6377-12-4

Basic information

• Product Name: carbazol-3-ylamine
• Synonyms: carbazol-3-ylamine;9H-carbazol-3-amine;SKF-70124;9H-Carbazol-3-amine (9ci);Ai3-50579;Brn 0142222;Carbazole, 3-amino-;Ccris 6504
• CAS NO: 6377-12-4
• Molecular Formula: C₁₂H₁₀N₂
• Molecular Weight: 182.2212
• EINECS: 228-946-1
• Mol File: 6377-12-4.mol
• Article Data: 15

Chemical Properties

• Melting Point: 254 °C
• Boiling Point: 440.8°C at 760 mmHg
• Flash Point: 250.6°C
• Appearance: /
• Density: 1.317g/cm³
• Vapor Pressure: 5.75E-08mmHg at 25°C
• Refractive Index: 1.827
• PKA: 18.44±0.30(Predicted)
• CAS DataBase Reference: carbazol-3-ylamine(CAS DataBase Reference)
• NIST Chemistry Reference: carbazol-3-ylamine(6377-12-4)
• EPA Substance Registry System: carbazol-3-ylamine(6377-12-4)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 6377-12-4(Hazardous Substances Data)

Usage

General Description

Carbazol-3-ylamine, also known as 3-Aminocarbazole, is a chemical compound that consists of a carbazole ring with an attached amino group. It is a pale yellow to brown crystalline solid that is soluble in organic solvents. Carbazol-3-ylamine is a derivative of carbazole, a heterocyclic compound commonly found in coal tar and crude oil. It has been used in the production of dyes, pigments, and pharmaceuticals. Its unique structure and properties also make it a valuable precursor in organic synthesis, particularly in the formation of various nitrogen-containing compounds. Additionally, it has shown potential biological activity, making it a subject of interest in medicinal chemistry research.

InChI:InChI=1/C12H10N2/c13-8-5-6-12-10(7-8)9-3-1-2-4-11(9)14-12/h1-7,14H,13H2

Upstream product

• 40310-53-0 3-nitrosocarbazole 
• 6310-80-1 3-azidocarbazole 
• 636-99-7 4-nitrophenylhydrazine hydrochloride 
• 108-94-1 cyclohexanone 
• 65796-52-3 3-amino-5,6,7,8-tetrahydro-9H-carbazole 
• 50823-86-4 6-nitro-2,3,4,9-tetrahydro-1H-carbazole 
• 96187-18-7 2'-nitro-[1,1'-biphenyl]-3-amine 
• 591-19-5 m-Bromoaniline 
• 5570-19-4 2-nitrophenylboronic acid 
• 16807-13-9 3-iodocarbazole 
• 106-50-3 1,4-phenylenediamine 
• 854732-25-5 1,1'-p-phenylenediamino-bis-cyclopentanecarboxylic acid diamide 
• 854731-76-3 1,1'-p-phenylenediamino-bis-cyclopentanecarbonitrile 
• 86-74-8 9H-carbazole 

Downstream Products

• 14384-36-2 benzylidene-3-aminocarbazole 
• 30439-83-9 o-Hydroxyphenyl-N-(carbazolyl)azomethine 
• 155136-72-4 2,4-dimethyl-6H-pyrido<3,2-b>carbazole 
• 18173-52-9 carbazolyl-3-trimethylammonium iodide 
• 262446-94-6 4-(4-{[Amino(thien-2-yl)methylidene]amino}phenyl)-N-(9H-carbazol-3-yl)butanamide Hydrochloride 

Relevant articles and documents

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Carboline derivative/analogue as well as preparation method and application thereof

The invention belongs to the field of chemical medicines, and provides a compound shown as a formula I or pharmaceutically acceptable salt thereof. The invention also provides analogues of the compound as shown in the formula I in the specification. Biological experiments show that the compound disclosed by the invention has anti-tumor activity and serves as a good tubulin inhibitor; the compound91b has excellent antitumor activity, can effectively promote degradation of tubulin; drug resistance caused by overexpression of beta-tubulin III and P-gp can be eliminated, and a new choice is provided for clinical medication.

Synthesis of Novel 3-N-substituted Carbazole Derivatives and Evaluation of their Abilities to Inhibit Platelet Aggregation

The carbazole moiety exhibits various biological activities, including anticancer, antiviral, anti-inflammatory, and antimicrobial activities; some compounds containing the moiety also inhibit platelet aggregation. In the present study, we synthesized a series of 3-N-substituted carbazole derivatives and evaluated their abilities to inhibit in vitro platelet aggregation induced by collagen (5 μg/mL). Of the synthesized compounds, compound 5q (JSCa15), with a urea linkage within the carbazole framework, exhibited the strongest inhibitory activity (98.25% at 30 μM). Interestingly, reduction of the nitro group of compound 5q to an amine exhibited significantly decreased activity (compound 5r, 5.18% at 30 μM). Also, substitution of the urea moiety of compound 5q with a carbamate moiety resulted in a considerable loss of activity (compound 8a, 5.91% at 30 μM). These results suggest that the urea moieties and nitro groups of 3-N-substituted carbazole derivatives may play key roles in inhibiting in vitro platelet aggregation induced by collagen.

A amino carbazole compound synthesis method (by machine translation)

The invention discloses amino carbazole compound of preparation method, which belongs to the field of organic synthesis. The method in order to Fe (acac)3 As the catalyst, hydrazine hydrate as the reducing agent, in the alcohol solvent 100 °C -180 °C reduction triazo carbazole compounds prepared amino carbazole compound. The method is simple, easy to control the reaction to ease, less the amount of the catalyst, the catalytic effect is good, few by-products, high reduction efficiency, reduction efficiency up to 86% or more, and the Fe3 O4 With magnetic, it is easy to clean; and has a good industrial application value. (by machine translation)