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MRN-ATM Pathway Inhibitor, Mirin

CAS No.
299953-00-7
Chemical Name:
MRN-ATM Pathway Inhibitor, Mirin
Synonyms
Mirin >=98% (HPLC), powder;Mirin, MRN-ATM complex inhibitor;MRN-ATM Pathway Inhibitor, Mirin;5-(4-Hydroxybenzylidene)-2-iminothiazolidin-4-one;(E)-5-(4-hydroxybenzylidene)-2-iminothiazolidin-4-one;4(5H)-Thiazolone, 2-amino-5-[(4-hydroxyphenyl)methylene]-;(5E)-5-(4-Hydroxybenzylidene)-2-imino-1,3-thiazolidin-4-one
CBNumber:
CB02501840
Molecular Formula:
C10H8N2O2S
Molecular Weight:
220.25
MDL Number:
MFCD05885480
MOL File:
299953-00-7.mol
MSDS File:
SDS
TDS File:
TDS
Last updated:2026-05-27 17:26:04

MRN-ATM Pathway Inhibitor, Mirin Properties

Melting point 295-297 °C(Solv: ethanol (64-17-5))
Boiling point 441.6±55.0 °C(Predicted)
Density 1.49±0.1 g/cm3(Predicted)
storage temp. 2-8°C
solubility DMSO: >10mg/mL
pka 9.15±0.30(Predicted)
form Reddish orange powder
color red to orange
Sensitive Moisture Sensitive
Stability Stable for 2 years from date of purchase as supplied. Solutions in DMSO may be stored at -20°C for up to 3 months.
InChI 1S/C10H8N2O2S/c11-10-12-9(14)8(15-10)5-6-1-3-7(13)4-2-6/h1-5,13H,(H2,11,12,14)/b8-5-
InChIKey YBHQCJILTOVLHD-YVMONPNESA-N
SMILES NC1=NC(=O)C(\S1)=C\c2ccc(O)cc2
UNSPSC Code 12352200
NACRES NA.77

SAFETY

Risk and Safety Statements

Symbol(GHS)  Exclamation Mark (GHS07)
GHS07
Signal word  Warning
Hazard statements  H315-H319-H335
Precautionary statements  P261-P280a-P304+P340-P305+P351+P338-P405-P501a
Hazard Codes  Xi
Risk Statements  36
Safety Statements  26
WGK Germany  3
Storage Class 11 - Combustible Solids
NFPA 704
0
2 0

MRN-ATM Pathway Inhibitor, Mirin price More Price(43)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich M9948 Mirin ≥98% (HPLC), powder 299953-00-7 5mg $94.8 2026-04-30 Buy
Sigma-Aldrich 475954 MRN-ATM Pathway Inhibitor, Mirin 299953-00-7 10mg $161 2026-04-30 Buy
Cayman Chemical 13208 Mirin ≥95% 299953-00-7 5mg $49 2026-04-30 Buy
Cayman Chemical 13208 Mirin ≥95% 299953-00-7 10mg $93 2026-04-30 Buy
Cayman Chemical 13208 Mirin ≥95% 299953-00-7 50mg $329 2026-04-30 Buy
Product number Packaging Price Buy
M9948 5mg $94.8 Buy
475954 10mg $161 Buy
13208 5mg $49 Buy
13208 10mg $93 Buy
13208 50mg $329 Buy

MRN-ATM Pathway Inhibitor, Mirin Chemical Properties, Uses, Production

Description

Mirin is an inhibitor of the Mre11/Rad50/Nbs1 (MRN) complex, which functions as a DNA damage sensor and activates the DNA repair enzyme ataxia-telangiectasia mutated kinase (ATM). It inhibits phosphorylation of H2AX induced by DNA containing dsDNA breaks (DSBs), indicating decreased ATM activation, with an IC50 value of 66 μM in X. laevis cell-free extracts. Mirin (100 μM) also inhibits the exonuclease activity of Mre11 in a cell-free assay. It induces cell cycle arrest at the G2 phase in TOSA4 cells and inhibits homology-dependent repair in HEK293 cells in a concentration-dependent manner. Nanoparticle-encapsulated mirin (50 mg/kg) reduces tumor growth in an LA-N-5 mouse xenograft model.

