CAS 254-60-4 1,8-Naphthyridine (HCID 136069)

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Basic information

CAS: 254-60-4
Standard SMILES: c1cnc2ncccc2c1
InChIKey: FLBAYUMRQUHISI-UHFFFAOYSA-N
Molecular formula: C8H6N2
Average molar mass: 130.15 g/mol
Monoisotopic mass: 130.05309819

Overview

1,8-naphthyridine is a naphthyridine in which the nitrogens are situated at positions 1 and 8.

Names & identifiers

Preferred name: 1,8-Naphthyridine
IUPAC: 1,8-naphthyridine
English name: 1,8-Naphthyridine
Molecular formula: C8H6N2
Molecular weight: 130.15

Names & synonyms

1,8-Naphthyridine254-60-41,8-Diazanaphthalene1,8-PyridopyridineUNII-043R04VL4MDTXSID40180052043R04VL4MCHEBI:36628RefChem:73774DTXCID50102543675-799-8FLBAYUMRQUHISI-UHFFFAOYSA-N

Show more names

1, 8 - nalidixic1,8-Naphthyridine>1,8-DIAZANAPHTHALENE1,8-NAPHTHYRIDINE 98+%1,8-Diazanaphthalene 98%1,8-Naphthyridine(6CI,7CI,8CI,9CI)

InChI=1/C8H6N2/c1-3-7-4-2-6-10-8(7)9-5-1/h1-6naphthyridine1,8-Diazanapthalene[1,8]NaphthyridinenapyMFCD00059751Pyrido[2,3-b]pyridineSCHEMBL8193

Database identifiers

CAS: 254-60-4
PubChem CID: 136069
DTXSID: DTXSID40180052
ChEMBL: CHEMBL261758
ChEBI: CHEBI:36628
UNII: 043R04VL4M
EC Number: 675-799-8
Nikkaji: J100.392E

Properties

Computed structural properties

XLogP: 1.5
Topological polar surface area: 25.8 Å²
Hydrogen bond donors: 0
Hydrogen bond acceptors: 2
Rotatable bonds: 0
Heavy atoms: 10
Formal charge: 0
Complexity: 102

Experimental & physicochemical properties

SpringerMaterials PropertiesCrystal structure

Physicochemical properties

Melting point: 99.8 · 99.8-99.9°C
Boiling point: 248.9 · 248.9±13.0 °C(Predicted)
Density: 1.183 · 1.183±0.06 g/cm3(Predicted)
storage temp.: Sealed in dry,Room Temperature
pka: 3.39 · 3.39
form: powder to crystal
color: White to Light yellow to Light orange
InChI: InChI=1S/C8H6N2/c1-3-7-4-2-6-10-8(7)9-5-1/h1-6H
InChIKey: FLBAYUMRQUHISI-UHFFFAOYSA-N
SMILES: N1C2C(=CC=CN=2)C=CC=1
CAS DataBase Reference: 254 · 254-60-4(CAS DataBase Reference)
FDA UNII: 43 R04VL4M · 043R04VL4M

Safety & regulation

GHS classification

GHS Classification · 4 items

Danger

H302 (66.7%): Harmful if swallowed [Warning Acute toxicity, oral]

P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P305+P354+P338, P317, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 3 reports by companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Hazard Classes and CategoriesAcute Tox. 4 (66.7%)

Safety data

wgk: WGK 3
hs_code: 2902900000
Signal word: Warning
Symbol(GHS): GHS07
hazard_code: Xi
hazard_class: IRRITANT
Storage Class: 11 - Combustible Solids
Hazard statements: H302-H315-H319-H335
Hazard Classifications: Acute Tox. 4 OralEye Dam. 1
Precautionary statements: P261-P305+P351+P338

Chemistry & industry

Applications · 2 items

Description1,8-Naphthyridine is an organic compound with the formula C8H6N2. It is the most well-studied of the six isomeric naphthyridines, a subset of diazanaphthalenes with nitrogen in the separate rings. Enoxacin, nalidixic acid, and trovafloxacin are 1,8-naphthyridine derivatives with antibacterial properties related to the fluoroquinolones.

Uses1,8-naphthyridine (napy) and its simplest 2-methyl and 2,7-dimethyl derivatives may act as monodentate and bidentate ligands, resembling the behavior of the carboxylate ligands.