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5-Bromo-2-methoxy-6-picoline is a chemical compound with the molecular formula C8H8BrNO, belonging to the picoline family of heterocyclic compounds. It features a five-carbon and one-nitrogen atom ring, with a bromine atom and a methoxy group attached, endowing it with unique properties and a wide range of potential applications.

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  • 126717-59-7 Structure
  • Basic information

    1. Product Name: 5-Bromo-2-methoxy-6-picoline
    2. Synonyms: 3-BROMO-6-METHOXY-2-METHYLPYRIDINE;3-BROMO-6-METHOXY-2-PICOLINE;2-METHOXY-5-BROMO-6-PICOLINE;2-METHYL-3-BROMO-6-METHOXY PYRIDINE;5-Bromo-2-Methoxy-6-Methylpyridine;5-Bromo-2-methoxy-6-picoline;5-Bromo-2-methoxy-6-methylpyridine, 3-Bromo-6-methoxy-2-picoline;3-Bromo-6-methoxypicoline
    3. CAS NO:126717-59-7
    4. Molecular Formula: C7H8BrNO
    5. Molecular Weight: 202.05
    6. EINECS: N/A
    7. Product Categories: Pyridine;Pyridines;Boronic Acid;Pyridine Series;C7 to C18;Building Blocks;C7 to C8;Chemical Synthesis;Halogenated Heterocycles;Heterocyclic Building Blocks;New Products for Chemical Synthesis;Heterocycle-Pyridine series
    8. Mol File: 126717-59-7.mol
    9. Article Data: 17
  • Chemical Properties

    1. Melting Point: N/A
    2. Boiling Point: 86°C/10mmHg(lit.)
    3. Flash Point: 106°C
    4. Appearance: Colorless/Liquid
    5. Density: 1.468g/mLat 25℃
    6. Vapor Pressure: 0.25mmHg at 25°C
    7. Refractive Index: n20/D 1.548
    8. Storage Temp.: 2-8°C
    9. Solubility: N/A
    10. PKA: 1.76±0.10(Predicted)
    11. CAS DataBase Reference: 5-Bromo-2-methoxy-6-picoline(CAS DataBase Reference)
    12. NIST Chemistry Reference: 5-Bromo-2-methoxy-6-picoline(126717-59-7)
    13. EPA Substance Registry System: 5-Bromo-2-methoxy-6-picoline(126717-59-7)
  • Safety Data

    1. Hazard Codes: Xi,Xn
    2. Statements: 41-22
    3. Safety Statements: 26-39
    4. WGK Germany: 3
    5. RTECS:
    6. HazardClass: IRRITANT
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 126717-59-7(Hazardous Substances Data)

126717-59-7 Usage

Uses

Used in Pharmaceutical Industry:
5-Bromo-2-methoxy-6-picoline is used as an intermediate in the synthesis of pharmaceuticals for its unique chemical structure and properties, contributing to the development of new drugs and therapeutic agents.
Used in Agrochemical Industry:
In the agrochemical sector, 5-Bromo-2-methoxy-6-picoline serves as a key intermediate in the production of various agrochemicals, including pesticides and herbicides, due to its specific chemical characteristics.
Used in Organic Chemistry Research:
5-Bromo-2-methoxy-6-picoline is utilized as a valuable building block in organic chemistry research, enabling the exploration of new chemical reactions and the synthesis of novel organic compounds.
Used in Medicinal Chemistry:
5-Bromo-2-methoxy-6-picoline is employed in medicinal chemistry for its potential role in the development of pharmaceuticals, given its unique structure that can be modified to create new medicinal agents.
Used in Material Science:
5-Bromo-2-methoxy-6-picoline may also have applications in material science, where its properties could be leveraged to develop new materials with specific characteristics for various industrial applications.

