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Cat. No.: HY-157429

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25N-N1-Nap

25N-N1-Nap is a blood-brain barrier-permeable, selective, β-arrestin2-biased 5-HT_2A receptor (5-HT_2AR) agonist. 25N-N1-Nap reduces Gq efficacy while preserving β-arrestin2 efficacy. 25N-N1-Nap does not induce hallucinogen-like behavioral responses, blocks hyperactivity induced by hallucinogens and psychostimulants, and induces rapid tolerance to hallucinogen-like responses. 25N-N1-Nap can be used for research on schizophrenia-related hyperactivity.

For research use only. We do not sell to patients.

CAS No.: 2865185-31-3
Formula: C₂₁H₂₂N₂O₄
Molecular Weight:366.41

Storage:

Please store the product under the recommended conditions in the Certificate of Analysis.

Data Sheet (282 KB)

25N-N1-Nap Chemical Structure

CAS No.: 2865185-31-3

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Use of MCE Products

Strong Fluorescence Signal / Multi-Disciplinary Applications / High Fluorescence Specificity

Biological Activity
- Description
- IC₅₀ & Target
- In Vitro
- In Vivo
Chemical Information
Purity & Documentation
References
Calculators
Help & FAQs
Classifications
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Biological Activity

Description

IC₅₀ & Target

^[1]

5-HT_2A Receptor

All 5-HT Receptor Isoforms :

In Vitro

25N-N1-Nap is a β-arrestin-biased agonist of the 5-HT₂A receptor, with reduced efficacy in the Gq pathway but preserved efficacy in the β-arrestin2 pathway, and it exhibits selectivity for the 5-HT₂A receptor over the 5-HT₂B and 5-HT₂C receptors^[1].
25N-N1-Nap (0.001 nM-0.1 mM; 60 min) induces significant internalization of the 5-HT₂A receptor in the presence of co-expressed β-arrestin2, which is consistent with its β-arrestin-biased agonist profile^[1].

MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

In Vivo

25N-N1-Nap lacks psychedelic potential in mice, as it does not induce the HTR, and it blocks psychedelic-like HTR induced by (±)-DOI (HY-103124)^[1].
25N-N1-Nap (20 mg/kg; s.c.; once daily; 5 days) induces tachyphylaxis to the HTR induced by (±)-DOI in mice^[1].

MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

Animal Model:

C57BL/6 J (male)^[1]
Dosage:

20 mg/kg
Administration:

s.c.; once daily; 5 days
Result:

Reduced the ability of a challenge dose of (±)-DOI to induce the head-twitch response (HTR), indicating induction of tachyphylaxis.

Chemical Information

CAS No. 2865185-31-3
Molecular Weight 366.41
Formula C₂₁H₂₂N₂O₄
SMILES

COC1=CC(CCNCC2=C3C=CC=CC3=CC=C2)=C(C=C1[N+]([O-])=O)OC
Shipping

Room temperature in continental US; may vary elsewhere.
Storage

Please store the product under the recommended conditions in the Certificate of Analysis.

Purity & Documentation

Select Batch:

Purity: 99.98%

Assay: 99.98%

ee.: 99.98%

Data Sheet (282 KB)
COA (2659 KB)
Elemental Analysis Report (2659 KB)
HNMR (2659 KB)
CNMR (2659 KB)
RP-HPLC (2659 KB)
NP-HPLC (2659 KB)
MS (2659 KB)
LCMS (2659 KB)
IR (2659 KB)
GC (2659 KB)
OR (2659 KB)
SDS-PAGE (2659 KB)
SEC-HPLC (2659 KB)
Other Report (2659 KB)
Handling Instructions (2659 KB)

References

[1]. Wallach J, et al. Identification of 5-HT receptor signaling pathways associated with psychedelic potential. Nature communications. 2023 Dec 15;14(1):8221. [Content Brief]

[2]. Fannana T. Design, Syntheses and Structure Activity Relationship Characterizations of 5-HT2A Receptor Ligands[D]. Saint Joseph's University, 2025.

Calculators

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Help & FAQs

How should lyophilized recombinant proteins be reconstituted and stored?

1. Before opening the cap, centrifuge the vial at 13000 rpm for 20-30 seconds. This step will ensure that any lyophilized powder that may have adhered to the cap or walls is collected at the bottom of the vial, minimizing the risk of product loss.

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100 mg

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