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1HPT-6-carboxylic acid

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Catalog: ASIS-P038

Formal Name: sodium (1-hydroxy-6-thioxo-1,6-dihydropyridine-2-carbonyl)-L-alaninate

Produced By: AsisChem, Inc.

Biological Description

ASIS-P038, published as 1-hydroxypyridine-2-thione (1HPT)--6-carboxylic acid or compound 3 (Muthyala et al. 2015), is a potent inhibitor against histone deacetylase 6 (HDAC6) (IC50 = 150 nM). HDACs are enzymes that remove acetyl groups from proteins. HDAC6 is unique from other HDACs in that it is localized mainly within the cytoplasm and therefore, its targets are mainly cytoplasmic proteins like ?-tubulin (Hubbert et al 2002 and Matsuyama et al 2002), cortactin (Zhang et al. 2007), and heat shock protein 90 (HSP90) (Kovacs et al. 2005). HDAC6 has been implicated in the development of neurodegenerative diseases and cancers. (Batchu et al. 2016 and Yang et al. 2013).

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Additional Information

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Catalog ASIS-P038
Formal Name sodium (1-hydroxy-6-thioxo-1,6-dihydropyridine-2-carbonyl)-L-alaninate
CAS Number No
Molecular Weight 264.233520507813
Formula C9 H9 N2 Na O4 S
Lead Time 3
LogP No
Purity 95
SMILES C[C@@H](C(O[Na])=O)NC(C1N(O)C(=S)C=CC=1)=O |&1:1|
Solubility and Handling No
inchikey UEJWTWYWEGKROM-JEDNCBNOSA-M
TPSA No
HBD No
HBA No

Details

Muthyala, R., W. S. Shin, J. Xie and Y. Y. Sham (2015). “Discovery of 1-hydroxypyridine-2-thiones as selective histone deacetylase inhibitors and their potential application for treating leukemia.” Bioorg Med Chem Lett 25(19): 4320-4324(Abstract)

Hubbert C., A. Guardiola, R. Shao, Y. Kawaguchi, A. Ito, A. Nixon, M. Yoshida, X. F. Wang and T. P. Yao (2002). “HDAC6 is a microtubule-associated deacetylase.” Nature 417(6887): 455-458(Abstract)

Matsuyama A., T. Shimazu,Y. Sumida, A. Saito, Y. Yoshimatsu, D. Seigneurin-Berny, H. Osada, Y. Komatsu, N. Nishino and S. Khochbin (2002). “In vivo destabilization of dynamic microtubules by HDAC6-mediated deacetylation.” EMBO J 21(24): 6820-6831(Abstract)

Zhang X., Z. Yuan, Y. Zhang, S. Yong, A. Salas-Burgos, J. Koomen, N. Olashaw, J. T. Parsons, X. J. Yang and S.R. Dent (2007). “HDAC6 modulates cell motility by altering the acetylation level of cortactin.” Mol Cell 27(2): 197-213(Abstract)

Kovacs J.J., P.J. Murphy, S. Gaillard, X. Zhao, J.T. Wu, C. V. Nicchitta, M. Yoshida, D.O. Toft, W. B. Pratt and T.P. Yao (2005). “HDAC6 regulates Hsp90 acetylation and chaperone-dependent activation of glucocorticoid receptor.” Mol Cell 18(5): 601-607(Abstract)

Batchu, S.N., A. S. Brijmohan and A. Advani (2016). “The therapeutic hope for HDAC6 inhibitors in malignancy and chronic disease.” Clin Sci 130(12): 987-1003(Abstract)

Yang, P.H., L. Zhang, Y. J. Zhang, J. Zhang and W.F. Xu (2013). “HDAC6: physiological function and its selective inhibitors for cancer treatment.” Drug Discov Ther 7(6): 233-242(Abstract)

Yang, P.H., L. Zhang, Y. J. Zhang, J. Zhang and W.F. Xu (2013). “HDAC6: physiological function and its selective inhibitors for cancer treatment.” Drug Discov Ther 7(6): 233-242(Abstract)

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Product Details

Additional Information

Quantities Please contact us for larger or different quantities
Catalog ASIS-P038
Formal Name sodium (1-hydroxy-6-thioxo-1,6-dihydropyridine-2-carbonyl)-L-alaninate
CAS Number No
Molecular Weight 264.233520507813
Formula C9 H9 N2 Na O4 S
Lead Time 3
LogP No
Purity 95
SMILES C[C@@H](C(O[Na])=O)NC(C1N(O)C(=S)C=CC=1)=O |&1:1|
Solubility and Handling No
inchikey UEJWTWYWEGKROM-JEDNCBNOSA-M
TPSA No
HBD No
HBA No
References

Details

Muthyala, R., W. S. Shin, J. Xie and Y. Y. Sham (2015). “Discovery of 1-hydroxypyridine-2-thiones as selective histone deacetylase inhibitors and their potential application for treating leukemia.” Bioorg Med Chem Lett 25(19): 4320-4324(Abstract)

Hubbert C., A. Guardiola, R. Shao, Y. Kawaguchi, A. Ito, A. Nixon, M. Yoshida, X. F. Wang and T. P. Yao (2002). “HDAC6 is a microtubule-associated deacetylase.” Nature 417(6887): 455-458(Abstract)

Matsuyama A., T. Shimazu,Y. Sumida, A. Saito, Y. Yoshimatsu, D. Seigneurin-Berny, H. Osada, Y. Komatsu, N. Nishino and S. Khochbin (2002). “In vivo destabilization of dynamic microtubules by HDAC6-mediated deacetylation.” EMBO J 21(24): 6820-6831(Abstract)

Zhang X., Z. Yuan, Y. Zhang, S. Yong, A. Salas-Burgos, J. Koomen, N. Olashaw, J. T. Parsons, X. J. Yang and S.R. Dent (2007). “HDAC6 modulates cell motility by altering the acetylation level of cortactin.” Mol Cell 27(2): 197-213(Abstract)

Kovacs J.J., P.J. Murphy, S. Gaillard, X. Zhao, J.T. Wu, C. V. Nicchitta, M. Yoshida, D.O. Toft, W. B. Pratt and T.P. Yao (2005). “HDAC6 regulates Hsp90 acetylation and chaperone-dependent activation of glucocorticoid receptor.” Mol Cell 18(5): 601-607(Abstract)

Batchu, S.N., A. S. Brijmohan and A. Advani (2016). “The therapeutic hope for HDAC6 inhibitors in malignancy and chronic disease.” Clin Sci 130(12): 987-1003(Abstract)

Yang, P.H., L. Zhang, Y. J. Zhang, J. Zhang and W.F. Xu (2013). “HDAC6: physiological function and its selective inhibitors for cancer treatment.” Drug Discov Ther 7(6): 233-242(Abstract)

Yang, P.H., L. Zhang, Y. J. Zhang, J. Zhang and W.F. Xu (2013). “HDAC6: physiological function and its selective inhibitors for cancer treatment.” Drug Discov Ther 7(6): 233-242(Abstract)

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