MedKoo Cat#: 540083 | Name: Clomipramine HCl
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Description:

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

Clomipramine HCl inhibitor of mAChRs, 5-HT2/3/6/7 receptors, α1/2-adrenergic receptors, SERT, NET, and hERG K and L-type Ca channels used to treat depression, anxiety, narcolepClomipramine HCl sy, and obessive-compulisve disorder. It also acts as a FIASMA, decreases thermal and mechanical pain, and may prolong the cardiac QT interval.

Chemical Structure

Clomipramine HCl
Clomipramine HCl
CAS#17321-77-6 (HCl)

Theoretical Analysis

MedKoo Cat#: 540083

Name: Clomipramine HCl

CAS#: 17321-77-6 (HCl)

Chemical Formula: C19H24Cl2N2

Exact Mass: 0.0000

Molecular Weight: 351.31

Elemental Analysis: C, 64.96; H, 6.89; Cl, 20.18; N, 7.97

Price and Availability

Size Price Availability Quantity
1g USD 150.00 2 Weeks
2g USD 250.00 2 Weeks
5g USD 450.00 2 Weeks
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Synonym
Anafranil; Clomicalm; Chlorimipramine HCl; 3-Chloroimipramine HCl; Chloroimipramine monohydrochloride; G-34586; G34586; G 34586; NSC-759323; NSC 759323; NSC759323; Hydiphen
IUPAC/Chemical Name
3-(3-chloro-10,11-dihydro-5H-dibenzo[b,f]azepin-5-yl)-N,N-dimethylpropan-1-amine hydrochloride
InChi Key
WIMWMKZEIBHDTH-UHFFFAOYSA-N
InChi Code
InChI=1S/C19H23ClN2.ClH/c1-21(2)12-5-13-22-18-7-4-3-6-15(18)8-9-16-10-11-17(20)14-19(16)22;/h3-4,6-7,10-11,14H,5,8-9,12-13H2,1-2H3;1H
SMILES Code
CN(C)CCCN1C2=CC(Cl)=CC=C2CCC3=CC=CC=C31.[H]Cl
Appearance
White to off-white crystalline 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
Biological target:
Clomipramine hydrochloride is a serotonin transporter (SERT), norepinephrine transporter (NET) and dopamine transporter (DAT) blocker with Ki of 0.14, 54 and 3 nM, respectively.
In vitro activity:
Regarding the mechanism of action, clomipramine led parasites do mitochondrial depolarization, which coupled with the inhibition of trypanothione reductase induced strong oxidative stress in the parasites. The effects observed in promastigotes included lipoperoxidation, plasma membrane permeabilization, and apoptosis hallmarks (i.e., DNA fragmentation, phosphatidylserine exposure, and cell shrinkage). Reference: Parasitol Res. 2019 Mar;118(3):977-989. https://pubmed.ncbi.nlm.nih.gov/30694414/
In vivo activity:
Clomipramine-treated rats had significantly lower rates of glycolysis and glycolytic capacity, regardless of sex. Coupling efficiency was significantly higher in male rats compared with female rats across treatment groups. Reference: Physiol Rep. 2018 May;6(9):e13615. https://pubmed.ncbi.nlm.nih.gov/29745454/
Solvent mg/mL mM comments
Solubility
DMSO 43.3 123.34
DMF 3.0 8.54
Ethanol 40.0 113.86
PBS (pH 7.2) 0.5 1.42
Water 60.0 170.79
Note: There can be variations in solubility for the same chemical from different vendors or different batches from the same vendor. The following factors can affect the solubility of the same chemical: solvent used for crystallization, residual solvent content, polymorphism, salt versus free form, degree of hydration, solvent temperature. Please use the solubility data as a reference only. Warming and sonication will facilitate dissolving. Still have questions? Please contact our Technical Support scientists.

