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Merck
CN

M9440

Methyl-3,4-dephostatin

>98% (HPLC), powder

Synonym(s):

3,4-Dihydroxy-N-methyl-N-nitrosoaniline

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About This Item

Empirical Formula (Hill Notation):
C7H8N2O3
CAS Number:
Molecular Weight:
168.15
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
12352200
MDL number:
Assay:
>98% (HPLC)
Form:
powder
Quality level:
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Quality Level

assay

>98% (HPLC)

form

powder

color

red-brown

solubility

DMSO: soluble 18 mg/mL, H2O: insoluble

storage temp.

2-8°C

SMILES string

CN(N=O)c1ccc(O)c(O)c1

InChI

1S/C7H8N2O3/c1-9(8-12)5-2-3-6(10)7(11)4-5/h2-4,10-11H,1H3

InChI key

XAKAQCMEMMZUEO-UHFFFAOYSA-N

Gene Information

human ... PTPN1(5770)

Application

Methyl-3,4-dephostatin has been used as:
  • an inhibitor for methyltransferases
  • a kinase-related inhibitor for human transglutaminase
  • a cysteine binding compound for screening its effect on C-terminal domain (CTD) of human immunodeficiency virus (HIV-1) capsid protein

Biochem/physiol Actions

Methyl-3,4-dephostatin is a tyrphostin-related compound isolated from Streptomyces MJ742-NF5 strain. It favors nerve growth factor-based neurite formation in pheochromocytoma PC12 cells. Being a stable analog of the nitrosoaniline dephostatin, it can mimic phosphotyrosine substrate for Tyrosyl-DNA phosphodiesterase I (TdpI).
Stable analog of dephostatin; selective protein tyrosine phosphatase 1B and SHPTP-1 inhibitor; does not inhibit CD45-associated phosphatases.


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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Related Content


A high throughput scintillation proximity imaging assay for protein methyltransferases
Ibanez G, et al.
Combinatorial Chemistry & High Throughput Screening, 15(5), 359-371 (2012)
Ebselen, a small-molecule capsid inhibitor of HIV-1 replication
Thenin-Houssier S, et al.
Antimicrobial Agents and Chemotherapy, 60(4), 2195-2208 (2016)
Christophe Marchand et al.
Molecular cancer therapeutics, 8(1), 240-248 (2009-01-14)
Tyrosyl-DNA phosphodiesterase I (Tdp1) resolves topoisomerase I (Top1)-DNA adducts accumulated from natural DNA damage as well as from the action of certain anticancer drugs. Tdp1 catalyzes the hydrolysis of the phosphodiester bond between the catalytic tyrosine residue of topoisomerase I



Global Trade Item Number

SKUGTIN
M9440-1MG04061826676295