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Lonidamine | Inhibits Cancer Cell Metabolism

CAS:
50264-69-2
Catalog Number:
10-4563
Activity:
Decreases aerobic and anaerobic glycolysis in tumor cells
Alternate Names:
AF1890; Diclondazolic acid
Chemical Name:
1-[(2,4-Dichlorophenyl)methyl]-1H-indazole-3-carboxylic acid
Molecular Weight:
321.16
Molecular Formula:
C15H10Cl2N2O2
Solubility:
Soluble in DMSO (up to 25 mg/ml).
Physical Properties:
White solid
Purity:
98% by TLC
NMR (Conforms)
Storage Temperature:
-20°
Stability:
Stable for 1 year from date of purchase as supplied. Solutions in DMSO may be stored at -20° for up to 1 month.
Shipping Code:
RT

Lonidamine (50264-69-2) was originally investigated as an antispermatogenic agent.1 Lonidamine has been shown to decrease oxygen consumption as well as aerobic and anaerobic glycolysis in tumor cells leading to apoptosis.2 These effects have been attributed to the ability of lonidamine to inhibit mitochondrially bound hexokinase (IC50 = 90 μM for aerobic glycolysis, 45 μM for anaerobic glycolysis using Ehrlich ascites tumor cells)2. The apoptotic/antineoplastic effects of lonidamine have also been attributed to its ability to disrupt the mitochondrial transmembrane potential3 , intracellular acidification by inhibition of lactate efflux, and inhibition of the mitochondrial pyruvate carrier (MPC) and monocarboxylate transporter (MCT)5.

References/Citations:

1) Gatto et al. (2002), Recent studies on lonidamine, the lead compound of the antispermatogenic indazol-carboxylic acids; Contraception, 65 277
2) Floridi et al., (1981), Effect of Lonidamine on the Energy Metabolism of Ehrlich Ascites Tumor Cells; Cancer Res., 41 4661
3) Ravagnan et al. (1999), Lonidamine triggers apoptosis via a direct, Bcl-2-inhibited effect on the mitochondrial permeability transition pore; Oncogene, 18 2537
4) Ben-Horin et al. (1995), Mechanism of Action of the Antineoplastic Drug Lonidamine: 31P and 13C Nuclear Magnetic Resonance Studies; Cancer Res. 55 2814
5) Nath et al. (2016), Mechanism of antineoplastic activity of lonidamine; Biochim.Biophys.Acta Reviews on Cancer 1866 151

Lonidamine | Inhibits Cancer Cell Metabolism is also available in the Cellular Metabolism Library.
CAS:
50264-69-2
Catalog Number:
10-4563
Activity:
Decreases aerobic and anaerobic glycolysis in tumor cells
Alternate Names:
AF1890; Diclondazolic acid
Chemical Name:
1-[(2,4-Dichlorophenyl)methyl]-1H-indazole-3-carboxylic acid
Molecular Weight:
321.16
Molecular Formula:
C15H10Cl2N2O2
Solubility:
Soluble in DMSO (up to 25 mg/ml).
Physical Properties:
White solid
Purity:
98% by TLC
NMR (Conforms)
Storage Temperature:
-20°
Stability:
Stable for 1 year from date of purchase as supplied. Solutions in DMSO may be stored at -20° for up to 1 month.
Shipping Code:
RT

Safety Data Sheet:

Product Data Sheet:

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