Check Digit Verification of cas no

The CAS Registry Mumber 126717-59-7 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,2,6,7,1 and 7 respectively; the second part has 2 digits, 5 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 126717-59:
(8*1)+(7*2)+(6*6)+(5*7)+(4*1)+(3*7)+(2*5)+(1*9)=137
137 % 10 = 7
So 126717-59-7 is a valid CAS Registry Number.
InChI:InChI=1/C7H8BrNO/c1-5-6(8)3-4-7(9-5)10-2/h3-4H,1-2H3

126717-59-7 Well-known Company Product Price

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  • Alfa Aesar

  • (H61962)  3-Bromo-6-methoxy-2-methylpyridine, 98%   

  • 126717-59-7

  • 1g

  • 129.0CNY

  • Detail
  • Alfa Aesar

  • (H61962)  3-Bromo-6-methoxy-2-methylpyridine, 98%   

  • 126717-59-7

  • 5g

  • 516.0CNY

  • Detail
  • Aldrich

  • (758191)  3-Bromo-6-methoxy-2-methylpyridine  95%

  • 126717-59-7

  • 758191-1G

  • 361.53CNY

  • Detail
  • Aldrich

  • (758191)  3-Bromo-6-methoxy-2-methylpyridine  95%

  • 126717-59-7

  • 758191-1G

  • 361.53CNY

  • Detail
  • Aldrich

  • (758191)  3-Bromo-6-methoxy-2-methylpyridine  95%

  • 126717-59-7

  • 758191-1G

  • 361.53CNY

  • Detail
  • Aldrich

  • (758191)  3-Bromo-6-methoxy-2-methylpyridine  95%

  • 126717-59-7

  • 758191-1G

  • 361.53CNY

  • Detail

126717-59-7SDS

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 3-Bromo-6-methoxy-2-methylpyridine

1.2 Other means of identification

Product number -
Other names 3-Bromo-6-methoxy-2-picoline

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:126717-59-7 SDS

126717-59-7Relevant articles and documents

Structure-property relationships based on Hammett constants in cyclometalated iridium(iii) complexes: Their application to the design of a fluorine-free FIrPic-like emitter

Frey, Julien,Curchod, Basile F. E.,Scopelliti, Rosario,Tavernelli, Ivano,Rothlisberger, Ursula,Nazeeruddin, Mohammad K.,Baranoff, Etienne

, p. 5667 - 5679 (2014)

While phosphorescent cyclometalated iridium(iii) complexes have been widely studied, only correlations between oxidation potential EOX and Hammett constant σ, and between the redox gap (ΔEREDOX = EOX - ERED) and emission or absorption wavelength (λabs, λem) have been reported. We present now a quantitative model based on Hammett parameters that rationalizes the effect of the substituents on the properties of cyclometalated iridium(iii) complexes. This simple model allows predicting the apparent redox potentials as well as the electrochemical gap of homoleptic complexes based on phenylpyridine ligands with good accuracy. In particular, the model accounts for the unequal effect of the substituents on both the HOMO and the LUMO energy levels. Consequently, the model is used to anticipate the emission maxima of the corresponding complexes with improved reliability. We demonstrate in a series of phenylpyridine emitters that electron-donating groups can effectively replace electron-withdrawing substituents on the orthometallated phenyl to induce a blue shift of the emission. This result is in contrast with the common approach that uses fluorine to blue shift the emission maximum. Finally, as a proof of concept, we used electron-donating substituents to design a new fluorine-free complex, referred to as EB343, matching the various properties, namely oxidation and reduction potentials, electrochemical gap and emission profile, of the standard sky-blue emitter FIrPic.

A new approach to the bicyclo[3.3.1]nonane framework of huperzine A-like molecules via palladium-catalyzed intramolecular γ-arylation

Ding, Rui,Lu, Yunyu,Yao, Hequan,Sun, Bingfeng,Lin, Guoqiang

, p. 1097 - 1100 (2012/08/28)

In our synthetic studies toward huperzine A, a diastereoselective α′-alkylation of the α-amido-γ-methyl hexenone 4 was realized through a dianion intermediate which significantly enhanced the reactivity. Under the attempted Heck reaction conditions, an unexpected and unprecedented palladium-catalyzed intramolecular γ-arylation of 3 was observed, which generated 18 with bicyclo[3.3.1]nonane framework in satisfactory yield.

INHIBITOR OF CASEIN KINASE 1DELTA AND CASEIN KINASE 1EPSILON

-

, (2011/12/13)

There is provided an inhibitor that inhibits casein kinase 1δ and casein kinase 1ε, and thus, there is also provided a pharmaceutical agent useful for the treatment and/or prevention of a disease, with the pathological condition of which the mechanism of activation of casein kinase 1δ or casein kinase 1ε is associated. Particularly, the above-described inhibitor is used to provide a pharmaceutical agent useful for the treatment of circadian rhythm disorder (including sleep disorder), central neurodegenerative disease, and cancer. An inhibitor of casein kinase 1δ and casein kinase 1ε, which comprises, as an active ingredient, an oxazolone derivative represented by the following general formula (1), a salt thereof, a solvate thereof, or a hydrate thereof: [wherein, in the formula (1), each of R1 and R2 independently represents any one of a substituted or unsubstituted 6-membered or 5-membered heterocyclic group optionally having a condensed ring, a substituted or unsubstituted aromatic hydrocarbon group optionally having a condensed ring, and a substituted or unsubstituted aromatic hydrocarbon lower alkyl group or aromatic hydrocarbon lower alkenyl group optionally having a condensed ring.]

