Cerebrocrast

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MedKoo CAT#: 528524

CAS#: 118790-71-9

Description: Cerebrocrast, also known as IOS-11212, is a calcium channel antagonist potentially for the treatment of cerebral vasospasm and cognition disorder. As Cerebrocrast decreased glucose levels in normal and streptozotocin (STZ)-induced diabetic rats, it also promoted glucose uptake by the brain, intensified insulin action and formation de novo of insulin receptors. Cerebrocrast did not alter current kinetics in either investigated channel, and the inhibition of calcium current was partly reversible or irreversible. As Cerebrocrast inhibited L- and T-type calcium channels, it can prevent vasoconstriction of kidney arterioles and aldosterone secretion that have significant roles in the development of hypertension and diabetic nephropathy.

Chemical Structure

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Cerebrocrast
CAS# 118790-71-9
Instruction

Theoretical Analysis

MedKoo Cat#: 528524
Name: Cerebrocrast
CAS#: 118790-71-9
Chemical Formula: C26H35F2NO7
Exact Mass: 511.24
Molecular Weight: 511.563
Elemental Analysis: C, 61.05; H, 6.90; F, 7.43; N, 2.74; O, 21.89

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.

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Synonym: Cerebrocrast; IOS-11212; IOS 11212; IOS11212

IUPAC/Chemical Name: bis(2-propoxyethyl) 4-(2-(difluoromethoxy)phenyl)-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate

InChi Key: ASCWBYZMMHUZMQ-UHFFFAOYSA-N

InChi Code: InChI=1S/C26H35F2NO7/c1-5-11-32-13-15-34-24(30)21-17(3)29-18(4)22(25(31)35-16-14-33-12-6-2)23(21)19-9-7-8-10-20(19)36-26(27)28/h7-10,23,26,29H,5-6,11-16H2,1-4H3

SMILES Code: O=C(C1=C(C)NC(C)=C(C(OCCOCCC)=O)C1C2=CC=CC=C2OC(F)F)OCCOCCC

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 511.56 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: Leonova E, Sokolovska J, Boucher JL, Isajevs S, Rostoka E, Baumane L, Sjakste T, Sjakste N. New 1,4-Dihydropyridines Down-regulate Nitric Oxide in Animals with Streptozotocin-induced Diabetes Mellitus and Protect Deoxyribonucleic Acid against Peroxynitrite Action. Basic Clin Pharmacol Toxicol. 2016 Jul;119(1):19-31. doi: 10.1111/bcpt.12542. Epub 2016 Jan 25. PubMed PMID: 26663724.

2: Garaliene V, Barsys V, Giedraitis S, Benetis R, Krauze A. The role of external Ca²⁺ in the action of Ca²⁺-channel agonists and antagonists on isolated human thoracic arteries. J Physiol Pharmacol. 2014 Feb;65(1):35-1. PubMed PMID: 24622828.

3: Rumaks J, Pupure J, Svirskis S, Isajevs S, Duburs G, Kalvinsh I, Klusa V. Search for stroke-protecting agents in endothelin-1-induced ischemic stroke model in rats. Medicina (Kaunas). 2012;48(10):525-31. PubMed PMID: 23324249.

4: Garaliene V, Barsys V, Jakuška P, Benetis R. Action of calcium antagonists and agonists on isolated human thoracic arteries used for coronary artery bypass grafting. Pharmacol Rep. 2012;64(3):733-8. PubMed PMID: 22814026.

5: Garaliene V, Barsys V, Jakuska P, Krauze A, Duburs G. Effects of calcium antagonists and agonists on isolated human v. saphena magna used for coronary artery bypass grafting and guinea pig's papillary muscle. Arzneimittelforschung. 2011;61(7):386-92. doi: 10.1055/s-0031-1296216. PubMed PMID: 21899206.

6: Lovaković T, Poljak-Blazi M, Duburs G, Cipak A, Cindrić M, Vigante B, Bisenieks E, Jaganjac M, Mrakovcić L, Dedić A, Zarković N. Growth modulation of human cells in vitro by mild oxidative stress and 1,4-dihydropyridine derivative antioxidants. Coll Antropol. 2011 Mar;35(1):137-41. PubMed PMID: 21661362.

7: Drígelová M, Tarabová B, Duburs G, Lacinová L. The dihydropyridine analogue cerebrocrast blocks both T-type and L-type calcium currents. Can J Physiol Pharmacol. 2009 Nov;87(11):923-32. doi: 10.1139/y09-086. PubMed PMID: 19935900.

8: Briede J, Stivrina M, Stoldere D, Vigante B, Duburs G. Effect of cerebrocrast on body and organ weights, food and water intake, and urine output of normal rats. Cell Biochem Funct. 2008 Dec;26(8):908-15. doi: 10.1002/cbf.1525. PubMed PMID: 19039818.

