1. Cell Cycle/DNA Damage Anti-infection
  2. Nucleoside Antimetabolite/Analog Orthopoxvirus
  3. Tiazofurin

Tiazofurin  (Synonyms: NSC 286193; Riboxamide)

Cat. No.: HY-114570 Purity: 99.84%
Handling Instructions Technical Support

Tiazofurin (NSC 286193) is a synthetic nucleoside analogue with antineoplastic activity. Tiazofurin is anabolized intracellularly to tiazole-4-carboxamide adenine dinucleotide (TAD), a potent inhibitor of IMP dehydrogenase (IMPDH). Tiazofurin enhances the autosecretion of IL-6 in K562 cells. Tiazofurin also has anti-orthopoxvirus and anti-variola activities. Tiazofurin can be used for the study of leukemia and lung cancer.

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

Tiazofurin

Tiazofurin Chemical Structure

CAS No. : 60084-10-8

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Based on 1 publication(s) in Google Scholar

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  • Biological Activity

  • Purity & Documentation

  • References

  • Customer Review

Description

Tiazofurin (NSC 286193) is a synthetic nucleoside analogue with antineoplastic activity. Tiazofurin is anabolized intracellularly to tiazole-4-carboxamide adenine dinucleotide (TAD), a potent inhibitor of IMP dehydrogenase (IMPDH). Tiazofurin enhances the autosecretion of IL-6 in K562 cells. Tiazofurin also has anti-orthopoxvirus and anti-variola activities. Tiazofurin can be used for the study of leukemia and lung cancer[1][2][3][4].

