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1,6-Naphthyridine is a heterocyclic compound characterized by its chemical formula C8H6N2. It is a colorless, crystalline solid with a melting point of 30-32 °C. Known for its versatile reactivity and compatibility with functional groups, this chemical serves as a valuable building block in the synthesis of pharmaceuticals, agrochemicals, and complex organic molecules. Its potential extends to material science and coordination chemistry, making 1,6-Naphthyridine a significant chemical with a broad spectrum of applications across various industries.

253-72-5

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253-72-5 Usage

Uses

Used in Pharmaceutical and Agrochemical Industries:
1,6-Naphthyridine is used as a key intermediate in the synthesis of various pharmaceuticals and agrochemicals for its ability to enhance the reactivity and functional group compatibility of these compounds.
Used in Organic Synthesis:
1,6-Naphthyridine is used as a building block in organic synthesis, particularly for the production of heterocyclic compounds and complex organic molecules, due to its versatile reactivity.
Used in Material Science:
1,6-Naphthyridine is utilized in the field of material science, where its unique properties contribute to the development of new materials with specific characteristics.
Used as a Ligand in Coordination Chemistry:
1,6-Naphthyridine is used as a ligand in coordination chemistry, playing a crucial role in the formation of coordination compounds with potential applications in various fields.

Check Digit Verification of cas no

The CAS Registry Mumber 253-72-5 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 2,5 and 3 respectively; the second part has 2 digits, 7 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 253-72:
(5*2)+(4*5)+(3*3)+(2*7)+(1*2)=55
55 % 10 = 5
So 253-72-5 is a valid CAS Registry Number.
InChI:InChI=1/C8H6N2/c1-2-7-6-9-5-3-8(7)10-4-1/h1-6H

253-72-5 Well-known Company Product Price

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  • Aldrich

  • (ADE000839)  [1,6]Naphthyridine  AldrichCPR

  • 253-72-5

  • ADE000839-1G

  • 4,512.69CNY

  • Detail

253-72-5SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 11, 2017

Revision Date: Aug 11, 2017

1.Identification

1.1 GHS Product identifier

Product name 1,6-naphthyridine

1.2 Other means of identification

Product number -
Other names 1,6-Pyridopyridine

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:253-72-5 SDS

253-72-5Relevant academic research and scientific papers

Convenient preparation of naphthyridines from halopyridines: Sequential Heck coupling and cyclization

Phuan, Puay-Wah,Kozlowski, Marisa C

, p. 3963 - 3965 (2001)

A simple method for the preparation of 1,7-naphthyridine and 1,6-naphthyridine from the corresponding aminopyridine starting materials is presented.

A New Approach to the Preparation of 1,6- and 1,7-Naphthyridines

Giam, C. S.,Ambrozich, Deborah

, p. 265 - 266 (1984)

Substituted 1,6- and 1,7-naphthyridines can be prepared by a simple route from readily available pyrindane; this method is more flexible and produces higher yields than previous routes.

One-pot homo- and cross-coupling of diazanaphthalenes via C-H substitution: Synthesis of Bis- and Tris-diazanaphthalenes

Ucar, Sefa,Dastan, Arif

supporting information, p. 4013 - 4022 (2020/09/21)

The transition metal-free coupling reactions of unactivated diazanaphthalenes were studied using only lithium tetramethylpiperidine (LiTMP) reagent. Symmetrical and nonsymmetrical bis-diazanaphthalenes were synthesized in moderate to high yield by homo- and cross-coupling of related monomers. In addition, the single-step synthesis of diquinoxalino [2,3-a: 2', 3'c] phenazine and 2,2': 3', 2″ - terquinoxaline using the appropriate equivalent amount of LiTMP was performed. The products were characterized by means of NMR spectroscopy and HRMS spectrometry.

