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2-bromo-6-ethynylpyridine is a chemical compound with the molecular formula C7H4BrN, belonging to the pyridine derivatives. It features a bromine atom and an ethynyl group, which contribute to its reactivity and utility in various chemical reactions. 2-bromo-6-ethynylpyridine is recognized for its versatility and is primarily employed as a building block in organic synthesis, with applications spanning across the pharmaceutical, agrochemical, and materials science industries.

445468-63-3

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445468-63-3 Usage

Uses

Used in Pharmaceutical Industry:
2-bromo-6-ethynylpyridine is used as a key intermediate in drug discovery and development for its ability to be incorporated into complex molecular structures, potentially leading to the creation of new pharmaceutical agents.
Used in Agrochemicals:
In the agrochemical sector, 2-bromo-6-ethynylpyridine is utilized as a precursor in the synthesis of various agrochemicals, contributing to the development of effective pest control and crop protection products.
Used in Materials Science:
2-bromo-6-ethynylpyridine also finds application in materials science, where it can be used to develop new materials with specific properties, such as in the creation of advanced polymers or other functional materials.
Safety Precautions:
Given the potential toxicity of 2-bromo-6-ethynylpyridine, it is crucial to follow proper handling and safety protocols when working with 2-bromo-6-ethynylpyridine to ensure the well-being of individuals and the environment.

Check Digit Verification of cas no

The CAS Registry Mumber 445468-63-3 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 4,4,5,4,6 and 8 respectively; the second part has 2 digits, 6 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 445468-63:
(8*4)+(7*4)+(6*5)+(5*4)+(4*6)+(3*8)+(2*6)+(1*3)=173
173 % 10 = 3
So 445468-63-3 is a valid CAS Registry Number.

445468-63-3SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 19, 2017

Revision Date: Aug 19, 2017

1.Identification

1.1 GHS Product identifier

Product name 2-Bromo-6-ethynylpyridine

1.2 Other means of identification

Product number -
Other names PYRIDINE,2-BROMO-6-ETHYNYL

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:445468-63-3 SDS

445468-63-3Relevant academic research and scientific papers

Intramolecular interactions in 2,6-pyridylacetylenes and their Co2(CO)4dppm complexes

Dana, Bogdan H,Robinson, Brian H,Simpson, Jim

, p. 251 - 269 (2002)

A series of 2,6-ethynylpyridyl compounds BrC5H3N(C2)R, C5H3N[(C2)R]2, C5H3N(C2SiMe3)(C2 R) R = H, Fc, {C5H3N-(C2SiMe 3)2} and {C5H3N[C2 C5H3N(C2SiMe3)]2} have been prepared in order to study through-space and through-bond interactions between the ethynyl arms. The structure of BrC5 H3N[FcC2Co2(CO)4dppm] shows that the C02-alkyne unit is preferentially distorted, rather than the ethynyl arms bent, in order to minimise steric interactions. Although, there is no evidence for through-bond or through-space electronic communication between the redox centres, intramolecular interactions force a η2(dppm)-η1(dppm) equilibrium upon the oxidised Co2(CO)4dppm unit, which is seen in the electrochemistry and OTTLE data.

1-CYANO-PYRROLIDINE DERIVATIVES AS DUB INHIBITORS

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Paragraph 0701-0702, (2020/11/30)

The present invention relates to novel compounds and methods for the manufacture of inhibitors of deubiquitylating enzymes (DUBs). In particular, the invention relates to the inhibition of ubiquitin C-terminal hydrolase 30 or ubiquitin specific peptidase 30 (USP30). The novel compounds have formula (I): (Formula (I)) or are pharmaceutically acceptable salts thereof, wherein: R1a, R1b, R1c, R1d, R1e and R1f each independently represent hydrogen, optionally substituted C1-C6 alkyl or optionally substituted C3-C4 cycloalkyl, or R1b and R1c together form an optionally substituted C3-C6 cycloalkyl ring, or R1d and R1e together form an optionally substituted C3-C6 cycloalkyl ring; R2 represents hydrogen or optionally substituted C1-C6 alkyl; A represents an optionally further substituted 5 to 10 membered monocyclic or bicyclic heteroaryl, heterocyclyl or aryl ring; L represents a covalent bond or linker; B represents an optionally substituted 3 to 10 membered monocyclic or bicyclic heterocyclyl, heteroaryl, cycloalkyl or aryl ring; and when -A-L-B is at position x attachment to A is via a carbon ring atom of A, and either: A cannot be triazolopyridazinyl, triazolopyridinyl, imidazotriazinyl, imidazopyrazinyl or pyrrolopyrimidinyl; or B cannot be substituted with phenoxyl; or B cannot be cyclopentyl when L is an oxygen atom.

