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MedKoo Cat#: 328030 | Name: Fonsartan free acid

Description:

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

Fonsartan, also known as HR-720; HOE-720, is a novel angiotensin receptor antagonist inhibits the angiotensin II-induced trophic effects, fibronectin release and fibronectin-EIIIA+ expression in rat aortic vascular smooth muscle cells in vitro.

Chemical Structure

Fonsartan free acid
Fonsartan free acid
CAS#144628-52-4

Theoretical Analysis

MedKoo Cat#: 328030

Name: Fonsartan free acid

CAS#: 144628-52-4

Chemical Formula: C26H32N4O5S2

Exact Mass: 544.1814

Molecular Weight: 544.69

Elemental Analysis: C, 57.33; H, 5.92; N, 10.29; O, 14.69; S, 11.77

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
Fonsartan free acid; HR-720; HOE-720; HR720; HOE720.
IUPAC/Chemical Name
2-butyl-4-(methylthio)-1-((2'-(N-(propylcarbamoyl)sulfamoyl)-[1,1'-biphenyl]-4-yl)methyl)-1H-imidazole-5-carboxylic acid
InChi Key
DKCCTYVLJMSFOG-UHFFFAOYSA-N
InChi Code
InChI=1S/C26H32N4O5S2/c1-4-6-11-22-28-24(36-3)23(25(31)32)30(22)17-18-12-14-19(15-13-18)20-9-7-8-10-21(20)37(34,35)29-26(33)27-16-5-2/h7-10,12-15H,4-6,11,16-17H2,1-3H3,(H,31,32)(H2,27,29,33)
SMILES Code
CCCCC1=NC(SC)=C(C(O)=O)N1CC(C=C2)=CC=C2C3=CC=CC=C3S(=O)(NC(NCCC)=O)=O
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
Related CAS# 153235-15-5 (Fonsartan potassium) 144628-52-4 (Fonsartan free)

Preparing Stock Solutions

The following data is based on the product molecular weight 544.69 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
1: Hropot M, Langer KH, Wiemer G, Grötsch H, Linz W. Angiotensin II subtype AT1 receptor blockade prevents hypertension and renal insufficiency induced by chronic NO-synthase inhibition in rats. Naunyn Schmiedebergs Arch Pharmacol. 2003 Mar;367(3):312-7. PubMed PMID: 12644905. 2: Braun C, Kleemann T, Hilgenfeldt U, Riester U, Rohmeiss P, van der Woude FJ. Activity and functional significance of the renal kallikrein-kinin-system in polycystic kidney disease of the rat. Kidney Int. 2002 Jun;61(6):2149-56. PubMed PMID: 12028455. 3: Wassmann S, Laufs U, Bäumer AT, Müller K, Ahlbory K, Linz W, Itter G, Rösen R, Böhm M, Nickenig G. HMG-CoA reductase inhibitors improve endothelial dysfunction in normocholesterolemic hypertension via reduced production of reactive oxygen species. Hypertension. 2001 Jun;37(6):1450-7. PubMed PMID: 11408394. 4: Xia QG, Chung O, Spitznagel H, Illner S, Jänichen G, Rossius B, Gohlke P, Unger T. Significance of timing of angiotensin AT1 receptor blockade in rats with myocardial infarction-induced heart failure. Cardiovasc Res. 2001 Jan;49(1):110-7. PubMed PMID: 11121802. 5: Linz W, Heitsch H, Schölkens BA, Wiemer G. Long-term angiotensin II type 1 receptor blockade with fonsartan doubles lifespan of hypertensive rats. Hypertension. 2000 Apr;35(4):908-13. PubMed PMID: 10775560. 6: Boisset M, Botham RP, Haegele KD, Lenfant B, Pachot JI. Absorption of angiotensin II antagonists in Ussing chambers, Caco-2, perfused jejunum loop and in vivo: importance of drug ionisation in the in vitro prediction of in vivo absorption. Eur J Pharm Sci. 2000 May;10(3):215-24. PubMed PMID: 10767599. 7: Xia QG, Chung O, Spitznagel H, Sandmann S, Illner S, Rossius B, Jähnichen G, Reinecke A, Gohlke P, Unger T. Effects of a novel angiotensin AT(1) receptor antagonist, HR720, on rats with myocardial infarction. Eur J Pharmacol. 1999 Dec 3;385(2-3):171-9. PubMed PMID: 10607873. 8: Miyazaki M, Sakonjo H, Takai S. Anti-atherosclerotic effects of an angiotensin converting enzyme inhibitor and an angiotensin II antagonist in Cynomolgus monkeys fed a high-cholesterol diet. Br J Pharmacol. 1999 Oct;128(3):523-9. PubMed PMID: 10516628; PubMed Central PMCID: PMC1571675. 9: Dendorfer A, Raasch W, Tempel K, Dominiak P. Interactions between the renin-angiotensin system (RAS) and the sympathetic system. Basic Res Cardiol. 1998;93 Suppl 2:24-9. PubMed PMID: 9833158. 10: Häuser W, Dendorfer A, Nguyen T, Dominiak P. Effects of the AT1 antagonist HR 720 in comparison to losartan on stimulated sympathetic outflow, blood pressure, and heart rate in pithed spontaneously hypertensive rats. Kidney Blood Press Res. 1998;21(1):29-35. PubMed PMID: 9661134. 11: Jin D, Song K, Oka Y, Takai S, Shiota N, Miyazaki M. Pharmacological profiles of a novel non-peptide angiotensin II type I receptor antagonist HR720 in vitro and in vivo. Jpn J Pharmacol. 1997 Nov;75(3):259-66. PubMed PMID: 9434257. 12: Nakano N, Moriguchi A, Morishita R, Kida I, Tomita N, Matsumoto K, Nakamura T, Higaki J, Ogihara T. Role of angiotensin II in the regulation of a novel vascular modulator, hepatocyte growth factor (HGF), in experimental hypertensive rats. Hypertension. 1997 Dec;30(6):1448-54. PubMed PMID: 9403566. 13: Fernandez-Alfonso MS, Martorana PA, Licka I, van Even P, Trobisch D, Schölkens BA, Paul M. Early induction of angiotensin I-converting enzyme in rat carotid artery after balloon injury. Hypertension. 1997 Aug;30(2 Pt 1):272-7. PubMed PMID: 9260992. 14: Yo Y, Moriguchi A, Higaki J, Nagano M, Nakano N, Kamide K, Yu H, Mikami H, Ogihara T. Renal effects of an angiotensin II antagonist in stroke-prone spontaneously hypertensive rat. Nephron. 1997;76(4):466-71. PubMed PMID: 9274845. 15: Dunn FW, Roux MH, Farhadian F, Sabri K, Ossart C, Samuel JL, Rappaport L, Hamon G. HR 720, a novel angiotensin receptor antagonist inhibits the angiotensin II-induced trophic effects, fibronectin release and fibronectin-EIIIA+ expression in rat aortic vascular smooth muscle cells in vitro. J Pharmacol Exp Ther. 1997 Jan;280(1):447-53. PubMed PMID: 8996227. 16: Deprez P, Guillaume J, Becker R, Corbier A, Didierlaurent S, Fortin M, Frechet D, Hamon G, Heckmann B, Heitsch H, et al. Sulfonylureas and sulfonylcarbamates as new non-tetrazole angiotensin II receptor antagonists. Discovery of a highly potent orally active (imidazolylbiphenylyl)sulfonylurea (HR 720). J Med Chem. 1995 Jun 23;38(13):2357-77. PubMed PMID: 7608902.

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