9: Pupure J, Isajevs S, Gordjushina V, Taivans I, Rumaks J, Svirskis S, Kratovska A, Dzirkale Z, Pilipenko J, Duburs G, Klusa V. Distinct influence of atypical 1,4-dihydropyridine compounds in azidothymidine-induced neuro- and cardiotoxicity in mice ex vivo. Basic Clin Pharmacol Toxicol. 2008 Nov;103(5):401-6. doi: 10.1111/j.1742-7843.2008.00221.x. Epub 2008 Sep 17. PubMed PMID: 18801031.

10: Fernandes MA, Pereira SP, Jurado AS, Custódio JB, Santos MS, Moreno AJ, Duburs G, Vicente JA. Comparative effects of three 1,4-dihydropyridine derivatives [OSI-1210, OSI-1211 (etaftoron), and OSI-3802] on rat liver mitochondrial bioenergetics and on the physical properties of membrane lipid bilayers: relevance to the length of the alkoxyl chain in positions 3 and 5 of the DHP ring. Chem Biol Interact. 2008 Jun 17;173(3):195-204. doi: 10.1016/j.cbi.2008.03.001. Epub 2008 Mar 15. PubMed PMID: 18452904.

11: Briede J, Stivrina M, Vigante B, Stoldere D, Duburs G. Acute effect of antidiabetic 1,4-dihydropyridine compound cerebrocrast on cardiac function and glucose metabolism in the isolated, perfused normal rat heart. Cell Biochem Funct. 2008 Mar-Apr;26(2):238-45. PubMed PMID: 17990288.

12: Klusa V, Klimaviciusa L, Duburs G, Poikans J, Zharkovsky A. Anti-neurotoxic effects of tauropyrone, a taurine analogue. Adv Exp Med Biol. 2006;583:499-508. PubMed PMID: 17153637.

13: Briede J, Stivrina M, Stoldere Dz, Vigante B, Duburs G. Effect of cerebrocrast, a new long-acting compound on blood glucose and insulin levels in rats when administered before and after STZ-induced diabetes mellitus. Cell Biochem Funct. 2007 Nov-Dec;25(6):673-80. PubMed PMID: 16986170.

14: Vaitkuviene A, Ulinskaite A, Meskys R, Duburs G, Klusa V, Liutkevicius E. Study of the interaction of 1,4-dihydropyridine derivatives with glucocorticoid hormone receptors from the rat liver. Pharmacol Rep. 2006 Jul-Aug;58(4):551-8. PubMed PMID: 16963802.

15: Klimaviciusa L, Klusa V, Duburs G, Kaasik A, Kalda A, Zharkovsky A. Distinct effects of atypical 1,4-dihydropyridines on 1-methyl-4-phenylpyridinium-induced toxicity. Cell Biochem Funct. 2007 Jan-Feb;25(1):15-21. PubMed PMID: 16927412.

16: Briede J, Duburs G. Protective effect of cerebrocrast on rat brain ischaemia induced by occlusion of both common carotid arteries. Cell Biochem Funct. 2007 Mar-Apr;25(2):203-10. PubMed PMID: 16444767.

17: Fernandes MA, Santos MS, Vicente JA, Moreno AJ, Velena A, Duburs G, Oliveira CR. Effects of 1,4-dihydropyridine derivatives (cerebrocrast, gammapyrone, glutapyrone, and diethone) on mitochondrial bioenergetics and oxidative stress: a comparative study. Mitochondrion. 2003 Aug;3(1):47-59. PubMed PMID: 16120344.

18: Fernandes MA, Jurado AS, Videira RA, Santos MS, Moreno AJ, Velena A, Duburs G, Oliveira CR, Vicente JA. Cerebrocrast promotes the cotransport of H+ and Cl- in rat liver mitochondria. Mitochondrion. 2005 Oct;5(5):341-51. PubMed PMID: 16099223.

19: Briede J, Stivriņa M, Stoldere D, Bisenieks E, Uldriķis J, Poikāns J, Makarova N, Duburs G. Effect of new and known 1,4-dihydropyridine derivatives on blood glucose levels in normal and streptozotocin-induced diabetic rats. Cell Biochem Funct. 2004 Jul-Aug;22(4):219-24. PubMed PMID: 15248181.

20: Klegeris A, Liutkevicius E, Mikalauskiene G, Duburs G, McGeer PL, Klusa V. Anti-inflammatory effects of cerebrocrast in a model of rat paw edema and on mononuclear THP-1 cells. Eur J Pharmacol. 2002 Apr 26;441(3):203-8. PubMed PMID: 12063093.