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SCH-50971

From Wikipedia, the free encyclopedia

Pharmaceutical compound
SCH-50971
Clinical data
Other namesSch-50971
Routes of
administration
Oral[1]
Drug classHistamineH3 receptoragonist
ATC code
  • None
Identifiers
  • 5-[(3R,4R)-4-methylpyrrolidin-3-yl]-1H-imidazole
PubChemCID
ChemSpider
ChEMBL
Chemical and physical data
FormulaC8H13N3
Molar mass151.213 g·mol−1
3D model (JSmol)
  • C[C@H]1CNC[C@@H]1C2=CN=CN2
  • InChI=1S/C8H13N3/c1-6-2-9-3-7(6)8-4-10-5-11-8/h4-7,9H,2-3H2,1H3,(H,10,11)/t6-,7-/m0/s1
  • Key:KTEPQLOOQDLKHF-BQBZGAKWSA-N

SCH-50971 is ahistamineH3 receptoragonist which was under development for the treatment ofanxiety disorders,gastrointestinal disorders, andmigraine but was never marketed.[2][3]

Pharmacology

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The drug acts as apotent,selective, and high-affinity agonist of the histamine H3 receptor.[4][5] It has negligible affinity for the histamineH1 receptor and other assessedreceptors.[4] The drug is also not a histamineH2 receptorantagonist.[4] It has greatly improved selectivity compared to the earlier selective histamine H3 receptor agonist(R)-α-methylhistamine.[4][5] The drug isorally active and showsanti-allergy effects,antimigraine effects,sedative andhypnotic effects, andhypolocomotion in animals.[6][7][1] In terms ofchemical structure, it is acyclizedpyrrolidinederivative ofhistamine.[8][4]

Development

[edit]

SCH-50971 was under development bySchering-Plough.[2] It reached the discovery orpreclinical research stage of development.[3] The development of the drug was discontinued by 2001.[2] SCH-50971 was first described in thescientific literature by 1994.[9][10]

See also

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References

[edit]
  1. ^abMcLeod RL, Aslanian R, del Prado M, Duffy R, Egan RW, Kreutner W, et al. (October 1998). "Sch 50971, an orally active histamine H3 receptor agonist, inhibits central neurogenic vascular inflammation and produces sedation in the guinea pig".The Journal of Pharmacology and Experimental Therapeutics.287 (1):43–50.doi:10.1016/S0022-3565(24)37761-4.PMID 9765320.
  2. ^abc"SCH 50971".AdisInsight. 7 September 2001. Retrieved6 October 2025.
  3. ^ab"Delving into the Latest Updates on Sch-50971 with Synapse".Synapse. 13 September 2025. Retrieved6 October 2025.
  4. ^abcdeHey JA, Aslanian R, Bolser DC, Chapman RW, Egan RW, Rizzo CA, et al. (September 1998). "Studies on the pharmacology of the novel histamine H3 receptor agonist Sch 50971".Arzneimittel-Forschung.48 (9):881–888.PMID 9793613.
  5. ^abShih NY, Aslanian R, Lupo AT, Orlando S, Piwinski JJ, Green MJ, et al. (February 1998). "Trans-4-methyl-3-imidazoyl pyrrolidine as a potent, highly selective histamine H3 receptor agonist in vivo".Bioorganic & Medicinal Chemistry Letters.8 (3):243–248.doi:10.1016/s0960-894x(98)00020-1.PMID 9871662.
  6. ^Yokota E, Kuyama S, Ogawa M, Kamei C (August 2008). "Substance P is involved in the effect of histamine H3 receptor agonist, Sch 50971 on nasal allergic symptoms in mice".International Immunopharmacology.8 (8):1083–1088.doi:10.1016/j.intimp.2008.03.018.PMID 18550011.
  7. ^Yokota E, Kuyama S, Sugimoto Y, Ogawa M, Kamei C (October 2008). "Participation of histamine H3 receptors in experimental allergic rhinitis of mice".Journal of Pharmacological Sciences.108 (2):206–211.doi:10.1254/jphs.08164fp.PMID 18845911.
  8. ^"4-((3R,4R)-4-methylpyrrolidin-3-yl)-1H-imidazole".PubChem. Retrieved6 October 2025.
  9. ^Leurs R, Vollinga RC, Timmerman H (1995). "The medicinal chemistry and therapeutic potentials of ligands of the histamine H3 receptor".Progress in Drug Research / Fortschritte der Arzneimittelforschung / Progrès des Recherches Pharmaceutiques. Vol. 45. pp. 107–165.doi:10.1007/978-3-0348-7164-8_4.ISBN 978-3-0348-7166-2.PMID 8545536.
  10. ^Sippl W, Stark H, Höltje HD (1995)."Computer-Assisted Analysis of Histamine H 2 − and H 3 -Receptor Agonists".Quantitative Structure-Activity Relationships.14 (2):121–125.doi:10.1002/qsar.19950140203.ISSN 0931-8771. Retrieved6 October 2025.
H1
Agonists
Antagonists
H2
Agonists
Antagonists
H3
Agonists
Antagonists
H4
Agonists
Antagonists
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