WARNING: This product is for research use only, not for human or veterinary use.
Hodoodo CAT#: 125314
CAS#: 722543-50-2 (2HCl)
Description: Barometric is an orally bioavailable, small-molecule, dihydrogen phosphate prodrug of the pyrazoloquinazoline Aurora kinase inhibitor AZD1152–hydroxyquinazoline pyrazol anilide (AZD1152-HQPA) with potential antineoplastic activity. Upon administration and rapid conversion from the prodrug form in plasma, barasertib specifically binds to and inhibits Aurora kinase B, which results in the disruption of spindle checkpoint functions and chromosome alignment and, so, the disruption of chromosome segregation and cytokinesis. Consequently, cell division and cell proliferation are inhibited and apoptosis is induced in Aurora kinase B-overexpressing tumor cells. IMPORTANT NOTE: AZD-1152HQPA IS NOT AZD-1152 or Barasertib. Many vendors are selling Barasertib with the wrong structure.
Hodoodo Cat#: 125314
Name: Barasertib dihydrochloride
CAS#: 722543-50-2 (2HCl)
Chemical Formula: C26H33Cl2FN7O6P
Exact Mass: 659.16
Molecular Weight: 660.470
Elemental Analysis: C, 47.28; H, 5.04; Cl, 10.73; F, 2.88; N, 14.85; O, 14.53; P, 4.69
This product is not in stock, which may be available by custom synthesis.
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Related CAS #: 722543-31-9 (free acid) 722543-50-2 (2HCl) 957104-91-5 (maleate)
Synonym: Barasertib dihydrochloride; 722543-50-2; H3T2NXF7ZK AZD; 1152 (hydrochloride)
IUPAC/Chemical Name: 2-(ethyl(3-((4-((3-(2-((3-fluorophenyl)amino)-2-oxoethyl)-1H-pyrazol-5-yl)amino)quinazolin-7-yl)oxy)propyl)amino)ethyl dihydrogen phosphate dihydrochloride
InChi Key: PEVRMFUIHQMEHQ-UHFFFAOYSA-N
InChi Code: InChI=1S/C26H31FN7O6P.2ClH/c1-2-34(10-12-40-41(36,37)38)9-4-11-39-21-7-8-22-23(16-21)28-17-29-26(22)31-24-14-20(32-33-24)15-25(35)30-19-6-3-5-18(27)13-19;;/h3,5-8,13-14,16-17H,2,4,9-12,15H2,1H3,(H,30,35)(H2,36,37,38)(H2,28,29,31,32,33);2*1H
SMILES Code: Cl.Cl.CCN(CCCOC1=CC2=C(C=C1)C(NC3=CC(CC(=O)NC4=CC=CC(F)=C4)=NN3)=NC=N2)CCOP(O)(O)=O
Appearance: To be determined
Purity: >98% (or refer to the Certificate of Analysis)
Shipping Condition: Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition: Dry, dark and at 0 -4 C for short term (days to weeks) or -20 C for long term(months to years).
Solubility: To be determined
Shelf Life: >2 years if stored properly
Drug Formulation: To be determined
Stock Solution Storage: 0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code: 2934.99.9001
More Info:
| Biological target: | |
| In vitro activity: | |
| In vivo activity: |
The following data is based on the product molecular weight 660.47 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.
| Concentration / Solvent Volume / Mass | 1 mg | 5 mg | 10 mg |
|---|---|---|---|
| 1 mM | 1.15 mL | 5.76 mL | 11.51 mL |
| 5 mM | 0.23 mL | 1.15 mL | 2.3 mL |
| 10 mM | 0.12 mL | 0.58 mL | 1.15 mL |
| 50 mM | 0.02 mL | 0.12 mL | 0.23 mL |
| Formulation protocol: | |
| In vitro protocol: | |
| In vivo protocol: |
1: Garlapati C, Joshi S, Bhattarai S, Krishnamurthy J, Turaga RC, Nguyen T, Li X, Aneja R. PLK1 and AURKB phosphorylate survivin differentially to affect proliferation in racially distinct triple-negative breast cancer. Cell Death Dis. 2023 Jan 10;14(1):12. doi: 10.1038/s41419-022-05539-5. PMID: 36627281; PMCID: PMC9832024.
