Triapine (Synonyms: 3-AP; PAN-811; OCX191)

Name: Triapine
Brand: MedChemExpress
SKU: HY-10082
Rating: 5.0 (10 reviews)

Cat. No.: HY-10082 Purity: 99.78%: Data Sheet
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Triapine (3-AP; PAN-811) is a potent inhibitor of the M2 subunit of ribonucleotide reductase (RR), and is a potent radiosensitizer.

For research use only. We do not sell to patients.

Triapine Chemical Structure

CAS No. : 143621-35-6

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10 mM * 1 mL in DMSO ready for reconstitution	In-stock	Estimated Time of Arrival: December 31
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10 mM * 1 mL in DMSO	In-stock	Estimated Time of Arrival: December 31
Solid
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Customer Review

Based on 10 publication(s) in Google Scholar

Other Forms of Triapine:

(E)-3-AP In-stock
Triapine-d₃ Get quote
Triapine hydrochloride Get quote
Triapine (Standard) Get quote

10 Publications Citing Use of MCE Triapine

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Biological Activity
Protocol
Purity & Documentation
References
Customer Review

Description

Triapine (3-AP; PAN-811) is a potent inhibitor of the M2 subunit of ribonucleotide reductase (RR), and is a potent radiosensitizer.

IC₅₀ & Target

Ribonucleotide reductase (RR)^[1]

