GRADE & PURITY ≥98%(HPLC)

Synonyms

1,4-Thiadiazole-2(3H)-thione, 5-amino- | DTXSID1051486 | 1,3,4-Thiadiazole-2(3H)-thione, 5-amino- | 2-Mercapto-5-amino-1,4-thiadiazole | CCRIS 6893 | DB12348 | 2-Thiol-5-amino-1,4-thiadiazole | 2-Amino-.delta.2-1,3,4-thiadiazoline-5-thione | 5-amino-3H-1,

Storage

Argon charged,Room temperature

Shipped In

Normal

Specifications

Synonyms

1, 4-Thiadiazole-2(3H)-thione, 5-amino- | DTXSID1051486 | 1, 3, 4-Thiadiazole-2(3H)-thione, 5-amino- | 2-Mercapto-5-amino-1, 4-thiadiazole | CCRIS 6893 | DB12348 | 2-Thiol-5-amino-1, 4-thiadiazole | 2-Amino-.delta.2-1, 3, 4-thiadiazoline-5-thione | 5-amino-3H-1,

Specifications & Purity

≥98%(HPLC)

Storage

Argon charged, Room temperature

Shipped In

Normal

Purity

≥98%(HPLC)

Names and Identifiers

• Pubchem Sid: 488192203
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/488192203
• Canonical Smiles: C1(=NNC(=S)S1)N
• IUPAC Name: 5-amino-3H-1,3,4-thiadiazole-2-thione
• InChIKey: GDGIVSREGUOIJZ-UHFFFAOYSA-N
• INCHI: 1S/C2H3N3S2/c3-1-4-5-2(6)7-1/h(H2,3,4)(H,5,6)
• Isomeric SMILES: C1(=NNC(=S)S1)N
• WGK Germany: 3
• RTECS: XI4550000
• Molecular Weight: 133.2
• Beilstein: 81728
• Reaxy-Rn: 81728
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=81728&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • Class Azoles
      • Subclass Thiadiazoles
        • Level5 Aminothiadiazoles
          • Level6 2-amino-1,3,4-thiadiazoles

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Class: Azoles
• Subclass: Thiadiazoles
• Intermediate Tree Nodes: Aminothiadiazoles
• Direct Parent: 2-amino-1,3,4-thiadiazoles
• Alternative Parents: Heteroaromatic compounds Azacyclic compounds Primary amines Organosulfur compounds Organopnictogen compounds Hydrocarbon derivatives
• Molecular Framework: Aromatic heteromonocyclic compounds
• Substituents: 2-amino-1,3,4-thiadiazole - Heteroaromatic compound - Azacycle - Organic nitrogen compound - Organopnictogen compound - Hydrocarbon derivative - Primary amine - Organosulfur compound - Organonitrogen compound - Amine - Aromatic heteromonocyclic compound
• Description: This compound belongs to the class of organic compounds known as 2-amino-1,3,4-thiadiazoles. These are thiadiazoles with an amino group attached to the 2-position of a 1,3,4-thiadiazole ring.
• 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

Associated Targets(Human)

CA2 Tclin Carbonic anhydrase II (17698 Activities)

Discover Target: CA2

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

PTGS1 Tclin Cyclooxygenase-1 (9233 Activities)

Discover Target: PTGS1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

PTGS2 Tclin Cyclooxygenase-2 (13999 Activities)

Discover Target: PTGS2

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

CA1 Tclin Carbonic anhydrase I (13240 Activities)

Discover Target: CA1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

CA9 Tclin Carbonic anhydrase IX (8255 Activities)

Discover Target: CA9

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Mechanisms of Action

Chemical and Physical Properties

• Sensitivity: air sensitive
• Melt Point(°C): 235°C
• Molecular Weight: 133.200 g/mol
• XLogP3: 0.300
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 132.977 Da
• Monoisotopic Mass: 132.977 Da
• Topological Polar Surface Area: 108.000 Ų
• Heavy Atom Count: 7
• Formal Charge: 0
• Complexity: 129.000
• 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

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2. Yuan-yuan Zhang, Xiao-jun Wang, Hu Tian, Jin-juan Xing, Lin Liu.  (2023)  Epoxy composite coating with excellent anti-corrosion and self-healing properties based on mesoporous silica nano-containers.  JOURNAL OF MOLECULAR STRUCTURE,      [PMID:] [10.1016/j.molstruc.2023.136538]

3. Liu-Qin Zhang, Hua-Li Li, Xiao-Hu Zhang, Qiu-Ping Li, Shu-Wen Luo, Fa-Qian Liu.  (2022)  Antibiofouling Performance of a Metal-Organic Gel Based on 2-Amino-5-Mercapto-1,3,4-Thiadiazole and CuI.  Advanced Materials Interfaces,  9  (35): (2201688).  [PMID:] [10.1002/admi.202201688]

