DMAPB

CHF 200.00
In stock
AG-CR1-3904-M0011 mgCHF 200.00
AG-CR1-3904-M0055 mgCHF 800.00
More Information
Product Details
Synonyms 4-(Dimethylamino)-N-(5-(2-mercaptoacetamido)pentyl)benzamide; Mercaptoacetamide BC-4-55
Product Type Chemical
Properties
Formula

C16H25N3O2S

MW 323.5
CAS 827036-76-0
Purity Chemicals ≥95% (HPLC)
Appearance Off-white solid.
Solubility Soluble in DMSO, ethanol or methanol.
Identity Determined by 1H-NMR.
InChi Key SGOHSANPZHQNKM-UHFFFAOYSA-N
Smiles CN(C)C1=CC=C(C=C1)C(=O)NCCCCCNC(=O)CS
Shipping and Handling
Shipping AMBIENT
Short Term Storage +4°C
Long Term Storage -20°C
Handling Advice Keep cool and dry.
Protect from light.
Use/Stability Stable for at least 2 years after receipt when stored at -20°C.
Documents
MSDS Download PDF
Product Specification Sheet
Datasheet Download PDF
  • Cell permeable, potent and selective class IIb HDAC6 inhibitor (IC50 =114nM). Displays selectivity over other HDACs (IC50=1-8µM).
  • Neuroprotective and anti-neuroinflammatory agent. Reduced neuronal degeneration after traumatic brain injury (TBI).
  • Shown to increase histone H3 acetylation.
  • HDAC6 deacetylates tubulin, HSP90 and the core histones (H2A, H2B, H3, H4). Histone deacetylases act via the formation of large multiprotein complexes. HDAC6 plays an important role in microtubule-dependent cell motility, transcriptional regulation, degradation of misfolded proteins and cell cycle and is involved in autophagy, inflammation, cancer and neurodegeneration.
Product References
  1. Chemistry and biology of mercaptoacetamides as novel histone deacetylase inhibitors: B. Chen, et al.; Bioorg. Med. Chem. Lett. 15, 1389 (2005)
  2. Functional differences in epigenetic modulators - Superiority of mercaptoacetamide-based histone deacetylase inhibitors relative to hydroxamates in cortical neuron neuroprotection studies: A. Kozikowski, et al.; J. Med. Chem. 50, 3054 (2007)
  3. In vitro plasma stability, permeability and solubility of mercaptoacetamide histone deacetylase inhibitors: R. Konsoula & M. Jung; Int. J. Pharm. 361, 19 (2008)
  4. HDAC inhibitor increases histone H3 acetylation and reduces microglia inflammatory response following traumatic brain injury in rats: B. Zhang, et al.; Brain Res. 1226, 181 (2008)
  5. Novel inhibitors of human histone deacetylase (HDAC) identified by QSAR modeling of known inhibitors, virtual screening, and experimental validation: H. Tang, et al.; J. Chem. Inf. Model 49, 461 (2009)
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