1,2,4-oxadiazole derivatives and their therapeutic use

-

Page/Page column 54, (2010/07/08)

New derivatives of general formula (I), or pharmaceutically acceptable salts or N-oxides thereof wherein, A is selected from the group consisting of -N-, -O- and -S-; B and C are independently selected from the group consisting of-N- and -O-, with the proviso that at least two of A, B and C are nitrogen atoms; G1 is selected from the group consisting of -CH2-, -NH- and -O-; G2 is selected from the group consisting of -NR4- and -O-; R1 represents: ? a 8 to 10 membered bicyclic N-containing heteroaryl group optionally substituted with a C1-4 carboxyalkyl group or a C1-4 aminoalkyl group, ? a pyridyl group optionally substituted with one or more substituents selected from hydroxy groups, C1-4 alkyl groups, C1-4 carboxyalkyl groups, C1-4 haloalkyl groups, C1-4 alkoxy groups, amino groups, C1-4 aminoalkyl groups and C1-4 aminoalkoxy groups, ? a pyridone group substituted with one or more C1-4 alkyl groups; C1-4 haloalkyl groups or C1-4 aminoalkyl groups, or ? a group of formula: wherein: ? Ra represents a hydrogen atom, a halogen atom, a C1-4 alkyl group, C3-4 cycloalkyl group or a -CF3 group; ? Rb represents a hydrogen atom, a halogen atom, a C14 alkyl group, a -CF3 group or a C1-4 alkoxy group; ? Rd represents a hydrogen atom, a C1-4 alkyl group or a C1-4 alkoxy group; ? Rc represents: ○ a hydrogen atom, a C1-4 hydroxyalkyl group, a C1-4 aminoalkyl group which is optionally substituted with one or more substituents selected from halogen atoms, hydroxy groups and -CF3 groups; ○ a 4 to 6-membered saturated N-containing heterocyclic ring optionally substituted with a C1-2 carboxyalkyl group; ○ -(CH2)(0-4)-C(O)OR', -(CH2)(0-4)-C(O)NR'R", -(CH2)(0-4)-NHC(O)R", -S(O)2NR'R", -O-(CH2)(2-4)NR'R", -O-(CH2)(1-4)C(O)OR", -O-(CH2)(1-4)-C(O)NR'R", -(CH2)(0-4)-NR'R", -(CH2)(0-4)-CONHS(O)2R', -(CH2)(0-4)-NHS(O)2R' or -(CH2)(0-3)-N H-(CH2)(1-3)-(NH)(0-1)S(O)2R' wherein, ■ R' represents a hydrogen atom or a C1-4 alkyl group, ■ R" represents a hydrogen atom, a C1-4 alkyl group, a C3-4 cycloalkyl group, a C1-4 carboxyalkyl group, a C1-4 haloalkyl group, a C1-4 hydroxyalkyl group or a 6 membered, saturated N-containing heterocyclic ring, or ■ R' and R" together with the nitrogen atom to which they are attached from a 4 to 6 membered heterocyclic group which contains, as heteroatoms, one N atom and, optionally, one further atom selected from N and O, and which is optionally substituted with a carboxy or a C1-4 carboxyalkyl group, or Rc together with Rd form a C5-6 cycloalkyl group optionally substituted by a -NHRf group, wherein Rf is selected from the group consisting of a hydrogen atom and a carboxymethyl group; R2 and R3 are independently selected from the group consisting of hydrogen atoms, halogen atoms and C1-4 alkyl groups; and R4 is selected from the group consisting of a hydrogen atom, a phenyl group, a C3-4 cycloalkyl-C1-4 alkyl group, C1-4 aminoalkyl group, C1-4 haloalkyl group and a linear or branched C1-4 alkyl group which is optionally substituted by a phenyl or a pyridyl group.

