27392-68-3

Basic information

• Product Name: 1,5-NAPHTHYRIDIN-4-AMINE
• Synonyms: 1,5-NAPHTHYRIDIN-4-AMINE;1,5-NAPHTHYRIDIN-4-YLAMINE;1,5-Naphthyridine-4-amine;4-Amino-1,5-naphthyridine
• CAS NO: 27392-68-3
• Molecular Formula: C₈H₇N₃
• Molecular Weight: 145.16
• Mol File: 27392-68-3.mol
• Article Data: 4

Chemical Properties

• Melting Point: 202-203 °C(Solv: water (7732-18-5))
• Boiling Point: 352.4°Cat760mmHg
• Flash Point: 194°C
• Appearance: /
• Density: 1.292g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.724
• Storage Temp.: 2-8°C
• PKA: 8.55±0.10(Predicted)
• CAS DataBase Reference: 1,5-NAPHTHYRIDIN-4-AMINE(CAS DataBase Reference)
• NIST Chemistry Reference: 1,5-NAPHTHYRIDIN-4-AMINE(27392-68-3)
• EPA Substance Registry System: 1,5-NAPHTHYRIDIN-4-AMINE(27392-68-3)

Safety Data

• Statements: 41
• Safety Statements: 26-39
• Hazardous Substances Data: 27392-68-3(Hazardous Substances Data)

Usage

General Description

1,5-Naphthyridin-4-amine is a chemical compound with the molecular formula C9H7N3. It is a derivative of naphthyridine and belongs to the class of amines. 1,5-Naphthyridin-4-amine is commonly used in medicinal and pharmaceutical research as a building block for the synthesis of various bioactive molecules and drugs. Its chemical structure and properties make it suitable for use in the development of potential therapeutic agents for various diseases and conditions. 1,5-Naphthyridin-4-amine has potential applications in the treatment of cancer, inflammation, and other medical conditions. Its biological activity and potential pharmacological effects make it a valuable compound in drug discovery and development.

InChI:InChI=1/C8H7N3/c9-6-3-5-10-7-2-1-4-11-8(6)7/h1-5H,(H2,9,10)

Upstream product

• 90001-34-6 4-bromo-1,5-naphthyridine 
• 254-79-5 1,5-naphthyridine 
• 1394085-58-5 (4-methoxy-benzyl)-[1,5]naphthyridin-4-yl-amine 
• 27305-48-2 1,5-naphthyridine N-⁽¹⁾-oxide 
• 5423-54-1 4-hydroxy-1,5-naphthyridine 
• 367953-14-8 trifluoro-methanesulfonic acid [1,5]naphthyridin-4-yl ester 
• 7689-63-6 4-chloro-1,5-naphthyridine 

Downstream Products

• 1394084-03-7 N-[1,5]Naphthyridin-4-yl-benzenesulfonamide 
• 1456505-89-7 (S)-4-(5,5-dimethyl-2-oxo-4-phenyloxazolidin-3-yl)-2-methyl-N-(1,5-naphthyridin-4-yl)benzamide 
• 1456507-45-1 (S)-2-(4-(5,5-dimethyl-2-oxo-4-phenyloxazolidin-3-yl)pyridin-2-yl)-N-(1,5-naphthyridin-4-yl)hydrazinecarboxamide 
• 1437789-70-2 (S)-4-(5,5-dimethyl-2-oxo-4-phenyloxazolidin-3-yl)-N-(1,5-naphthyridin-4-yl)benzamide 
• 1310550-13-0 C₁₅H₁₃N₅O 
• 1310549-83-7 C₁₅H₁₁N₅O₃ 
• 792173-99-0 1-(2-methylbenzoxazol-6-yl)-3-(1,5-naphthyridin-4-yl)urea 

Relevant articles and documents

1,3-Biarylureas as selective non-peptide antagonists of the orexin-1 receptor

This communication reports SARs for the first orexin-1 receptor antagonist series of 1-aryl-3-quinolin-4-yl and 1-aryl-3-naphthyridin-4-yl ureas. One of these compounds, 31 (SB-334867), has excellent selectivity for the orexin-1 receptor, blood-brain barrier permeability and shows in vivo activity following ip dosing.

Hydrolytic instability of the important orexin 1 receptor antagonist SB-334867: Possible confounding effects on in vivo and in vitro studies

SB-334867 has been an important ligand for the study of the orexin 1 (OX1) receptor due to its high OX1/OX2 selectivity and bioavailability. This ligand however, contains a 2-methylbenzoxazole ring system which is known to undergo hydrolysis, particularly under acidic or basic conditions. The possibility that SB-334867 would be susceptible to significant hydrolysis was evaluated in various formulations and in the solid state. SB-334867 was found to be unstable under conditions commonly employed to prepare stock solutions for in vitro and in vivo studies. In addition, and most alarmingly, the hydrochloride salt of SB-334867 was found to quantitatively decompose to an OX1-inactive product even in the solid state. These findings combine to suggest that studies using SB-334867 (and any other 2-methylbenzoxazole-containing compound) should be performed with great care to avoid the confounding effects of the rapid hydrolytic decomposition of this susceptible structure.