115833-93-7

Basic information

• Product Name: 3-PYRROLIDIN-1-YL-PHENYLAMINE
• Synonyms: 3-PYRROLIDIN-1-YL-PHENYLAMINE;3-PYRROLIDIN-1-YLANILINE;AKOS BB-8949;TIMTEC-BB SBB010438;3-(Pyrrolidin-1-yl)aniline 97%;1-(3-Aminophenyl)pyrrolidine;3-(Pyrrolidin-1-yl)aniline97%;Benzenamine, 3-(1-pyrrolidinyl)-
• CAS NO: 115833-93-7
• Molecular Formula: C₁₀H₁₄N₂
• Molecular Weight: 162.23
• Product Categories: Amines;Phenyls & Phenyl-Het;Phenyls & Phenyl-Het
• Mol File: 115833-93-7.mol

Chemical Properties

• Boiling Point: 332.6 °C at 760 mmHg
• Flash Point: 132.1 °C
• Appearance: /
• Density: 1.109 g/cm³
• Vapor Pressure: 0.000144mmHg at 25°C
• Refractive Index: 1.609
• Storage Temp.: 2-8°C(protect from light)
• CAS DataBase Reference: 3-PYRROLIDIN-1-YL-PHENYLAMINE(CAS DataBase Reference)
• NIST Chemistry Reference: 3-PYRROLIDIN-1-YL-PHENYLAMINE(115833-93-7)
• EPA Substance Registry System: 3-PYRROLIDIN-1-YL-PHENYLAMINE(115833-93-7)

Safety Data

• Hazard Codes: Xi
• HazardClass: IRRITANT
• Hazardous Substances Data: 115833-93-7(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Research:
3-Pyrrolidin-1-yl-phenylamine is used as a research compound for its potential nootropic and antidepressant properties. It is studied for its ability to enhance cognitive function and alleviate symptoms of depression by modulating dopamine levels in the brain.
Used in Performance Enhancement Research:
PPAP is used as a subject of investigation in the field of performance enhancement, where it is explored for its potential to improve physical and mental performance. Its stimulant effects are of interest to researchers examining substances that could potentially be used to boost athletic or cognitive performance.
Used in Neurochemical Studies:
In the context of neurochemistry, 3-Pyrrolidin-1-yl-phenylamine is utilized to study the mechanisms of dopamine reuptake inhibition and its implications on brain function and behavior. This research is crucial for understanding the neurobiological underpinnings of various mental health conditions and the development of novel therapeutic agents.

InChI:InChI=1/C10H14N2/c11-9-4-3-5-10(8-9)12-6-1-2-7-12/h3-5,8H,1-2,6-7,11H2

Upstream product

• 109-99-9 tetrahydrofuran 
• 108-45-2 m-phenylenediamine 
• 123-75-1 pyrrolidine 
• 626-01-7 3-Iodoaniline 
• 1258532-12-5 C₁₅H₂₂N₂O₂ 
• 99-09-2 3-nitro-aniline 
• 591-19-5 m-Bromoaniline 
• 132993-20-5 N-(3-nitrophenyl)tetrahydropyrrole 

Downstream Products

• 168162-35-4 1-(3-Isocyanato-phenyl)-pyrrolidine 
• 677276-49-2 2-(chloroethoxy)-N-(3-pyrrolidine-1-ylphenyl)-carboxamide 
• 1062073-58-8 C₂₄H₂₂ClN₃O 
• 1092504-37-4 C₃₃H₃₈Cl₂N₆O₂ 
• 1234371-17-5 1-(2-amino-4-pyrrolidin-1-ylphenyl)-1-(1,3-benzothiazol-2-yl)-2,2,2-trifluoroethanol 
• 1002158-45-3 N-(4-((3-(pyrrolidin-1-yl)phenylamino)methyl)benzyl)pyrimidin-2-amine 
• 84995-54-0 N-methyl-3-(pyrrolidin-1-yl)aniline 
• 25912-16-7 3-(1-pyrrolidinyl)phenol 
• 1092504-36-3 C₃₄H₄₀Cl₂N₆O₂ 
• 1092504-38-5 C₂₉H₃₀Cl₂N₄O₂ 
• 1092504-65-8 C₂₁H₂₆N₄O 
• 1392494-13-1 2-phenyl-N-(3-(pyrrolidin-1-yl)phenyl)butanamide 
• 1392494-15-3 2-(3-chlorophenyl)-N-(3-(pyrrolidin-1-yl)phenyl)acetamide 
• 1092504-64-7 C₂₈H₃₂N₄O 