4. Yue Zhao, Teng Xu, Jin-He Zhou, Ji-Ming Hu.  (2021)  Superhydrophobic nanocontainers for passive and active corrosion protection.  CHEMICAL ENGINEERING JOURNAL,      [PMID:] [10.1016/j.cej.2021.134039]

5. Chun Kan, Xing Wang, Linyun Wu, Xiaotao Shao, Haizhu Xing, Min You, Jing Zhu.  (2021)  A fluorescent probe for rapid detection of low concentration mercury ions and its application in biological cells.  Analytical Methods,  13  (35): (3987-3993).  [PMID:34528936] [10.1039/D1AY01109J]

6. Ya-Wen Xu, Bo-Hai Zhang, Guo-Ran Li, Sheng Liu, Xue-Ping Gao.  (2019)  Covalently Bonded Sulfur Anchored with Thiol-Modified Carbon Nanotube as a Cathode Material for Lithium–Sulfur Batteries.  ACS Applied Energy Materials,      [PMID:] [10.1021/acsaem.9b01761]

7. Weihua Zheng, Min Zhao, Weifen Liu, Shangmin Yu, Liting Niu, Gengen Li, Haifeng Li, Weilu Liu.  (2018)  Electrochemical sensor based on molecularly imprinted polymer/reduced graphene oxide composite for simultaneous determination of uric acid and tyrosine.  JOURNAL OF ELECTROANALYTICAL CHEMISTRY,      [PMID:] [10.1016/j.jelechem.2018.02.022]

8. Xiaoyu Liang, Yabing Duan, Xiaoyue Yu, Jianxin Wang, Mingguo Zhou.  (2015)  Photochemical degradation of bismerthiazol: structural characterisation of the photoproducts and their inhibitory activities against Xanthomonas oryzae pv. oryzae.  PEST MANAGEMENT SCIENCE,  72  (5): (997-1003).  [PMID:26174501] [10.1002/ps.4080]

9. Dawei Xiang, Hao Wang, Shixing Wang, Manying Zhu, Yuefeng Chen, Xiang Liu, Ping Li, Likang Fu.  (2024)  Efficient capture performance and mechanism of thiadiazole-functionalized covalent organic framework for Pb(II) ion.  Journal of Water Process Engineering,      [PMID:] [10.1016/j.jwpe.2024.105604]

10. Rui Yin, Yuhang Liu, Yi Luo, Jia Yan, Jialiang Li, Duo Chen, Tao Sun, Shichao Li, Zhanjun Wu.  (2025)  Enhancing the liquid oxygen compatibility of epoxy resin by introducing a novel phosphorus / sulfur-containing flame retardant.  POLYMER DEGRADATION AND STABILITY,      [PMID:] [10.1016/j.polymdegradstab.2025.111296]

11. Lijuan Zhu, Chun Feng, Pengao Yu, Yuchi Guo, Zongxue Yu, Xiaofeng Bai, Yuji Li.  (2025)  Dual-Layer Anticorrosion Coating: Advanced Multifunctional Coating with Both Superhydrophobicity and pH-Responsive Behavior.  LANGMUIR,      [PMID:40990381] [10.1021/acs.langmuir.5c03577]

12. Jing Li, Ying-Xia Ma, Shi-Fan Chang, Wen-Jing Li, Rui-Xiang Wu, Zhi-Da Wang, Yu-Ting Chai, Fen Ran.  (2025)  Fabrication of S, N and O conjugated coordination Ni-MOFs with high electrochemical performance for self-regenerative asymmetric supercapacitor.  JOURNAL OF PHYSICS AND CHEMISTRY OF SOLIDS,      [PMID:] [10.1016/j.jpcs.2025.113062]

13. Xuyuan Sun, Minmin Liu, Ying Wang, Zhengyuan Dai, Li Li, Yaping Ding.  (2025)  A molecularly imprinted electrochemical sensor based on dual functional monomers for trace determination of ramipril.  MICROCHEMICAL JOURNAL,      [PMID:] [10.1016/j.microc.2025.114311]

14. Jing Li, Ying-Xia Ma, Shi-Fan Chang, Jia-Qi Liu, Fei Wang, Fen Ran, Pei-Qing La.  (2025)  Fabrication of novel MOFs based on the strategy of dual ligands and heterometallic doping for high performance supercapacitors.  JOURNAL OF PHYSICS AND CHEMISTRY OF SOLIDS,      [PMID:] [10.1016/j.jpcs.2025.113418]

15. Kai Li, Rongguo Sun.  (2025)  Bifunctional N/S-Coordinated Thiadiazole–Triazine Porous Organic Polymer for Efficient Hg(II) Immobilization in Aqueous–Soil Systems.  Processes,  13  (11): (3652).  [PMID:] [10.3390/pr13113652]