D8065
Dephostatin
>98% (HPLC), solid
Synonym(s):
1,4-Dihydroxy-N-methyl-N-nitrosoaniline, 2-(Methylnitrosoamino)-1,4-benzenediol, 2-(N-methyl-N-nitroso)hydroquinone
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About This Item
Empirical Formula (Hill Notation):
C7H8N2O3
CAS Number:
Molecular Weight:
168.15
UNSPSC Code:
12352200
PubChem Substance ID:
MDL number:
SMILES string
CN(N=O)c1cc(O)ccc1O
assay
>98% (HPLC)
form
solid
color
light yellow
solubility
DMSO: soluble 22 mg/mL, H2O: insoluble
shipped in
wet ice
storage temp.
−20°C
Gene Information
human ... PTPRCAP(5790)
Biochem/physiol Actions
CD45-associated protein tyrosine phosphatase inhibitor.
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
Regulatory Information
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A Hiroki et al.
Biomedicine & pharmacotherapy = Biomedecine & pharmacotherapie, 56(4), 179-185 (2002-07-12)
Et-3,4-dephostatin, a protein-tyrosine phosphatase (PTPase) inhibitor, potentiates insulin-dependent signal transduction and shows an antidiabetic effect in mice. However, it contains a nitrosamine moiety that is often mutagenic and carcinogenic. Therefore, we previously designed and synthesized methoxime-3,4-dephostatin as a nitrosamine-free analogue
K Umezawa
Advances in enzyme regulation, 37, 393-401 (1997-01-01)
We have isolated signal transduction inhibitors of low molecular weight from microorganisms and plants. Since inducers of differentiation and apoptosis may be developed as new anticancer agents, we have studied induction of differentiation and apoptosis in neoplastic cells by our
S Wakino et al.
The Journal of biological chemistry, 276(50), 47650-47657 (2001-10-13)
The cyclin-dependent kinase inhibitor p21(Cip1) is up-regulated in response to mitogenic stimulation in various cells. PPARgamma ligands troglitazone (TRO, 10 microm) and rosiglitazone (RSG, 10 microm) attenuated the induction of p21(Cip1) protein by platelet-derived growth factor (PDGF) and insulin without
Gang Liu
Current medicinal chemistry, 10(15), 1407-1421 (2003-07-23)
Protein tyrosine phosphatase 1B (PTP1B) has been implicated as one of the key negative regulators of insulin and leptin signal transduction pathways. PTP1B deficient mice are more sensitive to insulin, and have improved glycemic control and resistance to diet-induced obesity
H Kakeya et al.
The Journal of antibiotics, 46(11), 1716-1719 (1993-11-01)
Dephostatin, a novel tyrosine phosphatase inhibitor, was isolated from the culture broth of Streptomyces sp. MJ742-NF5. The structure was elucidated to be 2-(N-methyl-N-nitroso)hydroquinone by spectral and chemical analyses of dephostatin and its derivatives.
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