Opipramol hydrochloride
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MedKoo CAT#: 575747

CAS#: 909-39-7 (HCl)

Description: Opipramol hydrochloride is an atypical anxiolytic and antidepressant drug chemically similar to tricyclic antidepressants. Opipramol mainly acts on sigma receptors such as histamine, serotonin, dopamine and alpha-1 adrenergic receptors.

Chemical Structure

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Opipramol hydrochloride
CAS# 909-39-7 (HCl)
Product data Instruction

Theoretical Analysis

MedKoo Cat#: 575747
Name: Opipramol hydrochloride
CAS#: 909-39-7 (HCl)
Chemical Formula: C23H31Cl2N3O
Exact Mass: 435.18
Molecular Weight: 436.421
Elemental Analysis: C, 63.30; H, 7.16; Cl, 16.25; N, 9.63; O, 3.67

Price and Availability

Size Price Availability Quantity
25mg USD 280 2 Weeks
100mg USD 760 2 Weeks
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Related CAS #: 315-72-0 (free base)   909-39-7 (HCl)  

Synonym: Ensidon; G 33040; G33040; G-33040; Insidon; Opipramol dihydrochloride; Opipramol hydrochloride; Opipramol HCl; Pramolan

IUPAC/Chemical Name: 4-(3-(5H-Dibenz(b,f)azepin-5-yl)propyl)piperazine-1-ethanol dihydrochloride

InChi Key: DLTOEESOSYKJBK-UHFFFAOYSA-N

InChi Code: InChI=1S/C23H29N3O.2ClH/c27-19-18-25-16-14-24(15-17-25)12-5-13-26-22-8-3-1-6-20(22)10-11-21-7-2-4-9-23(21)26;;/h1-4,6-11,27H,5,12-19H2;2*1H

SMILES Code: Cl.Cl.OCCN1CCN(CCCN2c3ccccc3C=Cc4ccccc24)CC1

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: >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:

Product Data:
Product Data
Instruction:
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Biological target: Opipramol hydrochloride is an atypical anxiolytic and antidepressant drug chemically similar to tricyclic antidepressants.
In vitro activity: To examine whether opipramol reproduces or impairs other actions of insulin, its direct effects on glucose transport, lipogenesis and lipolysis were investigated in adipocytes while its influence on insulin secretion was studied in pancreatic islets. At 100 μM, opipramol also inhibited the glucose incorporation into lipids without limiting the glucose transport in mouse adipocytes. In pancreatic islets, opipramol acutely impaired the stimulation of insulin secretion by various activators (high glucose, high potassium, forskolin...). Reference: J Physiol Biochem. 2023 Feb 23. https://pubmed.ncbi.nlm.nih.gov/36821072/
In vivo activity: Opipramol potently increased the metabolism of dopamine in the striatum, olfactory tubercle and pyriform cortex of the rat and increased the release of dopamine from the striatum of the mouse, as measured by increases in the levels of 3-methoxytyramine in vivo. Opipramol increased plasma prolactin in the rat, only at a dose as large as 50 mg/kg dose. Irreversible inactivation of dopamine receptors by EEDQ (N-ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline) did not affect the opipramol-induced increases in levels of dihydroxyphenylacetic acid (DOPAC) in the striatum of the rat, indicating a predominant role of activation of sigma receptors in the dopaminergic effects of opipramol. However, pretreatment with the putative sigma ligand, rimcazole, markedly potentiated the ability of opipramol to increase the metabolism of release of DA in the striatum of the mouse in vivo. Reference: Neuropharmacology. 1990 Dec;29(12):1191-7. https://pubmed.ncbi.nlm.nih.gov/1963476/

