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Safety Information

SML3599

Sigma-Aldrich

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
UNSPSC Code:
12352200
NACRES:
NA.21

Quality Level

100

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

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 Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
0000287087
0000287087
0000287086
0000287086
0000281358

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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

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