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Adaptaquin

Product Name
Adaptaquin
CAS No.
385786-48-1
Chemical Name
Adaptaquin
Synonyms
Adaptaquin;HIF Prolyl Hydroxylase Inhibitor - CAS 385786-48-1 - Calbiochem;7-[(4-Chlorophenyl)[(3-hydroxy-2-pyridinyl)amino]methyl]-8-quinolinol;7-((4-Chlorophenyl)((3-hydroxypyridin-2-yl)amino)methyl)quinolin-8-ol;8-Quinolinol, 7-[(4-chlorophenyl)[(3-hydroxy-2-pyridinyl)amino]methyl]-;Hypoxia-inducible factors,peroxidation,mitochondrial,HIFs,HIF-PH,inhibit,HIF-PHD2,HIF/HIF Prolyl-Hydroxylase,Adaptaquin,Inhibitor
CBNumber
CB74665884
Molecular Formula
C21H16ClN3O2
Formula Weight
377.82
MOL File
385786-48-1.mol
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Adaptaquin Property

Boiling point:
650.9±55.0 °C(Predicted)
Density 
1.437±0.06 g/cm3(Predicted)
storage temp. 
-20C
solubility 
≤30mg/ml in DMSO;30mg/ml in dimethyl formamide
form 
Tan solid
pka
4.07±0.50(Predicted)
color 
White to yellow
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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
400084
Product name
HIF Prolyl Hydroxylase Inhibitor - CAS 385786-48-1 - Calbiochem
Packaging
10mg
Price
$159
Updated
2024/03/01
Cayman Chemical
Product number
19720
Product name
Adaptaquin
Purity
≥95%
Packaging
5mg
Price
$73
Updated
2024/03/01
Cayman Chemical
Product number
19720
Product name
Adaptaquin
Purity
≥95%
Packaging
10mg
Price
$138
Updated
2024/03/01
Cayman Chemical
Product number
19720
Product name
Adaptaquin
Purity
≥95%
Packaging
50mg
Price
$575
Updated
2024/03/01
Tocris
Product number
5953
Product name
Adaptaquin
Purity
≥97%(HPLC)
Packaging
50
Price
$682
Updated
2021/12/16
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Adaptaquin Chemical Properties,Usage,Production

Uses

General Uses:Ischemic injury Research, Renal anemia, HIF Prolyl Hydroxylase Inhibitor, Antioxidant, NeuroprotectiveDescription:Adaptaquin inhibits the HIF PHDs in brain in a dose dependent fashion and penetrates blood brain barrier (BBB). Exhibited functional recovery in intra-cerebral hemorrhage rat model; inhibits ATF4 gene. Potent HIF PHD inhibitor (hypoxia inducible factor), Selective PDH2 inhibitor.This compound is suitable for pyruvate dehydrogenase (PDH) related research.

Biological Activity

adaptaquin is a selective hydroxyquinoline hif prolyl hydroxylase (hif-phd) inhibitor [1][2].the hypoxia-inducible factor prolyl hydroxylase domain enzymes (hif-phds) are a family of oxygen sensors that has been implicated in neuronal survival. catalysis by the hif-phds destabilizes the transcriptional activator hif-1a under normoxia. hif-phds are promising target candidates for mitochondrial protection in paradigms of oxidative stress. the inhibition of hif-phds prevented neuronal cell death induced by mitochondrial toxins [1][2].adaptaquin is a hydroxyquinoline hif-phd inhibitor. adaptaquin inhibited purified and recombinant phd2. adaptaquin (30 mg/kg) penetrated the blood-brain barrier, resulting in inhibition of the oxygen-sensing hif-phds and activation of hif-dependent gene expression [1]. in ht-22 cells, adaptaquin protected against glutamate-induced cell death. adaptaquin could also restore the mitochondrial atp production [2].in intracerebral hemorrhage (ich) mice model, adaptaquin decreased edema and significantly improved tape removal task, which were associated with a reduction in the number of degenerating neurons in perihematomal and hematomal areas of the mouse striatum [1].

