IQTub4P is a potent microtubule inhibitor. IQTub4P is cytotoxic in HeLa cells with EC50 of 170 nM. IQTub4P inhibits microtubule structure and function. IQTub4P is well tolerated in vivo.

Physicochemical Properties

Molecular Formula	C19H21NNAO8P
Molecular Weight	445.335477590561
Exact Mass	465.056
CAS #	2376321-67-2
PubChem CID	146562812
Appearance	Typically exists as solid at room temperature
Hydrogen Bond Donor Count	0
Hydrogen Bond Acceptor Count	9
Rotatable Bond Count	6
Heavy Atom Count	31
Complexity	549
Defined Atom Stereocenter Count	0
InChi Key	AOEBAAQEAUUYGC-UHFFFAOYSA-L
InChi Code	InChI=1S/C19H20NO8P.2Na/c1-24-14-10-13-11(7-15(14)28-29(21,22)23)5-6-20-18(13)12-8-16(25-2)19(27-4)17(9-12)26-3;;/h5-10H,1-4H3,(H2,21,22,23);;/q;2*+1/p-2
Chemical Name	disodium;[7-methoxy-1-(3,4,5-trimethoxyphenyl)isoquinolin-6-yl] phosphate
HS Tariff Code	2934.99.9001
Storage	Powder-20°C 3 years 4°C 2 years In solvent -80°C 6 months -20°C 1 month
Shipping Condition	Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)

Biological Activity

ln Vitro	In HeLa cells, IQTub4P (48 h) shows significant dose-dependent cytotoxicity [1]. At 120 nM, IQTub4P (0-750 nM, 15 min) exhibits dose-dependent microtubule network depolymerization, which results in mitotic arrest and the creation of aberrant multipolar spindles and unstructured chromosomal alignment [1]. It was demonstrated that IQTub4P (0-1.25 μM, 24 hours) may successfully cause G2/M arrest [1]. Potent suppression of cellular tubulin polymerization kinetics is demonstrated by IQTub4P (10 μM, 2 min) [1].
ln Vivo	IQTub4P, which is administered intraperitoneally (IV) once every two days to Balb/c mice at a dose of 25 mg/kg, is well tolerated in vivo and does not cause short-term cumulative toxicity [1].
Cell Assay	Cell Viability Assay Cell Types: HeLa Cells[1] Tested Concentrations: Incubation Duration: 48 hrs (hours) Experimental Results: demonstrated strong dose-dependent cytotoxicity in HeLa cells with EC50 of 170 nM and was shown to be comparable to free phenols in cell culture Form almost identical to the cytotoxic IQTub4 (EC50 = 120 nM). Cell cycle analysis Cell Types: HeLa cells [1] Tested Concentrations: 0, 0.06, 0.12, 0.5, 0.75, 1.25 μM Incubation Duration: 24 hrs (hours) Experimental Results: demonstrated effective G2/M arrest induction and demonstrated extensive G2/ M blocks 500 nm.
Animal Protocol	Animal/Disease Models: balb/c (Bagg ALBino) mouse (female) [1] Doses: 25 mg/kg Route of Administration: IP and IV, 3 administrations, 48 h apart. Experimental Results: Short-term cumulative toxicity can be avoided, and it is well tolerated in vivo. The maximum tolerated single dose dose is 32 mg/kg (ip) and 50 mg/kg (iv).
References	[1]. Isoquinoline-based biaryls as a robust scaffold for microtubule inhibitors. Eur J Med Chem. 2020;186:111865.

