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3-BROMO-2-HYDROXYBENZOIC ACID is an organic compound with the molecular formula C7H5BrO4. It is a derivative of benzoic acid, featuring a bromine atom at the 3-position and a hydroxyl group at the 2-position. 3-BROMO-2-HYDROXYBENZOIC ACID is known for its potential applications in the pharmaceutical industry due to its unique chemical structure and properties.

3883-95-2

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3883-95-2 Usage

Uses

Used in Pharmaceutical Industry:
3-BROMO-2-HYDROXYBENZOIC ACID is used as an intermediate in the synthesis of various pharmaceutical compounds. Specifically, it is a potential intermediate in the production of 3-[4-(2-Pyridylsulfamoyl)phenyl] Sulfasalazine (P995810), which is an impurity of Sulfasalazine (S699084). Sulfasalazine is an anti-inflammatory drug used in the treatment of gastrointestinal conditions, particularly granulomatous colitis.

Check Digit Verification of cas no

The CAS Registry Mumber 3883-95-2 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 3,8,8 and 3 respectively; the second part has 2 digits, 9 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 3883-95:
(6*3)+(5*8)+(4*8)+(3*3)+(2*9)+(1*5)=122
122 % 10 = 2
So 3883-95-2 is a valid CAS Registry Number.
InChI:InChI=1/C7H5BrO3/c8-5-3-1-2-4(6(5)9)7(10)11/h1-3,9H,(H,10,11)

3883-95-2SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 18, 2017

Revision Date: Aug 18, 2017

1.Identification

1.1 GHS Product identifier

Product name 3-BROMO-2-HYDROXYBENZOIC ACID

1.2 Other means of identification

Product number -
Other names 3-Bromo-2-hydroxybenzoic 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:3883-95-2 SDS

3883-95-2Relevant articles and documents

A convenient and efficient H2SO4-promoted regioselective monobromination of phenol derivatives using N-bromosuccinimide

Wu, Yong-Qi,Lu, Hai-Jia,Zhao, Wen-Ting,Zhao, Hong-Yi,Lin, Zi-Yun,Zhang, Dong-Feng,Huang, Hai-Hong

, p. 813 - 822 (2020/02/15)

A convenient, rapid H2SO4-promoted regioselective monobromination reaction with N-bromosuccinimide was developed. The desired para-monobrominated or ortho-monobrominated products of phenol derivatives were obtained in good to excellent yields with high selectivity. Regioselective chlorination and iodination were also achieved in the presence of H2SO4 using N-chlorosuccinimide and N-iodosuccinimide, respectively.

Discovery of Cyclic Boronic Acid QPX7728, an Ultrabroad-Spectrum Inhibitor of Serine and Metallo-β-lactamases

Hecker, Scott J.,Reddy, K. Raja,Lomovskaya, Olga,Griffith, David C.,Rubio-Aparicio, Debora,Nelson, Kirk,Tsivkovski, Ruslan,Sun, Dongxu,Sabet, Mojgan,Tarazi, Ziad,Parkinson, Jonathan,Totrov, Maxim,Boyer, Serge H.,Glinka, Tomasz W.,Pemberton, Orville A.,Chen, Yu,Dudley, Michael N.

supporting information, p. 7491 - 7507 (2020/08/21)

Despite major advances in the β-lactamase inhibitor field, certain enzymes remain refractory to inhibition by agents recently introduced. Most important among these are the class B (metallo) enzyme NDM-1 of Enterobacteriaceae and the class D (OXA) enzymes

A new process to prepare 3,6-dichloro-2-hydroxybenzoic acid, the penultimate intermediate in the synthesis of herbicide dicamba

Walker, Daniel P.,Harris, G. Davis,Carroll, Jeffery N.,Boehm, Terri L.,McReynolds, Matthew D.,Struble, Justin R.,van Herpt, Jochem,van Zwieten, Don,Koeller, Kevin J.,Bore, Mangesh

supporting information, p. 1032 - 1036 (2019/03/17)

Glyphosate [N-(phosphonomethyl)glycine] is a broad spectrum, post-emergent herbicide that is among the most widely used agrochemicals globally. Over the past 30 years, there has been a development of glyphosate-resistant weeds, which pose a significant challenge to growers and crop scientists, resulting in lower crop yields and increased costs. 3,6-Dichloro-2-methoxybenzoic acid (dicamba) is the active ingredient in XtendiMax a standalone herbicide developed by Bayer Crop Science to control broadleaf weeds, including glyphosate-resistant species. 3,6-Dichloro-2-hydroxybenzoic acid (3,6-DCSA) is the penultimate intermediate in the synthesis of dicamba. Existing dicamba manufacturing routes utilize a high temperature, high pressure Kolbe-Schmitt carboxylation to prepare 3,6-DCSA. Described in this Letter is a new, non-Kolbe-Schmitt process to prepare 3,6-DCSA from salicylic acid in four chemical steps.

