Welcome to LookChem.com Sign In|Join Free

CAS

  • or
3-Bromocinnamic acid, also known as 3-bromo-N-ethylcinnamamide, is an organic compound that serves as a metabolite of cinromide. It is characterized by its white to light yellow crystal powder appearance and can be analyzed in plasma using high-performance liquid chromatographic methods. 3-Bromocinnamic acid is widely utilized as an intermediate in organic synthesis, contributing to the development of various chemical products.

32862-97-8 Suppliers

Post Buying Request

Recommended suppliersmore

  • Product
  • FOB Price
  • Min.Order
  • Supply Ability
  • Supplier
  • Contact Supplier
  • 32862-97-8 Structure
  • Basic information

    1. Product Name: 3-Bromocinnamic acid
    2. Synonyms: RARECHEM BK HC T307;TRANS-3-BROMOCINNAMIC ACID;M-BROMOCINNAMIC ACID;M-BROMOPHENYLACRYLIC ACID;BROMOCINNAMIC ACID,3-;3-BROMOCINNAMIC ACID;AKOS BBS-00006566;AKOS B004044
    3. CAS NO:32862-97-8
    4. Molecular Formula: C9H7BrO2
    5. Molecular Weight: 227.05
    6. EINECS: 251-267-7
    7. Product Categories: Aromatic Cinnamic Acids, Esters and Derivatives;Cinnamic acid;Acids & Esters;Bromine Compounds;C9;Carbonyl Compounds;Carboxylic Acids
    8. Mol File: 32862-97-8.mol
  • Chemical Properties

    1. Melting Point: 177-179 °C(lit.)
    2. Boiling Point: 344.1 °C at 760 mmHg
    3. Flash Point: 161.9 °C
    4. Appearance: White to light yellow/Crystalline Powder
    5. Density: 1.5403 (rough estimate)
    6. Vapor Pressure: 2.57E-05mmHg at 25°C
    7. Refractive Index: 1.5627 (estimate)
    8. Storage Temp.: Sealed in dry,Room Temperature
    9. Solubility: methanol: soluble
    10. PKA: 4.27±0.10(Predicted)
    11. CAS DataBase Reference: 3-Bromocinnamic acid(CAS DataBase Reference)
    12. NIST Chemistry Reference: 3-Bromocinnamic acid(32862-97-8)
    13. EPA Substance Registry System: 3-Bromocinnamic acid(32862-97-8)
  • Safety Data

    1. Hazard Codes: Xi
    2. Statements: 36/37/38-37/38
    3. Safety Statements: 26-36
    4. WGK Germany: 3
    5. RTECS: GD8420000
    6. HazardClass: IRRITANT
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 32862-97-8(Hazardous Substances Data)

32862-97-8 Usage

Uses

Used in Organic Synthesis:
3-Bromocinnamic acid is used as an intermediate in the synthesis of various organic compounds. Its unique chemical structure allows for the creation of a range of products, making it a valuable component in the field of organic chemistry.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 3-Bromocinnamic acid is used as a building block for the development of new drugs. Its properties enable the synthesis of molecules with potential therapeutic applications, contributing to the advancement of medical treatments.
Used in Chemical Research:
3-Bromocinnamic acid is also employed in chemical research, where it aids in understanding the properties and behavior of different organic compounds. Its use in research helps to expand the knowledge base in the field of chemistry and can lead to the discovery of new applications and products.
Used in Analytical Chemistry:
3-Bromocinnamic acid is utilized in analytical chemistry for the identification and quantification of related compounds in various samples. Its analysis in plasma through high-performance liquid chromatographic methods highlights its importance in the field of analytical chemistry, where accurate and reliable measurements are crucial.

Preparation

synthesis of 3-bromocinnamic acid from an aryl iodide (3 bromoiodobenzene) and acrylic acid.