Cellular Effect

Cell Line	Type	Value	Description	References
A2780	IC₅₀	0.7 μM Compound: Triapine	Cytotoxicity against human A2780 cells incubated for 72 hrs by MTT assay Cytotoxicity against human A2780 cells incubated for 72 hrs by MTT assay	[PMID: 27336684]
A549	IC₅₀	2.288 μM Compound: 3-AP	Antiproliferative activity against human A549 cells assessed as reduction in cell growth incubated for 72 hrs by MTT assay Antiproliferative activity against human A549 cells assessed as reduction in cell growth incubated for 72 hrs by MTT assay	[PMID: 32438199]
BGC-823	IC₅₀	3.07 μM Compound: 3-AP	Antiproliferative activity against human BGC-823 cells assessed as reduction in cell growth incubated for 72 hrs by MTT assay Antiproliferative activity against human BGC-823 cells assessed as reduction in cell growth incubated for 72 hrs by MTT assay	[PMID: 32438199]
EC9706	IC₅₀	3.084 μM Compound: 3-AP	Antiproliferative activity against human EC9706 cells assessed as reduction in cell growth incubated for 72 hrs by MTT assay Antiproliferative activity against human EC9706 cells assessed as reduction in cell growth incubated for 72 hrs by MTT assay	[PMID: 32438199]
GES1	IC₅₀	5.4 μM Compound: 3-AP	Cytotoxicity against human GES-1 cells after 72 hrs by MTT assay Cytotoxicity against human GES-1 cells after 72 hrs by MTT assay	[PMID: 30108734]
GES1	IC₅₀	5.6 μM Compound: 3-AP	Antiproliferative activity against human GES-1 cells assessed as reduction in cell proliferation incubated for 72 hrs by MTT assay Antiproliferative activity against human GES-1 cells assessed as reduction in cell proliferation incubated for 72 hrs by MTT assay	[PMID: 31614257]
GES1	IC₅₀	6.103 μM Compound: 3-AP	Cytotoxicity against human GES1 cells assessed as reduction in cell viability incubated for 72 hrs by MTT assay Cytotoxicity against human GES1 cells assessed as reduction in cell viability incubated for 72 hrs by MTT assay	[PMID: 32438199]
HCT-116	IC₅₀	1.226 μM Compound: II	Dark cytotoxicity against human HCT116 cells expressing wild type p53 after 96 hrs by MTT assay Dark cytotoxicity against human HCT116 cells expressing wild type p53 after 96 hrs by MTT assay	[PMID: 24900837]
HGC-27	IC₅₀	11.495 μM Compound: 3-AP	Antiproliferative activity against human HGC-27 cells assessed as reduction in cell growth incubated for 72 hrs by MTT assay Antiproliferative activity against human HGC-27 cells assessed as reduction in cell growth incubated for 72 hrs by MTT assay	[PMID: 32438199]
HUVEC	IC₅₀	3448 nM Compound: 3-AP	Cytotoxicity against HUVEC assessed as reduction in cell viability incubated for 48 hrs by cell-titer-Glo luminescent cell viability assay Cytotoxicity against HUVEC assessed as reduction in cell viability incubated for 48 hrs by cell-titer-Glo luminescent cell viability assay	[PMID: 30835473]
KB 3-1	IC₅₀	1.4 μM Compound: 9	Cytotoxicity against human P-gp-negative KB-3-1 cells after 72 hrs by MTT assay Cytotoxicity against human P-gp-negative KB-3-1 cells after 72 hrs by MTT assay	[PMID: 19397322]
KB 3-1	IC₅₀	3.1 μM Compound: Triapine	Cytotoxicity against human KB-3-1 cells incubated for 72 hrs by MTT assay Cytotoxicity against human KB-3-1 cells incubated for 72 hrs by MTT assay	[PMID: 27336684]
KB 3-1	IC₅₀	> 800 μM Compound: 3-AP	Antiproliferative activity against human KB3-1 cells after 24 hrs by MTT assay Antiproliferative activity against human KB3-1 cells after 24 hrs by MTT assay	[PMID: 27524608]
KB 3-1	IC₅₀	> 800 μM Compound: 3-AP	Antiproliferative activity against human KB3-1 cells after 24 hrs in presence of P-gp inhibitor elacridar by MTT assay Antiproliferative activity against human KB3-1 cells after 24 hrs in presence of P-gp inhibitor elacridar by MTT assay	[PMID: 27524608]
KB-V1	IC₅₀	5.9 μM Compound: 9	Cytotoxicity against human P-glycoprotein-expressing KBV1 cells after 72 hrs by MTT assay Cytotoxicity against human P-glycoprotein-expressing KBV1 cells after 72 hrs by MTT assay	[PMID: 19397322]
KB-V1	IC₅₀	> 800 μM Compound: 3-AP	Antiproliferative activity against human KBV1 cells over expressing P-gp after 24 hrs by MTT assay Antiproliferative activity against human KBV1 cells over expressing P-gp after 24 hrs by MTT assay	[PMID: 27524608]
KB-V1	IC₅₀	> 800 μM Compound: 3-AP	Antiproliferative activity against human KBV1 cells over expressing P-gp after 24 hrs in presence of P-gp inhibitor elacridar by MTT assay Antiproliferative activity against human KBV1 cells over expressing P-gp after 24 hrs in presence of P-gp inhibitor elacridar by MTT assay	[PMID: 27524608]
L1210	IC₅₀	1.3 μM Compound: 1; 3-AP	Growth inhibition of mouse L1210 cells by MTS assay Growth inhibition of mouse L1210 cells by MTS assay	[PMID: 30904782]
