33901-36-9

Basic information

• Product Name: 5-(4-METHOXYPHENYL)-4H-1,2,4-TRIAZOLE-3-THIOL
• Synonyms: ASISCHEM A49845;5-(4-METHOXYPHENYL)-4H-1,2,4-TRIAZOLE-3-THIOL;4H-3-MERCAPTO-5(4-METHOXYPHENYL)-[1,2,4]TRIAZOLE;AKOS BBS-00006344;RARECHEM BG FB 0055;TIMTEC-BB SBB000466;5-(4-Methoxyphenyl)-2,4-dihydro-3H-1,2,4-triazole-3-thione;5-(4-methoxyphenyl)-1,2-dihydro-1,2,4-triazole-3-thione
• CAS NO: 33901-36-9
• Molecular Formula: C₉H₉N₃OS
• Molecular Weight: 207.25
• Mol File: 33901-36-9.mol
• Article Data: 26

Chemical Properties

• Boiling Point: 309.4°Cat760mmHg
• Flash Point: 140.9°C
• Appearance: /
• Density: 1.39g/cm³
• Vapor Pressure: 0.000641mmHg at 25°C
• Refractive Index: 1.685
• CAS DataBase Reference: 5-(4-METHOXYPHENYL)-4H-1,2,4-TRIAZOLE-3-THIOL(CAS DataBase Reference)
• NIST Chemistry Reference: 5-(4-METHOXYPHENYL)-4H-1,2,4-TRIAZOLE-3-THIOL(33901-36-9)
• EPA Substance Registry System: 5-(4-METHOXYPHENYL)-4H-1,2,4-TRIAZOLE-3-THIOL(33901-36-9)

Safety Data

• Hazardous Substances Data: 33901-36-9(Hazardous Substances Data)

Usage

InChI:InChI=1/C9H9N3OS/c1-13-7-4-2-6(3-5-7)8-10-9(14)12-11-8/h2-5H,1H3,(H2,10,11,12,14)

Upstream product

• 16778-84-0 4-methoxybenzoyl isothiocyanate 
• 100-07-2 4-methoxy-benzoyl chloride 
• 54998-29-7 ethyl 4-methoxybenzimidate hydrochloride 
• 833-84-1 1-(4-methoxy-benzoyl)-thiosemicarbazide 
• 96134-01-9 4-methoxy-N'-thiocarbamoyl-benzohydrazonic acid ethyl ester 
• 79-19-6 thiosemicarbazide 
• 100-09-4 4-methoxybenzoic acid 
• 3290-99-1 4-methoxybenzoic acid hydrazide 
• 121-98-2 methyl 4-methoxybenzoate 
• 708245-91-4 4-benzyl-3-(4-methoxyphenyl)-5-(phenylsulfanyl)-4H-1,2,4-triazole 
• 58553-14-3 4,4,6-trimethyl-1-(4-nitro-benzoylamino)-3,4-dihydro-1H-pyrimidine-2-thione 

Downstream Products

• 177713-72-3 (6R,7R)-7-Amino-3-[5-(4-methoxy-phenyl)-4H-[1,2,4]triazol-3-ylsulfanylmethyl]-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid 
• 58755-02-5 2-[5-(4-methoxyphenyl)-4H-1,2,4-triazole-3-ylthio]acetic acid 
• 1351946-15-0 C₁₃H₁₈N₄OS 
• 1351946-16-1 C₁₅H₂₂N₄OS 
• 1351946-17-2 C₂₃H₃₄N₄OS 
• 1620200-72-7 diethyl (3-((5-(4-methoxyphenyl)-1H-1,2,4-triazol-3-yl)thio)propyl)phosphonate 
• 286402-58-2 3-(4-methoxy-phenyl)-4,4-dioxo-4,5-dihydro-4λ⁶,7-dithia-1,2,3a,5-tetraaza-inden-6-one 

Relevant articles and documents

Development of phenyltriazole thiol-based derivatives as highly potent inhibitors of DCN1-UBC12 interaction

Defective in cullin neddylation 1(DCN1) is a co-E3 ligase that is important for cullin neddylation. Dysregulation of DCN1 highly correlates with the development of various cancers. Herein, from the initial high-throughput screening, a novel hit compound 5a containing a phenyltriazole thiol core (IC50 value of 0.95 μM for DCN1-UBC12 interaction) was discovered. Further structure-based optimization leads to the development of SK-464 (IC50 value of 26 nM). We found that SK-464 not only directly bound to DCN1 in vitro, but also engaged cellular DCN1, suppressed the neddylation of cullin3, and hindered the migration and invasion of two DCN1-overexpressed squamous carcinoma cell lines (KYSE70 and H2170). These findings indicate that SK-464 may be a novel lead compound targeting DCN1-UBC12 interaction.

Dammarane sapogenin derivative and preparation method and application thereof

The invention belongs to the technical field of medicines, and relates to a dammarane sapogenin derivative and a preparation method and application thereof. A series of dammarane sapogenin derivativesare obtained by combining dammarane sapogenins from plants with different groups. Anticancer activity evaluation and anticancer activity mechanism research are carried out on the derivative, and results show that the prepared dammarane sapogenin derivative has a remarkable anticancer effect, has no toxic effect on normal cells and can be used for preparing drugs for treating cancers.

Synthesis of N′-arylidene-2-(5-aryl-1H-1, 2, 4-triazol-3-ylthio) acetohydrazides as antidepressants

Abstract: A series of N′-arylidene-2-(5-aryl-1H-1, 2, 4-triazol-3-ylthio) acetohydrazide were synthesized. Condensation of aromatic aldehydes with 2-(5-aryl-1H-1, 2, 4-triazol-3-ylthio) acetohydrazide gave corresponding N′ -arylidene-2-(5-aryl-1H-1, 2, 4-triazol-3-ylthio) acetohydrazide. Spectral and elemental analysis was used for structural elucidation of novel 1, 2, 4-triazole schiff bases. The newly synthesized compounds were screened for their antidepressant activity by using tail suspension test in mice. Compound 4l showed significant activity among the series. Graphical Abstract: A series of new N′-arylidene-2-(5-aryl-1H-1, 2, 4-triazol-3-ylthio)acetohydrazide have been synthesized and characterized. The results revealed that compound 4l with bromo substitution exhibited promising antidepressant activity among the series. [InlineMediaObject not available: see fulltext.].