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2-METHYL-[1,8]NAPHTHYRIDINE is a heterocyclic chemical compound characterized by a naphthyridine ring system. With a molecular formula of C13H11N, this compound is significant in the realms of organic chemistry and pharmaceuticals. It functions as a fundamental building block for the creation of a diverse array of biologically active molecules and pharmaceutical drugs. 2-METHYL-[1,8]NAPHTHYRIDINE's distinctive structure and attributes render it an invaluable resource for researchers and chemists across multiple scientific disciplines, including materials science and environmental chemistry.

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  • 1569-16-0 Structure
  • Basic information

    1. Product Name: 2-METHYL-[1,8]NAPHTHYRIDINE
    2. Synonyms: AKOS BBS-00006025;2-METHYL-[1,8]NAPHTHYRIDINE
    3. CAS NO:1569-16-0
    4. Molecular Formula: C9H8N2
    5. Molecular Weight: 144.17
    6. EINECS: N/A
    7. Product Categories: Heterocycle-Pyridine series
    8. Mol File: 1569-16-0.mol
  • Chemical Properties

    1. Melting Point: 96-97°C
    2. Boiling Point: 252.835 °C at 760 mmHg
    3. Flash Point: 106.326 °C
    4. Appearance: /
    5. Density: 1.142 g/cm3
    6. Vapor Pressure: 0.0301mmHg at 25°C
    7. Refractive Index: 1.633
    8. Storage Temp.: Sealed in dry,Room Temperature
    9. Solubility: N/A
    10. PKA: 4.02±0.30(Predicted)
    11. CAS DataBase Reference: 2-METHYL-[1,8]NAPHTHYRIDINE(CAS DataBase Reference)
    12. NIST Chemistry Reference: 2-METHYL-[1,8]NAPHTHYRIDINE(1569-16-0)
    13. EPA Substance Registry System: 2-METHYL-[1,8]NAPHTHYRIDINE(1569-16-0)
  • Safety Data

    1. Hazard Codes: Xi,Xn
    2. Statements: 22-41
    3. Safety Statements: 26-39
    4. WGK Germany: 3
    5. RTECS:
    6. HazardClass: IRRITANT
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 1569-16-0(Hazardous Substances Data)

1569-16-0 Usage

Uses

Used in Pharmaceutical Industry:
2-METHYL-[1,8]NAPHTHYRIDINE is utilized as a key intermediate in the synthesis of various pharmaceutical drugs. Its unique structure allows for the development of new medications with potential applications in treating a wide range of diseases and conditions.
Used in Organic Chemistry Research:
In the field of organic chemistry, 2-METHYL-[1,8]NAPHTHYRIDINE serves as a valuable compound for studying the properties and reactions of heterocyclic systems. It aids chemists in understanding the reactivity and selectivity of naphthyridine-based compounds, which can lead to the discovery of novel chemical reactions and synthetic pathways.
Used in Materials Science:
2-METHYL-[1,8]NAPHTHYRIDINE may have potential applications in materials science, where its unique structural features could be employed to design and develop new materials with specific properties. These materials could find use in various industries, such as electronics, coatings, or advanced materials for specific applications.
Used in Environmental Chemistry:
In environmental chemistry, 2-METHYL-[1,8]NAPHTHYRIDINE could be explored for its potential use in the development of new environmental technologies. Its unique chemical properties might contribute to the creation of innovative solutions for pollution control, environmental monitoring, or the remediation of contaminated sites.

Check Digit Verification of cas no

The CAS Registry Mumber 1569-16-0 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 1,5,6 and 9 respectively; the second part has 2 digits, 1 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 1569-16:
(6*1)+(5*5)+(4*6)+(3*9)+(2*1)+(1*6)=90
90 % 10 = 0
So 1569-16-0 is a valid CAS Registry Number.
InChI:InChI=1/C9H8N2/c1-7-4-5-8-3-2-6-10-9(8)11-7/h2-6H,1H3

1569-16-0 Well-known Company Product Price

  • Brand
  • (Code)Product description
  • CAS number
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  • Alfa Aesar

  • (H34032)  2-Methyl-1,8-naphthyridine, 97%   

  • 1569-16-0

  • 250mg

  • 514.0CNY

  • Detail
  • Alfa Aesar

  • (H34032)  2-Methyl-1,8-naphthyridine, 97%   

  • 1569-16-0

  • 1g

  • 1286.0CNY

  • Detail
  • Aldrich

  • (ADE000831)  2-Methyl-[1,8]naphthyridine  AldrichCPR

  • 1569-16-0

  • ADE000831-1G

  • 1,930.50CNY

  • Detail

1569-16-0SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 10, 2017

Revision Date: Aug 10, 2017

1.Identification

1.1 GHS Product identifier

Product name 2-Methyl-[1,8]-naphthyridine

1.2 Other means of identification

Product number -
Other names 2-Methyl-1,8-naphthyridine

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:1569-16-0 SDS

1569-16-0Relevant articles and documents

A mild synthesis of substituted 1,8-naphthyridines

Anderson, Edward C.,Sneddon, Helen F.,Hayes, Christopher J.