MCF7	IC₅₀	18.85 μM Compound: 3-AP	Antiproliferative activity against human MCF7 cells after 72 hrs by MTT assay Antiproliferative activity against human MCF7 cells after 72 hrs by MTT assay	[PMID: 30108734]
MCF7	IC₅₀	> 32 μM Compound: 3-AP	Antiproliferative activity against human MCF7 cells assessed as reduction in cell growth incubated for 72 hrs by MTT assay Antiproliferative activity against human MCF7 cells assessed as reduction in cell growth incubated for 72 hrs by MTT assay	[PMID: 32438199]
MES-SA	IC₅₀	1.305 μM Compound: Triapine	Cytotoxicity against human MES-SA cells transfected with mCherry fluorescent protein assessed as inhibition of cell proliferation incubated for 72 hrs by fluorescent assay Cytotoxicity against human MES-SA cells transfected with mCherry fluorescent protein assessed as inhibition of cell proliferation incubated for 72 hrs by fluorescent assay	[PMID: 27161177]
MES-SA/Dx5	IC₅₀	2.523 μM Compound: Triapine	Cytotoxicity against human MES-SA/DX5 cells transfected with mCherry fluorescent protein assessed as inhibition of cell proliferation incubated for 72 hrs by fluorescent assay Cytotoxicity against human MES-SA/DX5 cells transfected with mCherry fluorescent protein assessed as inhibition of cell proliferation incubated for 72 hrs by fluorescent assay	[PMID: 27161177]
MGC-803	IC₅₀	5.411 μM Compound: 3-AP	Antiproliferative activity against human MGC-803 cells assessed as reduction in cell growth incubated for 72 hrs by MTT assay Antiproliferative activity against human MGC-803 cells assessed as reduction in cell growth incubated for 72 hrs by MTT assay	[PMID: 32438199]
MGC-803	IC₅₀	9.68 μM Compound: 3-AP	Antiproliferative activity against human MGC803 cells after 72 hrs by MTT assay Antiproliferative activity against human MGC803 cells after 72 hrs by MTT assay	[PMID: 30108734]
MV4-11	IC₅₀	967.6 nM Compound: 3-AP	Antiproliferative activity against human MV4-11 cells assessed as reduction in cell viability incubated for 48 hrs by cell-titer-Glo luminescent cell viability assay Antiproliferative activity against human MV4-11 cells assessed as reduction in cell viability incubated for 48 hrs by cell-titer-Glo luminescent cell viability assay	[PMID: 30835473]
PC-3	IC₅₀	0.56 μM Compound: 3-AP	Antiproliferative activity against human PC3 cells assessed as reduction in cell proliferation incubated for 72 hrs by MTT assay Antiproliferative activity against human PC3 cells assessed as reduction in cell proliferation incubated for 72 hrs by MTT assay	[PMID: 31614257]
PC-3	IC₅₀	0.56 μM Compound: 3-AP	Antiproliferative activity against human PC-3 cells assessed as inhibition of cell proliferation measured after 72 hrs by MTT assay Antiproliferative activity against human PC-3 cells assessed as inhibition of cell proliferation measured after 72 hrs by MTT assay	[PMID: 33153765]
SGC-7901	IC₅₀	18.349 μM Compound: 3-AP	Antiproliferative activity against human SGC-7901 cells assessed as reduction in cell growth incubated for 72 hrs by MTT assay Antiproliferative activity against human SGC-7901 cells assessed as reduction in cell growth incubated for 72 hrs by MTT assay	[PMID: 32438199]
SK-N-MC	IC₅₀	0.26 μM Compound: 3-AP	Antiproliferative activity against human SK-N-MC cells after 72 hrs by MTT assay Antiproliferative activity against human SK-N-MC cells after 72 hrs by MTT assay	[PMID: 17602603]
SK-N-MC	IC₅₀	0.26 μM Compound: 3-AP	Antiproliferative activity against human SK-N-MC cells after 72 hrs by MTT assay Antiproliferative activity against human SK-N-MC cells after 72 hrs by MTT assay	[PMID: 19601577]
SK-N-MC	IC₅₀	0.31 μM Compound: triapine	Antiproliferative activity against human SK-N-MC cells by MTT assay Antiproliferative activity against human SK-N-MC cells by MTT assay	[PMID: 17142046]
SK-N-MC	IC₅₀	0.54 μM Compound: 3-AP	Antiproliferative activity against human SK-N-MC cells by MTT assay Antiproliferative activity against human SK-N-MC cells by MTT assay	[PMID: 17963372]
SMMC-7721	IC₅₀	42.81 μM Compound: 3-AP	Antiproliferative activity against human SMMC7721 cells after 72 hrs by MTT assay Antiproliferative activity against human SMMC7721 cells after 72 hrs by MTT assay	[PMID: 30108734]
SW480	IC₅₀	0.84 μM Compound: Triapine	Cytotoxicity against human SW480 cells incubated for 72 hrs by MTT assay Cytotoxicity against human SW480 cells incubated for 72 hrs by MTT assay	[PMID: 27336684]
SW480	IC₅₀	> 50 μM Compound: Triapine	Cytotoxicity against triapine-resistant human SW480 cells incubated for 72 hrs by MTT assay Cytotoxicity against triapine-resistant human SW480 cells incubated for 72 hrs by MTT assay	[PMID: 27336684]
WI-38	IC₅₀	> 25 μM Compound: Triapine	Cytotoxicity against human WI38 cells incubated for 72 hrs by MTT assay Cytotoxicity against human WI38 cells incubated for 72 hrs by MTT assay	[PMID: 27336684]

