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| 1-CHLORO-6,6-DIMETHYL-2-HEPTEN-4-YNE Basic information |
| Product Name: | 1-CHLORO-6,6-DIMETHYL-2-HEPTEN-4-YNE | | Synonyms: | 2-HEPTEN-4-YNE, 1-CHLORO-6,6-DIMETHYL-, (2E)-;1-CHLORO-6,6-DIMETHYL-2-ENE-4-YNE-HEPTANE;1-Chloro-6,6-dimethyl-2-hepten-4-ino;2-HEPTEN-4-YNE,1-CHLORO-6,6-DIMETHYL;1-Chloro-6,6-dimethyl-2-hepten-4-yne;(E)-1-chloro-6,6-diMethylhept-2-en-4-yne;(2E)-1-chloro-6,6-dimethylhept-2-en-4-yne | | CAS: | 287471-30-1 | | MF: | C9H13Cl | | MW: | 156.65 | | EINECS: | 608-241-9 | | Product Categories: | Chemical intermediate for Terbinafine | | Mol File: | 287471-30-1.mol |
| 1-CHLORO-6,6-DIMETHYL-2-HEPTEN-4-YNE Chemical Properties |
| Provider | Language |
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ALFA
| English |
| 1-CHLORO-6,6-DIMETHYL-2-HEPTEN-4-YNE Usage And Synthesis |
| Description | 1-Chloro-6,6-dimethyl-2-hepten-4-yne is the allylamine antifungal agents terbinafine intermediate.1-Chloro-6,6-dimethyl-2-hepten-4-yne choose to inhibit COX-fungal squalene, so that reduction of membrane ergosterol, thus inhibiting the growth of fungi play an inhibitory role; right ergosterol synthesis of precursors and no inhibitory effect on other stages. | | Uses | 1-Chloro-6,6-dimethyl-2-heptene-4-yne is a hydrocarbon derivative and can be used as a pharmaceutical intermediate. | | Synthesis | 1-Chloro-6,6-dimethyl-2-hepten-4-yne mainly due to keratin aggregation produce squalene, was squalene cyclooxygenase inhibition, squalene in the cells of a large number gathered in the form of lipid droplets penetrate fungal cell membrane, destruction of the membrane lipid composition, resulting in fungal death. A typical procedure for preparing of 1-chloro-6,6-dimethyl-2-hepten-4-yne using boron trichloride is as follows: Compound 1 (53 g, 0.38 mol) in 2800 mL of n-hexane was cooled to 10～15℃. Boron trichloride (1 M in hexane, 480 mL, 0.48 mol) was added to the mixture at 15～20℃ over a 10 min period. After 10 min of stirring at 20℃, the mixture was quenched with 1000 mL of water and stirred for 10 min. The separated organic phase was washed with 20% NaCl, dried (MgSO4), and evaporated to afford the title compound 2 (57.1 g, 95%) in 9:1 E:Z ratio. |
| 1-CHLORO-6,6-DIMETHYL-2-HEPTEN-4-YNE Preparation Products And Raw materials |
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