ChemicalBook--->CAS DataBase List--->6953-61-3

6953-61-3

6953-61-3 Structure

6953-61-3 Structure
IdentificationBack Directory
[Name]

1-NAPHTHOHYDROXAMIC ACID
[CAS]

6953-61-3
[Synonyms]

NSC 57457
Naphthohydroxamicacid
1-NAPHTHOHYDROXAMIC ACID
a-Naphthohydroxamic acid
alpha-naphthohydroxamicacid
1-NAPHTHOHYDROXAMIC ACID 98+%
HDAC Inhibitor XIX, Compound 2
1-Naphthalenecarbohydroximic acid
n-hydroxy-1-naphthalenecarboxamid
N-HYDROXYNAPHTHALENE-1-CARBOXAMIDE
Naphthalene-1-carbohydroximic acid
N-Hydroxy-1-naphthalenecarboxamide
[Molecular Formula]

C11H9NO2
[MDL Number]

MFCD00059546
[MOL File]

6953-61-3.mol
[Molecular Weight]

187.19
Chemical PropertiesBack Directory
[Melting point ]

176-178 °C
[density ]

1.291±0.06 g/cm3(Predicted)
[storage temp. ]

2-8°C
[solubility ]

DMSO: ≥5mg/mL
[form ]

White solid
[pka]

8.91±0.30(Predicted)
[color ]

white to tan
[InChI]

1S/C11H9NO2/c13-11(12-14)10-7-3-5-8-4-1-2-6-9(8)10/h1-7,14H,(H,12,13)
[InChIKey]

JRZGPWOEHDOVMC-UHFFFAOYSA-N
[SMILES]

ONC(=O)c1cccc2ccccc12
Safety DataBack Directory
[Risk Statements ]

52
[WGK Germany ]

3
[RTECS ]

QJ1894500
[HS Code ]

2928009090
[Storage Class]

11 - Combustible Solids
Hazard InformationBack Directory
[Uses]

1-Naphthohydroxamic Acid is a potent HDAC inhibitor with efficacy against HDAC8, HDAC1 and HDAC6.
[Biochem/physiol Actions]

1-Naphthohydroxamic Acid is a cell-permeable, potent, and selective histone deacetylase 8 (HDAC8) inhibitor. 1-Naphthohydroxamic acid selectively inhibits HDAC8 (IC50 = 14 μM) over class I HDAC1 and class II HDAC6 (IC50 >100 μM). Treatment of cells with 1-Naphthohydroxamic acid does not increase neither global histone H4 nor tubulin acetylation . Also in contrast to the pan-HDAC inhibitors the compound is not reducing total intracellular HDAC activity.
[in vivo]

Dose-limiting toxicities (DLTs) of 1-Naphthohydroxamic acid (compound 2; 0-40 mg/kg; intraperitoneal injection; daily; for 10 day; NMRI Foxn1 nude mice) include weight loss and signs of liver toxicity, as evidenced by elevated plasma liver enzymes and detection of necrotic areas on histological liver examination. 1-Naphthohydroxamic acid has the maximum tolerable doses at 50?mg/kg per day. At these concentrations, neither body weight nor blood parameters are critically changed[3].
Pharmacokinetic studies after intraperitoneal administration of the inhibitors identified the half-life of 1-Naphthohydroxamic acid to be ~15?min, with a plasma peak concentration of ~30?μM[3].

Animal Model:NMRI Foxn1 nude mice[3]
Dosage:0 mg/kg, 50 mg/kg, 100mg/kg, 200 mg/kg, 300 mg/kg 400 mg/kg
Administration:Intraperitoneal injection; daily; for 10 days
Result:Dose-limiting toxicities (DLTs) included weight loss and signs of liver toxicity, as evidenced by elevated plasma liver enzymes and detection of necrotic areas on histological liver examination.
[IC 50]

HDAC8: 14 μM (IC50); HDAC1: >100 μM (IC50); HDAC6: >100 μM (IC50)
[storage]

Store at -20°C
Spectrum DetailBack Directory
[Spectrum Detail]

1-NAPHTHOHYDROXAMIC ACID(6953-61-3)MS
1-NAPHTHOHYDROXAMIC ACID(6953-61-3)1HNMR
1-NAPHTHOHYDROXAMIC ACID(6953-61-3)13CNMR
1-NAPHTHOHYDROXAMIC ACID(6953-61-3)IR1
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