124750-53-4

Basic information

• Product Name: 5-(4'-Methylbiphenyl-2-yl)-1-trityl-1H-tetrazole
• Synonyms: 5-(4'-Methylbiphenyl-2-yl)-1-trityl-1H-tetrazole;5-[4'-METHYL (1,1'-BIPHENYL)-2-YL]-1-TRIPHENYLMETHYL-TETRAZOLE;n-(triphenylmethyl)-5-(4'-methylbiphenyl-2-yl-)terazole;N-(TRIPHENYLMETHYL)-5-(4'-METHYLBIPHENYL-2-YL)TETRAZOLE;5-(4'-Methyl-1,1'-biphenyl-2-yl)-1-triphenylmethyl-1H-tetrazole;5-[4''-METHYL (1,1''-BIPHENYL)-2-YL]-1-TRIPHENYLMETHYL-TETRAZOLE 98.5+%;N-(Triphenylmethyl)-5-(4'-Methylbiphenyl-2-yl) Tetrazole;N-TriphenylMethyl-5-[4'-Methylbiphenyl-2-yl]tetrazole-d4
• CAS NO: 124750-53-4
• Molecular Formula: C₃₃H₂₆N₄
• Molecular Weight: 478.59
• Product Categories: Biphenyl & Diphenyl ether;API intermediates;Hypertension
• Mol File: 124750-53-4.mol

Chemical Properties

• Melting Point: 166-169 °C(Solv: ethyl acetate (141-78-6); dichloromethane (75-09-2))
• Boiling Point: 681.633 °C at 760 mmHg
• Flash Point: 366.038 °C
• Appearance: /
• Density: 1.136 g/cm³
• Storage Temp.: Inert atmosphere,Room Temperature
• Solubility: Chloroform (Slightly)
• PKA: 0.30±0.10(Predicted)
• CAS DataBase Reference: 5-(4'-Methylbiphenyl-2-yl)-1-trityl-1H-tetrazole(CAS DataBase Reference)
• NIST Chemistry Reference: 5-(4'-Methylbiphenyl-2-yl)-1-trityl-1H-tetrazole(124750-53-4)
• EPA Substance Registry System: 5-(4'-Methylbiphenyl-2-yl)-1-trityl-1H-tetrazole(124750-53-4)

Safety Data

• Hazardous Substances Data: 124750-53-4(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
5-(4'-Methylbiphenyl-2-yl)-1-trityl-1H-tetrazole is used as an intermediate in the preparation of labelled Candesartan, a medication used for treating hypertension and heart failure. Its role in the synthesis process is crucial for the development of this therapeutic agent, contributing to its effectiveness in managing cardiovascular conditions.
Used in Chemical Synthesis:
5-(4'-Methylbiphenyl-2-yl)-1-trityl-1H-tetrazole is used as a reactant in the synthesis of anti-microbial agents. Its chemical properties make it a valuable component in creating compounds that can effectively combat microbial infections, offering a potential solution for various medical and environmental applications.

Upstream product

• 114772-53-1 2-Cyano-4'-methylbiphenyl 
• 76-83-5 trityl chloride 
• 611-20-1 salicylonitrile 
• 2042-37-7 o-cyanobromobenzene 
• 138313-23-2 2-<(trifluoromethanesulfonyl)oxy>benzonitrile 
• 150437-97-1 methyl 2-propyl-4-(1H-pyrrol-1-yl)-1H-imidazole-5-carboxylate 
• 1461-22-9 tributyltin chloride 
• 7646-93-7 potassium hydrogensulfate 
• 96042-30-7 4-(dicyanomethylene)-2-methyl-6-(p-dimethylaminostyryl)-4H-pyran 
• 120568-11-8 2-(tetrazol-5-yl)-4'-methyl-1,1'-biphenyl 
• 7148-03-0 o-tolylbenzoic acid 
• 114772-35-9 4'-methylbiphenyl-2-carboxylic acid chloride 
• 120568-15-2 N-(2-cyanoethyl)-4'-methyl[1,1']biphenyl-2-carboxamide 
• 120568-17-4 5-<4'-Methyl-1,1'-biphenyl-2-yl>-1H-tetrazole-1-propanenitrile 

