89353-42-4

Basic information

• Product Name: 3-(1H-Pyrrol-1-yl)aniline
• Synonyms: BUTTPARK 98\12-67;3-PYRROL-1-YL-ANILINE;3-PYRROL-1-YL-PHENYLAMINE;3-(1H-PYRROL-1-YL)ANILINE;1-(3-AMINOPHENYL)PYRROLE
• CAS NO: 89353-42-4
• Molecular Formula: C₁₀H₁₀N₂
• Molecular Weight: 158.2
• Mol File: 89353-42-4.mol

Chemical Properties

• Melting Point: 43 °C
• Boiling Point: 323.4 °C
• Flash Point: 149.4°C
• Appearance: /
• Density: 1.09 g/cm³
• Vapor Pressure: 0.000263mmHg at 25°C
• Refractive Index: 1.602
• CAS DataBase Reference: 3-(1H-Pyrrol-1-yl)aniline(CAS DataBase Reference)
• NIST Chemistry Reference: 3-(1H-Pyrrol-1-yl)aniline(89353-42-4)
• EPA Substance Registry System: 3-(1H-Pyrrol-1-yl)aniline(89353-42-4)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38-36
• Safety Statements: 26-36/37/39-37/39
• HazardClass: IRRITANT
• Hazardous Substances Data: 89353-42-4(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
3-(1H-Pyrrol-1-yl)aniline is used as a building block for the synthesis of various pharmaceuticals due to its unique structural properties that can be incorporated into drug molecules to enhance their therapeutic effects.
Used in Dye Industry:
In the dye industry, 3-(1H-Pyrrol-1-yl)aniline is utilized for the production of dyes, capitalizing on its ability to form colored compounds that have applications in various coloring processes.
Used in Coordination Chemistry:
3-(1H-Pyrrol-1-yl)aniline is used as a ligand in coordination chemistry for the formation of coordination compounds, which have potential applications in areas such as catalysis and material science.
Used in Hair Dye Production:
3-(1H-Pyrrol-1-yl)aniline is employed in the production of hair dyes, where its chemical properties contribute to the coloration and stability of the hair dye products.

InChI:InChI=1/C10H10N2/c11-9-4-3-5-10(8-9)12-6-1-2-7-12/h1-8H,11H2

Upstream product

• 4310-42-3 1-(3-nitrophenyl)-1H-pyrazole 
• 109-97-7 pyrrole 
• 626-01-7 3-Iodoaniline 
• 696-59-3 cis,trans-2,5-dimethoxytetrahydrofuran 
• 99-09-2 3-nitro-aniline 
• 645-00-1 m-iodonitrobenzene 
• 108-45-2 m-phenylenediamine 

Downstream Products

• 89353-43-5 diethyl 3-(1-pyrrolyl)anilinomethylenemalonate 
• 1190222-46-8 methyl 5-chloro-2-{[(2-oxo-2-{[3-(1H-pyrrol-1-yl)phenyl]amino}ethoxy)acetyl]amino}benzoate 
• 1190221-33-0 5-chloro-2-([(2-oxo-2-([3-(1H-pyrrol-1-yl)phenyl]amino)ethoxy)acetyl]amino)benzoic acid sodium salt 

Relevant articles and documents

4-(7H-PYRROLO[2,3-D]PYRIMIDIN-4-YL)-3,6-DIHYDROPYRIDINE-1-(2H)-CARBOXAMIDE DERIVATIVES AS LIMK AND/OR ROCK KINASES INHIBITORS FOR USE IN THE TREATMENT OF CANCER

The present invention concerns a compound of formula (I), in particular as LIMK and/or ROCK kinases inhibitors. The present invention also concerns these new inhibitors for use for the treatment of a condition selected in the group consisting of: cancers, virion infections, ocular hypertension and glaucoma formation, Neurofibromatosis type 1 and 2, psoriatic lesions, inflammatory diseases and hyperalgesia, central sensitization and chronic pain, reproduction erectile dysfunction, and neuronal diseases. The present description discloses the syntheses and characterisation of exemplary compounds as well as pharmacological data thereof (e.g. pages 32 to 127; examples 1 to 96; families 1 to 8; compounds; biological studies; tables). An exemplary compound is e.g. 4-(5-m ethyl-7H-pyrrolo[2,3-d]pyrimidin-4-yl)-N-phenyl-3,6-dihydropyridine-1-(2H)-carboxamide (example 1; compound 5).