Check Digit Verification of cas no

The CAS Registry Mumber 32862-97-8 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 3,2,8,6 and 2 respectively; the second part has 2 digits, 9 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 32862-97:
(7*3)+(6*2)+(5*8)+(4*6)+(3*2)+(2*9)+(1*7)=128
128 % 10 = 8
So 32862-97-8 is a valid CAS Registry Number.
InChI:InChI=1/C9H7BrO2/c10-8-3-1-2-7(6-8)4-5-9(11)12/h1-6H,(H,11,12)/p-1/b5-4+

32862-97-8SDS

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 3-Bromocinnamic acid

1.2 Other means of identification

Product number -
Other names 3-bromo-cinnamic acid

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:32862-97-8 SDS

32862-97-8Relevant articles and documents

Dual Nickel/Ruthenium Strategy for Photoinduced Decarboxylative Cross-Coupling of α,β-Unsaturated Carboxylic Acids with Cycloketone Oxime Esters

Gao, Ang,Jiang, Run-Chuang,Liu, Chuang-Chuang,Liu, Qi-Le,Lu, Xiao-Yu,Xia, Ze-Jie

supporting information, p. 8829 - 8842 (2021/06/30)

Herein, a dual nickel/ruthenium strategy is developed for photoinduced decarboxylative cross-coupling between α,β-unsaturated carboxylic acids and cycloketone oxime esters. The reaction mechanism is distinct from previous photoinduced decarboxylation of α,β-unsaturated carboxylic acids. This reaction might proceed through a nickelacyclopropane intermediate. The C(sp2)-C(sp3) bond constructed by the aforementioned reaction provides an efficient approach to obtaining various cyanoalkyl alkenes, which are synthetically valuable organic skeletons in organic and medicinal chemistry, under mild reaction conditions. The protocol tolerates many critical functional groups and provides a route for the modification of complex organic molecules.

Metal-Free Hydropyridylation of Thioester-Activated Alkenes via Electroreductive Radical Coupling

Xu, Hehuan,Liu, Jiayu,Nie, Feiyun,Zhao, Xiaowei,Jiang, Zhiyong

, p. 16204 - 16212 (2021/10/25)

An electrochemical hydropyridylation of thioester-activated alkenes with 4-cyanopyridines has been developed. The reactions experience a tandem electroreduction of both substrates on the cathode surface, protonation, and radical cross-coupling process, resulting in a variety of valuable pyridine variants, which contain a tertiary and even a quaternary carbon at the α-position of pyridines, in high yields. The employment of thioesters to the conjugated alkenes enables no requirement of catalyst and high temperature, representing a highly sustainable synthetic method.

Toward a Scalable Synthesis and Process for EMA401, Part II: Development and Scale-Up of a Pyridine- A nd Piperidine-Free Knoevenagel-Doebner Condensation

Hardegger, Leo A.,Humair, Roger,Sidler, Eric

, p. 1756 - 1762 (2020/10/26)

During route scouting for EMA401 (1), an angiotensin II type 2 antagonist, we identified the synthesis of key amino acid intermediate 2 via its cinnamic acid derivative 3 as a streamlined option. In general, cinnamic acids can be synthesized from the corresponding aldehydes by a Knoevenagel-Doebner condensation in pyridine with piperidine as an organocatalyst. We aimed to replace both of these reagents and found novel conditions involving toluene as the solvent and morpholine as the organocatalyst. Scale-up of the process allowed the production of 25 kg of cinnamic acid 3 that was of the quality required for process development of the subsequent phenylalanine ammonia lyase-catalyzed step. The modified conditions were found to be widely applicable to alternative aldehydes and thus are of relevance to practitioners of chemical scale-up.

Enantioselective Synthesis of N?H-Free 1,5-Benzothiazepines

Wang, Guojin,Tang, Yu,Zhang, Yu,Liu, Xiaohua,Lin, Lili,Feng, Xiaoming

supporting information, p. 554 - 557 (2017/01/18)

An enantioselective sulfa-Michael-cyclization reaction was developed for the synthesis of 1,5-benzothiazepines with versatile pharmacological activities. The reaction between 2-aminothiophenol and α,β-unsaturated pyrazoleamides gave direct access to N?H-free 1,5-benzothiazepines in the presence of a chiral N,N′-dioxide/Yb(OTf)3complex. Excellent enantioselectivities (up to 96 % ee) and high yields (up to 99 %) were obtained for a broad range of substrates under mild reaction conditions. This method provided a facile approach to the antidepressant drug (R)-(?)-Thiazesim.

