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
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.
Safety
- WGK Germany
- 3
- HS Code
- 2933.59.8000
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.
N-Bromosuccinimide Price
- Product number
- M0199
- Product name
- Mdivi-1
- Purity
- ≥98% (HPLC), powder
- Packaging
- 5mg
- Price
- $69.6
- Updated
- 2024/03/01
- Product number
- 475856
- Product name
- Mitochondrial Division Inhibitor, mdivi-1
- Packaging
- 10mg
- Price
- $144
- Updated
- 2024/03/01
- Product number
- M3108
- Product name
- Mdivi-1
- Packaging
- 10MG
- Price
- $89
- Updated
- 2024/03/01
- Product number
- M3108
- Product name
- Mdivi-1
- Packaging
- 50MG
- Price
- $307
- Updated
- 2024/03/01
- Product number
- 15559
- Product name
- Mdivi 1
- Purity
- ≥98%
- Packaging
- 5mg
- Price
- $49
- Updated
- 2024/03/01
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
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View Lastest Price from 3-(2,4-Dichloro-5-methoxyphenyl)-2,3-dihydro-2-thioxo-4(1H)-quinazolinone manufacturers
- 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
- 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