| Identification | More | [Name]
Lonidamine | [CAS]
50264-69-2 | [Synonyms]
1-[2,4-DICHLOROBENZYL]-1H-INDAZOLE-3-CARBOXYLIC ACID
1-[(2,4-DICHLOROPHENYL)METHYL]-1H-INDAZOLE-3-CARBOXYLIC ACID
DICLONDAZOLIC ACID
LONIDAMINE
1-((2,4-dichlorophenyl)methyl)-1h-indazole-3-carboxylicaci
1-(2,4-dichlorbenzyl)-indazole-3-carboxylicacid
1-(2,4-dichlorobenzyl)-1h-indazole-3-carboxylicaci
af1890
dica
doridamina
1-(2,4-Dichlorobenzyl)indazole-3-carboxylic acid
Lonidnmine
1-[（2,4-Dichlorophenyl）methyl]-1H-indazole-3-carboxylic acid, DICA
1-(2,4-Dichlorobenzyl)-1H-indazole-3-carboxylic acid, Diclondazolic acid
1-[(2，4-Dichloropheny1) methyl]-1H-indazole-3-carboxylic acid
13iclondazolic Acid
AF-1890：DICA
lonidamin | [EINECS(EC#)]
256-510-0 | [Molecular Formula]
C15H10Cl2N2O2 | [MDL Number]
MFCD00866285 | [Molecular Weight]
321.16 | [MOL File]
50264-69-2.mol |
| Chemical Properties | Back Directory | [Melting point ]
207-209°C | [Boiling point ]
537.9±45.0 °C(Predicted) | [density ]
1.4835 (rough estimate) | [refractive index ]
1.6070 (estimate) | [storage temp. ]
Sealed in dry,2-8°C | [solubility ]
Soluble in DMSO (up to 25 mg/ml). | [form ]
solid | [pka]
3.00±0.10(Predicted) | [color ]
White | [Stability:]
Stable for 1 year from date of purchase as supplied. Solutions in DMSO may be stored at -20° for up to 1 month. | [InChI]
InChI=1S/C15H10Cl2N2O2/c16-10-6-5-9(12(17)7-10)8-19-13-4-2-1-3-11(13)14(18-19)15(20)21/h1-7H,8H2,(H,20,21) | [InChIKey]
WDRYRZXSPDWGEB-UHFFFAOYSA-N | [SMILES]
N1(CC2=CC=C(Cl)C=C2Cl)C2=C(C=CC=C2)C(C(O)=O)=N1 | [CAS DataBase Reference]
50264-69-2(CAS DataBase Reference) |
| Safety Data | Back Directory | [Hazard Codes ]
T | [Risk Statements ]
R60:May impair fertility.
R22:Harmful if swallowed.
R40:Limited evidence of a carcinogenic effect. | [Safety Statements ]
S53:Avoid exposure-obtain special instruction before use .
S22:Do not breathe dust .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection .
S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) . | [WGK Germany ]
3
| [RTECS ]
NK7886000
| [HS Code ]
29339900 | [Storage Class]
6.1C - Combustible acute toxic Cat.3
toxic compounds or compounds which causing chronic effects | [Hazard Classifications]
Acute Tox. 4 Oral
Carc. 2
Repr. 1B | [Toxicity]
LD50 in mice, rats (mg/kg): 900, 1700 orally; 435, 525 i.p. (Heywood) |
| Questions And Answer | Back Directory | [Description]
Lonidamine is a derivative of indazole-3-carboxylic acid. It is a kind of orally administrated small molecule, which can inhibit the glycolysis process through inactivating the hexokinase (the first step in glycolysis). It has been shown that cancer cell primarily generates energy through glycolysis process. Therefore, Lonidamine has been used for the treatment of several kinds of cancers. One special property of Lonidamine is that it seems to enhance aerobic glycolysis in normal cells, but inhibit glycolysis only in cancer cells. In addition, there are also evidences that Lonidamine may increase the occurrence of apoptosis. It has also been shown that Lonidamine is effective in the treatment of benigh prostatic hyperplasia (BPH).
| [References]
https://www.ncbi.nlm.nih.gov/pmc/articles/PMC1477623/
https://en.wikipedia.org/wiki/Lonidamine
|
| Hazard Information | Back Directory | [Originator]
Angelini (Italy) | [Uses]
contraceptive, spermicidal | [Definition]
ChEBI: A member of the class of indazoles that is 1H-indazole that is substituted at positions 1 and 3 by 2,4-dichlorobenzyl and carboxy groups, respectively. | [Brand name]
Doridamina | [Biological Activity]
Anticancer and antispermatogenic agent in vitro and in vivo . Inhibits cellular energy metabolism in some cells via inhibition of mitochondrial hexokinase. Also blocks CFTR Cl - channels in vitro . | [Biochem/physiol Actions]
Inhibits the energy metabolism of neoplastic cells by interfering with hexokinase and disrupting uncoupler-stimulated mitochondrial electron transport; damages cell and mitochondrial membranes. | [storage]
Room temperature |
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