MedKoo Cat#: 532051 | Name: L-162313

Description:

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

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.

Chemical Structure

L-162313
L-162313
CAS#151488-11-8

Theoretical Analysis

MedKoo Cat#: 532051

Name: L-162313

CAS#: 151488-11-8

Chemical Formula: C30H38N4O4S2

Exact Mass: 582.2334

Molecular Weight: 582.78

Elemental Analysis: C, 61.83; H, 6.57; N, 9.61; O, 10.98; S, 11.00

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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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

Preparing Stock Solutions

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.

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: Steckelings UM, Larhed M, Hallberg A, Widdop RE, Jones ES, Wallinder C, Namsolleck P, Dahlöf B, Unger T. Non-peptide AT2-receptor agonists. Curr Opin Pharmacol. 2011 Apr;11(2):187-92. doi: 10.1016/j.coph.2010.11.002. Epub 2010 Dec 15. PMID: 21167778. 2: Wu X, Kihara T, Hongo H, Akaike A, Niidome T, Sugimoto H. Angiotensin receptor type 1 antagonists protect against neuronal injury induced by oxygen- glucose depletion. Br J Pharmacol. 2010 Sep;161(1):33-50. doi: 10.1111/j.1476-5381.2010.00840.x. PMID: 20718738; PMCID: PMC2962815. 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.