5-Methoxyquinolin-8-amine

HCID 777110

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Basic information

CAS: 30465-68-0
Standard SMILES: COc1ccc(N)c2ncccc12
InChIKey: MFLLTRMMFHENCM-UHFFFAOYSA-N
Molecular formula: C10H10N2O
Average molar mass: 174.2 g/mol
Monoisotopic mass: 174.07931294

Names & identifiers

Preferred name: 5-Methoxyquinolin-8-amine
IUPAC: 5-methoxyquinolin-8-amine
English name: 5-METHOXYQUINOLIN-8-AMINE
Molecular formula: C10H10N2O
Molecular weight: 174.2

Names & synonyms

5-methoxyquinolin-8-amine30465-68-0DTXSID50354621RefChem:303870DTXCID80305681842-342-08-Quinolinamine, 5-methoxy-8-amino-5-methoxyquinolineMFCD015936795-methoxy-8-quinolinamine5-Methoxy-quinolin-8-ylamine5-methoxy-8-aminoquinoline

Show more names

8-Amino-5-methoxyquinoline 95%

Oprea1_7980268-Amino-5-methoxyquinoline, 95%STK309777AKOS000129566F19180Z364003430LCZC19775-methoxy-8-quinolylamine

Database identifiers

CAS: 30465-68-0
PubChem CID: 777110
DTXSID: DTXSID50354621
EC Number: 842-342-0
Nikkaji: J3.289.553K

Properties

Computed structural properties

XLogP: 1.7
Topological polar surface area: 48.1 Å²
Hydrogen bond donors: 1
Hydrogen bond acceptors: 3
Rotatable bonds: 1
Heavy atoms: 13
Formal charge: 0
Complexity: 174

Physicochemical properties

Melting point: 90 · 90-95°C
Boiling point: 355.7 · 355.7±27.0 °C(Predicted)
Density: 1.217 · 1.217±0.06 g/cm3(Predicted)
storage temp.: 2 · under inert gas (nitrogen or Argon) at 2–8 °C
pka: 3.98 · 3.98±0.12(Predicted)
form: powder
InChI: InChI=1S/C10H10N2O/c1-13-9-5-4-8(11)10-7(9)3-2-6-12-10/h2-6H,11H2,1H3
InChIKey: MFLLTRMMFHENCM-UHFFFAOYSA-N
SMILES: N1C2C(=C(OC)C=CC=2N)C=CC=1
UNSPSC Code: 12352100 · 12352100
NACRES: 22 · NA.22
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 315 · H315-H319-H335
Precautionary statements: 261 · P261-P264-P271-P280-P302+P352-P305+P351+P338
target organs: Respiratory system
WGK Germany: 3 · WGK 3
Storage Class: 11 · 11 - Combustible Solids
Hazard Classifications: 2 Skin · Eye Irrit. 2Skin Irrit. 2STOT SE 3

Safety & regulation

GHS classification

GHS Classification · 4 items

Warning

H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]

P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, 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 CategoriesSkin Irrit. 2 (100%)

Safety data

wgk: WGK 3
Signal word: Warning
Symbol(GHS): GHS07
Storage Class: 11 - Combustible Solids
target organs: Respiratory system
Hazard statements: H315-H319-H335
Hazard Classifications: Eye Irrit. 2Skin Irrit. 2STOT SE 3
Precautionary statements: P261-P264-P271-P280-P302+P352-P305+P351+P338

Chemistry & industry

Applications · 2 items

UsesThe Chen auxiliary was reported to be an effective directing group in the synthesis of pyrrolidones from assisting in the activation of C(sp3)-H bonds and can be readily installed through amide bond formation and removed through mild conditions using CAN at room temperature.

General Description8-Amino-5-methoxyquinoline is a substituted quinoline derivative that can be prepared using 5-chloro-2-nitroaniline as a starting material. It can act as an easily removable directing group and also mediate C-H activation. These properties have been useful for synthesizing isomeric dibenzoxazepinones and complex pyrrolidinones from compounds containing 8-amino-5-methoxyquinoline moiety.