28022-43-7

Basic information

• Product Name: (4-CHLOROPHENYL)PHENYLMETHYLAMINE HYDROCHLORIDE
• Synonyms: [(4-chlorophenyl)-phenylmethyl]ammonium chloride;[(4-chlorophenyl)-phenyl-methyl]ammonium chloride;[(4-chlorophenyl)-phenylmethyl]azanium chloride;[(4-chlorophenyl)-phenyl-methyl]azanium chloride;Methylamine, 1-p-chlorophenyl-1-phenyl-, hydrochloride;TIMTEC-BB SBB003126;4-CHLOROBENZHYDRYLAMINE HCL;4-CHLOROBENZHYDRYLAMINE HYDROCHLORIDE
• CAS NO: 28022-43-7
• Molecular Formula: C₁₃H₁₂ClN
• Molecular Weight: 217.69
• Mol File: 28022-43-7.mol

Chemical Properties

• Melting Point: 300-305 °C (dec.)(lit.)
• Boiling Point: 336.85 °C at 760 mmHg
• Flash Point: 194.302 °C
• Appearance: /
• Density: 1.175
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• CAS DataBase Reference: (4-CHLOROPHENYL)PHENYLMETHYLAMINE HYDROCHLORIDE(CAS DataBase Reference)
• NIST Chemistry Reference: (4-CHLOROPHENYL)PHENYLMETHYLAMINE HYDROCHLORIDE(28022-43-7)
• EPA Substance Registry System: (4-CHLOROPHENYL)PHENYLMETHYLAMINE HYDROCHLORIDE(28022-43-7)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 28022-43-7(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
(4-CHLOROPHENYL)PHENYLMETHYLAMINE HYDROCHLORIDE is used as an active pharmaceutical ingredient (API) for the development of antihistamine medications. Its primary application is in the synthesis of Cetirizine, a widely used second-generation antihistamine drug. It is utilized for its ability to alleviate symptoms associated with allergies, such as sneezing, itching, and runny nose.
Used in Research and Development:
(4-CHLOROPHENYL)PHENYLMETHYLAMINE HYDROCHLORIDE is also used as a research compound for studying the absorption, distribution, metabolism, and excretion (ADME) of Cetirizine. This helps researchers understand the pharmacokinetics and pharmacodynamics of the drug, which can lead to the development of more effective and safer antihistamine medications.

InChI:InChI=1/C13H12ClN.ClH/c14-12-6-8-13(9-7-12)15-10-11-4-2-1-3-5-11;/h1-9,15H,10H2;1H

Upstream product

• 2998-98-3 (Z)-(4-chlorophenyl)(phenyl)methanone oxime 
• 2998-99-4 (E)-(4-chlorophenyl)(phenyl)methanone oxime 
• 134-85-0 4-chlorobenzophenone 
• 6738-06-3 phenylethynylmagnesium bromide 
• 104-88-1 4-chlorobenzaldehyde 
• 21333-51-7 1-(1-azido-1-phenylmethyl)-4-chlorobenzene 
• 119-56-2 (4-chlorophenyl)phenylmethanol 
• 41839-60-5 p-chlorobenzophenone imine 
• 100-47-0 benzonitrile 
• 831-81-2 4-chlorophenyl(phenyl)methane 

Downstream Products

• 103649-53-2 (4-chloro-benzhydryl)-(1-methyl-pyrrolidin-2-ylmethyl)-amine 
• 93011-28-0 N-(2-chloro-ethyl)-N'-(4-chloro-benzhydryl)-urea 
• 28022-43-7 (+)-4-chloro-benzhydrylamine 
• 28022-43-7 (-)-(4-chlorophenyl)(phenyl)methanamine 
• 150568-13-1 3-Chloro-2-chloromethyl-N-[(4-chloro-phenyl)-phenyl-methyl]-2-methyl-propionamide 
• 76075-05-3 (RS)-{[(4-Chloro-phenyl)-phenyl-methyl]-amino}-acetic acid ethyl ester 
• 83375-05-7 p-chlorobenzhydrylurea 
• 92161-42-7 4-chloro-benzhydryl isocyanate 
• 150568-22-2 3-Chloromethyl-1-[(4-chloro-phenyl)-phenyl-methyl]-3-methyl-azetidin-2-one 
• 163837-56-7 1-[(4-chlorophenyl)phenylmethyl]-4-[(4-methylphenyl)sulfonyl]piperazine 
• 61611-92-5 (4-chloro-benzhydryl)-(4,5-dihydro-1H-imidazol-2-yl)-amine 
• 1009371-00-9 ({[(4-chlorophenyl)phenylmethyl]carbamoyl}methyl)carbamic acid tert-butyl ester 
• 1155402-49-5 C₂₄H₂₃ClN₂O₂ 
• 628717-39-5 4-[(4-chloro-phenyl)-phenyl-methyl]-piperazine-1-carboxylic acid 4-nitro-phenyl ester 

Relevant articles and documents

Synthesis of N,O-acetals by net amide C[sbnd]N bond insertion of aldehydes into N-acyl phthalimides and N-acyl azoles