Cellular Effect
Cell Line Type Value Description References
5637 IC50
24 μM
Compound: Tiazofurin
Compound was tested for antiproliferative activity against 5637, human bladder carcinoma cell line
Compound was tested for antiproliferative activity against 5637, human bladder carcinoma cell line
[PMID: 9171883]
ACHN IC50
> 100 μM
Compound: Tiazofurin
Compound was tested for antiproliferative activity against ACHN, human renal adenocarcinoma
Compound was tested for antiproliferative activity against ACHN, human renal adenocarcinoma
[PMID: 9171883]
B16 IC50
16.2 μM
Compound: 1 (tiazofurin)
Inhibitory concentration against B16 melanoma cell lines
Inhibitory concentration against B16 melanoma cell lines
[PMID: 7562914]
B16 IC50
16.2 μM
Compound: tiazofurin
In vitro inhibitory activity against B16 murine melanoma cells
In vitro inhibitory activity against B16 murine melanoma cells
[PMID: 2120442]
CCRF-CEM IC50
10 μM
Compound: Tiazofurin
Compound was tested for antiproliferative activity against CCRF-CEM, human acute T-lymphoblastic leukemia
Compound was tested for antiproliferative activity against CCRF-CEM, human acute T-lymphoblastic leukemia
[PMID: 9171883]
CCRF-SB IC50
7.5 μM
Compound: Tiazofurin
Compound was tested for antiproliferative activity against CCRF-SB, human acute B-lymphoblastic leukemia
Compound was tested for antiproliferative activity against CCRF-SB, human acute B-lymphoblastic leukemia
[PMID: 9171883]
CHO-K1 IC50
6.4 μM
Compound: Tiazofurin
Compound was tested for antiproliferative activity against CHO-K1, Chinese hamster ovary cells
Compound was tested for antiproliferative activity against CHO-K1, Chinese hamster ovary cells
[PMID: 9171883]
HL-60 IC50
0.19 μM
Compound: 1
Antiproliferative activity against human HL60 cells assessed as reduction in cell growth incubated for 72 hrs by MTT assay
Antiproliferative activity against human HL60 cells assessed as reduction in cell growth incubated for 72 hrs by MTT assay
[PMID: 31557614]
HL-60 IC50
0.19 μM
Compound: 1, Tiazofurin
Cytotoxicity against human HL60 cells after 72 hrs by MTT assay
Cytotoxicity against human HL60 cells after 72 hrs by MTT assay
[PMID: 23010263]
HL-60 IC50
0.19 μM
Compound: 1; Tiazofurin
Antiproliferative activity against human HL60 cells after 72 hrs by MTT assay
Antiproliferative activity against human HL60 cells after 72 hrs by MTT assay
[PMID: 26859071]
HL-60 IC50
1.84 μM
Compound: 1, tiazofurin
Cytotoxicity against human HL60 cell line after 48 hrs by MTT assay
Cytotoxicity against human HL60 cell line after 48 hrs by MTT assay
[PMID: 17543526]
HL-60 IC50
2.5 μM
Compound: 1 (tiazofurin)
Inhibitory concentration range against human HL-60 cell line
Inhibitory concentration range against human HL-60 cell line
[PMID: 7562914]
HL-60 IC50
6.1 μM
Compound: tiazofurin
In vitro inhibitory activity against HL-60 human promyelocytic leukemia cells
In vitro inhibitory activity against HL-60 human promyelocytic leukemia cells
[PMID: 2120442]
HL-60 IC50
8.7 μM
Compound: 1 (tiazofurin)
Inhibitory concentration against HL-60 human promyelocytic leukemia
Inhibitory concentration against HL-60 human promyelocytic leukemia
[PMID: 7562914]
HL-60 IC50
9.32 μM
Compound: 1
Antiproliferative activity against human HL60 cell line
Antiproliferative activity against human HL60 cell line
[PMID: 16495053]
HL-60 IC50
9.32 μM
Compound: 1 (Tiazofurin)
Concentration required to inhibit HL-60 cell growth
Concentration required to inhibit HL-60 cell growth
[PMID: 12951086]
HT-29 IC50
0.26 μM
Compound: 1
Antiproliferative activity against human HT-29 cells assessed as reduction in cell growth incubated for 72 hrs by MTT assay
Antiproliferative activity against human HT-29 cells assessed as reduction in cell growth incubated for 72 hrs by MTT assay
[PMID: 31557614]
