MedKoo Cat#: 592771 | Name: Amitriptylinoxide
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Description:

WARNING: This product is for research use only, not for human or veterinary use.

Amitriptylinoxide, an active metabolite of amitriptyline, is a tricyclic antidepressant (TCA) with pharmacological properties similar to its parent compound. It primarily acts by inhibiting the reuptake of serotonin and norepinephrine, increasing their synaptic concentrations and enhancing neurotransmission. Studies indicate that amitriptylinoxide retains strong affinity for serotonin transporter (SERT) and norepinephrine transporter (NET), with reported IC₅₀ values in the nanomolar range, similar to amitriptyline. It also exhibits antagonist activity at histaminergic (H1), muscarinic (M1), and α-adrenergic receptors, contributing to its sedative and autonomic side effects. Compared to amitriptyline, amitriptylinoxide has faster onset, reduced first-pass metabolism, and improved tolerability, leading to its clinical use in some regions as a better-tolerated alternative for depression and neuropathic pain.

Chemical Structure

 Amitriptylinoxide
Amitriptylinoxide
CAS#4317-14-0

Theoretical Analysis

MedKoo Cat#: 592771

Name: Amitriptylinoxide

CAS#: 4317-14-0

Chemical Formula: C20H23NO

Exact Mass: 293.1780

Molecular Weight: 293.41

Elemental Analysis: C, 81.87; H, 7.90; N, 4.77; O, 5.45

Price and Availability

Size Price Availability Quantity
50mg USD 350.00 2 Weeks
250mg USD 950.00 2 Weeks
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Related CAS #
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Synonym
Amitriptylinoxide
IUPAC/Chemical Name
10,11-Dihydro-N,N-dimethyl-5H-dibenzo(a,d)cycloheptene-delta(sup 5,gamma)-propylamine N-oxide
InChi Key
ZPMKQFOGINQDAM-UHFFFAOYSA-N
InChi Code
InChI=1S/C20H23NO/c1-21(2,22)15-7-12-20-18-10-5-3-8-16(18)13-14-17-9-4-6-11-19(17)20/h3-6,8-12H,7,13-15H2,1-2H3
SMILES Code
C[N+](CC/C=C1C2=C(CCC3=C\1C=CC=C3)C=CC=C2)([O-])C
Appearance
Solid powder
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>3 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.03.00
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 293.41 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
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