Tariquidar Chemical Properties

Melting point:

>190oC (dec.)

Boiling point:

716.0±60.0 °C(Predicted)

Density 

1.276±0.06 g/cm3(Predicted)

storage temp. 

2-8°C

solubility 

DMSO (Slightly), Methanol (Slightly)

form 

powder

pka

10.67±0.70(Predicted)

color 

white to light brown

InChIKey

LGGHDPFKSSRQNS-UHFFFAOYSA-N

SMILES

N1C2C(=CC=CC=2)C=C(C(NC2=CC(OC)=C(OC)C=C2C(NC2=CC=C(CCN3CCC4=C(C3)C=C(OC)C(OC)=C4)C=C2)=O)=O)C=1

Tariquidar Usage And Synthesis

Description

Tariquidar is an anthranilic acid derivative that binds to P-glycoprotein (K_d = 5.1 nM) and inhibits transport activity. It inhibits transport of vinblastine and paclitaxel in multidrug resistant CH^rB30 cells, increasing the steady state accumulation to non-P-glycoprotein-expressing multidrug sensitive cell levels (EC₅₀ = 487 nM). Tariquidar also enhances the distribution of its substrates, increasing the amount of substrate entering the CNS. When administered at doses of 2 and 6.25 mg/kg in mice in combination with the peripherally-restricted opioid loperamide, the latency to paw withdrawal in a hot plate assay increases, indicating that loperamide is transported into the CNS.

Uses

Tariquidar is a p-glycoprotein drug efflux pump inhibitor. Tariquidar inhibits the ATPase activity of P-glycoprotein, suggesting that the modulating effect is derived from the inhibition of substrate binding, inhibition of ATP hydrolysis or both.Tariquidar can be considered an ideal agent for testing the role of P-glycoprotein inhibition in cancer.

Definition

ChEBI: Tariquidar is a member of benzamides.

Biochem/physiol Actions

Specific inhibitor of MDR-1 (P-gp)

target

P-glycoprotein

References

[1] CATHERINE MARTIN. The molecular interaction of the high affinity reversal agent XR9576 with P-glycoprotein[J]. British Journal of Pharmacology, 2009, 128 2: 403-411. DOI: 10.1038/sj.bjp.0702807
[2] EDNA F CHOO. Differential in vivo sensitivity to inhibition of P-glycoprotein located in lymphocytes, testes, and the blood-brain barrier.[J]. Journal of Pharmacology and Experimental Therapeutics, 2006, 317 3: 1012-1018. DOI: 10.1124/jpet.105.099648

Tariquidar(206873-63-4)Related Product Information

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• AC480 (BMS-599626)
• ISOXADIFEN-ETHYL
• PHENYL VALERATE
• p-(2-Methoxyethyl) phenol
• Diphenyldimethoxysilane
• Ethyl acetate
• Ethyl acrylate
• Ethyl formate
• Ethanol
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• 4-Methoxyphenylacetone
• Isoquinoline
• Methoxydiethylborane
• PHENYL RESIN
• 4-[2-(3,4-DIHYDRO-6,7-DIMETHOXY-2(1H)-ISOQUINOLINYL)ETHYL]-BENZENAMINE
• Tariquidar