We found that N-acyl phthalimides and several N-acylated azoles are capable of reacting with aldehydes to form O-acyl-N,O-acetals in an apparent amide C[sbnd]N bond insertion. In the context of N-acyl phthalimides, the reaction is mediated by substoichiometric amounts of sodium iodide and potassium phthalimide. DFT computations supported a proposed mechanism and provided insights into the effect of the alkali metal additive. This strategy could be used to prepare a myriad of N,O-acetals from a range of aldehydes. A one-pot procedure was also developed in which N-acyl phthalimide was generated in situ prior to forming the N,O-acetal product. The one-pot strategy was used to demonstrate that activated amides derived from imidazole, pyrazole, (benzo)triazole, and tetrazole are also amenable substrates. Collectively, these studies provide an approach to the synthesis of a variety of N,O-acetals under mild conditions from inexpensive starting materials.

Electrochemical Oxidative C(sp3)-H/N-H Coupling of Diarylmethanes with Sulfoximines or Benzophenone Imine

Herein, we report an efficient electrochemical method for the synthesis of N-alkylated sulfoximines by electrochemical oxidative C(sp3)-H/N-H coupling of sulfoximines and diarylmethanes. In addition, we used the same conditions for electrochemical dehydrogenative amination of diarylmethanes with benzophenone imine as an aminating agent. The reactions showed good functional group tolerance and afforded the corresponding products in moderate to good yields without the use of a stoichiometric oxidant, a metal catalyst, or an activating agent.

Preparation method of levocetirizine

The invention provides a preparation method of levocetirizine. The method comprises the following steps of: the step 1, carrying out a cyclization reaction on (R)-4-chlorodiphenyl methylamine and tris(2-chloroethyl)amine to obtain a compound represented by a formula (I); 2, performing condensation reaction of the compound shown in the formula (I) and 2-ethyl glycolate to obtain a compound shown ina formula (II); and the step 3, converting the compound shown in the formula (II) into levocetirizine. According to the preparation method, (R)-4-chlorodiphenyl methylamine and tris(2-chloroethyl)amine are taken as the initial raw materials, and cyclization reaction, condensation reaction and hydrolysis reaction are carried out so as to obtain levocetirizine. The synthetic route provided by the invention is short, the yield is high, and experimental results show that the yield of the levocetirizine prepared by the method provided by the invention can reach 47%, and the purity can reach 99.7%.

Hydrogen bond directed aerobic oxidation of amines via photoredox catalysis

An application of H-bonding interactions for directing the α-C-H oxidation of amines to amides and amino-ketones catalyzed by an organic photocatalyst is reported. The high efficiency of this method is demonstrated by the aerobic oxidation of pyrrolidines, diarylamines and benzylamines bearing urea groups with high yields and a wide substrate scope.

Enantioselective Hydrogenation of Diarylmethanimines for Synthesis of Chiral Diarylmethylamines

An enantioselective hydrogenation of N-substituted diarylmethanimines under mild conditions has been first realized by using an iridium catalyst with a chiral f-spiroPhos ligand. This method provides an efficient access to the asymmetric synthesis of a variety of chiral diarylmethylamines and their derivatives with excellent enantioselectivities (up to 99.4% ee) and high turnover numbers (TON up to 4000).

DOPAMINE D2 RECEPTOR LIGANDS

The present invention relates to novel dopamine D2 receptor ligands. The invention further relates to functionally-biased dopamine D2 receptor ligands and the use of these compounds for treating or preventing central nervous system and systemic disorders associated with dysregulation of dopaminergic activity.

Lewis acid-catalyzed direct amination of benzhydryl alcohols

The Lewis acid-mediated direct amination of benzylic alcohols is described, providing various benzylic amine derivatives in good yields under mild and environmentally benign conditions. Among the different Lewis acids tested, gold(III) proved to be the catalyst of choice for both chemical (yield, conversion) and practical reasons (a filtration over a silica pad is generally sufficient to obtain the corresponding benzylic amine in analytically pure form).

A practical synthesis of para di- and mono-substituted benzhydrylamines from benzhydrol precursors

A series of para-substituted benzhydrylamines 6 were obtained by substitution of the corresponding benzhydrol precursors 1 with phenyl carbamate 2 under acidic conditions, followed by basic hydrolysis of the carbamate intermediates 3. One unsymmetrical intermediate 3i has been resolved by preparative chiral chromatography. Subsequent deprotection of the carbamate function led to the recovery of enantiomerically pure (+)- and (-)- 4-chlorobenzhydryl amines.

Synthesis of primary amines via nucleophilic addition of organometallic reagents to aldimines on solid support

Resin-immobilized aldimines 5, derived from the condensation of amine-functionalized Rink polystyrene resin with aldehydes, react with Grignard reagents, lithium reagents or LiBH4 to afford a wide variety of primary amines in good to excellent yields upon trifluoroacetic acid cleavage. In this amine synthesis, Rink resin functions both as a solid support and as a NH protecting group.