18233-63-1

Basic information

• Product Name: (Z)-N-phenyl-N-(2-phenylacetyl)carbamohydrazonothioic acid
• Synonyms: (Z)-N-phenyl-N-(2-phenylacetyl)carbamohydrazonothioic acid;Benzeneacetic acid, 2-[(phenylamino)thioxomethyl]hydrazide
• CAS NO: 18233-63-1
• Molecular Formula: C₁₅H₁₅N₃OS
• Molecular Weight: 285.3641
• Mol File: 18233-63-1.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: (Z)-N-phenyl-N-(2-phenylacetyl)carbamohydrazonothioic acid(CAS DataBase Reference)
• NIST Chemistry Reference: (Z)-N-phenyl-N-(2-phenylacetyl)carbamohydrazonothioic acid(18233-63-1)
• EPA Substance Registry System: (Z)-N-phenyl-N-(2-phenylacetyl)carbamohydrazonothioic acid(18233-63-1)

Safety Data

• Hazardous Substances Data: 18233-63-1(Hazardous Substances Data)

Upstream product

• 103-72-0 phenyl isothiocyanate 
• 937-39-3 2-phenylacetylhydrazine 
• 103-82-2 phenylacetic acid 
• 101-97-3 Ethyl 2-phenylethanoate 

Downstream Products

• 1390029-12-5 C₁₈H₁₉N₃S 
• 2027-70-5 N-phenyl-(5-benzyl-[1,3,4]oxadiazol-2-yl)-amine 
• 38376-37-3 5-benzyl-N-phenyl-1,3,4-thiadiazol-2-amine 
• 328063-65-6 [Co(1-phenylacetyl-4-phenyl-3-thiosemicarbazide)Cl₂] 
• 22478-90-6 3-benzyl-4-phenyl-5-mercapto-1,2,4-triazole 
• 22478-90-6 5-benzyl-4-phenyl-2,4-dihydro-3H-1,2,4-triazole-3-thione 

Relevant articles and documents

Synthesis and characterization of Mn(II) complexes of 4-phenyl(phenyl-acetyl)-3-thiosemicarbazide, 4-amino-5-phenyl-1,2,4-triazole-3-thiolate, and their application towards electrochemical oxygen reduction reaction

Two new complexes, [Mn(ppt)2(o-phen)] (1) and [Mn(aptt)(Cl)(o-phen)2]·2Haptt·H2O (2) with 4-phenyl (phenyl-acetyl)-3-thiosemicarbazide (Hppt) and 4-amino-5-phenyl-1,2,4-triazole-3-thiolate (Haptt) have been synthesized containing o-phenanthroline (o-phen) as a coligand. These complexes have been characterized by elemental analyses, IR and UV–Vis spectroscopic techniques, thermogravimetric analysis (TGA), magnetic susceptibility and single crystal X-ray diffraction data. The complexes are paramagnetic and have a distorted octahedral geometry. In complex 2, two molecules of Haptt and one water molecule are cocrystalized outside the coordination sphere. Complexes 1 and 2 are fluorescent and upon their excitation at 38 167 cm?1, exhibit emissions at 27 173 and 32 894 cm?1, respectively. TGA of complexes 1 and 2 indicate that the metal is converted into metal oxide at very high temperature. In the solid state, the crystal structure of both complexes are stabilized by various inter and intramolecular interactions. To explore the possible electrochemical applications of the complexes 1 and 2, they are immobilized on glassy carbon electrode using Nafion?. Cyclic voltammetry technique is used to characterize the metal complex immobilized electrodes in basic medium. Both complexes demonstrate excellent electrocatalytic activity towards electrochemical oxygen reduction. Since the electrocatalytic materials for oxygen reduction can dramatically increase the efficiency of the fuel cells and metal-air batteries, these metal complexes can be used as cathodic catalyst material in fuel cells and in metal-air batteries.

Efficient and mild synthesis of substituted 2-amino-1,3,4-oxadiazoles mediated by (tosylimino)phenyl-γ3-iodane

A simple and convenient one-pot protocol for the synthesis of substituted 2-amino-1,3,4-oxadiazoles mediated by (tosylimino)phenyl-γ3- iodane has been described. Acylthiosemicarbazides prepared from the corresponding acylhydrazides undergo effi

Alkylsulfanyl-1,2,4-triazoles, a New Class of allosteric valosine containing protein inhibitors. Synthesis and structure-activity relationships

Valosine containing protein (VCP), also known as p97, is a member of AAA ATPase family that is involved in several biological processes and plays a central role in the ubiquitin-mediated degradation of misfolded proteins. VCP is an ubiquitously expressed, highly abundant protein and has been found overexpressed in many tumor types, sometimes associated with poor prognosis. In this respect, VCP has recently received a great deal of attention as a potential new target for cancer therapy. In this paper, the discovery and structure-activity relationships of alkylsulfanyl-1,2,4-triazoles, a new class of potent, allosteric VCP inhibitors, are described. Medicinal chemistry manipulation of compound 1, identified via HTS, led to the discovery of potent and selective inhibitors with submicromolar activity in cells and clear mechanism of action at consistent doses. This represents a first step toward a new class of potential anticancer agents.

