2,4-Dichloro-3-nitroquinoline

HCID 2785138CAS 132521-66-5

Substructure search Find similar structures

Basic information

Standard SMILES: O=[N+]([O-])c1c(Cl)nc2ccccc2c1Cl
InChIKey: RSFJVCHKGRUCIC-UHFFFAOYSA-N
Molecular formula: C9H4Cl2N2O2
Average molar mass: 243.04 g/mol
Monoisotopic mass: 241.96498273

Names & identifiers

Preferred name: 2,4-Dichloro-3-nitroquinoline
IUPAC: 2,4-dichloro-3-nitroquinoline
English name: 2,4-Dichloro-3-nitro-quinoline
Molecular formula: C9H4Cl2N2O2
Molecular weight: 243.05

Names & synonyms

2,4-dichloro-3-nitroquinoline132521-66-5DTXSID90382862RefChem:246209DTXCID60333886819-859-52,4-dichloro-3-nitro-quinolineQuinoline, 2,4-dichloro-3-nitro-MFCD056662852,4-dichloro-3-nitro quinolineSCHEMBL159319AKOS000320153

Show more names

Zinc02551827AURORA KA-41442,4-Dichlor-3-nitro-chinolin3-NITRO-2,4-DICHLORO QUINOLINE2,4-Dichloro-3-nitroquinoline 95%Benzaldehyde,4-methoxy-4-(phenylmethoxy)-2,4-DICHLORO-3-NITRO-QUINOLINE ISO 9001：2015 REACH

AB22422AC-18616AS-43339DU3N6UU5A6orb3022825SCHEMBL29809325TPL0175FD159596

Database identifiers

CAS: 132521-66-5
PubChem CID: 2785138
DTXSID: DTXSID90382862
UNII: DU3N6UU5A6
EC Number: 819-859-5

Properties

Computed structural properties

XLogP: 3.6
Topological polar surface area: 58.7 Å²
Hydrogen bond donors: 0
Hydrogen bond acceptors: 3
Rotatable bonds: 0
Heavy atoms: 15
Formal charge: 0
Complexity: 259

Physicochemical properties

Melting point: 102 °C · 102 °C(Solv: methanol (67-56-1); ethyl acetate (141-78-6))
Boiling point: 359.7 · 359.7±37.0 °C(Predicted)
Density: 1.593 · 1.593±0.06 g/cm3(Predicted)
storage temp.: -20 °C · -20°C Freezer
solubility: Chloroform (Slightly), Methanol (Slightly)
form: Solid
pka: -4.98 · -4.98±0.50(Predicted)
color: White to Off-White
InChI: InChI=1S/C9H4Cl2N2O2/c10-7-5-3-1-2-4-6(5)12-9(11)8(7)13(14)15/h1-4H
InChIKey: RSFJVCHKGRUCIC-UHFFFAOYSA-N
SMILES: N1C2C(=CC=CC=2)C(Cl)=C([N+]([O-])=O)C=1Cl
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 302 · H302-H315-H319-H335
Precautionary statements: 261 · P261-P305+P351+P338
HS Code: 2933499090 · 2933499090

Safety & regulation

GHS classification

GHS Classification · 4 items

Warning

H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]

P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, 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 (100%)

Safety data

hs_code: 2933499090
Signal word: Warning
Symbol(GHS): GHS07
Hazard statements: H302-H315-H319-H335
Precautionary statements: P261-P305+P351+P338

Chemistry & industry

Applications · 3 items

Uses2,4-Dichloro-3-nitroquinoline has antitumor activity.

Description2,4-Dichloro-3-nitroquinoline is a chemotherapeutic drug that belongs to the class of epidermal growth factor receptor (EGFR) inhibitors. This agent has anticancer activity against cells in the G1 phase of the cell cycle and may also have some antiproliferative effects on tumor cells. 2,4-Dichloro-3-nitroquinoline binds to EGFR and inhibits the binding of epidermal growth factor (EGF) to its receptor. This binding causes the activation of downstream signaling pathways that regulate cell proliferation.

Uses2,4-Dichloro-3-nitroquinoline has antitumor activity.