HT-29 IC50
0.26 μM
Compound: 1, Tiazofurin
Cytotoxicity against human HT-29 cells
Cytotoxicity against human HT-29 cells
[PMID: 23010263]
HT-29 IC50
0.26 μM
Compound: 1; Tiazofurin
Antiproliferative activity against human HT-29 cells after 72 hrs by MTT assay
Antiproliferative activity against human HT-29 cells after 72 hrs by MTT assay
[PMID: 26859071]
HT-29 IC50
0.89 μM
Compound: 1, tiazofurin
Cytotoxicity against human HT29 cell line after 48 hrs by MTT assay
Cytotoxicity against human HT29 cell line after 48 hrs by MTT assay
[PMID: 17543526]
HT-29 IC50
1.01 μM
Compound: 1
Antiproliferative activity against human HT29 cell line
Antiproliferative activity against human HT29 cell line
[PMID: 16495053]
HT-29 IC50
1.01 μM
Compound: 1 (Tiazofurin)
Concentration required to inhibit HT-29 cell growth
Concentration required to inhibit HT-29 cell growth
[PMID: 12951086]
HT-29 IC50
1.01 μM
Compound: 1, NSC-286193, Tiazofurin
Cytotoxicity against HT29 cells after 24 hrs by MTT assay
Cytotoxicity against HT29 cells after 24 hrs by MTT assay
[PMID: 16908146]
HT-29 IC50
100 μM
Compound: Tiazofurin
Compound was tested for antiproliferative activity against HT29, human colon adenocarcinoma
Compound was tested for antiproliferative activity against HT29, human colon adenocarcinoma
[PMID: 9171883]
HeLa IC50
100 μM
Compound: Tiazofurin
Compound was tested for antiproliferative activity against HeLa, human cervix carcinoma
Compound was tested for antiproliferative activity against HeLa, human cervix carcinoma
[PMID: 9171883]
HeLa IC50
3.82 μM
Compound: 1
Antiproliferative activity against human HeLa cells assessed as reduction in cell growth incubated for 72 hrs by MTT assay
Antiproliferative activity against human HeLa cells assessed as reduction in cell growth incubated for 72 hrs by MTT assay
[PMID: 31557614]
HeLa IC50
3.82 μM
Compound: 1, Tiazofurin
Cytotoxicity against human HeLa cells after 72 hrs by MTT assay
Cytotoxicity against human HeLa cells after 72 hrs by MTT assay
[PMID: 23010263]
HeLa IC50
3.82 μM
Compound: 1; Tiazofurin
Antiproliferative activity against human HeLa cells after 72 hrs by MTT assay
Antiproliferative activity against human HeLa cells after 72 hrs by MTT assay
[PMID: 26859071]
HeLa IC50
4.76 μM
Compound: 1
Antiproliferative activity against human HeLa cell line
Antiproliferative activity against human HeLa cell line
[PMID: 16495053]
HeLa IC50
4.76 μM
Compound: 1, NSC-286193, Tiazofurin
Cytotoxicity against HeLa cells after 24 hrs by MTT assay
Cytotoxicity against HeLa cells after 24 hrs by MTT assay
[PMID: 16908146]
Jurkat IC50
0.04 μM
Compound: 1
Antiproliferative activity against human Jurkat cells assessed as reduction in cell growth incubated for 72 hrs by MTT assay
Antiproliferative activity against human Jurkat cells assessed as reduction in cell growth incubated for 72 hrs by MTT assay
[PMID: 31557614]
Jurkat IC50
0.04 μM
Compound: 1, Tiazofurin
Cytotoxicity against human Jurkat cells after 72 hrs by MTT assay
Cytotoxicity against human Jurkat cells after 72 hrs by MTT assay
[PMID: 23010263]
Jurkat IC50
0.04 μM
Compound: 1; Tiazofurin
Antiproliferative activity against human Jurkat cells after 72 hrs by MTT assay
Antiproliferative activity against human Jurkat cells after 72 hrs by MTT assay
[PMID: 26859071]
Jurkat IC50
0.14 μM
Compound: 1, NSC-286193, Tiazofurin
Cytotoxicity against Jurkat cells after 24 hrs by MTT assay
Cytotoxicity against Jurkat cells after 24 hrs by MTT assay
[PMID: 16908146]
Jurkat IC50
0.51 μM
Compound: 1, tiazofurin
Cytotoxicity against human Jurkat T cells after 48 hrs by MTT assay
Cytotoxicity against human Jurkat T cells after 48 hrs by MTT assay
[PMID: 17543526]
K562 IC50
1.89 μM
Compound: 1
Antiproliferative activity against human K562 cells assessed as reduction in cell growth incubated for 72 hrs by MTT assay
