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MedKoo Cat#: 461372 | Name: Cianopramine

Description:

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

Cianopramine is a tricyclic antidepressant and a potent inhibitor of neuronal serotonin (5-HT) uptake in animals.

Chemical Structure

Cianopramine
Cianopramine
CAS#66834-24-0

Theoretical Analysis

MedKoo Cat#: 461372

Name: Cianopramine

CAS#: 66834-24-0

Chemical Formula: C20H23N3

Exact Mass: 305.1892

Molecular Weight: 305.42

Elemental Analysis: C, 78.65; H, 7.59; N, 13.76

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.
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Related CAS #
No Data
Synonym
Cianopramine; Ro 112465; Ro-112465; Ro112465;
IUPAC/Chemical Name
5-(3-(dimethylamino)propyl)-10,11-dihydro-5H-dibenzo[b,f]azepine-3-carbonitrile
InChi Key
LQXYCDLHSKICDY-UHFFFAOYSA-N
InChi Code
InChI=1S/C20H23N3/c1-22(2)12-5-13-23-19-7-4-3-6-17(19)10-11-18-9-8-16(15-21)14-20(18)23/h3-4,6-9,14H,5,10-13H2,1-2H3
SMILES Code
N#CC1=CC=C2C(N(CCCN(C)C)C3=CC=CC=C3CC2)=C1
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 305.42 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
1: Eichler HG, Gasic S, Korn A. Effect of cianopramine, a tricyclic antidepressant, on platelet serotonin uptake and peripheral adrenergic function. Clin Pharmacol Ther. 1984 Oct;36(4):542-5. PubMed PMID: 6478739. 2: Grünberger J, Linzmayer L, Gasic S, Saletu B. [Computer-assisted static and dynamic pupillometry for the characterization of tricyclic antidepressive agent, cianopramine]. Arzneimittelforschung. 1988 Mar;38(3):383-7. German. PubMed PMID: 3382461. 3: Griebel G, Moreau JL, Jenck F, Misslin R, Martin JR. Acute and chronic treatment with 5-HT reuptake inhibitors differentially modulate emotional responses in anxiety models in rodents. Psychopharmacology (Berl). 1994 Jan;113(3-4):463-70. PubMed PMID: 7862860. 4: Hormazabal L, Omer LM, Ismail S. Cianopramine and amitriptyline in the treatment of depressed patients--a placebo-controlled study. Psychopharmacology (Berl). 1985;86(1-2):205-8. PubMed PMID: 3927356. 5: Hojabri H, Glennon JD. Determination of cianopramine in human plasma by high-performance liquid chromatography and gas-liquid chromatography with ultraviolet, fluorescence and electron-capture detection. J Chromatogr. 1985 Jul 12;342(1):97-103. PubMed PMID: 4044760. 6: Cicardo VH, Dick GO. Cardiovascular peripheric effects of a new tricyclic antidepressant, cianopramine (Ro 11-2465) in dogs. Prog Neuropsychopharmacol Biol Psychiatry. 1985;9(4):381-6. PubMed PMID: 4070642. 7: Mellsop GW, Burgess CD, Vijayasenan ME. A controlled trial of amitriptyline and cianopramine in major depression. Clin Ther. 1985;7(6):699-703. Review. PubMed PMID: 3907842. 8: Pawlowski L, Nowak G, Górka Z, Mazela H. Ro 11-2465 (cyan-imipramine), citalopram and their N-desmethyl metabolites: effects on the uptake of 5-hydroxytryptamine and noradrenaline in vivo and related pharmacological activities. Psychopharmacology (Berl). 1985;86(1-2):156-63. PubMed PMID: 3927352. 9: Underwood MD, Kassir SA, Bakalian MJ, Galfalvy H, Mann JJ, Arango V. Neuron density and serotonin receptor binding in prefrontal cortex in suicide. Int J Neuropsychopharmacol. 2012 May;15(4):435-47. doi: 10.1017/S1461145711000691. Epub 2011 May 9. PubMed PMID: 21733245; PubMed Central PMCID: PMC4167642. 10: Furmaga H, Shah A, Frazer A. Serotonergic and noradrenergic pathways are required for the anxiolytic-like and antidepressant-like behavioral effects of repeated vagal nerve stimulation in rats. Biol Psychiatry. 2011 Nov 15;70(10):937-45. doi: 10.1016/j.biopsych.2011.07.020. Epub 2011 Sep 9. PubMed PMID: 21907323. 11: Launay JM, Loric S, Mutel V, Kellermann O. The 5-HT2B receptor controls the overall 5-HT transport system in the 1C11 serotonergic cell line. Ann N Y Acad Sci. 1998 Dec 15;861:247. PubMed PMID: 9928270. 12: Vinod KY, Kassir SA, Hungund BL, Cooper TB, Mann JJ, Arango V. Selective alterations of the CB1 receptors and the fatty acid amide hydrolase in the ventral striatum of alcoholics and suicides. J Psychiatr Res. 2010 Jul;44(9):591-7. doi: 10.1016/j.jpsychires.2009.11.013. Epub 2009 Dec 16. PubMed PMID: 20015515; PubMed Central PMCID: PMC2878847. 13: Cesura AM, Ritter A, Picotti GB, Da Prada M. Uptake, release, and subcellular localization of 1-methyl-4-phenylpyridinium in blood platelets. J Neurochem. 1987 Jul;49(1):138-45. PubMed PMID: 3495635. 14: Hashimoto K, Inoue O, Suzuki K, Yamasaki T, Kojima M. Synthesis and evaluation of [11C]cyanoimipramine. Int J Rad Appl Instrum B. 1987;14(6):587-92. PubMed PMID: 3429240. 15: Pranger AD, Alffenaar JW, Wessels AM, Greijdanus B, Uges DR. Determination of moxifloxacin in human plasma, plasma ultrafiltrate, and cerebrospinal fluid by a rapid and simple liquid chromatography- tandem mass spectrometry method. J Anal Toxicol. 2010 Apr;34(3):135-41. PubMed PMID: 20406537. 16: Constantinidis J, Dick P, Tissot R. Antidepressants and serotonin neurons of the raphe. Neuropsychobiology. 1981;7(3):113-21. PubMed PMID: 6785659. 17: Pawłowski L, Kwiatek H, Górka Z. Is Ro 11-2465 (cyan-imipramine) an antagonist of postsynaptic serotonin receptors? J Neural Transm. 1981;52(1-2):61-72. PubMed PMID: 7288439. 18: Asberg M, Eriksson B, Mårtensson B, Träskman-Bendz L, Wägner A. Therapeutic effects of serotonin uptake inhibitors in depression. J Clin Psychiatry. 1986 Apr;47 Suppl:23-35. Review. PubMed PMID: 2937776. 19: DeMet EM, Bell KM, Reist C, Gerner RH, Chicz-DeMet A. Seasonal changes in cyanoimipramine specific platelet 3H-imipramine binding in depression. Psychiatry Res. 1990 Dec;34(3):315-29. PubMed PMID: 1963694. 20: Davis A. Molecular aspects of the imipramine 'receptor'. Experientia. 1984 Aug 15;40(8):783-94. Review. PubMed PMID: 6088274.