Solubility Data

Solubility (In Vitro)

May dissolve in DMSO (in most cases), if not, try other solvents such as H2O, Ethanol, or DMF with a minute amount of products to avoid loss of samples

Solubility (In Vivo)

Note: Listed below are some common formulations that may be used to formulate products with low water solubility (e.g. < 1 mg/mL), you may test these formulations using a minute amount of products to avoid loss of samples. Injection Formulations (e.g. IP/IV/IM/SC) Injection Formulation 1: DMSO : Tween 80： Saline = 10 : 5 : 85 (i.e. 100 μL DMSO stock solution → 50 μL Tween 80 → 850 μL Saline) *Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH ₂ O to obtain a clear solution. Injection Formulation 2: DMSO : PEG300 ：Tween 80 : Saline = 10 : 40 : 5 : 45 (i.e. 100 μL DMSO → 400 μLPEG300 → 50 μL Tween 80 → 450 μL Saline) Injection Formulation 3: DMSO : Corn oil = 10 : 90 (i.e. 100 μL DMSO → 900 μL Corn oil) Example: Take the Injection Formulation 3 (DMSO : Corn oil = 10 : 90) as an example, if 1 mL of 2.5 mg/mL working solution is to be prepared, you can take 100 μL 25 mg/mL DMSO stock solution and add to 900 μL corn oil, mix well to obtain a clear or suspension solution (2.5 mg/mL, ready for use in animals). Injection Formulation 4: DMSO : 20% SBE-β-CD in saline = 10 : 90 [i.e. 100 μL DMSO → 900 μL (20% SBE-β-CD in saline)] *Preparation of 20% SBE-β-CD in Saline (4°C，1 week): Dissolve 2 g SBE-β-CD in 10 mL saline to obtain a clear solution. Injection Formulation 5: 2-Hydroxypropyl-β-cyclodextrin : Saline = 50 : 50 (i.e. 500 μL 2-Hydroxypropyl-β-cyclodextrin → 500 μL Saline) Injection Formulation 6: DMSO : PEG300 : castor oil : Saline = 5 : 10 : 20 : 65 (i.e. 50 μL DMSO → 100 μLPEG300 → 200 μL castor oil → 650 μL Saline) Injection Formulation 7: Ethanol : Cremophor : Saline = 10： 10 : 80 (i.e. 100 μL Ethanol → 100 μL Cremophor → 800 μL Saline) Injection Formulation 8: Dissolve in Cremophor/Ethanol (50 : 50), then diluted by Saline Injection Formulation 9: EtOH : Corn oil = 10 : 90 (i.e. 100 μL EtOH → 900 μL Corn oil) Injection Formulation 10: EtOH : PEG300：Tween 80 : Saline = 10 : 40 : 5 : 45 (i.e. 100 μL EtOH → 400 μLPEG300 → 50 μL Tween 80 → 450 μL Saline) Oral Formulations Oral Formulation 1: Suspend in 0.5% CMC Na (carboxymethylcellulose sodium) Oral Formulation 2: Suspend in 0.5% Carboxymethyl cellulose Example: Take the Oral Formulation 1 (Suspend in 0.5% CMC Na) as an example, if 100 mL of 2.5 mg/mL working solution is to be prepared, you can first prepare 0.5% CMC Na solution by measuring 0.5 g CMC Na and dissolve it in 100 mL ddH2O to obtain a clear solution; then add 250 mg of the product to 100 mL 0.5% CMC Na solution, to make the suspension solution (2.5 mg/mL, ready for use in animals). Oral Formulation 3: Dissolved in PEG400 Oral Formulation 4: Suspend in 0.2% Carboxymethyl cellulose Oral Formulation 5: Dissolve in 0.25% Tween 80 and 0.5% Carboxymethyl cellulose Oral Formulation 6: Mixing with food powders Note: Please be aware that the above formulations are for reference only. InvivoChem strongly recommends customers to read literature methods/protocols carefully before determining which formulation you should use for in vivo studies, as different compounds have different solubility properties and have to be formulated differently.  (Please use freshly prepared in vivo formulations for optimal results.)

Preparing Stock Solutions		1 mg	5 mg	10 mg
	1 mM	2.2455 mL	11.2274 mL	22.4548 mL
	5 mM	0.4491 mL	2.2455 mL	4.4910 mL
	10 mM	0.2245 mL	1.1227 mL	2.2455 mL

*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.