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Hopantenic acid

From Wikipedia, the free encyclopedia
Hopantenic acid
Stereo, skeletal formula of hopantenic acid
Stereo, skeletal formula of hopantenic acid
Names
Preferred IUPAC name
4-[(2R)-2,4-Dihydroxy-3,3-dimethylbutanamido]butanoic acid
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
DrugBank
KEGG
UNII
  • InChI=1S/C10H19NO5/c1-10(2,6-12)8(15)9(16)11-5-3-4-7(13)14/h8,12,15H,3-6H2,1-2H3,(H,11,16)(H,13,14)/t8-/m0/s1 checkY
    Key: SBBDHANTMHIRGW-QMMMGPOBSA-N checkY
  • CC(C)(CO)[C@@H](O)C(=O)NCCCC(O)=O
Properties
C10H19NO5
Molar mass233.264 g·mol−1
Related compounds
Related alkanoic acids
Related compounds
Panthenol
Except where otherwise noted, data are given for materials in theirstandard state (at 25 °C [77 °F], 100 kPa).
Chemical compound

Hopantenic acid (homopantothenic acid), also known asN-pantoyl-GABA, is acentral nervous systemdepressant. Formulated as thecalciumsalt, it is used as a pharmaceutical drug in theRussian Federation for a variety of neurological, psychological and psychiatric conditions and sold asPantogam (Russian:Пантогам).[1]

Chemistry

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Hopantenic acid is ahomologue ofpantothenic acid. While pantothenic acid is theamide ofD-pantoate andβ-alanine, hopantenic acid is the amide ofD-pantoate andγ-aminobutyric acid (GABA). This change leads to an additional CH2 in the molecule.[2]

See also

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References

[edit]
  1. ^"Hopantenic acid".DrugBank. Retrieved2023-09-18.
  2. ^Kopelevich VM, Evdokimova GS, Marieva TD, Shmuilovich LM (1971). "Synthesis of D-homopantothenic acid".Pharmaceutical Chemistry Journal.5 (9):534–536.doi:10.1007/BF00771659.S2CID 33296093.

External links

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GABAATooltip γ-Aminobutyric acid A receptor
GABAATooltip γ-Aminobutyric acid A-rho receptor
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GABABTooltip γ-Aminobutyric acid B receptor
Retrieved from "https://en.wikipedia.org/w/index.php?title=Hopantenic_acid&oldid=1307201385"
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