220429-71-0

Basic information

• Product Name: 5-(beta-Styryl)-2H-1,2,3,4-tetrazole
• Synonyms: 5-(beta-Styryl)-2H-1,2,3,4-tetrazole;5-(^b-Styryl)-2H-1,2,3,4-tetrazole;5-STYRYL-1H-TETRAZOLE
• CAS NO: 220429-71-0
• Molecular Formula: C₉H₈N₄
• Molecular Weight: 172.18662
• Mol File: 220429-71-0.mol
• Article Data: 13

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 5-(beta-Styryl)-2H-1,2,3,4-tetrazole(CAS DataBase Reference)
• NIST Chemistry Reference: 5-(beta-Styryl)-2H-1,2,3,4-tetrazole(220429-71-0)
• EPA Substance Registry System: 5-(beta-Styryl)-2H-1,2,3,4-tetrazole(220429-71-0)

Safety Data

• Hazardous Substances Data: 220429-71-0(Hazardous Substances Data)

Upstream product

• 1885-38-7 cinnamic nitrile 
• 59336-59-3 cinnamaldehyde oxime 
• 14371-10-9 (E)-3-phenylpropenal 
• 4360-47-8 cinnamonitrile 
• 20068-10-4 (E)-4-phenyl-3-butenenitrile 
• 4407-36-7 (2E)-3-phenyl-2-propen-1-ol 
• 104-55-2 3-phenyl-propenal 
• 588-72-7 [(E)-2-bromoethenyl]benzene 

Downstream Products

• 1357019-55-6 1-[(3-methylphenyl)sulfonyl]-5-[(E)-2-phenylethenyl]-1H-tetrazole 
• 1357019-48-7 5-[(E)-2-phenylethenyl]-1-(phenylsulfonyl)-1H-tetrazole 
• 1357019-49-8 1-[(4-methylphenyl)sulfonyl]-5-[(E)-2-phenylethenyl]-1H-tetrazole 

Relevant articles and documents

Azole Based Acetohydrazide Derivatives of Cinnamaldehyde Target and Kill Candida albicans by Causing Cellular Apoptosis

Opportunistic fungal pathogens including Candida albicans are responsible for the alarming rise in hospital acquired infections and millions of deaths worldwide. The current treatment modalities are not enough to handle this situation, and therefore, new treatment modalities and strategies are desperately needed. In this direction, we synthesized a series of azole based acetohydrazide derivatives of cinnamaldehyde and subjected it to antifungal activity evaluation. Preliminary antifungal activity evaluation revealed tremendous antifungal potential of some of the derivatives against fluconazole susceptible and resistant clinical isolates of Candida albicans. Although all the compounds in the series are structurally similar except for the presence of different substituents on the phenyl ring of the acetohydrazide pendent, they sharply differed in their activity profile. Further mechanism of action studies revealed that these compounds have an apoptotic effect on C. albicans confirmed via Annexin V-FITC staining and TUNEL assay.

Efficient synthesis of tetrazole hemiaminal silyl ethers via three-component hemiaminal silylation

An efficient route to construct 2,5-disubstituted tetrazole hemiaminal silyl ethers via one-pot three-component hemiaminal silylation of 5-substituted tetrazoles, aldehydes, and silyl triflates was developed. Diverse 2,5-disubstituted tetrazole hemiaminal silyl ethers were obtained with 37?:?63->99?:?1 regioisomeric ratios. The regioselectivities of this reaction were significantly affected by steric hindrance and the conjugation effects of substitutions on the 5-position of tetrazoles.

Design and synthesis of laser-activatable tetrazoles for a fast and fluorogenic red-emitting 1,3-dipolar cycloaddition reaction

The design and synthesis of a new class of laser light activatable tetrazoles with extended π-systems is reported. Upon 405 nm laser light irradiation, these bithiophene-substituted tetrazoles underwent extremely fast 1,3-dipolar cycloaddition reactions with dimethyl fumarate with second-order rate constants approaching 4000 M-1 s-1. The resulting pyrazoline cycloadducts exhibited solvent-dependent red fluorescence, making these tetrazoles potentially useful as fluorogenic probes for detecting alkenes in vivo.