Basic information
- CAS
5144-89-8- Standard SMILES
O.c1cnc2c(c1)ccc1cccnc12- InChIKey
PPQJCISYYXZCAE-UHFFFAOYSA-N- Molecular formula
- C12H8N2.H2O
- Average molar mass
- 198.22 g/mol
- Monoisotopic mass
- 198.07931294
Overview
O-phenanthroline monohydrate appears as white crystalline powder or solid. Slight odor. (NTP, 1992)
Names & identifiers
- Preferred name
- 1,10-Phenanthroline hydrate
- IUPAC
- 1,10-phenanthroline;hydrate
- English name
- 1,10-Phenanthroline hydrate
- Molecular formula
- C12H8N2.H2O
- Molecular weight
- 198.22
Names & synonyms
Show more names
Database identifiers
- CAS
5144-89-8- PubChem CID
- 21226
- DTXSID
DTXSID6075302- ChEMBL
CHEMBL1255788- UNII
- KSX215X00E
- EC Number
- 627-114-9
Properties
Computed structural properties
- Topological polar surface area
- 26.8 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 3
- Rotatable bonds
- 0
- Heavy atoms
- 15
- Formal charge
- 0
- Complexity
- 182
Experimental & physicochemical properties
Physical Description
O-phenanthroline monohydrate appears as white crystalline powder or solid. Slight odor. (NTP, 1992)
White solid with a mild odor; [CAMEO] Off-white odorless crystals; [Alfa Aesar MSDS]
Physicochemical properties
- Melting point
- 100 · 100-104 °C(lit.)
- Boiling point
- 365.1 ° · 365.1°
- bulk density
- 300 kg/m3 · 300kg/m3
- Density
- 1.1 · 1.10
- vapor density
- 6.2 · 6.2 (vs air)
- storage temp.
- Sealed in dry,Room Temperature
- solubility
- 200 MM · methanol: soluble200MM (Stock solution is stable for months at –20° C.)
- form
- Needle-Like Crystals
- color
- Off-white, may become cream-colored during storage
- biological source
- synthetic (organic)
- Water Solubility
- 0.01 g/100 · <0.01 g/100 mL at 21 ºC
- Merck
- 14 · 14,7214
- BRN
- 4008096 · 4008096
- Stability
- Stable. Incompatible with iron, other heavy metals, strong oxidizing agents, strong acids.
- InChI
- 1S/C12H8N2.H2O/c1-3-9-5-6-10-4-2-8-14-12(10)11(9)13-7-1;/h1-8H;1H2
- InChIKey
- PPQJCISYYXZCAE-UHFFFAOYSA-N
- SMILES
- O.c1cnc2c(c1)ccc3cccnc23
- CAS DataBase Reference
- 5144 · 5144-89-8(CAS DataBase Reference)
- FDA UNII
- 215 X00E · KSX215X00E
- EPA Substance Registry System
- 1 · 1,10-Phenanthroline, monohydrate (5144-89-8)
- UNSPSC Code
- 51111800 · 51111800
- NACRES
- 77 · NA.77
- Symbol(GHS)
- 6 · GHS06,GHS09
- Signal word
- Danger
- Hazard statements
- 301 · H301-H410
- Precautionary statements
- 273 · P273-P301+P310+P330
- PPE
- 2 · Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges
- Hazard Codes
- T,N
- Risk Statements
- 25 · 25-50/53
- Safety Statements
- 45 · 45-60-61
- RIDADR
- 2811 · UN 2811 6.1/PG 3
- WGK Germany
- 3 · 3
- RTECS
- 8437000 · SF8437000
- TSCA
- Yes
- HazardClass
- 6.1 · 6.1
- PackingGroup
- III
- HS Code
- 29339990 · 29339990
- Storage Class
- 6.1 C · 6.1C - Combustible acute toxic Cat.3toxic compounds or compounds which causing chronic effects
- Hazard Classifications
- 3 OralAquatic · Acute Tox. 3 OralAquatic Acute 1Aquatic Chronic 1
- Toxicity
- 50 orally · LD50 orally in Rabbit: 132 mg/kg
Safety & regulation
GHS classification
GHS Classification
Danger
H301 (100%): 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)
Aggregated GHS information provided per 122 reports by companies from 5 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Regulatory Information
Chemical: 1,10-Phenanthroline, monohydrate
1,10-Phenanthroline monohydrate: Does not have an individual approval but may be used under an appropriate group standard
Safety & protection
First Aid
EYES: First check the victim for contact lenses and remove if present. Flush victim's eyes with water or normal saline solution for 20 to 30 minutes while simultaneously calling a hospital or poison control center. Do not put any ointments, oils, or medication in the victim's eyes without specific instructions from a physician. IMMEDIATELY transport the victim after flushing eyes to a hospital even if no symptoms (such as redness or irritation) develop.
