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1353224-53-9

1353224-53-9 Structure

1353224-53-9 Structure
IdentificationBack Directory
[Name]

4-(4-(cyclopentyloxy)quinolin-2-yl)benzene-1,2-diol
[CAS]

1353224-53-9
[Synonyms]

CMS-121
1,2-Benzenediol,4-[4-(cyclopentyloxy)-2-quinolinyl]-
4-(4-(cyclopentyloxy)quinolin-2-yl)be nzene-1,2-diol (CMS121)
ACC, Acetyl Coenzyme A Carboxylase,disease,neuroprotective,inhibit,anti-inflammatory,mitochondrial,Alzheimer's,antioxidative,acetylation,Inhibitor,H3K9,Acetyl-CoA Carboxylase,CMS 121,dementia,ACC1,CMS-121
[Molecular Formula]

C20H19NO3
[MDL Number]

MFCD22192465
[MOL File]

1353224-53-9.mol
[Molecular Weight]

321.37
Chemical PropertiesBack Directory
[Boiling point ]

511.0±50.0 °C(Predicted)
[density ]

1.297±0.06 g/cm3(Predicted)
[storage temp. ]

Store at -20°C
[solubility ]

DMF: 30 mg/ml; DMSO: 20 mg/ml
[form ]

A crystalline solid
[pka]

8.53±0.20(Predicted)
[color ]

Light yellow to yellow
[InChI]

InChI=1S/C20H19NO3/c22-18-10-9-13(11-19(18)23)17-12-20(24-14-5-1-2-6-14)15-7-3-4-8-16(15)21-17/h3-4,7-12,14,22-23H,1-2,5-6H2
[InChIKey]

OMHNVUCFPJJLKD-UHFFFAOYSA-N
[SMILES]

C1(O)=CC=C(C2C=C(OC3CCCC3)C3C(N=2)=CC=CC=3)C=C1O
Hazard InformationBack Directory
[Uses]

CMS-121 is a quinolone derivative and an orally active acetyl-CoA carboxylase 1 (ACC1) inhibitor. CMS-121 protects HT22 cells against ischemia and oxidative damage with EC50 values of 7 nM and 200 nM, respectively. CMS-121 has strong neuroprotective, anti-inflammatory, antioxidative and renoprotective activities[1][2][3].
[in vivo]

CMS-121 (~20 mg/kg; oral administration; daily; for 4 months; female SAMP8 mice) treatment reduces cognitive decline as well as metabolic and transcriptional markers of aging in the brain when administered to rapidly aging SAMP8 mice. CMS-121 preserves mitochondrial homeostasis by regulating acetyl-coenzyme A (acetyl-CoA) metabolism[1].

Animal Model:Female SAMP8 mice (9 months old)[1]
Dosage:~20 mg/kg/day
Administration:Oral administration; daily; for 4 months
Result:Reduced cognitive decline as well as metabolic and transcriptional markers of aging in the brain.
[References]

[1] Currais A, et al. Elevating acetyl-CoA levels reduces aspects of brain aging. Elife. 2019 Nov 19;8. pii: e47866. DOI:10.7554/eLife.47866
[2] Chiruta C, et al. Chemical modification of the multitarget neuroprotective compound fisetin. J Med Chem. 2012 Jan 12;55(1):378-89. DOI:10.1021/jm2012563
[3] Prior M, et al. Back to the future with phenotypic screening. ACS Chem Neurosci. 2014 Jul 16;5(7):503-13. DOI:10.1021/cn500051h
Spectrum DetailBack Directory
[Spectrum Detail]

4-(4-(cyclopentyloxy)quinolin-2-yl)benzene-1,2-diol(1353224-53-9)1HNMR
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