| Identification | Back Directory | [Name]
6-CHLORO-3-IODOIMIDAZO[1,2-B]PYRIDAZINE | [CAS]
923595-49-7 | [Synonyms]
6-CHLORO-3-IODOIMIDAZO[1,2-B]PYRIDAZINE
6-Chloro-3-iodoimidazo[1,2-a]pyridazine
Imidazo[1,2-b]pyridazine, 6-chloro-3-iodo-
6-CHLORO-3-IODOIMIDAZO[1,2-B]PYRIDAZINE ISO 9001：2015 REACH | [EINECS(EC#)]
200-001-2 | [Molecular Formula]
C6H3ClIN3 | [MDL Number]
MFCD11044749 | [MOL File]
923595-49-7.mol | [Molecular Weight]
279.47 |
| Chemical Properties | Back Directory | [density ]
2.34 | [storage temp. ]
under inert gas (nitrogen or Argon) at 2–8 °C | [form ]
solid | [pka]
1.03±0.30(Predicted) | [Appearance]
Light yellow to yellow Solid | [InChI]
InChI=1S/C6H3ClIN3/c7-4-1-2-6-9-3-5(8)11(6)10-4/h1-3H | [InChIKey]
IWHCPHZAMFSDFM-UHFFFAOYSA-N | [SMILES]
C12=NC=C(I)N1N=C(Cl)C=C2 |
| Hazard Information | Back Directory | [Synthesis]
The general procedure for the synthesis of 6-chloro-3-iodoimidazo[1,2-b]pyridazine using 6-chloroimidazo[1,2-b]pyridazine as starting material was as follows: 6-chloroimidazo[1,2-b]pyridazine (2.0 g, 13.0 mmol, 1.0 equiv) was dissolved in chloroform (20 mL) at room temperature. Subsequently, iodosuccinimide (2.9 g, 13.0 mmol, 1.0 eq.) was added to this solution and the reaction mixture was vigorously stirred overnight at room temperature. After completion of the reaction, the mixture was diluted with water and extracted with ethyl acetate. The extract was purified by column chromatography, resulting in 3.3 g of yellow solid product in 90% yield. The structure of the product was confirmed by 1H NMR: δ 8.21 (d, J = 7.6 Hz, 1H), 7.96 (s, 1H), 7.41 (d, J = 7.6 Hz, 1H). | [References]
[1] Patent: US2014/256733, 2014, A1. Location in patent: Page/Page column 0227; 0230-0231
[2] MedChemComm, 2018, vol. 9, # 10, p. 1733 - 1745
[3] Patent: EP2818471, 2014, A1. Location in patent: Paragraph 0120; 0121
[4] Patent: WO2013/34048, 2013, A1. Location in patent: Page/Page column 77; 78
[5] Journal of Medicinal Chemistry, 2014, vol. 57, # 6, p. 2789 - 2798 |
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