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4-BROMOPYROLE-2-CARBOXALDEHYDE is a chemical compound that belongs to the pyrrole family. It is characterized by the presence of a bromo substituent at the 4-position and a formyl group at the 2-position. 4-BROMOPYROLE-2-CARBOXALDEHYDE has been found to exhibit biological activity and has potential applications in various fields.

931-33-9

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931-33-9 Usage

Uses

Used in Pheromone Production:
4-BROMOPYROLE-2-CARBOXALDEHYDE is used as a key intermediate in the synthesis of haloand cyanopyrroles, which are related to the trail pheromone of A. texana ants. These pheromones play a crucial role in the communication and navigation of ants, and their production can be utilized for pest control and ecological studies.
Used in Bioassay Development:
4-BROMOPYROLE-2-CARBOXALDEHYDE, along with other related compounds, has been used in the development of a faster and more sensitive bioassay for testing the activity of these compounds. This bioassay helps in determining the responsiveness of ants to different compounds based on their chemical structure, with esters, methyl ketones, and aldehydes being the most effective.
Used in Chemical Research:
4-BROMOPYROLE-2-CARBOXALDEHYDE can be used as a starting material for further chemical modifications and research. Its unique structure and reactivity make it a valuable compound for exploring new chemical reactions and developing novel applications in various industries, such as pharmaceuticals, agrochemicals, and materials science.

Check Digit Verification of cas no

The CAS Registry Mumber 931-33-9 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 9,3 and 1 respectively; the second part has 2 digits, 3 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 931-33:
(5*9)+(4*3)+(3*1)+(2*3)+(1*3)=69
69 % 10 = 9
So 931-33-9 is a valid CAS Registry Number.

931-33-9SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 14, 2017

Revision Date: Aug 14, 2017

1.Identification

1.1 GHS Product identifier

Product name 4-Bromo-1H-pyrrole-2-carbaldehyde

1.2 Other means of identification

Product number -
Other names 4-Bromopyrrole-2-carboxaldehyde

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:931-33-9 SDS

931-33-9Upstream product

931-33-9Relevant academic research and scientific papers

New azole antifungals with a fused triazinone scaffold

Gazzola, Sophie,Guillon, Rémi,Le Pape, Patrice,Logé, Cédric,Montoir, David,Ourliac-Garnier, Isabelle,Pagniez, Fabrice,Picot, Carine,Planchat, Aurélien,Soklou, Kossi Efouako,Tonnerre, Alain

, (2020)

We identified a new series of azole antifungal agents bearing a pyrrolotriazinone scaffold. These compounds exhibited a broad in vitro antifungal activity against pathogenic Candida spp. (fluconazole-susceptible and fluconazole-resistant) and were 10- to 100-fold more active than voriconazole against two Candida albicans isolates with known mechanisms of azole resistance (overexpression of efflux pumps and/or specific point substitutions in the Erg11p/CYP51 enzyme). Our lead compound 12 also displayed promising in vitro antifungal activity against some filamentous fungi such as Aspergillus fumigatus and the zygomycetes Rhizopus oryzae and Mucor circinelloides and an in vivo efficiency against two murine models of lethal systemic infections caused by Candida albicans.

Polycyclic amide derivative as CDK9 inhibitor, and preparation method and application thereof

-

Paragraph 0183-0188, (2021/07/24)

The invention belongs to the technical field of polycyclic amide derivatives, and particularly relates to a polycyclic amide derivative as a CDK9 inhibitor, and a preparation method and application thereof. The polycyclic amide derivative shows excellent CDK9 enzyme inhibitory activity, and can be used for preparing drugs for treating cancers, especially hematologic cancers including acute myeloid leukemia, multiple myeloma, chronic lymphocytic leukemia, follicular lymphoma and the like and solid tumors, such as acute myeloid leukemia, multiple myeloma, chronic lymphocytic leukemia and follicular lymphoma, including breast cancer, prostate cancer, ovarian cancer, hepatocellular carcinoma, pancreatic cancer, kidney cancer, stomach cancer, colorectal cancer, lung cancer and the like.

Pyridineacetamide derivative serving as CDK inhibitor, and preparation method and application thereof

-

Paragraph 0187-0190, (2021/07/28)

The invention belongs to the technical field of pyridineacetamide derivatives, and particularly relates to a pyridineacetamide derivative serving as a CDK inhibitor and a preparation method and application of the pyridine acetamide derivative. The pyridineacetamide derivative shows excellent CDK9/CDK7 enzyme inhibitory activity, and can be used for preparing drugs used for treating cancers, especially hematologic cancers including acute myeloid leukemia, multiple myeloma, chronic lymphocytic leukemia, follicular lymphoma and the like and solid tumors such as breast cancer, prostate cancer, ovarian cancer, hepatocellular carcinoma, pancreatic cancer, kidney cancer, stomach cancer, colorectal cancer, lung cancer and the like.