Antiproliferative activity against human K562 cells assessed as reduction in cell growth incubated for 72 hrs by MTT assay
[PMID: 31557614]
K562 IC50
1.89 μM
Compound: 1; Tiazofurin
Antiproliferative activity against human K562 cells after 72 hrs by MTT assay
Antiproliferative activity against human K562 cells after 72 hrs by MTT assay
[PMID: 26859071]
K562 IC50
2.09 μM
Compound: 1, Tiazofurin
Cytotoxicity against human K562 cells after 72 hrs by MTT assay
Cytotoxicity against human K562 cells after 72 hrs by MTT assay
[PMID: 23010263]
K562 IC50
2.5 μM
Compound: Tiazofurin
Compound was tested for antiproliferative activity against K562, human erythroid leukemia
Compound was tested for antiproliferative activity against K562, human erythroid leukemia
[PMID: 9171883]
K562 IC50
2.98 μM
Compound: 1, tiazofurin
Cytotoxicity against human K562 cells after 48 hrs by MTT assay
Cytotoxicity against human K562 cells after 48 hrs by MTT assay
[PMID: 17543526]
K562 IC50
3 μM
Compound: 1, TR
Concentration of the Antiproliferative compound required for the 50% inhibition of Growth against K562 cells
Concentration of the Antiproliferative compound required for the 50% inhibition of Growth against K562 cells
[PMID: 11806722]
K562 IC50
3 μM
Compound: TF (1)
Antiproliferative activity against K562 erythroid leukemic cells was determined.
Antiproliferative activity against K562 erythroid leukemic cells was determined.
[PMID: 9258359]
K562 IC50
3 μM
Compound: TR
Tested for inhibition of growth in human erythroleukemia K-562 cells.
Tested for inhibition of growth in human erythroleukemia K-562 cells.
[PMID: 9111303]
K562 IC50
4.16 μM
Compound: 1 (Tiazofurin)
Concentration required to inhibit K562 cell growth
Concentration required to inhibit K562 cell growth
[PMID: 12951086]
K562 IC50
4.5 μM
Compound: 1 (tiazofurin)
Inhibitory concentration against K562 human myelogenous leukemia cell line
Inhibitory concentration against K562 human myelogenous leukemia cell line
[PMID: 7562914]
K562 IC50
5.29 μM
Compound: 1
Antiproliferative activity against human K562 cell line
Antiproliferative activity against human K562 cell line
[PMID: 16495053]
K562 IC50
5.29 μM
Compound: 1, NSC-286193, Tiazofurin
Cytotoxicity against human K562 cells after 24 hrs by MTT assay
Cytotoxicity against human K562 cells after 24 hrs by MTT assay
[PMID: 16908146]
L1210 IC50
2.9 μM
Compound: Tiazofurin
Compound was tested for antiproliferative activity against L1210, murine lymphocytic leukemia
Compound was tested for antiproliferative activity against L1210, murine lymphocytic leukemia
[PMID: 9171883]
L1210 IC50
6.2 μM
Compound: tiazofurin
In vitro inhibitory activity against L1210 murine lymphocytic leukemia cells
In vitro inhibitory activity against L1210 murine lymphocytic leukemia cells
[PMID: 2120442]
L1210 IC50
7.4 μM
Compound: 1 (tiazofurin)
Inhibitory concentration against L1210 murine lymphocytic leukemia
Inhibitory concentration against L1210 murine lymphocytic leukemia
[PMID: 7562914]
LoVo IC50
> 128 μM
Compound: 1 (tiazofurin)
Inhibitory concentration against LoVo human colon adenocarcinoma cell lines
Inhibitory concentration against LoVo human colon adenocarcinoma cell lines
[PMID: 7562914]
MCF7 IC50
0.26 μM
Compound: 1, Tiazofurin
Cytotoxicity against human MCF7 cells
Cytotoxicity against human MCF7 cells
[PMID: 23010263]
MCF7 IC50
1.78 μM
Compound: 1; Tiazofurin
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: 26859071]
MCF7 IC50
6.39 μM
Compound: 1, tiazofurin
Cytotoxicity against human MCF7 cell line after 48 hrs by MTT assay
Cytotoxicity against human MCF7 cell line after 48 hrs by MTT assay
[PMID: 17543526]
MCF7 IC50
7.98 μM
Compound: 1
Antiproliferative activity against human MCF7 cell line