AgI-directed triple-stranded helicates with meta-ethynylpyridine ligands

Li, Qiaolian,Huang, Fu,Fan, Yaxun,Wang, Yilin,Li, Jianfeng,He, Yujian,Jiang, Hua

, p. 3235 - 3244 (2015/04/27)

A series of triple-stranded complexes, [1a3Ag]BF4, [1b3Ag]BF4, [2a3Ag2](BF4)2, [2b3Ag2](BF4)2, and [33Ag3/

AgI-directed triple-stranded helicates with meta-ethynylpyridine ligands

Li, Qiaolian,Huang, Fu,Fan, Yaxun,Wang, Yilin,Li, Jianfeng,He, Yujian,Jiang, Hua

, p. 3235 - 3244 (2014/07/22)

A series of triple-stranded complexes, [1a3Ag]BF4, [1b3Ag]BF4, [2a3Ag2](BF 4)2, [2b3Ag2](BF4) 2, and [33Ag3

Design of glycosyltransferase inhibitors: Pyridine as a pyrophosphate surrogate

Wang, Shuai,Cuesta-Seijo, Jose A.,Lafont, Dominique,Palcic, Monica M.,Vidal, Sebastien

supporting information, p. 15346 - 15357 (2013/11/06)

A series of ten glycosyltransferase inhibitors has been designed and synthesized by using pyridine as a pyrophosphate surrogate. The series was prepared by conjugation of carbohydrate, pyridine, and nucleoside building blocks by using a combination of gly

Novel tricyclic inhibitors of IKK2: Discovery and SAR leading to the identification of 2-methoxy-N-((6-(1-methyl-4-(methylamino)-1,6- dihydroimidazo[4,5-d]pyrrolo[2,3-b]pyridin-7-yl)pyridin-2-yl)methyl)acetamide (BMS-066)

Watterson, Scott H.,Langevine, Charles M.,Van Kirk, Katy,Kempson, James,Guo, Junquing,Spergel, Steven H.,Das, Jagabandhu,Moquin, Robert V.,Dyckman, Alaric J.,Nirschl, David,Gregor, Kurt,Pattoli, Mark A.,Yang, Xiaoxia,McIntyre, Kim W.,Yang, Guchen,Galella, Michael A.,Booth-Lute, Hollie,Chen, Laishun,Yang, Zheng,Wang-Iverson, David,McKinnon, Murray,Dodd, John H.,Barrish, Joel C.,Burke, James R.,Pitts, William J.

scheme or table, p. 7006 - 7012 (2012/01/13)

The synthesis, structure-activity relationships (SAR), and biological results of pyridyl-substituted azaindole based tricyclic inhibitors of IKK2 are described. Compound 4m demonstrated potent in vitro potency, acceptable pharmacokinetic and physicochemical properties, and efficacy when dosed orally in a mouse model of inflammatory bowel disease.

PYRAZOLE[1,5a]PYRIDINE DERIVATIVES

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Page/Page column 56, (2010/07/09)

Pyrazolo[1,5-a]pyridine derivatives of formula I, wherein the meaning for R1, R2 and R3 is as disclosed in the description. These compounds are useful as JAK3 kinase inhibitors.

Double elimination protocol for the synthesis of arylene ethynylenes containing heteroaromatic rings

Orita, Akihiro,Ye, Fangguo,Babu, Govindarajulu,Ikemoto, Tomohiro,Otera, Junzo

, p. 716 - 727 (2007/10/03)

The double elimination reaction of β-substituted sulfones offers a versatile strategy for synthesis of arylene ethynylene kits containing heteroaromatic rings. A sequence of aldol reaction between α-sulfonyl carbanion and aldehyde, trapping the resulting aldolate to give β-substituted sulfone, and double elimination of this intermediate can be integrated in one pot. This protocol allows thiophene, pyridine, and ferrocene units to be accommodated in phenylene ethynylene arrays.

Metal-assisted assembly of pyridine-containing arylene ethynylene strands to enantiopure double helicates

Orita, Akihiro,Nakano, Takehiro,An, De Lie,Tanikawa, Kazumi,Wakamatsu, Kan,Otera, Junzo

, p. 10389 - 10396 (2007/10/03)

Pyridine-containing arylene ethynylene strands were connected to the 2- and 2′-positions of (R)- and (S)-1,1′-binaphthyl templates. The arylene ethynylene moieties underwent intramolecular coordination with Ag(I) or Cu(I) ion to afford enantiopure double helicates. The double-helical structure was elucidated on the basis of circular dichroic (CD) spectra. The importance of intramolecular complexation of the double strands for the helicate formation was confirmed by comparison with a ligand bearing a single strand. Connection of the strands through an ether linkage enabled a sorting out of the Cotton effect induced by double-helical arylene ethynylene moieties. The CD exciton chirality method unambiguously proved that the termini of the strands approach each other upon complexation and that the sense of the induced helicity is the same as predicted by molecular modeling.

Double elimination protocol for access to pyridine-containing arylene-ethynylenes

Orita, Akihiro,Nakano, Takehiko,Yokoyama, Taisaku,Babu, Govindarajulu,Otera, Junzo

, p. 1298 - 1299 (2007/10/03)

The arylene-ethynylene arrays involving pyridine were constructed successfully by taking advantage of double elimination reaction of β-substituted sulfones (sulfoximines) which are easily accessible from arylmethyl sulfones (sulfoximines) and aromatic aldehydes. This protocol was utilized for synthesis of an enantiopure arylene-ethynylene framework bearing a binaphthyl stereogenic core.

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