MedKoo Cat#: 326721 | Name: Zardaverine
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Description:

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

Zardaverine is a Phosphodiesterase 3/4 inhibitor. Zardaverine exhibits potent and selective antitumor activity against hepatocellular carcinoma both in vitro and in vivo independently of phosphodiesterase inhibition. Zardaverine may be also useful for both, bronchorelaxation and reduction of inflammation in asthma therapy.

Chemical Structure

Zardaverine
Zardaverine
CAS#101975-10-4

Theoretical Analysis

MedKoo Cat#: 326721

Name: Zardaverine

CAS#: 101975-10-4

Chemical Formula: C12H10F2N2O3

Exact Mass: 268.0659

Molecular Weight: 268.22

Elemental Analysis: C, 53.74; H, 3.76; F, 14.17; N, 10.44; O, 17.89

Price and Availability

Size Price Availability Quantity
5mg USD 200.00
10mg USD 350.00
25mg USD 750.00
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Related CAS #
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Synonym
Zardaverine
IUPAC/Chemical Name
6-(4-(Difluoromethoxy)-3-methoxyphenyl)-3(2H)-pyridazinone
InChi Key
HJMQDJPMQIHLPB-UHFFFAOYSA-N
InChi Code
InChI=1S/C12H10F2N2O3/c1-18-10-6-7(2-4-9(10)19-12(13)14)8-3-5-11(17)16-15-8/h2-6,12H,1H3,(H,16,17)
SMILES Code
O=C1C=CC(C2=CC=C(OC(F)F)C(OC)=C2)=NN1
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

Preparing Stock Solutions

The following data is based on the product molecular weight 268.22 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
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Insights into the potential of withanolides as Phosphodiesterase-4 (PDE4D) inhibitors. J Biomol Struct Dyn. 2023 Apr;41(6):2108-2117. doi: 10.1080/07391102.2022.2028679. Epub 2022 Jan 21. PMID: 35060432. 5: Schuster KD, Mohammadi M, Cahill KB, Matte SL, Maillet AD, Vashisth H, Cote RH. Pharmacological and molecular dynamics analyses of differences in inhibitor binding to human and nematode PDE4: Implications for management of parasitic nematodes. PLoS One. 2019 Mar 27;14(3):e0214554. doi: 10.1371/journal.pone.0214554. PMID: 30917179; PMCID: PMC6436744. 6: Jeong J, Sa SJ, Chung H, Baek S, Choi I. A Dual Phosphodiesterase Inhibitor, Zardaverine (Type 3/4), Enhances Motility of Frozen-thawed Boar Sperm. Cryo Letters. 2018 May/Jun;39(3):196-200. PMID: 30059566. 7: Nazir M, Senkowski W, Nyberg F, Blom K, Edqvist PH, Jarvius M, Andersson C, Gustafsson MG, Nygren P, Larsson R, Fryknäs M. Targeting tumor cells based on Phosphodiesterase 3A expression. Exp Cell Res. 2017 Dec 15;361(2):308-315. doi: 10.1016/j.yexcr.2017.10.032. Epub 2017 Oct 26. PMID: 29107068. 8: Cartledge DM, Robbins KM, Drake KM, Sternberg R, Stabley DL, Gripp KW, Kolb EA, Sol-Church K, Napper AD. Cytotoxicity of Zardaverine in Embryonal Rhabdomyosarcoma from a Costello Syndrome Patient. Front Oncol. 2017 Apr 3;7:42. doi: 10.3389/fonc.2017.00042. PMID: 28421158; PMCID: PMC5376947. 9: Guariento S, Karawajczyk A, Bull JA, Marchini G, Bielska M, Iwanowa X, Bruno O, Fossa P, Giordanetto F. Design and synthesis of 4,5,6,7-tetrahydro-1H-1,2-diazepin-7-one derivatives as a new series of Phosphodiesterase 4 (PDE4) inhibitors. Bioorg Med Chem Lett. 2017 Jan 1;27(1):24-29. doi: 10.1016/j.bmcl.2016.11.040. Epub 2016 Nov 16. PMID: 27890378. 10: Kel AE, Stegmaier P, Valeev T, Koschmann J, Poroikov V, Kel-Margoulis OV, Wingender E. Multi-omics "upstream analysis" of regulatory genomic regions helps identifying targets against methotrexate resistance of colon cancer. EuPA Open Proteom. 2016 Sep 9;13:1-13. doi: 10.1016/j.euprot.2016.09.002. PMID: 29900117; PMCID: PMC5988513. 11: Rogliani P, Calzetta L, Capuani B, Facciolo F, Cazzola M, Lauro D, Matera MG. Glucagon-Like Peptide 1 Receptor: A Novel Pharmacological Target for Treating Human Bronchial Hyperresponsiveness. Am J Respir Cell Mol Biol. 2016 Dec;55(6):804-814. doi: 10.1165/rcmb.2015-0311OC. PMID: 27447052. 12: Mastrototaro L, Tietjen U, Sponder G, Vormann J, Aschenbach JR, Kolisek M. Insulin Modulates the Na+/Mg2+ Exchanger SLC41A1 and Influences Mg2+ Efflux from Intracellular Stores in Transgenic HEK293 Cells. J Nutr. 2015 Nov;145(11):2440-7. doi: 10.3945/jn.115.213918. Epub 2015 Sep 9. PMID: 26355001. 13: Sun L, Quan H, Xie C, Wang L, Hu Y, Lou L. Phosphodiesterase 3/4 inhibitor zardaverine exhibits potent and selective antitumor activity against hepatocellular carcinoma both in vitro and in vivo independently of phosphodiesterase inhibition. PLoS One. 2014 Mar 5;9(3):e90627. doi: 10.1371/journal.pone.0090627. PMID: 24598942; PMCID: PMC3944092. 14: Kümmerle AE, Schmitt M, Cardozo SV, Lugnier C, Villa P, Lopes AB, Romeiro NC, Justiniano H, Martins MA, Fraga CA, Bourguignon JJ, Barreiro EJ. Design, synthesis, and pharmacological evaluation of N-acylhydrazones and novel conformationally constrained compounds as selective and potent orally active phosphodiesterase-4 inhibitors. J Med Chem. 2012 Sep 13;55(17):7525-45. doi: 10.1021/jm300514y. Epub 2012 Aug 30. PMID: 22891752. 15: Fryknäs M, Rickardson L, Wickström M, Dhar S, Lövborg H, Gullbo J, Nygren P, Gustafsson MG, Isaksson A, Larsson R. Phenotype-based screening of mechanistically annotated compounds in combination with gene expression and pathway analysis identifies candidate drug targets in a human squamous carcinoma cell model. J Biomol Screen. 2006 Aug;11(5):457-68. doi: 10.1177/1087057106288048. 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PMID: 14651598. 19: Schermuly RT, Leuchte H, Ghofrani HA, Weissmann N, Rose F, Kohstall M, Olschewski H, Schudt C, Grimminger F, Seeger W, Walmrath D. Zardaverine and aerosolised iloprost in a model of acute respiratory failure. Eur Respir J. 2003 Aug;22(2):342-7. doi: 10.1183/09031936.03.00093802. PMID: 12952271. 20: Lee ME, Markowitz J, Lee JO, Lee H. Crystal structure of phosphodiesterase 4D and inhibitor complex(1). FEBS Lett. 2002 Oct 23;530(1-3):53-8. doi: 10.1016/s0014-5793(02)03396-3. PMID: 12387865.