SLP7111228 free base | CAS# 1449765-82-5 (free base) | selective inhibitor of sphingosine kinase type 1

MedKoo Cat#: 412712 | Name: SLP7111228 free base

Featured

Description:

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

SLP7111228 is a selective inhibitor of sphingosine kinase type 1 (SphK1). It consists of a pedant 1-guanidino-2-phenyloxadiazolylpyrrolidine group.

Chemical Structure

SLP7111228 free base

CAS#1449765-82-5 (free base)

Theoretical Analysis

MedKoo Cat#: 412712

Name: SLP7111228 free base

CAS#: 1449765-82-5 (free base)

Chemical Formula: C22H33N5O

Exact Mass: 383.2685

Molecular Weight: 383.54

Elemental Analysis: C, 68.90; H, 8.67; N, 18.26; O, 4.17

Price and Availability

Size	Price	Availability	Quantity

Bulk Inquiry

Buy Now

Add to Cart

Related CAS #

1449765-82-5 (free base) 1449768-48-2 (HCl)

Synonym

SLP7111228 (free base); (S)-2-((3-(4-octylphenyl)-1,2,4-oxadiazol-5-yl)methyl)pyrrolidine-1-carboximidamide hydrochloride

IUPAC/Chemical Name

(2S)-2-[[3-(4-octylphenyl)-1,2,4-oxadiazol-5-yl]methyl]pyrrolidine-1-carboximidamide

InChi Key

XYEFLMJWAKFSAI-IBGZPJMESA-N

InChi Code

InChI=1S/C22H33N5O/c1-2-3-4-5-6-7-9-17-11-13-18(14-12-17)21-25-20(28-26-21)16-19-10-8-15-27(19)22(23)24/h11-14,19H,2-10,15-16H2,1H3,(H3,23,24)/t19-/m0/s1

SMILES Code

CCCCCCCCC1=CC=C(C=C1)C2=NOC(=N2)CC3CCCN3C(=N)N

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, DMF, and ethanol

Shelf Life

>3 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

Product Data

Product Data

Instruction

View handling instruction

Biological target:

SLP7111228 is a potent and selective inhibitor of SPHK1 with Ki values of 0.048 and >10 μM for SPHK1 and 2, respectively.

In vitro activity:

In BV2 mouse microglia cells, LPS induced transcription of both SphK1 and SphK2, and SLP7111228 and SLM6031434 strongly reduced LPS-induced TNFα and IL-1β production; the two SphKs were pro-inflammatory in BV2 cells in a non-redundant manner. Reference: Int J Mol Sci. 2023 May 9;24(10):8508. https://pubmed.ncbi.nlm.nih.gov/37239854/

In vivo activity:

In vivo application of SLP7111228 depressed blood S1P levels while SLP120701 increased levels of S1P. These compounds serve as a chemical toolkit for studying the impact of altering S1P levels and its potential implications in diseases. Reference: J Med Chem. 2015 Feb 26;58(4):1879-1899. https://pubmed.ncbi.nlm.nih.gov/25643074/

Preparing Stock Solutions

The following data is based on the product molecular weight 383.54 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:

1. Standoli S, Rapino C, Di Meo C, Rudowski A, Kämpfer-Kolb N, Volk LM, Thomas D, Trautmann S, Schreiber Y, Meyer Zu Heringdorf D, Maccarrone M. Sphingosine Kinases at the Intersection of Pro-Inflammatory LPS and Anti-Inflammatory Endocannabinoid Signaling in BV2 Mouse Microglia Cells. Int J Mol Sci. 2023 May 9;24(10):8508. doi: 10.3390/ijms24108508. PMID: 37239854; PMCID: PMC10217805. 2. Patwardhan NN, Morris EA, Kharel Y, Raje MR, Gao M, Tomsig JL, Lynch KR, Santos WL. Structure-activity relationship studies and in vivo activity of guanidine-based sphingosine kinase inhibitors: discovery of SphK1- and SphK2-selective inhibitors. J Med Chem. 2015 Feb 26;58(4):1879-1899. doi: 10.1021/jm501760d. Epub 2015 Feb 13. PMID: 25643074; PMCID: PMC4557804.

In vitro protocol:

In vivo protocol:

1. Patwardhan NN, Morris EA, Kharel Y, Raje MR, Gao M, Tomsig JL, Lynch KR, Santos WL. Structure-activity relationship studies and in vivo activity of guanidine-based sphingosine kinase inhibitors: discovery of SphK1- and SphK2-selective inhibitors. J Med Chem. 2015 Feb 26;58(4):1879-1899. doi: 10.1021/jm501760d. Epub 2015 Feb 13. PMID: 25643074; PMCID: PMC4557804.