Chemistry:Pregnenolone succinate

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Short description: Chemical compound
Pregnenolone succinate
Pregnenolone succinate.svg
Clinical data
Trade namesPanzalone, Formula 405
Other namesPregnenolone hemisuccinate; Pregn-5-en-3β-ol-20-one 3β-(hydrogen succinate)
Routes of
administration
Topical
Identifiers
CAS Number
PubChem CID
ChemSpider
UNII
KEGG
ChEMBL
Chemical and physical data
FormulaC25H36O5
Molar mass416.558 g·mol−1
3D model (JSmol)

Pregnenolone succinate (USAN; brand names Panzalone, Formula 405; also known as pregnenolone hemisuccinate or pregn-5-en-3β-ol-20-one 3β-(hydrogen succinate)) is a synthetic pregnane steroid and an ester of pregnenolone which is described as a glucocorticoid and anti-inflammatory drug and has been patented and marketed as a topical medication in the form of a cream for the treatment of allergic, pruritic, and inflammatory dermatitis.[1][2][3] It has also been described as a non-hormonal sterol, having neurosteroid activity, and forming a progesterone analogue via dehydrogenation.[4]

In addition to its glucocorticoid effects, pregnenolone succinate has been found to act as a negative allosteric modulator of the GABAA receptor and a positive allosteric modulator of the NMDA receptor similarly to pregnenolone sulfate.[5][6][7][8]

See also

References

  1. The Dictionary of Drugs: Chemical Data: Chemical Data, Structures and Bibliographies. Springer. 14 November 2014. pp. 666–. ISBN 978-1-4757-2085-3. https://books.google.com/books?id=0vXTBwAAQBAJ&pg=PA666. 
  2. Organic-chemical drugs and their synonyms: (an international survey). Wiley-VCH. 4 October 2001. p. 2649. ISBN 978-3-527-30247-5. https://books.google.com/books?id=1XBqAAAAMAAJ. "3β-Hydroxypregn-5-en-20-one hydrogen succinate = (3β)-3-(3-Carboxy-1-oxo-propoxy)pregn-5-en-20-one. S: Formula 405. Panzalone. Pregnenolone succinate. U: Glucocorticoid (anti-inflammatory, anti-allergic)." 
  3. The chemistry and manufacture of cosmetics. Van Nostrand. 1988. p. 631. ISBN 9780931710162. https://books.google.com/books?id=1BVtAAAAMAAJ. "Pregnenolone hemisuccinate has been patented for topical use in alleviating allergic, pruritic and inflammatory dermatitis (29)." 
  4. Drugs: Synonyms and Properties: Synonyms and Properties. Taylor & Francis. 8 May 2018. pp. 1408–. ISBN 978-1-351-78989-9. https://books.google.com/books?id=xUlaDwAAQBAJ&pg=PT1408. 
  5. "Direct Modulation of Amino Acid Receptors by Neuroactive Steroids: Physiological and Pharmacological Implications". Neurosteroid Effects in the Central Nervous System: The Role of the GABA-A Receptor. CRC Press. 27 October 2003. pp. 344,356. ISBN 978-0-203-50816-9. https://books.google.com/books?id=00JbUu4lLsgC&pg=PA344. 
  6. "Steroid potentiation and inhibition of N-methyl-D-aspartate receptor-mediated intracellular Ca++ responses: structure-activity studies". The Journal of Pharmacology and Experimental Therapeutics 271 (2): 677–682. November 1994. PMID 7965782. 
  7. "Neurosteroid modulation of recombinant ionotropic glutamate receptors". Brain Research 803 (1–2): 153–160. August 1998. doi:10.1016/s0006-8993(98)00644-1. PMID 9729352. 
  8. "Regulation of N-methyl-D-aspartate cytotoxicity by neuroactive steroids in rat cortical neurons". European Journal of Pharmacology 454 (2–3): 165–175. November 2002. doi:10.1016/s0014-2999(02)02493-7. PMID 12421643. 

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See also
Receptor/signaling modulators
GABAA receptor positive modulators
GABA metabolism/transport modulators

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