Bithionol
2,2'-thio-bis(4,6-dichlorophenol)
CAS: 97-18-7
Molecular Formula: C12H6Cl4O2S
Bithionol - Names and Identifiers
| Name | 2,2'-thio-bis(4,6-dichlorophenol) |
| Synonyms | Bidiphen Bithinol Bithionol actamer[qr] bidiphen[qr] ai3-50518[qr] 2,2-Thiobis(4,6-dichlorophenol) 2,2'-thio-bis(4,6-dichlorophenol) 4,4,6,6-tetrachloro-2,2-thiodiphenol Bis(3,5-dichloro-2-hydroxyphenyl) sulfide bis(2-hydroxy-35-dichlorophenyl)sulfide[qr] 2,2'-dihydroxy-3,3',5,5'-tetrachlorodiphenylsulfide 2,2'-dihydroxy-3,3',5,5'-tetrachlorodiphenylsulfide[qr] |
| CAS | 97-18-7 |
| EINECS | 202-565-0 |
| InChI | InChI=1/C12H6Cl4O2S/c13-5-1-7(15)11(17)9(3-5)19-10-4-6(14)2-8(16)12(10)18/h1-4,17-18H |
Bithionol - Physico-chemical Properties
| Molecular Formula | C12H6Cl4O2S |
| Molar Mass | 356.05 |
| Density | 1.61 |
| Melting Point | 188°C |
| Boling Point | 444.7±45.0 °C(Predicted) |
| Water Solubility | <0.1 g/100 mL at 23 ºC |
| Solubility | DMSO: soluble20mg/mL, clear |
| Appearance | powder |
| Color | white to beige |
| Merck | 14,1306 |
| BRN | 2003535 |
| pKa | 4.82, 10.50(at 25℃) |
| Storage Condition | Keep in dark place,Inert atmosphere,Room temperature |
| Stability | Stable. Incompatible with strong oxidizing agents. |
| MDL | MFCD00055727 |
| Physical and Chemical Properties | Density 1.61 melting point 188°C water-soluble <0.1g/100 mL at 23°C |
| Use | White crystalline powder |
Bithionol - Risk and Safety
| Risk Codes | R28 - Very Toxic if swallowed R20/21/22 - Harmful by inhalation, in contact with skin and if swallowed. |
| Safety Description | S28 - After contact with skin, wash immediately with plenty of soap-suds. S36/37 - Wear suitable protective clothing and gloves. S45 - In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.) S36 - Wear suitable protective clothing. |
| UN IDs | UN 2811 6.1/PG 2 |
| WGK Germany | 3 |
| RTECS | SN0525000 |
| HS Code | 29309090 |
| Hazard Class | 6.1(a) |
| Packing Group | II |
| Toxicity | LD50 oral in rat: 7mg/kg |
Bithionol - Preparation solution concentration reference
| 1mg | 5mg | 10mg | |
|---|---|---|---|
| 1 mM | 2.809 ml | 14.043 ml | 28.086 ml |
| 5 mM | 0.562 ml | 2.809 ml | 5.617 ml |
| 10 mM | 0.281 ml | 1.404 ml | 2.809 ml |
| 5 mM | 0.056 ml | 0.281 ml | 0.562 ml |
Last Update：2024-01-02 23:10:35
Bithionol - Reference Information
| NIST chemical information | information provided by: webbook.nist.gov (external link) |
| EPA chemical substance information | information provided by: ofmpeb.epa.gov (external link) |
| biological activity | Bithionol (Actamer) is a potent sAC (soluble adenylate cyclase) inhibitor, the IC50 was 4 μm. With antibacterial, intestinal worm and in addition to seaweed activity. |
| Target | Value |
| sAC (Cell-free assay) | 4.0 μM |
| Use | as an anthelmintic agent, it has a repellent effect on both tapeworms and bark worms in animals. anthelmintics. It has obvious killing effect on metacercaria of Paragonimus. The clinical treatment of paragonimiasis is the best, and it is effective for the ginger worm, Clonorchis sinensis and tapeworm. There are roundworm and hookworm patients, should be precursor roundworm, hookworm after taking the product. |
| production method | phenol is used as raw material to generate 2, 4-dichlorophenol by chlorination, the sulfidation is then carried out with sulfur monochloride to form thiodidichlorophenol. (1) reaction of chlorinated phenol with chlorine to obtain 2, 4-dichlorophenol: first, the phenol is melted, and dry chlorine gas is introduced at 57-63 ° C. For 35 hours. After completion of the reaction, 2, 4-dichlorophenol was obtained. The yield was about 91.5%. (2) dichlorophenol sulfide and sulfur monochloride in the presence of trichloroethylene and anhydrous aluminum chloride, the reaction of thiodidichlorophenol: in the tank should be sequentially added dichlorophenol, trichloroethylene, anhydrous aluminum chloride in 50±2 deg C to add a sulfur chloride, about 2.5h to add, the reaction was repeated for 2H at constant temperature. Filtration, washing with trichloroethylene, drying, to obtain crude thiodidichlorophenol. The yield was about 51.3%. (3) the crude thiodidichlorophenol is added into the reaction tank, and then sodium hydroxide solution is added. After heating and dissolving, the temperature is cooled to 0 ° C., sodium chloride is added, and the mixture is stirred to salt out, and saturated sodium chloride solution is added, stir well. The mixture was allowed to stand, filtered, washed with saturated sodium chloride solution, and recovered to obtain sodium thiodidichlorophenol. Then, the mixture was dissolved in distilled water, filtered, and stirred to add 3.5% hydrochloric acid at about 80 ° C. To precipitate a precipitate, and allowed to stand to separate the upper layer. The precipitate was washed with distilled water to a pH of 2, filtered, washed with water to a pH of about 7, and dried to obtain thiodidichlorophenol. dichlorophenol sulfate was obtained from phenol by chlorination and sulfurization. The dried chlorine gas was passed through the molten phenol (57-63 ° C.), and the yield of 2, 4-dichlorophenol increased by 91.5% after 35H. Dichlorophenol, trichloroethylene and anhydrous aluminum trichloride were then added to the reaction vessel, followed by 2.5h of sulfur dichloride (SOCl2) at 48-52 ° C. And 2h of reaction at a constant temperature. After cooling, it was filtered, washed with trichloroethylene, and dried to obtain a crude product of thiochlorophenol. The crude thiochlorophenol is dissolved in hot sodium hydroxide solution, salted out with salt after cooling, and washed with saturated salt water to obtain sodium thiochlorophenol. Sodium thiochlorophenol was dissolved in water, filtered and then acidified with dilute hydrochloric acid. After standing, the precipitate was filtered off, washed with water until neutral, and dried to obtain a finished product. |
| toxic substance data | information provided by: pubchem.ncbi.nlm.nih.gov (external link) |
Last Update：2024-04-10 22:29:15
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View History
Bithionol
1-nitrosonaphthalen-2-olate
Stearoylamide
Disodium molybdate dihydrate
cis-2-Decene
Chlorodimethyl sulphide
CHLOROPINACOLONE
ISOBORNYL PROPIONATE
Hexaldehyde
1-nitrosonaphthalen-2-olate
Stearoylamide
Disodium molybdate dihydrate
cis-2-Decene
Chlorodimethyl sulphide
CHLOROPINACOLONE
ISOBORNYL PROPIONATE
Hexaldehyde