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MedKoo Cat#: 563622 | Name: HDAC8-IN-2
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Description:

WARNING: This product is for research use only, not for human or veterinary use.

HDAC8-IN-2 is a selective HDAC8 inhibitor.

Chemical Structure

HDAC8-IN-2
HDAC8-IN-2
CAS#6953-61-3

Theoretical Analysis

MedKoo Cat#: 563622

Name: HDAC8-IN-2

CAS#: 6953-61-3

Chemical Formula: C11H9NO2

Exact Mass: 187.0633

Molecular Weight: 187.19

Elemental Analysis: C, 70.58; H, 4.85; N, 7.48; O, 17.09

Price and Availability

Size Price Availability Quantity
100mg USD 250.00 2 Weeks
250mg USD 450.00 2 Weeks
500mg USD 700.00 2 Weeks
1g USD 1,050.00 2 Weeks
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Related CAS #
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Synonym
HDAC8-IN-2; HDAC8 IN 2; HDAC8IN2; HDAC8 inhibitor 2; HDAC8-inhibitor-2; 1-Naphthohydroxamic acid; alpha-Naphthohydroxamic acid; NSC-57457; NSC 57457; NSC57457;
IUPAC/Chemical Name
N-hydroxy-1-naphthamide
InChi Key
JRZGPWOEHDOVMC-UHFFFAOYSA-N
InChi Code
InChI=1S/C11H9NO2/c13-11(12-14)10-7-3-5-8-4-1-2-6-9(8)10/h1-7,14H,(H,12,13)
SMILES Code
O=C(NO)C1=C2C=CC=CC2=CC=C1
Appearance
Solid powder
Purity
>95% (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
Soluble in DMSO
Shelf Life
>3 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.03.00
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 187.19 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.

