Grundinformationen
- Standard-SMILES
c1cnc2c(c1)ccc1cccnc12- InChIKey
DGEZNRSVGBDHLK-UHFFFAOYSA-N- Summenformel
- C12H8N2
- Durchschnittliche Molmasse
- 180,2 g/mol
- Monoisotopische Masse
- 180,06874826
Überblick
1,10-phenanthroline is a phenanthroline. It has a role as an EC 3.4.19.3 (pyroglutamyl-peptidase I) inhibitor and an EC 2.7.1.1 (hexokinase) inhibitor.
Namen und Bezeichner
- Bevorzugter Name
- 1,10-Phenanthroline
- IUPAC
- 1,10-phenanthroline
- Lokaler Name
- 1,10-Phenanthrolin
- Englischer Name
- o-Phenanthroline
- Summenformel
- C12H8N2
- Molmasse
- 180.21
Namen und Synonyme
Weitere Namen anzeigen
Datenbank-Bezeichner
- CAS
66-71-7- PubChem CID
- 1318
- DTXSID
DTXSID1025857- ChEMBL
CHEMBL415879- ChEBI
CHEBI:44975- UNII
- W4X6ZO7939
- EC Number
- 200-629-2
- Nikkaji
- J4.844E
Eigenschaften
Berechnete Struktureigenschaften
- XLogP
- 1,8
- Polarare Oberfläche (TPSA)
- 25,8 Ų
- H-Brücken-Donoren
- 0
- H-Brücken-Akzeptoren
- 2
- Frei drehbare Bindungen
- 0
- Schwere Atome
- 14
- Formalladung
- 0
- Komplexität
- 182
Experimentelle und physikochemische Eigenschaften
Physical Description
Liquid
White solid; [Merck Index] Hygroscopic solid; [Sigma-Aldrich MSDS]
Ionization Efficiency
Positive
3.25
2.7
Agilent XCT
Electrospray ionization
formic acid (5.3nM)
Physikochemische Eigenschaften
- Schmelzpunkt
- 114 · 114-117 °C(lit.)
- Siedepunkt
- 330 °C · >330°C
- Dichte
- 1.1836 · 1.1836 (rough estimate)
- Brechungsindex
- 1.52 · 1.5200 (estimate)
- Flammpunkt
- 330 °C · >330°C
- storage temp.
- 30 °C · Store below +30°C.
- Löslichkeit
- 2.69 g/l · 2.69g/l
- pka
- 4.84 · 4.84(at 25℃)
- Aggregatzustand
- Powder
- Farbe
- White to light yellow or light pink
- Wasserlöslichkeit
- slightly soluble
- Merck
- 14 · 14,7214
- BRN
- 126461 · 126461
- Henry's Law Constant
- 1.1 · 1.1×105 mol/(m3Pa) at 25℃, Zhang et al. (2010)
- Stabilität
- Stable. Hygroscopic. Store under nitrogen. Incompatible with strong acids, strong oxidizing agents.
- 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
- SMILES
- c1cnc2c(c1)ccc3cccnc23
- CAS Datenbank
- 66 · 66-71-7(CAS DataBase Reference)
- NIST chemische Informationen
- o-Phenanthroline(66-71-7)
- EPA chemische Informationen
- 1 · 1,10-Phenanthroline (66-71-7)
Sicherheit und Regulatorisches
GHS-Klassifizierung
GHS Classification
Danger
H301: Toxic if swallowed [Danger Acute toxicity, oral]
P264, P270, P273, P301+P316, P321, P330, P391, P405, and P501 (click each P-code to see the statement)
Danger
H301 (99.8%): Toxic if swallowed [Danger Acute toxicity, oral]
P264, P270, P273, P301+P316, P321, P330, P391, P405, and P501 (click each P-code to see the statement)
Gefahrenhinweise
Regulatory Information
Chemical: 1,10-Phenanthroline
1,10-Phenanthroline is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of 1,10-Phenanthroline are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)
1,10-Phenanthroline: Does not have an individual approval but may be used under an appropriate group standard
Hazard Classes and Categories
Acute Tox. 3 (99.8%)
Acute toxicity - category 3
Acute Tox. 3 *
Sicherheit und Schutzausrüstung
Protective Action Criteria (PAC)
0.25 [mg/m3]
2.7 [mg/m3]
16 [mg/m3]
Toxikologische Informationen
Sicherheitsdaten
- wgk
- 3
- tsca
- TSCA listed
- ridadr
- UN 2811 6.1/PG 3
- hs_code
- 29339990
- RTECS-Nr.
- SF8437000
- risk_code
- 25-50/53
- Toxizität
- dni-hmn:leu 5 mg/L ONCOBS 46,193,89
- hazard_code
- T,N
- safety_code
- 45-60-61
- hazard_class
- 6.1
- packing_group
- III
- Speicherklasse
- 6.1C - Combustible acute toxic Cat.3toxic compounds or compounds which causing chronic effects
- Hazard Classifications
- Acute Tox. 3 OralAquatic Acute 1Aquatic Chronic 1
Chemie und Industrie
Pharmakologische Informationen
MeSH Pharmacological Classification
Chemicals that bind to and remove ions from solutions. Many chelating agents function through the formation of COORDINATION COMPLEXES with METALS.
Drugs that inhibit cholinesterases. The neurotransmitter ACETYLCHOLINE is rapidly hydrolyzed, and thereby inactivated, by cholinesterases. When cholinesterases are inhibited, the action of endogenously released acetylcholine at cholinergic synapses is potentiated. Cholinesterase inhibitors are widely used clinically for their potentiation of cholinergic inputs to the gastrointestinal tract and urinary bladder, the eye, and skeletal muscles; they are also used for their effects on the heart and the central nervous system.
Reagents with two reactive groups, usually at opposite ends of the molecule, that are capable of reacting with and thereby forming bridges between side chains of amino acids in proteins; the locations of naturally reactive areas within proteins can thereby be identified; may also be used for other macromolecules, like glycoproteins, nucleic acids, or other.
Agents that are capable of inserting themselves between the successive bases in DNA, thus kinking, uncoiling or otherwise deforming it and therefore preventing its proper functioning. They are used in the study of DNA.
Organic chemicals that form two or more coordination links with an iron ion. Once coordination has occurred, the complex formed is called a chelate. The iron-binding porphyrin group of hemoglobin is an example of a metal chelate found in biological systems.
Compounds which inhibit or antagonize biosynthesis or actions of proteases (ENDOPEPTIDASES).
Verwendung und Herstellung
General Manufacturing Information
Paint and Coating Manufacturing
1,10-Phenanthroline: ACTIVE
Anwendungen
Beschreibungo-Phenanthroline is a white crystalline powder and serves as an organic intermediate. It has multiple uses, acting as both a redox indicator and a reagent for the determination of various metals such as ferrous, palladium, vanadium, copper, and iron.
Verwendeno-Phenanthroline is a commonly used redox indicator and also a bidentate ligand. It has been widely used in transition metal-catalyzed cross-coupling reactions and CH bond activation reactions. It also acts as a chelating agent, forming complexes with most metal ions. In addition, it functions as a ligand employed in the spectrophotometric determination of metals and photocatalytic reduction of carbon dioxide.
Darstellung
synthetische1,10-Phenanthroline is prepared by heating o-phenylenediamine, glycerin, nitrobenzene and concentrated sulfuric acid.
Vor- und nachgelagerte Produkte
Vorgelagerte Rohstoffe
Nachgelagerte Produkte
Anbieter50 Anbieter
Zugehörige Reaktionen
Verknüpfte Notizen
Wird geladen…