Scriptaid

Base Information

• Chemical Name: Scriptaid
• CAS No.: 287383-59-9
• Molecular Formula: C₁₈H₁₈N₂O₄
• Molecular Weight: 326.352
• Hs Code.: 2933990090
• UNII: EJQ8CD8BSV
• DSSTox Substance ID: DTXSID70274458
• Nikkaji Number: J1.353.653H
• Wikipedia: Scriptaid
• Wikidata: Q27088763
• Pharos Ligand ID: 2URLWN78TTWM
• ChEMBL ID: CHEMBL96051
• Mol file: 287383-59-9.mol

Synonyms:N-Hydroxy-1,3-dioxo-1H-benz(de)isoquinoline-2(3H)-hexan amide;scriptaid

Chemical Property of Scriptaid

Chemical Property:

• Melting Point: 160-161℃
• Refractive Index: 1.646
• PSA: 88.40000
• Density: 1.338 g/cm³
• LogP: 2.40940
• Storage Temp.: −20°C
• Sensitive.: Light Sensitive
• Solubility.: Soluble in DMSO (up to 4 mg/ml).
• XLogP3: 2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 6
• Exact Mass: 326.12665706
• Heavy Atom Count: 24
• Complexity: 477

Purity/Quality:

99% ^*data from raw suppliers

Scriptide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=C3C(=C1)C(=O)N(C(=O)C3=CC=C2)CCCCCC(=O)NO
• Description: Scriptaid is a histone deacetylase inhibitor that has an optimal concentration of 6-8 μM in a cell-based assay, is less toxic than trichostatin A, and works in a wide variety of biological systems. It induces cell cycle arrest in colon cancer cells in culture and inhibits tumor growth in vitro and in vivo. Scriptaid also facilitates the cloning of inbred mouse strains produced by somatic cell nuclear transfer.
• Uses: Scriptaid has been used in post activation of oocytes and embryo culture. Histone deacetylase inhibitor. A cell-permeable, relatively non-toxic HDAC inhibitor that facilitates transcriptional activation (TGFβ/Smad4) in both stable and transient receptor assays in a concentration-dependent manner.

Technology Process of Scriptaid

There total 5 articles about Scriptaid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 71.0%

C21H21NO6 → scriptaid (287383-59-9)

Guidance literature:

With hydroxylamine; In methanol; at 20 ℃; for 1h;

DOI:10.1080/00304948.2014.866471

Reference yield: 57.0%

6-(1,3-dioxo-1H-benzo[de]isoquinolin-2(3H)-yl)-N-((tetrahydro-2H-pyran-2-yl)oxy)hexanamide → scriptaid (287383-59-9)

Guidance literature:

With toluene-4-sulfonic acid; In water; isopropyl alcohol; at 21 ℃; for 16h;

DOI:10.1039/c5cc02059j

Reference yield:

1,8-Naphthalic anhydride (81-84-5) → scriptaid (287383-59-9)

Guidance literature:

Multi-step reaction with 3 steps

1: propionic acid / 4 h / Reflux

2: triethylamine / tetrahydrofuran / 0.25 h / 0 °C

3: hydroxylamine / methanol / 1 h / 20 °C

With hydroxylamine; triethylamine; In tetrahydrofuran; methanol; propionic acid;

DOI:10.1080/00304948.2014.866471

upstream raw materials:

1,8-Naphthalic anhydride

6-aminohexanoic acid

Refernces

• 1、 -. "FILAGGRIN PRODUCTION PROMOTER, THERAPEUTIC AGENT FOR DISEASES ASSOCIATED WITH REDUCTION IN PRODUCTION OF FILAGGRIN, AND METHOD FOR SCREENING FOR SAID THERAPEUTIC AGENT". Page/Page column. . Retrieved 2015/06/16.