ChemicalBook > CAS DataBase List > 3PO

3PO

Product Name: 3PO
CAS No.: 18550-98-6
Chemical Name: 3PO
Synonyms: 3 PO;3-PO;3PO ，S7639;3PO HY-19824;3PO[SML1343];3PO >=98% (HPLC);3PO, 10 mM in DMSO;inhibitor of glucose metabolism;3PO (inhibitor of glucose metabolism);(E)-3-Pyridin-3-yl-1-pyridin-4-yl-propenone;2-Propen-1-one, 3-(3-pyridinyl)-1-(4-pyridinyl)-, (2E)-
CBNumber: CB33121068
Molecular Formula: C13H10N2O
Formula Weight: 210.23
MOL File: 18550-98-6.mol

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3PO Property

Boiling point:: 387.8±42.0 °C(Predicted)
Density: 1.192±0.06 g/cm3(Predicted)
storage temp.: 2-8°C
solubility: Soluble in DMSO (up to 15 mg/ml) or in Ethanol (up to 5 mg/ml)
form: powder
pka: 3.49±0.11(Predicted)
color: white to beige
Stability:: Stable for 1 year from date of purchase as supplied. Solutions in DMSO or ethanol may be stored at -20°C for up to 3 months.
InChI: InChI=1S/C13H10N2O/c16-13(12-5-8-14-9-6-12)4-3-11-2-1-7-15-10-11/h1-10H/b4-3+
InChIKey: UOWGYMNWMDNSTL-ONEGZZNKSA-N
SMILES: C(C1C=CN=CC=1)(=O)/C=C/C1=CC=CN=C1

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H302Harmful if swallowed

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P330Rinse mouth.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: SML1343
Product name: 3PO
Purity: ≥98% (HPLC)
Packaging: 5MG
Price: $74.67
Updated: 2025/07/31

Sigma-Aldrich

Product number: SML1343
Product name: 3PO
Purity: ≥98% (HPLC)
Packaging: 25MG
Price: $211.4
Updated: 2025/07/31

Cayman Chemical

Product number: 19276
Product name: 3PO
Purity: ≥98%
Packaging: 5mg
Price: $37
Updated: 2024/03/01

Cayman Chemical

Product number: 19276
Product name: 3PO
Purity: ≥98%
Packaging: 10mg
Price: $54
Updated: 2024/03/01

Cayman Chemical

Product number: 19276
Product name: 3PO
Purity: ≥98%
Packaging: 25mg
Price: $116
Updated: 2024/03/01

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3PO Chemical Properties,Usage,Production

Description

3PO (18550-98-6) is an inhibitor of the metabolic enzyme 6-Phosphofructo-2-kinase/fructose-2,6-bisphosphatase 3 (PFKFB3).? PFKFB3 is constitutively expressed by neoplastic cells and is required for the high glycolytic rate (Warburg Effect) of these cells. 3PO inhibits PFKFB3 (IC50?= 1.4 – 24 μM for various cancer cell lines), suppresses glucose uptake, and lowers intracellular concentrations of Fru-2,6-BP, lactate, ATP, NAD+, and NADH.1? Inhibition of cancer cell metabolism via blocking the action of PFKFB3 has been studied in various models.2-4? Inhibition of PFKFB3 has been shown to induce autophagy as a survival mechanism in cancer cells.5? 3PO has also been used to reduce pathological angiogenesis.6

Uses

3PO is an inhibitor of PFKFB3. 3PO attenuates the proliferation of several cancer cell lines with IC50s of 1.4-24 μmol/L. 3PO suppresses glucose uptake and decreases the intracellular concentration of Fru-2,6-BP, lactate, ATP, NAD+ and NADH. 3PO can be used for the research of cancer[1].

Definition

ChEBI: 3PO is a member of the class of pyridines that is pyridine substituted by a 3-oxo-3-(pyridin-4-yl)prop-1-en-1-yl group at position 3. An inhibitor of PFKFB3 kinase, an enzyme with a key role in glycolysis. It has a role as an antineoplastic agent, an angiogenesis inhibitor, an autophagy inducer, an apoptosis inducer and an EC 2.7.1.105 (6-phosphofructo-2-kinase) inhibitor. It is a member of pyridines and an enone.

