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MedKoo Cat#: 412881 | Name: Cicletanine hydrochloride

Description:

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

Cicletanine hydrochloride is the hydrochloride salt of a dihydropyridine derivative with diuretic and antihypertensive activity. Cicletanine exerts thiazide-like diuretic activity.

Chemical Structure

Cicletanine hydrochloride
Cicletanine hydrochloride
CAS#82747-56-6 (HCl)

Theoretical Analysis

MedKoo Cat#: 412881

Name: Cicletanine hydrochloride

CAS#: 82747-56-6 (HCl)

Chemical Formula: C14H13Cl2NO2

Exact Mass: 297.0323

Molecular Weight: 298.16

Elemental Analysis: C, 56.40; H, 4.39; Cl, 23.78; N, 4.70; O, 10.73

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.
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Related CAS #
82747-56-6 (HCl) 89943-82-8 (free base)
Synonym
Cicletanine hydrochloride; UNII-T0SY6373OQ; Cicletanine HCl
IUPAC/Chemical Name
Furo(3,4-c)pyridin-7-ol, 3-(4-chlorophenyl)-1,3-dihydro-6-methyl-, hydrochloride
InChi Key
QLMBAIRFQQLJJX-UHFFFAOYSA-N
InChi Code
InChI=1S/C14H12ClNO2.ClH/c1-8-13(17)12-7-18-14(11(12)6-16-8)9-2-4-10(15)5-3-9;/h2-6,14,17H,7H2,1H3;1H
SMILES Code
Cc1c(O)c2c(C(c3ccc(Cl)cc3)OC2)cn1.Cl
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
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

Preparing Stock Solutions

The following data is based on the product molecular weight 298.16 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.

Recalculate based on batch purity %
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: Choi EY, Ro Y, Choi JW, Kang CM, Kim GH. Cicletanine-induced hyponatremia and hypokalemia in kidney transplant patients. Kidney Res Clin Pract. 2016 Sep;35(3):142-6. doi: 10.1016/j.krcp.2016.05.004. Epub 2016 May 25. PMID: 27668156; PMCID: PMC5025466. 2: Kalinowski L, Szczepańska-Konkel M, Jankowski M, Angielski S. Cicletanine: new insights into its pharmacological actions. Gen Pharmacol. 1999 Jul;33(1):7-16. doi: 10.1016/s0306-3623(98)00257-2. PMID: 10428010. 3: Menard C, Lamiable D, Vistelle R, Droy-Lefait MT, Ratanasavanh D. Effects of oxazepam and acetaminophen on cicletanine metabolism in rat hepatocytes and liver microsomes. Fundam Clin Pharmacol. 1999;13(5):571-6. doi: 10.1111/j.1472-8206.1999.tb00363.x. PMID: 10520730. 4: Ferdinandy P, Koltai M, Tosaki A, Berthet P, Tarrade T, Esanu A, Braquet P. Cicletanine improves myocardial function deteriorated by ischemia/reperfusion in isolated working rat hearts. J Cardiovasc Pharmacol. 1992 Feb;19(2):181-9. doi: 10.1097/00005344-199202000-00005. PMID: 1376786. 5: Nakamoto H, Suzuki H, Ohishi A, Katsumata H, Sakaguchi H, Saruta T. Effects of cicletanine on the progression of renal failure in 5/6 nephrectomized hypertensive rats. Clin Exp Pharmacol Physiol. 1999 Mar;26(3):236-41. doi: 10.1046/j.1440-1681.1999.03021.x. PMID: 10081620. 6: Liu S, Rockey DC. Cicletanine stimulates eNOS phosphorylation and NO production via Akt and MAP kinase/Erk signaling in sinusoidal endothelial cells. Am J Physiol Gastrointest Liver Physiol. 2013 Jul 15;305(2):G163-71. doi: 10.1152/ajpgi.00003.2013. Epub 2013 May 2. PMID: 23639812; PMCID: PMC3725686. 7: Zini R, Morin D, Jouenne P, Tillement JP. Cicletanine binding to human plasma proteins and erythrocytes, a particular HSA-drug interaction. Life Sci. 1988;43(25):2103-15. doi: 10.1016/0024-3205(88)90360-8. PMID: 3210902. 8: Wagner F, Malice MP, Wiegert E, McGrath HE, Gildea J, Mitta S, Van Dyck K, De Lepeleire I, Johnson-Levonas AO, Sisk CM, Fernandez R, Greenwalt DM, Beals C, Carey RM, Nunes I. A comparison of the natriuretic and kaliuretic effects of cicletanine and hydrochlorothiazide in prehypertensive and hypertensive humans. J Hypertens. 2012 Apr;30(4):819-27. doi: 10.1097/HJH.0b013e32835022a8. PMID: 22278145. 9: Garay RP, Rosati C, Fanous K, Allard M, Morin E, Lamiable D, Vistelle R. Evidence for (+)-cicletanine sulfate as an active natriuretic metabolite of cicletanine in the rat. Eur J Pharmacol. 1995 Feb 14;274(1-3):175-80. doi: 10.1016/0014-2999(94)00731-l. PMID: 7768271. 10: Bagrov AY, Dmitrieva RI, Dorofeeva NA, Fedorova OV, Lopatin DA, Lakatta EG, Droy-Lefaix MT. Cicletanine reverses vasoconstriction induced by the endogenous sodium pump ligand, marinobufagenin, via a protein kinase C dependent mechanism. J Hypertens. 2000 Feb;18(2):209-15. doi: 10.1097/00004872-200018020-00012. PMID: 10694190.

View History

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