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Salirasib

CAS No.:
162520-00-5
Catalog Number:
AG001T7Z
Molecular Formula:
C22H30O2S
Molecular Weight:
358.5374
Pack Size
Purity
Availability
Location
Price(USD)
Quantity
  
10mg
98%
1 week
United States
$143
- +
50mg
98%
1 week
United States
$373
- +
100mg
98%
1 week
United States
$490
- +
Product Description
Catalog Number:
AG001T7Z
Chemical Name:
Salirasib
CAS Number:
162520-00-5
Molecular Formula:
C22H30O2S
Molecular Weight:
358.5374
MDL Number:
MFCD00467723
IUPAC Name:
2-[(2E,6E)-3,7,11-trimethyldodeca-2,6,10-trienyl]sulfanylbenzoic acid
InChI:
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+
InChI Key:
WUILNKCFCLNXOK-CFBAGHHKSA-N
SMILES:
C/C(=C\CSc1ccccc1C(=O)O)/CC/C=C(/CCC=C(C)C)\C
UNII:
MZH0OM550M
NSC Number:
685986
Properties
Complexity:
498  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
2  
Exact Mass:
358.197g/mol
Formal Charge:
0
Heavy Atom Count:
25  
Hydrogen Bond Acceptor Count:
3  
Hydrogen Bond Donor Count:
1  
Isotope Atom Count:
0
Molecular Weight:
358.54g/mol
Monoisotopic Mass:
358.197g/mol
Rotatable Bond Count:
10  
Topological Polar Surface Area:
62.6A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
7.2  
Literature
Title Journal
PKA/CREB and NF-κB pathway regulates AKNA transcription: A novel insight into T-2 toxin-induced inflammation and GH deficiency in GH3 cells. Toxicology 20171201
Integrated Transcriptional and Proteomic Analysis of Growth Hormone Suppression Mediated by Trichothecene T-2 Toxin in Rat GH3 Cells. Toxicological sciences : an official journal of the Society of Toxicology 20151001
Integrated preclinical and clinical development of S-trans, trans-Farnesylthiosalicylic Acid (FTS, Salirasib) in pancreatic cancer. Investigational new drugs 20121201
Celecoxib enhances the anti-inflammatory effects of farnesylthiosalicylic acid on T cells independent of prostaglandin E(2) production. Inflammation 20121001
Rosiglitazone suppresses lipopolysaccharide-induced matrix metalloproteinase-2 activity in rat aortic endothelial cells via Ras-MEK1/2 signaling. International journal of cardiology 20120628
Computer-based identification of a novel LIMK1/2 inhibitor that synergizes with salirasib to destabilize the actin cytoskeleton. Oncotarget 20120601
Lipid rafts and functional caveolae regulate HIV-induced amyloid beta accumulation in brain endothelial cells. Biochemical and biophysical research communications 20120504
Analgesic potential of intrathecal farnesyl thiosalicylic acid and GW 5074 in vincristine-induced neuropathic pain in rats. Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association 20120501
Farnesylthiosalicylic acid (salirasib) inhibits Rheb in TSC2-null ELT3 cells: a potential treatment for lymphangioleiomyomatosis. International journal of cancer 20120315
FTS and 2-DG induce pancreatic cancer cell death and tumor shrinkage in mice. Cell death & disease 20120301
Prevention of induced colitis in mice by the ras antagonist farnesylthiosalicylic acid. Digestive diseases and sciences 20120201
Ras inhibition by FTS attenuates brain tumor growth in mice by direct antitumor activity and enhanced reactivity of cytotoxic lymphocytes. Oncotarget 20120201
Inhibitory effect of farnesylthiosalicylic acid on mediators release by mast cells: preferential inhibition of prostaglandin D(2) and tumor necrosis factor-α release. Inflammation 20111001
Inhibition of contact sensitivity by farnesylthiosalicylic acid-amide, a potential Rap1 inhibitor. The Journal of investigative dermatology 20111001
Phenotypic reversion of invasive neurofibromin-deficient schwannoma by FTS: Ras inhibition reduces BMP4/Erk/Smad signaling. Molecular cancer therapeutics 20110801
A phase II trial of Salirasib in patients with lung adenocarcinomas with KRAS mutations. Journal of thoracic oncology : official publication of the International Association for the Study of Lung Cancer 20110801
ZL11n is a novel nitric oxide-releasing derivative of farnesylthiosalicylic acid that induces apoptosis in human hepatoma HepG2 cells via MAPK/mitochondrial pathways. Biochemical and biophysical research communications 20110617
