MedKoo Cat#: 565379 | Name: ARN 14494
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Description:

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

ARN 14494 is a potent serine palmitoyltransferase inhibitor (SPT; IC50 = 27.3 nM). ARN 14494 inhibits synthesis of long chain ceramides and dihydroceramides in an in vitro model of Alzheimer's diease. The compound prevents the synthesis of proinflammatory cytokines and the oxidative stress-related enzymes iNOS and COX-2 in mouse primary cortical astrocytes. ARN 14494 is neuroprotective against β-amyloid 1-42 induced neurotoxicity in primary cortical neurons co-cultured with astrocytes.

Chemical Structure

ARN 14494
CAS#1037837-27-6

Theoretical Analysis

MedKoo Cat#: 565379

Name: ARN 14494

CAS#: 1037837-27-6

Chemical Formula: C24H32N4O3

Exact Mass: 424.2474

Molecular Weight: 424.55

Elemental Analysis: C, 67.90; H, 7.60; N, 13.20; O, 11.31

Price and Availability

Size Price Availability Quantity
10mg USD 450.00 2 Weeks
50mg USD 1,250.00 2 Weeks
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Related CAS #
1037837-27-6 1037834-43-7
Synonym
ARN-14494; ARN 14494; ARN14494;
IUPAC/Chemical Name
1-(1-(2-((3aR,6aS)-hexahydrocyclopenta[c]pyrrol-2(1H)-yl)-2-oxoethyl)piperidin-4-yl)-N-methyl-2-oxoindoline-5-carboxamide
InChi Key
TYZOOEYUTZDYPB-HDICACEKSA-N
InChi Code
InChI=1S/C24H32N4O3/c1-25-24(31)16-5-6-21-19(11-16)12-22(29)28(21)20-7-9-26(10-8-20)15-23(30)27-13-17-3-2-4-18(17)14-27/h5-6,11,17-18,20H,2-4,7-10,12-15H2,1H3,(H,25,31)/t17-,18+
SMILES Code
[H][C@@]12CCC[C@]1([H])CN(C2)C(CN3CCC(CC3)N4C(CC5=CC(C(NC)=O)=CC=C45)=O)=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
>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
Solvent mg/mL mM comments
Solubility
DMSO 2.1 5.00
Ethanol 21.2 50.00
Note: There can be variations in solubility for the same chemical from different vendors or different batches from the same vendor. The following factors can affect the solubility of the same chemical: solvent used for crystallization, residual solvent content, polymorphism, salt versus free form, degree of hydration, solvent temperature. Please use the solubility data as a reference only. Warming and sonication will facilitate dissolving. Still have questions? Please contact our Technical Support scientists.

Preparing Stock Solutions

The following data is based on the product molecular weight 424.55 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: Weiss L, Jung KM, Nalbandian A, Llewellyn K, Yu H, Ta L, Chang I, Migliore M, Squire E, Ahmed F, Piomelli D, Kimonis V. Ceramide contributes to pathogenesis and may be targeted for therapy in VCP inclusion body myopathy. Hum Mol Genet. 2021 Feb 25;29(24):3945-3953. doi: 10.1093/hmg/ddaa248. PMID: 33410456. 2: De Vita T, Albani C, Realini N, Migliore M, Basit A, Ottonello G, Cavalli A. Inhibition of Serine Palmitoyltransferase by a Small Organic Molecule Promotes Neuronal Survival after Astrocyte Amyloid Beta 1-42 Injury. ACS Chem Neurosci. 2019 Mar 20;10(3):1627-1635. doi: 10.1021/acschemneuro.8b00556. Epub 2018 Dec 11. PMID: 30481470.