4-Phenylthiosemicarbazide - ≥98% , CAS No.5351-69-9

CAS: 5351-69-9 Cat. No.: P101898 Molecular Weight: 167.23 Beilstein Registry Number: 608285 EC Number: 226-329-1

GRADE & PURITY ≥98%

Synonyms

4-PHENYL,3-THIO-SEMICARBAZIDE | AB01315576-02 | D91931 | N-phenylhydrazinecarbimidothioic acid | 1-azanyl-3-phenyl-thiourea | Semicarbazide, 4-phenyl-3-thio- | 4-Phenylhydrazinethiocarbamide | DTXSID6063808 | doi:10.14272/KKIGUVBJOHCXSP-UHFFFAOYSA-N.1 | N

Storage

Store at 2-8°C

Shipped In

Wet ice

Overview

4-Phenylthiosemicarbazide was used in the synthesis of amberlite XAD resins. It was also used in the synthesis of a series of thiosemicarbazones.

Specifications

Synonyms

4-PHENYL, 3-THIO-SEMICARBAZIDE | AB01315576-02 | D91931 | N-phenylhydrazinecarbimidothioic acid | 1-azanyl-3-phenyl-thiourea | Semicarbazide, 4-phenyl-3-thio- | 4-Phenylhydrazinethiocarbamide | DTXSID6063808 | doi:10.14272/KKIGUVBJOHCXSP-UHFFFAOYSA-N.1 | N

Specifications & Purity

≥98%

Storage

Store at 2-8°C

Shipped In

Wet ice

This product requires cold chain shipping. Ground and other economy services are not available.

Purity

≥98%

Names and Identifiers

• Canonical Smiles: C1=CC=C(C=C1)NC(=S)NN
• IUPAC Name: 1-amino-3-phenylthiourea
• InChIKey: KKIGUVBJOHCXSP-UHFFFAOYSA-N
• INCHI: 1S/C7H9N3S/c8-10-7(11)9-6-4-2-1-3-5-6/h1-5H,8H2,(H2,9,10,11)
• Isomeric SMILES: C1=CC=C(C=C1)NC(=S)NN
• WGK Germany: 3
• RTECS: VT4025000
• UN Number: 2811
• Molecular Weight: 167.23
• Beilstein: 608285
• Reaxy-Rn: 608285
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=608285&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Benzenoids
    • Class Benzene and substituted derivatives

• Kingdom: Organic compounds
• Superclass: Benzenoids
• Class: Benzene and substituted derivatives
• Subclass: Not available
• Intermediate Tree Nodes: Not available
• Direct Parent: Benzene and substituted derivatives
• Alternative Parents: Thiosemicarbazides Organosulfur compounds Organopnictogen compounds Hydrocarbon derivatives
• Molecular Framework: Aromatic homomonocyclic compounds
• Substituents: Monocyclic benzene moiety - Thiosemicarbazide - Organic nitrogen compound - Organopnictogen compound - Hydrocarbon derivative - Organosulfur compound - Organonitrogen compound - Aromatic homomonocyclic compound
• Description: This compound belongs to the class of organic compounds known as benzene and substituted derivatives. These are aromatic compounds containing one monocyclic ring system consisting of benzene.
• 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(non-human)

Aspergillus fumigatus (16427 Activities)

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

Cryptococcus neoformans (21258 Activities)

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Candida albicans (78123 Activities)

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Mechanisms of Action

Chemical and Physical Properties

• Solubility: Solubility in Methanol almost transparency
• Melt Point(°C): 137-141°C
• Molecular Weight: 167.230 g/mol
• XLogP3: 0.800
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 167.052 Da
• Monoisotopic Mass: 167.052 Da
• Topological Polar Surface Area: 82.200 Ų
• Heavy Atom Count: 11
• Formal Charge: 0
• Complexity: 132.000
• 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. Qi Wu, LiHeng Feng, Jian Bin Chao, Yu Wang, Shaomin Shuang.  (2021)  Ratiometric sensing of Zn2+ with a new benzothiazole-based fluorescent sensor and living cell imaging.  ANALYST,  146  (13): (4348-4356).  [PMID:34113936] [10.1039/D1AN00749A]

2. Jiali Tang, Yingbi Chen, Minghu Zhao, Shixing Wang, Libo Zhang.  (2021)  Phenylthiosemicarbazide-functionalized UiO-66-NH2 as highly efficient adsorbent for the selective removal of lead from aqueous solutions.  JOURNAL OF HAZARDOUS MATERIALS,      [PMID:33609864] [10.1016/j.jhazmat.2021.125278]

3. Jia Feng, Li Xin Duan, Zhuo Bin Shang, Jian Bin Chao, Yu Wang, Wei Jun Jin.  (2018)  Colorimetric and fluorometric dual sensing of trace water in methanol based on a Schiff Base-Al3+ ensemble probe.  SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY,      [PMID:29751352] [10.1016/j.saa.2018.05.016]

4. Xu-Meng Zhang, Hui Guo, Zai-Shun Li, Fu-Hang Song, Wei-Min Wang, Huan-Qin Dai, Li-Xin Zhang, Jian-Guo Wang.  (2015)  Synthesis and evaluation of isatin-β-thiosemicarbazones as novel agents against antibiotic-resistant Gram-positive bacterial species.  EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY,      [PMID:26185006] [10.1016/j.ejmech.2015.06.047]

5. Irfan Ijaz, Aysha Bukhari, Ezaz Gilani, Ammara Nazir, Hina Zain, Attia Shaheen, Mohammed Rafi Shaik, Mujeeb Khan, Mohamed E. Assal.  (2024)  Preparation of iota-carrageenan@bentonite@4-phenyl-3-thiosemicarbazide ternary hydrogel for adsorption of Losartan potassium and sulfamethoxazole.  INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES,      [PMID:38825270] [10.1016/j.ijbiomac.2024.132690]

6. Feng Guo, Pingxiu Zeng, Jinhua Liu, Hongmei Hu, Wenbin Zhu, Yuanchao Wang, Heyong Cheng.  (2024)  Simultaneous preconcentration and quantification of ultra-trace tin and lead species in seawater by online SPE coupled with HPLC-ICP-MS.  ANALYTICA CHIMICA ACTA,      [PMID:38336410] [10.1016/j.aca.2024.342294]