Chlorthalidone | CAS#77-36-1 | Diuretic & Anti-Hypertensive

MedKoo Cat#: 317520 | Name: Chlorthalidone

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Description:

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

Chlorthalidone is a diuretic drug used to treat hypertension. It is described as a thiazide diuretic. Compared with other medications of the thiazide class, chlortalidone has the longest duration of action but a similar diuretic effect at maximal therapeutic doses. Chlortalidone is often used in the management of hypertension and edema. Chlorthalidone directly inhibits sodium and chloride reabsorption on the luminal membrane of the early segment in the distal convoluted tubule in the kidney. This leads to an increase in sodium, chloride, bicarbonate, and potassium secretion resulting in the excretion of water.

Chemical Structure

Chlorthalidone

CAS#77-36-1

Theoretical Analysis

MedKoo Cat#: 317520

Name: Chlorthalidone

CAS#: 77-36-1

Chemical Formula: C14H11ClN2O4S

Exact Mass: 0.0000

Molecular Weight: 338.76

Elemental Analysis: C, 49.64; H, 3.27; Cl, 10.47; N, 8.27; O, 18.89; S, 9.47

Price and Availability

Size	Price	Availability
50mg	USD 350.00	2 Weeks
100mg	USD 550.00	2 Weeks
250mg	USD 950.00	2 Weeks

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Synonym

Chlorthalidone; Chlortalidone; Phthalamudine; Hygroton; Chlorphthalidolone; Phthalamodine; Oxodoline; Phthalamudine; Thalitone;

IUPAC/Chemical Name

2-chloro-5-(1-hydroxy-3-oxo-2H-isoindol-1-yl)benzenesulfonamide

InChi Key

JIVPVXMEBJLZRO-UHFFFAOYSA-N

InChi Code

InChI=1S/C14H11ClN2O4S/c15-11-6-5-8(7-12(11)22(16,20)21)14(19)10-4-2-1-3-9(10)13(18)17-14/h1-7,19H,(H,17,18)(H2,16,20,21)

