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Mirin

Product Name
Mirin
CAS No.
299953-00-7
Chemical Name
Mirin
Synonyms
Mirin >=98% (HPLC), powder;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
Formula Weight
220.25
MOL File
299953-00-7.mol
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Mirin Property

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.
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Safety

Hazard Codes 
Xi
Risk Statements 
36
Safety Statements 
26
WGK Germany 
3
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P405Store locked up.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
M9948
Product name
Mirin
Purity
≥98% (HPLC), powder
Packaging
5mg
Price
$86
Updated
2024/03/01
Sigma-Aldrich
Product number
475954
Product name
MRN-ATM Pathway Inhibitor, Mirin
Packaging
10mg
Price
$172
Updated
2024/03/01
Alfa Aesar
Product number
J67462
Product name
Mirin, 95%
Packaging
5mg
Price
$74.9
Updated
2023/06/20
Alfa Aesar
Product number
J67462
Product name
Mirin, 95%
Packaging
10mg
Price
$128
Updated
2023/06/20
Cayman Chemical
Product number
13208
Product name
Mirin
Purity
≥95%
Packaging
5mg
Price
$44
Updated
2024/03/01
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Mirin Chemical Properties,Usage,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) Dupre et al. (2008), A forward chemical genetic screen reveals an inhibitor of the Mre11-Rad50-Nbs1 complex; Nat. Chem. Biol., 4 119

Mirin Preparation Products And Raw materials

Raw materials

Preparation Products

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Mirin Suppliers

China 20 United States 6 USA 1 Global 27
Moltt Biocem Co., Ltd.
Tel
+86-21-38682181 15900741819
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+86-21-38682181
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China
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282
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55
Sigma-Aldrich
Tel
021-61415566 800-8193336
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orderCN@merckgroup.com
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China
ProdList
51456
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80
Shanghai EFE Biological Technology Co., Ltd.
Tel
021-65675885 18964387627
Fax
021-65675885
Email
info@efebio.com
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China
ProdList
9806
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58
Angel Pharmatech, Ltd.
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17317130613
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QQ3358272972
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3358272972@qq.com
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China
ProdList
3251
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58
Block Chemical Technology (Shanghai) Co., LTD
Tel
021-20432219 13918097649
Fax
QQ79021576
Email
li_jinfei@acblock-lab.com
Country
China
ProdList
9559
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Energy Chemical
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021-58432009 400-005-6266
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021-58436166
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marketing@energy-chemical.com
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China
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44918
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58
TargetMol Chemicals Inc.
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4008200310
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marketing@tsbiochem.com
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China
ProdList
24647
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58
Nantong QuanYi Biotechnology Co., Ltd
Tel
0513-66337626 18051384581
Email
sales@chemhifuture.com
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China
ProdList
4933
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58
RD International Technology Co., Limited
Tel
18024082417
Email
market@ubiochem.com
Country
China
ProdList
9272
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58
LEAPCHEM CO., LTD.
Tel
+86-852-30606658
Email
market18@leapchem.com
Country
China
ProdList
43340
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58
Shanghai Hao Zhun Biological Technology Co., Ltd.
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info@zzsrm.com
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CHINA
ProdList
6650
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Shanghai Haoran Biotechnology Co., Ltd.
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6955
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Dongguan Biaobiao Experimental Equipment Technology Co., Ltd.
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Beijing Shengke Boyuan Biotechnology Co., Ltd.
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Guangzhou Weijia Technology Co., Ltd.
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WHIGA22@126.COM
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Shanghai Ziqi Biological Technology Co., Ltd.
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Beijing Bai Ao Si Biotechnology Co., Ltd.
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--
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yangmei@bioneeds.net
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CHINA
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6999
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Beijing Taize Ruida Technology Co., Ltd.
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taizeorder@163.com
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6536
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Beijing Xiangsheng Xingye Technology Co., Ltd.
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xs_bio@163.com
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5130
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Beijing Zhijie Fangyuan Technology Co., Ltd.
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15810200961@163.com
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CHINA
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6984
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  • 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
  • 299953-00-7
  • Cell Cycle Regulation