, p. 3050 - 3058 (2019)

A greener method for the synthesis of substituted 1,8-naphthyridines has been developed, which is supported by reaction metric analysis. Using 2-aminonicotinaldehyde as a starting material with a variety of carbonyl reaction partners, the Friedl?nder reac

Synthesis of 1,8-naphthyridine and BF2-based isomers and their application in fluorogenic sensing Cd2+

Liu, Xingjiang,Chen, Mingxing,Liu, Ziping,Yu, Mingming,Wei, Liuhe,Li, Zhanxian

, p. 658 - 663 (2014)

A series of isomers were synthesized and identified, two isomers of which were developed as the dual-channel fluorescent probe toward Cd2+. BF2 dissociates from the probe upon reaction with CdCl2, demonstrating a new approach for sensing Cd2+.

Olefin oxygenation by water on an iridium center

Ghatak, Tapas,Sarkar, Mithun,Dinda, Shrabani,Dutta, Indranil,Rahaman, S. M. Wahidur,Bera, Jitendra K.

, p. 6168 - 6171 (2015)

Oxygenation of 1,5-cyclooctadiene (COD) is achieved on an iridium center using water as a reagent. A hydrogen-bonding interaction with an unbound nitrogen atom of the naphthyridine-based ligand architecture promotes nucleophilic attack of water to the met

High-selectivity fibroblast growth factor receptor inhibitor and application

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Paragraph 0087-0091, (2021/07/08)

The invention discloses a high-selectivity fibroblast growth factor receptor inhibitor and application, and particularly relates to a compound shown in a formula (I) or a pharmaceutically acceptable salt, a solvate, a geometric isomer, a stereoisomer, a tautomer and any mixture thereof. The compound shown in the formula (I) or the pharmaceutically acceptable salt, the solvate and the pharmaceutical composition thereof can be applied to prevention or treatment of diseases related to FGFR4 activity or overexpression, and can also be combined with other medicines to be used for treating various related diseases, especially for treating various cancers, wherein the cancers may be liver cancer, lung cancer, gastric cancer, breast cancer, ovarian cancer, prostate cancer, renal cell carcinoma, skin cancer, colon cancer, bile duct cancer, glioma or sarcoma.

ALPHAvBETA1 INTEGRIN ANTAGONISTS

-

Paragraph 0173, (2020/01/31)

The present disclosure provides pharmaceutical agents, including those of the formula: (I) wherein the variables are defined herein. Also provided are pharmaceutical compositions, kits and articles of manufacture comprising such pharmaceutical agents. Methods of using the pharmaceutical agents are also provided. The compounds may be used for the inhibition or antagonism of integrins ανβ1 and/or α5β1. In some embodiments, the compounds provided herein exhibit reduced inhibitory or antagonistic activity of integrins ανβ3, ανβ5, ανβ6, ανβ8, and/or αIIbβ3.

Cooperative H2 Activation on Dicopper(I) Facilitated by Reversible Dearomatization of an “Expanded PNNP Pincer” Ligand

Kounalis, Errikos,Lutz, Martin,Broere, Dani?l L. J.

supporting information, p. 13280 - 13284 (2019/10/28)

A naphthyridine-derived expanded pincer ligand is described that can host two copper(I) centers. The proton-responsive ligand can undergo reversible partial and full dearomatization of the naphthyridine core, which enables cooperative activation of H2 giving an unusual butterfly-shaped Cu4H2 complex.

Transition metal-free α-methylation of 1,8-naphthyridine derivatives using DMSO as methylation reagent

Jiang, Shaohua,Yang, Zhihai,Guo, Ziyin,Li, Yibiao,Chen, Lu,Zhu, Zhongzhi,Chen, Xiuwen

, p. 7416 - 7424 (2019/08/15)

A practical approach to the direct α-methylation of 1,8-naphthyridines under mild reaction conditions has been developed using simple and readily available DMSO as a convenient and environmentally friendly carbon source. This method is transition metal-free and highly chemoselective, shows good functional group tolerance, and uses DMSO as a methyl source, providing efficient and rapid access to an important compound class, 2-methyl-1,8-naphthyridines.

PYRROLOPYRAZINE DERIVATIVES AS ALPHA V INTEGRIN INHIBITORS

-

Page/Page column 39, (2019/05/30)

The disclosure relates to compounds of formula I: Formula I which inhibit αv-containing integrins, and includes pharmaceutical compositions comprising these compounds and methods of treating a disease, disorder, or condition associated with dysregulation of αV-containing integrins, such as pathological fibrosis, transplant rejection, cancer, osteoporosis, and inflammatory disorders.

Diruthenium complexes with a 1,8-Naphthyridine-based Bis(silyl) supporting ligand: Synthesis and structures of complexes containing RuII2(μ-H)2 and RuI2 cores

Kusuma, Indra,Komuro, Takashi,Tobita, Hiromi

, p. 400 - 403 (2018/03/27)

We designed a novel naphthyridine-based supporting ligand involving two silyl coordinating moieties at 2,7-positions, t-BuNBSi, for the synthesis of dinuclear metal complexes. Reaction of a ligand precursor t-BuNBSi(H)2 (1) with Ru3(CO)12 gave a di-μ-hydridodiruthenium(II,II) complex (t-BuNBSi)Ru2(μ-H)2(CO)4 (2). Photoirradiation to 2 resulted in the formation of a diruthenium(I,I) complex (t-BuNBSi)Ru2(CO)6 (3). The SiRuRuSi linkage of 2 takes a zigzag arrangement, whereas that of 3 adopts a roughly linear one.

INTEGRIN ANTAGONISTS

-

Page/Page column 57, (2018/08/03)

The present disclosure provides pharmaceutical agents, including those of the formula:(I) wherein the variables are defined herein. Also provided are pharmaceutical compositions, kits and articles of manufacture comprising such pharmaceutical agents. Meth

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