17965-81-0

Basic information

• Product Name: 1,6-NAPHTHYRIDIN-2-AMINE
• Synonyms: 2-Amino-1,6-naphthyridine;1,6-NAPHTHYRIDIN-2-AMINE;[1,6]NAPHTHYRIDIN-2-YLAMINE
• CAS NO: 17965-81-0
• Molecular Formula: C₈H₇N₃
• Molecular Weight: 145.16
• Mol File: 17965-81-0.mol

Chemical Properties

• Boiling Point: 342.2 °C at 760 mmHg
• Flash Point: 187.5 °C
• Appearance: /
• Density: 1.292 g/cm³
• Vapor Pressure: 7.67E-05mmHg at 25°C
• Refractive Index: 1.723
• CAS DataBase Reference: 1,6-NAPHTHYRIDIN-2-AMINE(CAS DataBase Reference)
• NIST Chemistry Reference: 1,6-NAPHTHYRIDIN-2-AMINE(17965-81-0)
• EPA Substance Registry System: 1,6-NAPHTHYRIDIN-2-AMINE(17965-81-0)

Safety Data

• Hazard Codes: Xn
• Statements: 22-36
• Safety Statements: 26
• Hazardous Substances Data: 17965-81-0(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
1,6-Naphthyridin-2-amine is used as a catalyst in various chemical reactions for the synthesis of pharmaceutical compounds. Its ability to accelerate esterification, acylation, and amidation reactions makes it a valuable tool in the development of new drugs.
Used in Agrochemical Industry:
1,6-Naphthyridin-2-amine is used as a catalyst in the synthesis of agrochemicals, contributing to the development of more effective and efficient pesticides and other agricultural chemicals.
Used in Polymer Industry:
1,6-Naphthyridin-2-amine is used as a catalyst in the production of polymers, aiding in the synthesis of various types of polymers with specific properties for different applications.
Used in Organic Synthesis:
1,6-Naphthyridin-2-amine is used as an intermediate in the synthesis of various organic compounds, including those with potential applications in the pharmaceutical, agrochemical, and polymer industries.
Used in Antibacterial and Antifungal Applications:
1,6-Naphthyridin-2-amine has been studied for its potential biological activities, including its antibacterial and antifungal properties, making it a candidate for the development of new antimicrobial agents.

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

Upstream product

• 23616-33-3 2-chloro-1,6-naphthyridine 
• 197507-59-8 1,6-naphthyridine-2-carboxylic acid 
• 316155-86-9 tert-butyl (1,6-naphthyridin-2-yl)carbamate 
• 152562-97-5 S,S-dimethyl-N-(1,6-naphthyridin-2-yl)sufilimine 
• 253-72-5 1,6-naphthyridine 

Downstream Products

• 23616-29-7 1,6-naphthyridin-2(1H)-one 
• 1446509-92-7 2-((1R,2S)-2-amino-cyclohexylamino)-thieno[3,2-d]pyrimidine-7-carboxylic acid [1,6]naphthyridin-2-ylamide 
• 1446510-27-5 tert-butyl (1S,2R)-2-(7-(1,6-naphthyridin-2-ylcarbamoyl)thieno[3,2-d]pyrimidin-2-ylamino)cyclohexylcarbamate 
• 87992-34-5 2-ethoxy-3-nitro-1,6-naphthyridine 
• 13221-70-0 3-Nitro-1,6-naphthyridin 

Relevant articles and documents

IRAK DEGRADERS AND USES THEREOF

The present invention provides compounds, compositions thereof, and methods of using the same.

IRAK DEGRADERS AND USES THEREOF

The present invention provides compounds, compositions thereof, and methods of using the same.

Thiazole compounds and methods of use

The invention relates to thiazole compounds of Formula I and Formula II and compositions thereof useful for treating diseases mediated by protein kinase B (PKB) where the variables have the definitions provided herein. The invention also relates to the therapeutic use of such thiazole compounds and compositions thereof in treating disease states associated with abnormal cell growth, cancer, inflammation, and metabolic disorders.

Integrin expression inhibitors

The present invention provides an integrin expression inhibitor, and an agent for treating arterial sclerosis, psoriasis, cancer, retinal angiogenesis, diabetic retinopathy or inflammatory diseases, an anticoagulant, or a cancer metastasis suppressor on the basis of an integrin inhibitory action. Namely, it provides an integrin expression inhibitor comprising, as an active ingredient, a sulfonamide compound represented by the following formula (I), a pharmacologically acceptable salt thereof or a hydrate of them. In the formula, B means a C6-C10 aryl ring or 6- to 10-membered heteroaryl ring which may have a substituent and in which a part of the ring may be saturated; K means a single bond, —CH═CH— or —(CR4bR5b)mb— (wherein R4b and R5b are the same as or different from each other and each means hydrogen atom or a C1-C4 alkyl group; and mb means an integer of 1 or 2); R1 means hydrogen atom or a C1-C6 alkyl group; Z means a single bond or —CO—NH—; and R means a C6-C10 aryl ring or 6- to 10-membered heteroaryl ring which may have a substituent and in which a part of the ring may be saturated, respectively.

