3-Mercapto-1,2,4-triazole - ≥97% , CAS No.3179-31-5

CAS: 3179-31-5 Cat. No.: M113506 Molecular Weight: 101.13 Beilstein Registry Number: 107731 EC Number: 221-656-6

GRADE & PURITY ≥97%

Synonyms

1,3,4-Triazole-2-thiol | SCHEMBL62313 | S-Triazole-3-thiol | 1,5-dihydro-1,2,4-triazole-5-thione | 4H-1,2,4-Triazole-3-thiol | UNII-RUS62L885R | 2H-[1,2,4]Triazole-3-thiol | 3H-1,2,4-Triazole-3-thione, 1,2-dihydro- | 3-mercaptano-1,2,4-triazole | 3-Thio-1

Storage

Room temperature

Shipped In

Normal

Overview

1H-1,2,4-Triazole-3-thiol is a mercapto-substituted 1,2,4-triazole ligand and exhibits tautomerism in solution. 1H-1,2,4-Triazole-3-thiol forms novel luminescent polymers with cadmium(II) salts. 1H-1,2,4-Triazole-3-thiol undergoes regioselective S-alkylation to form a series of S-substituted derivatives.
1H-1,2,4-Triazole-3-thiol was used in a study to design a surface enhanced Raman scattering based probe for fast and accurate detection of DNA markers

Specifications

Synonyms

1, 3, 4-Triazole-2-thiol | SCHEMBL62313 | S-Triazole-3-thiol | 1, 5-dihydro-1, 2, 4-triazole-5-thione | 4H-1, 2, 4-Triazole-3-thiol | UNII-RUS62L885R | 2H-[1, 2, 4]Triazole-3-thiol | 3H-1, 2, 4-Triazole-3-thione, 1, 2-dihydro- | 3-mercaptano-1, 2, 4-triazole | 3-Thio-1

Specifications & Purity

≥97%

Storage

Room temperature

Shipped In

Normal

Purity

≥97%

Names and Identifiers

• Pubchem Sid: 488192195
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/488192195
• Canonical Smiles: C1=NC(=S)NN1
• IUPAC Name: 1,2-dihydro-1,2,4-triazole-3-thione
• InChIKey: AFBBKYQYNPNMAT-UHFFFAOYSA-N
• INCHI: 1S/C2H3N3S/c6-2-3-1-4-5-2/h1H,(H2,3,4,5,6)
• Isomeric SMILES: C1=NC(=S)NN1
• WGK Germany: 1
• RTECS: XZ5267500
• Molecular Weight: 101.13
• Beilstein: 107731
• Reaxy-Rn: 107731
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=107731&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • Class Azoles
      • Subclass Triazoles

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Class: Azoles
• Subclass: Triazoles
• Intermediate Tree Nodes: Not available
• Direct Parent: Triazoles
• Alternative Parents: Triazolines Heteroaromatic compounds Azacyclic compounds Organosulfur compounds Organopnictogen compounds Organonitrogen compounds Hydrocarbon derivatives
• Molecular Framework: Aromatic heteromonocyclic compounds
• Substituents: Triazoline - Heteroaromatic compound - 1,2,4-triazole - Azacycle - Organic nitrogen compound - Organopnictogen compound - Hydrocarbon derivative - Organosulfur compound - Organonitrogen compound - Aromatic heteromonocyclic compound
• Description: This compound belongs to the class of organic compounds known as triazoles. These are compounds containing a five-member aromatic ring of two carbon atoms and three nitrogen atoms.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Mechanisms of Action

Chemical and Physical Properties

• Solubility: H2O: soluble50 g/L
• Melt Point(°C): 221-222°C
• Molecular Weight: 101.130 g/mol
• XLogP3: -0.200
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 101.005 Da
• Monoisotopic Mass: 101.005 Da
• Topological Polar Surface Area: 68.500 Ų
• Heavy Atom Count: 6
• Formal Charge: 0
• Complexity: 97.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1

References

1. Ye Jia, Donghai Zhu, Qifan Yang, Xu Liu, Zahra Gholami, Mohammadtaghi Vakili, Shuangxi Zhou, Wei Wang.  (2023)  Triazole and methylthio modified covalent organic frameworks for enhancing Hg(II) adsorption from water.  Materials Today Communications,      [PMID:] [10.1016/j.mtcomm.2023.107976]

2. Dazhuang Wang, Ruotong Liu, Xiaohui Liu, Guangwen Hu, Zhineng Fu, Miao Dong, Liju Liu, Xinrui Lin, Ping Zhang, Junhua Chen, Jianxin Yang, Xinghua Xue.  (2023)  The Synthesis and Synergistic Effect of Heterocyclic Groups Grafted on Acrylic Polymers by Ester Groups for Marine Antifouling.  Coatings,  13  (9): (1643).  [PMID:] [10.3390/coatings13091643]

3. Zhou Kunfeng, Han Hong, Sha Jingquan, Luan Shaozheng, Diao Yan, Dong Chunyao, Yang Jinghua.  (2021)  Synthesis of POMOFs with 8-fold helix and its composite with carboxyl functionalized SWCNTs for the voltammetric determination of dopamine.  ANALYTICAL AND BIOANALYTICAL CHEMISTRY,  413  (21): (5309-5320).  [PMID:34263347] [10.1007/s00216-021-03504-3]

4. Dongshun Deng, Xiuzhi Duan, Bao Gao, Chao Zhang, Xiaoxia Deng, Lei Gong.  (2019)  Efficient and reversible absorption of NH3 by functional azole–glycerol deep eutectic solvents.  NEW JOURNAL OF CHEMISTRY,  43  (29): (11636-11642).  [PMID:] [10.1039/C9NJ01788G]

5. Jianwei Yuan, Su Li, Zhaofei Dang, Sixia Liu, Fu Yang, Dongguang Wang, Hengcong Tao, Shuying Gao, Edison Huixiang Ang.  (2024)  Harnessing Janus structures: enhanced internal electric fields in C3N5 for improved H2 photocatalysis.  Materials Horizons,      [PMID:39625708] [10.1039/D4MH01316F]

6. Yanyan Lu, Yu Qiao, Haoming Bao, Kang Chen, Yi Wei, Qian Zhao, Guo Kang Leon, Hongwen Zhang, Xing Yi Ling, Weiping Cai.  (2025)  Machine Learning-Driven Surface Plasmon-Enhanced Dual Spectroscopies Improve Recognition and Real-Time Monitoring of Hazardous Chemicals.  ANALYTICAL CHEMISTRY,      [PMID:40214208] [10.1021/acs.analchem.5c00545]