Zolasartan

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

MedKoo CAT#: 328026

CAS#: 145781-32-4

Description: Zolasartan, also known as GR-117289 or GR 117289C, is a potent, specific, selective and insurmountable antagonist at angiotensin AT, receptors. Its profile in the rabbit aorta is consistent with the proposalthat GRI17289 is a slowly reversible (pseudo-irreversible) antagonist at these receptors.


Price and Availability

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Zolasartan is not in stock, but may be available through custom synthesis. For cost-effective reason, minimum 1 gram order is requested. The product will be characterized by NMR, HPLC and MS analysis. Purity (HPLC) is usually >98%. CoA, QC data, MSDS will be provided when product is successfully made. The estimated lead time is 2-3 months. Please send email to sales@medkoo.com to inquire quote.


Chemical Structure

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Theoretical Analysis

MedKoo Cat#: 328026
Name: Zolasartan
CAS#: 145781-32-4
Chemical Formula: C24H20BrClN6O3
Exact Mass: 554.0469
Molecular Weight: 555.817
Elemental Analysis: C, 51.86; H, 3.63; Br, 14.38; Cl, 6.38; N, 15.12; O, 8.64


Synonym: Zolasartan; GR-117289; GR117289; GR 117289; GR 117289C; GR-117289C; GR117289C.

IUPAC/Chemical Name: 1-((3-Bromo-2-(o-1H-tetrazol-5-ylphenyl)-5-benzofuranyl)methyl)-2-butyl-4-chloroimidazole-5-carboxylic acid

InChi Key: FIKYECRHLXONOX-UHFFFAOYSA-N

InChi Code: InChI=1S/C24H20BrClN6O3/c1-2-3-8-18-27-22(26)20(24(33)34)32(18)12-13-9-10-17-16(11-13)19(25)21(35-17)14-6-4-5-7-15(14)23-28-30-31-29-23/h4-7,9-11H,2-3,8,12H2,1H3,(H,33,34)(H,28,29,30,31)

SMILES Code: O=C(C1=C(Cl)N=C(CCCC)N1CC2=CC=C(OC(C3=CC=CC=C3C4=NN=NN4)=C5Br)C5=C2)O


Technical Data

Appearance:
White to off-white crystalline 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).

Harmonized System Code:
293490


References

1: Shuttleworth G, Hunter MG, Broughton Pipkin F. Autoradiographic determination of angiotensin II receptors in prepubertal and postpubertal pig ovarian tissue. Reproduction. 2001 Nov;122(5):701-10. PubMed PMID: 11690530.

2: Liu MH, Floten HS, Furnary AP, Yim AP, He GW. Inhibition of vasoconstriction by angiotensin receptor antagonist GR117289C in arterial grafts. Ann Thorac Surg. 2000 Dec;70(6):2064-9. PubMed PMID: 11156121.

3: Tebbs C, Pratten MK, Broughton Pipkin F. Angiotensin II is a growth factor in the peri-implantation rat embryo. J Anat. 1999 Jul;195 ( Pt 1):75-86. PubMed PMID: 10473295; PubMed Central PMCID: PMC1467967.

4: Lyons D, Webster J, Nixon A, Young MM, Smith J, Benjamin N. Effect of the non peptide angiotensin II antagonist, GR117289C on the vasoconstrictor actions of angiotensin II in the human forearm. Br J Clin Pharmacol. 1997 Mar;43(3):323-6. PubMed PMID: 9088589; PubMed Central PMCID: PMC2042751.

5: Polidori C, Ciccocioppo R, Pompei P, Cirillo R, Massi M. Functional evidence for the ability of angiotensin AT1 receptor antagonists to cross the blood-brain barrier in rats. Eur J Pharmacol. 1996 Jul 4;307(3):259-67. PubMed PMID: 8836613.

6: Grace AA, Metcalfe JC, Weissberg PL, Bethell HW, Vandenberg JI. Angiotensin II stimulates sodium-dependent proton extrusion in perfused ferret heart. Am J Physiol. 1996 Jun;270(6 Pt 1):C1687-94. PubMed PMID: 8764151.

7: Cannell RJ, Knaggs AR, Dawson MJ, Manchee GR, Eddershaw PJ, Waterhouse I, Sutherland DR, Bowers GD, Sidebottom PJ. Microbial biotransformation of the angiotensin II antagonist GR117289 by Streptomyces rimosus to identify a mammalian metabolite. Drug Metab Dispos. 1995 Jul;23(7):724-9. PubMed PMID: 7587961.

8: Forhead AJ, Fowden AL, Silver M, Hughes P, Broughton-Pipkin F, Sutherland MF. Haemodynamic responses to an angiotensin II receptor antagonist (GR 117289) in maternal and fetal sheep. Exp Physiol. 1995 Mar;80(2):285-98. PubMed PMID: 7786519.

9: Murkitt GS, Trafankowska EZ, Dunne M, Manchee GR. Fully automated assay for the determination of GR117289X in human plasma using mixed mode solid-phase extraction and high-performance liquid chromatography with ultraviolet detection. J Pharm Biomed Anal. 1994 Sep;12(9):1181-7. PubMed PMID: 7803570.

10: Bowers GD, Eddershaw PJ, Hughes SY, Manchee GR, Oxford J. Characterization of glucuronic acid conjugates of a novel angiotensin receptor antagonist. Rapid Commun Mass Spectrom. 1994 Feb;8(2):217-21. PubMed PMID: 8155901.

11: Hilditch A, Hunt AA, Gardner CJ, Twissell DJ, Polley J, Travers A, Drew GM, Middlemiss D, Ross BC, Robertson MJ. Cardiovascular effects of GR117289, a novel angiotensin AT1 receptor antagonist. Br J Pharmacol. 1994 Jan;111(1):137-44. PubMed PMID: 8012689; PubMed Central PMCID: PMC1910000.

12: Marshall FH, Clark SA, Michel AD, Barnes JC. Binding of angiotensin antagonists to rat liver and brain membranes measured ex vivo. Br J Pharmacol. 1993 Jul;109(3):760-4. PubMed PMID: 8358571; PubMed Central PMCID: PMC2175620.

13: Clark KL, Robertson MJ, Drew GM. Role of angiotensin AT1 and AT2 receptors in mediating the renal effects of angiotensin II in the anaesthetized dog. Br J Pharmacol. 1993 May;109(1):148-56. PubMed PMID: 8495237; PubMed Central PMCID: PMC2175586.

14: Chiu AT, Dunscomb JH, McCall DE, Benfield P, Baubonis W, Sauer B. Characterization of angiotensin AT1A receptor isoform by its ligand binding signature. Regul Pept. 1993 Mar 19;44(2):141-7. PubMed PMID: 8469769.

15: Clapham J, Kilpatrick GJ. Histamine H3 receptor-mediated modulation of water consumption in the rat. Eur J Pharmacol. 1993 Feb 23;232(1):99-103. PubMed PMID: 8384565.

16: Robertson MJ, Barnes JC, Drew GM, Clark KL, Marshall FH, Michel A, Middlemiss D, Ross BC, Scopes D, Dowle MD. Pharmacological profile of GR117289 in vitro: a novel, potent and specific non-peptide angiotensin AT1 receptor antagonist. Br J Pharmacol. 1992 Dec;107(4):1173-80. PubMed PMID: 1467838; PubMed Central PMCID: PMC1907952.