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D8065

Sigma-Aldrich

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:
151606-30-3
Molecular Weight:
168.15
MDL number:
MFCD00467665
UNSPSC Code:
12352200
PubChem Substance ID:
24278389

Assay

>98% (HPLC)

form

solid

color

light yellow

solubility

DMSO: soluble 22 mg/mL
H2O: insoluble

shipped in

wet ice

storage temp.

−20°C

SMILES string

CN(N=O)c1cc(O)ccc1O

Gene Information

human ... PTPRCAP(5790)

Biochem/physiol Actions

CD45-associated protein tyrosine phosphatase inhibitor.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
042K4607

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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
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
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
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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