13980-76-2

Basic information

• Product Name: 5-MERCAPTO-1-(4-METHOXYPHENYL)-1H-TETRAZOLE
• Synonyms: 1,2-dihydro-1-(4-methoxyphenyl)-5H-Tetrazole-5-thione;mercaptomethoxyphenyltetrazole;5-MERCAPTO-1-(4-METHOXYPHENYL)-1H-TETRAZOLE;5-MERCAPTO-1-(P-METHOXYPHENYL)-1H-TETRAZOLE;AKOS BBS-00000462;1-(4-METHOXYPHENYL)-1H-TETRAZOLE-5-THIOL;1-(4-METHOXYPHENYL)-5-MERCAPTOTETRAZOLE;5-MERCAPTO-1-(4-METHOXYPHENYL)-1H-TETRAZOLE 98+%
• CAS NO: 13980-76-2
• Molecular Formula: C₈H₈N₄OS
• Molecular Weight: 208.24
• Mol File: 13980-76-2.mol
• Article Data: 8

Chemical Properties

• Melting Point: 156-160°C
• Appearance: /
• CAS DataBase Reference: 5-MERCAPTO-1-(4-METHOXYPHENYL)-1H-TETRAZOLE(CAS DataBase Reference)
• NIST Chemistry Reference: 5-MERCAPTO-1-(4-METHOXYPHENYL)-1H-TETRAZOLE(13980-76-2)
• EPA Substance Registry System: 5-MERCAPTO-1-(4-METHOXYPHENYL)-1H-TETRAZOLE(13980-76-2)

Safety Data

• Statements: 11
• Safety Statements: 7/9-15-16-33
• RIDADR: 1325
• HazardClass: 4.1
• PackingGroup: II
• Hazardous Substances Data: 13980-76-2(Hazardous Substances Data)

Usage

General Description

5-Mercapto-1-(4-methoxyphenyl)-1H-tetrazole is a chemical compound that belongs to the class of tetrazole derivatives. It consists of a tetrazole ring with a mercapto group and a 4-methoxyphenyl group attached to it. It is commonly used as a ligand in coordination chemistry and as a building block in the synthesis of various organic compounds. This chemical has potential applications in medicinal chemistry, material science, and catalysis. It is important to handle and store this compound with care, as it is sensitive to air, light, and moisture.

Upstream product

• 13078-26-7 N-(4-methoxyphenyl)-1,2,3,4-thiatriazol-5-amine 
• 2284-20-0 4-Methoxyphenyl isothiocyanate 
• 43009-18-3 4-methoxyphenyl dithiocarbamic acid triethylammonium 
• 40207-03-2 p-Anisidinothioformyl-hydrazin 

Downstream Products

• 188717-36-4 Na⁽¹⁺⁾*C₈H₇N₄OS^(1-)=NaC₈H₇N₄OS 
• 78356-18-0 [1-(4-Methoxyphenyl)tetrazol-5-ylthio]acetic acid 
• 1618101-29-3 5-[(3,5-dinitrobenzyl)sulfonyl]-1-(4-methoxyphenyl)-1H-tetrazole 
• 1618101-25-9 5-[(3,5-dinitrobenzyl)sulfinyl]-1-(4-methoxyphenyl)-1H-tetrazole 
• 1618101-06-6 5-[(2,4-dinitrobenzyl)sulfanyl]-1-(4-methoxyphenyl)-1H-tetrazole 
• 1618101-39-5 5-[(3,5-dinitrobenzyl)oxy]-1-(4-methoxypheny)l-1H-tetrazole 
• 3043-66-1 1-(4-Methoxyphenyl)-5-methylsulfonyl-1H-tetrazole 
• 3206-50-6 1-(4-methoxy-phenyl)-5-methylsulfanyl-1H-tetrazole 
• 1618101-52-2 5-[(3,5-diaminobenzyl)sulfanyl]-1-(4-methoxyphenyl)-1H-tetrazole 
• 1618101-53-3 3-nitro-5-{[(1-(4-methoxyphenyl)-1H-tetrazol-5-yl)thio]methyl}aniline 
• 36951-54-9 5-bromo-1-(4-methoxyphenyl)-1H-tetrazole 
• 1453810-39-3 5-bromo-1-(3-bromo-4-methoxyphenyl)-1H-tetrazole 
• 13980-79-5 [1-(4-methoxy-phenyl)-1H-tetrazol-5-ylsulfanyl]-acetic acid ethyl ester 
• 13980-81-9 2-[1-(4-methoxy-phenyl)-1H-tetrazol-5-ylsulfanyl]-acetic acid hydrazide 

