Structure via PubChem · Public domain (PubChem)
isoquinoline
Sign in to saveAlso known as Isochinolin
Isoquinoline is an individual chemical specimen—a heterocyclic aromatic organic compound—as well as the name of a family of many thousands of natural plant alkaloids, any one of which might be referred to as "an isoquinoline". It is a structural isomer of quinoline. Isoquinoline and quinoline are benzopyridines, which are composed of a benzene ring fused to a pyridine ring. In a broader sense, the term isoquinoline is used to make reference to isoquinoline derivatives. 1-Benzylisoquinoline is the structural backbone in many naturally occurring alkaloids such as papaverine. The isoquinoline rin
In the Vinony graph
Within Vinony's link graph, isoquinoline is referenced by 1,254 other articles, and connects out to enzyme, solvent and quinoline.
It is catalogued under topics including Chembox image size set, ECHA InfoCard ID from Wikidata and Isoquinolines.
Its subject is documented across 29 Wikipedia language editions.
Chemical data
- Formula
- C9H7N
- Molecular weight
- 129.16 g/mol
- IUPAC name
- isoquinoline
- SMILES
- C1=CC=C2C=NC=CC2=C1
- InChIKey
- AWJUIBRHMBBTKR-UHFFFAOYSA-N
- XLogP
- 2.1
- Polar surface area
- 12.9 Ų
- H-bond donors
- 0
- H-bond acceptors
- 1
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Molecule type
- Small molecule
via ChEMBL · EBI
Wikidata facts
- Subclass of
- isoquinoline alkaloid
- Has part
- hydrogen
- Mass
- 129.058
Show 9 more facts
- pKa
- 5.4
- melting point
- 25.5
- found in taxon
- Lonicera japonica
- chemical formula
- C₉H₇N
- boiling point
- 243.22
- Commons category
- Isoquinoline
- canonical SMILES
- C1=CC=C2C=NC=CC2=C1
- electric dipole moment
- 2.73
- ionization energy
- 8.53
via Wikidata · CC0
~5 min read
Encyclopedic overview
7 sectionsContents
- Properties
- Production
- In the human body
- Other uses
- See also
- References
- External links
Isoquinoline is an individual chemical specimen—a heterocyclic aromatic organic compound—as well as the name of a family of many thousands of natural plant alkaloids, any one of which might be referred to as "an isoquinoline". It is a structural isomer of quinoline. Isoquinoline and quinoline are benzopyridines, which are composed of a benzene ring fused to a pyridine ring. In a broader sense, the term isoquinoline is used to make reference to isoquinoline derivatives. 1-Benzylisoquinoline is the structural backbone in many naturally occurring alkaloids such as papaverine. The isoquinoline ring in these natural compound derives from the aromatic amino acid tyrosine.
==Properties== Isoquinoline is a colorless hygroscopic liquid at temperatures above its melting point with a penetrating, unpleasant odor. Impure samples can appear brownish, as is typical for nitrogen heterocycles. It crystallizes in form of platelets that have a low solubility in water but dissolve well in common organic solvents. It is also soluble in dilute acids as the protonated derivative.
Excerpted from Wikipedia’s “isoquinoline” article, available under the CC BY-SA 4.0 licence.