ChemicalBook > CAS DataBase List > 3-(2,4-Dichloro-5-methoxyphenyl)-2,3-dihydro-2-thioxo-4(1H)-quinazolinone

3-(2,4-Dichloro-5-methoxyphenyl)-2,3-dihydro-2-thioxo-4(1H)-quinazolinone

Product Name
3-(2,4-Dichloro-5-methoxyphenyl)-2,3-dihydro-2-thioxo-4(1H)-quinazolinone
CAS No.
338967-87-6
Chemical Name
3-(2,4-Dichloro-5-methoxyphenyl)-2,3-dihydro-2-thioxo-4(1H)-quinazolinone
Synonyms
Mdivi 1;4(1H)-Quinazolinone, 3-(2,4-dichloro-5-methoxyphenyl)-2,3-dihydro-2-thioxo-;Mdivi;CS-951;Mdivi1/Mdivi-1;Mdivi-1, 338967-87-6;Mitochondrial division inhibitor 1;Mitochondrial Division Inhibitor, mdivi-1;Mdivi-1 (Mitochondrial division inhibitor 1);MDIVI 1;MDIVI1;MITOCHONDRIAL DIVISION INHIBITOR 1
CBNumber
CB92518885
Molecular Formula
C15H10Cl2N2O2S
Formula Weight
353.22
MOL File
338967-87-6.mol
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3-(2,4-Dichloro-5-methoxyphenyl)-2,3-dihydro-2-thioxo-4(1H)-quinazolinone Property

Melting point:
289 °C
Boiling point:
522.5±60.0 °C(Predicted)
Density 
1.57±0.1 g/cm3(Predicted)
storage temp. 
-20°C
solubility 
DMSO: >20mg/mL
form 
White solid
pka
9.91±0.20(Predicted)
color 
White
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

WGK Germany 
3
HS Code 
2933.59.8000
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

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

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

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
M0199
Product name
Mdivi-1
Purity
≥98% (HPLC), powder
Packaging
5mg
Price
$69.6
Updated
2024/03/01
Sigma-Aldrich
Product number
475856
Product name
Mitochondrial Division Inhibitor, mdivi-1
Packaging
10mg
Price
$144
Updated
2024/03/01
TCI Chemical
Product number
M3108
Product name
Mdivi-1
Packaging
10MG
Price
$89
Updated
2024/03/01
TCI Chemical
Product number
M3108
Product name
Mdivi-1
Packaging
50MG
Price
$307
Updated
2024/03/01
Cayman Chemical
Product number
15559
Product name
Mdivi 1
Purity
≥98%
Packaging
5mg
Price
$49
Updated
2024/03/01
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3-(2,4-Dichloro-5-methoxyphenyl)-2,3-dihydro-2-thioxo-4(1H)-quinazolinone Chemical Properties,Usage,Production

Description

Mdivi 1 is a mitochondrial division inhibitor. It inhibits the GTPase activity of yeast, but not human, dynamin-1 (Dnm1; IC50 = ~1-10 μM for the recombinant yeast enzyme) and human dynamin-related protein 1 (DRP1) in A549 lung cancer cells when used at a concentration of 50 μM. Mdivi 1 (50 μM) inhibits mitochondrial fragmentation and DRP1 self-assembly induced by staurosporine in COS cells overexpressing DRP1. It induces apoptosis in, and inhibits colony formation of, A549 cells when used at concentrations of 25 and 50 μM, respectively. Mdivi 1 (1 μM) decreases doxorubicin-induced increases in infarct-to-risk ratios in a Langendorff isolated perfused rat heart model of ischemia-reperfusion injury. It reduces the severity of lung injury in a mouse model of LPS-induced acute lung injury when administered at a dose of 20 mg/kg.

Uses

Mdivi-1 is an inhibitor of mitochondrial division DRP1 and Dynamin I.

Uses

Mdivi-1 has been used:

  • in embryonic thoracic aorta A7r5 cells to inhibit cell migration and proliferation
  • in mitochondrial network reshaping and reactive oxygen species (ROS) production studies in oligodendrocyte precursor cells (OPCs)
  • to induce mitochondrial damage in lung fibroblasts

General Description

Mitochondrial Division Inhibitor 1 (Mdivi-1) is a quinazolinone derivative and is cell permeable. It traverses blood-brain barrier and elicits protective functionality in heart and brain ischemia-reperfusion injury.

Biological Activity

Mdivi-1 (Mitochondrial division inhibitor 1) is a selective and cell-penetrating inhibitor of mitochondrial division, inhibits DRP1 (dynamin-related GTPase) and Dynamin I (Dnm1) with IC50 of 1-10 μM. Mdivi-1 reduces mitophagy and increases apoptosis.

