AdipoGen Life Sciences

DMAPB

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AG-CR1-3904-M0011 mgCHF 200.00

AG-CR1-3904-M0055 mgCHF 800.00

Specifications / Handling

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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

Product Description

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-specific References

Chemistry and biology of mercaptoacetamides as novel histone deacetylase inhibitors: B. Chen, et al.; Bioorg. Med. Chem. Lett. 15, 1389 (2005)
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)
In vitro plasma stability, permeability and solubility of mercaptoacetamide histone deacetylase inhibitors: R. Konsoula & M. Jung; Int. J. Pharm. 361, 19 (2008)
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)
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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