TAS-102 - ≥98% , CAS No.733030-01-8

CAS: 733030-01-8 Cat. No.: T414046 Molecular Weight: 871.52

GRADE & PURITY ≥98%

Synonyms

Tipiracil-trifluridine Mixture (2:1) | trifluridine (TFT) and Tipiracil Hydrochloride (TTP) in molar ratio of 1: 0.5 | Trifluridine-tipiracil Hydrochloride Mixture | Trifluridine-Tipiracil Hydrochloride MixtureThymidine,α,​α,​α-​trifluoro-​,mixt. with 5-​

Storage

Store at -20°C,Argon charged

Shipped In

Ice chest + Ice pads

Overview

Information

TAS-102 TAS-102 (Trifluridine-Tipiracil Hydrochloride Mixture) is an orally administered combination of a thymidine-based nucleic acid analogue, trifluridine , and a thymidine phosphorylase inhibitor, tipiracil hydrochloride .

In vitro

TAS-102 is an oral combination drug consisting of trifluridine (FTD), which is a thymidine-based nucleoside analog, and tipiracil hydrochloride (TPI), which improves the bioavailability of FTD by inhibiting its catabolism by thymidine phosphorylase (TP). Phosphorylated form of trifluridine is incorporated into DNA resulting in DNA dysfunction and cell cycle arrest. Thymidine phosphorylase inhibitor inhibits degradation of FTD and inhibits angiogenesis. Thus, TAS-102 treatment results in massive trifluridine incorporation into DNA and in activation of similar DNA damage response pathways, which involve phosphorylation of Chk1 and cycle arrest during the G2/M-phase.

In vivo

The elimination half-life of FTD after intravenous administration to humans is very rapid (18 minutes), due to the rapid degradation of FTD to its major metabolite, 5-trifluoromethyl-2,4(1H,3H)-pyrimidinedione. In monkeys, the plasma FTD level after oral administration alone is very low, suggesting extensive first-pass metabolism by the liver and intestine TPase. However, the addition of TPI(tipiracil hydrochloride) is found to enable oral administration. By inhibiting TP, TPI inhibits the degradation of FTD in the liver and intestines following oral administration and thereby improves its bioavailability. The TP enzyme catalyzes the phosphorolysis of pyrimidine 2\'-deoxynucleosides such as FTD. Studies using human CRC tumor xenografts in mice determine that the maximum antitumor activity is achieved with a 1:0.5 molar ratio, and studies in mice and monkeys show that the maximum plasma concentration of FTD is almost achieved with the same ratio. Moreover, this ratio produces a favorable balance between antitumor activity and toxicity. Lower toxicity in mice is observed with TPI coadministration than with FTD alone. TAS-102 (FTD) can overcome acquired resistance to 5-FU because the main mechanism of TAS-102 is not associated with main metabolic enzymes of 5-FU, such as TS and OPRT. TAS-102 has demonstrated efficacy in 5-FU-refractory cancers.

Specifications

Synonyms

Tipiracil-trifluridine Mixture (2:1) | trifluridine (TFT) and Tipiracil Hydrochloride (TTP) in molar ratio of 1: 0.5 | Trifluridine-tipiracil Hydrochloride Mixture | Trifluridine-Tipiracil Hydrochloride MixtureThymidine, α, ​α, ​α-​trifluoro-​, mixt. with 5-​

Specifications & Purity

≥98%

Biochemical and Physiological Mechanisms

TAS-102 (Trifluridine-Tipiracil Hydrochloride Mixture) is an orally administered combination of a thymidine-based nucleic acid analogue, trifluridine, and a thymidine phosphorylase inhibitor, tipiracil hydrochloride.

Storage

Store at -20°C, Argon charged

Shipped In

Ice chest + Ice pads

This product requires cold chain shipping. Ground and other economy services are not available.

Purity

≥98%

Names and Identifiers

• Canonical Smiles: Cl.OCC1OC(CC1O)N2C=C(C(=O)NC2=O)C(F)(F)F.OCC3OC(CC3O)N4C=C(C(=O)NC4=O)C(F)(F)F.ClC5=C(CN6CCCC6=N)NC(=O)NC5=O
• Molecular Weight: 871.52

Chemical and Physical Properties

• Solubility: Solubility (25°C) In vitro DMSO: 100 mg/mL warmed with 50ºC Water: bath (114.74 mM); Ethanol: 100 mg/mL (114.74 mM); Water: 15 mg/mL warmed with 50ºC Water: bath (17.21 mM)
• Sensitivity: Hygroscopic