HYDROFLUMETHIAZIDE CAS 135-09-1
Introduction：Basic information about HYDROFLUMETHIAZIDE CAS 135-09-1, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
HYDROFLUMETHIAZIDE Basic information
| Product Name: | HYDROFLUMETHIAZIDE |
| Synonyms: | dihydroflumethazide;dihydroflumethiazide;diucardin;diuredemina;diurometon;elodrin;elodrine;finuret |
| CAS: | 135-09-1 |
| MF: | C8H8F3N3O4S2 |
| MW: | 331.29 |
| EINECS: | 205-173-8 |
| Product Categories: | DIUCARDIN;Amines;Heterocycles;Intermediates & Fine Chemicals;Isotope Labelled Compounds;Pharmaceuticals;Sulfur & Selenium Compounds |
| Mol File: | 135-09-1.mol |
HYDROFLUMETHIAZIDE Chemical Properties
| Melting point | 272-273 |
| Boiling point | 531.6±60.0 °C(Predicted) |
| density | 1.5955 (estimate) |
| storage temp. | Keep in dark place,Sealed in dry,2-8°C |
| solubility | DMSO (Slightly), Methanol (Sparingly) |
| pka | 8.9, 8.2(at 25℃) |
| form | Solid |
| color | White |
| Water Solubility | 329.9mg/L(room temperature) |
| Major Application | pharmaceutical pharmaceutical small molecule |
| InChI | 1S/C8H8F3N3O4S2/c9-8(10,11)4-1-5-7(2-6(4)19(12,15)16)20(17,18)14-3-13-5/h1-2,13-14H,3H2,(H2,12,15,16) |
| InChIKey | DMDGGSIALPNSEE-UHFFFAOYSA-N |
| SMILES | O=S1(C2=CC(S(=O)(N)=O)=C(C(F)(F)F)C=C2NCN1)=O |
| EPA Substance Registry System | 2H-1,2,4-Benzothiadiazine-7-sulfonamide, 3,4-dihydro-6-(trifluoromethyl)-, 1,1-dioxide (135-09-1) |
Safety Information
| Hazard Codes | Xn,Xi |
| Risk Statements | 42/43 |
| Safety Statements | 36 |
| WGK Germany | 2 |
| RTECS | DK9625000 |
| Hazard Note | Irritant |
| HS Code | 2935904000 |
| Storage Class | 11 - Combustible Solids |
| Hazard Classifications | Resp. Sens. 1 Skin Sens. 1 |
| Hazardous Substances Data | 135-09-1(Hazardous Substances Data) |
| Toxicity | LD50 in mice (mg/kg): >8000 orally, 750 i.v., 6280 i.p. (Piala) |
| Chemical Properties | White Solid |
| Originator | Saluron,Bristol,US,1959 |
| Uses | Labelled Hydroflumethiazide. Antihypertensive; diuretic. |
| Definition | ChEBI: Hydroflumethiazide is a benzothiadiazine consisting of a 3,4-dihydro-HH-1,2,4-benzothiadiazine bicyclic system dioxygenated on sulfur and carrying trifluoromethyl and aminosulfonyl groups at positions 6 and 7 respectively. A diuretic with actions and uses similar to those of hydrochlorothiazide. It has a role as a diuretic and an antihypertensive agent. It is a benzothiadiazine and a thiazide. |
| Manufacturing Process | (a) Preparation of 5-Trifluoromethylaniline-2,4-Disulfonyl Chloride: 113 ml ofchlorosulfonic acid was cooled in an ice-bath, and to the acid was addeddropwise while stirring 26.6 grams of α,α,α-trifluoro-m-toluidine. 105 grams ofsodium chloride was added during 1 to 2 hours, whereafter the temperatureof the reaction mixture was raised slowly to 150° to 160°C, whichtemperature was maintained for 3 hours. After cooling the mixture, ice-cooledwater was added, whereby 5-trifluoromethylaniline-2,4-disulfonyl chlorideseparated out from the mixture. (b) Preparation of 5-Trifluoromethyl-2,4-Disulfamylaniline: The 5-trifluoromethylaniline-2,4-disulfonyl chloride obtained in step (a) was taken upin ether and the ether solution dried with magnesium sulfate. The ether wasremoved from the solution by distillation, the residue was cooled to 0°C and60 ml of ice-cooled, concentrated ammonia water was added while stirring.The solution was then heated for one hour on a steam bath and evaporated invacuo to crystallization. The crystallized product was 5-trifluoromethyl-2,4-disulfamylaniline, which was filtered off, washed with water and dried in avacuum exsiccator over phosphorus pentoxide. After recrystallization from amixture of 30% ethanol and 70% water the compound had a MP of 247° to248°C. (e) Preparation of 6-Trifluoromethyl-7-Sulfamyl-3,4-Dihydro-1,2,4-Benzothiadiazine-1,1-Dioxide: 3.2 grams of 5-trifluoromethyl-2,4-disulfamylaniline was added to a solution of 0.33 gram of paraformaldehyde in25 ml of methyl Cellosolve (2-methoxy ethanol) together with a catalyticamount of p-toluenesulfonic acid, and the mixture was boiled with reflux for 5hours. The solvent was then distilled off in vacuo, and the residue trituratedwith 30 ml of ethyl acetate. 6-trifluoromethyl-7-sulfamyl-3,4-dihydro-1,2,4-benzothiadiazine-1,1-dioxide crystallized out. After recrystallization from methanol/water the substance had a MP of 272° to 273°C. |
| Therapeutic Function | Diuretic, Antihypertensive |
HYDROFLUMETHIAZIDE Preparation Products And Raw materials
| Raw materials | Ammonia-->Chlorosulfonic acid-->Paraformaldehyde |