Preparing Stock Solutions

The following data is based on the product molecular weight 436.42 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
Formulation protocol: 1. Iglesias-Osma MC, García-Barrado MJ, Hernandez-Gonzalez D, Perrier K, Viana P, Carpéné C. The anxiolytic drug opipramol inhibits insulin-induced lipogenesis in fat cells and insulin secretion in pancreatic islets. J Physiol Biochem. 2023 Feb 23. doi: 10.1007/s13105-023-00950-8. Epub ahead of print. PMID: 36821072. 2. Carpéné C, Les F, Mercader J, Gomez-Zorita S, Grolleau JL, Boulet N, Fontaine J, Iglesias-Osma MC, Garcia-Barrado MJ. Opipramol Inhibits Lipolysis in Human Adipocytes without Altering Glucose Uptake and Differently from Antipsychotic and Antidepressant Drugs with Adverse Effects on Body Weight Control. Pharmaceuticals (Basel). 2020 Mar 5;13(3):41. doi: 10.3390/ph13030041. PMID: 32151075; PMCID: PMC7151722. 3. Bareli T, Ahdoot HL, Ben-Moshe H, Barnea R, Warhaftig G, Maayan R, Roska P, Weizman A, Yadid G. Chronic opipramol treatment extinguishes cocaine craving through Rac1 in responders: A rat model study. Addict Biol. 2021 Sep;26(5):e13014. doi: 10.1111/adb.13014. Epub 2021 Jan 28. PMID: 33508873. 4. Rao TS, Cler JA, Mick SJ, Dilworth VM, Contreras PC, Iyengar S, Wood PL. Neurochemical characterization of dopaminergic effects of opipramol, a potent sigma receptor ligand, in vivo. Neuropharmacology. 1990 Dec;29(12):1191-7. doi: 10.1016/0028-3908(90)90044-r. PMID: 1963476.
In vitro protocol: 1. Iglesias-Osma MC, García-Barrado MJ, Hernandez-Gonzalez D, Perrier K, Viana P, Carpéné C. The anxiolytic drug opipramol inhibits insulin-induced lipogenesis in fat cells and insulin secretion in pancreatic islets. J Physiol Biochem. 2023 Feb 23. doi: 10.1007/s13105-023-00950-8. Epub ahead of print. PMID: 36821072. 2. Carpéné C, Les F, Mercader J, Gomez-Zorita S, Grolleau JL, Boulet N, Fontaine J, Iglesias-Osma MC, Garcia-Barrado MJ. Opipramol Inhibits Lipolysis in Human Adipocytes without Altering Glucose Uptake and Differently from Antipsychotic and Antidepressant Drugs with Adverse Effects on Body Weight Control. Pharmaceuticals (Basel). 2020 Mar 5;13(3):41. doi: 10.3390/ph13030041. PMID: 32151075; PMCID: PMC7151722.
In vivo protocol: 1. Bareli T, Ahdoot HL, Ben-Moshe H, Barnea R, Warhaftig G, Maayan R, Roska P, Weizman A, Yadid G. Chronic opipramol treatment extinguishes cocaine craving through Rac1 in responders: A rat model study. Addict Biol. 2021 Sep;26(5):e13014. doi: 10.1111/adb.13014. Epub 2021 Jan 28. PMID: 33508873. 2. Rao TS, Cler JA, Mick SJ, Dilworth VM, Contreras PC, Iyengar S, Wood PL. Neurochemical characterization of dopaminergic effects of opipramol, a potent sigma receptor ligand, in vivo. Neuropharmacology. 1990 Dec;29(12):1191-7. doi: 10.1016/0028-3908(90)90044-r. PMID: 1963476.

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1. Bandelow B, Reitt M, Röver C, Michaelis S, Görlich Y, Wedekind D. Efficacy of treatments for anxiety disorders: a meta-analysis. Int Clin Psychopharmacol. 2015 Jul;30(4):183-92. doi: 10.1097/YIC.0000000000000078. PMID: 25932596.

2. Krysta K, Murawiec S, Warchala A, Zawada K, Cubała WJ, Wiglusz MS, Jakuszkowiak-Wojten K, Krzystanek M, Krupka-Matuszczyk I. Modern indications for the use of opipramol. Psychiatr Danub. 2015 Sep;27 Suppl 1:S435-7. PMID: 26417811.

3. Carpéné C, Les F, Mercader J, Gomez-Zorita S, Grolleau JL, Boulet N, Fontaine J, Iglesias-Osma MC, Garcia-Barrado MJ. Opipramol Inhibits Lipolysis in Human Adipocytes without Altering Glucose Uptake and Differently from Antipsychotic and Antidepressant Drugs with Adverse Effects on Body Weight Control. Pharmaceuticals (Basel). 2020 Mar 5;13(3):41. doi: 10.3390/ph13030041. PMID: 32151075; PMCID: PMC7151722.