Biochem/physiol Actions

Mdivi-1 is a cell-permeable selective inhibitor of mitochondrial division DRP (dynamin-related GTPase) and inhibitor of the mitochondrial division dynamin (Dnm1). Mitochondrial fusion and division play important roles in the regulation of apoptosis. Mdivi-1 is the first selective inhibitor of mitochondrial division dynamins. In principle, Mdivi-1 represents a class of therapeutics for stroke, myocardial infarction, and neurodegenerative diseases.

in vivo

The protein expression of Drp1 and GFAP is significantly increased during early neural development in the retina of ischemic mice. The use of Mdivi-1 blocked apoptosis in the ischemic retina and significantly increased RGC survival after two weeks of ischemia. In normal mouse retina, the expression of Drp1 is mainly distributed in the ganglion cell layer (GCL), the inner plexiform layer, the inner nuclear layer (INL) and the outer plexiform layer. In the ganglion cell layer, Drp1 is strongly immunoreactive. Drp1 protein expression was increased in GCLs 12 h after ischemia induction. Mdivi-1 did not alter the increase in Drp1 protein expression but significantly decreased GFAP protein expression.

in vitro

Mdivi-1 is a membrane-crossing quinazolone that inhibits the cleavage of DRPs (dynamin-associated GTPases) by yeast Dnm1 and human Drp1, and induces mitochondrial fusion into a nest-like structure efficiently and reversibly. Extracellular studies suggest that mdivi-1 blocks the ATPase activity (IC50<10 μM) and self-assembly of Dnm1 through allosteric regulation. Mdivi-1 potently inhibited STS and C8-Bid-induced MOMP (increased mitochondrial outer membrane permeability) in HeLa cells and extracellular murine hepatocyte mitochondrial preparations, respectively. In cells, mdivi-1 further inhibited apoptosis by inhibiting mitochondrial outer membrane permeability. In general, mivi-1 represents a class of therapies for the treatment of stroke, myocardial infarction and neurodegenerative diseases.

storage

Store at -20°C

References

1) Cassidy-Stone et al. (2008), Chemical inhibition of the mitochondrial division dynamin reveals its role in Bax/Bak-dependent mitochondrial outer membrane permeabilization; Dev. Cell, 14 193 2) Lackner et al. (2010), Small molecule inhibitors of mitochondrial division: tools that translate basic biological research into medicine; Chem. Biol., 17 578

3-(2,4-Dichloro-5-methoxyphenyl)-2,3-dihydro-2-thioxo-4(1H)-quinazolinone Preparation Products And Raw materials

Raw materials

Preparation Products

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3-(2,4-Dichloro-5-methoxyphenyl)-2,3-dihydro-2-thioxo-4(1H)-quinazolinone Suppliers

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View Lastest Price from 3-(2,4-Dichloro-5-methoxyphenyl)-2,3-dihydro-2-thioxo-4(1H)-quinazolinone manufacturers

Henan Fengda Chemical Co., Ltd
Product
3-(2,4-Dichloro-5-methoxyphenyl)-2,3-dihydro-2-thioxo-4(1H)-quinazolinone 338967-87-6
Price
US $8.00-2.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
g-kg-tons, free sample is available
Release date
2024-04-24
Career Henan Chemical Co
Product
3-(2,4-Dichloro-5-methoxyphenyl)-2,3-dihydro-2-thioxo-4(1H)-quinazolinone 338967-87-6
Price
US $1.00/KG
Min. Order
1KG
Purity
95%
Supply Ability
2kg
Release date
2019-09-05

338967-87-6, 3-(2,4-Dichloro-5-methoxyphenyl)-2,3-dihydro-2-thioxo-4(1H)-quinazolinoneRelated Search:


  • 3-(2,4-Dichloro-5-methoxyphenyl)-2,3-dihydro-2-thioxo-4(1H)-quinazolinone
  • Mdivi 1
  • Mdivi1/Mdivi-1
  • Mitochondrial division inhibitor 1
  • 3-(2,4-DICHLORO-5-METHOXYPHENYL)-2-THIOXO-2,3-DIHYDROQUINAZOLIN-4(1H)-ONE EXACT
  • Mitochondrial Division Inhibitor, mdivi-1
  • 4(1H)-Quinazolinone, 3-(2,4-dichloro-5-methoxyphenyl)-2,3-dihydro-2-thioxo-
  • 3-(2,4-Dichloro-5-methoxyphenyl)-2,3-dihydro-2-thioxo-4(1H)-quinazolinone Mdivi-1
  • Mitochondrial division inhibitor 1 3-(2,4-Dichloro-5-methoxyphenyl)-2,3-dihydro-2-thioxo-4(1H)-quinazolinone
  • Mdivi-1, 338967-87-6
  • Mitochondrial Division Inhibitor, mdivi-1 - CAS 338967-87-6 - Calbiochem
  • CS-951
  • MDIVI 1;MDIVI1;MITOCHONDRIAL DIVISION INHIBITOR 1
  • 3-(2,4-Dichloro-5-methoxyphenyl)-2-thioxo-2,3-dihydro-4(1H)-quinazolinone
  • 3-(2,4-Dichloro-5-methoxyphenyl)-2,3-dihydro-2-thioxo-4(1H)-quinazolinone USP/EP/BP
  • Mdivi-1 (Mitochondrial division inhibitor 1)
  • Mdivi
  • 3-(2,4-Dichloro-5-methoxyphenyl)-2-mercaptoquinazolin-4(3H)-one
  • Mitochondrial Autophagy,Mitochondrial division inhibitor1,Inhibitor,inhibit,Autophagy,Mitophagy,Mdivi 1,Mdivi1,Mitochondrial division inhibitor-1,Dynamin,Apoptosis,Mdivi-1
  • 338967-87-6
  • C25H10Cl2N2O2S
  • Inhibitors