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5-Bromo-3-cyano-2-hydroxy-6-methylpyridine is a pyridine derivative with the molecular formula C7H5BrN2O. It features a bromine substituent at the 5-position, a cyano group at the 3-position, a hydroxy group at the 2-position, and a methyl group at the 6-position. This chemical compound serves as a crucial intermediate in the synthesis of pharmaceuticals and agrochemicals, and is also an important building block for the production of various biologically active molecules.

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  • 84725-13-3 Structure
  • Basic information

    1. Product Name: 5-Bromo-3-cyano-2-hydroxy-6-methylpyridine
    2. Synonyms: 5-Bromo-3-cyano-2-hydroxy-6-methylpyridine;3-Pyridinecarbonitrile, 5-broMo-1,2-dihydro-6-Methyl-2-oxo-;5-bromo-6-methyl-2-oxo-1,2-dihydropyridine-3-carbonitrile;5-BROMO-6-METHYL-2-OXO-1,2-DIHYDRO-PYRIDINE-3-CARBONITRILE(WXC05962);5-bromo-6-methyl-2-oxo-1H-pyridine-3-carbonitrile
    3. CAS NO:84725-13-3
    4. Molecular Formula: C7H5BrN2O
    5. Molecular Weight: 213.03
    6. EINECS: N/A
    7. Product Categories: N/A
    8. Mol File: 84725-13-3.mol
  • Chemical Properties

    1. Melting Point: N/A
    2. Boiling Point: 296.4±40.0 °C(Predicted)
    3. Flash Point: N/A
    4. Appearance: /
    5. Density: 1.71±0.1 g/cm3(Predicted)
    6. Refractive Index: N/A
    7. Storage Temp.: N/A
    8. Solubility: N/A
    9. PKA: 6.97±0.10(Predicted)
    10. CAS DataBase Reference: 5-Bromo-3-cyano-2-hydroxy-6-methylpyridine(CAS DataBase Reference)
    11. NIST Chemistry Reference: 5-Bromo-3-cyano-2-hydroxy-6-methylpyridine(84725-13-3)
    12. EPA Substance Registry System: 5-Bromo-3-cyano-2-hydroxy-6-methylpyridine(84725-13-3)
  • Safety Data

    1. Hazard Codes: N/A
    2. Statements: N/A
    3. Safety Statements: N/A
    4. WGK Germany:
    5. RTECS:
    6. HazardClass: N/A
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 84725-13-3(Hazardous Substances Data)

84725-13-3 Usage

Uses

Used in Pharmaceutical Industry:
5-Bromo-3-cyano-2-hydroxy-6-methylpyridine is used as an intermediate in the synthesis of pharmaceuticals for its potential role in the development of new drugs. Its unique structural and functional properties make it a valuable component in the creation of biologically active molecules.
Used in Agrochemical Industry:
In the agrochemical industry, 5-Bromo-3-cyano-2-hydroxy-6-methylpyridine is utilized as an intermediate in the synthesis of agrochemicals, contributing to the development of effective products for agricultural applications.
Used in Organic Chemistry Research and Synthesis:
5-Bromo-3-cyano-2-hydroxy-6-methylpyridine is also used as a key compound in organic chemistry research and synthesis, where it aids in the exploration and creation of novel chemical entities and reactions.

Check Digit Verification of cas no

The CAS Registry Mumber 84725-13-3 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 8,4,7,2 and 5 respectively; the second part has 2 digits, 1 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 84725-13:
(7*8)+(6*4)+(5*7)+(4*2)+(3*5)+(2*1)+(1*3)=143
143 % 10 = 3
So 84725-13-3 is a valid CAS Registry Number.

84725-13-3SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 20, 2017

Revision Date: Aug 20, 2017

1.Identification

1.1 GHS Product identifier

Product name 5-bromo-6-methyl-2-oxo-1H-pyridine-3-carbonitrile

1.2 Other means of identification

Product number -
Other names 5-bromo-6-methyl-2-oxo-1,2-dihydro-3-pyridinecarbonitrile

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:84725-13-3 SDS

84725-13-3Relevant articles and documents

PYRAZOLE DERIVATIVES AS MALT1 INHIBITORS

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Paragraph 1840; 1841, (2018/07/05)

Disclosed are compounds, compositions and methods for treating of diseases, syndromes, conditions, and disorders that are affected by the modulation of MALT1. Such compounds are represented by Formula (I) as follows: wherein R1, R2, R3, R4, R5, R6, R5, G1, and G2 are defined herein.

A method for synthesizing milrinone

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Paragraph 0051; 0052, (2018/03/13)

The invention discloses a new method for synthesizing milrinone. The method is characterized in that a compound of formula 3 and 4-pyridineboronic acid undergo a Suzuki coupling reaction to synthesize milrinone. The method has the advantages of easily available raw materials, high yield and simple post-treatment.

THIENOPYRIDINE CARBOXAMIDES AS UBIQUITIN-SPECIFIC PROTEASE INHIBITORS

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Paragraph 00323, (2017/09/05)

The disclosure relates to inhibitors of USP28 and/or USP25 useful in the treatment of cancers, inflammation, autoimmune diseases, and infectious diseases, having the Formula (I), where R1, R2, R3, R4, R5, R5', R6, R7, X, m, and n are described herein.