In Vitro

Triapine (3-AP; PAN-811) is a potent derivative of α-heterocyclic carboxaldehyde thiosemicarbazone (HCT) that inhibits hRRM2 and p53R2 isoforms of the M2 subunit^[1]. Triapine (3-AP; PAN-811) is thought to inhibit ribonucleotide reductase through its preformed iron chelate, rather than directly by removing iron from the active site. In cells containing less topoisomerase IIα fewer DNA strand breaks will be produced, and thus topoisomerase II poisons will be less inhibitory in the K/VP.5 cell line. The IC₅₀s for Dp44mT growth inhibition are 48±9 nM and 60±12 nM, for K562 and K/VP.5 cells, respectively. The IC₅₀s for Triapine growth inhibition are 476±39 nM and 661±69 nM for K562 and K/VP.5 cells, respectively^[2]. PKIH and DpT Fe chelators show high antiproliferative activity against a range of tumor cell lines. Dp44mT shows the greatest antitumor efficacy with an IC₅₀ that ranged from 0.005 to 0.4 μM. The average IC₅₀ of Dp44mT over 28 cell types is 0.03±0.01 μM, which is significantly lower than that of Triapine (3-AP; PAN-811; average IC₅₀: 1.41±0.37 μM)^[3].

MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

In Vivo

Triapine (3-AP; PAN-811) causes a significant increase (1.7-fold) in splenic weight when expressed as a percentage of total body weight (1.02±0.06%; n=25) compared with control mice (0.6±0.03%; n=27). In the long-term group, a significant increase in heart weight is observed after Dp44mT (0.4 mg/kg per day) (0.8±0.06%; n=4) compared with control mice (0.5±0.01%; n=6). A significant decrease in the expression of Ndrg1, TfR1, and VEGF1 in the liver is noted for Dp44mT- and Triapine (12 mg/kg per day)-treated animals. The decreased expression could be related to the increased liver Fe in both Dp44mT- and Triapine-treated mice^[3].

MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

Clinical Trial

Molecular Weight

195.24

Formula

C₇H₉N₅S

CAS No.

143621-35-6

Appearance

Solid

Color

Light yellow to khaki

SMILES

S=C(N)N/N=C/C1=NC=CC=C1N

Shipping

Room temperature in continental US; may vary elsewhere.

Storage

Powder	-20°C	3 years
	4°C	2 years
In solvent	-80°C	6 months
	-20°C	1 month

Solvent & Solubility

In Vitro:

DMSO : ≥ 47 mg/mL (240.73 mM; Hygroscopic DMSO has a significant impact on the solubility of product, please use newly opened DMSO)

*"≥" means soluble, but saturation unknown.

Preparing
Stock Solutions

Concentration Solvent Mass	1 mg	5 mg	10 mg

1 mM	5.1219 mL	25.6095 mL	51.2190 mL
5 mM	1.0244 mL	5.1219 mL	10.2438 mL
10 mM	0.5122 mL	2.5610 mL	5.1219 mL

View the Complete Stock Solution Preparation Table

* Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 6 months; -20°C, 1 month. When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.

Molarity Calculator
Dilution Calculator

Mass (g) = Concentration (mol/L) × Volume (L) × Molecular Weight (g/mol)

Concentration _(start) × Volume _(start) = Concentration _(final) × Volume _(final)

This equation is commonly abbreviated as: C₁V₁ = C₂V₂

Concentration _(start)

Volume _(start)

Concentration _(final)

Volume _(final)

In Vivo:

Select the appropriate dissolution method based on your experimental animal and administration route.

For the following dissolution methods, please ensure to first prepare a clear stock solution using an In Vitro approach and then sequentially add co-solvents:
To ensure reliable experimental results, the clarified stock solution can be appropriately stored based on storage conditions. As for the working solution for in vivo experiments, it is recommended to prepare freshly and use it on the same day.
The percentages shown for the solvents indicate their volumetric ratio in the final prepared solution. If precipitation or phase separation occurs during preparation, heat and/or sonication can be used to aid dissolution.

