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SML0648

Sigma-Aldrich

CHR-6494 trifluoroacetate salt

≥98% (HPLC)

Synonym(s):

3-(1H-Indazol-5-yl)-N-propyl-imidazo[1,2-b]pyridazin-6-amine trifluoroacetate salt, 3-(1H-Indazol-5-yl)-N-propylimidazo[1,2-b]pyridazin-6-amine trifluoroacetate salt, CHR 6494 trifluoroacetate salt

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About This Item

Empirical Formula (Hill Notation):
C16H16N6 · CF3COOH
CAS Number:
1333377-65-3
Molecular Weight:
406.36
MDL number:
MFCD24849399
UNSPSC Code:
12352200
PubChem Substance ID:
329825574
NACRES:
NA.77

Assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 5 mg/mL, clear (warmed)

storage temp.

2-8°C

SMILES string

OC(=O)C(F)(F)F.CCCNc1ccc2ncc(-c3ccc4[nH]ncc4c3)n2n1

InChI

1S/C16H16N6.C2HF3O2/c1-2-7-17-15-5-6-16-18-10-14(22(16)21-15)11-3-4-13-12(8-11)9-19-20-13;3-2(4,5)1(6)7/h3-6,8-10H,2,7H2,1H3,(H,17,21)(H,19,20);(H,6,7)

InChI key

ILWYDZNXJQESDI-UHFFFAOYSA-N

Biochem/physiol Actions

CHR-6494 is a potent and selective Haspin (Haploid Germ Cell-Specific Nuclear Protein Kinase) inhibitor that blocks H3T3ph phosphorylation. CHR-6494 causes cell cycle arrest in G2/M and subsequent apoptosis. CHR-6494 causes an abnormal duplication of centrosomes and mitotic catastrophe in cancer cells.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Structure Activity Relationship Studies around DB18, a Potent and Selective Inhibitor of CLK Kinases.
Brahmaiah, et al.
Molecules (Basel), 27 (2022)
Roberto Quadri et al.
iScience, 26(10), 108011-108011 (2023-10-16)
Throughout mitosis, a plethora of processes must be efficiently concerted to ensure cell proliferation and tissue functionality. The mitotic spindle does not only mediate chromosome segregation, but also defines the axis of cellular division, thus determining tissue morphology. Functional spindle
Viet Hung Dao et al.
Molecules (Basel, Switzerland), 26(21) (2021-11-14)
Pim kinases (proviral integration site for Moloney murine leukemia virus kinases) are overexpressed in various types of hematological malignancies and solid carcinomas, and promote cell proliferation and survival. Thus, Pim kinases are validated as targets for antitumor therapy. In this
Bruno Oyallon et al.
Molecules (Basel, Switzerland), 26(4) (2021-02-11)
Proviral integration site for Moloney murine leukemia virus (Pim)-1/2 kinase overexpression has been identified in a variety of hematologic (e.g., multiple myeloma or acute myeloid leukemia (AML)) and solid (e.g., colorectal carcinoma) tumors, playing a key role in cancer progression
Bruno Oyallon et al.
European journal of medicinal chemistry, 154, 101-109 (2018-05-21)
We identified a new series of quinoxaline-2-carboxylic acid derivatives, targeting the human proviral integration site for Moloney murine leukemia virus-1 (HsPim-1) kinase. Seventeen analogues were synthesized providing useful insight into structure-activity relationships studied. Docking studies realized in the ATP pocket
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