SMILES Code

C1=CC=C2C(=C1)C(=O)NC2(C3=CC(=C(C=C3)Cl)S(=O)(=O)N)O

Appearance

White to off-white 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 338.76 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: Tsai MC, Wu J, Kupfer S, Vakilynejad M. Population Pharmacokinetics and Exposure-Response of a Fixed-Dose Combination of Azilsartan Medoxomil and Chlorthalidone in Patients with Stage 2 Hypertension. J Clin Pharmacol. 2015 Dec 3. doi: 10.1002/jcph.684. [Epub ahead of print] PubMed PMID: 26632101. 2: Castro-Torres Y, Fleites-Pérez A, Carmona-Puerta R, Jiménez-Garrido RG. Negative effects of chlorthalidone on sympathetic nervous system and insulin resistance in hypertensive patients may be avoided with spironolactone: further studies are still needed. Ir J Med Sci. 2015 Dec;184(4):727-9. doi: 10.1007/s11845-015-1350-1. Epub 2015 Sep 4. PubMed PMID: 26341505. 3: Cooney D, Milfred-LaForest S, Rahman M. Diuretics for hypertension: Hydrochlorothiazide or chlorthalidone? Cleve Clin J Med. 2015 Aug;82(8):527-33. doi: 10.3949/ccjm.82a.14091. Review. PubMed PMID: 26270432. 4: Shah JV, Patel DP, Shah PA, Sanyal M, Shrivastav PS. Simultaneous quantification of atenolol and chlorthalidone in human plasma by ultra-performance liquid chromatography-tandem mass spectrometry. Biomed Chromatogr. 2015 Jun 10. doi: 10.1002/bmc.3537. [Epub ahead of print] PubMed PMID: 26096961. 5: Ramakrishna R, Puttrevu SK, Bhateria M, Bala V, Sharma VL, Bhatta RS. Simultaneous determination of azilsartan and chlorthalidone in rat and human plasma by liquid chromatography-electrospray tandem mass spectrometry. J Chromatogr B Analyt Technol Biomed Life Sci. 2015 May 15;990:185-97. doi: 10.1016/j.jchromb.2015.03.018. Epub 2015 Mar 28. PubMed PMID: 25899870. 6: Roush GC, Ernst ME, Kostis JB, Tandon S, Sica DA. Head-to-head comparisons of hydrochlorothiazide with indapamide and chlorthalidone: antihypertensive and metabolic effects. Hypertension. 2015 May;65(5):1041-6. doi: 10.1161/HYPERTENSIONAHA.114.05021. Epub 2015 Mar 2. Review. PubMed PMID: 25733245. 7: Sirisha T, Gurupadayya B, Siddiraju S. Optimized and Validated RP-UPLC Method for the Determination of Losartan Potassium and Chlorthalidone in Pharmaceutical Formulations. Adv Pharm Bull. 2015 Mar;5(1):133-6. doi: 10.5681/apb.2015.019. Epub 2015 Mar 5. PubMed PMID: 25789231; PubMed Central PMCID: PMC4352217. 8: Kipnes MS, Handley A, Lloyd E, Barger B, Roberts A. Safety, tolerability, and efficacy of azilsartan medoxomil with or without chlorthalidone during and after 8 months of treatment for hypertension. J Clin Hypertens (Greenwich). 2015 Mar;17(3):183-92. doi: 10.1111/jch.12474. Epub 2015 Jan 24. PubMed PMID: 25619410. 9: Heise CW, Beutler D, Bosak A, Orme G, Loli A, Graeme K. Massive Atenolol, Lisinopril, and Chlorthalidone Overdose Treated with Endoscopic Decontamination, Hemodialysis, Impella Percutaneous Left Ventricular Assist Device, and ECMO. J Med Toxicol. 2015 Mar;11(1):110-4. doi: 10.1007/s13181-014-0419-y. PubMed PMID: 25146229; PubMed Central PMCID: PMC4371031. 10: Roush GC, Ernst ME, Kostis JB, Kaur R, Sica DA. Not just chlorthalidone: evidence-based, single tablet, diuretic alternatives to hydrochlorothiazide for hypertension. Curr Hypertens Rep. 2015 Apr;17(4):540. doi: 10.1007/s11906-015-0540-6. PubMed PMID: 25821163. 11: DiNicolantonio JJ, Bhutani J, Lavie CJ, O'Keefe JH. Evidence-based diuretics: focus on chlorthalidone and indapamide. Future Cardiol. 2015 Mar;11(2):203-17. doi: 10.2217/fca.14.83. Review. PubMed PMID: 25760879. 12: Singer JR, Pearce ZD, Westhouse SJ, Siebert KJ. Uveal effusion as a mechanism of bilateral angle-closure glaucoma induced by chlorthalidone. J Glaucoma. 2015 Jan;24(1):84-6. doi: 10.1097/IJG.0000000000000037. PubMed PMID: 24448565. 13: Saseen JJ, Ghushchyan V, Nair KV. Comparing clinical effectiveness and drug toxicity with hydrochlorothiazide and chlorthalidone using two potency ratios in a managed care population. J Clin Hypertens (Greenwich). 2015 Feb;17(2):134-40. doi: 10.1111/jch.12453. Epub 2014 Dec 15. PubMed PMID: 25496048. 14: Wilson L, Nair KV, Saseen JJ. Comparison of new-onset gout in adults prescribed chlorthalidone vs. hydrochlorothiazide for hypertension. J Clin Hypertens (Greenwich). 2014 Dec;16(12):864-8. doi: 10.1111/jch.12413. Epub 2014 Sep 25. PubMed PMID: 25258088. 15: Jin C, Jeon Y, Kleven DT, Pollock JS, White JJ, Pollock DM. Combined endothelin a blockade and chlorthalidone treatment in a rat model of metabolic syndrome. J Pharmacol Exp Ther. 2014 Nov;351(2):467-73. doi: 10.1124/jpet.114.215566. Epub 2014 Sep 4. PubMed PMID: 25189702; PubMed Central PMCID: PMC4201276. 16: Yamal JM, Oparil S, Davis BR, Alderman MH, Calhoun DA, Cushman WC, Fendley HF, Franklin SS, Habib GB, Pressel SL, Probstfield JL, Sastrasinh S; ALLHAT Collaborative Research Group. Stroke outcomes among participants randomized to chlorthalidone, amlodipine or lisinopril in ALLHAT. J Am Soc Hypertens. 2014 Nov;8(11):808-19. doi: 10.1016/j.jash.2014.08.003. Epub 2014 Aug 19. PubMed PMID: 25455006; PubMed Central PMCID: PMC4254528. 17: Ebeid WM, Elkady EF, El-Zaher AA, El-Bagary RI, Patonay G. Stability-indicating RP-LC method for determination of azilsartan medoxomil and chlorthalidone in pharmaceutical dosage forms: application to degradation kinetics. Anal Bioanal Chem. 2014 Oct;406(26):6701-12. doi: 10.1007/s00216-014-8085-0. Epub 2014 Sep 5. PubMed PMID: 25190009. 18: Baker WL, Nigro SC, White WB. Efficacy of azilsartan medoxomil with chlorthalidone in hypertension. Expert Rev Cardiovasc Ther. 2014 Jul;12(7):791-8. doi: 10.1586/14779072.2014.924853. Epub 2014 Jun 2. Review. PubMed PMID: 24881461. 19: van Blijderveen JC, Straus SM, Rodenburg EM, Zietse R, Stricker BH, Sturkenboom MC, Verhamme KM. Risk of hyponatremia with diuretics: chlorthalidone versus hydrochlorothiazide. Am J Med. 2014 Aug;127(8):763-71. doi: 10.1016/j.amjmed.2014.04.014. Epub 2014 May 5. PubMed PMID: 24811554. 20: Jin C, O'Boyle S, Kleven DT, Pollock JS, Pollock DM, White JJ. Antihypertensive and anti-inflammatory actions of combined azilsartan and chlorthalidone in Dahl salt-sensitive rats on a high-fat, high-salt diet. Clin Exp Pharmacol Physiol. 2014 Aug;41(8):579-88. doi: 10.1111/1440-1681.12250. PubMed PMID: 24798707.

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