2-Methyl-2-propyl-1,3-propanediol

2-Methyl-2-propyl-1,3-propanediol (MPP) is a simple alkyl diol which has sedative, anticonvulsant and muscle relaxant effects. It is both a synthetic precursor to, and an active metabolite of the tranquilizers meprobamate and carisoprodol, as well as other derivatives.[1][2][3][4]

2-Methyl-2-propyl-1,3-propanediol
Identifiers
IUPAC name
  • 2-methyl-2-propyl-1,3-propanediol
CAS Number
PubChem CID
ChemSpider
UNII
CompTox Dashboard (EPA)
ECHA InfoCard100.001.000
Chemical and physical data
FormulaC7H16O2
Molar mass132.203 g·mol−1
3D model (JSmol)
Melting point56–59 °C (133–138 °F)
SMILES
  • CCCC(C)(CO)CO
InChI
  • InChI=1S/C7H16O2/c1-3-4-7(2,5-8)6-9/h8-9H,3-6H2,1-2H3
  • Key:JVZZUPJFERSVRN-UHFFFAOYSA-N

See also

References

  1. 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.
  2. Yale HL, Pribyl EJ, Braker W, Bergeim FH, Lott WA (August 1950). "Muscle-relaxing Compounds Similar to 3-(o-Toloxy)-1, 2-propanediol. 1 I. Aromatic Ethers of Polyhydroxy Alcohols and Related Compounds". Journal of the American Chemical Society. 72 (8): 3710–6. doi:10.1021/ja01164a108.
  3. JP 09031000, Kato K, Tsukamoto K, "2-(2-Alkenyl)-1,3-propanediols and preparation of 2,2-disubstituted-1,3-propanediols", issued 1997
  4. Kaithal A, Hölscher M, Leitner W (October 2018). "Catalytic Hydrogenation of Cyclic Carbonates using Manganese Complexes". Angewandte Chemie International Edition in English. 57 (41): 13449–13453. doi:10.1002/anie.201808676. PMC 6221167. PMID 30134081.
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