Novel nitric oxide-releasing derivatives of farnesylthiosalicylic acid: synthesis and evaluation of antihepatocellular carcinoma activity. Journal of medicinal chemistry 20110512
Chemoprevention of hepatocellular carcinoma. Proof of concept in animal models. Acta gastro-enterologica Belgica 20110301
Downregulation of survivin and aurora A by histone deacetylase and RAS inhibitors: a new drug combination for cancer therapy. International journal of cancer 20110201
Composite fiber structures with antiproliferative agents exhibit advantageous drug delivery and cell growth inhibition in vitro. Journal of pharmaceutical sciences 20110101
The Ras antagonist, farnesylthiosalicylic acid (FTS), decreases fibrosis and improves muscle strength in dy/dy mouse model of muscular dystrophy. PloS one 20110101
Ras inhibition induces insulin sensitivity and glucose uptake. PloS one 20110101
The combined treatment of Copaxone and Salirasib attenuates experimental autoimmune encephalomyelitis (EAE) in mice. Journal of neuroimmunology 20101215
Multiple cellular proteins modulate the dynamics of K-ras association with the plasma membrane. Biophysical journal 20101117
Proto-oncogenic H-Ras, K-Ras, and N-Ras are involved in muscle differentiation via phosphatidylinositol 3-kinase. Cell research 20100801
Galectin-3 promotes chronic activation of K-Ras and differentiation block in malignant thyroid carcinomas. Molecular cancer therapeutics 20100801
Transient receptor potential ankyrin 1 (TRPA1) channel as emerging target for novel analgesics and anti-inflammatory agents. Journal of medicinal chemistry 20100722
Dynamic changes in the TRPA1 selectivity filter lead to progressive but reversible pore dilation. American journal of physiology. Cell physiology 20100601
Salirasib in the treatment of pancreatic cancer. Future oncology (London, England) 20100601
Ras inhibits endoplasmic reticulum stress in human cancer cells with amplified Myc. International journal of cancer 20100515
Synthesis and evaluation of nitric oxide-releasing derivatives of farnesylthiosalicylic acid as anti-tumor agents. Bioorganic & medicinal chemistry 20100515
Differential requirement of CAAX-mediated posttranslational processing for Rheb localization and signaling. Oncogene 20100121
The Ras antagonist farnesylthiosalicylic acid ameliorates experimental myocarditis in the rat. Cardiovascular pathology : the official journal of the Society for Cardiovascular Pathology 20100101
Phase 1 first-in-human clinical study of S-trans,trans-farnesylthiosalicylic acid (salirasib) in patients with solid tumors. Cancer chemotherapy and pharmacology 20100101
Salirasib inhibits the growth of hepatocarcinoma cell lines in vitro and tumor growth in vivo through ras and mTOR inhibition. Molecular cancer 20100101
Genetic mapping of targets mediating differential chemical phenotypes in Plasmodium falciparum. Nature chemical biology 20091001
Ras inhibition increases the frequency and function of regulatory T cells and attenuates type-1 diabetes in non-obese diabetic mice. European journal of pharmacology 20090815
The Ras inhibitor farnesylthiosalicyclic acid (FTS) prevents nodule formation and development of preneoplastic foci of altered hepatocytes in rats. European journal of cancer (Oxford, England : 1990) 20090701
Novel farnesylthiosalicylate (FTS)-eluting composite structures. European journal of pharmaceutical sciences : official journal of the European Federation for Pharmaceutical Sciences 20090628
Ras inhibition attenuates myocardial ischemia-reperfusion injury. Biochemical pharmacology 20090515
New derivatives of farnesylthiosalicylic acid (salirasib) for cancer treatment: farnesylthiosalicylamide inhibits tumor growth in nude mice models. Journal of medicinal chemistry 20090108
Salirasib (farnesyl thiosalicylic acid) for brain tumor treatment: a convection-enhanced drug delivery study in rats. Molecular cancer therapeutics 20081101
Simvastatin suppresses LPS-induced MMP-1 expression in U937 mononuclear cells by inhibiting protein isoprenylation-mediated ERK activation. Journal of leukocyte biology 20081001
Determination of salirasib (S-trans,trans-farnesylthiosalicylic acid) in human plasma using liquid chromatography-tandem mass spectrometry. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 20080615