Protocol 1

Add each solvent one by one: 10% DMSO 40% PEG300 5% Tween-80 45% Saline
Solubility: ≥ 2.5 mg/mL (12.80 mM); Clear solution

This protocol yields a clear solution of ≥ 2.5 mg/mL (saturation unknown).
Taking 1 mL working solution as an example, add 100 μL DMSO stock solution (25.0 mg/mL) to 400 μL PEG300, and mix evenly; then add 50 μL Tween-80 and mix evenly; then add 450 μL Saline to adjust the volume to 1 mL.
Preparation of Saline: Dissolve 0.9 g sodium chloride in ddH₂O and dilute to 100 mL to obtain a clear Saline solution.
Protocol 2

Add each solvent one by one: 10% DMSO 90% (20% SBE-β-CD in Saline)
Solubility: ≥ 2.5 mg/mL (12.80 mM); Clear solution

This protocol yields a clear solution of ≥ 2.5 mg/mL (saturation unknown).
Taking 1 mL working solution as an example, add 100 μL DMSO stock solution (25.0 mg/mL) to 900 μL 20% SBE-β-CD in Saline, and mix evenly.
Preparation of 20% SBE-β-CD in Saline (4°C, storage for one week): 2 g SBE-β-CD powder is dissolved in 10 mL Saline, completely dissolve until clear.

In Vivo Dissolution Calculator

Please enter the basic information of animal experiments:

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Recommended: Prepare an additional quantity of animals to account for potential losses during experiments.

Please enter your animal formula composition:

DMSO +

Tween-80 +

Saline

Recommended: Keep the proportion of DMSO in working solution below 2% if your animal is weak.

The co-solvents required include: DMSO, . All of co-solvents are available by MedChemExpress (MCE). , Tween 80. All of co-solvents are available by MedChemExpress (MCE).

Calculation results:

Working solution concentration: mg/mL

Method for preparing stock solution: mg drug dissolved in μL DMSO (Stock solution concentration: mg/mL).

The concentration of the stock solution you require exceeds the measured solubility. The following solution is for reference only. If necessary, please contact MedChemExpress (MCE).

Method for preparing in vivo working solution for animal experiments: Take μL DMSO stock solution, add μL . μL , mix evenly, next add μL Tween 80, mix evenly, then add μL Saline.

If the continuous dosing period exceeds half a month, please choose this protocol carefully.

Please ensure that the stock solution in the first step is dissolved to a clear state, and add co-solvents in sequence. You can use ultrasonic heating (ultrasonic cleaner, recommended frequency 20-40 kHz), vortexing, etc. to assist dissolution.

Purity & Documentation

Purity: 99.78%

Select Batch:

Data Sheet (279 KB) SDS (420 KB)

COA (246 KB) RP-HPLC (259 KB) MS (73 KB)

Handling Instructions (2659 KB)

References

[1]. Martin LK, et al. A dose escalation and pharmacodynamic study of Triapine and radiation in patients with locally advanced pancreas cancer. Int J Radiat Oncol Biol Phys. 2012 Nov 15;84(4):e475-81. [Content Brief]

[2]. Yalowich JC, et al. The anticancer thiosemicarbazones Dp44mT and Triapine lack inhibitory effects as catalytic inhibitors or poisons of DNA topoisomerase IIα. Biochem Pharmacol. 2012 Jul 1;84(1):52-8. [Content Brief]

[3]. Whitnall M, et al. A class of iron chelators with a wide spectrum of potent antitumor activity that overcomes resistance to chemotherapeutics. Proc Natl Acad Sci U S A. 2006 Oct 3;103(40):14901-6. [Content Brief]

