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N6-Benzoyladenine

CAS# 4005-49-6

N6-Benzoyladenine

Catalog No. BCC9075----Order now to get a substantial discount!

Product Name & Size Price Stock
N6-Benzoyladenine: 5mg $17 In Stock
N6-Benzoyladenine: 10mg Please Inquire In Stock
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Quality Control of N6-Benzoyladenine

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Chemical structure

N6-Benzoyladenine

3D structure

Chemical Properties of N6-Benzoyladenine

Cas No. 4005-49-6 SDF Download SDF
PubChem ID 97075 Appearance Powder
Formula C12H9N5O M.Wt 239
Type of Compound N/A Storage Desiccate at -20°C
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
Chemical Name N-(7H-purin-6-yl)benzamide
SMILES C1=CC=C(C=C1)C(=O)NC2=NC=NC3=C2NC=N3
Standard InChIKey QQJXZVKXNSFHRI-UHFFFAOYSA-N
Standard InChI InChI=1S/C12H9N5O/c18-12(8-4-2-1-3-5-8)17-11-9-10(14-6-13-9)15-7-16-11/h1-7H,(H2,13,14,15,16,17,18)
General tips For obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20℃ for several months.
We recommend that you prepare and use the solution on the same day. However, if the test schedule requires, the stock solutions can be prepared in advance, and the stock solution must be sealed and stored below -20℃. In general, the stock solution can be kept for several months.
Before use, we recommend that you leave the vial at room temperature for at least an hour before opening it.
About Packaging 1. The packaging of the product may be reversed during transportation, cause the high purity compounds to adhere to the neck or cap of the vial.Take the vail out of its packaging and shake gently until the compounds fall to the bottom of the vial.
2. For liquid products, please centrifuge at 500xg to gather the liquid to the bottom of the vial.
3. Try to avoid loss or contamination during the experiment.
Shipping Condition Packaging according to customer requirements(5mg, 10mg, 20mg and more). Ship via FedEx, DHL, UPS, EMS or other couriers with RT, or blue ice upon request.

N6-Benzoyladenine Dilution Calculator

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N6-Benzoyladenine Molarity Calculator

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Preparing Stock Solutions of N6-Benzoyladenine

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 4.1841 mL 20.9205 mL 41.841 mL 83.682 mL 104.6025 mL
5 mM 0.8368 mL 4.1841 mL 8.3682 mL 16.7364 mL 20.9205 mL
10 mM 0.4184 mL 2.0921 mL 4.1841 mL 8.3682 mL 10.4603 mL
50 mM 0.0837 mL 0.4184 mL 0.8368 mL 1.6736 mL 2.0921 mL
100 mM 0.0418 mL 0.2092 mL 0.4184 mL 0.8368 mL 1.046 mL
* Note: If you are in the process of experiment, it's necessary to make the dilution ratios of the samples. The dilution data above is only for reference. Normally, it's can get a better solubility within lower of Concentrations.

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References on N6-Benzoyladenine

Discovery and structure-activity relationship studies of N6-benzoyladenine derivatives as novel BRD4 inhibitors.[Pubmed:25678016]

Bioorg Med Chem. 2015 Mar 1;23(5):953-9.

Bromodomain and extra-terminal domain (BET) proteins are epigenetic readers that bind to acetylated lysines in histones. Among them, BRD4 is a candidate target molecule of therapeutic agents for diverse diseases, including cancer and inflammatory disease. As a part of our continuing structural development studies of thalidomide to obtain a broad spectrum of biological modifiers based on the 'multi-template' approach, in this work we focused on BRD4-inhibitory activity, and discovered that N6-Benzoyladenine derivatives exhibit this activity. Structure-activity relationship studies led to N6-(2,4,5-trimethoxybenzoyl)adenine (29), which exhibits potent BRD4 bromodomain1 inhibitory activity with an IC50 value of 0.427muM. N6-Benzoyladenine appears to be a new chemical scaffold for development of BRD4 inhibitors.

Synthesis and cytotoxicity of cyanoborane adducts of n6-benzoyladenine and 6-triphenylphosphonylpurine.[Pubmed:18475422]

Met Based Drugs. 2002;9(1-2):19-32.

N6-Benzoyladenine-cyanoborane (2), and 6-triphenylphosphonylpurine-cyanoborane (3) were selected for investigation of cytotoxicity in murine and human tumor cell lines, effects on human HL-60 leukemic metabolism and DNA strand scission to determine the feasibility of these compounds as clinical antineoplastic agents. Compounds 2 and 3 both showed effective cytotoxicity based on ED(50) values less than 4 mug/ml for L1210, P388, HL-60, Tmolt(3), HUT-78, HeLa-S(3) uterine, ileum HCT-8, and liver Hepe-2. Compound 2 had activity against ovary 1-A9, while compound 3 was only active against prostate PL and glioma UM. Neither compound was active against the growth of lung 549, breast MCF-7, osteosarcoma HSO, melanoma SK2, KB nasopharynx, and THP-1 acute monocytic leukemia. In mode of action studies in human leukemia HL-60 cells, both compounds demonstrated inhibition of DNA and protein syntheses after 60 min at 100 muM. These compounds inhibited RNA synthesis to a lesser extent. The utilization of the DNA template was suppressed by the compounds as determined by inhibition of the activities of DNA polymerase alpha, m-RNA polymerase, r-RNA polymerase and t-RNA polymerase, which would cause adequate inhibition of the synthesis of both DNA and RNA. Both compounds markedly inhibited dihydrofolate reductase activity, especially in compound 2. The compounds appeared to have caused cross-linking of the DNA strands after 24 hr at 100 muM in HL-60 cells, which was consistent with the observed increased in ct-DNA viscosity after 24 hr at 100 muM. The compounds had no inhibitory effects on DNA topoisomerase I and II activities or DNA-protein linked breaks. Neither compound interacted with the DNA molecule itself through alkylation of the nucleotide bases nor caused DNA interculation between base pairs. Overall, these antineoplastic agents caused reduction of DNA and protein replication, which would lead to killing of cancer cells.

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