4-Phenylthiosemicarbazide

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4-Phenylthiosemicarbazide^[1]

IUPAC name 3-Amino-1-phenylthiourea
Other names N-Phenyl-hydrazinecarbothioamide, USAF-EK-5426, USAF-EL-45
Identifiers
CAS number	5351-69-9
PubChem	730679
ChemSpider	638258^Y
Jmol-3D images	Image 1 Image 2
SMILES C1=CC=C(C=C1)NC(=S)NN S=C(Nc1ccccc1)NN
InChI InChI=1S/C7H9N3S/c8-10-7(11)9-6-4-2-1-3-5-6/h1-5H,8H2,(H2,9,10,11)^Y Key: KKIGUVBJOHCXSP-UHFFFAOYSA-N^Y InChI=1/C7H9N3S/c8-10-7(11)9-6-4-2-1-3-5-6/h1-5H,8H2,(H2,9,10,11) Key: KKIGUVBJOHCXSP-UHFFFAOYAT
Properties
Molecular formula	C₇H₉N₃S
Molar mass	167.23 g/mol
Appearance	White to light yellow crystalline powder
Melting point	138-141 °C
Boiling point	308 °C
Y (verify) (what is: Y/N?) Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
Infobox references

4-Phenylthiosemicarbazide (4-PTSC) is a thiosemicarbazide used as an agricultural chemical and pesticide. It also possesses antibacterial properties attributed to electron delocalisatoin in the thiosemicarbazide moiety.^[2] As a thiosemicarbazide it might also possess antitumour properties^[3], as well as antiviral and metal-chelating (thus originating their oxidative-reductive capabilities) ones.^[4]

References

^ Semicarbazide, 4-phenyl-3-thio
^ Nandi, Asok Kumar; Siddhartha Chaudhuri , Sunil Kumar Mazumdar and Saktiprosad Ghosh (1984). "Effect of chlorine substitution on the structure and activity of 4-phenylthiosemicarbazide: crystal and molecular structure of 4-(4-chlorophenyl)thiosemicarbazide". J. Chem. Soc., Perkin Trans. 2: 1729-1733. doi:10.1039/P29840001729.
^ Chattopadhyay, D.; S. K. Mazumdar, T. Banerjee, S. Ghosh and T. C. W. Mak (1988). "Structure of salicylaldehyde thiosemicarbazone". Acta Crystallographica Section C C44: 1025-1028. doi:10.1107/S010827018800040X.
^ Chattopadhyay, D.; T. Banerjee, S. K. Majumdar, S. Ghosh and R. Kuroda (1987). "Structure of 4-(4-methoxyphenyl)thiosemicarbazide". Acta Crystallographica Section C C43: 974-977. doi:10.1107/S0108270187093375.

External Links

EPA - Pesticides Fact Sheets

Hydrazines

4-PTSC • Acylhydrazine • ADH • Adjudin • Agaritine • Benmoxin • Cadralazine • Carbazide • Carbidopa • Carbohydrazide • Daminozide • Dihydralazine • DNPH • Endralazine • Gyromitrin • HBT • Hydralazine • Hydrazide • Hydrazine • Hydrazone • Iproclozide • Iproniazid • Isocarboxazid • Isoniazid • Mebanazine • Metfendrazine • MMH • Nialamide • Octamoxin • PEH • Phenelzine • Pheniprazine • Phenoxypropazine • Phenylhydrazine • Pildralazine • Pimagedine • Pivalylbenzhydrazine • Procarbazine • Safrazine • Semicarbazide • Semicarbazone • SDMH • Tetrafluorohydrazine • Thiosemicarbazide • Thiosemicarbazone • UDMH

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