1,10-phenanthroline

• ChemBase ID: 2106
• Molecular Formular: C12H8N2
• Molecular Mass: 180.20532
• Monoisotopic Mass: 180.06874827
• SMILES: n1cccc2ccc3cccnc3c12
• Canonical SMILES: c1ccc2c(n1)c1ncccc1cc2
• InChI: InChI=1S/C12H8N2/c1-3-9-5-6-10-4-2-8-14-12(10)11(9)13-7-1/h1-8H
• InChIKey: DGEZNRSVGBDHLK-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1,10-phenanthroline
• IUPAC Traditional name: phen; 1,10-phenanthroline
• Synonyms: 1,10-Phenanthroline; β-Phenanthroline; 1,10-o-Phenanthroline; 1,10-Phenanthroline; 4,5-Diazaphenanthrene; Phenanthroline; 1,10-菲啰啉

Database IDs

• CAS Number: 66-71-7
• EC Number: 200-629-2
• MDL Number: MFCD00149973; MFCD00011678
• PubChem SID: 160965560; 46505260; 24848008
• PubChem CID: 1318
• CHEBI ID: 44975
• CHEMBL: 415879
• Chemspider ID: 1278
• DrugBank ID: DB02365
• Wikipedia Title: Phenanthroline

CALCULATED PROPERTIES

JChem

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 2.2141137
• LogD (pH = 7.4): 2.287525
• Log P: 2.2885551
• Molar Refractivity: 53.9006 cm^3
• Polarizability: 23.776546 Å^3
• Polar Surface Area: 25.78 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 2.31
• LOG S: -3.13
• Solubility (Water): 1.32e-01 g/l

PROPERTIES

Physical Property

• Solubility: 2.69 mg/mL at 25 oC [YALKOWSKY,SH & DANNENFELSER,RM (1992)]; acetone; Chloroform; Ethyl Acetate; moderate in water
• Apperance: colourless crystals; Off- White Solid
• Melting Point: 110-112°C; 114-117 °C(lit.); 114-120°C; 117°C
• Boiling Point: >330°C
• Density: 1.31 g/cm^3
• Hydrophobicity(logP): 1.78 [HANSCH,C ET AL. (1995)]

Safety Information

• Storage Condition: Refrigerator
• Storage Warning: IRRITANT; Toxic/Hygroscopic/Store under Argon
• RTECS: SF8300000
• European Hazard Symbols: Nature polluting (N); Toxic (T)
• UN Number: 2811
• German water hazard class: 3
• Hazard Class: 6.1
• Packing Group: 3
• Risk Statements: 25-50/53; R25, R50/53
• Safety Statements: 45-60-61; S45,S60,S61
• TSCA Listed: false
• GHS Pictograms: GHS06; GHS09
• GHS Signal Word: Danger
• Main Hazard: mild neurotoxin, strong nephrotoxin, and powerful diuretic
• GHS Hazard statements: H301-H410
• GHS Precautionary statements: P273-P301 + P310-P501
• Personal Protective Equipment: Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges
• RID/ADR: UN 2811 6.1/PG 3

Pharmacology Properties

• Gene Information: human ... FNTA(2339)

Product Information

• Purity: ≥99%; 95+%; 98%
• Empirical Formula (Hill Notation): C12H8N2

DETAILS

DrugBank - DB02365

Drug information: experimental

Sigma Aldrich - 131377

Frequently Asked Questions
Live Chat and Frequently Asked Questions are available for this Product.
Application
Ligand used in a mild, copper (II)-catalyzed cross-coupling of organoboronic acids and sulfinate salts leading to aryl- and alkenylsulfones.1
Versatile ligand employed in the spectrophotometric determination of metals and photocatalytic reduction of carbon dioxide. Building block for metallomacrocycles.
Packaging
2.5, 5 g in glass bottle
25, 100 g in poly bottle

Toronto Research Chemicals - P295040

A chelating agent, forming complexes with most metal ions.

REFERENCES

• El-Didamony, A., et al.: Drug Test. Anal., 2, 122 (2010)
• Chan, A., et al.: J. Med. Chem., 53, 3086 (2010)
• Ehrman, T., et al.: Bioorg. Med. Chem., 18, 2204 (2010)