253-69-0

Basic information

• Product Name: 1,7-Naphthyridine(6CI,7CI,8CI,9CI)
• Synonyms: 1,7-Naphthyridine(6CI,7CI,8CI,9CI);1,7-Diazanaphthalene;1,7-Naphthyridine;Pyrido[3,4-b]pyridine
• CAS NO: 253-69-0
• Molecular Formula: C₈H₆N₂
• Molecular Weight: 130.15
• Product Categories: PYRIDINE
• Mol File: 253-69-0.mol
• Article Data: 2

Chemical Properties

• Melting Point: 57-60 °C
• Boiling Point: 267.3°Cat760mmHg
• Flash Point: 118.3°C
• Appearance: /
• Density: 1.183g/cm³
• Vapor Pressure: 0.0136mmHg at 25°C
• Refractive Index: 1.653
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 3.70±0.10(Predicted)
• CAS DataBase Reference: 1,7-Naphthyridine(6CI,7CI,8CI,9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: 1,7-Naphthyridine(6CI,7CI,8CI,9CI)(253-69-0)
• EPA Substance Registry System: 1,7-Naphthyridine(6CI,7CI,8CI,9CI)(253-69-0)

Safety Data

• Hazardous Substances Data: 253-69-0(Hazardous Substances Data)

Usage

General Description

1,7-Naphthyridine is a heterocyclic organic compound with the molecular formula C8H6N2. It is a colorless to light yellow crystalline solid that is used in chemical research and synthesis. 1,7-Naphthyridine has a variety of applications, including as a building block in the synthesis of pharmaceutical compounds and agrochemicals. It is also used as an intermediate in the production of dyes and other organic compounds. Additionally, 1,7-Naphthyridine has been studied for its potential biological and pharmacological activities, including its anti-inflammatory and antitumor properties.

InChI:InChI=1/C8H6N2/c1-2-7-3-5-9-6-8(7)10-4-1/h1-6H

Upstream product

• 38749-79-0 3-bromo-2-picoline 
• 405174-97-2 3-bromopicolinaldehyde 
• 90685-59-9 6,7-dihydro-5H-cyclopenta[b]pyridin-7-yl acetate 

Downstream Products

• 87505-12-2 1a,1b,2,7b-tetrahydro-1,2-bis(phenylsulfonyl)-1H-azirino<1.2-a>cyclopropa<1.7>naphthyridine 
• 58680-41-4 4-amino-1,7-naphthyridine 
• 54920-84-2 2-amino-1,7-naphthyridine 
• 17965-82-1 8-amino-1,7-naphthyridine 
• 316155-90-5 8-(4-benzyloxy-benzyl)-8H-[1,7]naphthyridine-7-carboxylic acid ethyl ester 
• 1589602-07-2 (S)-8-(4-(trifluoromethyl)phenyl)-N-((S)-1,1,1-trifluoropropan-2-yl)-5,6-dihydro-1,7-naphthyridine-7(8H)-carboxamide 
• 1470018-52-0 (R)-8-(4-(trifluoromethyl)phenyl)-N-((S)-1,1,1-trifluoropropan-2-yl)-5,6-dihydro-1,7-naphthyridine-7(8H)-carboxamide 
• 1589602-11-8 (S)-1-(3-fluoro-4-(trifluoromethyl)phenyl)-N-((S)-1,1,1-trifluoropropan-2-yl)-3,4-dihydroisoquinoline-2(1H)-carboxamide 
• 1589602-10-7 (R)-1-(3-fluoro-4-(trifluoromethyl)phenyl)-N-((S)-1,1,1-trifluoropropan-2-yl)-3,4-dihydroisoquinoline-2(1H)-carboxamide 
• 1133853-58-3 8-(4-(trifluoromethyl)phenyl)-5,6,7,8-tetrahydro-1,7-naphthyridine 
• 1589601-99-9 8-(3-fluoro-4-(trifluoromethyl)phenyl)-5,6,7,8-tetrahydro-1,7-naphthyridine 
• 1133853-59-4 (R)-N-(4-fluorophenyl)-8-(4-(trifluoromethyl)phenyl)-5,6-dihydro-1,7-naphthyridine-7(8H)-carboxamide 
• 1133853-61-8 (R)-N-(pyridin-3-yl)-8-(4-(trifluoromethyl)phenyl)-5,6-dihydro-1,7-naphthyridine-7(8H)-carboxamide 
• 1133854-18-8 (R)-N-(4-cyanophenyl)-8-(4-(trifluoromethyl)phenyl)-5,6-dihydro-1,7-naphthyridine-7(8H)-carboxamide 

Relevant articles and documents

Optimization of potency and pharmacokinetic properties of tetrahydroisoquinoline transient receptor potential melastatin 8 (TRPM8) antagonists

Transient receptor potential melastatin 8 (TRPM8) is a nonselective cation channel expressed in a subpopulation of sensory neurons in the peripheral nervous system. TRPM8 is the predominant mammalian cold temperature thermosensor and is activated by cold temperatures ranging from 8 to 25 °C and cooling compounds such as menthol or icilin. TRPM8 antagonists are being pursued as potential therapeutics for treatment of pain and bladder disorders. This manuscript outlines new developments in the SAR of a lead series of 1,2,3,4-tetrahydroisoquinoline derivatives with emphasis on strategies to improve pharmacokinetic properties and potency. Selected compounds were profiled in two TRPM8 target-specific in vivo coverage models in rats (the icilin-induced wet dog shake model and the cold pressor test). Compound 45 demonstrated robust efficacy in both pharmacodynamic models with ED90 values 3 mg/kg.