Nisoxetine free base | CAS#53179-07-0 | NET inhibitor

MedKoo Cat#: 584876 | Name: Nisoxetine free base

Description:

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

Nisoxetine is a norepinephrine transporter (NET) inhibitor that inhibits norepinephrine uptake and inhibits amphetamine-induced increases in norepinephrine release. It reduces increases in locomotor activity induced by d-N-ethylamphetamine, methylphenidate, and cocaine, but not morphine and also reduces cataplexy in narcoleptic dogs.

Chemical Structure

Nisoxetine free base

CAS#53179-07-0 (free base)

Theoretical Analysis

MedKoo Cat#: 584876

Name: Nisoxetine free base

CAS#: 53179-07-0 (free base)

Chemical Formula: C17H21NO2

Exact Mass: 271.1572

Molecular Weight: 271.36

Elemental Analysis: C, 75.25; H, 7.80; N, 5.16; O, 11.79

Price and Availability

Size	Price	Availability
50mg	USD 450.00	2 Weeks
100mg	USD 750.00	2 Weeks
200mg	USD 1,350.00	2 Weeks
500mg	USD 2,850.00	2 Weeks
1g	USD 4,350.00	2 Weeks
2g	USD 6,950.00	2 Weeks

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Related CAS #

53179-07-0 (free base) 57754-86-6 (HCl) 163059-33-4 (R-isomer)

Synonym

Nisoxetine; NSC 283481; NSC283481; NSC-283481; Compound 89218; Compound-89218; Compound89218;

IUPAC/Chemical Name

Benzenepropanamine, gamma-(2-methoxyphenoxy)-N-methyl-

InChi Key

ITJNARMNRKSWTA-UHFFFAOYSA-N

InChi Code

InChI=1S/C17H21NO2/c1-18-13-12-15(14-8-4-3-5-9-14)20-17-11-7-6-10-16(17)19-2/h3-11,15,18H,12-13H2,1-2H3

SMILES Code

CNCCC(OC1=CC=CC=C1OC)C2=CC=CC=C2

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

2934.99.9001

More Info

Instruction

View handling instruction

Preparing Stock Solutions

The following data is based on the product molecular weight 271.36 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.

