Sivifene

Base Information

• Chemical Name: Sivifene
• CAS No.: 2675-35-6
• Molecular Formula: C19H14 N4 O6
• Molecular Weight: 394.343
• Hs Code.: 2928000090
• UNII: XAV05295I5
• DSSTox Substance ID: DTXSID30949554
• Nikkaji Number: J675.488K
• Wikipedia: Sivifene
• Wikidata: Q27293750
• NCI Thesaurus Code: C61305
• Metabolomics Workbench ID: 149546
• ChEMBL ID: CHEMBL307697
• Mol file: 2675-35-6.mol

Synonyms:4,4'-dihydroxybenzophenone-2,4-dinitrophenylhydrazone;A-007

Chemical Property of Sivifene

Chemical Property:

• PSA: 156.49000
• Density: 1.47
• LogP: 4.89810
• XLogP3: 5.7
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 4
• Exact Mass: 394.09133418
• Heavy Atom Count: 29
• Complexity: 579

Purity/Quality:

99% ^*data from raw suppliers

A-007 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Moderately toxic by ingestion.
• Hazard Codes: Moderately toxic by ingestion.

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1C(=NNC2=C(C=C(C=C2)[N+](=O)[O-])[N+](=O)[O-])C3=CC=C(C=C3)O)O
• Recent ClinicalTrials: Safety and Efficacy of A-007 Topical Gel in the Treatment of High-Grade Squamous Intraepithelial Lesions (HSIL) of the Cervix

Technology Process of Sivifene

There total 3 articles about Sivifene 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: 78.0%

4,4'-Dihydroxybenzophenone (611-99-4) + (2,4-dinitro-phenyl)-hydrazine (119-26-6) → 4,4'-dihydroxybenzophenone-2,4-dinitrophenylhydrazone (2675-35-6)

Guidance literature:

With sulfuric acid; In methanol; at 50 ℃; for 0.5h;

DOI:10.1021/jm0301080

Reference yield:

3,3'-(4,4'-((2-(2,4-dinitrophenyl)-hydrazono)methylene)bis(4,1-phenylene)bis(oxy))bis-(2-oxoethylammonium trifluoroacetate) → 4,4'-dihydroxybenzophenone-2,4-dinitrophenylhydrazone (2675-35-6)

Guidance literature:

With water; alpha cyclodextrin; for 5h;

DOI:10.1016/j.carres.2009.06.042

Reference yield:

3,3'-(4,4'-((2-(2,4-dinitrophenyl)-hydrazono)methylene)bis(4,1-phenylene)bis(oxy))bis-(2-oxoethylammonium chloride) → C21H17N5O7 + 4,4'-dihydroxybenzophenone-2,4-dinitrophenylhydrazone (2675-35-6)

Guidance literature:

With water; alpha cyclodextrin; for 5h;

DOI:10.1016/j.carres.2009.06.042

upstream raw materials:

4,4'-Dihydroxybenzophenone

(2,4-dinitro-phenyl)-hydrazine

Downstream raw materials:

tert-butoxycarbonylamino-acetic acid 4-{[4-(2-tert-butoxycarbonylamino-acetoxy)-phenyl]-[(2,4-dinitro-phenyl)-hydrazono]-methyl}-phenyl ester

ethyl {4-([(2,4-dinitrophenyl)hydrazono]-(4-ethoxycarbonyl-methoxyphenyl)-methyl)-phenoxy}-ethanoate

4,4'-dihydroxybenzophenone-2,4-dinitrophenylhydrazone bis(2,3,4,6-tetra-O-acetyl-β-D-glucopyranoside)

Refernces

Design, synthesis, and anticancer properties of 4,4′ -dihydroxybenzophenone-2,4-dinitrophenylhydrazone and analogues

10.1021/jm0301080

The research focuses on the design, synthesis, and evaluation of the anticancer properties of 4,4′-Dihydroxybenzophenone-2,4-dinitrophenylhydrazone (A-007) and its analogues. The purpose of the study was to modify the chemical moieties of A-007 to maximize its anticancer activity through increased planarity and the introduction of functional groups. A total of thirty-five phenylhydrazone analogues were synthesized and evaluated in vitro using a human primary cancer explant assay, with selected analogues also being tested against established human/murine cell lines.

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