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MSDC-0160

CAT: 0013-GTR19163166-03Size: 1 gDry Ice: NoHazardous: No
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CAT#:0013-GTR19163166-03Size:1 g
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Description
A new generation insulin sensitizer and mitochondrial target of thiazolidinediones (mTOT) modulator that has low affinity for binding and activation of PPARγ (EC50=23.7 uM) and shows insulin-sensitizing effects in mouse models of diabetes; increases AMPK activity and reduces mTOR activity, maintains β-cell phenotype in human islets.Diabetes Phase 2 Clinical (In Vitro) :MSDC 0160 (Mitoglitazone; 1-50 μM; for 24 hours) significantly decreases phosphorylation of mTOR at 20 and 50 μM.MSDC 0160 acts as insulin sensitizers without activating PPARγ.MSDC 0160 (10 μM; pretreatment 1 hour) prevents the MPP+ (10 μM) -induced loss of both tyrosine hydroxylase (TH) -immunoreactive differentiated Lund human mesencephalic (LUHMES) cells.MSDC 0160 (10 or 100 μM) prevents the loss of GFP-fluorescent dopaminergic neurons induced by MPP+ (0.75 mM) in nematodes.MSDC 0160 (10-20 μM) in conbination with IGF-1 prevents the loss of insulin content and maintains insulin secretion.MSDC 0160 (1-50 μM) treatment maintains human β-cell phenotype. (In Vivo) :MSDC 0160 (Mitoglitazone; 30 mg/kg; oral gavage; daily; for 7 days) improves locomotor behavior, increases survival of nigral dopaminergic neurons, boosts striatal dopamine levels, and reduces neuroinflammation in 1-methyl-4-phenyl-1,2,3,6-tetrahydropyridine (MPTP) -treated mice.
CAS Number
146062-49-9
Product Name Alternative
PNU-91325 | Mitoglitazone
Purity
>98% (HPLC)
Solubility
DMSO: ≥ 30 mg/mL
Smiles
O=C (N1) SC (CC2=CC=C (OCC (C3=NC=C (CC) C=C3) =O) C=C2) C1=O
Molecular Formula
C19H18N2O4S
Molecular Weight
370.4222
Storage Conditions
Storage temperature: -20°C. Stability: ≥ 2 years
Notes
For research use only.
Other Product Names
2,4-Thiazolidinedione, 5-[[4-[2- (5-ethyl-2-pyridinyl) -2-oxoethoxy]phenyl]methyl]-

Chemical Information

Mitoglitazone

5-[[4-[2-(5-ethyl-2-pyridinyl)-2-oxoethoxy]phenyl]methyl]thiazolidine-2,4-dione is an aromatic ether.

CAS Number146062-49-9
PubChem CID10429242
IUPAC Name5-[[4-[2-(5-ethyl-2-pyridinyl)-2-oxoethoxy]phenyl]methyl]-1,3-thiazolidine-2,4-dione
Molecular FormulaC19H18N2O4S
Molecular Weight370.4
XLogP3.5
Topological Polar Surface Area111
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count6
Rotatable Bond Count7
Heavy Atom Count26
Formal Charge0
Complexity534
SMILES
CCC1=CN=C(C=C1)C(=O)COC2=CC=C(C=C2)CC3C(=O)NC(=O)S3
InChI
InChI=1S/C19H18N2O4S/c1-2-12-5-8-15(20-10-12)16(22)11-25-14-6-3-13(4-7-14)9-17-18(23)21-19(24)26-17/h3-8,10,17H,2,9,11H2,1H3,(H,21,23,24)
InChIKey
IRNJSRAGRIZIHD-UHFFFAOYSA-N
Chemical Structure
2D Structure
2D structure of Mitoglitazone
CAS: 146062-49-9
CID: 10429242
Formula: C19H18N2O4S
MW: 370.4
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight370.4
XLogP33.5
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count6
Rotatable Bond Count7
Exact Mass370.09872823
Monoisotopic Mass370.09872823
Topological Polar Surface Area111 Ų
Heavy Atom Count26
Formal Charge0
Complexity534
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count1
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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CatalogName
S7453-01MSDC-0160
T2607-01MSDC 0160
HY-100550RMSDC 0160 (Standard)
A14294-25MSDC-0160 25mg
A14294-10MSDC-0160 10mg
A14294-100MSDC-0160 100mg
A14294-50MSDC-0160 50mg
A14294-5MSDC-0160 5mg
A14294-2MSDC-0160 2mg
A14294-1MSDC-0160 1mg

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