Description References
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Lonidamine

Description References
Product Name
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
Formula Weight
321.16
MOL File
50264-69-2.mol
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Lonidamine Property

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).
pka
3.00±0.10(Predicted)
form 
solid
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)
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Safety

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)
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H302Harmful if swallowed

H351Suspected of causing cancer

H360May damage fertility or the unborn child

Precautionary statements

P201Obtain special instructions before use.

P308+P313IF exposed or concerned: Get medical advice/attention.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
L4900
Product name
Lonidamine
Purity
mitochondrial hexokinase inhibitor
Packaging
5mg
Price
$177
Updated
2024/03/01
Sigma-Aldrich
Product number
L4900
Product name
Lonidamine
Purity
mitochondrial hexokinase inhibitor
Packaging
25mg
Price
$606
Updated
2024/03/01
Cayman Chemical
Product number
14640
Product name
Lonidamine
Purity
≥98%
Packaging
5mg
Price
$49
Updated
2024/03/01
Cayman Chemical
Product number
14640
Product name
Lonidamine
Purity
≥98%
Packaging
10mg
Price
$77
Updated
2024/03/01
Cayman Chemical
Product number
14640
Product name
Lonidamine
Purity
≥98%
Packaging
50mg
Price
$168
Updated
2024/03/01
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Lonidamine Chemical Properties,Usage,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

Lonidamine Preparation Products And Raw materials

Raw materials

Stannous chloride dihydrate Isatin Potassium iodide Sodium nitrite 7-Hydroxygranisetron 2,4-Dichlorobenzoyl chloride

Preparation Products

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View Lastest Price from Lonidamine manufacturers

WUHAN FORTUNA CHEMICAL CO., LTD
Product
Lonidamine 50264-69-2
Price
US $0.00/g
Min. Order
1g
Purity
98%min HPLC
Supply Ability
1000G
Release date
2021-06-24
Hebei Guanlang Biotechnology Co,.LTD
Product
Lonidamine 50264-69-2
Price
US $9.10/KG
Min. Order
1KG
Purity
99%
Supply Ability
10 ton
Release date
2021-07-15
Shanghai Biolang Biotechnology Co., Ltd.
Product
Lonidamine 50264-69-2
Price
US $9.90-7.70/g
Min. Order
10g
Purity
99.99%HPLC.USP42——Powder、Oil、Pills、Capsules、Tablets，Customiz
Supply Ability
1000kgs
Release date
2022-02-22

50264-69-2, LonidamineRelated Search:

Indazole-3-carboxylic acid Triphenylphosphine Dichloroethane Thionyl chloride Citric acid Folic acid Hyaluronic acid 2-Phenylphenol Quinclorac Sodium dichloroisocyanurate Ethyl 2-(Chlorosulfonyl)acetate Dichlorodiphenylsilane Voriconazole Ascoric Acid Phenylacetone 1-METHYL-1H-INDAZOLE-3-CARBALDEHYDE 3-METHYL-1H-INDAZOLE 1H-INDAZOLE-3-CARBALDEHYDE

  • af1890
  • lonidamin
  • 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 (AF1890)
  • Lonidamine, 99%, mitochondrial hexokinase inhibitor
  • 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
  • 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
  • 13iclondazolic Acid
  • AF-1890：DICA
  • 1-((2,4-dichlorophenyl)methyl)-1h-indazole-3-carboxylicaci
  • 1-[(2，4-Dichloropheny1) methyl]-1H-indazole-3-carboxylic acid
  • Lonidamine USP/EP/BP
  • LONIDAMING
  • 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