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1310693-92-5

1310693-92-5 Structure

1310693-92-5 Structure
IdentificationBack Directory
[Name]

N-Hydroxy-4-[(1,2,3,4-tetrahydro-2-methyl-5H-pyrido[4,3-b]indol-5-yl)methyl]benzamide hydrochloride
[CAS]

1310693-92-5
[Synonyms]

TSA HCl
CS-1894
Tubastatin A HCl salt
Tubastatin A HCl, >=98%
Tubastatin A hydrochloride
TUBASTATIN A HYDROCHLORIDE;TSA HCL
Tubastatin A HCl (AG-CR-13900, TubA)
Tubastatin A hydrochloride ISO 9001:2015 REACH
Tubastatin A Hydrochloride (Also See: T897000)
Tubastatin A HCl, 98%, a potent and selective HDAC6 inhibitor
N-Hydroxy-4-(2-methyl-1,2,3,4-tetrahydro-pyrido[4,3-b]indol-5-ylmethyl)benzamide hydrochloried
N-hydroxy-4-((2-methyl-1,2,3,4-tetrahydropyrido[4,3-b]indol-5-yl)methyl)benzamide hydrochloride
N-Hydroxy-4-((2-methyl-3,4-dihydro-1H-pyrido[4,3-b]-indol-5(2H)-yl)methyl)benzamide hydrochloride
N-Hydroxy-4-[(1,2,3,4-tetrahydro-2-methyl-5H-pyrido[4,3-b]indol-5-yl)methyl]benzamide hydrochloride
N-Hydroxy-4-[(2-methyl-1,2,3,4-tetrahydro-5H-pyrido[4,3-b]indol-5 -yl)methyl]benzamide hydrochloride (1:1)
N-Hydroxy-4-[(1,2,3,4-tetrahydro-2-methyl-5H-pyrido[4,3-b]indol-5-yl)methyl]benzamide hydrochloride Tubastatin A HCl
Tubastatin A hydrochloride N-Hydroxy-4-[(1,2,3,4-tetrahydro-2-methyl-5H-pyrido[4,3-b]indol-5-yl)methyl]benzamide hydrochloride
[Molecular Formula]

C20H21N3O2.HCl
[MDL Number]

MFCD20488052
[MOL File]

1310693-92-5.mol
[Molecular Weight]

371.861
Chemical PropertiesBack Directory
[Melting point ]

>221°C (subl.)
[storage temp. ]

-20°C
[solubility ]

Soluble in DMSO or Water.
[form ]

powder
[color ]

white to tan
[Stability:]

Stable for 2 years from date of purchase as supplied. Solutions in DMSO or distilled water may be stored at -20° for up to 3 months.
[InChI]

InChI=1S/C20H21N3O2.ClH/c1-22-11-10-19-17(13-22)16-4-2-3-5-18(16)23(19)12-14-6-8-15(9-7-14)20(24)21-25;/h2-9,25H,10-13H2,1H3,(H,21,24);1H
[InChIKey]

LJTSJTWIMOGKRJ-UHFFFAOYSA-N
[SMILES]

C(C1C=CC(C(=O)NO)=CC=1)N1C2=CC=CC=C2C2CN(C)CCC1=2.Cl
Safety DataBack Directory
[WGK Germany ]

3
[HS Code ]

29339900
[Storage Class]

11 - Combustible Solids
Hazard InformationBack Directory
[Description]

Tubastatin A (1310693-92-5) is a potent and highly selective inhibitor of HDAC6 (IC50?= 15 nM, >1000-fold selectivity against other HDAC isoforms, approx. 60-fold versus HDAC8).1?It displayed anti-inflammatory and anti-rheumatic effects in Freund’s competitive adjuvant induced animal model of inflammation.2?Tubastatin A inhibited TNF-α (IC50?= 272 nM) and IL-6 (IC50 = 712 nM) in LPS stimulated human THP-1 macrophages.2?Tubastatin A has also been shown to have therapeutic potential for treatment of Alzheimer’s disease via altered amyloid-β load and reduced tau hyperphosphorylation.3-5
[Uses]

Tubastatin A Hydrochloride is a neuroprotective HDAC6 inhibitor and is also known to induce hyperacetylation in primary cortical neuron cultures.
[Biological Activity]

Tubastatin A hydrochloride is a potent and selective inhibitor of HDAC6.
[Biochem/physiol Actions]

Tubastatin A increases the total numbers of mitochondria and restores the number of moving mitochondria in DRG neurons. It reverses the axonal loss in peripheral neurons in mouse model of Charcot-Marie-Tooth disease. Tubastatin A inhibits the deacetylation of α-tubulin in murine myoblasts.
[target]

HDAC6
[storage]

Store at -20°C
[References]

1) Butler?et al. (2010),?Rational design and simple chemistry yield a superior, neuroprotective HDAC6 inhibitor, tubastatin A; J. Am. Chem. Soc.,?132?10842 2) Vishwakarma?et al. (2013),?Tubastatin, a selective histone deacetylase 6 inhibitor shows anti-inflammatory and anti-rheumatic effects; Int. Immunopharmacol.,?16?72 3) Noack and Richter-Landsberg (2014),?HDAC6 inhibition results in tau acetylation and modulates tau phosphorylation and degradation in oligodendrocytes; Glia,?62?535 4) Selenica?et al. (2014),?Histone deacetylase 6 inhibition improves memory and reduces total tau levels in a mouse model of tau deposition; Alzheimers Res.Ther.,?6?12 5) Zhang?et al. (2014)?Tubastatin A/ACY-1215 improves cognition in Alzheimer’s disease transgenic mice; J. Alzheimers Dis.,?41?1193
Spectrum DetailBack Directory
[Spectrum Detail]

Tubastatin A hydrochloride(1310693-92-5)MS
Tubastatin A hydrochloride(1310693-92-5)1HNMR
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