N-Ras or K-Ras inhibition increases the number and enhances the function of Foxp3 regulatory T cells. European journal of immunology 20080601
The effect of Ras inhibition on the proliferation, apoptosis and matrix metalloproteases activity in rat hepatic stellate cells. Digestive diseases and sciences 20080401
Activation of TRPA1 by farnesyl thiosalicylic acid. Molecular pharmacology 20080401
Inhibition of the Ras oncoprotein reduces proliferation of hepatocytes in vitro and in vivo in rats. Clinical science (London, England : 1979) 20080101
Orally administered FTS (salirasib) inhibits human pancreatic tumor growth in nude mice. Cancer chemotherapy and pharmacology 20080101
Inhibitors of chronically active ras: potential for treatment of human malignancies. Recent patents on anti-cancer drug discovery 20080101
The Ras inhibitor farnesylthiosalicylic acid (Salirasib) disrupts the spatiotemporal localization of active Ras: a potential treatment for cancer. Methods in enzymology 20080101
Hypoxia enhances metastatic efficiency in HT1080 fibrosarcoma cells by increasing cell survival in lungs, not cell adhesion and invasion. Cancer research 20070815
Neuroprotective effects of the Ras inhibitor S-trans-trans-farnesylthiosalicylic acid, measured by diffusion-weighted imaging after traumatic brain injury in rats. Journal of neurotrauma 20070801
Suppression of lung cancer tumor growth in a nude mouse model by the Ras inhibitor salirasib (farnesylthiosalicylic acid). Molecular cancer therapeutics 20070601
The tumor suppressor neurofibromin confers sensitivity to apoptosis by Ras-dependent and Ras-independent pathways. Cell death and differentiation 20070501
Gene expression signature of human cancer cell lines treated with the ras inhibitor salirasib (S-farnesylthiosalicylic acid). Cancer research 20070401
Angiotensin II-induced MAPK phosphorylation mediated by Ras and/or phospholipase C-dependent phosphorylations but not by protein kinase C phosphorylation in cultured rat vascular smooth muscle cells. Pharmacology 20070101
Mechanisms of acquired resistance to endocrine therapy in hormone-dependent breast cancer cells. The Journal of steroid biochemistry and molecular biology 20070101
The Ras inhibitor farnesylthiosalicylic acid as a potential therapy for neurofibromatosis type 1. Clinical cancer research : an official journal of the American Association for Cancer Research 20060915
Suppression of survivin expression in glioblastoma cells by the Ras inhibitor farnesylthiosalicylic acid promotes caspase-dependent apoptosis. Molecular cancer therapeutics 20060901
Ras inhibition results in growth arrest and death of androgen-dependent and androgen-independent prostate cancer cells. Biochemical pharmacology 20060814
E2F1 identified by promoter and biochemical analysis as a central target of glioblastoma cell-cycle arrest in response to Ras inhibition. International journal of cancer 20060801
Farnesylthiosalicylic acid induces caspase activation and apoptosis in glioblastoma cells. Cell death and differentiation 20060401
Farnesylthiosalicylic acid: inhibition of proliferation and enhancement of apoptosis of hormone-dependent breast cancer cells. Anti-cancer drugs 20060101
Hitting Ras where it counts: Ras antagonism in the basolateral amygdala inhibits long-term fear memory. The European journal of neuroscience 20060101
Using inhibitors of prenylation to block localization and transforming activity. Methods in enzymology 20060101
Farnesylthiosalicylic acid blocks mammalian target of rapamycin signaling in breast cancer cells. International journal of cancer 20051210
Inhibition of Ras attenuates the course of experimental autoimmune neuritis. Journal of neuroimmunology 20051101
The inhibition of human mesangial cell proliferation by S-trans, trans-farnesylthiosalicylic acid. Kidney international 20050801
Getting at MYC through RAS. Clinical cancer research : an official journal of the American Association for Cancer Research 20050615
Disruption of cooperation between Ras and MycN in human neuroblastoma cells promotes growth arrest. Clinical cancer research : an official journal of the American Association for Cancer Research 20050615