Relevant articles and documents

1,3-Aza-Brook Rearrangement of Aniline Derivatives: In Situ Generation of 3-Aminoaryne via 1,3-C-(sp2)-to-N Silyl Migration

The design, synthesis, and validation of 3-aminobenzyne precursors induced by C-(sp2)-to-N 1,3-aza-Brook rearrangement have been achieved, allowing access to diverse aniline derivatives. Through crossover experiments, we demonstrated the intramolecular mechanism of 1,3-C-to-N silyl transfer. To gain insight into the regioselectivity observed in the reactions, we performed density functional theory calculations. Finally, the method was applied to the synthesis of xylanigripones A in five linear steps in an overall yield of 30%.

Inter-alkane amidogen phenolic synthetic method (by machine translation)

Inter-alkane amidogen phenolic synthetic method, its characteristic is: 1st step, between the two alkane amidogen acyl aniline and sulfuric acid aqueous solution mixing and heating to 50 - 110 °C, thermal insulation reaction of aniline [...] sulfuric acid aqueous solution; 2nd step, continue to drip the sodium nitrite aqueous solution, sodium nitrite aqueous solution for dropping temperature of - 10 - 20 °C, drop bi yu 5 - 30 °C insulation, [...] aniline obtained diazonium salt of the sulfuric acid aqueous solution; 3rd step, [...] aniline diazonium salt of the sulfuric acid aqueous solution is directly heated to 45 - 110 °C, thermal insulation, in the hydrolysis reaction of the diazonium salt, cooling after treatment, to obtain the product between two alkane amidogen phenol; three-step required by the reaction of sulfuric acid in the 1st step reaction in the finished disposable adding; a three-step reaction in a finish step by step in the pot. The method of the invention with raw materials are cheap, abundant, synthetic high security of the process, the product yield is high, the three waste less pollution and the like, has high industrial value. (by machine translation)

Squarylium compound

PROBLEM TO BE SOLVED: To provide a squarylium compound excellent in stability in a polar solvent, a solution containing the same and a resin composition. SOLUTION: There is provided a squarylium compound represented by the following formula (1), where Rs

N-(1-Oxy-2-picolyl)oxalamic Acid as an Efficient Ligand for Copper-Catalyzed Amination of Aryl Iodides at Room Temperature

N-(1-Oxy-pyridin-2-ylmethyl)oxalamic acid was identified as efficient ligand for CuI-catalyzed amination of aryl halides at room temperature. In our catalytic system, N-arylation of cyclic secondary amines, primary amines, amino acids, and ammonia proceeded with moderate to excellent yields and high functional group tolerance.

Dipyrimidine amines: A novel class of chemokine receptor type 4 antagonists with high specificity

The C-X-C chemokine receptor type 4 (CXCR4)/stromal cell derived factor-1 (SDF-1 or CXCL12) interaction and the resulting cell signaling cascade play a key role in metastasis and inflammation. On the basis of the previously published CXCR4 antagonist 5 (WZ811), a series of novel nonpeptidic anti-CXCR4 small molecules have been designed and synthesized to improve potency. Following a structure-activity profile around 5, more advanced compounds in the N,N-(1, 4-phenylenebis(methylene)) dipyrimidin-2-amines series were discovered and shown to possess higher CXCR4 binding potential and specificity than 5. Compound 26 (508MCl) is the lead compound and exhibits subnanomolar potency in three in vitro assays including competitive binding, Matrigel invasion and Gαi cyclic adenosine monophosphate (cAMP) modulation signaling. Furthermore, compound 26 displays promising effects by interfering with CXCR4 function in three mouse models: paw inflammation, Matrigel plug angiogenesis, and uveal melanoma micrometastasis. These data demonstrate that dipyrimidine amines are unique CXCR4 antagonists with high potency and specificity.

