7569-26-8

Usage

Uses

Used in Pharmaceutical Industry:
P-Toluenesulfonylmethyl chloride is used as a reagent for the preparation of tosylmethyl derivatives, which serve as important intermediates in the synthesis of various pharmaceutical compounds. Its ability to facilitate nucleophilic substitution reactions aids in the development of new drugs and drug candidates.
Used in Agrochemical Industry:
In the agrochemical industry, P-Toluenesulfonylmethyl chloride is used as a reagent for the synthesis of tosylmethyl derivatives that are key intermediates in the production of agrochemicals, such as pesticides and herbicides. Its reactivity and versatility contribute to the development of effective and targeted agrochemical products.
Used as a Protecting Group in Organic Synthesis:
P-Toluenesulfonylmethyl chloride is used as a protecting group for alcohols and amines during organic synthesis. This allows chemists to temporarily block the reactivity of these functional groups, enabling the selective modification of other parts of a molecule without affecting the protected groups. Once the desired transformations are complete, the protecting group can be removed, restoring the original reactivity of the alcohol or amine.
It is important to handle P-Toluenesulfonylmethyl chloride with caution due to its corrosive nature and potential to cause harm if swallowed, inhaled, or if it comes into contact with the skin or eyes. Proper safety measures should be taken to minimize risks associated with its use.

InChI:InChI=1/C8H9ClO2S/c1-7-2-4-8(5-3-7)12(10,11)6-9/h2-5H,6H2,1H3

Upstream product

• 34125-84-3 chloromethyl p-tolyl sulfide 
• 1538-98-3 p-tosyldiazomethane 
• 22898-06-2 1,2-Dichlor-1-<4-methyl-phenylsulfon>-ethylen 
• 24824-93-9 chloromethyl p-tolyl sulfoxide 
• 2725-60-2 1-(p-methylphenylsulfonyl)-1-diazopropan-2-one 
• 1666-24-6 α-benzoyl-α-(p-tolylsulfonyl)diazomethane 
• 824-79-3 sodium 4-methylbenzenesulfinate 
• 623-13-2 4-methylphenyl methylsulfide 
• 74-97-5 chlorobromomethane 
• 98-59-9 p-toluenesulfonyl chloride 
• 2850-26-2 (toluene-4-sulfonylmethyl)-carbamic acid ethyl ester 
• 2951-53-3 N-nitroso-(toluene-4-sulfonylmethyl)-carbamic acid ethyl ester 
• 5366-49-4 4-toluenesulfonylacetone 
• 460743-34-4 α-chloro-α-(p-tolylsulfonyl)acetophenone 

Downstream Products

• 101349-84-2 4-chloromethanesulfonyl-benzoic acid 
• 131221-57-3 7-Methoxy-4-nitro-5-(toluene-4-sulfonylmethyl)-benzo[1,2,5]oxadiazole 1-oxide 
• 131221-58-4 5-Methoxy-4-nitro-7-(toluene-4-sulfonylmethyl)-benzo[1,2,5]oxadiazole 1-oxide 
• 143998-61-2 3-Chloro-4-(toluene-4-sulfonylmethyl)-pyridazine 
• 108450-99-3 4-Methyl-1-nitro-2-(p-tolylsulfonylmethyl)naphthalene 
• 143998-62-3 3,6-Dichloro-4-(toluene-4-sulfonylmethyl)-pyridazine 
• 129919-45-5 1,1a,1b,2-tetrahydro-1,2-bis(p-tolylsulfonyl)bisazirino<1.2-a:2'.1'-c>pyrido<2.3-e>pyrazine 
• 115909-67-6 2-(Toluene-4-sulfonylmethyl)-pyrido[3,4-b]pyrazine 
• 115909-66-5 C₂₃H₂₁N₃O₄S₂ 
• 125803-54-5 cis-1-(2-<(tolu-4-ylsulfonyl)methyl>cyclohexyl)pyrrolidine 
• 125803-54-5 1-[(1R,2R)-2-(Toluene-4-sulfonylmethyl)-cyclohexyl]-pyrrolidine 
• 125803-52-3 4-(2-<(tol-4-ylsulfonyl)methyl>cyclopentyl)morpholine 
• 125803-52-3 4-(2-<(tol-4-ylsulfonyl)methyl>cyclopentyl)morpholine 
• 125803-53-4 4-(2-<(tol-4-ylsulfonyl)methyl>cyclohexyl)morpholine 

Relevant academic research and scientific papers

Lowering of 5-nitroimidazole's mutagenicity: Towards optimal antiparasitic pharmacophore

To improve the antiparasitic pharmacophore, 20 5-nitroimidazoles bearing an arylsulfonylmethyl group were prepared from commercial imidazoles. The antiparasitic activity of these molecules was assessed against Trichomonas vaginalis, the in vitro cytotoxicity was evaluated on human monocytes and the mutagenicity was determined by the Salmonella mutagenicity assay. All IC50 on T. vaginalis were below the one of metronidazole. The determination of the specificity indexes (SIs), defined as the ratios of the cytotoxic activity and the antitrichomonas activity, indicated that 11 derivatives had a SI over the one of metronidazole. Molecules, bearing an additional methyl group on the 2-position, showed a lower mutagenicity than metronidazole. Moreover, three derivatives were characterized by a low mutagenicity and an efficient antitrichomonas activity.

Syntheses and in vitro evaluation of arylsulfone-based MMP inhibitors with heterocycle-derived zinc-binding groups (ZBGs)

Several classes of arylsulfone-based MMP-2/-9 inhibitors utilizing 6- to 8-membered heterocyclic rings as zinc-binding groups (ZBGs) have been synthesized and their enzyme inhibitory activities were evaluated. Although a number of 6- and 7-membered hetero

Chemoselective mono halogenation of β-keto-sulfones using potassium halide and hydrogen peroxide; synthesis of halomethyl sulfones and dihalomethyl sulfones

The synthesis of α-halo β-keto-sulfones using potassium halide and hydrogen peroxide as a chemoselective mono halogenation reagent and the synthesis of α,α-symmetrical and asymmetrical dihalo β-keto-sulfones and α-halo, α-alkyl and β-keto-sulfones is described. Base induced cleavage of α-halo β-keto-sulfones, α,α-dihalo β-keto-sulfones, and α-halo, α-alkyl β-keto-sulfones afforded the corresponding halomethyl sulfones, dihalomethyl sulfones and haloalkyl sulfones.

Rapid synthesis of new 5-nitroimidazoles as potential antibacterial drugs via VNS procedure

Original 4-arylsulfonylmethyl-5-nitroimidazoles were prepared by reacting four chloromethylaryl sulfones with 5-nitroimidazole derivatives via a vicarious nucleophilic substitution (VNS) of hydrogen reaction. Copyright Taylor & Francis Group, LLC.