2: Bhutia WD, Gupta S, Rani R, Batra K, Sethi K, Kumar S, Kumar R. In vitro and in vivo evaluation of kinase and protease inhibitors against Trypanosoma evansi. Vet Res Commun. 2022 Jun 25. doi: 10.1007/s11259-022-09964-x. Epub ahead of print. PMID: 35751782.
3: Shimabukuro K, Fukazawa T, Kanai A, Kawai H, Mekata K, Hirohashi N, Kakimoto N, Tanimoto K. Low-Dose-Rate Irradiation Suppresses the Expression of Cell Cycle-Related Genes, Resulting in Modification of Sensitivity to Anti-Cancer Drugs. Cells. 2022 Jan 31;11(3):501. doi: 10.3390/cells11030501. PMID: 35159310; PMCID: PMC8833988.
4: Ivanova D, Zhelev Z, Zlateva G, Lazarova D, Yaneva Z, Panovska R, Aoki I, Bakalova R. Effect of Alpha-tocopheryl Succinate on the Cytotoxicity of Anticancer Drugs Towards Leukemia Lymphocytes. Anticancer Res. 2022 Jan;42(1):547-554. doi: 10.21873/anticanres.15512. PMID: 34969764.
5: McNeal AS, Belote RL, Zeng H, Urquijo M, Barker K, Torres R, Curtin M, Shain AH, Andtbacka RH, Holmen S, Lum DH, McCalmont TH, VanBrocklin MW, Grossman D, Wei ML, Lang UE, Judson-Torres RL. BRAFV600E induces reversible mitotic arrest in human melanocytes via microrna-mediated suppression of AURKB. Elife. 2021 Nov 23;10:e70385. doi: 10.7554/eLife.70385. PMID: 34812139; PMCID: PMC8610417.
6: Sankhe K, Prabhu A, Khan T. Design strategies, SAR, and mechanistic insight of Aurora kinase inhibitors in cancer. Chem Biol Drug Des. 2021 Jul;98(1):73-93. doi: 10.1111/cbdd.13850. Epub 2021 May 15. PMID: 33934503.
7: Borah NA, Sradhanjali S, Barik MR, Jha A, Tripathy D, Kaliki S, Rath S, Raghav SK, Patnaik S, Mittal R, Reddy MM. Aurora Kinase B Expression, Its Regulation and Therapeutic Targeting in Human Retinoblastoma. Invest Ophthalmol Vis Sci. 2021 Mar 1;62(3):16. doi: 10.1167/iovs.62.3.16. PMID: 33704359; PMCID: PMC7960835.
8: Shaalan AK, Teshima THN, Tucker AS, Proctor GB. Inhibition of Aurora Kinase B activity disrupts development and differentiation of salivary glands. Cell Death Discov. 2021 Jan 18;7(1):16. doi: 10.1038/s41420-020-00393-w. PMID: 33462217; PMCID: PMC7814035.
9: Bakalova R, Semkova S, Ivanova D, Zhelev Z, Miller T, Takeshima T, Shibata S, Lazarova D, Aoki I, Higashi T. Selective Targeting of Cancerous Mitochondria and Suppression of Tumor Growth Using Redox-Active Treatment Adjuvant. Oxid Med Cell Longev. 2020 Nov 2;2020:6212935. doi: 10.1155/2020/6212935. PMID: 33204397; PMCID: PMC7652615.
10: Wang Y, Yella JK, Ghandikota S, Cherukuri TC, Ediga HH, Madala SK, Jegga AG. Pan-transcriptome-based candidate therapeutic discovery for idiopathic pulmonary fibrosis. Ther Adv Respir Dis. 2020 Jan-Dec;14:1753466620971143. doi: 10.1177/1753466620971143. PMID: 33167785; PMCID: PMC7659024.
11: Kasam RK, Ghandikota S, Soundararajan D, Reddy GB, Huang SK, Jegga AG, Madala SK. Inhibition of Aurora Kinase B attenuates fibroblast activation and pulmonary fibrosis. EMBO Mol Med. 2020 Sep 7;12(9):e12131. doi: 10.15252/emmm.202012131. Epub 2020 Aug 6. PMID: 32761869; PMCID: PMC7507328.
