Histaprodifen
Histaprodifen is a selective histamine H1 receptor agonist that preferentially recruits β-arrestin2 over β-arrestin1. Histaprodifen activates phosphoinositide signaling and partially stimulates Gq-catalyzed GTP hydrolysis, stimulates astrocyte NGF secretion in a concentration-dependent manner, and produces guinea pig ileum/aorta contraction, rat aorta endothelium-dependent relaxation, and vascular hypotensive effects. Histaprodifen can be used for research on neurological diseases and cardiovascular diseases.
For research use only. We do not sell to patients.
- CAS No.: 222545-59-7
- Formula: C20H23N3
- Molecular Weight:305.42
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Storage:
Please store the product under the recommended conditions in the Certificate of Analysis.
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Biological Activity
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Chemical Information
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Biological Activity
Description
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H1 Receptor |
Arrestin-3/β-Arrestin 2 |
NGF |
In Vitro
Histaprodifen stimulates NGF secretion in primary cultures of neonatal rat cortical astrocytes with a pD2 of 8.49 and an Emax of 84.6% relative to histamine[2].
Histaprodifen (compound 2) binds to recombinant hH1R, bH1R, rH1R, and gpH1R in Sf9 membranes with pKi values of 6.47, 6.09, 6.66, and 6.38, respectively[3].
Histaprodifen (compound 8a) (3-30 µM; 0.5-10 min) is a potent agonist of guinea pig ileum H1 receptors, with a pEC50 of 6.74[5].
Histaprodifen is a weak H3 receptor antagonist in guinea pig ileum, with a pA2 of 5.51[5].
Histaprodifen exhibits weak M3 receptor antagonist activity in guinea pig ileum, with a pA2 of 5.55[5].
Histaprodifen (compound 5) is a full H1 receptor agonist in isolated guinea pig ileum, with a pEC50 of 6.7[6].
MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.
In Vivo
MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.
Chemical Information
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CAS No. 222545-59-7
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Molecular Weight 305.42
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Formula C20H23N3
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SMILES
NCCC1=CN=C(CCC(C2=CC=CC=C2)C3=CC=CC=C3)N1
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Shipping
Room temperature in continental US; may vary elsewhere.
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Storage
Please store the product under the recommended conditions in the Certificate of Analysis.
Purity & Documentation
References
[1]. Lieb S, et al. Label-free versus conventional cellular assays: Functional investigations on the human histamine H1 receptor. Pharmacological research. 2016 Dec 1;114:13-26. [Content Brief]
[2]. Lipnik-Štangelj M, et al. Activation of histamine H1-receptor enhances neurotrophic factor secretion from cultured astrocytes. Inflammation Research. 2004 May;53(6):245-52. [Content Brief]
[3]. Straßer A, et al. Pharmacological profile of histaprodifens at four recombinant histamine H1 receptor species isoforms. The Journal of pharmacology and experimental therapeutics. 2008 Jan 1;324(1):60-71. [Content Brief]
[4]. Deml KF, et al. Interactions of histamine H1-receptor agonists and antagonists with the human histamine H4-receptor. Molecular pharmacology. 2009 Nov 1;76(5):1019-30. [Content Brief]
[5]. Elz S, et al. Ring-substituted histaprodifen analogues as partial agonists for histamine H1 receptors: synthesis and structure–activity relationships. European journal of medicinal chemistry. 2000 Jan 1;35(1):41-52. [Content Brief]
[6]. Pertz HH, et al. Structure-activity relationships of histamine H1-receptor agonists. Mini Rev Med Chem. 2004 Nov;4(9):935-40. [Content Brief]
[7]. Elz S, et al. Histaprodifens: synthesis, pharmacological in vitro evaluation, and molecular modeling of a new class of highly active and selective histamine H1-receptor agonists. Journal of medicinal chemistry. 2000 Mar 23;43(6):1071-84. [Content Brief]
[8]. Menghin S, et al. N α-Imidazolylalkyl and pyridylalkyl derivatives of histaprodifen: synthesis and in vitro evaluation of highly potent histamine H1-receptor agonists. Journal of medicinal chemistry. 2003 Dec 4;46(25):5458-70. [Content Brief]
Calculators
Concentration (start) × Volume (start) = Concentration (final) × Volume (final)
Histaprodifen Related Classifications
HY-189018 Related Classifications
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