99185-50-9

Basic information

• Product Name: 6-(3-PYRIDYLOXY)PYRIDIN-3-AMINE
• Synonyms: 6-(3-PYRIDYLOXY)PYRIDIN-3-AMINE;6-(3-Pyridyloxy)pyridine-3-amine;5-Amino-2,3'-oxydipyridine;Brn 0153005;Pyridine, 5-amino-2,3'-oxydi-;6-(Pyridin-3-yloxy)pyridin-3-amine;6-(Pyridin-3-yloxy)-pyridin-3-ylamine
• CAS NO: 99185-50-9
• Molecular Formula: C₁₀H₉N₃O
• Molecular Weight: 187.19796
• Mol File: 99185-50-9.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 397°Cat760mmHg
• Flash Point: 193.9°C
• Appearance: /
• Density: 1.258g/cm³
• Vapor Pressure: 1.64E-06mmHg at 25°C
• Refractive Index: 1.632
• CAS DataBase Reference: 6-(3-PYRIDYLOXY)PYRIDIN-3-AMINE(CAS DataBase Reference)
• NIST Chemistry Reference: 6-(3-PYRIDYLOXY)PYRIDIN-3-AMINE(99185-50-9)
• EPA Substance Registry System: 6-(3-PYRIDYLOXY)PYRIDIN-3-AMINE(99185-50-9)

Safety Data

• Hazardous Substances Data: 99185-50-9(Hazardous Substances Data)

Usage

InChI:InChI=1/C10H9N3O/c11-8-3-4-10(13-6-8)14-9-2-1-5-12-7-9/h1-7H,11H2

Upstream product

• 99073-54-8 (5-nitro-[2]pyridyl)-[3]pyridyl ether 
• 109-00-2 3-HYDROXYPYRIDINE 
• 4548-45-2 2-chloro-5-nitropyridine 

Relevant articles and documents

Synthesis and Evaluation of Pyridyloxypyridyl Indole Carboxamides as Potential PET Imaging Agents for 5-HT2C Receptors

Nine pyridyloxypyridyl indole carboxamides were synthesized and displayed high affinities for 5-HT2C receptors and high selectivity over 5-HT2A and 5-HT2B. Among them, 6-methyl-N-[6-[(2-methyl-3-pyridinyl)oxy]-3-pyridinyl]1H-indole-3-carboxamide (8) exhibits the highest 5-HT2C binding affinity (Ki = 1.3 nM) and high selectivity over 5-HT2A (～1000 times) and 5-HT2B (～140 times). [11C]8 was synthesized by palladium-catalyzed coupling reaction between pinacolboranate 16 and [11C]CH3I with an average radiochemical yield of 27 ± 4% (n = 8, decay-corrected from end of [11C]CH3I synthesis). MicroPET imaging studies in rhesus monkeys showed regional uptake of [11C]8 in the choroid plexus, whereas the bindings in all other brain regions were low. The specific binding in the choroid plexus was confirmed by administration of a blocking dose of 0.1 mg/kg of the 5-HT2C antagonist SB-242084.

NOVEL INDOL CARBOXYLIC ACID BISPYRIDYL CARBOXAMIDE DERIVATIVES, PHARMACEUTICALLY ACCEPTABLE SALT THEREOF, PREPARATION METHOD AND COMPOSITION CONTAINING THE SAME AS AN ACTIVE INGREDIENT

Disclosed herein are a new indole carboxylic acid bispyridyl carboxamide derivative, a preparation method thereof, and a composition for prevention or treatment of obesity, urinary disorders, and CNS disorders, containing the same as an active ingredient. Because the indole carboxylic acid bispyridyl carboxamide derivatives according to the present invention have high affinity for 5-HT2c receptors, act selectively on the 5-HT2c receptors, the derivatives rarely have adverse effects caused by other receptors. Because the derivatives effectively inhibit serotonin activity, they may be useful for treatment or prevention of obesity; urinary disorders such as urinary incontinence, premature ejaculation, erectile dysfunction, and prostatic hyperplasia; CNS disorders such as depression, anxiety, concern, panic disorder, epilepsy, obsessive-compulsive disorder, migraine, sleep disorder, withdrawal from drug abuse, Alzheimer's disease, and schizophrenia, associated with 5-HT2c receptors.

Synthesis and structure-activity relationship of 1H-indole-3-carboxylic acid pyridine-3-ylamides: A novel series of 5-HT2C receptor antagonists

A novel series of 1H-indole-3-carboxylic acid pyridine-3-ylamides were synthesized and identified to show high affinity and selectivity for 5-HT2C receptor. Among them, 1H-indole-3-carboxylic acid[6-(2-chloro-pyridin-3-yloxy)-pyridin-3-yl]-amide (15k) exhibits the highest affinity (IC50 = 0.5 nM) with an excellent selectivity (>2000 times) over other serotonin (5-HT1A, 5-HT2A, and 5-HT6) and dopamine (D2-D4) receptors.