Synthesis and structure-activity relationships of 8-(pyrid-3-yl)pyrazolo[1, 5-a]-1,3,5-triazines: Potent, orally bioavailable corticotropin releasing factor receptor-1 (CRF1) antagonists

Gilligan, Paul J.,Clarke, Todd,He, Liqi,Lelas, Snjezana,Li, Yu-Wen,Heman, Karen,Fitzgerald, Lawrence,Miller, Keith,Zhang, Ge,Marshall, Anne,Krause, Carol,McElroy, John F.,Ward, Kathyrn,Zeller, Kim,Wong, Harvey,Bai, Steven,Saye, Joanne,Grossman, Scott,Zaczek, Robert,Arneric, Stephen P.,Hartig, Paul,Robertson, David,Trainor, George

experimental part, p. 3084 - 3092 (2010/02/28)

This report describes the syntheses and structure-activity relationships of 8-(substituted pyridyl)pyrazolo[1,5-a]-1,3,5-triazine corticotropin releasing factor receptor-1 (CRF1) receptor antagonists. These CRF1 receptor antagonists may be potential anxiolytic or antidepressant drugs. This research resulted in the discovery of compound 13-15, which is a potent, selective CRF1 antagonist (hCRF1 IC50 = 6.1 ± 0.6 nM) with weak affinity for the CRF-binding protein and biogenic amine receptors. This compound also has a good pharmacokinetic profile in dogs. Analogue 13-15 is orally effective in two rat models of anxiety: the defensive withdrawal (situational anxiety) model and the elevated plus maze test. Analogue 13-15 has been advanced to clinical trials.

Total synthesis of (+)-lyconadin A and related compounds via oxidative C-N bond formation

West, Scott P.,Bisai, Alakesh,Lim, Andrew D.,Narayan, Raja R.,Sarpong, Richmond

body text, p. 11187 - 11194 (2009/12/06)

The formation of carbon-nitrogen (C-N) bonds is a fundamental bond construction in organic synthesis and is indispensable for the synthesis of alkaloid natural products. In the context of the synthesis of the architecturally complex Lycopodium alkaloid lyconadin A, we have discovered a highly efficient oxidative C-N bond forming reaction that relies on the union of a nitrogen anion and a carbon anion. Empirical evidence amassed during our synthetic studies suggests that the mechanism of the C-N bond forming process encompasses polar as well as radical processes. Herein, we present our study of this novel C-N bond forming reaction and its application to the enantioselective total synthesis of lyconadin A and related derivatives.

1-(PIPERIDIN-4-YL)-1H-INDOLE DERIVATIVE

-

Page/Page column 123-124, (2010/11/28)

The present invention provides a compound represented by the formula (1) or a pharmacologically acceptable salt thereof, or a hydrate thereof (provided that a compound in which all of R4a, R4b, and R4c are hydrogen atoms is excluded.): [wherein R1 represents a hydrogen atom, R2 represents a hydrogen atom, R3 represents the formula: wherein R4a, R4b, and R4c are the same as or different from each other and each represents a hydrogen atom, a C1-6 alkyl group or a C1-6 alkoxy group, etc.]

NAPHTHYRIDINE COMPOUNDS

-

Page/Page column 28, (2010/11/25)

Certain naphthyridine compounds are histamine H3 receptor and serotonin transporter modulators useful in the treatment of histamine H3 receptor- and serotonin-mediated diseases.

SUBSTITUTED PYRIDONES AS INHIBITORS OF POLY(ADP-RIBOSE) POLYMERASE (PARP)

-

Page/Page column 71, (2010/02/14)

The present invention discloses and claims a series of 2,3,5-substituted pyridone derivatives as defined herein. This invention also relates to methods of making these compounds. The compounds of this invention are inhibitors of poly(adenosine 5'-diphosphate ribose) polymerase (PARP) and are therefore useful as pharmaceutical agents, especially in the treatment and/or prevention of a variety of diseases, including diseases associated with the central nervous system and cardiovascular disorders.

PROCESSES FOR THE PREPARATION OF PYRAZOLO[1,5-a]-1,3,5-TRIAZINES AND INTERMEDIATES THEREOF

-

Page/Page column 39; 40, (2010/02/11)

The present invention provides novel processes and intermediates for preparing corticotropin releasing factor (CRF) receptor antagonists having the structure below which are useful in treating CRF-related disorders such as anxiety and depression.

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