Preparation method of olprinone and 9-azaindole-5-boric acid

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Paragraph 0023; 0025, (2017/07/15)

The invention relates to a preparation method of olprinone and 9-azaindole-5-boric acid, in particular to a method for preparing olprinone via Suzuki coupling. In the preparation method of olprinone and 9-azaindole-5-boric acid, a converging synthetic route is innovatively designed, has high atom utilization rate as compared with existing three series synthetic processes and is better than existing synthetic routes in overall reaction yield; the preparation method has mild synthetic reaction conditions, is simple to perform and is easy to industrialize; the prepared olprinone may be further olprinone hydrochloride via salifying, and the prepared olprinone hydrochloride has the advantages such as low impurity content, high purity, high yield and good mildness of reaction conditions.

CONDENSED TRICLYCLIC COMPOUNDS AS INHIBITORS OF HIV REPLICATION

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Page/Page column 40-41, (2013/07/05)

Compounds of formula (I) and pharmaceutical compositions thereof: wherein A1 A2 and A3 are each independently selected from the group consisting of N and CR3, wherein R1 is an optionally substituted heterocyclyl or an optionally substituted -(C1-6)alkyl-heterocyclyl, R2 is an optionally substituted aryl or an optionally subsisted heteroaryl, R4 is an optionally substituted aryl, an optionally substituted heterocyclyl or an optionally substituted heteroaryl, useful as an inbitor of HIV replication.

Synthesis of amido-N-imidazolium salts and their applications as ligands in suzuki-miyaura reactions: Coupling of hetero- aromatic halides and the synthesis of milrinone and irbesartan

Kumar, Manian Rajesh,Park, Kyungho,Lee, Sunwoo

experimental part, p. 3255 - 3266 (2011/02/23)

A new catalytic system based on palladium-amido-N-heterocyclic carbenes for Suzuki-Miyaura coupling reactions of heteroaryl bromides is described. A variety of sterically bulky, amido-N-imidazolium salts were synthesized in high yields from the corresponding anilines. This catalytic system effectively promoted Suzuki-Miyaura couplings of heteroaryl bromides and chlorides with a range of boronic acids to give the corresponding aryl compounds in high yield. The yield was increased with increasing steric bulkiness of the substituted group. Especially, 1-(2,6-diisopropylphenyl)-3-N-(2,4,6-tri-tert- butylphenylacetamido)imidazolium bromide (4bc) exhibited 850,000 TON in the coupling reaction of 2-bromopyridine and phenylboronic acid. In addition, pharmaceutical compounds such as milrinone and irbesartan were synthesized via Suzuki-Miyaura coupling using sterically bulky, amido-N-imidazolium salt (4bc) as a ligand. Copyright

Discovery of potent imidazole and cyanophenyl containing farnesyltransferase inhibitors with improved oral bioavailability

Tong, Yunsong,Lin, Nan-Horng,Wang, Le,Hasvold, Lisa,Wang, Weibo,Leonard, Nicholas,Li, Tongmei,Li, Qun,Cohen, Jerry,Gu, Wen-Zhen,Zhang, Haiying,Stoll, Vincent,Bauch, Joy,Marsh, Kennan,Rosenberg, Saul H.,Sham, Hing L.

, p. 1571 - 1574 (2007/10/03)

A pyridyl moiety was introduced into a previously developed series of farnesyltransferase inhibitors containing imidazole and cyanophenyl (such as 4), resulting in potent inhibitors with improved pharmacokinetics.

Pyridone-containing farnesyltransferase inhibitors: Synthesis and biological evaluation

Hasvold, Lisa A.,Wang, Weibo,Gwaltney II, Stephen L.,Rockway, Todd W.,Nelson, Lissa T. J.,Mantei, Robert A.,Fakhoury, Stephen A.,Sullivan, Gerard M.,Li, Qun,Lin, Nan-Horng,Wang, Le,Zhang, Haiying,Cohen, Jerome,Gu, Wen-Zhen,Marsh, Kennan,Bauch, Joy,Rosenberg, Saul,Sham, Hing L.

, p. 4001 - 4005 (2007/10/03)

Farnesyltransferase inhibitors (FTIs) have been developed as potential anti-cancer agents due to their efficacy in blocking malignant growth in a variety of murine models of human tumors. To that end, we have developed a series of pyridone farnesyltransferase inhibitors with potent in vitro and cellular activity. The synthesis, SAR and biological properties of these compounds will be discussed.

Farnesyltransferase inhibitors

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, (2008/06/13)

Substituted imidazoles and thiazoles having the formula are useful for inhibiting farnesyltransferase. Also disclosed are farnesyltransferase-inhibiting compositions and methods of inhibiting farnesyltransferase in a patient.

Farnesyltransferase inhibitors

-

, (2008/06/13)

Substituted imidazoles and thiazoles having the formula are useful for inhibiting farnesyltransferase. Also disclosed are farnesyltransferase-inhibiting compositions and methods of inhibiting farnesyltransferase in a patient.

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