Efaproxiral

Efaproxiral Structure
CAS No.
131179-95-8
Chemical Name:
Efaproxiral
Synonyms
Efaproxyn;faproxiral;Efaproxiral;EFAPROXIRALUM;Efaproxiral (RSR13);Efaproxiral free acid;EFAPROXIRAL;EFAPROXIRAL FREE ACID;FAPROXIRAL;2-[4-(3,5-Dimethylphenylcarbamoylmethyl)phenoxy]-2-methylpropionic acid;2-(4-(((3,5-dimethylanilino)carbonyl)methyl)phenoxy)-2-methylpropionic acid;Propanoic acid, 2-[4-[2-[(3,5-dimethylphenyl)amino]-2-oxoethyl]phenoxy]-2-methyl-
CBNumber:
CB91359078
Molecular Formula:
C20H22NO4.Na
Molecular Weight:
341.4
MOL File:
131179-95-8.mol
MSDS File:
SDS
Modify Date:
2023/6/8 9:03:09

Efaproxiral Properties

Melting point 48-50°C
Boiling point 554.5±50.0 °C(Predicted)
Density 1.202±0.06 g/cm3(Predicted)
storage temp. Refrigerator
solubility DMSO (Slightly), Methanol (Slightly)
form Solid
pka 3.26±0.10(Predicted)
color Off-White to Tan

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS07
Signal word  Warning
Hazard statements  H302
Precautionary statements  P264-P270-P301+P312-P330-P501
NFPA 704
0
2 0

Efaproxiral Chemical Properties,Uses,Production

Description

Efaproxiral is an allosteric hemoglobin (Hb) modifier that reduces the affinity of Hb for oxygen, increasing the diffusion of oxygen from blood to tissue. In isolated human whole blood, efaproxiral (1.75 mM) increases the partial pressure of oxygen at which Hb is 50% saturated (p50) from 26.75 to 38.63 mm Hg and decreases the percent oxyhemoglobin (Hb-O2) saturation from 48 to 33.8% at a partial oxygen pressure (pO2) of 26 mm Hg. Efaproxiral (150 mg/kg) increases tumor pO2 from 5.2 to 13.1 mm Hg 30 minutes after administration in a RIF-1 mouse fibrosarcoma flank tumor model. Efaproxiral (100 μM) enhances radiation-induced cytotoxicity in EMT6 mouse breast cancer cells grown under hypoxic conditions and increases radiosensitization and inhibits tumor growth in a hypoxic Lewis lung tumor mouse model when administered at a dose of 100 mg/kg. It also increases the running capacity of normal mice and mice with left coronary artery (LCA) ligation-induced myocardial infarction (MI) when administered at a dose of 150 mg/kg.

Chemical Properties

Off-White to Tan Solid

Uses

Allosteric modifier of hemoglobin (HB). Binds in the central water cavity of the Hb molecule causing a conformational change such that bound oxygen is released more readily. Antineoplastic adjunct (radiosensitizer).

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2-(4-(((3,5-dimethylanilino)carbonyl)methyl)phenoxy)-2-methylpropionic acid Efaproxiral Efaproxiral free acid faproxiral EFAPROXIRALUM 2-[4-(3,5-Dimethylphenylcarbamoylmethyl)phenoxy]-2-methylpropionic acid EFAPROXIRAL;EFAPROXIRAL FREE ACID;FAPROXIRAL Propanoic acid, 2-[4-[2-[(3,5-dimethylphenyl)amino]-2-oxoethyl]phenoxy]-2-methyl- Efaproxiral (RSR13) Efaproxyn 131179-95-8 C20H22NO4Na Amines Aromatics Intermediates & Fine Chemicals Pharmaceuticals