REV5901

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

MedKoo CAT#: 466168

CAS#: 101910-24-1

Description: REV5901 is the first reported dual inhibitor of cysteinyl leukotriene receptor 1 (CysLT1R) and G-protein-coupled bile acid receptor 1 (GPBAR1).

Chemical Structure

img
REV5901
CAS# 101910-24-1
Instruction

Theoretical Analysis

MedKoo Cat#: 466168
Name: REV5901
CAS#: 101910-24-1
Chemical Formula: C22H25NO2
Exact Mass: 335.19
Molecular Weight: 335.447
Elemental Analysis: C, 78.77; H, 7.51; N, 4.18; O, 9.54

Price and Availability

This product is not in stock, which may be available by custom synthesis. For cost-effective reason, minimum order is 1g (price is usually high, lead time is 2~3 months, depending on the technical challenge). Quote less than 1g will not be provided. To request quote, please email to sales @medkoo.com or click below button.
Note: Price will be listed if it is available in the future.

Request quote for custom synthesis

Synonym: REV5901; REV 5901; REV-5901;

IUPAC/Chemical Name: 1-(3-(quinolin-2-ylmethoxy)phenyl)hexan-1-ol

InChi Key: JRLOEMCOOZSCQP-UHFFFAOYSA-N

InChi Code: InChI=1S/C22H25NO2/c1-2-3-4-12-22(24)18-9-7-10-20(15-18)25-16-19-14-13-17-8-5-6-11-21(17)23-19/h5-11,13-15,22,24H,2-4,12,16H2,1H3

SMILES Code: CCCCCC(C1=CC=CC(OCC2=NC3=CC=CC=C3C=C2)=C1)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: To be determined

Shelf Life: >2 years if stored properly

Drug Formulation: To be determined

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:

Preparing Stock Solutions

The following data is based on the product molecular weight 335.45 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
Formulation protocol:
In vitro protocol:
In vivo protocol:

Molarity Calculator

Calculate the mass, volume, or concentration required for a solution.
=
x
x
g/mol

*When preparing stock solutions always use the batch-specific molecular weight of the product found on the vial label and SDS / CoA (available online).

Reconstitution Calculator

The reconstitution calculator allows you to quickly calculate the volume of a reagent to reconstitute your vial. Simply enter the mass of reagent and the target concentration and the calculator will determine the rest.

=
÷

Dilution Calculator

Calculate the dilution required to prepare a stock solution.
x
=
x

1: Biagioli M, Carino A, Marchianò S, Roselli R, Di Giorgio C, Bordoni M, Fiorucci C, Sepe V, Conflitti P, Limongelli V, Distrutti E, Baldoni M, Zampella A, Fiorucci S. Identification of cysteinyl-leukotriene-receptor 1 antagonists as ligands for the bile acid receptor GPBAR1. Biochem Pharmacol. 2020 Jul;177:113987. doi: 10.1016/j.bcp.2020.113987. Epub 2020 Apr 21. PMID: 32330496.

2: Kuhnert R, Sárosi MB, George S, Lönnecke P, Hofmann B, Steinhilber D, Murganic B, Mijatovic S, Maksimovic-Ivanic D, Hey-Hawkins E. CarbORev-5901: The First Carborane-Based Inhibitor of the 5-Lipoxygenase Pathway. ChemMedChem. 2017 Jul 6;12(13):1081-1086. doi: 10.1002/cmdc.201700309. Epub 2017 Jun 21. PMID: 28569429.

3: Huang YH, Sharifpanah F, Becker S, Wartenberg M, Sauer H. Impact of Arachidonic Acid and the Leukotriene Signaling Pathway on Vasculogenesis of Mouse Embryonic Stem Cells. Cells Tissues Organs. 2016;201(5):319-32. doi: 10.1159/000445680. Epub 2016 May 21. PMID: 27198524.

4: Wang Z, Irianto J, Kazun S, Wang W, Knight MM. The rate of hypo-osmotic challenge influences regulatory volume decrease (RVD) and mechanical properties of articular chondrocytes. Osteoarthritis Cartilage. 2015 Feb;23(2):289-99. doi: 10.1016/j.joca.2014.11.003. Epub 2014 Nov 11. PMID: 25450844.

5: Qusous A, Parker E, Ali N, Mohmand SG, Kerrigan MJ. The effects of REV5901 on intracellular calcium signalling in freshly isolated bovine articular chondrocytes. Gen Physiol Biophys. 2012 Sep;31(3):299-307. doi: 10.4149/gpb_2012_035. PMID: 23047943.

6: Qusous A, Kerrigan MJ. Quantification of Changes in Morphology, Mechanotransduction, and Gene Expression in Bovine Articular Chondrocytes in Response to 2-Dimensional Culture Indicates the Existence of a Novel Phenotype. Cartilage. 2012 Jul;3(3):222-34. doi: 10.1177/1947603511427556. PMID: 26069635; PMCID: PMC4297122.

7: Qusous A, Parker E, Geewan C, Kapasi A, Getting SJ, Hucklebridge F, Keshavarz T, Kerrigan MJ. Novel methods for the quantification of changes in actin organization in chondrocytes using fluorescent imaging and linear profiling. Microsc Res Tech. 2012 Jul;75(7):991-9. doi: 10.1002/jemt.22055. Epub 2012 Apr 19. PMID: 22514026.

