Prenderol (Diethylpropanediol) is a simple alkyl diol which has sedative, anticonvulsant and muscle relaxant effects. It is closely related in structure to meprobamate and numerous other alkyl alcohols and diols with generally comparable activity.[1][2][3][4][5][6]
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| ECHA InfoCard | 100.003.731 |
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| Formula | C7H16O2 |
| Molar mass | 132.203 g·mol−1 |
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| Melting point | 59–62 °C (138–144 °F) |
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Synthesis
editTreatment of the aldehyde 2-ethylbutyraldehyde with formaldehyde and potassium hydroxide gives a crossed Cannizzaro reaction yielding prenderol.[7]
See also
edit- MC-2973 (2,2-Diethyl-1,4-butanediol)
- 1,3-Propanediol
- 2-Methyl-2-propyl-1,3-propanediol
- Phenaglycodol
References
edit- ^ Berger FM (June 1949). "Anticonvulsant action of 2-substituted-1,3-propanediols". Proceedings of the Society for Experimental Biology and Medicine. 71 (2). New York, N.Y.: 270–271. doi:10.3181/00379727-71-17159. PMID 18134033. S2CID 32255832.
- ^ Funderburk WH, Unna KR (March 1953). "Site of action of 2, 2-diethyl-1,3-propanediol (prenderol) on the central nervous system". The Journal of Pharmacology and Experimental Therapeutics. 107 (3): 344–55. PMID 13035673.
- ^ Mailer AB (July 1954). "Effects of mephenesin and prenderol on intellectual functions of mental patients". Journal of Clinical Psychology. 10 (3): 283–5. doi:10.1002/1097-4679(195407)10:3<283::aid-jclp2270100322>3.0.co;2-a. PMID 13163224.
- ^ Blum B (May 1962). "Head shaking and nystagmus produced by 2,2-diethyl, 1,3-propanediol (prenderol) in the rat". Archives Internationales de Pharmacodynamie et de Therapie. 137: 128–36. PMID 13870189.
- ^ Reyes Q., Aaurelio; Mascetti V., G.; Martinez J., Rolando. Synthesis of polyhydroxylated alcohols. Revista Latinoamericana de Quimica 1984; 15 (1): 29-30. ISSN: 0370-5943.
- ^ Wang G, Lu Q (October 2013). "A nitrate ester of sedative alkyl alcohol improves muscle function and structure in a murine model of Duchenne muscular dystrophy". Molecular Pharmaceutics. 10 (10): 3862–70. doi:10.1021/mp400310r. PMID 23924275.
- ^ McKusick, B. (1948). "New Compounds. New Compounds as Insect Repellents". Journal of the American Chemical Society. 70 (5): 1982–1983. doi:10.1021/ja01185a602.
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