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Cyclopenthiazide

Basic information Safety Supplier Related

Cyclopenthiazide Basic information

Product Name:
Cyclopenthiazide
Synonyms:
  • 2h-1,2,4-benzothiadiazine-7-sulfonamide,6-chloro-3-(cyclopentylmethyl)-3,4-dih
  • 3-cyclopentylmethylhydrochlorothiazidederiv
  • cyclomethiazide
  • navidrix
  • salimed
  • salimid
  • su8341
  • tsiklometiazid
CAS:
742-20-1
MF:
C13H18ClN3O4S2
MW:
379.88
EINECS:
212-012-5
Product Categories:
  • Aromatics
  • Heterocycles
  • Active Pharmaceutical Ingredients
  • Intermediates & Fine Chemicals
  • Pharmaceuticals
  • Sulfur & Selenium Compounds
Mol File:
742-20-1.mol
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Cyclopenthiazide Chemical Properties

Melting point:
230°
Boiling point:
605.6±65.0 °C(Predicted)
Density 
1.3650 (rough estimate)
refractive index 
1.6100 (estimate)
storage temp. 
Refrigerator
solubility 
Acetonitrile (Slightly), DMSO (Slightly), Methanol (Sparingly)
form 
Solid
pka
9.00±0.40(Predicted)
color 
White to Off-White
Water Solubility 
50mg/L(room temperature)
CAS DataBase Reference
742-20-1(CAS DataBase Reference)
EPA Substance Registry System
2H-1,2,4-Benzothiadiazine-7-sulfonamide, 6-chloro-3-(cyclopentylmethyl)-3,4-dihydro-, 1,1-dioxide (742-20-1)
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Safety Information

Toxicity
LD50 in rats, mice (mg/kg): 141.8 ±24, 232.4 ±25 i.v. (Barrett)
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Cyclopenthiazide Usage And Synthesis

Uses

Cyclopenthiazide is a thiazide diuretic. Cyclopenthiazide is used in the treatment of oedema caused by conditions such as kidney disease, liver cirrhosis and pre-menstrual syndrome as well as in the treatment of hypertension.

Uses

Antihypertensive;Sodium Chloride Symporter Inhibitor

Definition

ChEBI: 6-chloro-3-(cyclopentylmethyl)-1,1-dioxo-3,4-dihydro-2H-1$l^{6},2,4-benzothiadiazine-7-sulfonamide is a benzothiadiazine.

World Health Organization (WHO)

Cyclopenthiazide, a thiazide diuretic, was introduced in 1968. It continues to be used mainly in combination drugs.

Clinical Use

Thiazide diuretic:
Hypertension

Heart failure

Oedema

Drug interactions

Potentially hazardous interactions with other drugs
Analgesics: increased risk of nephrotoxicity with NSAIDs; antagonism of diuretic effect. Anti-arrhythmics: hypokalaemia leads to increased cardiac toxicity; effects of lidocaine and mexiletine antagonised.
Antibacterials: avoid administration with lymecycline.
Antidepressants: increased risk of hypokalaemia with reboxetine; enhanced hypotensive effect with MAOIs; increased risk of postural hypotension with tricyclics.
Antiepileptics: increased risk of hyponatraemia with carbamazepine.
Antifungals: increased risk of hypokalaemia with amphotericin.
Antihypertensives: enhanced hypotensive effect; increased risk of first dose hypotension with postsynaptic alpha-blockers like prazosin; hypokalaemia increases risk of ventricular arrhythmias with sotalol.
Antipsychotics: hypokalaemia increases risk of ventricular arrhythmias with amisulpride; enhanced hypotensive effect with phenothiazines; hypokalaemia increases risk of ventricular arrhythmias with pimozide - avoid.
Atomoxetine: hypokalaemia increases risk of ventricular arrhythmias.
Cardiac glycosides: increased toxicity if hypokalaemia occurs.
Ciclosporin: increased risk of nephrotoxicity and possibly hypomagnesaemia.
Cytotoxics: increased risk of ventricular arrhythmias due to hypokalaemia with arsenic trioxide; increased risk of nephrotoxicity and ototoxicity with platinum compounds.
Lithium: excretion reduced, increased toxicity

Metabolism

Cyclopenthiazide appears to be entirely excreted unchanged in the urine.

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