Drug

D0364 | Lonidamine

Molecular Formula C15H10Cl2N2O2
Molecular Weight 321.2
Structure
State solid
Description derivative of indazole-3-carboxylic acid; inhibiting aerobic glycolytic activity

L

L01XX07 Lonidamine


[L01XX] Other antineoplastic agents


[L01X] OTHER ANTINEOPLASTIC AGENTS


[L01] ANTINEOPLASTIC AGENTS


[L] Antineoplastic and immunomodulating agents


Toxicity Dose Time Species Model Method Action Positive criterion Reference
MEMBRANE POTENTIAL 138.1 µM 30 mins mouse liver mitochondria Rh123 fluorescence (excitation 485 nm, emission 535 nm) are recorded using a fluorescence multi-well plate reader (mCICCP (20 µM) treatments was considered as the 100% baseline for ΔΨm loss) decrease EC20 36
RESPIRATION 249
RESPIRATION 18.9 µM 60 mins mouse liver mitochondria Oxygen consumption was monitored with 50nM MitoXpress ( an oxygen-sensitive phosphorescent dye) using a spectrofluorimeter (Tecan Infinite 200; λExcitation 380nm; λEmission 650nm). Rotenone (2µM) was used as 100% baseline for complex I inhibition. decrease EC20 36
RESPIRATION ND 60 mins mouse liver mitochondria Oxygen consumption was monitored with 50nM MitoXpress ( an oxygen-sensitive phosphorescent dye) using a spectrofluorimeter (Tecan Infinite 200; λExcitation 380nm; λEmission 650nm). Oligomycin A (1µM) was used as 100% baseline for complex II inhibition. Negative EC20 36
GLYCOLYSIS 249
SWELLING 660 µM 30 mins mouse liver mitochondria swelling assay: Absorbance at 545 nm using a fluorescence multi-well plate reader (CaCl2 (50 µM) was considered as the 100% baseline for the swelling ) increase EC20 36

Target Dose Time Species Model Method Action Positive criterion Reference
NADH:ubiquinone reductase 18.9 µM 60 mins mouse liver mitochondria Oxygen consumption was monitored with 50nM MitoXpress ( an oxygen-sensitive phosphorescent dye) using a spectrofluorimeter (Tecan Infinite 200; λExcitation 380nm; λEmission 650nm). Rotenone (2µM) was used as 100% baseline for complex I inhibition. inhibit EC20 36
Succinate dehydrogenase ND 60 mins mouse liver mitochondria Oxygen consumption was monitored with 50nM MitoXpress ( an oxygen-sensitive phosphorescent dye) using a spectrofluorimeter (Tecan Infinite 200; λExcitation 380nm; λEmission 650nm). Oligomycin A (1µM) was used as 100% baseline for complex II inhibition. Negative EC20 36
Hexokinase-1 249
Cytochrome c > 800 µM 30 mins mouse liver mitochondria Cytochrome c release was evaluated using ELISA kit ( 20 µg/ml Alamethicin was used as 100% baseline) release EC20 36

Pictogram Signal Statements Precautionary Statement Codes
Danger

Aggregated GHS information provided by 40 companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.


H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]


H351 (95%): Suspected of causing cancer [Warning Carcinogenicity]


H360 (95%): May damage fertility or the unborn child [Danger Reproductive toxicity]


Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown.


P201, P202, P264, P270, P281, P301+P312, P308+P313, P330, P405, and P501; (The corresponding statement to each P-code can be found at the GHS Classification page.)


  • 1-(2,4-Dichlorbenzyl)-indazole-3-carboxylic acid 1-(2,4-Dichlorobenzyl)-1H-indazole-3-carboxylic acid 1-(2,4-dichlorobenzyl)indazole-3-carboxylic acid
    1-[(2,4-DICHLOROPHENYL)METHYL]-1H-INDAZOLE-3-CARBO 1-[(2,4-dichlorophenyl)methyl]-1H-indazole-3-carboxylic acid 1-[(2,4-dichlorophenyl)methyl]-3-indazolecarboxylic acid
    1-[(2,4-dichlorophenyl)methyl]indazole-3-carboxylic acid 1H-Indazole-3-carboxylic acid, 1-((2,4-dichlorophenyl)methyl)- 1H-Indazole-3-carboxylic acid, 1-((2,4-dichlorophenyl)methyl)- (9CI)
    1H-Indazole-3-carboxylic acid, 1-(2,4-dichlorobenzyl)- 1H-Indazole-3-carboxylic acid, 1-[(2,4-dichlorophenyl)methyl]- 1H-Indazole-3-carboxylicacid, 1-[(2,4-dichlorophenyl)methyl]-
    264L692 4CH-014644 50264-69-2
    AB0010495 AB00597141_08 AB00597141_10
    AB2000699 AC-5626 ACT02617
    AF 1890 AF-1890 AF1890
    AKOS012842739 AM20060642 API0003207
    AS-11653 AX8006155 BCP06555
    BDBM59775 BIL0844 BR-73119
    BRD-K78513633-001-03-3 BRD-K78513633-001-06-6 BRN 0894483
    C15H10Cl2N2O2 CAS-50264-69-2 CCG-204803
    CCRIS 3516 CHEBI:50138 CHEMBL1257030
    CS-2602 CTK1H1686 D07257
    DICA DSSTox_CID_782 DSSTox_GSID_20782
    DSSTox_RID_75787 DTXSID5020782 Dichlondazolic acid
    Diclondazolic acid Doridamina Doridamina (TN)
    EINECS 256-510-0 EU-0100718 FT-0650359
    HMS2234H24 HMS3262O17 HMS3268K09
    HMS3369I01 HMS3412P05 HMS3651F09
    HMS3676P05 HY-B0486 J90044
    KN-228 KS-00000XLL L 4900
    LP00718 LS-7474 Lonidamin
    Lonidamina Lonidamina [INN-Spanish] Lonidamine (INN)
    Lonidamine [BAN:INN] Lonidamine [INN:BAN] Lonidamine, mitochondrial hexokinase inhibitor
    Lonidaminum Lonidaminum [INN-Latin] Lopac-L-4900
    Lopac0_000718 MFCD00866285 MLS000028822
    NCGC00015609-01 NCGC00015609-02 NCGC00015609-03
    NCGC00015609-04 NCGC00015609-05 NCGC00015609-06
    NCGC00015609-07 NCGC00015609-08 NCGC00015609-09
    NCGC00025244-01 NCGC00025244-02 NCGC00025244-03
    NCGC00259855-01 NCGC00261403-01 NSC-741419
    NSC-758419 NSC741419 NSC758419
    Pharmakon1600-01503225 Q-201318 Q3836670
    S-4929 SBI-0050696.P002 SC-75962
    SCHEMBL7134 SMR000058467 SR-01000075961
    SR-01000075961-1 SR-01000075961-3 SR-01000075961-6
    ST2414921 SW219810-1 TH-070
    TR-017970 Tocris-1646 Tox21_110181
    Tox21_110181_1 Tox21_202306 Tox21_500718
    U78804BIDR UNII-U78804BIDR WDRYRZXSPDWGEB-UHFFFAOYSA-N
    Z1741977188 ZINC1632 ZX-AFC001293
    cid_39562 lonidamine s2610

    DrugBank Name Lonidamine
    DrugBank DB06266
    CAS Number 50264-69-2
    PubChem Compound 39562
    KEGG Compound ID x
    KEGG Drug D07257
    ChEBI 50138
    ChemSpider 36170
    BindingDB 59775.0
    Wikipedia Lonidamine