Tenovin-1

Base Information

• Chemical Name: Tenovin-1
• CAS No.: 380315-80-0
• Molecular Formula: C20H23N3O2S
• Molecular Weight: 369.487
• Hs Code.: 29242990
• UNII: BIQ6AID2B7
• DSSTox Substance ID: DTXSID1046920
• Wikidata: Q27166342
• ChEMBL ID: CHEMBL1436543
• Mol file: 380315-80-0.mol

Synonyms:tenovin-1

Chemical Property of Tenovin-1

Chemical Property:

• PKA: 9.09±0.70(Predicted)
• PSA: 102.32000
• Density: 1.238±0.06 g/cm3(Predicted)
• LogP: 4.60620
• Storage Temp.: Store at +4°C
• Solubility.: Soluble in DMSO (10 mg/ml with warming)
• XLogP3: 4.4
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 369.15109816
• Heavy Atom Count: 26
• Complexity: 514

Purity/Quality:

99%, ^*data from raw suppliers

Tenovin-1 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)NC1=CC=C(C=C1)NC(=S)NC(=O)C2=CC=C(C=C2)C(C)(C)C
• Description: Tenovin-1 is a small molecule activator of p53 transcriptional activity. At 10 μM, it elevates p53 expression in MCF-7 cells within two hours of treatment and longer-term exposure significantly decreases the growth of BL2 Burkitt’s lymphoma and ARN8 melanoma cells. Functioning upstream of p53, tenovin-1 acts by inhibiting the deacetylase activity of purified human SIRT1 and SIRT2, members of NAD+-dependent class III histone deacetylases that belong to the sirtuin family. While tenovin-1 demonstrates low genotoxicity, the compound has poor water solubility, which limits its uses in vivo.
• Uses: Tenovin 1 is a sirtuin inhibitor.

Technology Process of Tenovin-1

There total 4 articles about Tenovin-1 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: 61.0%

sodium thiocyanide (540-72-7) + N-acetyl-p-phenylenediamine (122-80-5) → N-{4-[3-(4-tert-butyl-benzoyl)-thioureido]-phenyl}-acetamide (380315-80-0)

Guidance literature:

sodium thiocyanide; p-tert-butyl benzoyl chloride; In acetone; at 20 ℃; for 16h;

N-acetyl-p-phenylenediamine; In acetone; at 20 ℃; for 16h;

Reference yield: 61.0%

sodium thiocyanide (540-72-7) + N-acetyl-p-phenylenediamine (122-80-5) + p-tert-butyl benzoyl chloride (1710-98-1) → N-{4-[3-(4-tert-butyl-benzoyl)-thioureido]-phenyl}-acetamide (380315-80-0)

Guidance literature:

sodium thiocyanide; p-tert-butyl benzoyl chloride; In acetone; at 20 ℃; for 8h;

N-acetyl-p-phenylenediamine; In acetone; at 0 - 20 ℃;

DOI:10.1016/j.bmc.2012.01.001

Reference yield: 59.0%

→ N-{4-[3-(4-tert-butyl-benzoyl)-thioureido]-phenyl}-acetamide (380315-80-0)

Guidance literature:

In acetonitrile; for 1h; Cooling with ice;

In acetonitrile; at 20 ℃; for 4h;

upstream raw materials:

sodium thiocyanide

N-acetyl-p-phenylenediamine

p-tert-butyl benzoyl chloride

4-(1,1-dimethylethyl)benzoic acid

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