Preparing Stock Solutions

The following data is based on the product molecular weight 351.31 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. da Silva Rodrigues JH, Miranda N, Volpato H, Ueda-Nakamura T, Nakamura CV. The antidepressant clomipramine induces programmed cell death in Leishmania amazonensis through a mitochondrial pathway. Parasitol Res. 2019 Mar;118(3):977-989. doi: 10.1007/s00436-018-06200-x. Epub 2019 Jan 29. PMID: 30694414. 2. Jimenez AG, Winward JD, Smith DM, Ragan CM. Effects of short-term clomipramine on anxiety-like behavior, cellular metabolism, and oxidative stress in primary fibroblast cells of male and female rats. Physiol Rep. 2018 May;6(9):e13615. doi: 10.14814/phy2.13615. PMID: 29745454; PMCID: PMC5943669. 3. Li X, Sun W, Li J, Wang M, Zhang H, Pei L, Boyce BF, Wang Z, Xing L. Clomipramine causes osteoporosis by promoting osteoclastogenesis via E3 ligase Itch, which is prevented by Zoledronic acid. Sci Rep. 2017 Feb 1;7:41358. doi: 10.1038/srep41358. PMID: 28145497; PMCID: PMC5286409.
In vitro protocol:
1. da Silva Rodrigues JH, Miranda N, Volpato H, Ueda-Nakamura T, Nakamura CV. The antidepressant clomipramine induces programmed cell death in Leishmania amazonensis through a mitochondrial pathway. Parasitol Res. 2019 Mar;118(3):977-989. doi: 10.1007/s00436-018-06200-x. Epub 2019 Jan 29. PMID: 30694414.
In vivo protocol:
1. Jimenez AG, Winward JD, Smith DM, Ragan CM. Effects of short-term clomipramine on anxiety-like behavior, cellular metabolism, and oxidative stress in primary fibroblast cells of male and female rats. Physiol Rep. 2018 May;6(9):e13615. doi: 10.14814/phy2.13615. PMID: 29745454; PMCID: PMC5943669. 2. Li X, Sun W, Li J, Wang M, Zhang H, Pei L, Boyce BF, Wang Z, Xing L. Clomipramine causes osteoporosis by promoting osteoclastogenesis via E3 ligase Itch, which is prevented by Zoledronic acid. Sci Rep. 2017 Feb 1;7:41358. doi: 10.1038/srep41358. PMID: 28145497; PMCID: PMC5286409.
1: Kaur K, Malik AK. Study on the fluorescence quenching reaction of amitriptyline and clomipramine hydrochlorides with eosin Y and its analytical application. J Fluoresc. 2013 May;23(3):533-42. doi: 10.1007/s10895-013-1185-y. Epub 2013 Mar 3. PubMed PMID: 23456417. 2: Guilleminault C, Raynal D, Takahashi S, Carskadon M, Dement W. Evaluation of short-term and long-term treatment of the narcolepsy syndrome with clomipramine hydrochloride. Acta Neurol Scand. 1976 Jul;54(1):71-87. PubMed PMID: 936975. 3: Dinarvand R, Alimorad MM, Amanlou M, Akbari H. In vitro release of clomipramine HCl and buprenorphine HCl from poly adipic anhydride (PAA) and poly trimethylene carbonate (PTMC) blends. J Biomed Mater Res A. 2005 Oct 1;75(1):185-91. PubMed PMID: 16044413. 4: Wieland-Berghausen S, Schote U, Frey M, Schmidt F. Comparison of microencapsulation techniques for the water-soluble drugs nitenpyram and clomipramine HCl. J Control Release. 2002 Dec 13;85(1-3):35-43. PubMed PMID: 12480309. 5: Müller FO, Schall R, Mogilnicka EM, Groenewoud G, Hundt HK, Luus HG, Middle MV, Swart KJ, De Vaal AC. Relative bioavailability of four clomipramine hydrochloride tablet products. Biopharm Drug Dispos. 1996 Jan;17(1):81-90. PubMed PMID: 8991493. 6: McClure DJ, Low GL, Gent M. Clomipramine HCL--a double-blind study of a new antidepressant drug. Can Psychiatr Assoc J. 1973 Oct;18(5):403-8. PubMed PMID: 4147711. 