90323-06-1

Basic information

• Product Name: 4-(2-NITRO-PHENYL)-THIAZOL-2-YLAMINE
• Synonyms: 4-(2-NITRO-PHENYL)-THIAZOL-2-YLAMINE;4-(2-Nitrophenyl)-2-Thiazolamine;4-(2-Nitrophenyl)-1,3-thiazole-2-amine;4-(2-Nitrophenyl)thiazole-2-aMine;4-(2-Nitrophenyl)thiazol-2-aMine;4-(2-Nitrophenyl)
• CAS NO: 90323-06-1
• Molecular Formula: C₉H₇N₃O₂S
• Molecular Weight: 221.24
• Mol File: 90323-06-1.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 429.8°C at 760 mmHg
• Flash Point: 213.7°C
• Appearance: /
• Density: 1.459
• Vapor Pressure: 1.36E-07mmHg at 25°C
• Refractive Index: 1.692
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• CAS DataBase Reference: 4-(2-NITRO-PHENYL)-THIAZOL-2-YLAMINE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-(2-NITRO-PHENYL)-THIAZOL-2-YLAMINE(90323-06-1)
• EPA Substance Registry System: 4-(2-NITRO-PHENYL)-THIAZOL-2-YLAMINE(90323-06-1)

Safety Data

• Hazardous Substances Data: 90323-06-1(Hazardous Substances Data)

Usage

Description

4-(2-NITRO-PHENYL)-THIAZOL-2-YLAMINE, also known as 2-amino-4-(2-nitrophenyl)thiazole, is a chemical compound with the molecular formula C9H7N3O2S. It is a yellow solid that serves as a starting material in the synthesis of various pharmaceutical and agrochemical compounds. This versatile chemical compound is characterized by the presence of a nitro group and an amine group, which contribute to its reactivity and potential for diverse applications in the field of organic synthesis, particularly in medicinal chemistry for the development of new drugs to treat a range of diseases.

Uses

Used in Pharmaceutical Industry:
4-(2-NITRO-PHENYL)-THIAZOL-2-YLAMINE is used as a starting material for the synthesis of various pharmaceutical compounds, leveraging its reactivity and structural features to develop new drugs for the treatment of different diseases. Its potential applications in medicinal chemistry make it a valuable component in drug discovery and development processes.
Used in Agrochemical Industry:
In the agrochemical sector, 4-(2-NITRO-PHENYL)-THIAZOL-2-YLAMINE is utilized as a starting material for the synthesis of agrochemical compounds, contributing to the development of new products for agricultural applications such as pesticides and herbicides.
Used in Organic Synthesis:
4-(2-NITRO-PHENYL)-THIAZOL-2-YLAMINE is used as a building block in the synthesis of other organic compounds, taking advantage of its chemical properties to create a variety of molecules with diverse applications across different industries.
Overall, 4-(2-NITRO-PHENYL)-THIAZOL-2-YLAMINE is a multifaceted chemical compound with a broad spectrum of applications in various fields, including pharmaceuticals, agrochemicals, and organic synthesis, underscoring its importance in the development of innovative products and treatments.

InChI:InChI=1/C9H7N3O2S/c10-9-11-7(5-15-9)6-3-1-2-4-8(6)12(13)14/h1-5H,(H2,10,11)

Upstream product

• 577-59-3 2-acetylnitrobenzene 
• 17356-08-0 thiourea 
• 6851-99-6 2-bromo-1-(2-nitrophenyl)ethanone 

Downstream Products

• 172848-51-0 2-bromoacetylamino-4-(2-nitrophenyl)thiazole 
• 361203-85-2 N-[4-(2-nitrophenyl)-thiazol-2-yl]acetamide 

Relevant articles and documents

Β - secretase enzyme has the function of inhibiting compound, the preparation of the compounds and use thereof

The invention discloses a compound capable of inhibiting beta-secretase, and a preparation method and application thereof. The structure of the compound is shown in a formula I, formula II or formula III as described in the specification. In the formula I, X is S or NH; R1 is selected from hydrogen and nitro group; R2 and R4 are same or different and independently selected from the group consisting of hydrogen, halogen, nitro group and substituted aryl group; R3 is selected from the group consisting of hydrogen, nitro group, straight-chain and branched-chain alkyl and substituted alkyl groups with a carbon number of 1 to 4, alkylamino or alkyloxy group with a carbon number of 1 to 4 and alkylamido group with a carbon number of 1 to 4; R is located at position 2, 3 or 4 of a benzene ring and selected from the group consisting of hydrogen, straight-chain and branched-chain alkyl and substituted alkyl groups with a carbon number of 1 to 4, alkylamino or alkyloxy group with a carbon number of 1 to 4 and alkylamido group with a carbon number of 1 to 4. In the formula II, R is selected from different substituted aryl groups. In the formula III, R is selected from hydrogen or cyano group. Experiments prove that the compound provided by the invention has good beta-secretase inhibitory activity and has wide application values as a beta-secretase inhibitor.

2-Substituted-thio-N-(4-substituted-thiazol/1H-imidazol-2-yl)acetamides as BACE1 inhibitors: Synthesis, biological evaluation and?docking studies

In this work, a series of 2-substituted-thio-N-(4-substituted-thiazol/1H-imidazol-2-yl)acetamide derivatives were developed as β-secretase (BACE-1) inhibitors. Supported by docking study, a small library of derivatives were designed, synthesized and biologically evaluated in vitro. In addition, the selected compounds were tested with affinity (KD) towards BACE-1, blood brain barrier (BBB) permeability and cytotoxicity. The studies revealed that the most potent analog 41 (IC50 = 4.6 μM) with high predicted BBB permeability and low cellular cytotoxicity, could serve as a good lead structure for further optimization.

Synthesis of 2-amino-4H-thiazolo[5,4-b]indole and characterization of its colored conversion products with protein tyrosine phosphatase inhibitory activity

In DMSO-solution 2-amino-4H-thiazolo[5,4-b]indole is converted into a complex mixture of colored products. The three major conversion end-products, of which two are inhibitors of protein tyrosine phosphatases (PTPs), were isolated by chromatographic methods and their structures characterized by spectroscopic analysis, including NMR and MS combined with computer assisted structure elucidation, and, finally, confirmed by independent chemical synthesis. Synthesis of 2-amino-4H-thiazolo[5,4-b]indole as well as its N-acetyl derivatives prepared from either oxindole or 2-bromo-1-(2-nitro-phenyl)ethanone is described.