structure of Methyl 3-aminoquinoline-6-carboxylate

Methyl 3-aminoquinoline-6-carboxylate

CAS No.: 1780509-06-9
M. Wt: 202.209
M. Fa: C11H10N2O2
InChI Key: ZUSFPZQYSBSCDL-UHFFFAOYSA-N
Appearance: Yellow Solid

Names and Identifiers of Methyl 3-aminoquinoline-6-carboxylate

CAS Number

1780509-06-9

MDL Number

MFCD28404719

IUPAC Name

methyl 3-aminoquinoline-6-carboxylate

InChI

InChI=1S/C11H10N2O2/c1-15-11(14)7-2-3-10-8(4-7)5-9(12)6-13-10/h2-6H,12H2,1H3

InChIKey

ZUSFPZQYSBSCDL-UHFFFAOYSA-N

Canonical SMILES

COC(=O)C1=CC2=CC(=CN=C2C=C1)N

UNSPSC Code

12352100

Physical and chemical properties of Methyl 3-aminoquinoline-6-carboxylate

Boiling Point

381.7±22.0 °C at 760 mmHg

Density

1.3±0.1 g/cm3

Exact Mass

202.074234

Flash Point

184.6±22.3 °C

Index of Refraction

1.664

LogP

1.52

Molecular Formula

C11H10N2O2

Molecular Weight

202.209

Vapour Pressure

0.0±0.9 mmHg at 25°C

Safety Information of Methyl 3-aminoquinoline-6-carboxylate

Pictograms

Signal Word

 Warning

Safety Data Sheet
Supports customized editing of SDS information and downloading in PDF documents.

Applications of Methyl 3-aminoquinoline-6-carboxylate

Methyl 3-aminoquinoline-6-carboxylate finds applications in various fields:

  • Pharmaceutical Development: Its potential as an antimicrobial and anti-inflammatory agent makes it a candidate for drug development.
  • Organic Synthesis: The compound serves as an intermediate in synthesizing other biologically active molecules.
  • Research Tool: It can be used in biochemical studies to explore mechanisms of action related to quinoline derivatives.

Interaction Studies of Methyl 3-aminoquinoline-6-carboxylate

Interaction studies have indicated that methyl 3-aminoquinoline-6-carboxylate can interact with various biological targets, including enzymes and receptors. Its ability to inhibit carbonic anhydrases suggests potential interactions with other metalloenzymes involved in physiological processes. Further research is needed to elucidate these interactions fully and assess their implications for therapeutic applications.

Biological Activity of Methyl 3-aminoquinoline-6-carboxylate

Methyl 3-aminoquinoline-6-carboxylate exhibits significant biological activities, particularly in the field of medicinal chemistry. It has been studied for its potential as:

  • Antimicrobial Agent: Compounds with similar structures have shown efficacy against various pathogens, suggesting that methyl 3-aminoquinoline-6-carboxylate may possess similar properties.
  • Inhibitor of Carbonic Anhydrases: Research indicates that quinoline derivatives can inhibit carbonic anhydrases, enzymes involved in critical physiological processes. This inhibition could lead to therapeutic applications in treating conditions like glaucoma and edema.
  • Anti-inflammatory Activity: Some studies suggest that compounds in this class may exhibit anti-inflammatory effects, further broadening their therapeutic potential.