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5-Bromo-2,3-dimethoxybenzaldehyde, also known as 5-BROMO-2 3-DIMETHOXYBENZALDEHYDE 97, is an organic compound derived from the starting reagent 5-bromo-2-hydroxy-3-methoxybenzaldehyde. It is characterized by the presence of a bromine atom at the 5th position, and methoxy groups at the 2nd and 3rd positions of the benzene ring. 5-BROMO-2 3-DIMETHOXYBENZALDEHYDE 97 has potential applications in various industries due to its unique chemical structure and properties.

71295-21-1

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71295-21-1 Usage

Uses

Used in Pharmaceutical Industry:
5-BROMO-2 3-DIMETHOXYBENZALDEHYDE 97 is used as an intermediate compound for the synthesis of various pharmaceuticals. Its unique structure allows it to be a key component in the development of new drugs, particularly those targeting specific receptors or enzymes in the body.
Used in Chemical Synthesis:
In the field of organic chemistry, 5-BROMO-2 3-DIMETHOXYBENZALDEHYDE 97 serves as a valuable building block for the synthesis of more complex molecules. Its bromine atom and methoxy groups can be further modified or used as starting points for the creation of a wide range of organic compounds, including dyes, pigments, and other specialty chemicals.
Used in Material Science:
The unique properties of 5-BROMO-2 3-DIMETHOXYBENZALDEHYDE 97 make it a candidate for use in the development of new materials with specific characteristics. For example, its electronic and optical properties could be exploited in the creation of advanced materials for use in electronics, sensors, or other high-tech applications.
Used in Research and Development:
Due to its unique structure and potential applications, 5-BROMO-2 3-DIMETHOXYBENZALDEHYDE 97 is an important compound for research and development in various scientific fields. It can be used as a model compound to study the effects of structural modifications on the properties and reactivity of organic molecules, as well as to explore new synthetic routes and methodologies.
Used in Analytical Chemistry:
5-BROMO-2 3-DIMETHOXYBENZALDEHYDE 97 can also be employed as a reference compound or standard in analytical chemistry. Its distinct chemical properties make it useful for calibrating instruments, validating analytical methods, or as a benchmark for comparing the performance of different analytical techniques.

Check Digit Verification of cas no

The CAS Registry Mumber 71295-21-1 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 7,1,2,9 and 5 respectively; the second part has 2 digits, 2 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 71295-21:
(7*7)+(6*1)+(5*2)+(4*9)+(3*5)+(2*2)+(1*1)=121
121 % 10 = 1
So 71295-21-1 is a valid CAS Registry Number.
InChI:InChI=1/C9H9BrO3/c1-12-8-4-7(10)3-6(5-11)9(8)13-2/h3-5H,1-2H3

71295-21-1SDS

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 5-bromo-2,3-dimethoxybenzaldehyde

1.2 Other means of identification

Product number -
Other names 5-Brom-2,3-dimethoxy-benzaldehyd

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:71295-21-1 SDS

71295-21-1Relevant academic research and scientific papers

Synthesis method 5 - halogeno-veratraldehyde

-

, (2021/11/21)

The invention belongs to the field of organic chemistry, and in particular relates 5 - to a method for synthesizing halogenated O-veratraldehyde by using 4 - halogenoylguaiacol as a raw material to obtain 2 -hydroxy -3 - methoxy -5 -halogenated mandelic a

A synthetic preparation method for small carbags hydrochloric acid

-

, (2021/12/08)

The present invention belongs to the field of organic chemistry, relates to a method of synthesizing berberine hydrochloride, comprising: S1: with 5-halo-o-quinoastearaldehyde and piperine ethylamine to obtain N- [2-(3,4-dimethoxyphenyl-5-yl) ethyl] -1- (5-halo-2,3-dimethoxybenzyl) methylimide; S2: to obtain 2- (3,4-diimoxyphenyl) -N- (5-bromo-2,3-dimethoxybenzyl) ethylamine; S3: to obtain 2-(3,4-dimethoxyphenyl) -N- (5-bromo-2 S4: to obtain 12-halogenated berberine derivative; S5: to obtain berberine. The present invention is free from the application of the by-product o-vanillin synthesis of o-resveratal raw material constraints, synthesis of 5- substitute o-resveratal and piperine ethylamine, and the use of the two preparation of berberine hydrochloride, with raw materials readily available, mild reaction conditions, easy to operate, high chemical yield, low cost and other advantages.

Synthesis of N-benzyl-des-D-ring lamellarin K via an acyl-Claisen/Paal-Knorr approach

Dittrich, Nora,Pilkington, Lisa I.,Leung, Euphemia,Barker, David

, p. 1881 - 1894 (2017/03/11)

Lamellarin K is a complex pyrrole natural product and member of the lamellarin family – a group of natural products known for their potent biological activities, such as, antiproliferative activity and inhibition of P-gp mediated drug efflux pumps. We herein describe the synthesis of the N-benzyl-des-D ring analogue of lamellarin K using a route that centres on an acyl-Claisen reaction to eventually prepare a highly-functionalised 1-aryl-4-methyl-1,4-diketone. Paal-Knorr pyrrole formation using this diketone undergoes auto-oxidation to give a fully-substituted 5-formyl pyrrole which was converted into the natural lactone B ring. Antiproliferative testing of the N-benzyl-des-D ring analogue gave an IC50 of 2.63?μM against the MDA-MB-231 breast cancer cell line.