Downstream Products

• 120568-11-8 5-<4'-Methyl-1,1'-biphenyl-2-yl>-1H-tetrazole 
• 124750-51-2 N-(triephenylmethyl)-5-<4'-(bromomethyl)-biphenyl-2-yl>tetrazole 
• 124751-00-4 2-Butyl-4-chloro-1-[[2'-[1-(triphenylmethyl)-1H-tetrazol-5-yl][1,1'-biphenyl]-4-yl]methyl]-1H-imidazole-5-methanol 
• 1599479-41-0 1-[2'-(1H-tetrazol-5-yl)biphenyl-4-ylmethyl]-3-([1,2,4]triazol-4-yliminomethyl)-1H-quinolin-2-one 
• 1599479-43-2 1-[2'-(1H-tetrazol-5-yl)-biphenyl-4-ylmethyl]-3-[(4-[1,2,4]triazol-1-ylmethyl-phenylimino)-methyl]-1H-quinolin-2-one 
• 1599479-39-6 C₄₃H₃₁N₅O₂ 
• 1599479-47-6 {2-[2'-(1H-tetrazol-5-yl)-biphenyl-4-ylmethylsulphanyl]-quinolin-3-ylmethylene}-[1,2,4]triazol-4-ylamine 
• 1599479-49-8 {2-[2'-(1H-tetrazol-5-yl)-biphenyl-4-ylmethylsulphanyl]-quinolin-3-ylmethylene}-(4-[1,2,4]triazol-1-ylmethyl-phenyl)-amine 
• 120568-11-8 2-(tetrazol-5-yl)-4'-methyl-1,1'-biphenyl 

Relevant articles and documents

Recycling and reuse technology for preparing triphenylchloromethane

The invention provides a recycling and reuse technology for preparing triphenylchloromethane. The technology comprises the following steps that hydrochloric acid or a mixture of the hydrochloric acidand Lewis acid is added into a solvent of triphenylcarbinol, stirring is conducted at a certain temperature, after a reaction is finished, separation is conducted, or after separation, recrystallization is further conducted, and the triphenylchloromethane is obtained after drying, wherein the reaction equation is shown in the description. The reuse technology is a recycling and reuse technology which is wide in raw material source, low in price and simple in production process operation and causes little pollution, and the technology is very suitable for commercialized production.

Method for synthesizing high-purity sartan side chain TTBB

The invention discloses a method for synthesizing high-purity sartan side chain TTBB. The method comprises the following steps: taking 4-methyl-2-cyanobiphenyl as a starting material; under a catalytic action of lewis acid triethylamine hydrochloride, carrying out cyclization reaction on the 4-methyl-2-cyanobiphenyl and sodium azide to generate a 5-[2-(4'-methyldiphenyl)]tetrazole compound; reacting the 5-[2-(4'-methyldiphenyl)] tetrazole compound with triphenylchloromethane under an alkaline condition to generate an N-(triphenylmethyl)-5-(4'-methylbiphenyl-2-yl)tetrazole compound; reacting togenerate a mixture of a compound TTBB and a compound Br-TTBB under the action of bromine-containing substances; promoting the compound Br-TTBB to be converted into the compound TTBB under the actionof diethyl phosphite by the mixture, thus finally obtaining the high-purity sartan side chain TTBB. The synthetic process disclosed by the invention has the advantages of better economical property, environment friendliness, high efficiency, simplicity and convenience; the mode of improving the purity of a target product through recrystallization for multiple times by adopting a conventional method is avoided.

Method of ortho-arylation of special functional group on palladium/carbon catalytic benzene ring

The invention discloses a method of ortho-arylation of a special functional group on a palladium/carbon catalytic benzene ring. The invention discloses a method of ortho-iodination of a special functional group on the palladium/carbon catalytic benzene ring. The method comprises the following steps: dissolving an aromatic ring with a substrate containing the special functional group, palladium/carbon as a catalyst, a hypervalent iodine agent and an alkaline substance into a solvent, carrying out reaction at the temperature of 80-120 DEG C for 5-12h, and after the reaction is completed, carrying out post-treatment on a reaction solution to obtain a substituted biphenyl product. The method has the advantages that the used method route cannot enable a great quantity of industrial waste water to be generated and is smaller in environmental pollution; a product obtained by reaction is high in yield and good in selectivity; and the used catalyst can be recycled and reused and has a potential industrial application value.