Antiproliferative activity against human MCF7 cell line
[PMID: 16495053]
MCF7 IC50
8.49 μM
Compound: 1 (Tiazofurin)
Concentration required to inhibit MCF-7 cell growth
Concentration required to inhibit MCF-7 cell growth
[PMID: 12951086]
MDA-MB-231 IC50
0.26 μM
Compound: 1, Tiazofurin
Cytotoxicity against human MDA-MB-231 cells
Cytotoxicity against human MDA-MB-231 cells
[PMID: 23010263]
MOLT-4 IC50
5.2 μM
Compound: Tiazofurin
Compound was tested for antiproliferative activity against MOLT-4, human acute T-lymphoblastic leukemia
Compound was tested for antiproliferative activity against MOLT-4, human acute T-lymphoblastic leukemia
[PMID: 9171883]
MRC5 IC50
0.36 μM
Compound: 1
Cytotoxicity against human MRC5 cells assessed as reduction in cell viability incubated for 72 hrs by MTT assay
Cytotoxicity against human MRC5 cells assessed as reduction in cell viability incubated for 72 hrs by MTT assay
[PMID: 31557614]
MRC5 IC50
0.36 μM
Compound: 1, Tiazofurin
Cytotoxicity against human MRC5 cells after 72 hrs by MTT assay
Cytotoxicity against human MRC5 cells after 72 hrs by MTT assay
[PMID: 23010263]
MRC5 IC50
0.36 μM
Compound: 1; Tiazofurin
Cytotoxicity against human MRC5 cells after 72 hrs by MTT assay
Cytotoxicity against human MRC5 cells after 72 hrs by MTT assay
[PMID: 26859071]
MRC5 IC50
0.49 μM
Compound: 1, tiazofurin
Cytotoxicity against human MRC5 cell line after 48 hrs by MTT assay
Cytotoxicity against human MRC5 cell line after 48 hrs by MTT assay
[PMID: 17543526]
MRC5 IC50
0.85 μM
Compound: 1
Antiproliferative activity against human MRC5 cell line
Antiproliferative activity against human MRC5 cell line
[PMID: 16495053]
MRC5 IC50
0.85 μM
Compound: 1 (Tiazofurin)
Concentration required to inhibit MRC-5 cell growth
Concentration required to inhibit MRC-5 cell growth
[PMID: 12951086]
MRC5 IC50
0.85 μM
Compound: 1, NSC-286193, Tiazofurin
Cytotoxicity against MRC5 cells after 24 hrs by MTT assay
Cytotoxicity against MRC5 cells after 24 hrs by MTT assay
[PMID: 16908146]
P388 IC50
16.7 μM
Compound: tiazofurin
In vitro inhibitory activity against P388 murine lymphocytic leukemia cells
In vitro inhibitory activity against P388 murine lymphocytic leukemia cells
[PMID: 2120442]
P388 IC50
2.2 μM
Compound: 1 (tiazofurin)
Inhibitory concentration against P388 murine lymphocytic leukemia cell lines
Inhibitory concentration against P388 murine lymphocytic leukemia cell lines
[PMID: 7562914]
Raji IC50
16.06 μM
Compound: 1, tiazofurin
Cytotoxicity against human Raji cells after 48 hrs by MTT assay
Cytotoxicity against human Raji cells after 48 hrs by MTT assay
[PMID: 17543526]
Raji IC50
5.28 μM
Compound: 1
Antiproliferative activity against human Raji cells assessed as reduction in cell growth incubated for 72 hrs by MTT assay
Antiproliferative activity against human Raji cells assessed as reduction in cell growth incubated for 72 hrs by MTT assay
[PMID: 31557614]
Raji IC50
5.28 μM
Compound: 1, Tiazofurin
Cytotoxicity against human Raji cells after 72 hrs by MTT assay
Cytotoxicity against human Raji cells after 72 hrs by MTT assay
[PMID: 23010263]
Raji IC50
5.28 μM
Compound: 1; Tiazofurin
Antiproliferative activity against human Raji cells after 72 hrs by MTT assay
Antiproliferative activity against human Raji cells after 72 hrs by MTT assay
[PMID: 26859071]
Raji IC50
8.2 μM
Compound: Tiazofurin
Compound was tested for antiproliferative activity against Raji, human Burkitt lymphoma
Compound was tested for antiproliferative activity against Raji, human Burkitt lymphoma
[PMID: 9171883]
WIL2-NS IC50
5.7 μM
Compound: Tiazofurin
Compound was tested for antiproliferative activity against Wil2-NS, human splenic lymphoblastoid cells
Compound was tested for antiproliferative activity against Wil2-NS, human splenic lymphoblastoid cells
[PMID: 9171883]
In Vitro