Biochem/physiol Actions

3PO is a potent and selective inhibitor of PFKFB3 (6-Phosphofructo-2-kinase/fructose-2,6-bisphosphatase) that reduces glycolytic flux and suppresses glucose uptake. 3PO is selectively cytostatic to transformed cells and suppresses the growth of established tumor in mice.

in vivo

3PO (0.07 mg/g; i.p. once per day for 14 days) inhibits the growth of Lewis lung carcinoma xenografts in C57Bl/6 mice^[1]. 3PO (0.07 mg/g; i.p. three sequential daily injections followed by 3 off days for 14 days) inhibits the tumor growth in BALB/c athymic mice^[1]. 3PO (0.07 mg/g; i.p. two daily injections followed a 7-day rest for 14 days) inhibits the tumor growth in BALB/c athymic mice^[1]. 3PO (0.07 mg/g; i.p. once) inhibits Fru-2,6-BP and glucose uptake in C57Bl/6 mice^[1].

Animal Model:	Female C57Bl/6 mice with Lewis lung carcinoma xenografts^[1]
Dosage:	0.07 mg/g
Administration:	Intraperitoneal injection; 0.07 mg/g once a day; for 14 days
Result:	Suppressed the growth of Lewis lung carcinoma xenografts in C57Bl/6 mice compared to the control group.

Animal Model:	Female BALB/c athymic mice with MDA-MB231 human breast adenocarcinoma xenografts^[1]
Dosage:	0.07 mg/g
Administration:	Intraperitoneal injection; 0.07 mg/g three sequential daily injections of either DMSO or 3PO followed by 3 off days; for 14 days
Result:	Suppressed xenograft tumorigenic growth of MDA-MB231 cells compared with the controls.

Animal Model:	Female BALB/c athymic mice with HL-60 leukemia xenografts^[1]
Dosage:	0.07 mg/g
Administration:	Intraperitoneal injection; 0.07 mg/g two daily injections followed a 7-day rest; for 14 days
Result:	Suppressed xenograft tumorigenic growth of HL-60 leukemia compared with the controls, especially from the second administration cycle.

Animal Model:	Female C57Bl/6 mice with Lewis lung carcinoma xenografts^[1]
Dosage:	0.07 mg/g
Administration:	Intraperitoneal injection; once
Result:	Decreased Fru-2,6-BP and glucose uptake in C57Bl/6 mice compared to control group.

References

[1] BRIAN CLEM. Small-molecule inhibition of 6-phosphofructo-2-kinase activity suppresses glycolytic flux and tumor growth.[J]. Molecular Cancer Therapeutics, 2008: 110-120. DOI:10.1158/1535-7163.mct-07-0482
[2] BRIAN F CLEM. Targeting 6-phosphofructo-2-kinase (PFKFB3) as a therapeutic strategy against cancer.[J]. Molecular Cancer Therapeutics, 2013, 12 8: 1461-1470. DOI:10.1158/1535-7163.mct-13-0097
[3] MICHAEL A LEA Charles desBordes Mansour Altayyar. Inhibition of Growth of Bladder Cancer Cells by 3-(3-Pyridinyl)-1-(4-pyridinyl)-2-propen-1-one in Combination with Other Compounds Affecting Glucose Metabolism.[J]. Anticancer research, 2015: 5889-5899.
[4] MICHAEL A LEA Charles D Yolanda Guzman. Inhibition of Growth by Combined Treatment with Inhibitors of Lactate Dehydrogenase and either Phenformin or Inhibitors of 6-Phosphofructo-2-kinase/Fructose-2,6-bisphosphatase 3.[J]. Anticancer research, 2016, 36 4: 1479-1488.
[5] ALDEN C KLARER. Inhibition of 6-phosphofructo-2-kinase (PFKFB3) induces autophagy as a survival mechanism.[J]. Cancer & Metabolism, 2014, 2 1: 2. DOI:10.1186/2049-3002-2-2
[6] SANDRA SCHOORS. Partial and transient reduction of glycolysis by PFKFB3 blockade reduces pathological angiogenesis.[J]. Cell metabolism, 2014, 19 1: 37-48. DOI:10.1016/j.cmet.2013.11.008

3PO Preparation Products And Raw materials

Raw materials

Preparation Products

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18550-98-6, 3PORelated Search:

Geldanamycin CYCLOPAMINE Imatinib mesylate Vorinostat

3PO (inhibitor of glucose metabolism)

(E)-3-Pyridin-3-yl-1-pyridin-4-yl-propenone

3 PO;3-PO

2-Propen-1-one, 3-(3-pyridinyl)-1-(4-pyridinyl)-, (2E)-

3PO >=98% (HPLC)

inhibitor of glucose metabolism

3PO, 10 mM in DMSO

3PO[SML1343]

3PO ，S7639

3PO HY-19824

18550-98-6