15515-58-9

Basic information

• Product Name: 2-[(diphenylmethyl)sulfanyl]ethanamine
• Synonyms: 2-(benzhydrylthio)ethanamine
• CAS NO: 15515-58-9
• Molecular Formula: C₁₅H₁₇NS*ClH
• Molecular Weight: 243.3672
• Mol File: 15515-58-9.mol

Chemical Properties

• Boiling Point: 365.3°C at 760 mmHg
• Flash Point: 174.7°C
• Density: 1.105g/cm³
• Vapor Pressure: 1.59E-05mmHg at 25°C
• Refractive Index: 1.61
• CAS DataBase Reference: 2-[(diphenylmethyl)sulfanyl]ethanamine(CAS DataBase Reference)
• NIST Chemistry Reference: 2-[(diphenylmethyl)sulfanyl]ethanamine(15515-58-9)
• EPA Substance Registry System: 2-[(diphenylmethyl)sulfanyl]ethanamine(15515-58-9)

Safety Data

• Hazardous Substances Data: 15515-58-9(Hazardous Substances Data)

Usage

Type of compound

Organic compound, sulfide

Key groups present

Diphenylmethane group, amine group

Common uses

Intermediate in the synthesis of pharmaceuticals and organic compounds, reagent in organic synthesis

Properties

Antimicrobial

Potential applications

Development of new drugs and materials

Handling precautions

May be hazardous if not handled properly

Upstream product

• 91-01-0 1,1-Diphenylmethanol 
• 156-57-0 2-mercaptoethylamine hydrochloride 
• 76-05-1 trifluoroacetic acid 

Downstream Products

• 90213-10-8 2-(benzhydrylsulfinyl)ethan-1-amine 
• 125510-95-4 N-<2-(diphenylmethylthiol)ethyl>-3-phenylpropylamine 
• 145532-79-2 N-<2-(diphenylmethylthio)ethyl>-3-phenyl-1-methylpropylamine 
• 145532-78-1 N-<2-(diphenylmethylthio)ethyl>-2-phenylethylamine 
• 145532-87-2 N-<2-(diphenylmethylthio)ethyl>-3-(3-trifluoromethylphenyl)-2-propenylamine 
• 145532-84-9 N-<2-(diphenylmethylthio)ethyl>-3-phenyl-2-propenylamine 
• 145532-75-8 N-<2-(diphenylmethylthio)ethyl>-1-methyl-2-phenylethylamine 
• 446235-37-6 N-(2-benzhydrylsulfanyl-ethyl)-oxalamic acid ethyl ester 
• 96922-45-1 N-(2-benzhydrylsulfanyl-ethyl)-oxalamic acid 
• 446235-38-7 {2-[(2-benzhydrylsulfanyl-ethylaminooxalyl)-amino]-ethyl}-carbamic acid tert-butyl ester 
• 446235-40-1 N-{2-[(2-benzhydrylsulfanyl-ethylaminooxalyl)-amino]-ethyl}-oxalamic acid ethyl ester 
• 15515-59-0 2-(diphenylmethylthio)ethanamine 
• 1555555-24-2 2-(benzhydrylthio)-N-(cyclopropylmethyl)ethan-1-amine 
• 1555555-27-5 N-(2-(benzhydrylthio)ethyl)butan-1-amine 

Relevant articles and documents

Elucidation of structural elements for selectivity across monoamine transporters: Novel 2-[(diphenylmethyl)sulfinyl]acetamide (modafinil) analogues

2-[(Diphenylmethyl)sulfinyl]acetamide (modafinil, (±)-1) is a unique dopamine uptake inhibitor that binds the dopamine transporter (DAT) differently than cocaine and may have potential for the treatment of psychostimulant abuse. To further investigate structural requirements for this divergent binding mode, novel thio- and sulfinylacetamide and ethanamine analogues of (±)-1 were synthesized wherein (1) the diphenyl rings were substituted with methyl, trifluoromethyl, and halogen substituents and (2) substituents were added to the terminal amide/amine nitrogen. Halogen substitution of the diphenyl rings of (±)-1 gave several amide analogues with improved binding affinity for DAT and robust selectivity over the serotonin transporter (SERT), whereas affinity improved at SERT over DAT for the p-halo-substituted amine analogues. Molecular docking studies, using a subset of analogues with DAT and SERT homology models, and functional data obtained with DAT (A480T) and SERT (T497A) mutants defined a role for TM10 in the substrate/inhibitor S1 binding sites of DAT and SERT.

POTENT AND SELECTIVE INHIBITORS OF MONOAMINE TRANSPORTERS; METHOD OF MAKING; AND USE THEREOF

Disclosed herein are bisarylmethylthioacetamides and bisarylmethylthioethylamines useful as inhibitors of monoamine transporters. The compounds are potent and/or selective inhibitors of dopamine (DA), serotonin (5-HT), and/or norepinephrine (NE) reuptake via their respective transporters, DAT, SERT and NET. Also disclosed are methods for eliciting a wake-promoting or cognitive or attention enhancing effect and for treating substance use disorders, attention deficit (hyperactivity) disorder, depressive disorders, bipolar disorder or other neuropsychiatric disorders sleep disorders or cognitive impairment using the compounds.

Synthesis, radiolabelling and biological evaluation of terminal oxamide derivatives of mercaptoacetyltriglycine

99mTc-MAG3 is widely used in clinical nuclear medicine as a potential replacement of 131I-OIH for renal function studies. The terminal carbonylglycine in the MAG3 backbone is assumed to be essential for maintain

New Prenylamine analogues: synthesis and Ca2+-entry blocking activity

The synthesis of a series of diphenylalkylamine derivatives related to prenylamine is reported.The amphetamine group in the prenylamine structure was replaced by other moieties.In addition to substitutions in the aromatic rings, heteroatoms such as sulphur and oxygen were introduced in the chain.The calcium-entry blocking activity was assayed in binding experiments on a guinea-pig brain membrane preparation by displacing -nitrendipine.

Benzhydryl derivatives having calmodulin inhibitor properties

The invention relates to a benzhydryl derivative having the formula STR1 wherein each of the groups R1, R2, and R3 represents one to four substituents independently selected from the group consisting of hydrogen, lower alkyl, halogen, and CF3, and at least one of the groups R1, R2, and R3 is halogen or CF3 ; R4 represents hydrogen or methyl; n is 2, 3, or 4; m is 1, 2, or 3; and X represents O or S; or its pharmaceutically acceptable salts. The benzhydryl derivative of the invention can be used to treat patients who are suffering from diseases which are influenced by calmodulin.

Facile Synthesis of N-10 Flavin Disufides

A facile, high yield route to N-10 flavine disulfides is described.The key feature is catalytic reduction of the nitro group to an amine function in an organic sulfide using platinum sulfide on charcoal.