7: Starkey SR, Morrisey JK, Hickam HD, Albright JD, Lynch MJ. Extrapyramidal side effects in a blue and gold macaw (Ara ararauna) treated with haloperidol and clomipramine. J Avian Med Surg. 2008 Sep;22(3):234-9. PubMed PMID: 19014097. 8: Gurewitz R, Blum I, Lavie P, Pertzelan A, Stivel M, Weinstein R, Galatzer A, Laron Z. Recurrent hypothermia, hypersomnolence, central sleep apnea, hypodipsia, hypernatremia, hypothyroidism, hyperprolactinemia and growth hormone deficiency in a boy--treatment with clomipramine. Acta Endocrinol Suppl (Copenh). 1986;279:468-72. PubMed PMID: 3465179. 9: Schiffman SS, Graham BG, Suggs MS, Sattely-Miller EA. Effect of psychotropic drugs on taste responses in young and elderly persons. Ann N Y Acad Sci. 1998 Nov 30;855:732-7. PubMed PMID: 9929678. 10: Verberne AJ, Taylor DA, Fennessy MR. Withdrawal-like behaviour induced by inhibitors of biogenic amine reuptake in rats treated chronically with delta 9-tetrahydrocannabinol. Psychopharmacology (Berl). 1980;68(3):261-7. PubMed PMID: 6248916. 11: Salama AI, Goldberg ME. Neurochemical properties of 3,3-dimethyl-1-[3-(methylamino) propyl]-1-phenylindan HCl (LU 3-049) and selected tricyclic antidepressants. Arch Int Pharmacodyn Ther. 1977 Feb;225(2):317-29. PubMed PMID: 849078. 12: Taylor DA, Fennessy MR. Time-course of the effects of chronic delta 9-tetrahydrocannabinol on behaviour, body temperature, brain amines and withdrawal-like behaviour in the rat. J Pharm Pharmacol. 1982 Apr;34(4):240-5. PubMed PMID: 6124598. 13: Mohamed FA, Mohamed HA, Hussein SA, Ahmed SA. A validated spectrofluorimetric method for determination of some psychoactive drugs. J Pharm Biomed Anal. 2005 Sep 1;39(1-2):139-46. PubMed PMID: 16085135. 14: Mousseau DD, McManus DJ, Baker GB, Juorio AV, Dewhurst WG, Greenshaw AJ. Effects of age and of chronic antidepressant treatment on [3H]tryptamine and [3H]dihydroalprenolol binding to rat cortical membranes. Cell Mol Neurobiol. 1993 Feb;13(1):3-13. PubMed PMID: 8384528. 15: Schiffman SS, Zervakis J, Suggs MS, Budd KC, Iuga L. Effect of tricyclic antidepressants on taste responses in humans and gerbils. Pharmacol Biochem Behav. 2000 Apr;65(4):599-609. PubMed PMID: 10764912. 16: Dziomba S, Kowalski P, Słomińska A, Bączek T. Field-amplified sample injection coupled with pseudo-isotachophoresis technique for sensitive determination of selected psychiatric drugs in human urine samples after dispersive liquid-liquid microextraction. Anal Chim Acta. 2014 Feb 6;811:88-93. doi: 10.1016/j.aca.2013.12.021. Epub 2013 Dec 26. PubMed PMID: 24456599. 17: Thoma K, von Stein C. [The effect of changing the association properties of psychopharmaceuticals in colloidal solutions on their liberation. 4. The effect of chemical structure as well as environmental conditions on the elevation of critical micelle formation concentration and reduction of micelle weight with hydrotropic material]. Pharm Acta Helv. 1990;65(4):98-104. German. PubMed PMID: 2356194. 18: Inceboz T, Yalçin G, Aksoy U. [Case report: taeniasis, is it a cause of psychiatric and neural symptoms?]. Turkiye Parazitol Derg. 2006;30(3):187-9. Turkish. PubMed PMID: 17160849. 19: Mosko SS, Haubrich D, Jacobs BL. Serotonergic afferents to the dorsal raphe nucleus: evdience from HRP and synaptosomal uptake studies. Brain Res. 1977 Jan 7;119(2):269-90. PubMed PMID: 830388. 20: Waldmeier PC, Delini-Stula AA. Serotonin--dopamine interactions in the nigrostriatal system. Eur J Pharmacol. 1979 May 15;55(4):363-73. PubMed PMID: 572774.