Oxidative Ring-Opening of 1H-Pyrazol-5-amines and Its Application in Constructing Pyrazolo–Pyrrolo–Pyrazine Scaffolds by Domino Cyclization

Bao, Xiaoguang,Fu, Rui,Gao, Ke,Jin, Feng,Pan, Lei,Zhou, Shaofang

supporting information, p. 2956 - 2961 (2020/05/16)

Herein, an oxidative ring-opening of 1H-pyrazol-5-amines to form 3-diazenylacrylonitrile derivatives under mild and transition-metal-free conditions is described. In addition, the nucleophilic addition of deprotonated 1H-pyrrole-2-carbaldehydes to the vinyl moiety of the yielded 3-diazenylacrylonitriles could trigger domino cyclization to afford the 3H-pyrazolo[3,4-e]pyrrolo[1,2-a]pyrazine derivatives. Computational studies suggest that the oxidation of 1H-pyrazol-5-amines in the presence of PhIO is through the formation of a hydroxylamine intermediate followed by elimination of H2O to result in the ring-opening product. The detailed domino cyclization pathway leading to the pyrazolo–pyrrolo–pyrazine scaffolds is revealed.

Design, synthesis and biological activities of 2,3-dihydroquinazolin-4(1H)-one derivatives as TRPM2 inhibitors

Zhang, Han,Liu, Huan,Luo, Xiao,Wang, Yuxi,Liu, Yuan,Jin, Hongwei,Liu, Zhenming,Yang, Wei,Yu, Peilin,Zhang, Liangren,Zhang, Lihe

, p. 235 - 252 (2018/05/09)

Transient receptor potential melastatin 2 (TRPM2), a Ca2+-permeable cationic channel, plays critical roles in insulin release, cytokine production, body temperature regulation and cell death as a reactive oxygen species (ROS) and temperature sensor. However, few TRPM2 inhibitors have been reported, especially TRP-subtype selective inhibitors, which hampers the investigation and validation of TRPM2 as a drug target. To discover novel TRPM2 inhibitors, 3D similarity-based virtual screening method was employed, by which 2,3-dihydroquinazolin-4(1H)-one derivative H1 was identified as a TRPM2 inhibitor. A series of novel 2,3-dihydroquinazolin-4(1H)-one derivatives were subsequently synthesized and characterized. Their inhibitory activities against the TRPM2 channel were evaluated by calcium imaging and electrophysiology approaches. Some of the compounds exhibited significant inhibitory activity, especially D9 which showed an IC50 of 3.7 μM against TRPM2 and did not affect the TRPM8 channel. The summarized structure-activity relationship (SAR) provides valuable insights for further development of specific TRPM2 targeted inhibitors.

NOVEL FUSED PYRIMIDINONE AND TRIAZINONE DERIVATIVES, THEIR PROCESS OF PREPARATION AND THEIR THERAPEUTIC USES AS ANTIFUNGAL AND/OR ANTIPARASITIC AGENTS

-

Page/Page column 32, (2017/02/28)

The present invention concerns novel fused pyrimidinone and triazinone derivatives of formula (I), their process of preparation and their use as antifungal or antiparasitic agents.

Design, Sustainable Synthesis, and Programmed Reactions of Templated N-Heteroaryl-Fused Vinyl Sultams

Laha, Joydev K.,Sharma, Shubhra,Kirar, Seema,Banerjee, Uttam C.

, p. 9350 - 9359 (2017/09/23)

A de novo design and synthesis of N-heteroaryl-fused vinyl sultams as templates for programming chemical reactions on vinyl sultam periphery or (hetero)aryl ring is described. The key features include rational designing and sustainable synthesis of the template, customized reactions of vinyl sultams at C=C bond or involving N-S bond cleavage, and reactions on the periphery of the heteroaryl ring for late-stage diversification. The simple, easy access to the template coupled with opportunities for the synthesis of diversely functionalized heterocyles from a single template constitutes a rare study in contemporary organic synthesis.

Structure-activity relationships (SAR) and structure-kinetic relationships (SKR) of sulphone-based CRTh2 antagonists

Buil, Maria Antonia,Calbet, Marta,Castillo, Marcos,Castro, Jordi,Esteve, Cristina,Ferrer, Manel,Forns, Pilar,González, Jacob,López, Sara,Roberts, Richard S.,Sevilla, Sara,Vidal, Bernat,Vidal, Laura,Vilaseca, Pere

, p. 102 - 133 (2016/03/04)

Monocyclic and bicyclic ring systems were investigated as the "core" section of a series of diphenylsulphone-containing acetic acid CRTh2 receptor antagonists. A range of potencies were observed and single-digit nanomolar potencies were obtained in both the monocyclic and bicyclic cores. Residence times for the monocyclic compounds were very short. Some of the bicyclic cores displayed better residence times. A methyl group in the northern part of the core, between the head and tail was a necessary requirement for the beginnings of long residence times. Variations of the tail substitution maximised potencies and residence times.

Fluorination of pyrrole derivatives by Selectfluor

Heeran, Darren,Sandford, Graham

, p. 2456 - 2463 (2016/04/26)

Fluorination of a range of pyrrole substrates bearing various electron donating and withdrawing substituents at the 1-, 2- and 3-positons using Selectfluor has been assessed in order to develop effective methodology for the synthesis of corresponding fluo

TAMBJAMINES AND B-RING FUNCTIONALIZED PRODIGININES

-

Page/Page column 19; 20; 30; 31, (2016/11/17)

Embodiments of tambjamines and B-ring functionalized prodiginines are disclosed. Methods of synthesizing and using the disclosed compounds are also disclosed. Some embodiments of the disclosed compounds have antimalarial activity. Certain embodiments of t

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