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Aminoglutethimide

Base Information Edit
  • Chemical Name:Aminoglutethimide
  • CAS No.:125-84-8
  • Molecular Formula:C13H16N2O2
  • Molecular Weight:232.282
  • Hs Code.:2925190100
  • European Community (EC) Number:204-756-4
  • NSC Number:755868,330915
  • UNII:0O54ZQ14I9
  • DSSTox Substance ID:DTXSID8022589
  • Nikkaji Number:J5.378C
  • Wikipedia:Aminoglutethimide
  • Wikidata:Q241150
  • NCI Thesaurus Code:C233
  • Pharos Ligand ID:9DBHHYR7P7DA
  • Metabolomics Workbench ID:138657
  • ChEMBL ID:CHEMBL488
  • Mol file:125-84-8.mol
Aminoglutethimide

Synonyms:Aminoglutethimide;Cytadren;Orimeten

Suppliers and Price of Aminoglutethimide
Supply Marketing:Edit
Business phase:
The product has achieved commercial mass production*data from LookChem market partment
Manufacturers and distributors:
  • Manufacture/Brand
  • Chemicals and raw materials
  • Packaging
  • price
  • Usbiological
  • Aminoglutethimide
  • 1g
  • $ 425.00
  • TRC
  • Aminoglutethimide
  • 100mg
  • $ 80.00
  • Sigma-Aldrich
  • Aminoglutethimide European Pharmacopoeia (EP) Reference Standard
  • $ 190.00
  • Sigma-Aldrich
  • Aminoglutethimide European Pharmacopoeia (EP) Reference Standard
  • a0496000
  • $ 190.00
  • Sigma-Aldrich
  • DL-Aminoglutethimide
  • 100mg
  • $ 155.00
  • Sigma-Aldrich
  • DL-Aminoglutethimide
  • 1g
  • $ 910.00
  • Sigma-Aldrich
  • Aminoglutethimide United States Pharmacopeia (USP) Reference Standard
  • 200mg
  • $ 366.00
  • Sigma-Aldrich
  • DL-Aminoglutethimide
  • 500mg
  • $ 532.00
  • DC Chemicals
  • Aminoglutethimide >98%
  • 1 g
  • $ 300.00
  • Chem-Impex
  • DL-Aminoglutethimide, 99% 99%
  • 100G
  • $ 1108.80
Total 98 raw suppliers
Chemical Property of Aminoglutethimide Edit
Chemical Property:
  • Appearance/Colour:white solid 
  • Vapor Pressure:1.5E-08mmHg at 25°C 
  • Melting Point:152-154 °C(lit.) 
  • Refractive Index:1.566 
  • Boiling Point:457.4 °C at 760 mmHg 
  • PKA:11.60±0.40(Predicted) 
  • Flash Point:230.4 °C 
  • PSA:72.19000 
  • Density:1.173 g/cm3 
  • LogP:2.26320 
  • Storage Temp.:2-8°C 
  • Solubility.:H2O: 0.2 mg/mL, slightly soluble 
  • Water Solubility.:Soluble in water (2 mg/ml at 20°C), methanol (50 mg/ml), ethanol (7 mg/ml at 25°C), DMSO (20 mg/ml at 25°C), and chloroform. 
  • XLogP3:1.2
  • Hydrogen Bond Donor Count:2
  • Hydrogen Bond Acceptor Count:3
  • Rotatable Bond Count:2
  • Exact Mass:232.121177757
  • Heavy Atom Count:17
  • Complexity:321
Purity/Quality:

99%min *data from raw suppliers

Aminoglutethimide *data from reagent suppliers

Safty Information:
  • Pictogram(s): IrritantXi 
  • Hazard Codes:Xi 
  • Statements: 36/37/38 
  • Safety Statements: 26-36 
MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:
  • Canonical SMILES:CCC1(CCC(=O)NC1=O)C2=CC=C(C=C2)N
  • Recent ClinicalTrials:Randomized Study Comparing Tamoxifen vs. Tamoxifen + Aminoglutethimide in Postmenopausal Receptor-positive Patients
  • General Description Aminoglutethimide is an anticancer drug that has been studied for its molecular structure and interactions in various solvent environments using IR and Raman spectroscopy, along with ab initio RHF calculations. The research revealed that its behavior in solvents depends on polarity, forming autoassociates in less polar solvents like CCl4 and CHCl3, while forming solute-solvent dimers in more polar CH3CN. These findings are significant for understanding its biochemical interactions and optimizing its therapeutic applications.
Technology Process of Aminoglutethimide

There total 17 articles about Aminoglutethimide 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:
Guidance literature:
With hydrogen; palladium on activated charcoal; In ethanol; for 1h; under 760 Torr;
DOI:10.1016/S0040-4039(99)00590-0
Refernces Edit

Synthesis of imidazole-derived steroidal hybrids as potent aromatase inhibitors

10.1007/s00044-012-0059-1

The study investigates the creation and evaluation of imidazolyl substituted 16E-arylidenosteroidal derivatives for their potential as aromatase inhibitors, which are crucial in treating estrogen-dependent tumors such as breast cancer. The researchers synthesized various steroidal hybrids by condensing imidazole with the androstane nucleus. Key chemicals involved include dehydroepiandrosterone (DHA), substituted benzaldehydes, and imidazole. The synthesis process involved aldol condensation of DHA with substituted benzaldehydes to form 16-benzylidene steroidal derivatives, which were then fused with imidazole and subjected to Oppenauer oxidation to yield the final products. The most potent compound, 16-[3-{3-(imidazol-1-yl)propoxy}benzylidene]-4-androstene-3,17-dione (10), exhibited an IC50 value of 4.4 μM, making it seven times more potent than the standard drug aminoglutethimide. The study highlights the significance of structural modifications in enhancing the binding affinity of these steroidal derivatives with the aromatase enzyme, with meta-substituted compounds showing more promise than para-substituted ones.

IR, Raman and theoretical ab initio RHF study of aminoglutethimide - An anticancer drug

10.1016/S0022-2860(98)00423-2

The research focused on the investigation of aminoglutethimide (AG), an anticancer drug, using infrared (IR), Raman spectroscopy, and ab initio restricted Hartree-Fock (RHF) theoretical calculations. The purpose of the study was to extend the knowledge of AG by analyzing its molecular structure and interactions with surrounding molecules in different solvent environments, which is crucial for understanding its biochemical behavior. The researchers compared the IR and Raman spectra of AG dissolved in solvents of varying polarity, such as carbon tetrachloride (CCl4), chloroform (CHCl3), and acetonitrile (CH3CN). They found that increasing the solute concentration in CCl4 and CHCl3 led to the formation of autoassociates, while in CH3CN, solute-solvent AG-CH3CN dimers occurred. The study concluded that most of the absorption bands were assignable to characteristic group vibrations, and the spectra provided insights into the solute-solvent interactions, which are essential for modeling biochemical systems where AG is involved.

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