Cyclopenthiazide [USAN:INN:BAN:JAN] | CAS#742-20-1 | Thiazide Diuretic

MedKoo Cat#: 524923 | Name: Cyclopenthiazide

Description:

WARNING: This product is for research use only, not for human or veterinary use.

Cyclopenthiazide is a thiazide diuretic used in the treatment of heart failure and hypertension. It increases the excretion of sodium and potassium ions and decrease the excretion of calcium ions and uric acid so they are contraindicated in patients with hyponatraemia, hypokalaemia, hypercalcaemia and hyperuricaemia.

Chemical Structure

Cyclopenthiazide

CAS#742-20-1

Theoretical Analysis

MedKoo Cat#: 524923

Name: Cyclopenthiazide

CAS#: 742-20-1

Chemical Formula: C13H18ClN3O4S2

Exact Mass: 379.0427

Molecular Weight: 379.88

Elemental Analysis: C, 41.10; H, 4.78; Cl, 9.33; N, 11.06; O, 16.85; S, 16.88

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Synonym

Cyclomethiazide; Navidrex; Salimed; Cyclometiazid; Cyclopentiazid; Navidreks; Benesal; Salurilo-C; Ultra-Minzil; Navidrix; Salimid; Tsiklometiazid; NSC 107679; NSC107679; NSC-107679;Su-8341; SU 8341; SU8341;

IUPAC/Chemical Name

6-Chloro-3-(cyclopentylmethyl)-3,4-dihydro-2H-1,2,4-benzothiadiazine-7-sulfonamide 1,1-dioxide

InChi Key

BKYKPTRYDKTTJY-UHFFFAOYSA-N

InChi Code

InChI=1S/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)

SMILES Code

c1c2c(cc(c1Cl)S(=O)(=O)N)S(=O)(=O)NC(N2)CC3CCCC3

Appearance

Solid powder

Purity

>98% (or refer to the Certificate of Analysis)

Shipping Condition

Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition

Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility

Soluble in DMSO, not in water

Shelf Life

>2 years if stored properly

Drug Formulation

This drug may be formulated in DMSO

Stock Solution Storage

0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code

2934.99.9001

More Info

Instruction

View handling instruction

Preparing Stock Solutions

The following data is based on the product molecular weight 379.88 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Concentration / Solvent Volume / Mass	1 mg	5 mg	10 mg
1 mM	1.15 mL	5.76 mL	11.51 mL
5 mM	0.23 mL	1.15 mL	2.3 mL
10 mM	0.12 mL	0.58 mL	1.15 mL
50 mM	0.02 mL	0.12 mL	0.23 mL