Relevant articles and documents

Discovery of quinazoline derivatives as a novel class of potent and in vivo efficacious LSD1 inhibitors by drug repurposing

Histone lysine-specific demethylase 1 (LSD1) is an important epigenetic modulator, and is implicated in malignant transformation and tumor pathogenesis in different ways. Therefore, the inhibition of LSD1 provides an attractive therapeutic target for cancer therapy. Based on drug repurposing strategy, we screened our in-house chemical library toward LSD1, and found that the EGFR inhibitor erlotinib, an FDA-approved drug for lung cancer, possessed low potency against LSD1 (IC50 = 35.80 μM). Herein, we report our further medicinal chemistry effort to obtain a highly water-soluble erlotinib analog 5k (>100 mg/mL) with significantly enhanced inhibitory activity against LSD1 (IC50 = 0.69 μM) as well as higher specificity. In MGC-803 cells, 5k suppressed the demethylation of LSD1, indicating its cellular activity against the enzyme. In addition, 5k had a remarkable capacity to inhibit colony formation, suppress migration and induce apoptosis of MGC803 cells. Furthermore, in MGC-803 xenograft mouse model, 5k treatment resulted in significant reduction in tumor size by 81.6% and 96.1% at dosages of 40 and 80 mg/kg/d, respectively. Our findings indicate that erlotinib-based analogs provide a novel structural set of LSD1 inhibitors with potential for further investigation, and may serve as novel candidates for the treatment of LSD1-overexpressing cancers.

4-(5-tetrazole sulfydryl hexyloxy) 3-phenylcoumarin robustic acid type fluorescent probes and preparation method thereof

The invention discloses six 4-(5-tetrazole sulfydryl hexyloxy) 3-phenylcoumarin robustic acid type fluorescent probes as well as a preparation method and application thereof. The general structural formula of the fluorescent probes is shown in the specification. The fluorescent probes combine the fluorescence characteristics of coumarins and tetrazole derivatives. The probes show very high selectivity and sensitivity to lead ions in a DMSO/H2O solution, have obvious hyperchromic effect compared with other ions, have changed maximum absorption peaks, and can be used as lead ion fluorescent probes.

Efficient dye-sensitized solar cells with potential-tunable organic sulfide mediators and graphene-modified carbon counter electrodes

A new class of organic sulfide mediators with programmable redox properties is designed via density functional theory calculations and synthesized for efficient dye-sensitized solar cells (DSCs). Photophysical and electrochemical properties of these mediators derived from systematical functionalization of the framework with electron donating and withdrawing groups (MeO, Me, H, Cl, CF3, and NO2) are investigated. With this new class of organic mediators, the redox potential can be fine-tuned over a 170 mV range, overlapping the conventional I-/I3-couple. Due to the suitable interplay of physical properties and electrochemical characteristics of the mediator involving electron-donating MeO group, the DSCs based on this mediator behave excellently in various kinetic processes such as dye regeneration, electron recombination, and mass transport. Thus, the MeO derivative of the mediator is identified as having the best performance of this series of redox shuttles. As inferred from electrochemical impedance spectroscopy and cyclic voltammetry measurements, the addition of graphene into the normal carbon counter electrode material dramatically improves the apparent catalytic activity of the counter electrode towards the MeO derivative of mediator, resulting in N719 based DSCs showing a promising conversion efficiency of 6.53% under 100 mW·cm-2 simulated sunlight illumination. Copyright