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500579-04-4

500579-04-4 Structure

500579-04-4 Structure
IdentificationBack Directory
[Name]

2,2'-[[Dihydro-2-(4-pyridinyl)-1,3(2H,4H)-pyrimidinediyl]bis(methylene)]bis[N,N-dimethylbenzenamine
[CAS]

500579-04-4
[Synonyms]

GNT61
CS-867
GANT 61
NSC 136476
GANT61, >=98%
GANT-61,NSC 136476
GANT61;GANT 61;NSC 136476
GANT61; GANT-61; NSC 136476;GANT 61
InSolution? Hh/Gli Antagonist, GANT61
InSolution Hh/Gli Antagonist, GANT61 - CAS 500579-04-4 - Calbiochem
2,2'-((2-(Pyridin-4-yl)dihydropyrimidine-1,3(2H,4H)-diyl)bis(methylene))bis(N,N-dimethylanilin
2,2'-[[Dihydro-2-(4-pyridinyl)-1,3(2H,4H)-pyrimidinediyl]bis(methylene)]bis[N,N-dimethylbenzenamine
2-[[3-[[2-(dimethylamino)phenyl]methyl]-2-pyridin-4-yl-1,3-diazinan-1-yl]methyl]-N,N-dimethylaniline
Benzenamine, 2,2'-[[dihydro-2-(4-pyridinyl)-1,3(2H,4H)-pyrimidinediyl]bis(methylene)]bis[N,N-dimethyl-
2,2'-[[Dihydro-2-(4-pyridinyl)-1,3(2H,4H)-pyrimidinediyl]bis(methylene)]bis[N,N-dimethylbenzenamine USP/EP/BP
2,2'-[[Dihydro-2-(4-pyridinyl)-1,3(2H,4H)-pyrimidinediyl]bis(methylene)]bis[N,N-dimethylbenzenamine] GANT61
[Molecular Formula]

C27H35N5
[MDL Number]

MFCD14635408
[MOL File]

500579-04-4.mol
[Molecular Weight]

429.61
Chemical PropertiesBack Directory
[Melting point ]

110 - 113°C
[Boiling point ]

549.0±50.0 °C(Predicted)
[density ]

1.134±0.06 g/cm3(Predicted)
[storage temp. ]

Store at -20°C
[solubility ]

DMSO: >2mg/mL
[form ]

powder
[pka]

5.97±0.10(Predicted)
[color ]

white to off-white
[InChI]

1S/C27H35N5/c1-29(2)25-12-7-5-10-23(25)20-31-18-9-19-32(27(31)22-14-16-28-17-15-22)21-24-11-6-8-13-26(24)30(3)4/h5-8,10-17,27H,9,18-21H2,1-4H3
[InChIKey]

KVQOGDQTWWCZFX-UHFFFAOYSA-N
[SMILES]

N2(C(N(CCC2)Cc4c(cccc4)N(C)C)c3ccncc3)Cc1c(cccc1)N(C)C
Safety DataBack Directory
[WGK Germany ]

3
[HS Code ]

29349990
[Storage Class]

11 - Combustible Solids
Hazard InformationBack Directory
[Uses]

Inhibitor of Hedgehog (Hh) signalling pathway. Blocks the GLI function which constitutes the final step in the Hh pathway. Interferes with GLI1 DNA binding in living cells. Inhibits cell proliferation of tumor cells in vitro in a GLI-dependent manner. Blocks cell growth in an in vivo xenograft model using human prostate cancer cells.
[Definition]

ChEBI: GANT61 is an aminal that is hexahydropyrimidine which is substituted on each nitrogen by a 2-(dimethylamino)benzyl group, and at the aminal carbon by a pyridin-4-yl group. A Hedgehog signaling pathway and Gli protein inhibitor. It has a role as a Hedgehog signaling pathway inhibitor, a glioma-associated oncogene inhibitor, an antineoplastic agent and an apoptosis inducer. It is a tertiary amino compound, a member of pyridines, a substituted aniline and an aminal.
[Biochem/physiol Actions]

GANT61 blocks hedgehog pathway signaling by inhibiting the transcripional activity of Gli1 (IC50 = 5 μM). GANT 61 led to a regression of 22Rv1 human prostate tumor cell xenografts in nude mice.
[in vivo]

GANT-61 (40 mg/kg, i.p., three days per week) inhibits CSC tumor growth in NOD/SCID IL2Rγ null mice[2]. GANT61 (50 mg/kg, p.o.) enhances the effects of chemotherapeutic drugs used in the treatment of neuroblastoma in an additive or synergistic manner and reduces the growth of established neuroblastoma xenografts in nude mice[3].

[storage]

+4°C
Spectrum DetailBack Directory
[Spectrum Detail]

2,2'-[[Dihydro-2-(4-pyridinyl)-1,3(2H,4H)-pyrimidinediyl]bis(methylene)]bis[N,N-dimethylbenzenamine(500579-04-4)1HNMR
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