Cell Assay ^[2]	An MTT assay is used to determine cell growth inhibition of CHO cells. Human leukemia K562 cells and K/VP.5 cells (a 26-fold etoposide-resistant K562-derived sub-line with decreased levels of topoisomerase IIα mRNA and protein) are maintained as suspension cultures in MEM containing 10% fetal calf serum (FCS). For growth inhibition assays, K562 and K/VP.5 cells are plated at a concentration of 1.5×10⁵ cell/mL, and incubated 5 d with various concentrations of Dp44mT, Triapine or vehicle (DMSO) for 48 h, after which cells are counted on a model ZBF Coulter counter. The IC₅₀ growth inhibitory concentration for each cell line is calculated from a non-linear least-squares fit to a 2-parameter logistic equation^[2]. MCE has not independently confirmed the accuracy of these methods. They are for reference only.
Animal Administration ^[3]	Mice^[3] Female BALB/c nu/nu mice are used at 8-10 weeks of age. Tumor cells in culture are harvested, and 10⁷ cells are suspended in Matrigel and injected s.c. into the right flanks of mice. After engraftment, tumor size is measured by Vernier calipers. Tumor volumes (in cubic millimeters) are calculated. When tumor volumes reached 120 mm³, i.v. treatment began (day 0). Chelators (e.g., Triapine) are dissolved in 15% propylene glycol in 0.9% saline and injected i.v. over 5 consecutive days per week for up to 7 weeks. Control mice are treated with vehicle alone. MCE has not independently confirmed the accuracy of these methods. They are for reference only.
References	[1]. Martin LK, et al. A dose escalation and pharmacodynamic study of Triapine and radiation in patients with locally advanced pancreas cancer. Int J Radiat Oncol Biol Phys. 2012 Nov 15;84(4):e475-81. [Content Brief] [2]. Yalowich JC, et al. The anticancer thiosemicarbazones Dp44mT and Triapine lack inhibitory effects as catalytic inhibitors or poisons of DNA topoisomerase IIα. Biochem Pharmacol. 2012 Jul 1;84(1):52-8. [Content Brief] [3]. Whitnall M, et al. A class of iron chelators with a wide spectrum of potent antitumor activity that overcomes resistance to chemotherapeutics. Proc Natl Acad Sci U S A. 2006 Oct 3;103(40):14901-6. [Content Brief]

Complete Stock Solution Preparation Table

Optional Solvent	Concentration Solvent Mass	1 mg	5 mg	10 mg	25 mg

DMSO	1 mM	5.1219 mL	25.6095 mL	51.2190 mL	128.0475 mL
	5 mM	1.0244 mL	5.1219 mL	10.2438 mL	25.6095 mL
	10 mM	0.5122 mL	2.5610 mL	5.1219 mL	12.8048 mL
	15 mM	0.3415 mL	1.7073 mL	3.4146 mL	8.5365 mL
	20 mM	0.2561 mL	1.2805 mL	2.5610 mL	6.4024 mL
	25 mM	0.2049 mL	1.0244 mL	2.0488 mL	5.1219 mL
	30 mM	0.1707 mL	0.8537 mL	1.7073 mL	4.2683 mL
	40 mM	0.1280 mL	0.6402 mL	1.2805 mL	3.2012 mL
	50 mM	0.1024 mL	0.5122 mL	1.0244 mL	2.5610 mL
	60 mM	0.0854 mL	0.4268 mL	0.8537 mL	2.1341 mL
	80 mM	0.0640 mL	0.3201 mL	0.6402 mL	1.6006 mL
	100 mM	0.0512 mL	0.2561 mL	0.5122 mL	1.2805 mL

Triapine Related Classifications

Help & FAQs

Do most proteins show cross-species activity?
Species cross-reactivity must be investigated individually for each product. Many human cytokines will produce a nice response in mouse cell lines, and many mouse proteins will show activity on human cells. Other proteins may have a lower specific activity when used in the opposite species.

Keywords:

Triapine143621-35-63-AP PAN-811 OCX191PAN811PAN 811PAN-811OCX191OCX 191OCX-191DNA/RNA SynthesisInhibitorinhibitorinhibit

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Triapine (Synonyms: 3-AP; PAN-811; OCX191)

Customer Review

Other Forms of Triapine:

Triapine Related Antibodies

10 Publications Citing Use of MCE Triapine

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•Related Screening Libraries:

•Related Small Molecules:

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View All DNA/RNA Synthesis Isoform Specific Products:

Biological Activity

Protocol

Purity & Documentation

References

Customer Review

Triapine Related Antibodies

Molarity Calculator

Dilution Calculator

Complete Stock Solution Preparation Table

Triapine Related Classifications

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