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HCID 4170Erstellt: 5. November 2026

Metolazone

https://huagongshe.com/de/chemical/4170

Molekülstruktur von Metolazone

Identifikatoren & physikalische Daten

CAS No.17560-51-9
SummenformelC16H16ClN3O3S
Durchschnittliche Molmasse365,8 g/mol
Monoisotopische Masse365,0600902 g/mol
SMILESCc1ccccc1N1C(=O)c2cc(S(N)(=O)=O)c(Cl)cc2NC1C
InChIKeyAQCHWTWZEMGIFD-UHFFFAOYSA-N
PubChem CID4170
ChEMBLCHEMBL878
ChEBICHEBI:64354
EC No.241-539-3
DTXSIDDTXSID6045167

Chemische & physikalische Eigenschaften

XLogP4,1
Polarare Oberfläche (TPSA)101
H-Brücken-Donoren2
H-Brücken-Akzeptoren5
Frei drehbare Bindungen2
Schwere Atome24
Formalladung0
Komplexität594
LogP (Verteilungskoeffizient)2.51.8
GeruchODORLESS
GeschmackTASTELESS
Color/FormCRYSTALS FROM ETHANOL
LöslichkeitINSOL IN WATER & ALCOHOL4.07e-02 g/L
Human DrugsBreast FeedingLactationMilk, HumanAntihypertensive AgentsThiazide DiureticsFDA approved drugs -> Active ingredientPharmaceuticals
Schmelzpunkt253-259 °C256 °C
Physical DescriptionSolid
Stability/Shelf LifeLIGHT-SENSITIVE
Dissociation ConstantsPKA: 9.72
Collision Cross Section181.2 Ų [M+H]+ [CCS Type: TWMethod: calibrated with polyalanine and drug standards]166.87 Ų [M+H-H2O]+ [CCS Type: TW
Other Experimental PropertiesALSO REPORTED AS MP 246-250 °C (US PATENT 3,557,111)PREVIOUSLY REPORTED AS POLYMORPHIC SOLID WITH MP RANGE 218-259 °CTWO MAJOR POLYMORPHS ARE FORMED AS NOTED BY ENDOTHERMS @ ABOUT 227.5 °C & 276.5 °C
Siedepunkt613.6±65.0 °C(Predicted)
Dichte1.400±0.06 g/cm3(Predicted)
pKa (Säurekonstante)10.00±0.60(Predicted)

Sicherheit & Vorschriften

GHS-EinstufungWarningH315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)The GHS information provided by 1 company from 1 notification to the ECHA C&L Inventory.
Hazard Classes and CategoriesSkin Irrit. 2 (100%)
Wechselwirkungen...METOLAZONE...CHEMICALLY & PHARMACOLOGICALLY RELATED TO THIAZIDE DIURETICS & ELEVATE SERUM URATE LEVELS. ...MAY...INTERACT WITH PROBENECID.USE OF THIAZIDE DIURETIC MAY IMPAIR CONTROL OF DIABETES IN PT TREATED...WITH ORAL HYPOGLYCEMIC AGENTS OR INSULIN, BUT ONLY TO LIMITED EXTENT. /THIAZIDE DIURETICS/METOLAZONE...STRUCTURALLY RELATED TO THIAZIDE DIURETICS, CAN CAUSE HYPOKALEMIA, & MAY BE EXPECTED TO INTERACT WITH CARDIAC GLYCOSIDES.THIAZIDES ENHANCE ANTIHYPERTENSIVE ACTION OF GUANETHIDINE... /THIAZIDE DIURETICS/For more Interactions (Complete) data for METOLAZONE (6 total), please visit the HSDB record page.
Unerwünschte WirkungenHyperuricemia is a common adverse effect due to competitive inhibition of uric acid secretion and a decrease in extracellular fluid from diuretic effects. Other fluid and electrolyte imbalances may occur, especially hyponatremia, hypokalemia, and hypomagnesemia. Any electrolyte imbalances must be corrected before starting treatment. Metolazone may impair glucose tolerance, causing hyperglycemia and glycosuria. Diabetic patients should monitor their blood and urine glucose levels while on this therapy.
ToxizitätsübersichtFor diuretics in general, toxic doses are not well established. Chronic use is the most common cause of toxicity, such as hypotension and increased hematocrit due to plasma volume depletion and syncope. Hypokalemia, hyponatremia and reduced renal function, and increased mortality have been reported with the use of metolazone. Sodium levels should be corrected according to serum glucose levels.
Human Toxicity ExcerptsADVERSE EFFECTS... ANOREXIA, GASTRIC IRRITATION, NAUSEA, VOMITING, CRAMPING, DIARRHEA, JAUNDICE, PANCREATITIS, SIALADENITIS, DIZZINESS, VERTIGO, PARESTHESIAS, HEADACHE, XANTHOPSIA, LEUKOPENIA, AGRANULOCYTOSIS, THROMBOCYTOPENIA, APLASTIC ANEMIA, ORTHOSTATIC HYPOTENSION. /THIAZIDES/
ADVERSE EFFECTS... PURPURA, PHOTOSENSITIVITY, RASH, URTICARIA, NECROTIZING ANGITIS, FEVER, RESPIRATORY DISTRESS, ANAPHYLACTIC REACTIONS, HYPERGLYCEMIA, GLYCOSURIA, HYPERURICEMIA, MUSCLE SPASM, WEAKNESS, RESTLESSNESS, BLURRED VISION, & HEMATURIA. /THIAZIDES/
Drug Induced Liver InjuryDrug Induced Liver Injury Rank (DILIrank 2.0)MetolazoneAmbiguous-DILI-concern3Adverse reactionsDOI:10.1016/j.drudis.2016.02.015
Effects During Pregnancy and Lactation◉ Summary of Use during Lactation
Non-Human Toxicity ValuesLD50 MICE ORAL MORE THAN 5000 MG/KGLD50 MICE INTRAPERITONEAL MORE THAN 1500 MG/KG