Ras inhibition in glioblastoma down-regulates hypoxia-inducible factor-1alpha, causing glycolysis shutdown and cell death. Cancer research 20050201
Hydrogen peroxide-induced extracellular signal-regulated kinase activation in cultured feline ileal smooth muscle cells. The Journal of pharmacology and experimental therapeutics 20050101
Farnesylthiosalicylic acid inhibits mammalian target of rapamycin (mTOR) activity both in cells and in vitro by promoting dissociation of the mTOR-raptor complex. Molecular endocrinology (Baltimore, Md.) 20050101
Characterization of the regulation and functional consequences of p21ras activation in neutrophils by antineutrophil cytoplasm antibodies. Journal of the American Society of Nephrology : JASN 20050101
Antiphospholipid antibodies, thrombin and LPS activate brain endothelial cells and Ras-dependent pathways through distinct mechanisms. Immunobiology 20050101
The c-Raf inhibitor GW5074 provides neuroprotection in vitro and in an animal model of neurodegeneration through a MEK-ERK and Akt-independent mechanism. Journal of neurochemistry 20040801
Treatment of thioacetamide-induced liver cirrhosis by the Ras antagonist, farnesylthiosalicylic acid. Journal of hepatology 20040801
The novel Ras antagonist, farnesylthiosalicylate, suppresses growth of prostate cancer in vitro. The Prostate 20040301
Restoration of sensitivity to anoikis in Ras-transformed rat intestinal epithelial cells by a Ras inhibitor. Cell death and differentiation 20040201
Inhibition of intimal thickening in the rat carotid artery injury model by a nontoxic Ras inhibitor. Arteriosclerosis, thrombosis, and vascular biology 20040201
Studies on G-protein alpha.betagamma heterotrimer formation reveal a putative S-prenyl-binding site in the alpha subunit. The Biochemical journal 20031201
Farnesyl transferase inhibitor SCH66336 is cytostatic, pro-apoptotic and enhances chemosensitivity to cisplatin in melanoma cells. International journal of cancer 20030610
New approaches to the understanding of tamoxifen action and resistance. Endocrine-related cancer 20030601
The Ras inhibitor S-trans, trans-farnesylthiosalicylic acid exerts long-lasting neuroprotection in a mouse closed head injury model. Journal of cerebral blood flow and metabolism : official journal of the International Society of Cerebral Blood Flow and Metabolism 20030601
Ras antagonist farnesylthiosalicylic acid (FTS) reduces glomerular cellular proliferation and macrophage number in rat thy-1 nephritis. Journal of the American Society of Nephrology : JASN 20030401
Farnesyl thiosalicylic acid chemosensitizes human melanoma in vivo. The Journal of investigative dermatology 20030101
Inhibition of ras by farnesylthiosalicylate significantly reduces the levels of autoantibodies in two animal models of the antiphospholipid syndrome. Immunobiology 20030101
Functional inhibition of Ras by S-trans,trans-farnesyl thiosalicylic acid attenuates atherosclerosis in apolipoprotein E knockout mice. Circulation 20020521
Farnesyl thiosalicylic acid inhibits the growth of melanoma cells through a combination of cytostatic and pro-apoptotic effects. International journal of cancer 20020401
The Ras inhibitor S-trans,trans-farnesylthiosalicylic acid chemosensitizes human tumor cells without causing resistance. Clinical cancer research : an official journal of the American Association for Cancer Research 20020201
Treatment of MRL/lpr mice, a genetic autoimmune model, with the Ras inhibitor, farnesylthiosalicylate (FTS). Clinical and experimental immunology 20011201
The Ras-pathway inhibitor, S-trans-trans-farnesylthiosalicylic acid, suppresses experimental allergic encephalomyelitis. Journal of neuroimmunology 20011101
Glutaredoxin protects cerebellar granule neurons from dopamine-induced apoptosis by dual activation of the ras-phosphoinositide 3-kinase and jun n-terminal kinase pathways. The Journal of biological chemistry 20010615
Farnesyl-L-cysteine analogs block SAM-induced Parkinson's disease-like symptoms in rats. Pharmacology, biochemistry, and behavior 20000801
Dislodgment and accelerated degradation of Ras. Biochemistry 19980203
Properties