U-0126

Details

Stereochemistry	ACHIRAL
Molecular Formula	C18H16N6S2
Molecular Weight	380.49
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	2
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

N\C(SC1=CC=CC=C1N)=C(C#N)/C(C#N)=C(\N)SC2=C(N)C=CC=C2

InChI

InChIKey=DVEXZJFMOKTQEZ-JYFOCSDGSA-N

InChI=1S/C18H16N6S2/c19-9-11(17(23)25-15-7-3-1-5-13(15)21)12(10-20)18(24)26-16-8-4-2-6-14(16)22/h1-8H,21-24H2/b17-11+,18-12+

HIDE SMILES / InChI

Molecular Formula	C18H16N6S2
Molecular Weight	380.49
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	2
Optical Activity	NONE

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/11804618 | https://www.ncbi.nlm.nih.gov/pubmed/28560420 | https://www.ncbi.nlm.nih.gov/pubmed/29110347

U0126 is a highly selective inhibitor of both MEK1 and MEK2, a type of MAPK/ERK kinase. The inhibitory effects of U0126 on MEK and ERK activation have been confirmed repeatedly, and treatments with U0126 have been shown to inhibit proliferation and migration of cancer cells in vivo and in vitro. U0126 has been widely used as an inhibitor for the Ras/Raf/MEK/ERK signaling pathway. U0126 treatments lead to cancer cell death, which agrees with the well-known role of the Ras/Raf/MEK/ERK pathway in supporting cell survival. U0126 enhances apoptosis in human breast cancer MCF-7 cells, acute myeloid leukemia, and PC12 cells.

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Dual specificity mitogen-activated protein kinase kinase 1 20 Target ID: CHEMBL3587 Sources: https://www.ncbi.nlm.nih.gov/pubmed/9873633 \| https://www.ncbi.nlm.nih.gov/pubmed/9660836	Inhibitor 8504		72.0 nM [IC50]
Dual specificity mitogen-activated protein kinase kinase 2 10 Target ID: CHEMBL2964 Sources: https://www.ncbi.nlm.nih.gov/pubmed/9660836 \| https://www.ncbi.nlm.nih.gov/pubmed/9873633	Inhibitor 8504		58.0 nM [IC50]

