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Merck
CN

SML1166

Salirasib

≥98% (HPLC)

Synonym(s):

2-(((2E,6E)-3,7,11-Trimethyl-2,6,10-dodecatrienyl)sulfanyl)benzoic acid, FTS, Farnesylthiosalicylic acid, S-Farnesylthiosalicylic acid

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About This Item

Empirical Formula (Hill Notation):
C22H30O2S
CAS Number:
162520-00-5
Molecular Weight:
358.54
NACRES:
NA.77
PubChem Substance ID:
329825696
UNSPSC Code:
12352200
MDL number:
MFCD00467723

Key Documents

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Product Name

Salirasib, ≥98% (HPLC)

InChI

1S/C22H30O2S/c1-17(2)9-7-10-18(3)11-8-12-19(4)15-16-25-21-14-6-5-13-20(21)22(23)24/h5-6,9,11,13-15H,7-8,10,12,16H2,1-4H3,(H,23,24)/b18-11+,19-15+

SMILES string

O=C(O)C1=CC=CC=C1SC/C=C(C)/CC/C=C(C)/CCC=C(C)C

InChI key

WUILNKCFCLNXOK-CFBAGHHKSA-N

assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 20 mg/mL, clear

storage temp.

−20°C

Quality Level

100

Related Categories

Application

Salirasib has been used as a farnesyltransferase inhibitor.

Biochem/physiol Actions

Salirasib (Farnesylthiosalicylic acid) is a RAS inhibitor that acts by dislodging the farnesylated protein from the membrane, facilitating Ras degradation. Salirasib impairs downstream signaling and suppresses growth and migration of proliferating tumor cells in in vitro and in vivo models. Salirasib (Farnesylthiosalicylic acid) has recently been shown to possess significant anti-inflammatory and anti-arthritic properties.
Salirasib (Farnesylthiosalicylic acid) is a RAS inhibitor.
Salirasib (S-trans,trans-Farnesylthiosalicylic Acid /FTS) is a synthetic small molecule that has an ability to block all forms of Ras, unlike farnesyltransferase inhibitors, which fail to inhibit K-Ras and N-Ras function due to alternative membrane-binding mechanisms. Salirasib along with gemcitabine, exhibits anti-tumor activity and biomarker modulation in preclinical models of metastatic pancreatic adenocarcinoma (PDA). It is also used as a potent therapeutic for lung cancer.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
0000157002
0000123271
0000117774
0000117773

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A phase II trial of Salirasib in patients with lung adenocarcinomas with KRAS mutations.
Riely G J, et al.
Journal of Thoracic Oncology : Official Publication of the International Association for the Study of Lung Cancer, 6(8), 1435-1437 (2011)
Suppression of lung cancer tumor growth in a nude mouse model by the Ras inhibitor salirasib (farnesylthiosalicylic acid).
Zundelevich A, et al.
Molecular Cancer Therapeutics, 6(6), 1765-1773 (2007)
Nofar Erlichman et al.
Cancers, 14(4) (2022-02-26)
Therapies targeting the PD-L1/PD-1 axis have recently been introduced to triple-negative breast cancer (TNBC) with limited efficacy, suggesting that this axis promotes tumor progression through mechanisms other than immune suppression. Here, we over-expressed WT-PD-L1 in human TNBC cells (express endogenous
Membrane localization of acetylated CNK1 mediates a positive feedback on RAF/ERK signaling.
Fischer A, et al.
Science Advances, 3(8), e1700475-e1700475 (2017)
Orally administered FTS (salirasib) inhibits human pancreatic tumor growth in nude mice.
Haklai R, et al.
Cancer Chemotherapy and Pharmacology, 61(1), 89-96 (2008)
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