1: Krum H, Jackson B, Conway EL, Howes LG, Johnston CI, Louis WJ. Steady-state pharmacokinetics and pharmacodynamics of cilazapril in the presence and absence of cyclopenthiazide. J Cardiovasc Pharmacol. 1992 Sep;20(3):451-7. PubMed PMID: 1279292. 2: Passmore AP, Whitehead EM, Crawford V, McVeigh GE, Johnston GD. The antihypertensive and metabolic effects of low and conventional dose cyclopenthiazide in type II diabetics with hypertension. Q J Med. 1991 Nov;81(295):919-28. PubMed PMID: 1808632. 3: Johnston GD, Wilson R, McDermott BJ, McVeigh GE, Duffin D, Logan J. Low-dose cyclopenthiazide in the treatment of hypertension: a one-year community-based study. Q J Med. 1991 Feb;78(286):135-43. PubMed PMID: 2031076. 4: Allman S, Norris RJ. An open, parallel group study comparing a frusemide/amiloride diuretic and a diuretic containing cyclopenthiazide with sustained release potassium in the treatment of congestive cardiac failure--a multicentre general practice study. J Int Med Res. 1990;18 Suppl 2:17B-23B. PubMed PMID: 2193840. 5: McVeigh GE, McMaster M, Linton T, Whitehead E, Johnston GD. A comparison of the haemodynamic and hormonal effects of low and conventional dose cyclopenthiazide in normal volunteers. Eur J Clin Pharmacol. 1990;38(4):351-7. PubMed PMID: 2188845. 6: McVeigh GE, Dulie EB, Ravenscroft A, Galloway DB, Johnston GD. Low and conventional dose cyclopenthiazide on glucose and lipid metabolism in mild hypertension. Br J Clin Pharmacol. 1989 Apr;27(4):523-6. PubMed PMID: 2655692; PubMed Central PMCID: PMC1379734. 7: Harding JJ, van Heyningen R. Drugs, including alcohol, that act as risk factors for cataract, and possible protection against cataract by aspirin-like analgesics and cyclopenthiazide. Br J Ophthalmol. 1988 Nov;72(11):809-14. PubMed PMID: 3207655; PubMed Central PMCID: PMC1041596. 8: McVeigh G, Galloway D, Johnston D. The case for low dose diuretics in hypertension: comparison of low and conventional doses of cyclopenthiazide. BMJ. 1988 Jul 9;297(6641):95-8. PubMed PMID: 3044503; PubMed Central PMCID: PMC1833832. 9: McVeigh GE, Copeland S, McKellar J, Johnston D. Effect of low versus conventional dose cyclopenthiazide on platelet intracellular calcium in mild essential hypertension. J Hypertens. 1988 Apr;6(4):337-41. PubMed PMID: 3288695. 10: Crawford RJ, Allman S, Gibson W, Kitchen S, Richards HH. A comparative study of frusemide-amiloride and cyclopenthiazide-potassium chloride in the treatment of congestive cardiac failure in general practice. J Int Med Res. 1988 Mar-Apr;16(2):143-9. PubMed PMID: 3378660. 11: Leahey WJ, McMeekin JR. Determination of cyclopenthiazide in plasma by high-performance liquid chromatography. J Chromatogr. 1987 Oct 30;421(2):401-6. PubMed PMID: 3429594. 12: Hennig B, Scholz F, Wolf G. [The stability of hydrochlorothiazide and cyclopenthiazide in various dosage forms. 4. Stability of hydrochlorothiazide injection solutions II]. Pharmazie. 1987 Mar;42(3):162-4. German. PubMed PMID: 3602070. 13: Hennig B, Scholz F, Peinhardt G. [The stability of hydrochlorothiazide and cyclopenthiazide in various dosage forms. 3. Stability of hydrochlorothiazide injection solutions]. Pharmazie. 1986 Aug;41(8):565-6. German. PubMed PMID: 3786376. 14: Hennig B, Scholz F, Hennig D. [The stability of hydrochlorothiazide and cyclopenthiazide in various drug forms. 2. The stability of Disalunil tablets]. Pharmazie. 1985 Jul;40(7):467-9. German. PubMed PMID: 4048250. 15: Hennig B, Scholz F. [Stability of hydrochlorothiazide and cyclopenthiazide in various drug forms. 1. Stability of hydrochlorothiazide and cyclopenthiazide]. Pharmazie. 1984 Nov;39(11):779-80. German. PubMed PMID: 6531386. 16: Forrest WA, Bridgman KM, Ebbutt AF. "24-hour blood pressure control" with sustained release oxprenolol 160mg plus cyclopenthiazide 0.25mg (Trasidrex) in general practice. Br J Clin Pract. 1983 Nov-Dec;37(11-12):385-8. PubMed PMID: 6367794. 17: Wray R, Benton KG, Whitehill D, Wright B, Weener W, Whittington JR. Comparative clinical trial of bemetizide/triamterene and cyclopenthiazide/potassium chloride combinations in patients with mild to moderate hypertension. Curr Med Res Opin. 1983;8(9):665-74. PubMed PMID: 6365467. 18: MacGregor GA, Banks RA, Markandu ND, Roulston J. Xipamide and cyclopenthiazide in essential hypertension--comparative effects on blood pressure and plasma potassium. Br J Clin Pharmacol. 1982 Jun;13(6):859-63. PubMed PMID: 7046777; PubMed Central PMCID: PMC1402036. 19: Parry EE, Young J, Arr S. Comparison of timolol/hydrochlorothiazide/amiloride ('Moducren') with cyclopenthiazide/potassium in mild to moderate hypertension. Curr Med Res Opin. 1982;8(4):253-9. PubMed PMID: 6759059. 20: Levenstein JH. Oxprenolol slow-release with cyclopenthiazide KCl in the treatment of essential hypertension. A multicentre general practice study. S Afr Med J. 1981 Jun 13;59(25):893-9. PubMed PMID: 7015537.