Synthesis and characterization of two novel biological-based nano organo solid acids with urea moiety and their catalytic applications in the synthesis of 4,4′-(arylmethylene)bis(1H-pyrazol-5-ol), coumarin-3-carboxylic acid and cinnamic acid derivatives under mild and green conditions

Zolfigol, Mohammad Ali,Ayazi-Nasrabadi, Roya,Baghery, Saeed

, p. 71942 - 71954 (2015/09/08)

2-Carbamoylhydrazine-1-sulfonic acid and carbamoylsulfamic acid as novel, mild and biological-based nano organocatalysts with urea moiety were designed, synthesized and fully characterized by FT-IR, 1H NMR, 13C NMR, mass spectrometry, elemental analysis, thermal gravimetric, derivative thermal gravimetric, X-ray diffraction patterns, scanning electron microscopy, transmission electron microscopy, energy-dispersive X-ray spectroscopy, atomic force microscopy and UV/Vis analysis. The catalytic applications of 2-carbamoylhydrazine-1-sulfonic acid and carbamoylsulfamic acid were studied in the synthesis of 4,4′-(arylmethylene)bis(1H-pyrazol-5-ol), coumarin-3-carboxylic acid and cinnamic acid derivatives via the condensation reaction between several aromatic aldehydes and 1-phenyl-3-methylpyrazol-5-one (synthesis of 4,4′-(arylmethylene)bis(1H-pyrazol-5-ols)), the Knoevenagel condensation of Meldrum's acid with salicylaldehyde derivatives (synthesis of coumarin-3-carboxylic acids) and the condensation of Meldrum's acid with aromatic aldehydes (synthesis of cinnamic acids) under mild and solvent-free conditions. In the presented studies, some products were formed and reported for the first time. The described nano organo solid acids have potential in industry.

Phototriggerable peptidomimetics for the inhibition of Mycobacterium tuberculosis ribonucleotide reductase by targeting protein-protein binding

Karlsson, Christoffer,Blom, Magnus,Johansson, Miranda,Jansson, Anna M.,Scifo, Enzo,Karln, Anders,Govender, Thavendran,Gogoll, Adolf

supporting information, p. 2612 - 2621 (2015/05/27)

Incorporation of an artificial amino acid 2 with a stilbene chromophore into peptidomimetics with three to nine amino acids yields phototriggerable candidates for inhibition of the binding between the R1 and R2 subunits of the M. tuberculosis ribonucleotide reductase (RNR). Interstrand hydrogen bond probability was used as a guideline for predicting conformational preferences of the photoisomers. Binding of these inhibitors has been rationalized by docking studies with the R1 unit. Significant differences in binding of the photoisomers were observed. For the shorter peptidomimetics, stronger binding of the Z isomer might indicate hydrophobic interactions between the stilbene chromophore and the binding site. This journal is

Multifunctional novel Diallyl disulfide (DADS) derivatives with β-amyloid-reducing, cholinergic, antioxidant and metal chelating properties for the treatment of Alzheimer's disease

Manral, Apra,Saini, Vikas,Meena, Poonam,Tiwari, Manisha

, p. 6389 - 6403 (2015/10/05)

A series of novel Diallyl disulfide (DADS) derivatives were designed, synthesized and evaluated as chemical agents, which target and modulate multiple facets of Alzheimer's disease (AD). The results showed that the target compounds 5a-l and 7e-m exhibited significant anti-Aβ aggregation activity, considerable acetylcholinesterase (AChE) inhibition, high selectivity towards AChE over butyrylcholinesterase (BuChE), potential antioxidant and metal chelating activities. Specifically, compounds 7k and 7l exhibited highest potency towards self-induced Aβ aggregation (74% and 71.4%, 25 μM) and metal chelating ability. Furthermore, compounds 7k and 7l disaggregated Aβ fibrils generated by Cu2+-induced Aβ aggregation by 80.9% and 78.5%, later confirmed by transmission electron microscope (TEM) analysis. Besides, 7k and 7l had the strongest AChE inhibitory activity with IC50 values of 0.056 μM and 0.121 μM, respectively. Furthermore, molecular modelling studies showed that these compounds were capable of binding simultaneously to catalytic active site (CAS) and peripheral anionic site (PAS) of AChE. All the target compounds displayed moderate to excellent antioxidant activity with ORAC-FL values in the range 0.546-5.86 Trolox equivalents. In addition, absorption, distribution, metabolism and excretion (ADME) profile and toxicity prediction (TOPKAT) of best compounds 7k and 7l revealed that they have drug like properties and possess very low toxic effects. Collectively, the results strongly support our assertion that these compounds could provide good templates for developing new multifunctional agents for AD treatment.

