SML3599
IMP-1575
≥98% (HPLC)
Synonym(s):
(+)-(R)-IMP-1575, (+)-IMP-1575, (R)-(+)-2-(Isobutylamino)-1-(4-(6-methylpyridin-2-yl)-6,7-dihydrothieno[3,2-c]pyridin-5(4H)-yl)ethan-1-one, (R)-1-[6,7-Dihydro-4-(6-methyl-2-pyridinyl)thieno[3,2-c]pyridin-5(4H)-yl]-2-[(2-methylpropyl)amino]ethenone, (R)-IMP-1575
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About This Item
Empirical Formula (Hill Notation):
C19H25N3OS
Molecular Weight:
343.49
UNSPSC Code:
51111800
NACRES:
NA.21
Quality Level
assay
≥98% (HPLC)
form
oil
color
, Faint yellow to yellow orange
storage temp.
2-8°C
SMILES string
CC1=CC=CC([C@@H]2N(CCC3=C2C=CS3)C(CNCC(C)C)=O)=N1
InChI key
OVUGAMKQXDOHDJ-LJQANCHMSA-N
Biochem/physiol Actions
Donor substrate Pal-CoA-competitive hedgehog acyltransferase (HHAT) inhibitor with significantly higher potency than its structure analog RUSKI-201.
IMP-1575 is a donor substrate Pal-CoA-competitive (Ki = 38 nM) hedgehog acyltransferase (HHAT) inhibitor with significantly higher potency than its structure analog RUSKI-201 (IC50 = 0.75 vs. 2.0 μM, respectively, by Acyl-cLIP assay).
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
Regulatory Information
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Evaluating Hedgehog Acyltransferase Activity and Inhibition Using the Acylation-coupled Lipophilic Induction of Polarization (Acyl-cLIP) Assay.
Andrei SA, et al.
Methods in Molecular Biology, 2374, 13-26 (2022)
Photochemical Probe Identification of a Small-Molecule Inhibitor Binding Site in Hedgehog Acyltransferase (HHAT)*.
Lanyon-Hogg T, et al.
Angewandte Chemie (International Edition in English), 60, 13542-13547 (2021)
Claire E Coupland et al.
Molecular cell, 81(24), 5025-5038 (2021-12-11)
The Sonic Hedgehog (SHH) morphogen pathway is fundamental for embryonic development and stem cell maintenance and is implicated in various cancers. A key step in signaling is transfer of a palmitate group to the SHH N terminus, catalyzed by the
Global Trade Item Number
| SKU | GTIN |
|---|---|
| SML3599-5MG | 04065270025012 |
| SML3599-25MG | 04065270024602 |