |
| choleretic drugs | choleretic drugs include choleretic drugs that can promote the secretion of bile by the liver and choleretic drugs that promote the excretion of bile from the biliary tract. Some gallstone dissolving drugs mostly have the effect of secreting and expelling gallbladder, so they are also included in choleretic drugs. There are water secretion promoting drugs, such as dehydrocholic acid, butanone acid, bile, bile salt, etc. Solid ingredient secretion-promoting drugs, such as anethyl trisulfide, sodium cholate, etc. And phenylpropanol, camphor ester alcohol amine, etc., which have a promoting effect on both components. Cholecary medicine mainly includes triethylbutanone (Danling), hydroxymethylocoumarin (Dantong), etc. The main drugs are chenodeoxycholic acid and ursodeoxycholic acid. Antoine trisulfide, also known as biliary trisulfide and anethenol trithione, is a secretory choleretic drug, which can significantly enhance the level of liver glutathione and significantly enhance glutamylcysteine synthetase and glutathione Reductase and glutathione S-transferase activity, reduce glutathione peroxidase activity, enhance liver cell activity, and increase bile secretion. Without increasing the burden on the liver, it can reduce liver portal pressure, eliminate liver congestion and other symptoms of hepatitis lesions, promote liver cell activation, and help improve and restore liver function. It can protect the liver from hepatotoxic substances. It can significantly increase the number of muscarinic acetylcholine receptors and promote saliva secretion. It has the regulatory effect of gastrointestinal M receptor and β2 receptor, promotes gastrointestinal peristalsis and intestinal gas excretion. It is suitable for the treatment of cholecystitis, cholangitis, cholelithiasis and hypercholesterolemia; it can be used for the treatment of acute and chronic hepatitis and initial cirrhosis; or it can be used to eliminate abdominal distension, constipation, bad breath, nausea, stuffy pain and other digestive discomfort. |
| biological activity | Anethole trithione, a thiocyclic choline, is a bile secretion stimulant. Anethole trithione can enhance saliva secretion and increase mAChR receptor, which can be used for the study of xerostomia. |
| use | this product is a hepatocyte activating and choleretic agent, and is suitable for choleretic drugs for cholecystitis, gallstones, biliary dyskinesia and acute and chronic hepatitis. It is used for cholelithiasis, cholecystitis, acute and chronic hepatitis, and can enhance the effect of gallbladder and cholangiography. choleretic medicine, used to treat cholecystitis, gallstones, acute and chronic hepatitis, etc. |
| production method | anethole and sulfur are obtained by cyclization. Add anethole and dimethylformamide to the reaction tank, stir, and add sulfur powder. Heating to 146-150 ℃, heat preservation reaction for 1.5 hours. At the end of the reaction, cool to 80 ℃, recover dimethylformamide under reduced pressure, cool the reaction material to 66 ℃, add xylene activated carbon, heat to 108 ℃ and keep the temperature for half an hour, and then filter while hot. The filtrate is cooled to 0 ℃, crystallized, filtered, and washed with water to make crude products. The finished product is obtained by refining with xylene or butyl acetate. The yield was 40%. |
| category | toxic substances |
| toxicity classification | poisoning |
| acute toxicity | oral administration-mouse LD50: 3850 mg/kg; Abdominal cavity-mouse LD50: 1780 mg/kg |
| flammability hazard characteristics | combustible; combustion produces toxic sulfur oxide smoke |
| storage and transportation characteristics | warehouse ventilation and low temperature drying |
| fire extinguishing agent | dry powder, foam, sand, carbon dioxide, mist water |
Last Update：2024-04-09 21:11:58
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