Enzyme inhibitor

This brain-penetrant PHD2 inhibitor and antioxidant (FW = 377.82 g/mol; CAS 385786-48-1; Soluble to 100 mM in DMSO), also named 7-[(4chlorophenyl)[(3-hydroxy-2-pyridinyl)amino]methyl]-8-quinolinol, targets Hypoxia-Inducible Factor (or HIF) prolyl hydroxylase-2, a critical regulator of hematopoietic stem cell (HSC) maintenance during steadystate and stress. Indeed, this branched oxyquinoline molecule was named adaptaquin (AQ) to signify its ability to inhibit the HIF-PHDs and activate adaptive responses to hypoxia. Hypoxia is a prominent feature in the maintenance of HSC quiescence and multipotency. Adaptaquin also exhibits neuroprotective effects, enhancing functional recovery in rodent intracerebral hemorrhage models, via inhibition of ATF4 dependent genes.

storage

Store at -20°C

References

[1]. karuppagounder ss, alim i, khim sj, et al. therapeutic targeting of oxygen-sensing prolyl hydroxylases abrogates atf4-dependent neuronal death and improves outcomes after brain hemorrhage in several rodent models. sci transl med. 2016 mar 2;8(328):328ra29.
[2]. neitemeier s, dolga am, honrath b, et al. inhibition of hif-prolyl-4-hydroxylases prevents mitochondrial impairment and cell death in a model of neuronal oxytosis. cell death dis. 2016 may 5;7:e2214.

Adaptaquin Preparation Products And Raw materials

Raw materials

Preparation Products

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Adaptaquin Suppliers

WUHAN SUN-SHINE BIO-TECHNOLOGY Co., Ltd.
Tel
17702719238 17702719238
Email
sales@sun-shinechem.com
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China
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977
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64
BOC Sciences
Tel
1-631-485-4226; 16314854226
Email
info@bocsci.com
Country
United States
ProdList
14055
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Shanghai EFE Biological Technology Co., Ltd.
Tel
021-65675885 18964387627
Fax
021-65675885
Email
info@efebio.com
Country
China
ProdList
9806
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58
Tianjin Kailiqi Biotechnology Co., Ltd.
Tel
15076683720
Fax
022-23754520
Email
klq@cw-bio.com
Country
China
ProdList
4553
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55
TargetMol Chemicals Inc.
Tel
+1-781-999-5354 +1-00000000000
Email
marketing@targetmol.com
Country
United States
ProdList
32072
Advantage
58
DC Chemicals
Tel
021-58447131 13564518121
Email
sales@dcchemicals.com
Country
China
ProdList
9410
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58
ChemeGen(Shanghai) Biotechnology Co.,Ltd.
Tel
18818260767
Fax
QQ 3610331285
Email
sales@chemegen.com
Country
China
ProdList
11217
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MedBioPharmaceutical Technology Inc
Tel
021-69568360 18916172912
Email
order@med-bio.cn
Country
China
ProdList
8140
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Changzhou Furuisi Biotechnology Co., Ltd
Tel
0519-85524369
Email
3477467573@qq.com
Country
China
ProdList
8617
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58
Hefei Mokai Pharmaceutical Technology Co., Ltd
Tel
18130062233
Email
3362556465@qq.com
Country
China
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8000
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58

385786-48-1, AdaptaquinRelated Search:


  • Adaptaquin
  • HIF Prolyl Hydroxylase Inhibitor - CAS 385786-48-1 - Calbiochem
  • 7-[(4-Chlorophenyl)[(3-hydroxy-2-pyridinyl)amino]methyl]-8-quinolinol
  • Hypoxia-inducible factors,peroxidation,mitochondrial,HIFs,HIF-PH,inhibit,HIF-PHD2,HIF/HIF Prolyl-Hydroxylase,Adaptaquin,Inhibitor
  • 8-Quinolinol, 7-[(4-chlorophenyl)[(3-hydroxy-2-pyridinyl)amino]methyl]-
  • 7-((4-Chlorophenyl)((3-hydroxypyridin-2-yl)amino)methyl)quinolin-8-ol
  • 385786-48-1