SnCl2 catalyzed direct synthesis of pyrroles under aqueous conditions

Synthetic substituted pyrroles are related with interesting biological activities, yet they remain inadequately explored within drug discovery. Late years have seen a growing interest in synthetic approaches that can provide access to structurally novel pyrroles so that the biological usefulness of this compound class can be more fully investigated. Herein, an efficient and versatile practical protocol for the pyrroles using stannous(II) chloride dihydrate as catalyst is described under aqueous conditions at 55 oC in high yields. Also, this method is applicable for the preparation of diversity and oriented pyrrole derivatives.

Novel substituted benzoyl compound and its pharmaceutically acceptable salt and preparation method and application (by machine translation)

The invention relates to the general formula I shown novel substituted benzoyl compound and its pharmaceutically acceptable salt and preparation method and application. The invention also provides pharmaceutical compositions containing them, in vitro and in vivo anti-tumor effect results and acute toxicity study, the obtained anti-tumor drug model substituted benzoyl compound, has more excellent anti-tumor activity and safety, can be in the treatment of leukemia, lung cancer, colon cancer, ovarian cancer and renal carcinoma tumor in the application, so that the therapeutic window, so in the medical field as antitumor agents in the very application value. (by machine translation)

An efficient heterogeneous catalytic method for the N-arylation of pyrrole and other N-heterocycles

Abstract 4 ? molecular sieve modified with copper(0) or copper(II) is an efficient heterogeneous catalyst for the arylation of pyrrole and some other heterocycles with iodo- or bromoarenes, Cs2CO3 base and pyrrole (or DMF) solvent. The catalysts can be easily prepared and are reusable.

Synthesis of heteroaromatic derivatives with nitrogen atoms: Tripyrrolyl pyrimidine and tripyrrolyl[1,3,5]triazine

As a part of a research program related to the synthetic study of pharmacologically and photoconductively interesting pyrrole derivatives, we have synthesized 1-arylpyrroles (3a-e), 9-arylcarbazoles (4a-e), aminophenylpyrroles (6a,b), dipyrrolylbenzenes (7a-c), 2,4,6-tri-pyrrol-1- yl-pyrimidine (8) and 2,4,6-tri-pyrrol-1-yl[1,3,5]triazine (9). We proposed a plausible mechanism for the formation of 9-arylcarbazole.

Unique chemoselective Clauson-Kass reaction of substituted aniline catalyzed by MgI2 etherate

Clauson-Kass reaction of various substituted aniline, primary aryl amide, and sufonyl amide with 2,5-dimethoxytetrahydrofuran was realized in the presence of 10 mol % of MgI2 etherate in a mild, efficient, and highly chemoselective manner. Iodide counterion and solvents (i.e., MeCN) played the critical roles for the unique reactivity of this catalytic system.

Oxazolidin-2-one as efficient ligand for the copper-catalyzed N- Arylation of pyrrole, imidazole and indole

Oxazolidin-2-one was found to be a facile ligand for the N-arylation of pyrrole, indole, and imidazole with aryl and heteroaryl iodides, bromides, and chlorides by applying Cul as catalyst. The easy preparation, commercial availability, lower molecular weight, and broad substrate applicability, as well as substituent compatibility of this catalysis system render oxazolidin-2-one great advantages over the Cu-catalyzed methods that have already been utilized in a number of applications.

N-hydroxyimides as efficient ligands for the copper-catalyzed N-arylation of pyrrole, imidazole, and indole

(Chemical Equation Presented) An experimentally simple, efficient, and inexpensive catalyst system was developed for the N-arylation of pyrroles, indoles, and imidazole with aryl and heteroaryl iodides, bro-mides, and chlorides by applying CuI as catalyst, N-hydroxysuccinimide (L1), N-hydroxymaleimide (L2), or N-hydroxyphthalimide (L3) as ligand, CH3ONa as base, and DMSO as solvent. A variety of functional groups are tolerated in the reaction, including those that are not compatible with Pd-catalyzed amidation methodology.

Insecticidal heteroaryl substituted phenyl benzoylureas

Insecticidal compounds of the formula: STR1 in which A is chloro and B is hydrogen or A and B are both fluoro, X is oxygen or sulfur and one of R1 and R2 is or includes an optionally substituted 5-membered heteroaryl ring, their method for preparation and formulation, insecticidal compositions thereof, and their use to control insects, are disclosed and exemplified.