Methazolamid
CL 8490 · Neptaza · L 584601 · Naptazane · Neptazane · Methenamide · Neptazaneat · Methazolamid
Identifikatoren & physikalische Daten
| CAS No. | 1164547-86-7 |
|---|---|
| Summenformel | C5H8N4O3S2 |
| Durchschnittliche Molmasse | 236,3 g/mol |
| Monoisotopische Masse | 236,00378248 g/mol |
| SMILES | CC(=O)N=c1sc(S(N)(=O)=O)nn1C |
| InChIKey | FLOSMHQXBMRNHR-UHFFFAOYSA-N |
| PubChem CID | 4100 |
| ChEMBL | CHEMBL19 |
| ChEBI | CHEBI:6822 |
| DTXSID | DTXSID1023281 |
| Lokaler Name | Methazolamid |
Chemische & physikalische Eigenschaften
| XLogP | 0,1 |
|---|---|
| Polarare Oberfläche (TPSA) | 139 |
| H-Brücken-Donoren | 1 |
| H-Brücken-Akzeptoren | 6 |
| Frei drehbare Bindungen | 1 |
| Schwere Atome | 14 |
| Formalladung | 0 |
| Komplexität | 419 |
| Arzneimittel | Pharmaceuticals -> Listed in ZINC15 |
| LogP (Verteilungskoeffizient) | 0.13 |
| Löslichkeit | >35.4 [ug/mL] (The mean of the results at pH 7.4)DMSO: soluble20mg/mL, clear2.835g/L(25 ºC) |
| Human Drugs | Pharmaceuticals |
| Dissociation Constants | 7.30 |
| Collision Cross Section | 144.86 Ų [M+H]+ [CCS Type: TWMethod: calibrated with polyalanine and drug standards] |
| Schmelzpunkt | 208 °C (dec.) (lit.) |
| Siedepunkt | 402.0±28.0 °C(Predicted) |
| Dichte | 1.6625 (rough estimate) |
| Brechungsindex | 1.6270 (estimate) |
| Lagerbedingungen | 2-8°C |
| Aggregatzustand | White powder |
| pKa (Säurekonstante) | 7.30(at 25℃) |
| Farbe | white to beige |
| InChI | InChI=1S/C5H8N4O3S2/c1-3(10)7-4-9(2)8-5(13-4)14(6,11)12/h1-2H3,(H2,6,11,12) |
| InChIKey | FLOSMHQXBMRNHR-QPJJXVBHSA-N |
| SMILES | C(N=C1N(C)N=C(S(N)(=O)=O)S1)(=O)C |
| CAS Datenbank | 554-57-4(CAS DataBase Reference) |
| NIST chemische Informationen | Methazolamide(554-57-4) |
| EPA chemische Informationen | Acetamide, N-[5-(aminosulfonyl)-3-methyl-1,3,4-thiadiazol-2(3H)-ylidene]- (554-57-4) |
Sicherheit & Vorschriften
| Wassergefährdungsklasse (WGK) | 3 |
|---|---|
| Zollcode | 2935904000 |
| RTECS-Nr. | AC6350000 |
| R-Sätze (R) | 20/21/22-40 |
| Gefahrensymbole | Xn |
| Sicherheitshinweise (S) | 22-36 |
| Lagerklasse | 11 - Combustible Solids |
| Gefahrstoffdaten | 554-57-4(Hazardous Substances Data) |
| Gefahrenklasse | Acute Tox. 4 DermalAcute Tox. 4 InhalationAcute Tox. 4 OralCarc. 2 |
Anwendungen & Verwendung
Beschreibung
Methazolamide is a carbonic anhydrase inhibitor (IC50 = 130 nM). It reduces intraocular pressure and cerebrospinal fluid flow in a rat model of glaucoma. Methazolamide reduces electroshock-induced seizures in rats with an ED50 value of 19.2 mg/kg. It also inhibits production of reactive oxygen species (ROS) in a primary cortical neuron (PCN) cellular model of subarachnoid hemorrhage (SAH) and reduces cerebral edema in a mouse model of SAH. Methazolamide is larvicidal, with a larvicidal concentration (LC50) value of 724 ppm, but has no activity when administered in the diet to adult A. aegypti. Formulations containing methazolamide have been used for the treatment of glaucoma.
Verwenden
Methazolamide is a carbonic anhydrase inhibitor. Methazolamide is used in the treatment of glaucoma.