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4-ANILINO-3-NITROBENZOIC ACID, also known as ANB or NBP, is a chemical compound with the molecular formula C13H10N2O4. It is a nitroaromatic compound that appears as a yellow to orange crystalline powder. 4-ANILINO-3-NITROBENZOIC ACID is sparingly soluble in water but readily soluble in organic solvents. It is widely recognized for its applications in chemical analysis, titrations, and the synthesis of various organic compounds, including dyes and pharmaceuticals. Additionally, it plays a role in biochemical research as a pH indicator and in the development of fluorescent probes for enzyme activity studies.

16927-49-4

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16927-49-4 Usage

Uses

Used in Chemical Analysis:
4-ANILINO-3-NITROBENZOIC ACID is used as a reagent in chemical analysis for its ability to provide accurate and reliable results in various analytical processes.
Used as an Indicator in Titrations:
In titrations, 4-ANILINO-3-NITROBENZOIC ACID serves as an indicator, helping to determine the endpoint of a titration process by signaling a color change.
Used in the Synthesis of Dyes:
4-ANILINO-3-NITROBENZOIC ACID is used as a key component in the synthesis of dyes, contributing to the development of a range of colorants for various applications.
Used in Pharmaceutical Synthesis:
4-ANILINO-3-NITROBENZOIC ACID is utilized in the synthesis of pharmaceuticals, playing a crucial role in the production of various medicinal agents.
Used in Biochemical Research as a pH Indicator:
4-ANILINO-3-NITROBENZOIC ACID is employed as a pH indicator in biochemical research, helping to measure and monitor pH levels in experimental settings.
Used in the Development of Fluorescent Probes for Enzyme Activity Studies:
In the field of enzyme activity studies, 4-ANILINO-3-NITROBENZOIC ACID is used in the development of fluorescent probes, enabling researchers to track and analyze enzyme activity with precision.

Check Digit Verification of cas no

The CAS Registry Mumber 16927-49-4 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 1,6,9,2 and 7 respectively; the second part has 2 digits, 4 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 16927-49:
(7*1)+(6*6)+(5*9)+(4*2)+(3*7)+(2*4)+(1*9)=134
134 % 10 = 4
So 16927-49-4 is a valid CAS Registry Number.
InChI:InChI=1/C13H10N2O4/c16-13(17)9-6-7-11(12(8-9)15(18)19)14-10-4-2-1-3-5-10/h1-8,14H,(H,16,17)/p-1

16927-49-4SDS

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 4-Anilino-3-nitrobenzoic acid

1.2 Other means of identification

Product number -
Other names 3-nitro-4-phenylamino-benzoic 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:16927-49-4 SDS

16927-49-4Relevant academic research and scientific papers

Structural Modifications of Benzimidazoles via Multi-Step Synthesis and Their Impact on Sirtuin-Inhibitory Activity

Yoon, Yeong Keng,Choon, Tan Soo

, p. 1 - 8 (2016/01/29)

Benzimidazole derivatives have been shown to possess sirtuin-inhibitory activity. In the continuous search for potent sirtuin inhibitors, systematic changes on the terminal benzene ring were performed on previously identified benzimidazole-based sirtuin i

Metal catalyst-free amination of 2-chloro-5-nitrobenzoic acid in superheated water

Lan, Cong,Xia, Zhi-Ning,Li, Zheng-Hua,Liang, Rong-Hui

, p. 726 - 728 (2013/02/23)

A series of N-arylanthranilic acid derivatives were synthesised by amination of 2-chloro-5-nitrobenzoic acid with various arylamine in superheated water with potassium carbonate as base. Good yields were achieved within 2-3 h at 150-190 °C. The results indicated that this metal catalyst-free method is a simple, environmentally-friendly and efficient synthesis of N-phenylanthranilic acid derivatives. Furthermore, it will work with an alkylamine and phenol.

