CV 159 | CAS#86384-98-7 | antiinflammatory

MedKoo Cat#: 584344 | Name: CV 159

Description:

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

CV 159, a unique dihydropyridine derivative, prevents TNF-induced inflammatory responses in human umbilical vein endothelial cells.

Chemical Structure

CV 159

CAS#86384-98-7

Theoretical Analysis

MedKoo Cat#: 584344

Name: CV 159

CAS#: 86384-98-7

Chemical Formula: C31H34N4O7

Exact Mass: 574.2427

Molecular Weight: 574.63

Elemental Analysis: C, 64.80; H, 5.96; N, 9.75; O, 19.49

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 #

No Data

Synonym

CV 159; CV159; CV-159

IUPAC/Chemical Name

3,5-Pyridinedicarboxylic acid, 1,4-dihydro-2,6-dimethyl-4-(3-nitrophenyl)-, methyl 6-((5-phenyl-1H-pyrazol-3-yl)oxy)hexyl ester

InChi Key

OOKHXFXYNBTHHR-UHFFFAOYSA-N

InChi Code

InChI=1S/C31H34N4O7/c1-20-27(30(36)40-3)29(23-14-11-15-24(18-23)35(38)39)28(21(2)32-20)31(37)42-17-10-5-4-9-16-41-26-19-25(33-34-26)22-12-7-6-8-13-22/h6-8,11-15,18-19,29,32H,4-5,9-10,16-17H2,1-3H3,(H,33,34)

SMILES Code

O=C(C1=C(C)NC(C)=C(C(OCCCCCCOC2=NNC(C3=CC=CC=C3)=C2)=O)C1C4=CC=CC([N+]([O-])=O)=C4)OC

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

Instruction

View handling instruction

Preparing Stock Solutions

The following data is based on the product molecular weight 574.63 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: Usui T, Yamawaki H, Kamibayashi M, Okada M, Hara Y. CV-159, a unique dihydropyridine derivative, prevents TNF-induced inflammatory responses in human umbilical vein endothelial cells. J Pharmacol Sci. 2010;113(2):182-91. Epub 2010 May 19. PubMed PMID: 20484867. 2: Usui T, Yamawaki H, Kamibayashi M, Okada M, Hara Y. Mechanisms underlying the anti-inflammatory effects of the Ca2+/calmodulin antagonist CV-159 in cultured vascular smooth muscle cells. J Pharmacol Sci. 2010;113(3):214-23. Epub 2010 Jun 16. PubMed PMID: 20562516. 3: Umekawa H, Yamakawa K, Nunoki K, Taira N, Tanaka T, Hidaka H. Inhibition of calmodulin function by CV-159, a novel dihydropyridine compound. Biochem Pharmacol. 1988 Sep 15;37(18):3377-81. PubMed PMID: 2844186. 4: Hataji K, Watanabe T, Oowada S, Nagaya M, Kamibayashi M, Murakami E, Kawakami H, Ishiuchi A, Kumai T, Nakano H, Kobayashi S, Otsubo T. Effects of a calcium-channel blocker (CV159) on hepatic ischemia/reperfusion injury in rats: evaluation with selective NO/pO2 electrodes and an electron paramagnetic resonance spin-trapping method. Biol Pharm Bull. 2010;33(1):77-83. PubMed PMID: 20045940. 5: Miyazaki H, Tanaka S, Fujii Y, Shimizu K, Nagashima K, Kamibayashi M, Uehara T, Okuma Y, Nomura Y. Neuroprotective effects of a dihydropyridine derivative, 1,4-dihydro-2,6-dimethyl-4-(3-nitrophenyl)-3,5-pyridinedicarbox ylic acid methyl 6-(5-phenyl-3-pyrazolyloxy)hexyl ester (CV-159), on rat ischemic brain injury. Life Sci. 1999;64(10):869-78. PubMed PMID: 10096437. 6: Imai H, Matsui K, Ochi S, Nakazawa M, Nakagawa Y, Imai S. Effects of the new dihydropyridine derivative 1,4-dihydro-2,6-dimethyl-4-(3-nitrophenyl)-3,5-pyridinedicarboxylic acid methyl 6-(5-phenyl-3-pyrazolyloxy)hexyl ester on the cardiohemodynamics and the energy metabolism of ischemic myocardium. Arzneimittelforschung. 1987 Dec;37(12):1348-52. PubMed PMID: 3449062. 7: Kobayashi HP, Watanabe T, Oowada S, Hirayama A, Nagase S, Kamibayashi M, Otsubo T. Effect of CV159-Ca(2+)/calmodulin blockade on redox status hepatic ischemia-reperfusion injury in mice evaluated by a newly developed in vivo EPR imaging technique. J Surg Res. 2008 Jun 1;147(1):41-9. Epub 2007 Jul 31. PubMed PMID: 18067926. 8: Watanabe T, Oowada S, Kobayashi HP, Kamibayashi M, Ishiuchi A, Jinnouchi Y, Koizumi S, Asano T, Shimamura T, Asakura T, Nakano H, Kubota S, Otsubo T. The role of the new Ca2+ antagonist, CV159, in hepatic I/R injury-the evaluation of hepatic organ reducing activity using in vivo and ex vivo EPR. J Surg Res. 2008 Mar;145(1):49-56. Epub 2007 Dec 11. PubMed PMID: 18067923.