Tiazofurin (10 μM, 0-3 days) affects growth kinetics and promotes erythroid differentiation in K562 human leukemia cells, while significantly increasing the percentage of benzidine-positive cells and elevating glycophorin A (GpA) expression[1].
Tiazofurin (10 μM, 2 days) enhances IL-6 autosecretion in K562 cells[1].

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

In Vivo

Tiazofurin (200-700 mg/kg, i.p., qd, days 1-9) exerts significant anti-tumor efficacy in sensitive murine transplanted tumor models (P388/L1210 leukemia in CDF1 mice, Lewis lung carcinoma in B6C3F1 mice)[2].

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

Animal Model: leukemia cells (P388/L1210) and Lewis lung carcinoma cells were intravenously inoculated into B6C3F1 mice or CDF1 mice[2]
Dosage: 200, 700 mg/kg
Administration: i.p., qd days 1-9
Result: Exerted significant anti-tumor efficacy in sensitive murine transplanted tumor models (P388/L1210 leukemia in CDF1 mice, Lewis lung carcinoma in B6C3F1 mice).
Molecular Weight

260.27

Formula

C9H12N2O5S

CAS No.
Appearance

Solid

Color

White to off-white

SMILES

O=C(N)C1=CSC([C@@H]2O[C@@H]([C@H]([C@H]2O)O)CO)=N1

Shipping

Room temperature in continental US; may vary elsewhere.

Storage

4°C, sealed storage, away from moisture

*In solvent : -80°C, 6 months; -20°C, 1 month (sealed storage, away from moisture)

Solvent & Solubility
In Vitro: 

DMSO : 125 mg/mL (480.27 mM; Need ultrasonic; Hygroscopic DMSO has a significant impact on the solubility of product, please use newly opened DMSO)

Preparing
Stock Solutions
Concentration Solvent Mass 1 mg 5 mg 10 mg
1 mM 3.8422 mL 19.2108 mL 38.4216 mL
5 mM 0.7684 mL 3.8422 mL 7.6843 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 (sealed storage, away from moisture). 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)

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

This equation is commonly abbreviated as: C1V1 = C2V2

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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.
Calculation results:
Working solution concentration: mg/mL
Purity & Documentation
References

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 (sealed storage, away from moisture). When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.

Optional Solvent Concentration Solvent Mass 1 mg 5 mg 10 mg 25 mg
DMSO 1 mM 3.8422 mL 19.2108 mL 38.4216 mL 96.0541 mL
5 mM 0.7684 mL 3.8422 mL 7.6843 mL 19.2108 mL
10 mM 0.3842 mL 1.9211 mL 3.8422 mL 9.6054 mL
15 mM 0.2561 mL 1.2807 mL 2.5614 mL 6.4036 mL
20 mM 0.1921 mL 0.9605 mL 1.9211 mL 4.8027 mL
25 mM 0.1537 mL 0.7684 mL 1.5369 mL 3.8422 mL
30 mM 0.1281 mL 0.6404 mL 1.2807 mL 3.2018 mL
40 mM 0.0961 mL 0.4803 mL 0.9605 mL 2.4014 mL
50 mM 0.0768 mL 0.3842 mL 0.7684 mL 1.9211 mL
60 mM 0.0640 mL 0.3202 mL 0.6404 mL 1.6009 mL
80 mM 0.0480 mL 0.2401 mL 0.4803 mL 1.2007 mL
100 mM 0.0384 mL 0.1921 mL 0.3842 mL 0.9605 mL
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  • 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.

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Product Name:
Tiazofurin
Cat. No.:
HY-114570
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