Uses

The Mre11-Rad50-Nbs1 (MRN) complex acts as a DNA damage sensor, maintains genome stability during DNA replication, and activates and recruits ataxia-telangiectasia mutated (ATM) to damaged DNA. The genes that encode the MRN proteins are all essential for cell viability, so functional studies of MRN cannot involve deletion of these genes. Mirin is an inhibitor of MRN, inhibiting MRN-dependent phosphorylation of histone H2AX (IC50 = 66 μM). Through its effects on MRN, mirin prevents activation of ATM. Inhibition of MRN centers on the ability of mirin to block the nuclease activity of Mre11, rather than altering DNA-binding or MRN complex formation. In cells, mirin induces G2 arrest, abolishes the radiation-induced G2/M checkpoint, and prevents homology-directed repair of DNA damage.[Cayman Chemical]

Uses

Mirin has been used:

  • as a small molecule inhibitor of meiotic recombination 11 (MRE11), in the pre-treatment of HCT116 wildtype cells before irradiation
  • as Mre11 inhibitior in BSC-1 cells infected with simian virus 40
  • in the pre-treatment of W12E cells for quantification of human papilloma virus (HPV) episome levels and to potentiate the effect of polyamide-25 (PA-25)

Biochem/physiol Actions

Mirin is an inhibitor of the Mre11-Rad50-Nbs1 complex. It disrupts nuclease activity of Mre11 and thus, the ability to repair DNA double strand breaks.

References

[1] AUDE DUPRÉ. A forward chemical genetic screen reveals an inhibitor of the Mre11–Rad50–Nbs1 complex[J]. Nature chemical biology, 2008, 4 2: 119-125. DOI:10.1038/nchembio.63

123-08-0
556-90-1
299953-00-7
Synthesis of MRN-ATM Pathway Inhibitor, Mirin from 4-Hydroxybenzaldehyde and Pseudothiohydantoin

MRN-ATM Pathway Inhibitor, Mirin Preparation Products And Raw materials

Raw materials

Preparation Products

Global Suppliers ( 44)
Supplier Tel Email Country ProdList Advantage
VDM Biochemicals 0330-2528181 sales@vdmbio.com United States 510 64
BOC Sciences 1-631-485-4226; 16314854226 info@bocsci.com United States 9920 65
Moltt Biocem Co., Ltd. +86-21-38682181 15900741819 China 281 55
Sigma-Aldrich 021-61415566 800-8193336 orderCN@merckgroup.com China 51389 80
Shanghai EFE Biological Technology Co., Ltd. 021-65675885 18964387627 info@efebio.com China 9799 58
Angel Pharmatech, Ltd. 17317130613 3358272972@qq.com China 3307 58
Block Chemical Technology (Shanghai) Co., Ltd. 021-20432219 13918097649 li_jinfei@acblock-lab.com China 10000 58
Energy Chemical 021-58432009 400-005-6266 marketing@energy-chemical.com China 44871 58
Bide Pharmatech Ltd. 400-1647117 13681763483 product02@bidepharm.com China 59929 58
TargetMol Chemicals Inc. 4008200310 15002144251 marketing@tsbiochem.com China 24951 58

MRN-ATM Pathway Inhibitor, Mirin Spectrum

5-(4-Hydroxybenzylidene)-2-iminothiazolidin-4-one MRN-ATM Pathway Inhibitor, Mirin (5E)-5-(4-Hydroxybenzylidene)-2-imino-1,3-thiazolidin-4-one (E)-5-(4-hydroxybenzylidene)-2-iminothiazolidin-4-one 4(5H)-Thiazolone, 2-amino-5-[(4-hydroxyphenyl)methylene]- Mirin >=98% (HPLC), powder Mirin, MRN-ATM complex inhibitor 299953-00-7 Cell Cycle Regulation