HETEROARYL COMPOUNDS AS CXCR4 INHIBITORS, COMPOSITION AND METHOD USING THE SAME

-

Paragraph 00305-00307, (2019/04/16)

The present disclosure provides heteroaryl compounds of Formula (I), processes for their preparation, pharmaceutical compositions containing them, and their use in the treatment of diseases and disorders, arising from or related to the CXCR4 pathway.

Modular design of pyridine-based acyl-transfer catalysts

Held, Ingmar,Xu, Shangjie,Zipse, Hendrik

, p. 1185 - 1196 (2008/02/02)

Derivatives of 3,4-diaminopyridine have been synthesized and studied as catalysts for acyl-transfer reactions. The design of these catalysts is guided by the stability of their acetyl intermediates as determined through theoretical calculations at the B3LYP/6-311 + G(d,p)//B3LYP/6-31G(d) level of theory. The most promising catalysts have been synthesized through a three- to five-step synthesis starting from 3,4-diaminopyridine. The catalytic activity has been determined for the acylation of 1-ethynylcyclohexanol with acetic anhydride at 23°C and with isobutyric anhydride at 40°C. For both reactions, the catalytic activity depends dramatically on the substitution pattern of the diaminopyridines. Best results are obtained with catalysts containing alkyl substituents at both amine nitrogens. Georg Thieme Verlag Stuttgart.

A one-pot method for the synthesis of naphthyridines via modified friedl?nder reaction

Zhichkin, Pavel,Beer, Catherine M. Cillo,Rennells, W. Martin,Fairfax, David J.

, p. 379 - 382 (2007/10/03)

A one-pot method for the preparation of 1,8-naphthyridine derivatives is reported. The method involves the dimetalation of an appropriate N-2-pyridylpivalamide or tert-butylcarbamate followed by reaction with a β-dimethylamino or β-alkoxyacrolein derivative. This method is also applicable to 1,6-naphthyridines. Georg Thieme Verlag Stuttgart.

ARYLPIPERAZINYL-CYCLOHEXYL INDOLE DERIVATIVES FOR THE TREATMENT OF DEPRESSION

-

Page 47, (2010/02/07)

Compounds are provided which are useful for the treatment of serotonin-affected neurological disorders which comprise (I) wherein: Ra, R1, R2 and R3 are each, independently, hydrogen, or a substituent selected from halogen, CF3, alkyl, alkoxy, MeSO2, amino or aminocarbonyl (each optionally substituted by one or two groups selected from alkyl and benzyl) carboxy, or alkoxycarbonyl; or two adjacent of Ra and R1-4 together can form a 5-7 membered carbocyclic or heterocyclic ring which is optionally substituted by a substituent defined above; R4 is hydrogen, halogen, or alkyl; R5 is hydrogen, alkyl, arylalkyl, or aryl; R6 is hydrogen, halogen, CF3, CN, carbamide, alkoxy or benzyloxy; X1, X2 and X3 are each carbon or one of X1, X2 or X3 may be nitrogen; Y is CH or nitrogen; and Z is carbon or nitrogen; or pharmaceutically acceptable salts thereof.

General synthetic method for naphthyridines and their N-oxides containing isoquinolinic nitrogen

Numata, Atsushi,Kondo, Yoshinori,Sakamoto, Takao

, p. 306 - 311 (2007/10/03)

Substituted naphthyridines containing isoquinolinic nitrogen were synthesized by the reaction of o-ethynylpyridinecarbaldehydes with ammonia. The synthesis of their N-oxides was also achieved by a basic cyclization reaction of the same pyridine derivatives via the corresponding oximes.

Heterocycylic-substituted quinoline-carboxylic acids

-

, (2008/06/13)

1-Substituted-6-fluoro-7-heterocyclic-1,4-dihydroquino-1-(or dihydronaphthyridin)-4-one carboxylic acids have antibacterial properties. The 7-heterocyclic group is a bicyclic group, one of the rings of which is saturated and the other ring of which is unsaturated.

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