93742-43-9

Basic information

• Product Name: 2-(5-PHENYL-2H-TETRAZOL-2-YL)ETHANOL
• Synonyms: CHEMBRDG-BB 5380951;2-(5-PHENYL-2H-TETRAZOL-2-YL)ETHANOL;2-(5-PHENYL-2H-TETRAAZOL-2-YL)ETHANOL;TIMTEC-BB SBB014721;2-(5-phenyl-2H-tetrazol-2-yl)ethanol(SALTDATA: FREE)
• CAS NO: 93742-43-9
• Molecular Formula: C₉H₁₀N₄O
• Molecular Weight: 190.2019
• Mol File: 93742-43-9.mol

Chemical Properties

• Boiling Point: 399.8°C at 760 mmHg
• Flash Point: 195.6°C
• Appearance: /
• Density: 1.33g/cm³
• Vapor Pressure: 4.14E-07mmHg at 25°C
• Refractive Index: 1.663
• CAS DataBase Reference: 2-(5-PHENYL-2H-TETRAZOL-2-YL)ETHANOL(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(5-PHENYL-2H-TETRAZOL-2-YL)ETHANOL(93742-43-9)
• EPA Substance Registry System: 2-(5-PHENYL-2H-TETRAZOL-2-YL)ETHANOL(93742-43-9)

Safety Data

• Hazardous Substances Data: 93742-43-9(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Research and Drug Development:
2-(5-PHENYL-2H-TETRAZOL-2-YL)ETHANOL is utilized as a compound with potential biological activities for its anti-inflammatory and analgesic effects, making it a candidate for the development of new pharmaceuticals targeting these therapeutic areas.
Used in Coordination Chemistry Studies:
In coordination chemistry, 2-(5-PHENYL-2H-TETRAZOL-2-YL)ETHANOL is used as a ligand for metal ions, contributing to the understanding of metal-ligand interactions and the properties of resulting coordination compounds.
Used in the Development of New Materials:
2-(5-PHENYL-2H-TETRAZOL-2-YL)ETHANOL is employed in the research and development of new materials, potentially offering novel properties and applications in various industries.
Used in Organic Synthesis Strategies:
2-(5-PHENYL-2H-TETRAZOL-2-YL)ETHANOL is also used as a building block in organic synthesis, providing a foundation for the creation of more complex organic molecules with diverse applications.

InChI:InChI=1/C9H10N4O/c14-7-6-13-11-9(10-12-13)8-4-2-1-3-5-8/h1-5,14H,6-7H2

Upstream product

• 75-21-8 oxirane 
• 18039-42-4 5-Phenyl-1H-tetrazole 
• 93764-48-8 1-(2-ethoxycarbonyl-2-iodo-1-phenylethyl)-5-phenyltetrazole 
• 93742-50-8 1-(2-ethoxycarbonyl-2-hydroxy-1-phenylethyl)-5-phenyltetrazole 
• 18039-42-4 5-phenyl-2H-1,2,3,4-tetrazole 
• 540-51-2 2-bromoethanol 
• 50-00-0 formaldehyd 
• 20743-49-1 2-methyl-5-phenyl-2H-tetrazole 

Downstream Products

• 107933-56-2 5-phenyl-2-vinyl-2H-tetrazole 
• 2458-26-6 3-phenylpyrazole 
• 131727-62-3 1-chloro-2-(5-phenyltetrazol-2-yl)ethane 
• 134792-24-8 1-phenylsulphonyloxy-2-(5-phenyltetrazol-2-yl)ethane 

Relevant articles and documents

Selective and Potent Monoamine Oxidase Type B Inhibitors: 2-Subtituted 5-Aryltetrazole Derivatives

Twenty new 2-(cyanoalkyl)tetrazoles (15 and 16) and twenty new 2-(hydroxyalkyl)tetrazoles (17 and 18) were synthesized and investigated in vitro for their abilities to inhibit selectivity rat brain monoamine oxidase (MAO) B over MAO A.Most of then were MAO B inhibitors and those bearing a sunstituted 4-(arylmethoxy)phenyl group in the position 5 of the tetrazole ring had IC50 values between 8 νM for 18d and 2 nM for 16a (30 nM for lazabemide) with a selectivity toward MAO B of 37000 for 16a.The reversibility of their inhibitory activity was demonstrated by in vitro dialysis tests.The 5--2-(2-cyanoethyl)-tetrazole (16a) its derivative 16h and the 5--2-(2-hydroxyethyl)-tetrazole (18a) and its derivative 18h were found to be potent, in vitro selective, and competitive MAO B inhibitors.Tetrazole 16a can be considered one of the most active and selective competitive MAO B inhibitors known up to now.This compound was selected for ex vivo experiments and shown to be a strong and reversible MAO B inhibitor with a short duration of action after oral administration at 5 mg/kg.The structure-activity approach gives rise to the great inportance of lipophilicity over electronic effects of the compounds in these series.

Generation and Reaction of N-(α-Lithioalkyl)tetrazoles

Treatment of 1-alkyl-4 and 2-alkyl-5-phenyltetrazoles 10 with t-butyllithium in tetrahydrofuran at -78 deg C gives 'dipole-stabilised' α-lithioalkyl derivatives 2 and 3 which are readily converted into the corresponding deuteriated, silylated, alkylated, hydroxymethylated, acylated and carboxylated derivatives 5 and 11, mostly in high yield (Tables 1 and 2).Lithiation of 5-phenyl-2-trimethylsilylmethyltetrazole 10c, prepared in this way, followed by reaction with aldehydes results in Peterson olefination to give 2-alkenyltetrazoles 11g, h in good yield.

Synthesis of Imidazoles from Alkenes

Alkenes are converted into imidazoles through their epoxides by a sequence involving ring-opening with readily available 2-tributylstannyltetrazoles (8), dehydration of the resulting alcohols (9) using methyltriphenoxyphosphonium iodide in a improved procedure to give 1-alkenyltetrazoles (12), which give imidazoles (17) on photolysis.

Reaction of 5-Phenyltetrazole with α-Epoxides

A mixture of isomeric 1-(hydroxyethyl)- and 2-(hydroxyethyl)tetrazoles with preponderance of the 1,5-isomer was obtained by alkylation of 5-phenyltetrazole with ethylene oxide in an aqueous alcohol medium in the presence of NaOH. 1,3-Bis(5-phenyl-1-tetraz