Nonfire Spill Response
SMALL SPILLS AND LEAKAGE: Should a spill occur while you are handling this chemical, FIRST REMOVE ALL SOURCES OF IGNITION, then you should dampen the solid spill material with 60-70% ethanol and transfer the dampened material to a suitable container. Use absorbent paper dampened with 60-70% ethanol to pick up any remaining material. Seal the absorbent paper, and any of your clothes, which may be contaminated, in a vapor-tight plastic bag for eventual disposal. Solvent wash all contaminated surfaces with 60-70% ethanol followed by washing with a soap and water solution. Do not reenter the contaminated area until the Safety Officer (or other responsible person) has verified that the area has been properly cleaned.
Personal Protective Equipment (PPE)
RECOMMENDED RESPIRATOR: Where the neat test chemical is weighed and diluted, wear a NIOSH-approved half face respirator equipped with an organic vapor/acid gas cartridge (specific for organic vapors, HCl, acid gas and SO2) with a dust/mist filter. (NTP, 1992)
Safety data
- PPE
- Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges
- wgk
- 3
- tsca
- Yes
- rtecs
- SF8437000
- ridadr
- UN 2811 6.1/PG 3
- hs_code
- 29339990
- Toxicity
- LD50 orally in Rabbit: 132 mg/kg
- risk_code
- 25-50/53
- Signal word
- Danger
- Symbol(GHS)
- GHS06,GHS09
- hazard_code
- T,N
- safety_code
- 45-60-61
- hazard_class
- 6.1
- Storage Class
- 6.1C - Combustible acute toxic Cat.3toxic compounds or compounds which causing chronic effects
- packing_group
- III
- Hazard statements
- H301-H410
- Hazard Classifications
- Acute Tox. 3 OralAquatic Acute 1Aquatic Chronic 1
- Precautionary statements
- P273-P301+P310+P330
Chemistry & industry
Pharmacology
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).
Uses & manufacturing
Uses
Used as an analytical reagent, colorimetric indicator, and in organic syntheses; [Merck Index] Used as a drier in the coatings industry; [NTP]
Painting (Pigments, Binders, and Biocides) [Category: Paint]
Applications
Uses1,10-Phenanthroline monohydrate is useful to study the DNA-protein interactions due to its nuclease activity. It is used as a redox indicator and reagent for spectrophotometric assay of silver. It acts as a chelating ligand for the determination of Fe, Pd and V. It also acts as a matrix metalloproteinase inhibitor. It is a photometric reagent for iron, which forms a red chelate with ferrous (iron II) ion.
UsesWhen complexed with copper, it possesses nuclease activity that has been used to study DNA-protein interactions.1,10-Phenanthroline monohydrate is an aromatic nitrogen heterocycle that may be used as a chelating agent in the preparation of metal-chelate complexes.
General DescriptionWhite crystalline powder or solid. Slight odor.
Upstream & downstream products
Downstream products
Suppliers100 total
Related reactions
Compound notes
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