Approach to Merosesquiterpenes via Lewis Acid Catalyzed Nazarov-Type Cyclization: Total Synthesis of Akaol A

Kakde, Badrinath N.,Kumar, Nivesh,Mondal, Pradip Kumar,Bisai, Alakesh

, p. 1752 - 1755 (2016/05/19)

A Lewis acid catalyzed Nazarov-type cyclization of arylvinylcarbinol has been developed for the asymmetric synthesis of carbotetracyclic core of merosesquiterpenes. The reaction works only in the presence of 2 mol % of Sn(OTf)2 and Bi(OTf)3 in dichloroethane under elevated temperature. The methodology offers the synthesis of a variety of enantioenriched arylvinylcarbinols from commercially available (3aR)-sclareolide 9 in six steps with an eventual concise total synthesis of marine sesquiterpene quinol, akaol A (1a).

Metal triflate-catalyzed cyclization of arylvinylcarbinols: Formal synthesis of (±)-dichroanone and (±)-taiwaniaquinone H

Kakde, Badrinath N.,De, Subhadip,Dey, Dhananjay,Bisai, Alakesh

, p. 8176 - 8179 (2013/09/02)

A formal synthesis of diterpenoids viz. the taiwaniaquinoids (±)-dichroanone (1a) and (±)-taiwaniaquinone H (1b) possessing an all carbon quaternary stereocenter has been reported. The key step involves a metal triflate-catalyzed cyclization of arylvinylc

In vitro affinities of various halogenated benzamide derivatives as potential radioligands for non-invasive quantification of D2-like dopamine receptors

Stark, Daniela,Piel, Markus,Huebner, Harald,Gmeiner, Peter,Gruender, Gerhard,Roesch, Frank

, p. 6819 - 6829 (2008/03/27)

Benzamide derivatives as radiotracers have played an important role in diagnosing malfunction in dopaminergic neurotransmission. A variety of halogenated and two unsubstituted benzamide derivatives were synthesised and their in vitro affinities to dopaminergic, serotonergic and adrenergic receptors and their lipophilicities were determined. As references IBZM (3), raclopride (4) and FLB457 (5) were tested as well. The two iodinated compounds NAE (27) and NADE (28) displayed Ki values of 0.68 and 14 nM for the D2 receptor. The well-established radiotracers FP (1) and DMFP (2) showed affinities in the same range as did the brominated compounds NABrE (29) and NABrDE (30). The log D7.4 values of 2.91 for NAE (27) and of 2.81 for NADE (28) are in the range of those found for IBZM (3), FP (1) and DMFP (2). These facts allow to expect good properties for the two iodinated compounds NAE (27) and NADE (28) regarding in vivo imaging with SPECT.

N-HYDROXYAMIDE DERIVATIVES POSSESSING ANTIBACTERIAL ACTIVITY

-

Page 83, (2010/11/30)

Novel N-hydroxyamide derivatives are disclosed. These N-hydroxyamide derivatives inhibit UPD-3O-(R-3-hydroxymyristoyl)-N-acetylglucosamine deacetylase, an enzyme present in gram negative bacteria and are therefore useful as antimicrobials and antibiotics. Methods of synthesis and of use of the compounds are also disclosed.

Improved specific radioactivity of the PET radioligand [11C]FLB 457 by use of the GE Medical Systems PETtrace MeI MicroLab

Sandell, Johan,Langer, Oliver,Larsen, Peter,Dolle, Frederic,Vaufrey, Francoise,Demphel, Stephane,Crouzel, Christian,Halldin, Christer

, p. 331 - 338 (2007/10/03)

[11C]FLB 457 is a high affinity dopamine D2 receptor radioligand that is used for visualisation and quantitation of extrastriatal dopamine D2 receptors with positron emission tomography (PET). In this study, we report a co

Bibenzyl derivatives from Pellia epiphylla

Cullmann, Frank,Becker, Hans,Pandolfi, Enrique,Roeckner, Eckard,Eicher, Theophil

, p. 1235 - 1247 (2007/10/03)

Reinvestigation of the phenolic constituents from a diethyl ether extract of gametophytes of Pellia epiphylla yielded pellepiphyllin, 7- hydroxypellepiphyllin, perrottetin E, perrottetin E-11-methyl ether, 14'- hydroxyperrottetin E, 10'-hydroxyperrottetin E, 10'-hydroxyperrottetin E-11- methyl ether, 10,10'-dihydroxyperrottetin E and 13',13'''-bis(10'- hydroxyperrottetin E). The structures of three bisbibenzyls published earlier are revised. The new structures have been elucidated by two-dimensional NMR- techniques and chemical synthesis. In contrast to previous publications, pellepiphyllin has been found as a constituent of P. epiphylla.

Ethynylation of aryl halides by a modified Suzuki reaction: Application to the syntheses of combretastatin A-4, A-5 and lunularic acid

Fuerstner, Alois,Nikolakis, Katharina

, p. 2107 - 2113 (2007/10/03)

On treatment with trimethyl borate sodium acetylide undergoes a palladium-catalyzed cross coupling with functionalized aryl halides or triflates in reasonable to good yields. The ethynylarenes thus obtained serve as building blocks for the formation of the highly effective tubulin polymerization inhibitors combretastatin A-4 (1) and A-5 (2) as well as for the synthesis of the plant-growth regulator lunularic acid (36). VCH Verlagsgesellschaft mbH, 1996.

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