123792-68-7

Basic information

• Product Name: 3-NITRO-5,6,7,8-TETRAHYDRO-[1,6]NAPHTHYRIDINE
• Synonyms: 3-NITRO-5,6,7,8-TETRAHYDRO-[1,6]NAPHTHYRIDINE;5,6,7,8-Tetrahydro-3-nitro-1,6-naphthyridine
• CAS NO: 123792-68-7
• Molecular Formula: C8H9N3O2
• Molecular Weight: 179.18
• Mol File: 123792-68-7.mol

Chemical Properties

• Melting Point: 116-117 °C(Solv: hexane (110-54-3); toluene (108-88-3))
• Boiling Point: 325.5±42.0 °C(Predicted)
• Appearance: /
• Density: 1.304±0.06 g/cm3(Predicted)
• Storage Temp.: 2-8°C
• PKA: 6.82±0.20(Predicted)
• CAS DataBase Reference: 3-NITRO-5,6,7,8-TETRAHYDRO-[1,6]NAPHTHYRIDINE(CAS DataBase Reference)
• NIST Chemistry Reference: 3-NITRO-5,6,7,8-TETRAHYDRO-[1,6]NAPHTHYRIDINE(123792-68-7)
• EPA Substance Registry System: 3-NITRO-5,6,7,8-TETRAHYDRO-[1,6]NAPHTHYRIDINE(123792-68-7)

Safety Data

• Hazardous Substances Data: 123792-68-7(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
3-NITRO-5,6,7,8-TETRAHYDRO-[1,6]NAPHTHYRIDINE is used as a chemical intermediate for the synthesis of various pharmaceuticals. Its unique structure allows it to be a key component in the creation of new drugs that target a range of diseases, making it an essential part of drug discovery and development processes.
Used in Agrochemical Industry:
In the agrochemical sector, 3-NITRO-5,6,7,8-TETRAHYDRO-[1,6]NAPHTHYRIDINE serves as an intermediate in the synthesis of compounds with pesticidal properties. Its incorporation into these products can contribute to the development of effective and novel agrochemicals designed to protect crops and enhance agricultural productivity.
Given the compound's potential biological activities and applications in both the pharmaceutical and agrochemical industries, ongoing research and development efforts are likely to explore and expand its uses, further establishing 3-NITRO-5,6,7,8-TETRAHYDRO-[1,6]NAPHTHYRIDINE as a significant player in the chemical and life sciences.

Upstream product

• 123792-65-4 6-acetyl-5,6,7,8-tetrahydro-3-nitro-1,6-naphthyridine 
• 104916-29-2 1-Acetyl-4-(1-pyrrolidinyl)-1,2,3,6-tetrahydro-pyridine 
• 355818-98-3 tert-butyl 3-nitro-5,6,7,8-tetrahydro-1,6-naphthyridine-6-carboxylate 

Downstream Products

• 13221-70-0 3-Nitro-1,6-naphthyridin 
• 53454-30-1 3-Amino-1.6-naphthyridin 
• 948306-78-3 C₈H₁₁N₃ 

Relevant articles and documents

SUBSTITUTED TETRAHYDROISOQUINOLINE COMPOUNDS AS FACTOR XIA INHIBITORS

The present invention provides compounds of Formula (I): or stereoisomers, pharmaceutically acceptable salts thereof, wherein all of the variables are as defined herein. These compounds are inhibitors of factor XIa and/or plasma kallikrein which may be used as medicaments.

Design, synthesis, and evaluation of fused heterocyclic analogs of SCH 58261 as adenosine A2A receptor antagonists

SCH 58261 is a reported adenosine A2A receptor antagonist which is active in rat in vivo models of Parkinson's Disease upon ip administration. However, it has poor selectivity versus the A1 receptor and does not demonstrate oral activity. Quinoline analogs have improved upon the selectivity and pharmacokinetics of SCH 58261, but were difficult to handle due to poor aqueous solubility. We report the design and synthesis of fused heterocyclic analogs of SCH 58261 with aqueous solubility as well as improved A2A receptor binding selectivity and pharmacokinetic properties. In particular, the tetrahydronaphthyridine 4s has excellent A2A receptor in vitro binding affinity and selectivity, is active orally in a rat in vivo model of Parkinson's Disease, and has aqueous solubility of 100 μM at physiological pH.

SUBSTITUTED ARYL-AMINE DERIVATIVES AND METHODS OF USE

The present invention provides classes of compounds, including-their pharmaceutically acceptable derivatives, useful for treating angiogenesis and related diseases such as cancer. Formula I and II wherein R is a 9- or 10-membered heterocyclyl ring selected from 7-isoquinolinyl,..2-methyl-3-oxo-2,3-dihydroindazol-6-yl, [1,6]-naphthydrin-3-yl, [1,7]-naphthydrin-2-yl, 1-oxo-2,3-dihydrobenzofuran-4-yl, 3-oxo-2,3-dihydrobenzofuran-5-yl, dihydro-benzodioxinyl, 6-quinazolinyl, 2-amino-6-quinazolinyl, 4-methylamino-6-quinazolinyl, 2,4-diamino-6 quinazolinyl, 3-oxo-3,4-dihydro-1,4-benzoxazin-6-yl, 2,2-difluoro-l;3-benzodioxol-5-yl and 2,2,3,3 tetrafluoro-2,3-dihydro-l,4-benzodioxin-6-yl, each of which is optionally substituted with one or more substituents selected from halo, haloakyl, C1-6 alkyl, C2-8 alkenyl, C2-8 alkynyl, N-dimethylamino-C1-6-alkyl, N-dimethylamino-C1-6-alkoxy, amino, alkyl-carbonylamino, morpholino-sulfonyl, amino-sulfonyl, oxazolyl, pyrrolyl,4 morpholinyl, carboxyl, cyano, and acetyl; wherein R1 in formula I is selected from unsubstituted or substituted phenyl, 5-6 membered heteroaryl, 9-10 membered bicyclic heterocyclyl and 11-14 membered tricyclic heterocyclyl, and R1 in formula II is selected from specific bicyclic heterocycles.

Naphthyridine deratives or salts thereof

A novel naphthyridine compound represented by the general formula (1): wherein R1, R2and R3are independently a hydrogen atom, a lower alkyl group or the like, or R1and R2, or R2and R3, when taken together, form a cyclic group; each of X and Y is a methylene or ethylene group; Z is a phenyl group, a substituted phenyl group or the like; A is a hydrogen atom, a lower alkyl group or the like; and G is an acyl group, shows antagonism for tachykinin receptors and is useful as a prophylactic or therapeutic agent for diseases for which the tachykinin receptors are considered to be responsible. A specific example of such a compound is 2-[(?)-4-(N-benzoyl-N-methyl)amino-3-(3,4-dichlorophenyl)butyl]-10-acetylamino-1,2,3,4-tetrahydro-benzo[b][1,6]naphthyridine.

INVERSE ELECTRON DEMAND DIELS-ALDER REACTIONS OF 5-NITROPYRIMIDINE WITH ENAMINES. SYNTHESIS OF 3-NITROPYRIDINE DERIVATIVES

The reaction of cyclic and non-cyclic enamines with 5-nitropyrimidine has been studied.Many enamines react in an inverse electron-demand Diels-Alder reaction, leading to the formation of 3-nitropyridines.N,S-ketene acetals were also found to react with 5-nitropyrimidines.The mechanism of the reaction will be discussed.