Drug Details

General Information of the Drug (ID: DR2074)
Name
PR-104A
Synonyms
PR-104A; 680199-06-8; PR 104A; SN 27858; UNII-397986RF9L; 397986RF9L; 2-((2-Bromoethyl)(2-((2-hydroxyethyl)carbamoyl)-4,6-dinitrophenyl)amino)ethyl methanesulfonate; 2-[N-(2-bromoethyl)-2-(2-hydroxyethylcarbamoyl)-4,6-dinitroanilino]ethyl methanesulfonate; 2-((2-bromoethyl)-2-{[(2-hydroxyethyl)amino]carbonyl}-4,6-dinitroanilino)ethyl methanesulfonate; SCHEMBL366334; CHEMBL4438907; 3,5-Dinitrobenzamide nitrogen mustard; AKOS025147034; J-505203; 2-((2-Bromoethyl)(2-((methylsulfonyl)oxy)ethyl)amino)-N-(2-hydroxyethyl)-3,5-dinitrobenzamide; 2-(N-(2-Bromoethyl)-2-(((2-hydroxyethyl)amino)carbonyl)-4,6-dinitroanilino)ethyl methanesulfonate; Benzamide, 2-((2-bromoethyl)(2-((methylsulfonyl)oxy)ethyl)amino)-N-(2-hydroxyethyl)-3,5-dinitro-
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Molecular Type
Small molecule
Disease Hepatocellular carcinoma [ICD-11: 2C12] Investigative [1]
Structure
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2D MOL

3D MOL

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Formula
C14H19BrN4O9S
PubChem CID
9848786
Canonical SMILES
CS(=O)(=O)OCCN(CCBr)C1=C(C=C(C=C1[N+](=O)[O-])[N+](=O)[O-])C(=O)NCCO
InChI
1S/C14H19BrN4O9S/c1-29(26,27)28-7-5-17(4-2-15)13-11(14(21)16-3-6-20)8-10(18(22)23)9-12(13)19(24)25/h8-9,20H,2-7H2,1H3,(H,16,21)
InChIKey
AZICEEZSDKZDHX-UHFFFAOYSA-N
CAS Number
CAS 680199-06-8
Combinatorial Therapeutic Effect(s) Validated Clinically or Experimentally
    α. A List of Natural Product(s) Able to Enhance the Efficacy of This Drug
          Sulforaphane      Brassica oleracea     Click to Show/Hide the Molecular Data of This NP
                 Achieving Therapeutic Synergy     Click to Show/Hide
                    Representative Experiment Reporting the Effect of This Combination [2]
                    Detail(s)  Combination Info  click to show the detail info of this combination
                    Molecule(s)
                    Regulation		 Up-regulation Expression AKR1C3  Molecule Info 
Pathway MAP
                    In-vitro Model HT29 CVCL_A8EZ Colorectal adenocarcinoma Mus musculus
SW620 CVCL_0547 Colon adenocarcinoma Homo sapiens
                    Experimental
                    Result(s)		 Sulforaphane preconditioning sensitizes human colon cancer cells towards the bioreductive anticancer prodrug PR-104A.
Target and Pathway
Target(s) Human Deoxyribonucleic acid (hDNA)  Molecule Info  [3]
References
Reference 1 [Human hepatocarcinoma cell apoptosis induced by toosendanin through mitochondria-dependent pathway]. Zhongguo Zhong Xi Yi Jie He Za Zhi. 2011 Feb;31(2):218-22.
Reference 2 Sulforaphane Preconditioning Sensitizes Human Colon Cancer Cells towards the Bioreductive Anticancer Prodrug PR-104A. PLoS One. 2016 Mar 7;11(3):e0150219.
Reference 3 Roles of DNA repair and reductase activity in the cytotoxicity of the hypoxia-activated dinitrobenzamide mustard PR-104A. Mol Cancer Ther. 2009 Jun;8(6):1714-23.
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