AVE 0991 | CAS#304462-19-9

MedKoo Cat#: 531494 | Name: AVE 0991

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Description:

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

AVE 0991 is a non-peptide mimic of angiotensin-(1-7).

Chemical Structure

AVE 0991

CAS#304462-19-9 (free base)

Theoretical Analysis

MedKoo Cat#: 531494

Name: AVE 0991

CAS#: 304462-19-9 (free base)

Chemical Formula: C29H32N4O5S2

Exact Mass: 580.1814

Molecular Weight: 580.72

Elemental Analysis: C, 59.98; H, 5.55; N, 9.65; O, 13.78; S, 11.04

Price and Availability

Size	Price	Availability	Quantity
5mg	USD 380.00	2 Weeks
10mg	USD 690.00	2 Weeks

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Related CAS #

304462-19-9 (free base) 306288-04-0 (sodium)

Synonym

AVE 0991; AVE-0991; AVE0991

IUPAC/Chemical Name

3-ethyl-1-[3-[4-[(5-formyl-4-methoxy-2-phenylimidazol-1-yl)methyl]phenyl]-5-(2-methylpropyl)thiophen-2-yl]sulfonylurea

InChi Key

QTOZBSNPDCWHPV-UHFFFAOYSA-N

InChi Code

InChI=1S/C29H32N4O5S2/c1-5-30-29(35)32-40(36,37)28-24(16-23(39-28)15-19(2)3)21-13-11-20(12-14-21)17-33-25(18-34)27(38-4)31-26(33)22-9-7-6-8-10-22/h6-14,16,18-19H,5,15,17H2,1-4H3,(H2,30,32,35)

SMILES Code

O=C(NCC)NS(=O)(C1=C(C2=CC=C(CN3C(C=O)=C(OC)N=C3C4=CC=CC=C4)C=C2)C=C(CC(C)C)S1)=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

