SLM6031434 free base
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MedKoo CAT#: 412713

CAS#: 1897379-33-7 (free base)

Description: SLM6031434 (free base) is an inhibitor of sphingosine kinase type 2 (SphK2). It consists of pedant 1-guanidino-2-phenyloxadiazolylpyrrolidine group.

Chemical Structure

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SLM6031434 free base
CAS# 1897379-33-7 (free base)
Product data Instruction

Theoretical Analysis

MedKoo Cat#: 412713
Name: SLM6031434 free base
CAS#: 1897379-33-7 (free base)
Chemical Formula: C22H30F3N5O2
Exact Mass: 453.24
Molecular Weight: 453.510
Elemental Analysis: C, 58.27; H, 6.67; F, 12.57; N, 15.44; O, 7.06

Price and Availability

Size Price Availability Quantity
1mg USD 300 2 Weeks
5mg USD 515 2 weeks
10mg USD 700 2 weeks
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Related CAS #: 1897379-34-8 (HCl)   1897379-33-7 (free base)   1897381-17-7 (free base)    

Synonym: SLM6031434 (free base); (R)-2-(3-(4-(octyloxy)-3-(trifluoromethyl)phenyl)-1,2,4-oxadiazol-5-yl)pyrrolidine-1-carboximidamide

IUPAC/Chemical Name: (S)-2-(3-(4-(octyloxy)-3-(trifluoromethyl)phenyl)-1,2,4-oxadiazol-5-yl)pyrrolidine-1-carboximidamide

InChi Key: ACUOAECMLLBZNL-KRWDZBQOSA-N

InChi Code: InChI=1S/C22H30F3N5O2/c1-2-3-4-5-6-7-13-31-18-11-10-15(14-16(18)22(23,24)25)19-28-20(32-29-19)17-9-8-12-30(17)21(26)27/h10-11,14,17H,2-9,12-13H2,1H3,(H3,26,27)/t17-/m0/s1

SMILES Code: N=C(N)N1CCC[C@H]1C2=NC(C3=CC(C(F)(F)F)=C(OCCCCCCCC)C=C3)=NO2

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: >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: SLM6031434 is a SPHK2 inhibitor (Ki = 0.4 μM for the recombinant mouse enzyme). It is selective for SPHK2 over SPHK1 (Kis = >20 μM). It decreases S1P and increases sphingosine levels in U937 monocytic leukemia cells in a concentration-dependent manner. SLM6031434 reduces blood S1P levels in Sphk1-/-, but not Sphk2-/-, mice. SLM6031434 also increases blood S1P levels in wild-type mice and rats.
In vitro activity: This study found that SphK2 plays a pro-inflammatory role in microglia, and inhibiting it with SLM6031434 contributed to suppressing inflammatory responses. Inhibiting SphK2 with SLM6031434 significantly reduced the lipopolysaccharide (LPS)-induced production of pro-inflammatory cytokines such as tumor necrosis factor-α (TNFα) and interleukin-1β (IL-1β) in BV2 mouse microglia cells. Reference: Int J Mol Sci. 2023 May 9;24(10):8508. https://pubmed.ncbi.nlm.nih.gov/37239854/
In vivo activity: This study suggests that SK2 inhibition has anti-fibrotic effects, making it a promising target for treating fibrosis in chronic kidney disease. In a mouse model of progressive kidney damage, results showed that mice treated with SLM6031434 and HWG-35D exhibited reduced fibrotic responses compared to those treated with a vehicle control. In SLM6031434 and HWG-35D treated mice, there was decreased collagen accumulation and lower expression of key fibrosis-related proteins. Reference: Cell Signal. 2021 Mar;79:109881. https://pubmed.ncbi.nlm.nih.gov/33301900/

Preparing Stock Solutions

The following data is based on the product molecular weight 453.51 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: 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. Schwalm S, Beyer S, Hafizi R, Trautmann S, Geisslinger G, Adams DR, Pyne S, Pyne N, Schaefer L, Huwiler A, Pfeilschifter J. Validation of highly selective sphingosine kinase 2 inhibitors SLM6031434 and HWG-35D as effective anti-fibrotic treatment options in a mouse model of tubulointerstitial fibrosis. Cell Signal. 2021 Mar;79:109881. doi: 10.1016/j.cellsig.2020.109881. Epub 2020 Dec 8. PMID: 33301900.
In vitro 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.
In vivo protocol: 1. Schwalm S, Beyer S, Hafizi R, Trautmann S, Geisslinger G, Adams DR, Pyne S, Pyne N, Schaefer L, Huwiler A, Pfeilschifter J. Validation of highly selective sphingosine kinase 2 inhibitors SLM6031434 and HWG-35D as effective anti-fibrotic treatment options in a mouse model of tubulointerstitial fibrosis. Cell Signal. 2021 Mar;79:109881. doi: 10.1016/j.cellsig.2020.109881. Epub 2020 Dec 8. PMID: 33301900.

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1: Schwalm S, Beyer S, Hafizi R, Trautmann S, Geisslinger G, Adams DR, Pyne S, Pyne N, Schaefer L, Huwiler A, Pfeilschifter J. Validation of highly selective sphingosine kinase 2 inhibitors SLM6031434 and HWG-35D as effective anti- fibrotic treatment options in a mouse model of tubulointerstitial fibrosis. Cell Signal. 2020 Dec 7:109881. doi: 10.1016/j.cellsig.2020.109881. Epub ahead of print. PMID: 33301900.

2: Sibley CD, Morris EA, Kharel Y, Brown AM, Huang T, Bevan DR, Lynch KR, Santos WL. Discovery of a Small Side Cavity in Sphingosine Kinase 2 that Enhances Inhibitor Potency and Selectivity. J Med Chem. 2020 Feb 13;63(3):1178-1198. doi: 10.1021/acs.jmedchem.9b01508. Epub 2020 Jan 28. PMID: 31895563.