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o-Phenanthroline

o-Phenanthroline structure

CAS No:
66-71-7
Formula:
C12H8N2
Chemical Name:
o-Phenanthroline
Synonyms:
O-PHENANTHROLINE;ORTHOPHENANTHROLINE;4,5-Diazaphenanthrene;Activ-8 in hexylene glycol;beta-Phenanthroline;Solution forms containing 1,10-phenanthroline;1,10-Phenanthroline techn. anhydrous;1,10-Phenanthroline p.a. (anhydrous)
Categories:
Pharmaceutical Intermediates > Bulk Drug Intermediates

Description

o-Phenanthroline (1,10-Phenanthroline), a metal chelator, prevents the induction of chromosomal aberrations in streptozotocin-treated cells. o-Phenanthroline (1,10-Phenanthroline) forms a red chelate with Fe2+ that absorbs maximally at 510 nm[1].

Liquid

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.

o-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.

Monohydrate is a white crystalline powder. The melting point is 93-94°C, the melting point of anhydrous is 117°C, soluble in 300 parts of water, 70 parts of benzene, soluble in alcohol and acetone.

o-Phenanthroline Basic Attributes

Molecular Weight：

180.21

Exact Mass：

180.21

BRN：

126461

EC Number：

200-629-2

UNII：

W4X6ZO7939

NSC Number：

203545

TSCA：

TSCA listed

DSSTox ID：

DTXSID1025857

Color/Form：

White to light yellow or light pink

HScode：

29339990

Characteristics

PSA：

25.78000

XLogP3：

1.8

Appearance：

Liquid

Density：

1.1836 (rough estimate)

Melting Point：

114-117 °C(lit.)

Boiling Point：

>330°C

Flash Point：

>330ºC

Refractive Index：

1.5200 (estimate)

Water Solubility：

slightly soluble

Storage Conditions：

Store in a cool, dry place. Keep containers tightly closed. Storage under a nitrogen blanket has been recommended.

Toxicity：

dni-hmn:leu 5 mg/L ONCOBS 46,193,89

PKA：

4.84(at 25℃)

Henrys Law Constant：

1.1×105mol/(m3Pa) at 25℃, Zhang et al. (2010)

Dissociation Constants：

4.27 (at 20 °C)

Critical Temperature & Pressure：

Store below +30°C.

Safety Information

Packing level：

III

Hazard category：

6.1

Transport codes：

UN 2811

wgk germany：

hazard class code：

T,N

safety instructions：

45-60-61

RTECS Number：

SF8437000

Marks：

Storage features：

Desiccate at RT

Stability/Shelf Life：

Stable. Hygroscopic. Store under nitrogen. Incompatible with strong acids, strong oxidizing agents.

Precautionary statement(s)：

P273-P301 + P310-P501

Hazard Statements：

25-50/53

RIDADR：

UN 2811 6.1/PG 3

GHS Classification：

|Danger|H301: Toxic if swallowed [Danger Acute toxicity, oral]|P264, P270, P273, P301+P310, P321, P330, P391, P405, and P501|H301 (99.9%): Toxic if swallowed [Danger Acute toxicity, oral]|Aggregated GHS information provided by 1008 companies from 13 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Drug Information

MeSH：

Chemicals that bind to and remove ions from solutions. Many chelating agents function through the formation of COORDINATION COMPLEXES with METALS. (See all compounds classified as Chelating Agents.)|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. (See all compounds classified as Cross-Linking Reagents.)|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. (See all compounds classified as Iron Chelating Agents.)|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. (See all compounds classified as Intercalating Agents.)|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. (See all compounds classified as Cholinesterase Inhibitors.)|Compounds which inhibit or antagonize biosynthesis or actions of proteases (ENDOPEPTIDASES). (See all compounds classified as Protease Inhibitors.)

MeSH Entry Terms：

(OP)2Cu(I)

o-Phenanthroline Use and Manufacturing

Uses

1. A chelating agent, forming complexes with most metal ions.
2. A ligand employed in the spectrophotometric determination of metals and photocatalytic reduction of carbon dioxide.

Paint additives and coating additives not described by other categories

Furniture and furnishings not covered elsewhere

As an analytical reagent for determination of metals in chemical and biological systems through complex formation. As an indicator ("Ferroin") in combination with ferrous ions for oxidation/reduction reactions. In organic syntheses as an activator.

Manufacturing Info：

All other chemical product and preparation manufacturing|1,10-Phenanthroline: ACTIVE

Computed Properties

Molecular Weight:180.20
XLogP3:1.8
Hydrogen Bond Acceptor Count:2
Exact Mass:180.068748264
Monoisotopic Mass:180.068748264
Topological Polar Surface Area:25.8
Heavy Atom Count:14
Complexity:183
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

Material

Disodium succinate

Glycerol

Acetonitrile

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