Instruction

View handling instruction

Preparing Stock Solutions

The following data is based on the product molecular weight 580.72 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: Skiba DS, Nosalski R, Mikolajczyk TP, Siedlinski M, Rios FJ, Montezano AC, Jawien J, Olszanecki R, Korbut R, Czesnikiewicz-Guzik M, Touyz RM, Guzik TJ. Antiatherosclerotic effect of Ang- (1-7) non-peptide mimetic (AVE 0991) is mediated by inhibition of perivascular and plaque inflammation in early atherosclerosis. Br J Pharmacol. 2016 Dec 9. doi: 10.1111/bph.13685. [Epub ahead of print] PubMed PMID: 27935022. 2: Pawlik MW, Kwiecien S, Ptak-Belowska A, Pajdo R, Olszanecki R, Suski M, Madej J, Targosz A, Konturek SJ, Korbut R, Brzozowski T. The renin-angiotensin system and its vasoactive metabolite angiotensin-(1-7) in the mechanism of the healing of preexisting gastric ulcers. The involvement of Mas receptors, nitric oxide, prostaglandins and proinflammatory cytokines. J Physiol Pharmacol. 2016 Feb;67(1):75-91. PubMed PMID: 27010897. 3: Klein S, Herath CB, Schierwagen R, Grace J, Haltenhof T, Uschner FE, Strassburg CP, Sauerbruch T, Walther T, Angus PW, Trebicka J. Hemodynamic Effects of the Non-Peptidic Angiotensin-(1-7) Agonist AVE0991 in Liver Cirrhosis. PLoS One. 2015 Sep 25;10(9):e0138732. doi: 10.1371/journal.pone.0138732. PubMed PMID: 26406236; PubMed Central PMCID: PMC4583473. 4: Ma Y, Huang H, Jiang J, Wu L, Lin C, Tang A, Dai G, He J, Chen Y. AVE 0991 attenuates cardiac hypertrophy through reducing oxidative stress. Biochem Biophys Res Commun. 2016 Jun 10;474(4):621-5. doi: 10.1016/j.bbrc.2015.09.050. PubMed PMID: 26403967. 5: Paulis L, Rajkovicova R, Simko F. New developments in the pharmacological treatment of hypertension: dead-end or a glimmer at the horizon? Curr Hypertens Rep. 2015 Jun;17(6):557. doi: 10.1007/s11906-015-0557-x. Review. PubMed PMID: 25893478; PubMed Central PMCID: PMC4412646. 6: Stavrou EX, Fang C, Merkulova A, Alhalabi O, Grobe N, Antoniak S, Mackman N, Schmaier AH. Reduced thrombosis in Klkb1-/- mice is mediated by increased Mas receptor, prostacyclin, Sirt1, and KLF4 and decreased tissue factor. Blood. 2015 Jan 22;125(4):710-9. doi: 10.1182/blood-2014-01-550285. PubMed PMID: 25339356; PubMed Central PMCID: PMC4304115. 7: Magierowski M, Jasnos K, Pawlik M, Krzysiek-Maczka G, Ptak-Belowska A, Olszanecki R, Kwiecien S, Korbut R, Brzozowski T. Role of angiotensin-(1-7) in gastroprotection against stress-induced ulcerogenesis. The involvement of mas receptor, nitric oxide, prostaglandins, and sensory neuropeptides. J Pharmacol Exp Ther. 2013 Dec;347(3):717-26. doi: 10.1124/jpet.113.207233. Retraction in: J Pharmacol Exp Ther. 2015 Jun;353(3):563. PubMed PMID: 24049058. 8: Suski M, Olszanecki R, Stachowicz A, Madej J, Bujak-Giżycka B, Okoń K, Korbut R. The influence of angiotensin-(1-7) Mas receptor agonist (AVE 0991) on mitochondrial proteome in kidneys of apoE knockout mice. Biochim Biophys Acta. 2013 Dec;1834(12):2463-9. doi: 10.1016/j.bbapap.2013.08.008. PubMed PMID: 23988828. 9: Olszanecki R, Suski M, Gebska A, Toton-Zuranska J, Kus K, Madej J, Bujak-Gizycka B, Jawien J, Korbut R. The influence of angiotensin-(1-7) peptidomimetic (AVE 0991) and nebivolol on angiotensin I metabolism in aorta of apoE-knockout mice. J Physiol Pharmacol. 2013 Jun;64(3):317-20. PubMed PMID: 23959728. 10: Klein N, Gembardt F, Supé S, Kaestle SM, Nickles H, Erfinanda L, Lei X, Yin J, Wang L, Mertens M, Szaszi K, Walther T, Kuebler WM. Angiotensin-(1-7) protects from experimental acute lung injury. Crit Care Med. 2013 Nov;41(11):e334-43. doi: 10.1097/CCM.0b013e31828a6688. PubMed PMID: 23949470. 11: Rodrigues-Machado MG, Magalhães GS, Cardoso JA, Kangussu LM, Murari A, Caliari MV, Oliveira ML, Cara DC, Noviello ML, Marques FD, Pereira JM, Lautner RQ, Santos RA, Campagnole-Santos MJ. AVE 0991, a non-peptide mimic of angiotensin-(1-7) effects, attenuates pulmonary remodelling in a model of chronic asthma. Br J Pharmacol. 2013 Oct;170(4):835-46. doi: 10.1111/bph.12318. PubMed PMID: 23889691; PubMed Central PMCID: PMC3799597. 12: Silveira KD, Barroso LC, Vieira AT, Cisalpino D, Lima CX, Bader M, Arantes RM, Dos Santos RA, Simões-E-Silva AC, Teixeira MM. Beneficial effects of the activation of the angiotensin-(1-7) MAS receptor in a murine model of adriamycin-induced nephropathy. PLoS One. 2013 Jun 7;8(6):e66082. doi: 10.1371/journal.pone.0066082. PubMed PMID: 23762470; PubMed Central PMCID: PMC3676359. 13: Souza ÁP, Sobrinho DB, Almeida JF, Alves GM, Macedo LM, Porto JE, Vêncio EF, Colugnati DB, Santos RA, Ferreira AJ, Mendes EP, Castro CH. Angiotensin II type 1 receptor blockade restores angiotensin-(1-7)-induced coronary vasodilation in hypertrophic rat hearts. Clin Sci (Lond). 2013 Nov;125(9):449-59. doi: 10.1042/CS20120519. PubMed PMID: 23718715. 14: Cunha TM, Lima WG, Silva ME, Souza Santos RA, Campagnole-Santos MJ, Alzamora AC. The nonpeptide ANG-(1-7) mimic AVE 0991 attenuates cardiac remodeling and improves baroreflex sensitivity in renovascular hypertensive rats. Life Sci. 2013 Mar 12;92(4-5):266-75. doi: 10.1016/j.lfs.2012.12.008. PubMed PMID: 23333828. 15: Singh Y, Singh K, Sharma PL. Effect of combination of renin inhibitor and Mas-receptor agonist in DOCA-salt-induced hypertension in rats. Mol Cell Biochem. 2013 Jan;373(1-2):189-94. doi: 10.1007/s11010-012-1489-2. PubMed PMID: 23108791. 16: da Costa Gonçalves AC, Fraga-Silva RA, Leite R, Santos RA. AVE 0991, a non-peptide Mas-receptor agonist, facilitates penile erection. Exp Physiol. 2013 Mar;98(3):850-5. doi: 10.1113/expphysiol.2012.068551. PubMed PMID: 23042379. 17: Jawien J, Toton-Zuranska J, Kus K, Pawlowska M, Olszanecki R, Korbut R. The effect of AVE 0991, nebivolol and doxycycline on inflammatory mediators in an apoE-knockout mouse model of atherosclerosis. Med Sci Monit. 2012 Oct;18(10):BR389-93. PubMed PMID: 23018345; PubMed Central PMCID: PMC3560549. 18: Jawien J, Toton-Zuranska J, Gajda M, Niepsuj A, Gebska A, Kus K, Suski M, Pyka-Fosciak G, Nowak B, Guzik TJ, Marcinkiewicz J, Olszanecki R, Korbut R. Angiotensin-(1-7) receptor Mas agonist ameliorates progress of atherosclerosis in apoE-knockout mice. J Physiol Pharmacol. 2012 Feb;63(1):77-85. PubMed PMID: 22460464. 19: Singh K, Sharma K, Singh M, Sharma PL. Possible mechanism of the cardio-renal protective effects of AVE-0991, a non-peptide Mas-receptor agonist, in diabetic rats. J Renin Angiotensin Aldosterone Syst. 2012 Sep;13(3):334-40. doi: 10.1177/1470320311435534. PubMed PMID: 22345112. 20: Raffai G, Durand MJ, Lombard JH. Acute and chronic angiotensin-(1-7) restores vasodilation and reduces oxidative stress in mesenteric arteries of salt-fed rats. Am J Physiol Heart Circ Physiol. 2011 Oct;301(4):H1341-52. doi: 10.1152/ajpheart.00202.2011. PubMed PMID: 21803946; PubMed Central PMCID: PMC3197355.