structure of Methyl 6-amino-2-chloronicotinate

Methyl 6-amino-2-chloronicotinate

CAS No.: 1004294-64-7
M. Wt: 186.596
M. Fa: C7H7ClN2O2
InChI Key: IOTUSFIIARZCII-UHFFFAOYSA-N
Appearance: Yellow-green Solid

Names and Identifiers of Methyl 6-amino-2-chloronicotinate

CAS Number

1004294-64-7

MDL Number

MFCD14706237

IUPAC Name

methyl 6-amino-2-chloropyridine-3-carboxylate

InChI

InChI=1S/C7H7ClN2O2/c1-12-7(11)4-2-3-5(9)10-6(4)8/h2-3H,1H3,(H2,9,10)

InChIKey

IOTUSFIIARZCII-UHFFFAOYSA-N

Canonical SMILES

COC(=O)C1=C(N=C(C=C1)N)Cl

UNSPSC Code

12352100

Physical and chemical properties of Methyl 6-amino-2-chloronicotinate

Boiling Point

348.0±37.0 °C at 760 mmHg

Density

1.4±0.1 g/cm3

Exact Mass

186.019608

Flash Point

164.3±26.5 °C

H Bond Acceptors

3

H Bond Donors

1

Index of Refraction

1.586

LogP

1.92

Molecular Formula

C7H7ClN2O2

Molecular Weight

186.596

PSA

65.94000

Storage condition

Keep in dark place,Inert atmosphere,Room temperature

Vapour Pressure

0.0±0.8 mmHg at 25°C

Safety Information of Methyl 6-amino-2-chloronicotinate

Pictograms

Signal Word

 Warning

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

Applications of Methyl 6-amino-2-chloronicotinate

Methyl 6-amino-2-chloronicotinate has potential applications in various fields:

  • Pharmaceuticals: Its ability to modulate enzyme activity makes it a candidate for drug development targeting metabolic diseases and cancer.
  • Biochemical Research: It serves as a tool for studying enzyme mechanisms and cellular processes related to aging and DNA repair.
  • Agricultural Chemistry: Compounds similar to Methyl 6-amino-2-chloronicotinate may be explored for use as agrochemicals due to their biological activity against pests or diseases.

Interaction Studies of Methyl 6-amino-2-chloronicotinate

Research indicates that Methyl 6-amino-2-chloronicotinate interacts with several biomolecules, influencing their function. Notably:

  • Enzyme Modulation: The compound has been shown to inhibit PARPs and activate sirtuins, which are crucial for DNA repair and metabolic regulation.
  • Cellular Responses: Its interactions can lead to altered cell survival rates under stress conditions, highlighting its potential as a therapeutic agent in cancer treatment.

Biological Activity of Methyl 6-amino-2-chloronicotinate

Methyl 6-amino-2-chloronicotinate exhibits significant biological activity, particularly in its interactions with enzymes and proteins. It has been shown to modulate the activity of nicotinamide adenine dinucleotide (NAD+)-dependent enzymes, such as sirtuins and poly (ADP-ribose) polymerases (PARPs). These interactions can lead to changes in cellular metabolism, gene expression, and DNA repair mechanisms. For instance, inhibition of PARPs may increase cellular sensitivity to DNA damage, while activation of sirtuins can influence aging processes and metabolic pathways.

Physical sample testing spectrum (NMR) of Methyl 6-amino-2-chloronicotinate

Physical sample testing spectrum (NMR) of Methyl 6-amino-2-chloronicotinate