AGENT FOR TREATMENT OR PREVENTION OF DISEASES ASSOCIATED WITH ACTIVITY OF NEUROTROPHIC FACTORS

-

Page/Page column 43, (2012/04/17)

A compound depicted by the formula below, or a pharmaceutically acceptable salt or solvate thereof. wherein, R1 represents (1) a C3-6 alkyl group,(2) a C1-6 alkyl group substituted with one or more substituent group(s) sel

Synthesis of 1-heterocyclic aminomethyl-3-(4'-anilino-3'-nitrobenzoyl hydrazono)- 2-indolinones as antifilarial and CNS active agents

Beg,Gupta

experimental part, p. 1569 - 1572 (2012/01/06)

A series of 1-heterocyclic aminomethyl-3-(4'-anilino-3'-nitrobenzoyl hydrazono)-2-indolinones (VIa-VIl) have been synthesized and tested for their antifilarial and CNS activity. The compounds VIa, VId, VIg have exhibited 75.8, 78.2 and 70.5 % microfilaricidal activity respectively.

3-Nitro-4-amino benzoic acids and 6-amino nicotinic acids are highly selective agonists of GPR109b

Skinner, Philip J.,Cherrier, Martin C.,Webb, Peter J.,Sage, Carleton R.,Dang, Huong T.,Pride, Cameron C.,Chen, Ruoping,Tamura, Susan Y.,Richman, Jeremy G.,Connolly, Daniel T.,Semple, Graeme

, p. 6619 - 6622 (2008/04/02)

A series of 3-nitro-4-substituted-aminobenzoic acids were prepared and found to act as potent and highly selective agonists of the orphan human GPCR GPR109b, a low affinity receptor for niacin. No activity was observed at the closely homologous high affinity niacin receptor, GPR109a. A second series, comprising 6-amino-substituted nicotinic acids was, also prepared and several analogues showed comparable activity to the nitroaryl series.

Structure-activity relationships for 1-phenylbenzimidazoles as selective ATP site inhibitors of the platelet-derived growth factor receptor

Palmer, Brian D.

, p. 5457 - 5465 (2007/10/03)

1-Phenylbenzimidazoles are shown to be a new class of ATP-site inhibitors of the platelet-derived growth factor receptor (PDGFR). Structure- activity relationships (SARs) are narrow, with closely related heterocycles being inactive. A systematic study of

1-Aminomethyl-3-(4'-arylamino-3'-nitrobenzoylhydrazono)-2-indolinones as DEC analogs and their anifilarial activity

Varma, Rajendra S.,Shukla, Amita,Fatma, Nigar,Chatterjee, R. K.

, p. 347 - 351 (2007/10/02)

Acid catalysed condensation of 4-arylamino-3-nitrobenzoylhydrazines (IVa-d) with indoline-2,3-dione followed by aminomethylation using N-methylpiperazine, morpholine and piperidine as the amino components furnishes the title compounds (VIa-l) in good yiel

Micellar Catalysis of Organic Reactions. 29. SNAr Reactions with Neutral Nucleophiles

Broxton, Trevor J.,Marcou, Victor

, p. 1041 - 1044 (2007/10/02)

The reaction of a number of nitroactivated halobenzoates (1-4) with some primary and tertiary amines has been studied in the presence of micelles of cetyltrimethylammonium bromide (CTAB) and in water.With primary amines aminodehalogenation was observed, and it was found that if the reaction center of the aromatic substrate was located at the micelle water interface (compounds 1 and 2) the reaction was catalyzed by CTAB, but if the reaction center was more deeply buried into the micelle interior the reaction with aniline was inhibited by micelles of CTAB (compounds 3 and 4), while CTAB had little effecton the reaction of n-propylamine with compound 4.With the more sterically bulky tertiary amines, hydroxydehalogenation was observed rather than aminodehalogenation, and the reactions were all catalyzed by CTAB, but for the substrate with a more deeply buried reaction center (compound 4), the catalysis was stronger than for that with a reaction center at or near the interface (compound 2).The mechanism of hydroxydehalogenation was found to be specific base catalysis by the tertiary amine.Thus, the observation of micellar catalysis or inhibition of these reactions depends on the orientation of the organic substrate within the micellar aggreagate and the reaction product, amine or phenol, depends on the streric bulk of the amine at least for the compounds investigated here which contain two substituents ortho to the reaction center.

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