PubMed

Title	Date	PubMed
Activation of ERK1/2 and p38 kinases by polycyclic aromatic hydrocarbons in rat liver epithelial cells is associated with induction of apoptosis.	2006-03-15	16005925
Ontogeny of rapid estrogen-mediated extracellular signal-regulated kinase signaling in the rat cerebellar cortex: potent nongenomic agonist and endocrine disrupting activity of the xenoestrogen bisphenol A.	2005-12	16123166
Apoptosis induced by the kinase inhibitor BAY 43-9006 in human leukemia cells involves down-regulation of Mcl-1 through inhibition of translation.	2005-10-21	16109713
4-Hydroxyestradiol induces oxidative stress and apoptosis in human mammary epithelial cells: possible protection by NF-kappaB and ERK/MAPK.	2005-10-01	15901486
Calcium-activated RAF/MEK/ERK signaling pathway mediates p53-dependent apoptosis and is abrogated by alpha B-crystallin through inhibition of RAS activation.	2005-09	16000378
Vitamin K3 (menadione)-induced oncosis associated with keratin 8 phosphorylation and histone H3 arylation.	2005-09	15939799
Heparin-binding epidermal growth factor-like growth factor stimulates cell proliferation in cerebral cortical cultures through phosphatidylinositol 3'-kinase and mitogen-activated protein kinase.	2005-08-15	15952178
Effects of organochlorine insecticides on MAP kinase pathways in human HaCaT keratinocytes: key role of reactive oxygen species.	2005-08	15888667
Inhibition of platelet-derived growth factor-induced cell growth signaling by a short interfering RNA for EWS-Fli1 via down-regulation of phospholipase D2 in Ewing sarcoma cells.	2005-07-29	15919668
Role of ERK activation in cisplatin-induced apoptosis in OK renal epithelial cells.	2005-07-14	16013042
Thymidine phosphorylase suppresses apoptosis induced by microtubule-interfering agents.	2005-07-01	15907805
Investigating the neuroprotective mechanism of action of a CDK5 inhibitor by phosphoproteome analysis.	2005-07-01	15838870
Resveratrol upregulates heme oxygenase-1 expression via activation of NF-E2-related factor 2 in PC12 cells.	2005-06-17	15882976
Activation of protein synthesis in cardiomyocytes by the hypertrophic agent phenylephrine requires the activation of ERK and involves phosphorylation of tuberous sclerosis complex 2 (TSC2).	2005-06-15	15757502
Pharmacologic inhibition of RAF-->MEK-->ERK signaling elicits pancreatic cancer cell cycle arrest through induced expression of p27Kip1.	2005-06-01	15930308
7-Ketocholesterol-induced apoptosis. Involvement of several pro-apoptotic but also anti-apoptotic calcium-dependent transduction pathways.	2005-06	15955068
Transcriptional profiling of gamma delta T cells identifies a role for vitamin D in the immunoregulation of the V gamma 9V delta 2 response to phosphate-containing ligands.	2005-05-15	15879110
Histamine H4 receptor stimulation suppresses IL-12p70 production and mediates chemotaxis in human monocyte-derived dendritic cells.	2005-05-01	15843518
Juzentaihoto, a Kampo medicine, enhances IL-12 production by modulating Toll-like receptor 4 signaling pathways in murine peritoneal exudate macrophages.	2005-05	15778123
Decrease in cytosolic phospholipase A2alpha mRNA levels by reactive oxygen species via MAP kinase pathways in PC12 cells: effects of dopaminergic neurotoxins.	2005-05	15683734
Pharmacological inhibitors of extracellular signal-regulated protein kinases attenuate the apoptotic action of cisplatin in human myeloid leukemia cells via glutathione-independent reduction in intracellular drug accumulation.	2005-04-15	15843040
Src family kinase inhibitors block amphiregulin-mediated autocrine ErbB signaling in normal human keratinocytes.	2005-04	15615697
Doxorubicin induces EGF receptor-dependent downregulation of gap junctional intercellular communication in rat liver epithelial cells.	2005-03	15843167
HMG-CoA reductase inhibitors, statins, induce phosphorylation of Mdm2 and attenuate the p53 response to DNA damage.	2005-03	15625077
Fibroblast growth factor-10 prevents asbestos-induced alveolar epithelial cell apoptosis by a mitogen-activated protein kinase-dependent mechanism.	2005-03	15618436
Transfected beta3- but not beta2-adrenergic receptors regulate cystic fibrosis transmembrane conductance regulator activity via a new pathway involving the mitogen-activated protein kinases extracellular signal-regulated kinases.	2005-03	15563584
ERK kinase inhibition stabilizes the aryl hydrocarbon receptor: implications for transcriptional activation and protein degradation.	2005-02-11	15572374
Disparate expression of IL-12 by SJL/J and B10.S macrophages during Theiler's virus infection is associated with activity of TLR7 and mitogen-activated protein kinases.	2005-02	15777634
Role of cell signaling in B[a]P-induced apoptosis: characterization of unspecific effects of cell signaling inhibitors and apoptotic effects of B[a]P metabolites.	2005-01-15	15698582
Mesangial cell apoptosis induced by stimulation of the adenosine A3 receptor: signaling and apoptotic events.	2005-01	16025880
Stimulation of catecholamine synthesis by environmental estrogenic pollutants.	2005-01	15486222
The effect of a brominated flame retardant, tetrabromobisphenol-A, on free radical formation in human neutrophil granulocytes: the involvement of the MAP kinase pathway and protein kinase C.	2005-01	15456914
Arsenite regulates Cystic Fibrosis Transmembrane Conductance Regulator and P-glycoprotein: evidence of pathway independence.	2005	16121039
Extracellular zinc triggers ERK-dependent activation of Na+/H+ exchange in colonocytes mediated by the zinc-sensing receptor.	2004-12-10	15355987
Involvement of extracellular signal-regulated kinase/mitogen-activated protein kinase pathway in multidrug resistance induced by HBx in hepatoma cell line.	2004-12-01	15526378
Extracellular signal-regulated kinase induces cyclin D1 and Cdk-2 expression and phosphorylation of retinoblastoma in hepatocellular carcinoma.	2004-12	15547725
Plasticity in the entorhinal cortex suppresses memory for contextual fear.	2004-11-10	15537881
The functional consequences of cross-talk between the vitamin D receptor and ERK signaling pathways are cell-specific.	2004-11-05	15331595
Roles of mitogen activated protein kinases and EGF receptor in arsenite-stimulated matrix metalloproteinase-9 production.	2004-11-01	15504454
Hyperforin, the active component of St. John's wort, induces IL-8 expression in human intestinal epithelial cells via a MAPK-dependent, NF-kappaB-independent pathway.	2004-11	15622447
Extracellular signal-regulated kinase activation and Bcl-2 downregulation mediate apoptosis after gemcitabine treatment partly via a p53-independent pathway.	2004-10-19	15476743
Asbestos induces tissue factor in Beas-2B cells via PI3 kinase-PKC-mediated signaling.	2004-10-08	15371228
Modulation of the transactivation function of nuclear factor-kappaB by lipopolysaccharide in RAW264.7 macrophages.	2004-10	15375559
Hypoxia-responsive growth factors upregulate periostin and osteopontin expression via distinct signaling pathways in rat pulmonary arterial smooth muscle cells.	2004-10	15121739
Involvement of MAP-kinase, PI3-kinase and EGF-receptor in the stimulatory effect of Neurotensin on DNA synthesis in PC3 cells.	2004-08-15	15177934
Prolonged extracellular signal-regulated kinase 1/2 activation during fibroblast growth factor 1- or heregulin beta1-induced antiestrogen-resistant growth of breast cancer cells is resistant to mitogen-activated protein/extracellular regulated kinase kinase inhibitors.	2004-07-01	15231676
Short-chain fatty acids enhance nuclear receptor activity through mitogen-activated protein kinase activation and histone deacetylase inhibition.	2004-05-04	15103026
Phosphorylation of PML by mitogen-activated protein kinases plays a key role in arsenic trioxide-mediated apoptosis.	2004-04	15093545
Involvement of ERK1/2 and p38 MAP kinase in doxorubicin-induced uPA expression in human RC-K8 lymphoma and NCI-H69 small cell lung carcinoma cells.	2004	15557793
MAP kinase activation by fluoxetine and its relation to gene expression in cultured rat astrocytes.	2004	15456934

Substance Class	Chemical Created by `admin` on `Mon Mar 31 22:28:44 GMT 2025` Edited by `admin` on `Mon Mar 31 22:28:44 GMT 2025`
Record UNII	8027P94HLL
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

U-0126

Code

English

FT-1069-1

Preferred Name

English

U0126

Code

English

1,4-DIAMINO-2,3-DICYANO-1,4-BIS(2-AMINOPHENYLTHIO)BUTADIENE

Common Name

English

BUTANEDINITRILE, BIS(AMINO((2-AMINOPHENYL)THIO)METHYLENE)-, (2Z,3Z)-

Systematic Name

English

Classification Tree Code System Code

NCI_THESAURUS

C2149