BORONIC ACID DERIVATIVES AND THERAPEUTIC USES THEREOF

-

Paragraph 0174; 0177, (2019/11/12)

Disclosed herein are antimicrobial compounds, compositions, pharmaceutical compositions, the use and preparation thereof. Some embodiments relate to boronic acid derivatives and their use a therapeutic agents.

BORONIC ACID DERIVATIVES AND THERAPEUTIC USES THEREOF

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Paragraph 0235, (2018/02/28)

Disclosed herein are antimicrobial compounds compositions, pharmaceutical compositions, the method of use and preparation thereof. Some embodiments relate to boronic acid derivatives and their use as therapeutic agents, for example, β-lactamase inhibitors (BLIs).

Synthesis, structure elucidation, DNA-PK and PI3K and anti-cancer activity of 8- and 6-aryl-substituted-1-3-benzoxazines

Morrison, Rick,Al-Rawi, Jasim M.A.,Jennings, Ian G.,Thompson, Philip E.,Angove, Michael J.

, p. 326 - 339 (2016/02/18)

The synthesis of 6-aryl, 8- aryl, and 8-aryl-6-chloro-2-morpholino-1,3-benzoxazines with potent activity against PI3K and DNA-PK is described. Synthesis of thirty one analogues was facilitated by an improved synthesis of 3-bromo-2-hydroxybenzoic acid 13 by de-sulphonation of 3-bromo-2-hydroxy-5-sulfobenzoic acid 12 en route to 2-methylthio-substituted-benzoxazine intermediates 17-19. From this series, compound 20k (LTURM34) (dibenzo[b,d]thiophen-4-yl) (IC50 = 0.034 μM) was identified as a specific DNA-PK inhibitor, 170 fold more selective for DNA-PK activity compared to PI3K activity. Other compounds of the series show markedly altered selectivity for various PI3K isoforms including compound 20i (8-(naphthalen-1-yl) a potent and quite selective PI3Kδ inhibitor (IC50 = 0.64 μM). Finally, nine compounds were evaluated and showed antiproliferative activity against an NCI panel of cancer cell lines. Compound 20i (8-(naphthalen-1-yl) showed strong anti-proliferative activity against A498 renal cancer cells that warrants further investigation.

3,6-DICHLOROSALICYLIC ACID COMPOUNDS AND RELATED SYNTHETIC PROCESSES

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Paragraph 0133, (2016/01/26)

The present disclosure relates, in general, to 5-halo-3,6-dichlorosalicylic acid compounds, 5-halo-3,6-dichlorosalicyaldehyde compounds, processes for preparing 5-halo-3,6-dichlorosalicylic acid compounds, processes for preparing 5-halo-3,6- dichlorosalicyaldehyde compounds, processes for preparing 3,6-dichlorosalicylic acid compounds, and processes that employ such compounds as intermediates in the preparation of the herbicide dicamba.

Mono- and disalicylic acid derivatives: PTP1B inhibitors as potential anti-obesity drugs

Shrestha, Suja,Bhattarai, Bharat Raj,Lee, Keun-Hyeung,Cho, Hyeongjin

, p. 6535 - 6548 (2008/04/12)

A series of compounds containing one or two salicylic acid moieties were synthesized, and their efficacy to inhibit the phosphohydrolase activity of PTP1B examined. Some of the methylenedisalicylic acid derivatives were potent inhibitors of PTP1B. Of those derivatives, 3c exhibited about a 14-fold selectivity against TC-PTP, and this compound was tested in a mouse model for its efficacy to prevent diet-induced obesity. It effectively suppressed the increases in body weight and adipose mass, without any noticeable toxic effect. The compound also prevented increases in the plasma triglyceride, cholesterol, and nonesterified fatty acid concentrations; thus, expanding its therapeutic potential to other related metabolic diseases, such as hyperlipidemia and hypercholesterolemia.

A short and efficient preparation of methyl-[1,2,4]oxadiazolium derivatives with plant-inducing activity

Dobler, Markus R.

, p. 963 - 964 (2007/10/03)

A short and efficient preparation of methyl-[1,2,4]oxadiazolium derivatives with plant-inducing activity is discussed. A concise and efficient synthetic method leading to structurally diverse array of oxadiazolium derivatives, starting from halogenated phenols is also developed. The starting point of the synthesis is the Lewis acid mediated addition of isocyanates to phenols. The strategy also involves a new and rapid access to all meta-halogenated salicylic acids, compounds of high synthetic value.

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