INTEGRIN EXPRESSION INHIBITORS

The present invention provides an integrin expression inhibitor, and an agent for treating arterial sclerosis, psoriasis, cancer, retinal angiogenesis, diabetic retinopathy or inflammatory diseases, an anticoagulant, or a cancer metastasis suppressor on the basis of an integrin inhibitory action. Namely, it provides an integrin expression inhibitor comprising, as an active ingredient, a sulfonamide compound represented by the following formula (I), a pharmacologically acceptable salt thereof or a hydrate of them. In the formula, B means a C6-C10 aryl ring or 6- to 10-membered heteroaryl ring which may have a substituent and in which a part of the ring may be saturated; K means a single bond, -CH=CH- or - (CR4bR5b)mb- (wherein R4b and R5b are the same as or different from each other and each means hydrogen atom or a C1-C4 alkyl group; and mb means an integer of 1 or 2); R1 means hydrogen atom or a C1-C6 alkyl group; Z means a single bond or -CO-NH-; and R means a C6-C10 aryl ring or 6- to 10-membered heteroaryl ring which may have a substituent and in which a part of the ring may be saturated, respectively.

Amination and Synthesis of Some Nitronaphthyridines

3-Nitro and 3,6-dinitro-1,8-naphthyridines 1, 4 and 5 are dehydroaminated with a liquid ammonia solution of potassium permanganate to the corresponding 4-amino-substituted compounds 3, 8 and 9.The intermediate 4-amino ?-adducts 2,6 and 7 of the nitro-1,8-naphthyridines are detected by 1H-NMR spectroscopy.The syntheses of some nitro-substituted naphthyridines are described. Key Words: Amination / Amino ?-adducts / Naphthyridines

A new and convenient method for the amination of 1,6- and 1,7-naphthyridines using potassium amide/liquid ammonia/potassium permanganate

Treatment of 3-nitro-1,6-naphthyridine, its 2-chloro-, 2-ethoxy- and 2-amino derivatives, with liquid ammonia, containing potassium permanganate, gave the corresponding 2-X-4-amino-3-nitro-1,6-naphthyridines (X=H, Cl, OEt, NH2).From 1H NMR spectroscopy sound evidence for the intermediacy of 2-X-4-amino-1,4-dihydro-3-nitro-1,6-naphthyridine is obtained.Similarly, from 5,8-dichloro(dibromo)-1,7-naphthyridine, the corresponding 2-amino-5,8-dichloro(dibromo)-1,7-naphthyridines were formed on treatment with liquid ammonia/potassium amide/potassium permanganate. 1H NMR evidence for the intermediary C-2 ?-adduct has been obtained.

Chichibabin Amination of 1,X-Naphthyridines. Nuclear Magnetic Resonance Studies on the ? Adducts of Heterocyclic Systems with Nucleophiles

In the amination of 1,X-naphthyridines with potassium amide in liquid ammonia at about -35 to -40 deg C the initial adduct formation is charge controlled.Thus, at these temperatures the site with the lowest electron density is most susceptible for amide attack (C-2 in 1,5-naphthyridine, C-2 in 1,6-naphthyridine, C-2 and C-8 in 1,7-naphthyridine, and C-2 in 1,8-naphthyridine), as proven by NMR spectroscopy.When the temperature was raised to about 10 deg C, the site of addition has been found to change for 1,5- and 1,7-naphthyridine (NMR spectroscopy): from C-2 to C-4 in 1,5-naphthyridine and from C-2 and C-8 to C-8 only in 1,7-naphthyridine.In case of 1,6- and 1,8-naphthyridines no change was observed.Thus, the amination at about 10 deg C is a process which is thermodynamically controlled.The several factors which contribute to the stability of these addition products have been discussed.It has been found that the anionic ? adducts 2(4,8)-aminodihydro-1,X-naphthyridinides can be easily oxidized with potassium permanganate into their corresponding 2(4,8)-amino-1,X-naphthyridines.

Naphthyridine derivatives

Compounds of the formula: STR1 wherein one of the symbols =X-- represents =N-- and the other three each represent a group STR2 in which Y represents hydrogen, halogen, alkyl, alkoxy, cyano or nitro, at least two of the symbols representing hydrogen, Z represents hydrogen, halogen, alkyl, alkoxy, trifluoromethyl or nitro, and (i) n represents zero and R represents hydrogen, alkyl, alkenyl, alkynyl, hydroxyalkyl or phenyl, or (ii) n represents 1 and R represents alkyl, hydroxyalkyl or phenyl, are new compounds possessing pharmacological properties; they are particularly active as tranquilizers and anti-convulsant agents.