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Chemical Structure| 385786-48-1 Chemical Structure| 385786-48-1

Structure of Adaptaquin
CAS No.: 385786-48-1

Chemical Structure| 385786-48-1

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Adaptaquin is an effective inhibitor of hypoxia-inducible factor prolyl hydroxylase 2 (HIF-PHD2). It protects cells from oxidative stress damage by inhibiting lipid peroxidation and maintaining mitochondrial function. Adaptaquin has potential application value in studies of hypoxia-related diseases and mitochondrial dysfunction.

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Product Details of Adaptaquin

CAS No. :385786-48-1
Formula : C21H16ClN3O2
M.W : 377.82
SMILES Code : OC1=C2N=CC=CC2=CC=C1C(C3=CC=C(Cl)C=C3)NC4=NC=CC=C4O
InChI Key :KKYHNYRUBSYTCZ-UHFFFAOYSA-N
Pubchem ID :3740671

Safety of Adaptaquin

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302-H315-H319
Precautionary Statements:P501-P270-P264-P280-P302+P352-P337+P313-P305+P351+P338-P362+P364-P332+P313-P301+P312+P330

Related Pathways of Adaptaquin

epigenetics

Isoform Comparison

Biological Activity

In Vitro:

Cell Line
Concentration Treated Time Description References
immortalized striatal neuroblasts (Q7 cells) 0.25–10 mM 24 h To investigate the protective effects of adaptaquin against hemin-induced toxicity. Adaptaquin significantly reduced neuronal death in all three cell types, with EC50 values of 34.1 µM in primary cortical neurons, 50.8 µM in HT22 cells, and 26.7 µM in Q7 cells Sci Transl Med. 2016 Mar 2;8(328):328ra29
HT-22 cells 2 μM 15 h Adaptaquin inhibits HIF-PHDs, preventing glutamate-induced oxidative stress and cell death, and maintains mitochondrial function. Cell Death Dis. 2016 May 5;7(5):e2214
Ventral midbrain dopaminergic (VM DA) neurons 0.5 μM 24 h To evaluate the neuroprotective potential of Adaptaquin against 6-OHDA and MPP+-induced dopaminergic neuron death. Results showed that 0.5 μM Adaptaquin significantly protected dopaminergic neurons from the toxicity of 6-OHDA and MPP+. Neurobiol Dis. 2020 Mar;136:104725
Neuronal PC12 cells 0.5 μM 48 h To evaluate the neuroprotective potential of Adaptaquin against MPP+-induced cell death. Results showed that 0.5 μM Adaptaquin significantly increased cell survival and reduced the formation of intracellular vacuoles. Neurobiol Dis. 2020 Mar;136:104725
Neuronal PC12 cells 0.1 μM, 0.5 μM, 1 μM, 5 μM 24 h To evaluate the neuroprotective potential of Adaptaquin against 6-OHDA-induced cell death. Results showed that 0.5 μM and higher concentrations of Adaptaquin significantly protected PC12 cells from 6-OHDA-induced cell death and preserved cell morphology. Neurobiol Dis. 2020 Mar;136:104725
Schwann cells 10 μM 16 h Induction of hypoxia-related adaptive responses, including increased expression of HIF-1α and its target genes Glia. 2023 Mar;71(3):648-666
rat Schwann cells 10 μM 16 h To evaluate the effect of Adaptaquin on HIF-1α stabilization and HIF-1α target gene transcriptional activity in Schwann cells. Results showed that Adaptaquin significantly increased HIF-1α stabilization and HIF-1α target gene transcriptional activity. Glia. 2021 Sep;69(9):2215-2234

In Vivo:

Species
Animal Model
Administration Dosage Frequency Description References
Mice Collagenase-induced ICH model Intraperitoneal injection 30 mg/kg Once daily for 7 days To evaluate the effect of adaptaquin on functional recovery after ICH, results showed that adaptaquin significantly improved sensorimotor function and reduced neuronal degeneration Sci Transl Med. 2016 Mar 2;8(328):328ra29
C57BL/6 mice 6-OHDA-induced Parkinson’s disease model Intraperitoneal injection 30 mg/kg Once daily for 7 days To evaluate the protective effects of Adaptaquin on 6-OHDA-induced death of substantia nigra dopaminergic neurons and striatal TH immunoreactivity. Results showed that Adaptaquin significantly increased the survival of dopaminergic neurons in the substantia nigra and partially restored TH immunoreactivity in the striatum. Additionally, Adaptaquin significantly improved motor function. Neurobiol Dis. 2020 Mar;136:104725

Protocol

Bio Calculators
Preparing Stock Solutions 1mg 5mg 10mg

1 mM

5 mM

10 mM

2.65mL

0.53mL

0.26mL

13.23mL

2.65mL

1.32mL

26.47mL

5.29mL

2.65mL

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