CUN25391 | CAS#105925-39-1 | Tubulin inhibitor

MedKoo Cat#: 555876 | Name: CUN25391

Description:

WARNING: This product is for research use only, not for human or veterinary use.

CUN25391, also known as Tubulin inhibitor 6 or iHAP1 (Compound 14b in literature 1) is a tubulin inhibitor and a potent inhibitor of multiple cancer cell lines. CUN25391 inhibits tubulin polymerization with an IC50 of 0.87 μM. This product has no formal name at the moment. For the convenience of communication, a temporary code name was therefore proposed according to MedKoo Chemical Nomenclature (see web page: https://www.medkoo.com/page/naming).

Chemical Structure

CUN25391

CAS#105925-39-1

Theoretical Analysis

MedKoo Cat#: 555876

Name: CUN25391

CAS#: 105925-39-1

Chemical Formula: C20H14ClNO2S

Exact Mass: 367.0434

Molecular Weight: 367.85

Elemental Analysis: C, 65.30; H, 3.84; Cl, 9.64; N, 3.81; O, 8.70; S, 8.72

Price and Availability

Size	Price	Availability
5mg	USD 90.00	Ready to ship
10mg	USD 150.00	Ready to ship
25mg	USD 250.00	Ready to ship
50mg	USD 450.00	Ready to ship
100mg	USD 750.00	Ready to ship
200mg	USD 1,150.00	Ready to ship
500mg	USD 1,750.00	Ready to ship
1g	USD 2,650.00	Ready to ship

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No Data

Synonym

Tubulin inhibitor 6; CUN25391; CUN-25391; CUN 25391; iHAP1;

IUPAC/Chemical Name

(2-chloro-10H-phenothiazin-10-yl)(4-methoxyphenyl)methanone

InChi Key

CSWHYHPUEDNIQY-UHFFFAOYSA-N

InChi Code

InChI=1S/C20H14ClNO2S/c1-24-15-9-6-13(7-10-15)20(23)22-16-4-2-3-5-18(16)25-19-11-8-14(21)12-17(19)22/h2-12H,1H3

SMILES Code

O=C(N1C2=C(C=CC=C2)SC3=CC=C(Cl)C=C13)C4=CC=C(OC)C=C4

Appearance

Solid powder

Purity

>98% (or refer to the Certificate of Analysis)

Shipping Condition

Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition

Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility

Soluble in DMSO

Shelf Life

>3 years if stored properly

Drug Formulation

This drug may be formulated in DMSO

Stock Solution Storage

0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code

2934.99.9001

More Info

Product Data

Product Data

Certificate of Analysis

View CoA: current batch, Lot#C21R02B11

QC Data

View QC data: current batch, Lot#C21R02B11

Safety Data Sheet (SDS)

View Safety Data Sheet (SDS)

Instruction

View handling instruction

Biological target:

Tubulin inhibitor 6 (Compound 14b) is a potent inhibitor of tubulin polymerization with an IC50 of 0.87 μM, of multiple cancer cell lines, and of K562 cell growth with an IC50 of 840 nM.

In vitro activity:

To determine whether iHAP1 treatment induces the identical subunits to form a heterotrimeric PP2A enzyme in neuroblastoma as in T-ALL cells, Kelly cells were established that stably expressed shRNAs targeting each of the subunits of PP2A. As shown in Figures S5H and S5I, Kelly cells acquired resistance to iHAP1 treatment when the expression levels of each of the subunits PPP2R1A, PPP2CA, or PPP2R5E (B56ε) was downregulated but not when PPP2R2A (B55α) was downregulated. These results indicate that iHAP1 consistently induces formation of the heterotrimeric PP2A holoenzyme complex containing PPP2R1A, PPP2CA, and PPP2R5E (B56ε) in diverse types of human cancers and expands the robustness of our findings beyond T-ALL cells. Reference: Cell. 2020 Apr 30; 181(3): 702–715.e20. https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7397863/

In vivo activity:

To document the enhanced antileukemic activity of iHAP1 in vivo and verify that it does not induce movement disorders through inhibition of dopamine signaling, iHAP1 was added to water containing normal 6-day-old zebrafish embryos. iHAP1 did not affect upright swimming or coordination at concentrations up to 2 µM The anti-T-ALL activity of iHAP1 versus PPZ was tested in the transgenic zebrafish T-ALL model (Gutierrez et al., 2014; Li et al., 2019), first by adding each compound to the water of zebrafish embryos for 5 days to determine the maximum tolerated doses (MTDs) of PPZ and iHAP1 (5 µM and 2 µM, respectively). As shown in Figures 2A and 2B, iHAP1 at 2 µM induced a strikingly greater loss of GFP-labeled T-ALL cells than 5 µM PPZ, indicating increased antitumor potency in vivo, consistent with our in vitro finding that iHAP1 is ~10 fold more active than PPZ against human T-ALL cells. Additioanlly, mice treated with doses of iHAP1 as high as 80 mg/kg/day lacked evidence of neurologic toxicity or any other toxicity, consistent with our biochemical reporter assays showing that iHAP1 does not inhibit dopamine signaling through DRD2. Thus, in preclinical testing against T-ALL xenografts, iHAP1 emerged as a promising compound, showing improved antitumor activity and lack of toxicity. Reference: Cell. 2020 Apr 30; 181(3): 702–715.e20. https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7397863/

	Solvent	mg/mL	mM
Solubility
	DMSO	27.0	73.56

Note: There can be variations in solubility for the same chemical from different vendors or different batches from the same vendor. The following factors can affect the solubility of the same chemical: solvent used for crystallization, residual solvent content, polymorphism, salt versus free form, degree of hydration, solvent temperature. Please use the solubility data as a reference only. Warming and sonication will facilitate dissolving. Still have questions? Please contact our Technical Support scientists.

Preparing Stock Solutions

The following data is based on the product molecular weight 367.85 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Concentration / Solvent Volume / Mass	1 mg	5 mg	10 mg
1 mM	1.15 mL	5.76 mL	11.51 mL
5 mM	0.23 mL	1.15 mL	2.3 mL
10 mM	0.12 mL	0.58 mL	1.15 mL
50 mM	0.02 mL	0.12 mL	0.23 mL

Formulation protocol:

1. Morita K, He S, Nowak RP, Wang J, Zimmerman MW, Fu C, Durbin AD, Martel MW, Prutsch N, Gray NS, Fischer ES, Look AT. Allosteric Activators of Protein Phosphatase 2A Display Broad Antitumor Activity Mediated by Dephosphorylation of MYBL2. Cell. 2020 Apr 30;181(3):702-715.e20. doi: 10.1016/j.cell.2020.03.051. Epub 2020 Apr 20. PMID: 32315619; PMCID: PMC7397863.

In vitro protocol:

In vivo protocol:

Prinz H, et al. N-benzoylated phenoxazines and phenothiazines: synthesis, antiproliferative activity, and inhibition of tubulin polymerization. J Med Chem. 2011 Jun 23;54(12):4247-63.