MedKoo Cat#: 317186 | Name: Amoxapine
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Description:

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

Amoxapine is the N-demethylated metabolite of the antipsychotic agent loxapine that works by blocking the reuptake of norepinephrine, serotonin, or both. It also blocks dopamine receptors. Amoxapine is a tetracyclic antidepressant of the dibenzoxazepine family, though it is often classified as a secondary amine tricyclic antidepressant. It first received marketing approval in the US in 1992.

Chemical Structure

Amoxapine
Amoxapine
CAS#14028-44-5

Theoretical Analysis

MedKoo Cat#: 317186

Name: Amoxapine

CAS#: 14028-44-5

Chemical Formula: C17H16ClN3O

Exact Mass: 313.0982

Molecular Weight: 313.78

Elemental Analysis: C, 65.07; H, 5.14; Cl, 11.30; N, 13.39; O, 5.10

Price and Availability

Size Price Availability Quantity
100mg USD 350.00 2 Weeks
1g USD 750.00 2 Weeks
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Related CAS #
No Data
Synonym
Asendin; Asendis; Defanyl; Demolox; Oxamine; Amolife; Oxcap; Adisen; Amoxan
IUPAC/Chemical Name
8-chloro-6-piperazin-1-ylbenzo[b][1,4]benzoxazepine
InChi Key
QWGDMFLQWFTERH-UHFFFAOYSA-N
InChi Code
InChI=1S/C17H16ClN3O/c18-12-5-6-15-13(11-12)17(21-9-7-19-8-10-21)20-14-3-1-2-4-16(14)22-15/h1-6,11,19H,7-10H2
SMILES Code
C1CN(CCN1)C2=NC3=CC=CC=C3OC4=C2C=C(C=C4)Cl
Appearance
White to off-white solid powder.
Purity
>97% (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, not in water
Shelf Life
>2 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

Preparing Stock Solutions

The following data is based on the product molecular weight 313.78 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
1: Drugs and Lactation Database (LactMed®) [Internet]. Bethesda (MD): National Institute of Child Health and Human Development; 2006–. Amoxapine. 2022 Apr 18. PMID: 30000242. 2: LiverTox: Clinical and Research Information on Drug-Induced Liver Injury [Internet]. Bethesda (MD): National Institute of Diabetes and Digestive and Kidney Diseases; 2012–. Amoxapine. 2016 Mar 2. PMID: 31643838. 3: Abbas S, Marwaha R. Amoxapine. 2022 Aug 1. In: StatPearls [Internet]. Treasure Island (FL): StatPearls Publishing; 2023 Jan–. PMID: 31082024. 4: Dugas JE, Weber SS. Amoxapine (Asendin, Lederle Laboratories). Drug Intell Clin Pharm. 1982 Mar;16(3):199-204. doi: 10.1177/106002808201600302. PMID: 7037342. 5: Kinney JL, Evans RL Jr. Evaluation of amoxapine. Clin Pharm. 1982 Sep- Oct;1(5):417-24. PMID: 6764165. 6: Ban TA, Wilson WH, McEvoy JP. Amoxapine: a review of literature. Int Pharmacopsychiatry. 1980;15(3):166-70. doi: 10.1159/000468433. PMID: 7016801. 7: Górska N, Słupski J, Cubała WJ, Wiglusz MS, Gałuszko-Węgielnik M. Antidepressants in epilepsy. Neurol Neurochir Pol. 2018 Nov-Dec;52(6):657-661. doi: 10.1016/j.pjnns.2018.07.005. Epub 2018 Aug 11. PMID: 30131174. 8: Amoxapine overdosage. JAMA. 1984 Feb 3;251(5):601-3. PMID: 6690828. 9: Jue SG, Dawson GW, Brogden RN. Amoxapine: a review of its pharmacology and efficacy in depressed states. Drugs. 1982 Jul;24(1):1-23. doi: 10.2165/00003495-198224010-00001. PMID: 7049659. 10: Munger MA, Effron BA. Amoxapine cardiotoxicity. Ann Emerg Med. 1988 Mar;17(3):274-8. doi: 10.1016/s0196-0644(88)80122-7. PMID: 3345021. 11: Singh GP. Amoxapine-induced tardive dyskinesia. Indian J Psychiatry. 2009 Oct-Dec;51(4):327. doi: 10.4103/0019-5545.58305. PMID: 20048464; PMCID: PMC2802386. 12: Drugs for Depression. Med Lett Drugs Ther. 2020 Feb 24;62(1592):25-32. PMID: 32320387. 13: Hullett FJ, Levy AB. Amoxapine-induced akathisia. Am J Psychiatry. 1983 Jun;140(6):820. doi: 10.1176/ajp.140.6.820a. PMID: 6846654. 14: Revet A, Montastruc F, Roussin A, Raynaud JP, Lapeyre-Mestre M, Nguyen TTH. Antidepressants and movement disorders: a postmarketing study in the world pharmacovigilance database. BMC Psychiatry. 2020 Jun 16;20(1):308. doi: 10.1186/s12888-020-02711-z. PMID: 32546134; PMCID: PMC7298955. 15: Wang J, Sha J, Strong E, Chopra AK, Lee S. FDA-Approved Amoxapine Effectively Promotes Macrophage Control of Mycobacteria by Inducing Autophagy. Microbiol Spectr. 2022 Oct 26;10(5):e0250922. doi: 10.1128/spectrum.02509-22. Epub 2022 Sep 21. PMID: 36129262; PMCID: PMC9602717. 16: Price WA. Amoxapine-induced extrapyramidal effects. Psychosomatics. 1986 Jun;27(6):464, 468. doi: 10.1016/S0033-3182(86)72679-0. PMID: 3737838. 17: Kane JM, Lieberman J. The efficacy of amoxapine, maprotiline, and trazodone in comparison to imipramine and amitriptyline: a review of the literature. Psychopharmacol Bull. 1984 Spring;20(2):240-9. PMID: 6374720. 18: Update of antidepressants: lofepramine, amoxapine and viloxazine. Drug Ther Bull. 1990 Oct 15;28(21):82-4. PMID: 2131229. 19: Leonard BE. Safety of amoxapine. Lancet. 1989 Sep 30;2(8666):808. doi: 10.1016/s0140-6736(89)90878-7. PMID: 2571052. 20: Ban TA. Amoxapine and viloxazine: review of the literature with special reference to clinical studies. Psychopharmacol Bull. 1979 Jul;15(3):22-5. PMID: 386404.