Anthranilamide 1c

Anthranilamide 1c

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Category Others
Catalog number BBF-00481
CAS 207305-65-5
Molecular Weight 283.33
Molecular Formula C17H17NO3

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Description

It is produced by the strain of Streptomyces sp. B7747. Antichlorella activity. MIC is 20-107μg/mL. All the anthranilamide has no antibacterial activity against Staphylococcus aureus, Escherichia coli and Mucor mirabilis.

Specification

Synonyms 2-[methyl-(3-phenylpropionyl)lamino]-benzoic acid
IUPAC Name 2-(N-methyl-3-phenylpropanamido)benzoic acid

Properties

Melting Point 107 °C
Solubility Soluble in Ether

Reference Reading

1. 2,3-Dihydroquinazolin-4(1H)-one derivatives as potential non-peptidyl inhibitors of cathepsins B and H
Mamta Singh, Neera Raghav Bioorg Chem. 2015 Apr;59:12-22. doi: 10.1016/j.bioorg.2015.01.005. Epub 2015 Jan 28.
A direct correlation between cathepsin expression-cancer progression and elevated levels of cathepsins due to an imbalance in cellular inhibitors-cathepsins ratio in inflammatory diseases necessitates the work on the identification of potential inhibitors to cathepsins. In the present work we report the synthesis of some 2,3-dihydroquinazolin-4(1H)-ones followed by their evaluation as cysteine protease inhibitors in general and cathepsin B and cathepsin H inhibitors in particular. 2,3-Dihydroquinazolin-4(1H)-ones, synthesized by the condensation of anthranilamide and carbonyl compound in presence of PPA-SiO2 catalyst, were characterized by spectral analysis. The designed compounds were screened as inhibitors to proteolysis on endogenous protein substrates. Further, a distinct differential pattern of inhibition was obtained for cathepsins B and H. The inhibition was more to cathepsin B with Ki values in nanomolar range. However, cathepsin H was inhibited at micromolar concentration. Maximum inhibition was shown by compounds, 1e and 1f for cathepsin B and compounds 1c and 1f for cathepsin H. The synthesized compounds were established as reversible inhibitors of cathepsins B and H. The results were also compared with the energy of interaction between enzyme active site and compounds using iGemdock software.
2. Synthesis, anticancer activity and apoptosis inducing ability of anthranilamide-PBD conjugates
Ahmed Kamal, E Vijaya Bharathi, M Janaki Ramaiah, J Surendranadha Reddy, D Dastagiri, A Viswanath, Farheen Sultana, S N C V L Pushpavalli, Manika Pal-Bhadra, Aarti Juvekar, Subrata Sen, Surekha Zingde Bioorg Med Chem Lett. 2010 Jun 1;20(11):3310-3. doi: 10.1016/j.bmcl.2010.04.037. Epub 2010 Apr 14.
A series of novel anthranilamide linked pyrrolo[2,1-c][1,4]benzodiazepine conjugates were prepared and evaluated for their anticancer activity. The effects of three promising PBD conjugates on cell cycle of cancerous cell line A375 were investigated. These promising compounds showed the characteristic features of apoptosis like enhancement in the levels of p53 and activation of caspase-3.

Bio Calculators

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Concentration (start) x Volume (start) = Concentration (final) x Volume (final)
It is commonly abbreviated as: C1V1 = C2V2

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Tip: Chemical formula is case sensitive. C22H30N4O c22h30n40
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