Antiprion activity of functionalized 9-aminoacridines related to quinacrine

A library of functionalized 6-chloro-2-methoxy-(N9-substituted)acridin-9-amines structurally related to quinacrine were synthesized and evaluated for antiprion activity on four different cell models persistently infected with scrapie prion strains (ScN2a, N167, Ch2) or a human disease prion strain (F3). Most of the compounds were distinguished by the side chain attached to 9-amino of the acridine ring. These were dialkylaminoalkyl and phenyl with basic groups on the phenyl ring. The most promising compound was 6-chloro-2-methoxy-N-(4-(4-methylpiperazin-1-yl)phenyl)acridin-9-amine (15) which had submicromolar EC50 values (0.1-0.7 μM) on all cell models, was able to clear PrPSc at non-toxic concentrations of 1.2-2.5 μM, and was more active than quinacrine in terms of EC50 values. Other promising compounds were 14 (a regioisomer of 15) and 17 which had a 1-benzylpiperidin-4-yl substituent attached to the 9-amino function. Activity was strongly dependent on the presence of a substituted acridine ring, which in this library comprised 6-chloro-2-methoxy substituents on the acridine ring. The side chains of 14, 15, and 17 have not been previously associated with antiprion activity and are interesting leads for further optimization of antiprion activity.

Amino acid promoted CuI-catalyzed C-N bond formation between aryl halides and amines or N-containing heterocycles

CuI-catalyzed coupling reaction of electron-deficient aryl iodides with aliphatic primary amines occurs at 40 °C under the promotion of N-methylglycine. Using L-proline as the promoter, coupling reaction of aryl iodides or aryl bromides with aliphatic primary amines, aliphatic cyclic secondary amines, or electron-rich primary arylamines proceeds at 60-90 °C; an intramolecular coupling reaction between aryl chloride and primary amine moieties gives indoline at 70 °C; coupling reaction of aryl iodides with indole, pyrrole, carbazole, imidazole, or pyrazole can be carried out at 75-90 °C; and coupling reaction of electron-deficient aryl bromides with imidazole or pyrazole occurs at 60-90 °C to provide the corresponding N-aryl products in good to excellent yields. In addition, N,N-dimethylglycine promotes the coupling reaction of electron-rich aryl bromides with imidazole or pyrazole to afford the corresponding N-aryl imidazoles or pyrazoles at 110 °C. The possible action of amino acids in these coupling reactions is discussed.

BENZIMIDAZOLE DERIVATIVES AND THEIR USE FOR MODULATING THE GABA-A RECEPTOR COMPLEX

This invention relates to novel benzimidazole derivatives, pharmaceutical compositions containing these compounds, and methods of treatment therewith. The compounds of the invention are useful in the treatment of central nervous system diseases and disord

HAIR DYES COMPRISING M-PHENYLENEDIAMINE DERIVATIVES AS COUPLING COMPONENTS

The invention relates to agents for dyeing keratin fibers, especially human hair, containing at least one m-phenylenediamine derivative of formula (I) or one of the physiologically acceptable salts thereof as a coupling component in a cosmetically accepta

1, 3, 4-BENZOTRIAZEPIN-2-ONE SALTS AND THEIR USE AS CCK RECEPTOR LIGANDS

This invention relates to pharmaceutically acceptable salts of compounds of formula (I) wherein: W is N or N+-O-; R2 is an optionally substituted C1 to C18 hydrocarbyl group wherein up to three C atoms may optionally be replaced by N, O and/or S atoms. R3 is -(CR11R12)m-X-(CR13R14)p-R9; m is 0, 1, 2, 3 or 4; p is 0, 1 or 2; X is a bond, -CR15=CR16-, -C≡C-, C(O)NH, NHC(O), C(O)NMe, NMeC(O), C(O)O, NHC(O)NH, NHC(O)O, OC(O)NH, NH, O, CO, SO2, SO2NH, C(O)NHNH, R9 is H ; C1 to C6 alkyl ; or phenyl, naphthyl, pyridyl, benzimidazolyl, indazolyl, quinolinyl, isoquinolinyl, tetrahydroisoquinolinyl, indolinyl, isoindolinyl, indolyl, isoindolyl or 2-pyridonyl substituted with -L-Q. R4 is an optionally substituted C1 to C18 hydrocarbyl group wherein up to three C atoms may optionally be replaced by N, O and/or S atoms ; and Such salts are useful, for example, for the treatment of gastrin related disorders.