81045-39-8

Basic information

• Product Name: 5,8-Dibromoisoquinoline
• Synonyms: 5,8-Dibromoisoquinoline;5,8-Dibromoisoquinoline 98%;5,8-Dibromoisoquinoline98%
• CAS NO: 81045-39-8
• Molecular Formula: C₉H₅Br₂N
• Molecular Weight: 286.9507
• EINECS: 622-459-1
• Product Categories: blocks;Heterocycles;Quinolines
• Mol File: 81045-39-8.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 363.7 ºC at 760 mmHg
• Flash Point: 173.7 ºC
• Appearance: /Solid
• Density: 1.923 g/cm³
• Vapor Pressure: 3.71E-05mmHg at 25°C
• Refractive Index: 1.698
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 3.65±0.36(Predicted)
• CAS DataBase Reference: 5,8-Dibromoisoquinoline(CAS DataBase Reference)
• NIST Chemistry Reference: 5,8-Dibromoisoquinoline(81045-39-8)
• EPA Substance Registry System: 5,8-Dibromoisoquinoline(81045-39-8)

Safety Data

• Hazard Codes: Xi
• Hazardous Substances Data: 81045-39-8(Hazardous Substances Data)

Usage

General Description

5,8-Dibromoisoquinoline is a chemical compound with the molecular formula C9H5Br2N. It is a derivative of isoquinoline, a heterocyclic compound that contains a benzene ring fused to a pyridine ring. The presence of two bromine atoms in the 5 and 8 positions of the isoquinoline ring gives 5,8-Dibromoisoquinoline its unique chemical properties. 5,8-Dibromoisoquinoline is used in organic synthesis and medicinal chemistry as a building block for the synthesis of various biologically active molecules and pharmaceuticals. It is also used as a reference standard in analytical chemistry and spectroscopy. Additionally, 5,8-Dibromoisoquinoline has potential applications in materials science and can be functionalized to create new materials with desired properties. Overall, this chemical compound has diverse potential applications and is an important reagent in various fields of chemistry.

InChI:InChI=1/C9H5Br2N/c10-8-1-2-9(11)7-5-12-4-3-6(7)8/h1-5H

Upstream product

• 119-65-3 isoquinoline 

Downstream Products

• 2826-79-1 (+)-(10bR)-1,2,3,5,6,10b-Hexahydropyrrolo-<2,1-a>isoquinoline 
• 68263-23-0 1,2,3,4-tetrahydro-1-(2-phenetyl)isoquinoline 
• 1353967-97-1 2-(2-fluoro-phenyl)-4-[8-(1-methyl-1H-pyrazol-4-yl)-isoquinolin-5-yl]-[1,8]naphthyridine 
• 1353968-20-3 2-(2-fluoro-phenyl)-4-[5-(1-methyl-1H-pyrazol-4-yl)-isoquinolin-8-yl]-[1,8]naphthyridine 
• 1622864-04-3 C₂₄H₁₆Cl₂F₆N₄O₃ 
• 1622864-02-1 C₂₄H₁₈Cl₂F₃N₃O₂ 
• 1622864-00-9 C₂₂H₁₃Cl₂F₆N₃O₂ 

Relevant articles and documents

Novel transient receptor potential vanilloid 1 receptor antagonists for the treatment of pain; Structure-activity relationships for ureas with quinoline, isoquinoline, quinazoline, phthalazine, quinoxaliue, and cinnoline moieties

Novel transient receptor potential vanilloid 1 (TRPV1) receptor antagonists with various bicyclic heteroaromatic pharmacophores were synthesized, and their in vitro activity in blocking capsaicin activation of TRPV1 was assessed. On the basis of the contribution of these pharmacophores to the in vitro potency, they were ranked in the order of 5-isoquinoline > 8-quinoline = 8-quinazoline > 8-isoquinoline ≥ cinnoline ≈ phthalazine ≈ quinoxaline ≈ 5-quinoline. The 5-isoquinoline-containing compound 14a (hTRPV1 IC50 = 4 nM) exhibited 46% oral bioavailability and in vivo activity in animal models of visceral and inflammatory pain. Pharmacokinetic and pharmacological properties of 14a are substantial improvements over the profile of the high-throughput screening hit 1 (hTRPV1 IC50 = 22 nM), which was not efficacious in animal pain models and was not orally bioavailable.

190. Synthese einiger 8-substituierter 2-Methyl-1,2,3,4-tetrahydroisochinoline

A general route to 8-substituted tetrahydroisoquinolines is exemplified by preparetion of the 2-methyl-1,2,3,4-tetrahydroisoquinolin-8-ol (11), the -8-carbaldehyde oxime (12) and the -8-carbonitrile (13).It involves the conversion of isoquinoline (1) by partially modified Steps 1,2,3, and 5 (see the Scheme) into the 5-bromo-8-nitro derivative 5, reduction of the latter to the 8-amino derivative 8 and replacement of the NH2-group with an appropriate substituent by a Sandmeyer-like reaction.The selective reductions of the N-containing ring in 6 (Steps 5,6, and 8) and of the NO2-group in 5 (Steps 4 and 7) were also studied.