12: Lakkaniga NR, Zhang L, Belachew B, Gunaganti N, Frett B, Li HY. Discovery of SP-96, the first non-ATP-competitive Aurora Kinase B inhibitor, for reduced myelosuppression. Eur J Med Chem. 2020 Oct 1;203:112589. doi: 10.1016/j.ejmech.2020.112589. Epub 2020 Jul 12. PMID: 32717530.
13: Goto H, Yoshino Y, Ito M, Nagai J, Kumamoto T, Inukai T, Sakurai Y, Miyagawa N, Keino D, Yokosuka T, Iwasaki F, Hamanoue S, Shiomi M, Goto S. Aurora B kinase as a therapeutic target in acute lymphoblastic leukemia. Cancer Chemother Pharmacol. 2020 Apr;85(4):773-783. doi: 10.1007/s00280-020-04045-9. Epub 2020 Mar 6. Erratum in: Cancer Chemother Pharmacol. 2021 Dec;88(6):1055-1056. PMID: 32144432.
14: Zhang J, Lin X, Wu L, Huang JJ, Jiang WQ, Kipps TJ, Zhang S. Aurora B induces epithelial-mesenchymal transition by stabilizing Snail1 to promote basal-like breast cancer metastasis. Oncogene. 2020 Mar;39(12):2550-2567. doi: 10.1038/s41388-020-1165-z. Epub 2020 Jan 29. PMID: 31996785.
15: Shaalan A, Proctor G. Salivary glands require Aurora Kinase B for regeneration after transient innate immune-mediated injury. Sci Rep. 2019 Aug 5;9(1):11339. doi: 10.1038/s41598-019-47762-9. PMID: 31383943; PMCID: PMC6683207.
16: Li J, Ha S, Li Z, Huang Y, Lin E, Xiao W. Aurora B prevents aneuploidy via MAD2 during the first mitotic cleavage in oxidatively damaged embryos. Cell Prolif. 2019 Sep;52(5):e12657. doi: 10.1111/cpr.12657. Epub 2019 Jul 1. PMID: 31264311; PMCID: PMC6797512.
17: Ivanova D, Zhelev Z, Semkova S, Aoki I, Bakalova R. Resveratrol Modulates the Redox-status and Cytotoxicity of Anticancer Drugs by Sensitizing Leukemic Lymphocytes and Protecting Normal Lymphocytes. Anticancer Res. 2019 Jul;39(7):3745-3755. doi: 10.21873/anticanres.13523. PMID: 31262901.
18: Sumi NJ, Ctortecka C, Hu Q, Bryant AT, Fang B, Remsing Rix LL, Ayaz M, Kinose F, Welsh EA, Eschrich SA, Lawrence HR, Koomen JM, Haura EB, Rix U. Divergent Polypharmacology-Driven Cellular Activity of Structurally Similar Multi-Kinase Inhibitors through Cumulative Effects on Individual Targets. Cell Chem Biol. 2019 Sep 19;26(9):1240-1252.e11. doi: 10.1016/j.chembiol.2019.06.003. Epub 2019 Jun 27. PMID: 31257184; PMCID: PMC6754293.
19: Qi J, Gao X, Zhong X, Zhang N, Wang R, Zhang H, Pan T, Liu X, Yao Y, Wu Q, Niu M, Xu K. Selective inhibition of Aurora A and B kinases effectively induces cell cycle arrest in t(8;21) acute myeloid leukemia. Biomed Pharmacother. 2019 Sep;117:109113. doi: 10.1016/j.biopha.2019.109113. Epub 2019 Jun 14. PMID: 31207577.
20: Bertran-Alamillo J, Cattan V, Schoumacher M, Codony-Servat J, Giménez- Capitán A, Cantero F, Burbridge M, Rodríguez S, Teixidó C, Roman R, Castellví J, García-Román S, Codony-Servat C, Viteri S, Cardona AF, Karachaliou N, Rosell R, Molina-Vila MA. AURKB as a target in non-small cell lung cancer with acquired resistance to anti-EGFR therapy. Nat Commun. 2019 Apr 18;10(1):1812. doi: 10.1038/s41467-019-09734-5. PMID: 31000705; PMCID: PMC6472415.
