biological activity
ChemicalBook > CAS DataBase List > 4-OXO-1,4-DIHYDRO-[1,10]PHENANTHROLINE-3-CARBOXYLIC ACID

4-OXO-1,4-DIHYDRO-[1,10]PHENANTHROLINE-3-CARBOXYLIC ACID

biological activity
Product Name
4-OXO-1,4-DIHYDRO-[1,10]PHENANTHROLINE-3-CARBOXYLIC ACID
CAS No.
331830-20-7
Chemical Name
4-OXO-1,4-DIHYDRO-[1,10]PHENANTHROLINE-3-CARBOXYLIC ACID
Synonyms
4-DPCA;1,4-DPCA;1,4-DPCA, 10 mM in DMSO;TVBAVFFTADCWKG-UHFFFAOYSA-N;4-OXO-1,4-DIHYDRO-[1,10]PHENANTHROLINE-3-CARBOXYLIC ACID;4-Oxo-4,4a-dihydro-1,10-phenanthroline-3-carboxylic acid;1,10-Phenanthroline-3-carboxylic acid, 4,4a-dihydro-4-oxo-;HIF-PH,HIF/HIF Prolyl-Hydroxylase,HIF-1α,HIFs,FIH,P4HA1,P4HA2,1,4DPCA,healing,Inhibitor,Hypoxia-inducible factors,1,4 DPCA,wound,inhibit,1,4-DPCA,P4HA3
CBNumber
CB9765690
Molecular Formula
C13H8N2O3
Formula Weight
240.21
MOL File
331830-20-7.mol
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4-OXO-1,4-DIHYDRO-[1,10]PHENANTHROLINE-3-CARBOXYLIC ACID Property

Boiling point:
419.5±45.0 °C(Predicted)
Density 
1.52±0.1 g/cm3(Predicted)
storage temp. 
RT
solubility 
Soluble in DMSO (up to 15 mg/ml with warming).
form 
Tan solid.
pka
2.55±0.20(Predicted)
color 
Off-white
Stability:
Stable for 2 years from date of purchase as supplied. Solutions in DMSO may be stored at -20° for up to 2 months.
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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

Cayman Chemical
Product number
71220
Product name
1,4-DPCA
Purity
≥98%
Packaging
5mg
Price
$49
Updated
2024/03/01
Cayman Chemical
Product number
71220
Product name
1,4-DPCA
Purity
≥98%
Packaging
10mg
Price
$87
Updated
2024/03/01
Cayman Chemical
Product number
71220
Product name
1,4-DPCA
Purity
≥98%
Packaging
25mg
Price
$190
Updated
2024/03/01
Cayman Chemical
Product number
71220
Product name
1,4-DPCA
Purity
≥98%
Packaging
50mg
Price
$333
Updated
2024/03/01
TRC
Product number
D585820
Product name
1,4-DPCA
Packaging
50mg
Price
$125
Updated
2021/12/16
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4-OXO-1,4-DIHYDRO-[1,10]PHENANTHROLINE-3-CARBOXYLIC ACID Chemical Properties,Usage,Production

biological activity

1,4-DPCA, a potent and selective inhibitor of prolyl-4-hydroxylase, is also an inhibitor of collagen hydroxylation in chemicalbook cells of human foreskin fibroblasts with IC50 of 2.4µM. 1,4-DPCA inhibits the alpha isoform of prolyl-4-hydroxylase and stabilizes HIF-1alpha protein.

Description

1,4-DPCA (331830-20-7) is a potent inhibitor of prolyl 4-hydroxylase (IC50=2-4 μM).1 Inhibits collagen deposition via inhibition of collagen proline hydroxylation.2,3 Subcutaneous injection of a 1,4-DPCA containing hydrogel into Swiss Webster mice that do not show a regenerative phenotype increased expression of HIF1α over 5 days. Multiple injections led to regenerative wound healing after ear hole punch injury.4

Uses

1,4-DPCA nis a potent competitive inhibitor of avian prolyl 4-hydroxylase in embryonic chick tendon cells and human foreskin fibroblasts in vitro. It is a promotor of wound healing and tissue regeneration in mice.

in vivo

1,4-DPCA treatment suppresses connective tissue ingrowth in porous porous poly (lactic-co-glycolic acid) (PLGA) discs implanted in the peritoneal cavity for 28 days in mice. 1,4-DPCA is found to be effective at inhibiting collagen deposition within and on the outer surface of the disc, and also limited connective tissue ingrowth, but not to the extent of glucocorticoid inhibition[2].

References

[1] T J FRANKLIN. Inhibition of prolyl 4-hydroxylase in vitro and in vivo by members of a novel series of phenanthrolinones.[J]. Biochemical Journal, 2001, 353 Pt 2: 333-338. DOI:10.1042/0264-6021:3530333
[2] GAOFENG XIONG. Prolyl-4-hydroxylase α subunit 2 promotes breast cancer progression and metastasis by regulating collagen deposition.[J]. BMC Cancer, 2014: 1. DOI:10.1186/1471-2407-14-1
[3] RYAN J. LOVE  Kim S J. Transient inhibition of connective tissue infiltration and collagen deposition into porous poly(lactic-co-glycolic acid) discs[J]. Journal of biomedical materials research. Part A, 2013, 101 12: 3599-3606. DOI:10.1002/jbm.a.34648
[4] YONG ZHANG. Drug-induced regeneration in adult mice[J]. Science Translational Medicine, 2015, 7 290. DOI:10.1126/scitranslmed.3010228

4-OXO-1,4-DIHYDRO-[1,10]PHENANTHROLINE-3-CARBOXYLIC ACID Preparation Products And Raw materials

Raw materials

Preparation Products

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4-OXO-1,4-DIHYDRO-[1,10]PHENANTHROLINE-3-CARBOXYLIC ACID Suppliers

BOC Sciences
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1-631-485-4226; 16314854226
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United States
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ShangHai Caerulum Pharma Discovery Co., Ltd.
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18149758185
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sales-cpd@caerulumpharma.com
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China
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BOC Sciences
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16314854226
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info@bocsci.com
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United States
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Shanghai EFE Biological Technology Co., Ltd.
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021-65675885 18964387627
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China
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Shanghai YuanYe Biotechnology Co., Ltd.
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Shanghai Han-Xiang Chemical Co., Ltd.
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TargetMol Chemicals Inc.
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InvivoChem
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ChemeGen(Shanghai) Biotechnology Co.,Ltd.
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18818260767
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Absin Bioscience Inc.
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331830-20-7, 4-OXO-1,4-DIHYDRO-[1,10]PHENANTHROLINE-3-CARBOXYLIC ACIDRelated Search:


  • 4-OXO-1,4-DIHYDRO-[1,10]PHENANTHROLINE-3-CARBOXYLIC ACID
  • 1,4-DPCA
  • TVBAVFFTADCWKG-UHFFFAOYSA-N
  • 4-DPCA
  • HIF-PH,HIF/HIF Prolyl-Hydroxylase,HIF-1α,HIFs,FIH,P4HA1,P4HA2,1,4DPCA,healing,Inhibitor,Hypoxia-inducible factors,1,4 DPCA,wound,inhibit,1,4-DPCA,P4HA3
  • 1,10-Phenanthroline-3-carboxylic acid, 4,4a-dihydro-4-oxo-
  • 4-Oxo-4,4a-dihydro-1,10-phenanthroline-3-carboxylic acid
  • 1,4-DPCA, 10 mM in DMSO
  • 331830-20-7