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ChemicalBook--->CAS DataBase List--->156715-37-6

156715-37-6

156715-37-6 Structure

156715-37-6 Structure
IdentificationBack Directory
[Name]

Ifetroban sodium
[CAS]

156715-37-6
[Synonyms]

Ifetroban sodium
Ifetroban sodium >=98% (HPLC)
[Molecular Formula]

C25H33N2NaO5
[MOL File]

156715-37-6.mol
[Molecular Weight]

464.54
Chemical PropertiesBack Directory
[storage temp. ]

Store at -20°C, protect from light, stored under nitrogen
[solubility ]

DMSO : 130 mg/mL (281.08 mM; Need ultrasonic)
[form ]

Solid
[color ]

White to off-white
Hazard InformationBack Directory
[Uses]

Ifetroban (BMS-180291) sodium is an orally active antagonist of thromboxane A2 (TXA2) or prostaglandin H2 (PGH2) receptor. Ifetroban sodium shows antiplatelet activity, and inhibits tumor cell migration without affecting cell proliferation. Ifetroban sodium can be used for myocardial ischemia, hypertension, stroke, thrombosis, cardiomyopathy research[1][2][3][4].
[in vivo]

Ifetroban sodium (50 mg/kg/d; p.o.; 2 d prior to, through 28 d after tumor injection) decreases hematogenous metastasis of multiple cancer types without in mice model[2].
Ifetroban sodium (50 mg/kg/d; p.o.; 12 d) does not affect primary tumor growth but decreases tumor vessels in mice with 4T1 (mouse mammary cancer)[2].
Ifetroban sodium (BMS 180,291; 1 and 3 mg/kg, p.o.) inhibits aggregation and antagonizes TP-receptor in monekys. Ifetroban sodium (3 mg/kg, i.v.) causes only marginal and transient hemodynamic effects in anesthetized African green monkeys[3].

Animal Model:Athymic (nu/nu) Balb/C female mice injected with tumor cells: 4T1 (mouse mammary cancer), MDA-MB-231 (human breast cancer), MiaPaCa2 (human pancreatic cancer), and A549 (human lung cancer) model[2]
Dosage:50 mg/kg; via 25 μL vehicle (4% sucrose in sterile water)
Administration:Oral gavage; pretreated before 2 days and treated 28 days later
Result:Decreased the percentage of mice harboring MDA-MB-231 lung metastases from 90% to 20%, and mice with A549 lung metastases from 60% to 10%.
[References]

[1] Johnson RA, et al. Effect of ifetroban, a thromboxane A2 receptor antagonist, in stroke-prone spontaneously hypertensive rats. Clin Exp Hypertens. 1996 Feb;18(2):171-88. DOI:10.3109/10641969609081763
[2] Werfel TA, et al. Repurposing of a Thromboxane Receptor Inhibitor Based on a Novel Role in Metastasis Identified by Phenome-Wide Association Study. Mol Cancer Ther. 2020 Dec;19(12):2454-2464. DOI:10.1158/1535-7163.MCT-19-1106
[3] Schumacher WA, et al. Antiplatelet activity of the long-acting thromboxane receptor antagonist BMS 180,291 in monkeys. Prostaglandins. 1992 Nov;44(5):389-97. DOI:10.1016/0090-6980(92)90135-g
[4] Rosenfeld L, et al. Ifetroban sodium: an effective TxA2/PGH2 receptor antagonist. Cardiovasc Drug Rev. 2001 Summer;19(2):97-115. DOI:10.1111/j.1527-3466.2001.tb00058.x
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