Cyclopenthiazide CAS 742-20-1

Introduction:Basic information about Cyclopenthiazide CAS 742-20-1, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.

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;Intermediates & Fine Chemicals;Pharmaceuticals;Sulfur & Selenium Compounds;Active Pharmaceutical Ingredients
Mol File:742-20-1.mol

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)
pka9.00±0.40(Predicted)
form Solid
color White to Off-White
Water Solubility 50mg/L(room temperature)
Major Applicationpharmaceutical
pharmaceutical small molecule
InChI1S/C13H18ClN3O4S2/c14-9-6-10-12(7-11(9)22(15,18)19)23(20,21)17-13(16-10)5-8-3-1-2-4-8/h6-8,13,16-17H,1-5H2,(H2,15,18,19)
InChIKeyBKYKPTRYDKTTJY-UHFFFAOYSA-N
SMILES[S]1(=O)(=O)NC(Nc3c1cc(c(c3)Cl)[S](=O)(=O)N)CC2CCCC2
CAS DataBase Reference742-20-1(CAS DataBase Reference)
EPA Substance Registry System2H-1,2,4-Benzothiadiazine-7-sulfonamide, 6-chloro-3-(cyclopentylmethyl)-3,4-dihydro-, 1,1-dioxide (742-20-1)

Safety Information

WGK Germany WGK 1
Storage Class11 - Combustible Solids
Hazard ClassificationsAcute Tox. 4 Oral
ToxicityLD50 in rats, mice (mg/kg): 141.8 ±24, 232.4 ±25 i.v. (Barrett)

Cyclopenthiazide Usage And Synthesis

UsesCyclopenthiazide 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.
UsesAntihypertensive;Sodium Chloride Symporter Inhibitor
DefinitionChEBI: 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. Itcontinues to be used mainly in combination drugs.
Clinical UseThiazide diuretic:
Hypertension

Heart failure

Oedema
Drug interactionsPotentially 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
MetabolismCyclopenthiazide appears to be entirely excreted unchanged in the urine.

Cyclopenthiazide Preparation Products And Raw materials

Raw materialsCyclopentyl Acetaldehyde
cyclopentaneacetonitrile CAS 5732-87-6
CYCLOPENTYLHYDRAZINE DIHYDROCHLORIDE CAS 645372-27-6
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