Recalculate based on batch purity %
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
1: Mao G, Hu S, Zhang Z, Wu P, Zhao X, Lin R, Liao W, Kang Y. Exosomal miR-95-5p regulates chondrogenesis and cartilage degradation via histone deacetylase 2/8. J Cell Mol Med. 2018 Jul 31. doi: 10.1111/jcmm.13808. [Epub ahead of print] PubMed PMID: 30063117. 2: Ha SD, Solomon O, Akbari M, Sener A, Kim SO. Histone deacetylase 8 protects human proximal tubular epithelial cells from hypoxia-mimetic cobalt- and hypoxia/reoxygenation-induced mitochondrial fission and cytotoxicity. Sci Rep. 2018 Jul 27;8(1):11332. doi: 10.1038/s41598-018-29463-x. PubMed PMID: 30054507; PubMed Central PMCID: PMC6063935. 3: Kolbinger FR, Koeneke E, Ridinger J, Heimburg T, Müller M, Bayer T, Sippl W, Jung M, Gunkel N, Miller AK, Westermann F, Witt O, Oehme I. The HDAC6/8/10 inhibitor TH34 induces DNA damage-mediated cell death in human high-grade neuroblastoma cell lines. Arch Toxicol. 2018 Aug;92(8):2649-2664. doi: 10.1007/s00204-018-2234-8. Epub 2018 Jun 9. PubMed PMID: 29947893. 4: Choubey SK, Jeyakanthan J. Molecular dynamics and quantum chemistry-based approaches to identify isoform selective HDAC2 inhibitor - a novel target to prevent Alzheimer's disease. J Recept Signal Transduct Res. 2018 Jun;38(3):266-278. doi: 10.1080/10799893.2018.1476541. Epub 2018 Jun 22. PubMed PMID: 29932788. 5: Porter NJ, Wagner FF, Christianson DW. Entropy as a Driver of Selectivity for Inhibitor Binding to Histone Deacetylase 6. Biochemistry. 2018 Jul 3;57(26):3916-3924. doi: 10.1021/acs.biochem.8b00367. Epub 2018 May 18. PubMed PMID: 29775292; PubMed Central PMCID: PMC6030506. 6: Zhao C, Zang J, Ding Q, Inks ES, Xu W, Chou CJ, Zhang Y. Discovery of meta-sulfamoyl N-hydroxybenzamides as HDAC8 selective inhibitors. Eur J Med Chem. 2018 Apr 25;150:282-291. doi: 10.1016/j.ejmech.2018.03.002. Epub 2018 Mar 6. PubMed PMID: 29533873. 7: Shen J, Najafi S, Stäble S, Fabian J, Koeneke E, Kolbinger FR, Wrobel JK, Meder B, Distel M, Heimburg T, Sippl W, Jung M, Peterziel H, Kranz D, Boutros M, Westermann F, Witt O, Oehme I. A kinome-wide RNAi screen identifies ALK as a target to sensitize neuroblastoma cells for HDAC8-inhibitor treatment. Cell Death Differ. 2018 Mar 7. doi: 10.1038/s41418-018-0080-0. [Epub ahead of print] PubMed PMID: 29515255. 8: Choi SY, Kee HJ, Jin L, Ryu Y, Sun S, Kim GR, Jeong MH. Inhibition of class IIa histone deacetylase activity by gallic acid, sulforaphane, TMP269, and panobinostat. Biomed Pharmacother. 2018 May;101:145-154. doi: 10.1016/j.biopha.2018.02.071. Epub 2018 Feb 24. PubMed PMID: 29482060. 9: Negmeldin AT, Knoff JR, Pflum MKH. The structural requirements of histone deacetylase inhibitors: C4-modified SAHA analogs display dual HDAC6/HDAC8 selectivity. Eur J Med Chem. 2018 Jan 1;143:1790-1806. doi: 10.1016/j.ejmech.2017.10.076. Epub 2017 Oct 31. PubMed PMID: 29150330; PubMed Central PMCID: PMC5890937. 10: Porter NJ, Christianson DW. Binding of the Microbial Cyclic Tetrapeptide Trapoxin A to the Class I Histone Deacetylase HDAC8. ACS Chem Biol. 2017 Sep 15;12(9):2281-2286. doi: 10.1021/acschembio.7b00330. Epub 2017 Aug 30. PubMed PMID: 28846375; PubMed Central PMCID: PMC5600712. 11: Pidugu VR, Yarla NS, Bishayee A, Kalle AM, Satya AK. Novel histone deacetylase 8-selective inhibitor 1,3,4-oxadiazole-alanine hybrid induces apoptosis in breast cancer cells. Apoptosis. 2017 Nov;22(11):1394-1403. doi: 10.1007/s10495-017-1410-2. PubMed PMID: 28840369. 12: Jan JS, Chou YC, Cheng YW, Chen CK, Huang WJ, Hsiao G. The Novel HDAC8 Inhibitor WK2-16 Attenuates Lipopolysaccharide-Activated Matrix Metalloproteinase-9 Expression in Human Monocytic Cells and Improves Hypercytokinemia In Vivo. Int J Mol Sci. 2017 Jun 29;18(7). pii: E1394. doi: 10.3390/ijms18071394. PubMed PMID: 28661460; PubMed Central PMCID: PMC5535887. 13: Negmeldin AT, Pflum MKH. The structural requirements of histone deacetylase inhibitors: SAHA analogs modified at the C5 position display dual HDAC6/8 selectivity. Bioorg Med Chem Lett. 2017 Aug 1;27(15):3254-3258. doi: 10.1016/j.bmcl.2017.06.033. Epub 2017 Jun 13. PubMed PMID: 28648461; PubMed Central PMCID: PMC5747257. 14: Zhou H, Wang C, Deng T, Tao R, Li W. Novel urushiol derivatives as HDAC8 inhibitors: rational design, virtual screening, molecular docking and molecular dynamics studies. J Biomol Struct Dyn. 2018 Jun;36(8):1966-1978. doi: 10.1080/07391102.2017.1344568. Epub 2017 Jul 6. PubMed PMID: 28632421. 15: Nakayama T, Akagawa K. Transcription regulation mechanism of the syntaxin 1A gene via protein kinase A. Biochem J. 2017 Jul 11;474(14):2465-2473. doi: 10.1042/BCJ20170249. PubMed PMID: 28559304. 16: Ha SD, Cho W, Kim SO. HDAC8 Prevents Anthrax Lethal Toxin-induced Cell Cycle Arrest through Silencing PTEN in Human Monocytic THP-1 Cells. Toxins (Basel). 2017 May 16;9(5). pii: E162. doi: 10.3390/toxins9050162. PubMed PMID: 28509866; PubMed Central PMCID: PMC5450710. 17: Ramos TL, Sánchez-Abarca LI, Redondo A, Hernández-Hernández Á, Almeida AM, Puig N, Rodríguez C, Ortega R, Preciado S, Rico A, Muntión S, Porras JRG, Del Cañizo C, Sánchez-Guijo F. HDAC8 overexpression in mesenchymal stromal cells from JAK2+ myeloproliferative neoplasms: a new therapeutic target? Oncotarget. 2017 Apr 25;8(17):28187-28202. doi: 10.18632/oncotarget.15969. PubMed PMID: 28390197; PubMed Central PMCID: PMC5438642. 18: Negmeldin AT, Padige G, Bieliauskas AV, Pflum MK. Structural Requirements of HDAC Inhibitors: SAHA Analogues Modified at the C2 Position Display HDAC6/8 Selectivity. ACS Med Chem Lett. 2017 Feb 7;8(3):281-286. doi: 10.1021/acsmedchemlett.6b00124. eCollection 2017 Mar 9. PubMed PMID: 28337317; PubMed Central PMCID: PMC5346987. 19: Park JY, Juhnn YS. cAMP signaling increases histone deacetylase 8 expression via the Epac2-Rap1A-Akt pathway in H1299 lung cancer cells. Exp Mol Med. 2017 Feb 24;49(2):e297. doi: 10.1038/emm.2016.152. PubMed PMID: 28232663; PubMed Central PMCID: PMC5336561. 20: Kleinschek A, Meyners C, Digiorgio E, Brancolini C, Meyer-Almes FJ. Potent and Selective Non-hydroxamate Histone Deacetylase 8 Inhibitors. ChemMedChem. 2016 Dec 6;11(23):2598-2606. doi: 10.1002/cmdc.201600528. Epub 2016 Nov 9. PubMed PMID: 27860422.

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