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ChemicalBook--->CAS DataBase List--->199596-05-9

199596-05-9

199596-05-9 Structure

199596-05-9 Structure
IdentificationBack Directory
[Name]

JIB-04
[CAS]

199596-05-9
[Synonyms]

JIB-04
CS-1447
NSC 693627
JIB-04 (E)
JIB04/JIB-04
JIB-04, >=98%
NSC693627 (E)
JIB-04 USP/EP/BP
JIB-04 >=98% (HPLC)
JIB-04 (NSC 693627)
JIB-04 (NSC 693627)(E)
JIB-04(NSC 693627), >97%
JIB-04 (NSC 693627), 199596-05-9(E)
NSC693627;JIB04; JIB 04;NSC-693627;JIB-04;JIB04
(E)-5-CHLORO-2-(2-(PHENYL(PYRIDIN-2-YL)METHYLENE)HYDRAZINYL)PYRIDINE
5-Chloro-2(1H)-pyridinone (2E)-(phenyl-2-pyridinylmethylene)hydrazone
5-chloro-n-[(e)-[phenyl(pyridin-2-yl)methylidene]amino]pyridin-2-amine
5-Chloro-2-[(E)-2-[phenyl(pyridin-2-yl)methylidene]hydrazin-1-yl]pyridine
Methanone, phenyl-2-pyridinyl-, 2-(5-chloro-2-pyridinyl)hydrazone, (E,E)-
(E)-N-(5-Chloro-pyridin-2-yl)-N′-(phenyl-pyridin-2-yl-methylene)-hydrazine
5-Chloro-2(1H)-pyridinone (2E)-(phenyl-2-pyridinylmethylene)hydrazone JIB-04(NSC 693627)
JIB-04 5-Chloro-2(1H)-pyridinone (2E)-(phenyl-2-pyridinylmethylene)hydrazone
[Molecular Formula]

C17H13ClN4
[MDL Number]

MFCD26936344
[MOL File]

199596-05-9.mol
[Molecular Weight]

308.76
Chemical PropertiesBack Directory
[Boiling point ]

472.9±55.0 °C(Predicted)
[density ]

1.24±0.1 g/cm3(Predicted)
[storage temp. ]

2-8°C
[solubility ]

DMSO: soluble10mg/mL, clear
[form ]

powder
[pka]

11.00±0.10(Predicted)
[color ]

white to beige
[Stability:]

Stable for 1 year from date of purchase as supplied. Solutions in DMSO may be stored at -20°C for up to 2 months.
[InChIKey]

YHHFKWKMXWRVTJ-OQKWZONESA-N
Safety DataBack Directory
[WGK Germany ]

3
Hazard InformationBack Directory
[Description]

JIB-04 (199596-05-9) is a novel specific inhibitor of the Jumonji family of histone demethylases?in vitro, in cancer cells and in tumors?in vivo.?IC50?= 230, 340, 435, 445, 855 and 1100 nM for JARID1A, JMJD2E, JMJD2B, JMJD2A, JMJD3 and JMJD2C respectively.??Reduces tumor burden and prolongs life in a mouse model.1?Suppresses translation initiation and enhances mTOR inhibitor sensitivity.2?Inhibits the growth of temozolomide-resistant glioblastoma cells and crosses the blood brain barrier.3
[Uses]

JIB-04 has been used in sulforhodamine B cell growth assay. It has also been used as a control to determine the inhibitory action of ML324 on KDM4A (histone lysine demethylase 4A).
[Uses]

JIB-04 is a specific inhibitor of Jumonji demethylases.
[Biochem/physiol Actions]

JIB-04 is a selective inihibitor of Jumonji demethylases without inhibiting other α-ketoglutarate-dependent hydroxylases or histone-modifying enzymes including amine oxidase LSD1 (also known as KDM1A), which demethylates histone lysines. JIB-04 is a pan-inhibitor of Jumonji demethylases with JARID1A (KDM5A) being the most sensitive (IC50=230 nM) followed by JMJD2D (IC50=290 nM) and JMJD3 (KDM6B) and JMJD2C (KDM4C) more resistant (IC50 855 and 1100 nM, respectively). JIB-04 selectively inhibited viability of several human cancer cell lines with little toxicity towards normal cells, and also diminished tumor growth in two separate xenograft mouse models.
[storage]

+4°C
[References]

1) Wang?et al.?(2013),?A small molecule modulates Jumonji histone demethylase activity and selectively inhibits cancer growth; Nature Commun., 4?2035
Spectrum DetailBack Directory
[Spectrum Detail]

JIB-04(199596-05-9)1HNMR
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