8: Fischer AS, Metzner J, Steinbrink SD, Ulrich S, Angioni C, Geisslinger G, Steinhilber D, Maier TJ. 5-Lipoxygenase inhibitors induce potent anti- proliferative and cytotoxic effects in human tumour cells independently of suppression of 5-lipoxygenase activity. Br J Pharmacol. 2010 Oct;161(4):936-49. doi: 10.1111/j.1476-5381.2010.00915.x. PMID: 20860670; PMCID: PMC2992906.

9: Lee SJ, Kim CE, Yun MR, Seo KW, Park HM, Yun JW, Shin HK, Bae SS, Kim CD. 4-Hydroxynonenal enhances MMP-9 production in murine macrophages via 5-lipoxygenase-mediated activation of ERK and p38 MAPK. Toxicol Appl Pharmacol. 2010 Jan 15;242(2):191-8. doi: 10.1016/j.taap.2009.10.007. Epub 2009 Oct 22. PMID: 19837106.

10: Seo KW, Lee SJ, Kim CE, Yun MR, Park HM, Yun JW, Bae SS, Kim CD. Participation of 5-lipoxygenase-derived LTB(4) in 4-hydroxynonenal-enhanced MMP-2 production in vascular smooth muscle cells. Atherosclerosis. 2010 Jan;208(1):56-61. doi: 10.1016/j.atherosclerosis.2009.06.012. Epub 2009 Jun 18. PMID: 19586628.

11: Tarcan T, Ozdemir I, Onol FF. The role of alpha1-adrenoceptor and arachidonate pathways in increased tone of demucosalized bladder tissue. J Urol. 2009 Jun;181(6):2780-9. doi: 10.1016/j.juro.2009.01.099. Epub 2009 Apr 17. PMID: 19375733.

12: Melstrom LG, Bentrem DJ, Salabat MR, Kennedy TJ, Ding XZ, Strouch M, Rao SM, Witt RC, Ternent CA, Talamonti MS, Bell RH, Adrian TA. Overexpression of 5-lipoxygenase in colon polyps and cancer and the effect of 5-LOX inhibitors in vitro and in a murine model. Clin Cancer Res. 2008 Oct 15;14(20):6525-30. doi: 10.1158/1078-0432.CCR-07-4631. PMID: 18927292.

13: Kerrigan MJ, Hall AC. Control of chondrocyte regulatory volume decrease (RVD) by [Ca2+]i and cell shape. Osteoarthritis Cartilage. 2008 Mar;16(3):312-22. doi: 10.1016/j.joca.2007.07.006. Epub 2007 Sep 12. PMID: 17855127.

14: Schroeder CP, Yang P, Newman RA, Lotan R. Simultaneous inhibition of COX-2 and 5-LOX activities augments growth arrest and death of premalignant and malignant human lung cell lines. J Exp Ther Oncol. 2007;6(3):183-92. PMID: 17552358.

15: Nieves D, Moreno JJ. Role of 5-lipoxygenase pathway in the regulation of RAW 264.7 macrophage proliferation. Biochem Pharmacol. 2006 Oct 16;72(8):1022-30. doi: 10.1016/j.bcp.2006.07.021. Epub 2006 Aug 28. PMID: 16934759.

16: Carraway RE, Hassan S, Cochrane DE. Regulation of neurotensin receptor function by the arachidonic acid-lipoxygenase pathway in prostate cancer PC3 cells. Prostaglandins Leukot Essent Fatty Acids. 2006 Feb;74(2):93-107. doi: 10.1016/j.plefa.2005.11.005. Epub 2006 Jan 6. PMID: 16406549.

17: Hennig R, Grippo P, Ding XZ, Rao SM, Buchler MW, Friess H, Talamonti MS, Bell RH, Adrian TE. 5-Lipoxygenase, a marker for early pancreatic intraepithelial neoplastic lesions. Cancer Res. 2005 Jul 15;65(14):6011-6. doi: 10.1158/0008-5472.CAN-04-4090. PMID: 16024599.

18: Jeon SB, Ji KA, You HJ, Kim JH, Jou I, Joe EH. Nordihydroguaiaretic acid inhibits IFN-gamma-induced STAT tyrosine phosphorylation in rat brain astrocytes. Biochem Biophys Res Commun. 2005 Mar 11;328(2):595-600. doi: 10.1016/j.bbrc.2005.01.025. PMID: 15694390.

19: Hoque A, Lippman SM, Wu TT, Xu Y, Liang ZD, Swisher S, Zhang H, Cao L, Ajani JA, Xu XC. Increased 5-lipoxygenase expression and induction of apoptosis by its inhibitors in esophageal cancer: a potential target for prevention. Carcinogenesis. 2005 Apr;26(4):785-91. doi: 10.1093/carcin/bgi026. Epub 2005 Jan 20. PMID: 15661803.

20: Azadzoi KM, Shinde VM, Tarcan T, Kozlowski R, Siroky MB. Increased leukotriene and prostaglandin release, and overactivity in the chronically ischemic bladder. J Urol. 2003 May;169(5):1885-91. doi: 10.1097/01.ju.0000048668.97821.f4. PMID: 12686867.