Synonym
Trazodone, Trazodon, AF-1161, Beneficat, AF 1161, AF1161; Trazodone HCl
IUPAC/Chemical Name
2-[3-[4-(3-chlorophenyl)piperazin-1-yl]propyl]-[1,2,4]triazolo[4,3-a]pyridin-3-one hydrochloride
InChi Key
PHLBKPHSAVXXEF-UHFFFAOYSA-N; OHHDIOKRWWOXMT-UHFFFAOYSA-N
InChi Code
InChI=1S/C19H22ClN5O.ClH/c20-16-5-3-6-17(15-16)23-13-11-22(12-14-23)8-4-10-25-19(26)24-9-2-1-7-18(24)21-25;/h1-3,5-7,9,15H,4,8,10-14H2;1H
SMILES Code
O=C1N(CCCN2CCN(C3=CC=CC(Cl)=C3)CC2)N=C4C=CC=CN41.[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, 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
Preparing Stock Solutions
The following data is based on the
product
molecular weight
408.33
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: Akinseye OA, Alfishawy M, Radparvar F, Bakshi S. Trazodone and omeprazole interaction causing frequent second-degree Mobitz type 1 atrioventricular (AV) block (Wenckebach phenomenon) and syncope: a case report and literature review. Am J Case Rep. 2015 May 27;16:319-21. doi: 10.12659/AJCR.893427. Review. PubMed PMID: 26017199; PubMed Central PMCID: PMC4456984.
2: Osváth P. [Current treatment of depression and agitation in the elderly -- clinical use of trazodone]. Neuropsychopharmacol Hung. 2013 Sep;15(3):147-55. Review. Hungarian. PubMed PMID: 24108179.
3: Funk S. [Pharmacological treatment in alcohol-, drug- and benzodiazepine-dependent patients - the significance of trazodone]. Neuropsychopharmacol Hung. 2013 Jun;15(2):85-93. Review. Hungarian. PubMed PMID: 23817359.
4: Fagiolini A, Comandini A, Catena Dell'Osso M, Kasper S. Rediscovering trazodone for the treatment of major depressive disorder. CNS Drugs. 2012 Dec;26(12):1033-49. doi: 10.1007/s40263-012-0010-5. Review. Erratum in: CNS Drugs. 2013 Aug;27(8):677. PubMed PMID: 23192413; PubMed Central PMCID: PMC3693429.
5: Bossini L, Casolaro I, Koukouna D, Cecchini F, Fagiolini A. Off-label uses of trazodone: a review. Expert Opin Pharmacother. 2012 Aug;13(12):1707-17. doi: 10.1517/14656566.2012.699523. Epub 2012 Jun 20. Review. PubMed PMID: 22712761.
6: Kryszkowski W, Bobińska K, Talarowska M, Orzechowska A, Florkowski A, Gałecki P. [Trazodone in the treatment of addiction]. Pol Merkur Lekarski. 2011 Dec;31(186):384-7. Review. Polish. PubMed PMID: 22239013.
7: Wichniak A, Wierzbicka A. [The effects of antidepressants on sleep in depressed patients with particular reference to trazodone in comparison to agomelatine, amitriptyline, doxepin, mianserine and mirtazapine]. Pol Merkur Lekarski. 2011 Jul;31(181):65-70. Review. Polish. PubMed PMID: 21870714.
8: Mittur A. Trazodone: properties and utility in multiple disorders. Expert Rev Clin Pharmacol. 2011 Mar;4(2):181-96. doi: 10.1586/ecp.10.138. Review. PubMed PMID: 22115401.
9: Frecska E. [Trazodone--its multifunctional mechanism of action and clinical use]. Neuropsychopharmacol Hung. 2010 Dec;12(4):477-82. Review. Hungarian. PubMed PMID: 21220793.
10: Extended-release trazodone (Oleptro) for depression. Med Lett Drugs Ther. 2010 Nov 15;52(1351):91-2. Review. PubMed PMID: 21068704.
11: Gałecki P, Florkowski A. [Effectiveness of trazodone in the treatment of sexual dysfunctions]. Pol Merkur Lekarski. 2010 Jul;29(169):66-9. Review. Polish. PubMed PMID: 20712254.
12: Gałecki P, Florkowski A, Talarowska M. [Efficacy of trazodone in the treatment of insomnia]. Pol Merkur Lekarski. 2010 Jun;28(168):509-12. Review. Polish. PubMed PMID: 20642116.
13: Stahl SM. Mechanism of action of trazodone: a multifunctional drug. CNS Spectr. 2009 Oct;14(10):536-46. Review. PubMed PMID: 20095366.
14: Martinon-Torres G, Fioravanti M, Grimley EJ. Trazodone for agitation in dementia. Cochrane Database Syst Rev. 2004 Oct 18;(4):CD004990. Review. PubMed PMID: 15495135.
15: Kaneda Y, Ohmori T, Okabe H. Possible mild serotonin syndrome related to co-prescription of tandospirone and trazodone. Gen Hosp Psychiatry. 2001 Mar-Apr;23(2):98-101. Review. PubMed PMID: 11354048.
16: Haria M, Fitton A, McTavish D. Trazodone. A review of its pharmacology, therapeutic use in depression and therapeutic potential in other disorders. Drugs Aging. 1994 Apr;4(4):331-55. Review. PubMed PMID: 8019056.
17: Marek GJ, McDougle CJ, Price LH, Seiden LS. A comparison of trazodone and fluoxetine: implications for a serotonergic mechanism of antidepressant action. Psychopharmacology (Berl). 1992;109(1-2):2-11. Review. PubMed PMID: 1365657.
18: Fabre LF. Trazodone dosing regimen: experience with single daily administration. J Clin Psychiatry. 1990 Sep;51 Suppl:23-6. Review. PubMed PMID: 2211561.
19: Fabre LF. United States experience and perspectives with trazodone. Clin Neuropharmacol. 1989;12 Suppl 1:S11-7. Review. PubMed PMID: 2663150.
20: Silvestrini B. Trazodone: from the mental pain to the "dys-stress" hypothesis of depression. Clin Neuropharmacol. 1989;12 Suppl 1:S4-10. Review. PubMed PMID: 2568177.