Available from stock

1,10-Phenanthroline

SKU: P0153

Category: Building Blocks, Intermediates, Reagents

Synonyms: o-Phenanthroline, 4,5-Diazaphenanthrene, ?-Phenanthroline, TS20, NSC203545; 66-71-7
CAS-Number: C₁₂H₈N₂
Molecular Formula: 180.21
Molecular Weight

For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.

Product Data
Handling
Safety Information
Details

Specifications

Purity: ≥98% (NMR)
Appearance: White to off-white powder
Identity: 1H-NMR

Properties

Solvents: DMSO (20mg/ml) or ethanol (20mg/ml)
Melting Point: 114-117 °C (lit.)

Documentation

Safety Data Sheet (SDS): CDX P0153 MSDS.pdf

Shipping: AMBIENT
Short Term Storage: RT
Long Term Storage: RT
Handling Advice: Protect from light and moisture.
Use / Stability: Stable for at least 2 years after receipt when stored at RT.

Hazard statements: H301-H410
Precautionary statements: P264 - P270 - P273 - P301 + P310 - P391 - P405
GHS Symbol: GHS06+GHS09
Signal word: Danger
RIDADR: UN2811
Transportation: Packing Group III

Description: 1,10-Phenanthroline is a heterocyclic organic compound, which forms complexes with metal ions. It is a versatile ligand employed in the spectrophotometric determination of metals and photocatalytic reduction of carbon dioxide. The complexes that are build have wide applications in biochemistry, catalysis and analytical chemistry. 1,10-Phenanthroline is a ligand used in a mild, copper (II)-catalyzed cross-coupling of organoboronic acids and sulfinate salts leading to aryl- and alkenylsulfones. It is a conventional chelator to study its efficacy in Fenton?s reaction-luminol chemiluminescence system. 1,10-Phenanthroline enhances hPSC differentiation into cranial placode cells and is known as a non-specific matrix metalloproteinase (MMP) inhibitor. 1,10-Phenanthroline is also used as a building block for metallomacrocycles and other biological active compounds, such as anti-cancer agents.
Smiles: N=1C=CC=C2C=CC=3C=CC=NC3C12
InChi Key: DGEZNRSVGBDHLK-UHFFFAOYSA-N
References: (1) G. Hoyer, et al., Scand. J. Clin. Lab Invest. 2, 125 (1950) , (2) M.M. Jones & D.O. Johnston, Nature 216, 509 (1967) , (3) K. Kobashi, Biochim. Biophys. Acta 158, 239 (1968) , (4) H.M. Butler, et al., Aust. J. Exp. Biol. Med. Sci. 47, 541 (1969) , (5) M. Kito & R. Urade, Met. Ions Biol. Syst. 38, 187 (2001) (Review) , (6) M. McCann, et al., Curr. Med. Chem. 19, 2703 (2012) (Review) , (7) J. Tchieu, et al., Cell Stem Cell 21, 399 (2017) , (8) N. Georgi, et al., J. Tissue Eng. Regen. Med. 11, 724 (2017) , (9) S. Masuri, et al., Molecules 27, 49 (2021) (Review) , (10) W.A. Souza, et al., J. Inorg. Biochem. 237, 111993 (2022) , (11) U. Bildziukevich, et al., Org. Biomol. Chem. 20, 8157 (2022) , (12) M.M. Cetin, et al., Front. Pharmacol. 13, 980479 (2022) , (13) N.A. Ashashi, et al., ACS Omega 7, 41370 (2022) , (14) D. Zhang, et al., Spectrochim. Acta A Mol. Biomol. Spectrosc. 295, 122608 (2023)
InChi: InChI=1S/C12H8N2/c1-3-9-5-6-10-4-2-8-14-12(10)11(9)13-7-1/h1-8H

1,10-Phenanthroline is a heterocyclic organic compound, which forms complexes with metal ions. It is a versatile ligand employed in the spectrophotometric determination of metals and photocatalytic reduction of carbon dioxide. The complexes that are build have wide applications in biochemistry, catalysis and analytical chemistry. 1,10-Phenanthroline is a ligand used in a mild, copper (II)-catalyzed cross-coupling of organoboronic acids and sulfinate salts leading to aryl- and alkenylsulfones. It is a conventional chelator to study its efficacy in Fenton?s reaction-luminol chemiluminescence system. 1,10-Phenanthroline enhances hPSC differentiation into cranial placode cells and is known as a non-specific matrix metalloproteinase (MMP) inhibitor. 1,10-Phenanthroline is also used as a building block for metallomacrocycles and other biological active compounds, such as anti-cancer agents.

SKU: P0153 Category: Building Blocks, Intermediates, Reagents

Additional information

Additional information

Synonyms	o-Phenanthroline, 4,5-Diazaphenanthrene, ?-Phenanthroline, TS20, NSC203545
Purity	≥98% (NMR)
Appearance	White to off-white powder
CAS-Number	66-71-7
Molecular Formula	C12H8N2
Molecular Weight	180.21
Identity	1H-NMR
Solvents	DMSO (20mg/ml) or ethanol (20mg/ml)
Melting Point	114-117 °C (lit.)
Smiles	N=1C=CC=C2C=CC=3C=CC=NC3C12
InChi Key	DGEZNRSVGBDHLK-UHFFFAOYSA-N
Shipping	AMBIENT
Short Term Storage	RT
Long Term Storage	RT
Handling Advice	Protect from light and moisture.
Use / Stability	Stable for at least 2 years after receipt when stored at RT.
Hazard statements	H301-H410
Precautionary statements	P264 – P270 – P273 – P301 + P310 – P391 – P405
GHS Symbol	GHS06+GHS09
Signal word	Danger
RIDADR	UN2811
Transportation	Packing Group III
References	(1) G. Hoyer, et al., Scand. J. Clin. Lab Invest. 2, 125 (1950), (2) M.M. Jones & D.O. Johnston, Nature 216, 509 (1967), (3) K. Kobashi, Biochim. Biophys. Acta 158, 239 (1968), (4) H.M. Butler, et al., Aust. J. Exp. Biol. Med. Sci. 47, 541 (1969), (5) M. Kito & R. Urade, Met. Ions Biol. Syst. 38, 187 (2001) (Review), (6) M. McCann, et al., Curr. Med. Chem. 19, 2703 (2012) (Review), (7) J. Tchieu, et al., Cell Stem Cell 21, 399 (2017), (8) N. Georgi, et al., J. Tissue Eng. Regen. Med. 11, 724 (2017), (9) S. Masuri, et al., Molecules 27, 49 (2021) (Review), (10) W.A. Souza, et al., J. Inorg. Biochem. 237, 111993 (2022), (11) U. Bildziukevich, et al., Org. Biomol. Chem. 20, 8157 (2022), (12) M.M. Cetin, et al., Front. Pharmacol. 13, 980479 (2022), (13) N.A. Ashashi, et al., ACS Omega 7, 41370 (2022), (14) D. Zhang, et al., Spectrochim. Acta A Mol. Biomol. Spectrosc. 295, 122608 (2023)
InChi	InChI=1S/C12H8N2/c1-3-9-5-6-10-4-2-8-14-12(10)11(9)13-7-1/h1-8H
Quantity	25 g, Bulk