Synthesis and sar study of diarylpentanoid analogues as new anti-inflammatory agents

Leong, Sze Wei,Mohd Faudzi, Siti Munirah,Abas, Faridah,Mohd Aluwi, Mohd Fadhlizil Fasihi,Rullah, Kamal,Wai, Lam Kok,Abdul Bahari, Mohd Nazri,Ahmad, Syahida,Tham, Chau Ling,Shaari, Khozirah,Lajis, Nordin H.

, p. 16058 - 16081 (2015/01/08)

A series of ninety-seven diarylpentanoid derivatives were synthesized and evaluated for their anti-inflammatory activity through NO suppression assay using interferone gamma (IFN-γ)/lipopolysaccharide (LPS)-stimulated RAW264.7 macrophages. Twelve compounds (9, 25, 28, 43, 63, 64, 81, 83, 84, 86, 88 and 97) exhibited greater or similar NO inhibitory activity in comparison with curcumin (14.7 ± 0.2 μM), notably compounds 88 and 97, which demonstrated the most significant NO suppression activity with IC50 values of 4.9 ± 0.3 μM and 9.6 ± 0.5 μM, respectively. A structure-activity relationship (SAR) study revealed that the presence of a hydroxyl group in both aromatic rings is critical for bioactivity of these molecules. With the exception of the polyphenolic derivatives, low electron density in ring-A and high electron density in ring-B are important for enhancing NO inhibition. Meanwhile, pharmacophore mapping showed that hydroxyl substituents at both meta- and para-positions of ring-B could be the marker for highly active diarylpentanoid derivatives.

Synthesis and anticancer activity of 13-membered cyclic enediynes

Sharma, Mukul,Joshi, Mukesh C,Kumar, Vineet,Malhotra, Sanjay V.,Rawat, Diwan S.

scheme or table, p. 567 - 571 (2012/06/30)

We herein describe the synthesis of 15 novel 13-membered cyclic enediyne derivatives using simple and straightforward approach. Representative examples were screened for their anticancer activities on 60 different human tumor cell lines representing various histologies viz. leukemia, melanoma, and cancers of lung, colon, kidney, ovary, breast, prostate, and central nervous system. The enediyne derivatives with halogen substitutions, especially fluorides were found to be active against most of the cell lines. The initial results indicates marginal to good inhibition for the growth of tumor cells for several cell lines, which shows the potential of these class of compound towards anticancer application. 15 novel 13-membered cyclic enediyne derivatives using a simple and straightforward approach are synthesized. The initial results show the potential of this class of compounds towards anticancer application. Copyright

Fragment-based discovery of 6-substituted isoquinolin-1-amine based ROCK-I inhibitors

Ray, Peter,Wright, Jane,Adam, Julia,Bennett, Johnathan,Boucharens, Sylviane,Black, Darcey,Cook, Andrew,Brown, Angus R.,Epemolu, Ola,Fletcher, Dan,Haunso, Anders,Huggett, Margaret,Jones, Phil,Laats, Steven,Lyons, Amanda,Mestres, Jordi,De Man, Jos,Morphy, Richard,Rankovic, Zoran,Sherborne, Brad,Sherry, Lorcan,Van Straten, Nicole,Westwood, Paul,Zaman, Guido Z.R.

supporting information; scheme or table, p. 97 - 101 (2011/02/28)

Fragment-based NMR screening of a small literature focused library led to identification of a historical thrombin/FactorXa building block, 17A, that was found to be a ROCK-I inhibitor. In the absence of an X-ray structure, fragment growth afforded 6-substituted isoquinolin-1-amine derivatives which were profiled in the primary ROCK-I IMAP assay. Compounds 23A and 23E were selected as fragment optimized hits for further profiling. Compound 23A has similar ROCK-1 affinity, potency and cell based efficacy to the first generation ROCK inhibitors, however, it has a superior PK profile in C57 mouse. Compound 23E demonstrates the feasibility of improving ROCK-1 affinity, potency and cell based efficacy for the series, however, it has a poor PK profile relative to 23A.

Post a RFQ

Enter 15 to 2000 letters.Word count: 0 letters

Attach files(File Format: Jpeg, Jpg, Gif, Png, PDF, PPT, Zip, Rar,Word or Excel Maximum File Size: 3MB)

1

What can I do for you?
Get Best Price

Get Best Price for 32862-97-8