Home Imidazoles 141400-58-0
141400-58-0,MFCD18086851
Catalog No.:AA007ZC1

141400-58-0 | 2-[(1-Methylpropyl)dithio]-1h-imidazole

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1mg
≥98%
in stock  
$46.00   $32.00
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5mg
≥98%
in stock  
$100.00   $70.00
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10mg
≥98%
in stock  
$156.00   $109.00
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50mg
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  • Technical Information
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  • Literature
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  • Technical Information
  • Properties
  • Literature
Technical Information
Catalog Number:
AA007ZC1
Chemical Name:
2-[(1-Methylpropyl)dithio]-1h-imidazole
CAS Number:
141400-58-0
Molecular Formula:
C7H12N2S2
Molecular Weight:
188.3136
MDL Number:
MFCD18086851
SMILES:
CCC(SSc1ncc[nH]1)C
Properties
Computed Properties
 
Complexity:
111  
Covalently-Bonded Unit Count:
1  
Heavy Atom Count:
11  
Hydrogen Bond Acceptor Count:
3  
Hydrogen Bond Donor Count:
1  
Rotatable Bond Count:
4  
Undefined Atom Stereocenter Count:
1  
XLogP3:
2.3  

Literature

Title: Over-expression of Thioredoxin-1 mediates growth, survival, and chemoresistance and is a druggable target in diffuse large B-cell lymphoma.

Journal: Oncotarget 20120301

Title: Studies toward novel peptidomimetic inhibitors of thioredoxin-thioredoxin reductase system.

Journal: Journal of medicinal chemistry 20120112

Title: ELR510444 inhibits tumor growth and angiogenesis by abrogating HIF activity and disrupting microtubules in renal cell carcinoma.

Journal: PloS one 20120101

Title: A randomized phase II study of PX-12, an inhibitor of thioredoxin in patients with advanced cancer of the pancreas following progression after a gemcitabine-containing combination.

Journal: Cancer chemotherapy and pharmacology 20110301

Title: Hypoxia-inducible factor inhibitors: a survey of recent patented compounds (2004 - 2010).

Journal: Expert opinion on therapeutic patents 20110201

Title: Selective alkylation of beta(II)-tubulin and thioredoxin-1 by structurally related subsets of aryl chloroethylureas leading to either anti-microtubules or redox modulating agents.

Journal: Bioorganic & medicinal chemistry 20080801

Title: Cycloalkyl-substituted aryl chloroethylureas inhibiting cell cycle progression in G0/G1 phase and thioredoxin-1 nuclear translocation.

Journal: Bioorganic & medicinal chemistry letters 20080615

Title: 2-[(1-methylpropyl)dithio]-1H-imidazole inhibits tubulin polymerization through cysteine oxidation.

Journal: Molecular cancer therapeutics 20080101

Title: Macrophage migration inhibitory factor activates hypoxia-inducible factor in a p53-dependent manner.

Journal: PloS one 20080101

Title: Gateways to clinical trials.

Journal: Methods and findings in experimental and clinical pharmacology 20070601

Title: A Phase I pharmacokinetic and pharmacodynamic study of PX-12, a novel inhibitor of thioredoxin-1, in patients with advanced solid tumors.

Journal: Clinical cancer research : an official journal of the American Association for Cancer Research 20070401

Title: A chemostat study of Streptomyces peucetius var. caesius N47.

Journal: Applied microbiology and biotechnology 20070101

Title: Drug evaluation: the thioredoxin inhibitor PX-12 in the treatment of cancer.

Journal: Current opinion in investigational drugs (London, England : 2000) 20061201

Title: The antitumor thioredoxin-1 inhibitor PX-12 (1-methylpropyl 2-imidazolyl disulfide) decreases thioredoxin-1 and VEGF levels in cancer patient plasma.

Journal: The Journal of laboratory and clinical medicine 20060201

Title: Cytotoxic and antiangiogenic activity of AW464 (NSC 706704), a novel thioredoxin inhibitor: an in vitro study.

Journal: British journal of cancer 20050131

Title: The thioredoxin-1 inhibitor 1-methylpropyl 2-imidazolyl disulfide (PX-12) decreases vascular permeability in tumor xenografts monitored by dynamic contrast enhanced magnetic resonance imaging.

Journal: Clinical cancer research : an official journal of the American Association for Cancer Research 20050115

Title: Thioredoxin reductase as a potential molecular target for anticancer agents that induce oxidative stress.

Journal: Cancer research 20040915

Title: Gateways to clinical trials.

Journal: Methods and findings in experimental and clinical pharmacology 20040401

Title: Estrogen receptor alpha gene haplotype is associated with radiographic osteoarthritis of the knee in elderly men and women.

Journal: Arthritis and rheumatism 20030701

Title: The thioredoxin redox inhibitors 1-methylpropyl 2-imidazolyl disulfide and pleurotin inhibit hypoxia-induced factor 1alpha and vascular endothelial growth factor formation.

Journal: Molecular cancer therapeutics 20030301

Title: Enhancement of metabolic oxidative stress-induced cytotoxicity by the thioredoxin inhibitor 1-methylpropyl 2-imidazolyl disulfide is mediated through the ASK1-SEK1-JNK1 pathway.

Journal: Molecular pharmacology 20021201

Title: The redox protein thioredoxin-1 regulates the constitutive and inducible expression of the estrogen metabolizing cytochromes P450 1B1 and 1A1 in MCF-7 human breast cancer cells.

Journal: Carcinogenesis 20021001

Title: Normal-phase and stability-indicating reversed-phase high-performance liquid chromatographic methods for the determination of the novel antitumor agent: 1-methylpropyl-2-imidazolyldisulfide.

Journal: Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 20020305

Title: Thioredoxin expression in primary T-cell acute lymphoblastic leukemia and its therapeutic implication.

Journal: Cancer research 20011001

Title: Welsh SJ, et al. The thioredoxin redox inhibitors 1-methylpropyl 2-imidazolyl disulfide and pleurotin inhibit hypoxia-induced factor 1alpha and vascular endothelial growth factor formation. Mol Cancer Ther. 2003 Mar;2(3):235-43.

Title: Lou M, et al. Physical interaction between human ribonucleotide reductase large subunit and thioredoxin increases colorectal cancer malignancy. J Biol Chem. 2017 Jun 2;292(22):9136-9149.

Title: Metcalfe C, et al. Thioredoxin Inhibitors Attenuate Platelet Function and Thrombus Formation.PLoS One. 2016 Oct 7;11(10):e0163006

Title: Ramanathan RK, et al. A Phase I pharmacokinetic and pharmacodynamic study of PX-12, a novel inhibitor of thioredoxin-1, in patients with advanced solid tumors. Clin Cancer Res. 2007 Apr 1;13(7):2109-14.

Title: Wang F, et al. Thioredoxin-1 inhibitor, 1-methylpropyl 2-imidazolyl disulfide, inhibits the growth, migration and invasion of colorectal cancer cell lines. Oncol Rep. 2015 Feb;33(2):967-73.

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