Cicletanine hydrochloride

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

MedKoo CAT#: 412881

CAS#: 82747-56-6 (HCl)

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

Chemical Structure

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

Theoretical Analysis

MedKoo Cat#: 412881
Name: Cicletanine hydrochloride
CAS#: 82747-56-6 (HCl)
Chemical Formula: C14H13Cl2NO2
Exact Mass: 297.03
Molecular Weight: 298.160
Elemental Analysis: C, 56.40; H, 4.39; Cl, 23.78; N, 4.70; O, 10.73

Price and Availability

This product is not in stock, which may be available by custom synthesis. For cost-effective reason, minimum order is 1g (price is usually high, lead time is 2~3 months, depending on the technical challenge). Quote less than 1g will not be provided. To request quote, please email to sales @medkoo.com or click below button.
Note: Price will be listed if it is available in the future.

Request quote for custom synthesis

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:

Biological target:
In vitro activity:
In vivo activity:

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
Formulation protocol:
In vitro protocol:
In vivo protocol:

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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.