WARNING: This product is for research use only, not for human or veterinary use.
Hodoodo CAT#: H532051
CAS#: 151488-11-8
Description: L-162313, also known as L-162,313, is a non-peptide AT1 receptor agonist. displaced [125I][Sar1]angiotensin II from rat angiotensin AT1A, AT1B or AT2 receptor individually expressed in COS-7 cells (Ki = 207 nM, 226 nM and 276 nM, respectively). In monkey kidney cells expressing angiotensin AT1A or AT1B receptors, L-162313 stimulated inositol phosphate accumulation, but the maximal response was 34.9 and 23.3%, respectively, of those of angiotensin II.
Hodoodo Cat#: H532051
Name: L-162313
CAS#: 151488-11-8
Chemical Formula: C30H38N4O4S2
Exact Mass: 582.23
Molecular Weight: 582.780
Elemental Analysis: C, 61.83; H, 6.57; N, 9.61; O, 10.98; S, 11.00
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Synonym: L-162,313; L 162,313; L162,313; L-162313; L 162313; L162313;
IUPAC/Chemical Name: butyl N-[3-[4-[(2-ethyl-5,7-dimethylimidazo[5,4-b]pyridin-3-yl)methyl]phenyl]-5-(2-methylpropyl)thiophen-2-yl]sulfonylcarbamate
InChi Key: RINPELQWLUGERM-UHFFFAOYSA-N
InChi Code: InChI=1S/C30H38N4O4S2/c1-7-9-14-38-30(35)33-40(36,37)29-25(17-24(39-29)15-19(3)4)23-12-10-22(11-13-23)18-34-26(8-2)32-27-20(5)16-21(6)31-28(27)34/h10-13,16-17,19H,7-9,14-15,18H2,1-6H3,(H,33,35)
SMILES Code: O=C(OCCCC)NS(=O)(C1=C(C2=CC=C(CN3C(CC)=NC4=C(C)C=C(C)N=C43)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:
Biological target: | |
In vitro activity: | |
In vivo activity: |
The following data is based on the product molecular weight 582.78 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 |
Formulation protocol: | |
In vitro protocol: | |
In vivo protocol: |
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3: Tadevosyan A, Maguy A, Villeneuve LR, Babin J, Bonnefoy A, Allen BG, Nattel S. Nuclear-delimited angiotensin receptor-mediated signaling regulates cardiomyocyte gene expression. J Biol Chem. 2010 Jul 16;285(29):22338-49. doi: 10.1074/jbc.M110.121749. Epub 2010 May 12. PMID: 20463030; PMCID: PMC2903375.
4: Alterman M. Development of selective non-peptide angiotensin II type 2 receptor agonists. J Renin Angiotensin Aldosterone Syst. 2010 Mar;11(1):57-66. doi: 10.1177/1470320309347790. Epub 2009 Oct 30. PMID: 19880657.
5: Wong TP, Debnam ES, Leung PS. Diabetes mellitus and expression of the enterocyte renin-angiotensin system: implications for control of glucose transport across the brush border membrane. Am J Physiol Cell Physiol. 2009 Sep;297(3):C601-10. doi: 10.1152/ajpcell.00135.2009. Epub 2009 Jun 17. PMID: 19535516.
6: Kanome T, Watanabe T, Nishio K, Takahashi K, Hongo S, Miyazaki A. Angiotensin II upregulates acyl-CoA:cholesterol acyltransferase-1 via the angiotensin II Type 1 receptor in human monocyte-macrophages. Hypertens Res. 2008 Sep;31(9):1801-10. doi: 10.1291/hypres.31.1801. PMID: 18971559.
7: Augusto Oliveira F, Silveira PE, Lopes MJ, Kushmerick C, Naves LA. Angiotensin II increases evoked release at the frog neuromuscular junction through a receptor sensitive to A779. Brain Res. 2007 Oct 17;1175:48-53. doi: 10.1016/j.brainres.2007.06.013. Epub 2007 Jun 16. PMID: 17888412.
8: Baranov D, Armstead WM. Nitric oxide contributes to AT2 but not AT1 angiotensin II receptor-mediated vasodilatation of porcine pial arteries and arterioles. Eur J Pharmacol. 2005 Nov 21;525(1-3):112-6. doi: 10.1016/j.ejphar.2005.06.052. Epub 2005 Oct 27. PMID: 16256981.
9: Wan Y, Wallinder C, Johansson B, Holm M, Mahalingam AK, Wu X, Botros M, Karlén A, Pettersson A, Nyberg F, Fändriks L, Hallberg A, Alterman M. First reported nonpeptide AT1 receptor agonist (L-162,313) acts as an AT2 receptor agonist in vivo. J Med Chem. 2004 Mar 11;47(6):1536-46. doi: 10.1021/jm031031i. PMID: 14998339.
10: Costa-Neto CM, Miyakawa AA, Pesquero JB, Oliveira L, Hjorth SA, Schwartz TW, Paiva AC. Interaction of a non-peptide agonist with angiotensin II AT1 receptor mutants. Can J Physiol Pharmacol. 2002 May;80(5):413-7. doi: 10.1139/y02-058. Erratum in: Can J Physiol Pharmacol. 2003 Nov;81(11):1083. PMID: 12056547.
11: Vianello B, Clauser E, Corvol P, Monnot C. Functional interactions of L-162,313 with angiotensin II receptor subtypes and mutants. Eur J Pharmacol. 1998 Apr 17;347(1):113-8. doi: 10.1016/s0014-2999(98)00081-8. PMID: 9650856.
12: Kivlighn SD, Huckle WR, Zingaro GJ, Rivero RA, Lotti VJ, Chang RS, Schorn TW, Kevin N, Johnson RG Jr, Greenlee WJ, et al. Discovery of L-162,313: a nonpeptide that mimics the biological actions of angiotensin II. Am J Physiol. 1995 Mar;268(3 Pt 2):R820-3. doi: 10.1152/ajpregu.1995.268.3.R820. PMID: 7900925.
13: Perlman S, Schambye HT, Rivero RA, Greenlee WJ, Hjorth SA, Schwartz TW. Non- peptide angiotensin agonist. Functional and molecular interaction with the AT1 receptor. J Biol Chem. 1995 Jan 27;270(4):1493-6. doi: 10.1074/jbc.270.4.1493. PMID: 7829475.