Synthesis and antibacterial activity of some new derivatives of thiosemicarbazide and 1,2,4-triazole

In a reaction of hydrazides of cyclohexylacetic acid 1 and phenylacetic acid 2 with isothiocyanates, respective thiosemicarbazide derivatives 3-18 were obtained. Further cyclization with 2% NaOH led to the formation of 5-(cyclohexylmethyl/benzyl)-4-substituted-2,4-dihydro-3H-1,2, 4-triazole-3-thiones 19-34. Structures of all new products were confirmed by analytical and spectroscopic methods. All compounds were screened for their in vitro activity against some species of bacteria and fungi. [Supplementary materials are available for this article. Go to the publisher's online edition ofPhosphorus, Sulfer, and Silicon and the Related Elements for the following free supplemental files: Additional figures and tables.]

Syntheses, spectral, X-ray and DFT studies of 5-benzyl-N-phenyl-1,3,4- thiadiazol-2-amine, 2-(5-phenyl-1,3,4-thiadiazol-2-yl) pyridine and 2-(5-methyl-1,3,4-thiadiazole-2-ylthio)-5-methyl-1,3,4-thiadiazole obtained by Mn(II) catalyzed reactions

New compounds 5-benzyl-N-phenyl-1,3,4-thiadiazol-2-amine (Bptha, 1), 2-(5-phenyl-1,3,4-thiadiazol-2-yl) pyridine (Pthp, 2) and 2-(5-methyl-1,3,4- thiadiazole-2-ylthio)-5-methyl-1,3,4-thiadiazole (Mtmth, 3) have been synthesized and characterized with the aid of elemental analyses, IR, NMR and single crystal X-ray data. The structure of compounds 1, 2 and 3 are stabilized via intramolecular as well as intermolecular hydrogen bonding and crystallize in monoclinic system with space group P 1, P21/n and P 1, respectively. During the course of reaction, the substituted thiosemicarbazide/thiohydrazide get cyclized into the corresponding thiadiazole in the presence of manganese(II) nitrate via loss of H2O to yield compounds 1 and 2. However condensation occurred in the case of 5-methyl-1,3,4-thiadiazole-2-thiol which yielded 2-(5-methyl-1,3,4-thiadiazole-2-ylthio)-5-methyl-1,3,4-thiadiazole (3) by loss of one mole of H2S from two moles of 5-methyl-1,3,4- thiadiazole-2-thiol in the presence of manganese(II) acetate. The geometry optimization has been performed using DFT method and geometrical parameters thus obtained for the compounds have been compared with their single crystal X-ray data. The negative values of HOMO and LUMO energies for the molecules indicate that they are stable. The electronic transition from the ground state to the excited state due to a transfer of electrons from the HOMO to LUMO levels is mainly associated with the πa??π transition.

Hypervalent iodine(V) mediated mild and convenient synthesis of substituted 2-amino-1,3,4-oxadiazoles

A simple protocol for the synthesis of 2-amino-1,3,4-oxadiazoles starting from the corresponding acylhydrazides by cyclodesulfurization of intermediate acylthiosemicarbazides mediated by o-iodoxybenzoic acid in good yields has been described. The protocol

Superior reactivity of thiosemicarbazides in the synthesis of 2-amino-1,3,4-oxadiazoles

(Chemical Equation Presented) A facile and general protocol for the preparation of 2-amino-1,3,4-oxadiazoles is reported. This method relies on a tosyl chloride/pyridine-mediated cyclization of a thiosemicarbazide, which is readily prepared by acylation o

5-Sulphanyl-4h-1,2,4-triazole derivatives and their use as medicine

The invention concerns novel 5-sulphanyl-4H-1,2,4-triazole derivatives of formula (1), wherein: R1, R2 and R3 represent variable groups and the methods for preparing them by liquid-phase parallel synthesis processes. Said product exhibit good affinity for certain sub-types of somatostatin receptors; they are particularly useful for treating pathological conditions or diseases wherein one (or more) somatostatin receptors is (are) involved. The invention also concerns pharmaceutical compositions containing said products and their use for preparing a medicine.

Synthesis of some new 4,5-substituted-4H-1,2,4-triazole-3-thiol derivatives

In this study appropriate hydrazide compounds, furan-2-carboxylic acid hydrazide (1) and phenylacetic acid hydrazide (2) were converted into 1,4-substituted thiosemicarbazides 4a-e and 5a-e and 4-amino-5-(furan-2-yl or benzyl)-4H-1,2,4-triazole-3-thiols 7