64473-40-1

Usage

Uses

Used in Organic Synthesis:
1H-Tetrazole,5-(chloromethyl)-1-phenyl-(9CI) is used as a building block in organic synthesis for the development of various pharmaceuticals and agrochemicals. The presence of the chloromethyl group provides a reactive site that can be further modified through chemical reactions, allowing for the creation of a broad spectrum of organic compounds.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 1H-Tetrazole,5-(chloromethyl)-1-phenyl-(9CI) is utilized as a key intermediate in the synthesis of drugs with potential therapeutic applications. Its unique structure and reactivity contribute to the design and development of novel pharmaceutical agents with improved efficacy and selectivity.
Used in Agrochemical Industry:
Similarly, in the agrochemical industry, 1H-Tetrazole,5-(chloromethyl)-1-phenyl-(9CI) serves as a valuable precursor for the synthesis of agrochemicals, such as pesticides and herbicides. Its incorporation into these compounds can enhance their effectiveness in controlling pests and weeds, thereby contributing to increased crop yields and agricultural productivity.
Safety Precautions:
It is crucial to handle 1H-Tetrazole,5-(chloromethyl)-1-phenyl-(9CI) with care due to its potential health and safety risks. Proper safety measures, including the use of personal protective equipment and adherence to established safety protocols, should be strictly followed to minimize any risks associated with its use.

InChI:InChI=1/C8H7ClN4/c9-6-8-10-11-12-13(8)7-4-2-1-3-5-7/h1-5H,6H2

Upstream product

• 587-65-5 N-chloroacetyl-aniline 
• 10026-13-8 phosphorus pentachloride 
• 71-43-2 benzene 
• 62-53-3 aniline 
• 79-04-9 chloroacetyl chloride 

Downstream Products

• 26366-02-9 3-(1-phenyl-1H-tetrazol-5-yl)-propionic acid 
• 105208-32-0 dimethyl-[2-(1-phenyl-1H-tetrazol-5-ylmethoxy)-ethyl]-amine 
• 59695-33-9 1,1'-diphenyl-1H,1'H-5,5'-oxydimethyl-bis-tetrazole 
• 90887-34-6 methyl-(1-phenyl-1H-tetrazol-5-ylmethyl)-amine 
• 107270-21-3 5-(Ethoxymethyl)-1-phenyltetrazol 
• 125707-99-5 1-phenyl-5-cyanomethyltetrazole 
• 79874-44-5 (1-phenyl-5-tetrazolyl)methyltriphenylphosphonium chloride 
• 85697-23-0 3-(1-Phenyl-1,2,3,4-tetrazol-5-yl)methylthio-propionic acid 
• 93267-11-9 3-(1-phenyl-1,2,3,4-tetrazol-5-yl)methylthio-propionamide 
• 125208-76-6 1-Phenyl-5-((Z)-styryl)-1H-tetrazole 
• 79866-70-9 1-Phenyl-5-vinyl-1H-tetrazole 
• 79866-71-0 1-Phenyl-5-((1Z,3Z)-4-phenyl-buta-1,3-dienyl)-1H-tetrazole 
• 79866-72-1 1-Phenyl-5-((Z)-4-phenyl-but-1-en-3-ynyl)-1H-tetrazole 
• 79866-77-6 (1-phenyl-5-tetrazolyl)methylenetriphenylphosphorane 

Relevant academic research and scientific papers

A Convenient One-Pot Synthesis of 1,5-Disubstituted Tetrazoles Containing an Amino or a Carboxy Group

Abstract: A convenient method is proposed for constructing the tetrazole ring by a one-pot reaction of amides with phosphorus oxychloride and sodium azide. A series of 1,5-disubstituted tetrazoles containing an amino or a carboxy group, which present interest as buildings blocks for the synthesis of biologically active substances, were obtained.

Synthesis of 2-(1-aryl-1H-tetrazol-5-yl)-thieno[2,3-b]pyridine derivatives

[Figure not available: see fulltext.] Alkylation of 4,6-dimethyl-2-sulfanylpyridine-3-carbonitrile with 1-aryl-5-(chloromethyl)-1H-tetrazoles yielded 2-{[(1-aryl-1H-tetrazol-5-yl)methyl]sulfanyl}-4,6-dimethylpyridine-3-carbonitriles, which easily cyclize

Transition-metal-free multinitrogenation of amides by C-C bond cleavage: A new approach to tetrazoles

A metal-free brand-new one-pot multinitrogenation of amides for the chemo- A nd regioselective synthesis of 1,5-disubstituted tetrazoles has been developed. By means of electrophilic amide activation, and further C-C bond cleavage and rearrangement, a diverse set of functionalized 1,5-DST derivatives were selectively constructed under mild conditions. As showcased in the mechanisms, the chemoselectivity is easily switched by the selection of the starting materials in the reaction.

Improved Potency of Indole-Based NorA Efflux Pump Inhibitors: From Serendipity toward Rational Design and Development

The NorA efflux pump is a potential drug target for reversal of resistance to selected antibacterial agents, and recently we described indole-based inhibitor candidates. Herein we report a second class of inhibitors derived from them but with significant differences in shape and size. In particular, compounds 13 and 14 are very potent inhibitors in that they demonstrated the lowest IC50 values (2 μM) ever observed among all indole-based compounds we have evaluated.

Convergent Three-Component Tetrazole Synthesis

A microwave-accelerated, simple, and efficient method for the construction of the 1,5-tetrazole scaffold was developed. It comprises a multicomponent reaction of an amine, a carboxylic acid derivative, and an azide source. On the basis of the availability of the archetypical starting materials, this method provided very versatile synthetic access to 1,5-disubstituted tetrazoles. The usefulness of this method was demonstrated in the synthesis of biologically important fused tetrazole scaffolds and the marketed drug cilostazol.