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| | 3-Methylthio-1,2,4-triazine Basic information |
| Product Name: | 3-Methylthio-1,2,4-triazine | | Synonyms: | METHYL 1,2,4-TRIAZIN-3-YL SULFIDE;3-(Methylsulfanyl)-1,2,4-triazine;1,2,4-Triazine, 3-(Methylthio)-;3-(Methylthio)-as-Triazine;3-(Methylthio)-2,4-triazine;3-METHYLTHIO-1,2,4-TRIAZINE;3-Methylthio-1,2,4-triazine ISO 9001：2015 REACH | | CAS: | 28735-21-9 | | MF: | C4H5N3S | | MW: | 127.17 | | EINECS: | | | Product Categories: | | | Mol File: | 28735-21-9.mol |  |
| | 3-Methylthio-1,2,4-triazine Chemical Properties |
| Melting point | 33 °C | | Boiling point | 275.8±23.0 °C(Predicted) | | density | 1.28±0.1 g/cm3(Predicted) | | storage temp. | Inert atmosphere,Room Temperature | | form | solid | | pka | 1.32±0.63(Predicted) | | Appearance | Yellow to brown <33°C Solid,>33°C Liquid | | InChI | InChI=1S/C4H5N3S/c1-8-4-5-2-3-6-7-4/h2-3H,1H3 | | InChIKey | NFHGWQLAJYTULJ-UHFFFAOYSA-N | | SMILES | N1C=CN=C(SC)N=1 | | CAS DataBase Reference | 28735-21-9 |
| Hazard Codes | Xn | | Risk Statements | 22 | | WGK Germany | WGK 3 | | HS Code | 2933698090 | | Storage Class | 11 - Combustible Solids | | Hazard Classifications | Acute Tox. 4 Oral |
| | 3-Methylthio-1,2,4-triazine Usage And Synthesis |
| Uses | 3-Methylthio-1,2,4-triazine has a phenyl ring and has been shown to be pde5 inhibitory. 3-Methylthio-1,2,4-triazine was treated with potassium amide in liquid ammonia to give 3-amino-1,2,4-triazine, 3,3′-bis(methylthio)-5,5′-bis-1,2,4-triazine and 3-amino-3′-(methylthio)-5,5′-bis-1,2,4-triazine. triazine, 3,3′-bis(methylthio)-5,5′-bis-1,2,4-triazine and 3-amino-3′-(methylthio)-5,5′-bis-1,2,4-triazine. It is also used in the preparation of pharmaceutical products. | | Synthesis | The general procedure for the synthesis of 3-(methylthio)-α-triazine from 3-methylthioalkyl-1,2,4-triazine methylhydrazinylideneamino thiosulfate hydrogen iodide (Intermediate 16, 8.5 g, 32.18 mmol) and 40% oxalyl aldehyde (14.70 mL, 128.71 mmol) was as follows: an ice/water (400 mL) solution of Intermediate 16 was added to a 40% oxaldehyde solution with stirring. Subsequently, an ice/water (400 mL) solution of sodium bicarbonate (6.76 g, 80.45 mmol) cooled to 0°C was stirred at 0°C for 5 hours. After completion of the reaction, the reaction mixture was extracted with dichloromethane (DCM, 2 x 150 mL). The organic phases were combined, washed with 1 M citric acid (50 mL), dried over anhydrous magnesium sulfate (MgSO4), and concentrated under reduced pressure to afford 3-methylthioalkyl-1,2,4-triazine (3.60 g, 88% yield) as a yellow solid. The product was characterized by 1H NMR (400 MHz, CDCl3, 27 °C): δ 2.68 (3H, s), 8.38 (1H, d), 8.94 (1H, d). | | References | [1] Bioorganic and Medicinal Chemistry Letters, 2010, vol. 20, # 20, p. 6024 - 6029
[2] Tetrahedron Letters, 1986, vol. 27, # 4, p. 431 - 432
[3] Patent: US2017/152255, 2017, A1. Location in patent: Paragraph 0294; 0295
[4] Tetrahedron Letters, 1987, vol. 28, # 4, p. 379 - 382 |
| | 3-Methylthio-1,2,4-triazine Preparation Products And Raw materials |
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