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

1: Jiménez-Torres AC, Porter KD, Hastie JA, Adeniran C, Moukha-Chafiq O, Nguyen TH, Ananthan S, Augelli-Szafran CE, Zhan CG, Zhu J. Effects of SRI-32743, a Novel Quinazoline Structure-Based Compound, on HIV-1 Tat and Cocaine Interaction with Norepinephrine Transporter. Int J Mol Sci. 2024 Jul 18;25(14):7881. doi: 10.3390/ijms25147881. PMID: 39063123; PMCID: PMC11277056. 2: Ahn H, Park K, Kim D, Chi SG, Choi KH, Han SJ, Song C. Implications for Combination Therapy of Selective Monoamine Reuptake Inhibitors on Dopamine Transporters. Biomedicines. 2023 Oct 20;11(10):2846. doi: 10.3390/biomedicines11102846. PMID: 37893219; PMCID: PMC10604324. 3: Scarpa LL, Bello NT. Dietary-induced binge-like eating impairs acoustic startle responses to acute nisoxetine in male mice. Behav Pharmacol. 2023 Oct 1;34(7):411-423. doi: 10.1097/FBP.0000000000000748. Epub 2023 Aug 15. PMID: 37578423; PMCID: PMC10528891. 4: Landau AM, Jakobsen S, Thomsen MB, Alstrup AKO, Orlowski D, Jacobsen J, Wegener G, Mørk A, Sørensen JCH, Doudet DJ. Combined In Vivo Microdialysis and PET Studies to Validate [11C]Yohimbine Binding as a Marker of Noradrenaline Release. Biomolecules. 2023 Apr 14;13(4):674. doi: 10.3390/biom13040674. PMID: 37189421; PMCID: PMC10136072. 5: Pugh CF, DeVree BT, Schmidt SG, Loland CJ. Pharmacological Characterization of Purified Full-Length Dopamine Transporter from Drosophila melanogaster. Cells. 2022 Nov 28;11(23):3811. doi: 10.3390/cells11233811. PMID: 36497070; PMCID: PMC9740255. 6: Pauletto P, Bortoli M, Bright FO, Delgado CP, Nogara PA, Orian L, da Rocha JBT. In silico analysis of the antidepressant fluoxetine and similar drugs as inhibitors of the human protein acid sphingomyelinase: a related SARS- CoV-2 inhibition pathway. J Biomol Struct Dyn. 2023 Nov;41(19):9562-9575. doi: 10.1080/07391102.2022.2148124. Epub 2022 Nov 29. PMID: 36447407. 7: Tronco Pauletto PJ, Omage FB, Delgado CP, Nogara PA, Teixeira Rocha JB. In Silico Analysis of the Antidepressant Fluoxetine and Related Drugs at SARS- CoV-2 Main Protease (Mpro) and Papain-like Protease (PLpro). Curr Drug Discov Technol. 2023;20(2):e101022209771. doi: 10.2174/1570163819666221010115118. PMID: 36221883. 8: Strauss MJ, Porter KD, Quizon PM, Davis SE, Lin S, Yuan Y, Martinez-Muniz GA, Sun WL, Zhan CG, Zhu J. Mutations of tyrosine 467 in the human norepinephrine transporter attenuate HIV-1 Tat-induced inhibition of dopamine transport while retaining physiological function. PLoS One. 2022 Sep 28;17(9):e0275182. doi: 10.1371/journal.pone.0275182. PMID: 36170295; PMCID: PMC9518868. 9: Shin M, Venton BJ. Fast-Scan Cyclic Voltammetry (FSCV) Reveals Behaviorally Evoked Dopamine Release by Sugar Feeding in the Adult Drosophila Mushroom Body. Angew Chem Int Ed Engl. 2022 Nov 2;61(44):e202207399. doi: 10.1002/anie.202207399. Epub 2022 Oct 5. PMID: 35989453; PMCID: PMC9613606. 10: Al-Khrasani M, Karadi DA, Galambos AR, Sperlagh B, Vizi ES. The Pharmacological Effects of Phenylephrine are Indirect, Mediated by Noradrenaline Release from the Cytoplasm. Neurochem Res. 2022 Nov;47(11):3272-3284. doi: 10.1007/s11064-022-03681-2. Epub 2022 Aug 9. PMID: 35945308; PMCID: PMC9546997. 11: Camacho-Hernandez GA, Casiraghi A, Rudin D, Luethi D, Ku TC, Guthrie DA, Straniero V, Valoti E, Schütz GJ, Sitte HH, Newman AH. Illuminating the norepinephrine transporter: fluorescent probes based on nisoxetine and talopram. RSC Med Chem. 2021 Jun 9;12(7):1174-1186. doi: 10.1039/d1md00072a. PMID: 34355183; PMCID: PMC8292982. 12: Sijben HJ, van Oostveen WM, Hartog PBR, Stucchi L, Rossignoli A, Maresca G, Scarabottolo L, IJzerman AP, Heitman LH. Label-free high-throughput screening assay for the identification of norepinephrine transporter (NET/SLC6A2) inhibitors. Sci Rep. 2021 Jun 10;11(1):12290. doi: 10.1038/s41598-021-91700-7. PMID: 34112854; PMCID: PMC8192900. 13: Chen M, Zhang Y, Wang H, Yang H, Yin W, Xu S, Jiang T, Wang M, Wu F, Yu W. Inhibition of the norepinephrine transporter rescues vascular hyporeactivity to catecholamine in obstructive jaundice. Eur J Pharmacol. 2021 Jun 5;900:174055. doi: 10.1016/j.ejphar.2021.174055. Epub 2021 Mar 26. PMID: 33775645. 14: Privman Champaloux E, Donelson N, Pyakurel P, Wolin D, Ostendorf L, Denno M, Borman R, Burke C, Short-Miller JC, Yoder MR, Copeland JM, Sanyal S, Venton BJ. Ring Finger Protein 11 (RNF11) Modulates Dopamine Release in Drosophila. Neuroscience. 2021 Jan 1;452:37-48. doi: 10.1016/j.neuroscience.2020.10.021. Epub 2020 Nov 8. PMID: 33176188; PMCID: PMC7769989. 15: Devoto P, Sagheddu C, Santoni M, Flore G, Saba P, Pistis M, Gessa GL. Noradrenergic Source of Dopamine Assessed by Microdialysis in the Medial Prefrontal Cortex. Front Pharmacol. 2020 Sep 23;11:588160. doi: 10.3389/fphar.2020.588160. PMID: 33071798; PMCID: PMC7538903. 16: Miyahara Y, Funahashi H, Naono-Nakayama R, Haruta-Tsukamoto A, Muroi C, Kogoh Y, Nishimori T, Ishida Y. Serotonin and noradrenaline modulate chronic itch processing in mice. Eur J Pharmacol. 2020 Sep 15;883:173319. doi: 10.1016/j.ejphar.2020.173319. Epub 2020 Jun 30. PMID: 32619678. 17: Strauss M, O'Donovan B, Ma Y, Xiao Z, Lin S, Bardo MT, Ortinski PI, McLaughlin JP, Zhu J. [3H]Dopamine Uptake through the Dopamine and Norepinephrine Transporters is Decreased in the Prefrontal Cortex of Transgenic Mice Expressing HIV-1 Transactivator of Transcription Protein. J Pharmacol Exp Ther. 2020 Aug;374(2):241-251. doi: 10.1124/jpet.120.266023. Epub 2020 May 27. PMID: 32461322; PMCID: PMC7366287. 18: Mizutani H, Sakakibara F, Sasaki E. TAS-303 Ameliorates Carbachol-Induced Detrusor Overactivity in Rats, Revealing Its Therapeutic Potential for Overactive Bladder. J Pharmacol Exp Ther. 2020 Jul;374(1):84-92. doi: 10.1124/jpet.119.264572. Epub 2020 Apr 24. PMID: 32332112. 19: Shen G, Shi WX. Amphetamine promotes cortical Up state: Role of adrenergic receptors. Addict Biol. 2021 Jan;26(1):e12879. doi: 10.1111/adb.12879. Epub 2020 Jan 31. PMID: 32003119. 20: Pantoni MM, Carmack SA, Hammam L, Anagnostaras SG. Dopamine and norepinephrine transporter inhibition for long-term fear memory enhancement. Behav Brain Res. 2020 Jan 27;378:112266. doi: 10.1016/j.bbr.2019.112266. Epub 2019 Sep 30. PMID: 31580915.