1,(3,)5-substituted imidazoles, useful in the treatment of hypertension and methods for their preparation

The present invention provides novel 1,5 and 1,3,5-substituted imidazole compounds in hydrophilic or lipophilic form, which are useful as angiotensin II ATI receptor antagonists suitable for transdermal delivery. The invention also provides pharmaceutical compositions containing such compounds, processes and intermediates for preparing compounds and their use in methods of treating hypertension and cardiovascular diseases.

Bacterial Peptide Deformylase Inhibition of Tetrazole-Substituted Biaryl Acid Analogs: Synthesis, Biological Evaluations, and Molecular Docking Study

The synthesis and screening of tetrazole-substituted biaryl acid analogs 7a–l as bacterial peptide deformylase (PDF) enzyme inhibitors is reported. The compounds 7e (IC50 value = 5.50 μM) and 7g (IC50 value = 7.25 μM) showed good PDF inhibition activity. The compounds 7e (MIC range = 10.75–11.66 μg/mL) and 7g (MIC range = 8.91–12.83 μg/mL) also showed potent antibacterial activity when compared with the standard ciprofloxacin (MIC range = 25–50 μg/mL). Thus, the active derivatives were not only potent PDF enzyme inhibitors but also efficient antibacterial agents. In order to gain more insight into the binding mode of the compounds with the PDF enzyme, the most active compounds 7e and 7g, the moderately active compound 7k, and the least active compound 7h were docked against the PDF enzyme of Escherichia coli. The docking study of the most active compounds 7e and 7g against the PDF enzyme exhibited good binding properties. Hence, we believe our synthesized compounds 7a–l could serve as reservoir for bacterial PDF inhibitor development.

Zn/MeOH-Mediated Practical and Easy Detritylation of Protected 1-Trityltetrazoles

A practical and low-cost method for the detritylation of 1-titryltetrazoles using zinc and methanol is described. This procedure is versatile and efficient in the deprotection of several protected tetrazoles bearing aliphatic, aromatic, and heteroaromatic substituents, as well as some functional groups, without decomposition of the tetrazole ring.

Indium-Mediated Cleavage of the Trityl Group from Protected 1 H -Tetrazoles

On treatment with indium metal in MeOH-THF, trityl groups undergo reductive removal from 1H-protected tetrazoles (including aliphatic, aromatic, and heteroaromatic substituents), affording the corresponding free tetrazoles in excellent yields, without any decomposition of the tetrazole ring or reduction of any other group.

Synthesis of new biphenyl-substituted quinoline derivatives, preliminary screening and docking studies

New quinoline derivatives containing biphenyl ring were synthesized and characterized by IR, 1H NMR and mass spectral studies. The synthesized compounds were screened for antimicrobial, anthelmintic activities as well as free radical scavenging property against the DPPH radical. The minimum inhibition concentration values showed promising inhibiting activity and are potent biological agents. The compounds showed minimum binding energy towards ?-tubulin. The compounds 11a, 11c, 13c and 13d have good affinity towards the active pocket and may be considered as a good inhibitor of β-tubulin. Indian Academy of Sciences.

Synthesis of new biphenyl-substituted quinoline derivatives, preliminary screening and docking studies

New quinoline derivatives containing biphenyl ring were synthesized and characterized by IR, 1H NMR and mass spectral studies. The synthesized compounds were screened for antimicrobial, anthelmintic activities as well as free radical scavenging property against the DPPH radical. The minimum inhibition concentration values showed promising inhibiting activity and are potent biological agents. The compounds showed minimum binding energy towards β-tubulin. The compounds 11a, 11c, 13c and 13d have good affinity towards the active pocket and may be considered as a good inhibitor of β-tubulin.

Detritylation of protected tetrazoles by naphthalene-catalyzed lithiation

Treatment of N-tritylated tetrazoles bearing aliphatic, aromatic, or heteroaromatic substituents (including functionalized ones) with lithium powder and a catalytic amount of naphthalene led to reductive removal of the trityl group to give excellent yields of the corresponding free tetrazoles without decomposition of the tetrazole ring. The detritylation process was successfully extended to several tetrazoles that are components of sartans, an interesting class of drugs. The chemoselectivity between trityl-tetrazole and trityl-amine bond-cleavage reactions was also studied. This method represents an efficient technique for deprotection of tritylated tetrazoles under non-acidic conditions. Georg Thieme Verlag Stuttgart, New York.