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ChemicalBook >> CAS DataBase List >>Lonidamine

Lonidamine

CAS No.
50264-69-2
Chemical Name:
Lonidamine
Synonyms
dica;lonidamin;af1890;LONIDAMINE;doridamina;Lonidnmine;LONIDAMING;AF-1890:DICA;Lonidamine, >=99%;DICLONDAZOLIC ACID
CBNumber:
CB6493965
Molecular Formula:
C15H10Cl2N2O2
Molecular Weight:
321.16
MDL Number:
MFCD00866285
MOL File:
50264-69-2.mol
MSDS File:
SDS
Last updated:2024-11-19 20:33:22

Lonidamine Properties

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.
InChIKey WDRYRZXSPDWGEB-UHFFFAOYSA-N
CAS DataBase Reference 50264-69-2(CAS DataBase Reference)
FDA UNII U78804BIDR
ATC code L01XX07

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictogramsGHS hazard pictograms
GHS07,GHS08
Signal word  Danger
Hazard statements  H302-H351-H360
Precautionary statements  P201-P301+P312+P330-P308+P313
Hazard Codes  T
Risk Statements  60-22-40
Safety Statements  53-22-36/37/39-45
WGK Germany  3
RTECS  NK7886000
HS Code  29339900
Toxicity LD50 in mice, rats (mg/kg): 900, 1700 orally; 435, 525 i.p. (Heywood)
NFPA 704
0
2 0

Lonidamine price More Price(33)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich L4900 Lonidamine mitochondrial hexokinase inhibitor 50264-69-2 5mg $177 2024-03-01 Buy
Sigma-Aldrich L4900 Lonidamine mitochondrial hexokinase inhibitor 50264-69-2 25mg $606 2024-03-01 Buy
Cayman Chemical 14640 Lonidamine ≥98% 50264-69-2 5mg $49 2024-03-01 Buy
Cayman Chemical 14640 Lonidamine ≥98% 50264-69-2 10mg $77 2024-03-01 Buy
Cayman Chemical 14640 Lonidamine ≥98% 50264-69-2 50mg $168 2024-03-01 Buy
Product number Packaging Price Buy
L4900 5mg $177 Buy
L4900 25mg $606 Buy
14640 5mg $49 Buy
14640 10mg $77 Buy
14640 50mg $168 Buy

Lonidamine Chemical Properties,Uses,Production

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

Description

Lonidamine is an antineoplastic agent reportedly effective for the treatment of various cancers, including lung, breast, prostate and brain tumors. Its clinical effect appears to be associated with changes in cellular energy metabolism.

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

References

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

920019-58-5
50264-69-2
Synthesis of Lonidamine from 1H-Indazole-3-methanol, 1-[(2,4-dichlorophenyl)methyl]-
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View Lastest Price from Lonidamine manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Lonidamine pictures 2024-12-13 Lonidamine
50264-69-2
US $0.00 / g 1g 98%min HPLC 1000G WUHAN FORTUNA CHEMICAL CO., LTD
Lonidamine pictures 2024-11-19 Lonidamine
50264-69-2
US $33.00-58.00 / mg 97.36% 10g TargetMol Chemicals Inc.
Lonidamine pictures 2024-11-19 Lonidamine
50264-69-2
US $33.00-58.00 / mg 97.36% 10g TargetMol Chemicals Inc.
  • Lonidamine pictures
  • Lonidamine
    50264-69-2
  • US $0.00 / g
  • 98%min HPLC
  • WUHAN FORTUNA CHEMICAL CO., LTD
  • Lonidamine pictures
  • Lonidamine
    50264-69-2
  • US $33.00-58.00 / mg
  • 97.36%
  • TargetMol Chemicals Inc.
  • Lonidamine pictures
  • Lonidamine
    50264-69-2
  • US $33.00-58.00 / mg
  • 97.36%
  • TargetMol Chemicals Inc.
af1890 1-[(2,4-dichlorophenyl)methyl]indazole-3-carboxylic acid 1H-Indazole-3-carboxylicacid, 1-[(2,4-dichlorophenyl)Methyl]- 1-(2,4-dichlorbenzyl)-indazole-3-carboxylicacid 1-(2,4-dichlorobenzyl)-1h-indazole-3-carboxylicaci Lonidamine, >=99% 1-(3,4-dichlorobenzyl)-1H-indazole-3-carboxylic acid DICLONDAZOLIC ACID LONIDAMINE 1-[2,4-DICHLOROBENZYL]-1H-INDAZOLE-3-CARBOXYLIC ACID 1-[(2,4-DICHLOROPHENYL)METHYL]-1H-INDAZOLE-3-CARBOXYLIC ACID 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 13iclondazolic Acid AF-1890:DICA 1-((2,4-dichlorophenyl)methyl)-1h-indazole-3-carboxylicaci 1-[(2,4-Dichloropheny1) methyl]-1H-indazole-3-carboxylic acid LONIDAMING Lonidamine USP/EP/BP Lonidamine (AF1890) Lonidamine, 99%, mitochondrial hexokinase inhibitor lonidamin dica 50264-69-2 C15H10Cl2N2O2 Biochemicals and Reagents BioChemical Hexokinase (mitochondrial), cellular respiration, and glycolysis D to K Enzyme Inhibitors Enzyme Inhibitors by Enzyme Enzymes, Inhibitors, and Substrates API DORIDAMINA inhibitor Anti-cancer&immunity