55904-36-4

Basic information

• Product Name: 3,4-Diamino-1,2,5-thiadiazole
• Synonyms: 3,4-Diamino-1,2,5-thiadiazole;1,2,5-Thiadiazole-3,4-diamine
• CAS NO: 55904-36-4
• Molecular Formula: C₂H₄N₄S
• Molecular Weight: 116.14
• Mol File: 55904-36-4.mol
• Article Data: 5

Chemical Properties

• Melting Point: 181.5-182.5 °C
• Boiling Point: 298.4±20.0 °C(Predicted)
• Appearance: /
• Density: 1.661±0.06 g/cm3(Predicted)
• PKA: 2.38±0.47(Predicted)
• CAS DataBase Reference: 3,4-Diamino-1,2,5-thiadiazole(CAS DataBase Reference)
• NIST Chemistry Reference: 3,4-Diamino-1,2,5-thiadiazole(55904-36-4)
• EPA Substance Registry System: 3,4-Diamino-1,2,5-thiadiazole(55904-36-4)

Safety Data

• Hazardous Substances Data: 55904-36-4(Hazardous Substances Data)

Upstream product

• 59503-55-8 3,4-di(N-phthalimido)-1,2,5-thiadiazole 
• 136918-14-4 phthalimide 
• 1074-82-4 potassium phtalimide 
• 5728-20-1 3,4-dichloro-1,2,5-thiadiazole 
• 55904-34-2 [1,2,5]thiadiazolo[3,4-c][1,2,5]thiadiazole 

Downstream Products

• 925678-07-5 5-(3-fluoro-phenyl)-6-pyridin-4-yl[1,2,5]thiadiazolo[3,4-b]pyrazine 
• 112230-76-9 5-Phenyl-[1,2,5]thiadiazolo[3,4-b]pyrazine 
• 112230-77-0 5,6-Diphenyl-[1,2,5]thiadiazolo[3,4-b]pyrazine 
• 59503-58-1 dibenzo[f,h][1,2,5]thiadiazolo[3,4-b]quinoxaline 

Relevant articles and documents

Selenadiazolo[3,4-b]pyrazines: Synthesis from 3,4-Diamino-1,2,5-selenadiazole and Generation of Persistent Radical Anions

Previously unknown 3,4-diamino-1,2,5-selenadiazole (6) was prepared by hydrolysis of [1,2,5]selenadiazolo[3,4-c][1,2,5]selenadiazole (7b) and used in synthesis of novel 1,2,5-selenadiazolo[3,4-b]pyrazines by the Koerner-Hinsberg reaction covering the parent compound 4 and its substituted derivatives 5a-g. The compounds synthesized were characterized by solution and solid-state77Se NMR, and 6, 5-Ph and 5,6-Me2[1,2,5]selenadiazolo[3,4-b]pyrazines (5a, g, respectively) by X-ray diffraction. Electrochemical reduction of 5,6-R2[1,2,5]selenadiazolo[3,4-b]pyrazines 5c, g (R = Ph, Me) into novel persistent radical anions (RAs) was studied by cyclic voltammetry and the RAs [5c]-and [5g]-were characterized by EPR spectroscopy combined with DFT calculations. 3,4-Diamino-1,2,5-selenadiazole was synthesized and used for preparing novel [1,2,5]selenadiazolo[3,4-b]pyrazines. Electrochemical reduction of the latter into persistent radical anions (RAs) was studied by CV and the RAs were characterized by EPR combined with DFT calculations.

Heteropolycyclic inhibitors of protein kinases

A compound of the formula wherein, independently at each occurrence, v, w, and x are selected from C, N, O, and S, with H substitution as needed to fulfill open valence sites; y and z are selected from N and C, with H substitution as needed to fulfill open valence sites, with the proviso that each of w, v, x, y and z is not simultaneously C; the ring formed from v, w, x, y and z may be saturated or unsaturated; and R1, R2, R3and R4are selected from hydrogen, alkyl, aryl, alkaryl, aralkyl, heteroalkyl, and heteroaryl; wherein any adjacent two of R1, R2, R3and R4may join together to form a 5, 6 or 7-membered carbocyclic or heterocyclic ring, with the proviso that each of R1, R2, R3and R4is not simultaneously hydrogen. Pharmaceutical compositions of said compounds, and methods of use in the treatment of biological conditions including cellular hyperproliferation, are disclosed.

Electrochemical Properties of Pyrazinothiadiazoles

The reduction properties of some pyrazinothiadiazoles have been measured by cyclic voltammetry and pulse radiolysis.Variation in substitution on the pyrazine ring has given compounds with half-peak reduction potentials varying betwee -280 and -1100 mV (versus Ag-AgCl) in 3:1 methanol-water.Some of these compounds act as Photosystem I electron acceptors at a concenmtration lower than 10-6 mol dm-3.MNDO calculations have been used to help in the understanding of the redox processes involving this class of molecules.