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Usage

Uses

Used in Pharmaceutical Industry:
9H-Carbazol-1-amine is utilized as an intermediate in the synthesis of various pharmaceutical compounds due to its ability to react with a wide range of other chemicals, facilitating the development of new drugs with potential therapeutic applications.
Used in Agrochemical Industry:
In the agrochemical sector, 9H-Carbazol-1-amine is employed as a precursor for the production of various agrochemicals, contributing to the development of pesticides and other products that enhance crop protection and yield.
Used in Dye and Pigment Production:
9H-Carbazol-1-amine is used as a key component in the manufacturing of dyes and pigments, capitalizing on its chemical properties to produce vibrant colors and stable compounds for use in various industries, including textiles, plastics, and printing.
Used in Polymer Production:
9H-Carbazol-1-amine also serves as a monomer in the synthesis of polymers, which are essential in the production of plastics, coatings, and other materials, highlighting its role in the advancement of polymer chemistry and material science.

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

Upstream product

• 61601-54-5 1-hydroxycarbazole 
• 500298-37-3 3,6-dibromo-carbazol-1-ylamine 
• 872277-92-4 8-amino-carbazole-1,3,6-trisulfonic acid 
• 112211-52-6 N₁-allyl-N₂-phenylbenzene-1,2-diamine 
• 861532-51-6 3-phenyl-3H-benzotriazol-4-ylamine 
• 104440-00-8 2,3,4,9-tetrahydro-1H-carbazol-8-amine 
• 84410-05-9 8-nitro-1,2,3,4-tetrahydro-carbazole 
• 100125-26-6 3,6-dichloro-1-nitrocarbazole 
• 5599-71-3 3,6-dichloro-9H-carbazole 
• 86-74-8 9H-carbazole 
• 31438-22-9 1-nitro-9H-carbazole 

Downstream Products

• 6311-19-9 9H-carbazole-1-carboxylic acid 
• 1154733-23-9 1-(9H-carbazol-1-yl)-3-phenylurea 
• 1334246-18-2 (N-(9H-Carbazol-1-yl)-3-trifluoromethylbenzenesulfonamide) 
• 163307-78-6 N-(9H-carbazol-1-yl)-4-methoxybenzenesulfonamide 
• 1354832-32-8 1-(9H-carbazol-1-yl)-3-phenylthiourea 

Relevant academic research and scientific papers

Copper(II) catalyzed aromatization of tetrahydrocarbazole: An unprecedented protocol and its utility towards the synthesis of carbazole alkaloids

An efficient protocol for the aromatization of tetrahydrocarbazole is described by using catalytic copper(II) chloride dihydrate in DMSO. This newly established methodology has utilized towards the synthesis of naturally occurring carbazole alkaloids, namely 3-methylcarbazole, 3-formyl carbazole, glycozoline, glycozolicine and clauszoline-K. In addition, the protocol is generalized for the aromatization of N-substituted tetrahydrocarbazole, 1,2,3,4-tetrahydroquinoline, 1,2,3,4-tetrahydroisoquinoline and 1,2,3,4-tetrahydro β-carboline to give the corresponding heteroaromatic compounds from very good to excellent yield. Moreover, this method has been proven to be tolerant to a broad range of functional groups with excellent yields.

1-NITRO-3,6-SUBSTITUTED CARBAZOLE, METHOD FOR PRODUCING THE SAME, AND METHOD FOR PRODUCING 1-AMINOCARBAZOLE

PROBLEM TO BE SOLVED: To solve the following problem that a 1-nitrocarbazole in which a nitro group is substituted only at the 1-position of a carbazole ring cannot be obtained at a high yield since other isomers are mixed therein. SOLUTION: 1.18 g of 3,6-dichlorocarbazole is dissolved in a mixed solvent of 15 ml of 1,4-dioxane and 15 ml of acetic acid. While stirring this solution, 0.69 g of sodium nitrite is added in small increments. Once the sodium nitrite is added, the solution becomes a pale yellow suspension. Thereafter a residue of the solution is filtered and identified. As a result, the residue is found to be the 1-nitro-3,6-dichlorocarbazole of the following compound, and the yield is 98%. COPYRIGHT: (C)2015,JPOandINPIT

Carbazole N-substituent effect upon DTMA: Stabilizing and photochromic modulating

Dithienylmaleimide derivatives 7-27 were synthesized by introducing N-substituted carbazole for photo-stabilizing purpose, and the structures were fully confirmed. The photochromism and photo-stability were recorded via UV-vis spectra. Only ortho compounds 8-17 with N-substituents on carbazole moiety showed escalated photochromic change, while compound 7 and the para counterparts 18-27 showed no appreciable photochromism. Additionally, compounds 8-18 exhibited good photo-stability except 17 under 254 nm irradiation. The unstability of 17 may probably due to overrunning hindrance. These photochromic patterns indicated that hindrance and electronic effect mutually paid a decisive influence on the photochromism and photo-stability, which potentially exploited a new way to construct novel photochromic materials with regulable and conceivable performance.

Benzenesulfonamide derivatives and pharmaceutical composition thereof

The present invention is related to derivatives of benzenesulfonamide represented by formula (I), and the pharmaceutical composition thereof. In addition, the benzenesulfonamide derivatives disclosed in the present invention can serve as potential cell cycle inhibitors, and thereby these benzenesulfonamide derivatives and the pharmaceutical composition thereof can be antitumor drug candidates, which might aim at cell cycle. Particularly, the benzenesulfonamide derivatives disclosed in the present invention may function as antitumor drugs to treat solid cancers.

Fluorescent carbazolylurea anion receptors

A series of fluorescent carbazolylurea base anion receptors have been synthesised that show a high affinity for oxo-anions (particularly bicarbonate and acetate). The fluorescence of dicarbazolylurea (1) is quenched upon addition of benzoate anions in DMS

Photoreduction of nitro arenes by formic acid in acetonitrile at room temperature

The formic acid-mediated photoreduction of aromatic nitro compounds in room temperature acetonitrile solutions was investigated. This mild photoreduction can be accomplished in high yield, with wide functional group tolerance and short reaction times (30 min to 1 h), and allows a very clean method for the conversion of nitro arenes to amines. Also, the photoreduction, as a convenient, versatile and general method, applies efficiently to polycyclic and heterocyclic nitro arenes.

A study of Substituent Effect on 1H and 13C nmr Spectra of N- and C-Substituted Carbazoles

1H and 13C nmr spectra of several N- and C-substituted carbazoles (Series 1, 2, 3 and 4) were measured. Correlations between chemical shifts and substituent constants show that these parameters describe properly the substituent effect on the nmr phenomena. Atomic charge densities for carbazoles of Series 1, 2, 3 and 4 were calculated by using the semi empirical PM3 method. These values also show a linear correlation with the 13C chemical shifts. The synthesis of several carbazole derivatives 1a - 1g, 2a - 2g, 3a - 3j and 4a - 4g have been carried out according to literature procedures. The carbazoles 3i, 3j and 4c have been synthesized and fully characterized for the first time.

Gas Phase Rearrangement Reactions of 2-(Arylamino)phenylaminyl Radicals

Generation of the aminyl radicals (1; X=Y=NH, R=H or Me) by flash vacuum pyrolysis leads to diphenylamines, phenazines, and aminocarbazoles. 15N-Labelling studies have shown that the diphenylamine and phenazine products arise by equilibration of the initial aminyl radical via the spirodienyl radical. (4; X=Y=NH)zi820