2-Aminoquinoline

Names

[ CAS No. ]:
580-22-3

[ Name ]:
2-Aminoquinoline

[Synonym ]:
MFCD00038079
2(1H)-Quinolinimine
2-Aminoquindine
EINECS 209-458-8
2-Quinolinamine
iminoquinoline
quinolin-2-amine

Biological Activity

[Description]:

2-Aminoquinoline is a promising compound as bioavailable nNOS inhibitor but suffers from low human nNOS inhibition, low selectivity versus human eNOS, and significant binding to other CNS targets. 2-Aminoquinoline has the potential for the research of antineurodegenerative agents[1].

[Related Catalog]:

Signaling Pathways >> Immunology/Inflammation >> NO Synthase

Research Areas >> Neurological Disease

[References]

[1]. Pensa AV, et al. Hydrophilic, Potent, and Selective 7-Substituted 2-Aminoquinolines as Improved Human Neuronal Nitric Oxide Synthase Inhibitors. J Med Chem. 2017;60(16):7146-7165.

Chemical & Physical Properties

[ Density]:
1.2±0.1 g/cm3

[ Boiling Point ]:
304.9±15.0 °C at 760 mmHg

[ Melting Point ]:
125 °C

[ Molecular Formula ]:
C₉H₈N₂

[ Molecular Weight ]:
144.17

[ Flash Point ]:
163.6±7.6 °C

[ Exact Mass ]:
144.068741

[ PSA ]:
38.91000

[ LogP ]:
1.73

[ Vapour Pressure ]:
0.0±0.6 mmHg at 25°C

[ Index of Refraction ]:
1.708

[ Water Solubility ]:
soluble

MSDS

Click to get detail MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: VA9621800

CHEMICAL NAME :: Quinoline, 2-amino-

CAS REGISTRY NUMBER :: 580-22-3

BEILSTEIN REFERENCE NO. :: 0113163

LAST UPDATED :: 199701

DATA ITEMS CITED :: 2

MOLECULAR FORMULA :: C9-H8-N2

MOLECULAR WEIGHT :: 144.19

WISWESSER LINE NOTATION :: T66 BNJ CZ

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

MUTATION DATA

TYPE OF TEST :: Mutation in microorganisms

TEST SYSTEM :: Bacteria - Salmonella typhimurium

DOSE/DURATION :: 500 nmol/plate

REFERENCE :: ABCHA6 Agricultural and Biological Chemistry. (Maruzen Co. Ltd., POB 5050, Tokyo International, Tokyo 100-31, Japan) V.25- 1961- Volume(issue)/page/year: 42,861,1978

Safety Information

[ Symbol ]:

GHS05, GHS07

[ Signal Word ]:
Danger

[ Hazard Statements ]:
H302-H315-H318-H335

[ Precautionary Statements ]:
P261-P280-P305 + P351 + P338

[ Hazard Codes ]:
Xn: Harmful;

[ Risk Phrases ]:
R20/21/22;R36/37/38

[ Safety Phrases ]:
S26-S36/37/39-S22

[ RIDADR ]:
NONH for all modes of transport

[ RTECS ]:
VA9621800

[ HS Code ]:
2933499090

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Customs

[ HS Code ]: 2933499090

[ Summary ]:
2933499090. other compounds containing in the structure a quinoline or isoquinoline ring-system (whether or not hydrogenated), not further fused. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

Articles

Synthesis and evaluation of the anti-nociceptive and anti-inflammatory activity of 4-aminoquinoline derivatives.

Bioorg. Med. Chem. 23 , 4390-6, (2015)

In this paper, we describe the synthesis and pharmacological evaluation of a series of 4-aminoquinolines. The compounds were characterised and tested in models of pain and inflammation, using the writ...