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MedKoo Cat#: 591272 | Name: Trazodone free base

Description:

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

Trazodone is a serotonin uptake inhibitor that is used as an antidepressive agent. It has been shown to be effective in patients with major depressive disorders and other subsets of depressive disorders. It is generally more useful in depressive disorders associated with insomnia and anxiety. This drug does not aggravate psychotic symptoms in patients with schizophrenia or schizoaffective disorders.

Chemical Structure

Trazodone free base
Trazodone free base
CAS#19794-93-5 (free)

Theoretical Analysis

MedKoo Cat#: 591272

Name: Trazodone free base

CAS#: 19794-93-5 (free)

Chemical Formula: C19H22ClN5O

Exact Mass: 371.1513

Molecular Weight: 371.87

Elemental Analysis: C, 61.37; H, 5.96; Cl, 9.53; N, 18.83; O, 4.30

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Related CAS #
19794-93-5 (free) 25332-39-2 (HCl)
Synonym
Trazodone hydrochloride; NSC 292811; NSC292811; NSC-292811
IUPAC/Chemical Name
1,2,4-Triazolo(4,3-a)pyridin-3(2H)-one, 2-(3-(4-(3-chlorophenyl)-1-piperazinyl)propyl)-,
InChi Key
PHLBKPHSAVXXEF-UHFFFAOYSA-N
InChi Code
InChI=1S/C19H22ClN5O/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
SMILES Code
O=C1N(CCCN2CCN(C3=CC=CC(Cl)=C3)CC2)N=C4C=CC=CN41
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

Preparing Stock Solutions

The following data is based on the product molecular weight 371.87 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
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Basic Clin Pharmacol Toxicol. 2018 May 3. doi: 10.1111/bcpt.13031. [Epub ahead of print] PubMed PMID: 29723928. 5: Andrade C. Relative Efficacy and Acceptability of Antidepressant Drugs in Adults With Major Depressive Disorder: Commentary on a Network Meta-Analysis. J Clin Psychiatry. 2018 Mar/Apr;79(2). pii: 18f12254. doi: 10.4088/JCP.18f12254. PubMed PMID: 29718600. 6: Chaudhry SK, Susser LC. Considerations in Treating Insomnia During Pregnancy: A Literature Review. Psychosomatics. 2018 Mar 21. pii: S0033-3182(18)30164-6. doi: 10.1016/j.psym.2018.03.009. [Epub ahead of print] Review. PubMed PMID: 29706359. 7: Yi XY, Ni SF, Ghadami MR, Meng HQ, Chen MY, Kuang L, Zhang YQ, Zhang L, Zhou XY. Trazodone for the treatment of insomnia: a meta-analysis of randomized placebo-controlled trials. Sleep Med. 2018 May;45:25-32. doi: 10.1016/j.sleep.2018.01.010. Epub 2018 Feb 7. PubMed PMID: 29680424. 8: da Silva DM, Sanz G, Vaz BG, de Carvalho FS, Lião LM, de Oliveira DR, Moreira LKDS, Cardoso CS, de Brito AF, da Silva DPB, da Rocha FF, Santana IGC, Galdino PM, Costa EA, Menegatti R. Tert-butyl 4-((1-phenyl-1H-pyrazol-4-yl) methyl) piperazine-1-carboxylate (LQFM104)- New piperazine derivative with antianxiety and antidepressant-like effects: Putative role of serotonergic system. Biomed Pharmacother. 2018 Apr 17;103:546-552. doi: 10.1016/j.biopha.2018.04.077. [Epub ahead of print] PubMed PMID: 29677541. 9: Poleszczyk A, Rakowicz M, Parnowski T, Antczak J, Święcicki Ł. Are there clinical and neurophysiologic predictive factors for a positive response to HF-rTMS in patients with treatment-resistant depression? Psychiatry Res. 2018 Apr 3;264:175-181. doi: 10.1016/j.psychres.2018.03.084. [Epub ahead of print] PubMed PMID: 29649674. 10: Sarwar AI. Trazodone and Parkinsonism: The Link Strengthens. Clin Neuropharmacol. 2018 May/Jun;41(3):106-108. doi: 10.1097/WNF.0000000000000278. PubMed PMID: 29634584. 11: Zador Z, King AT, Geifman N. New drug candidates for treatment of atypical meningiomas: An integrated approach using gene expression signatures for drug repurposing. PLoS One. 2018 Mar 20;13(3):e0194701. doi: 10.1371/journal.pone.0194701. eCollection 2018. PubMed PMID: 29558515; PubMed Central PMCID: PMC5860760. 12: Jaffer KY, Chang T, Vanle B, Dang J, Steiner AJ, Loera N, Abdelmesseh M, Danovitch I, Ishak WW. Trazodone for Insomnia: A Systematic Review. Innov Clin Neurosci. 2017 Aug 1;14(7-8):24-34. eCollection 2017 Jul-Aug. Review. PubMed PMID: 29552421; PubMed Central PMCID: PMC5842888. 13: Coupland C, Hill T, Morriss R, Moore M, Arthur A, Hippisley-Cox J. Antidepressant use and risk of adverse outcomes in people aged 20-64 years: cohort study using a primary care database. BMC Med. 2018 Mar 8;16(1):36. doi: 10.1186/s12916-018-1022-x. PubMed PMID: 29514662; PubMed Central PMCID: PMC5842559. 14: Olivero G, Grilli M, Vergassola M, Bonfiglio T, Padolecchia C, Garrone B, Di Giorgio FP, Tongiani S, Usai C, Marchi M, Pittaluga A. 5-HT(2A)-mGlu2/3 receptor complex in rat spinal cord glutamatergic nerve endings: A 5-HT(2A) to mGlu2/3 signalling to amplify presynaptic mechanism of auto-control of glutamate exocytosis. Neuropharmacology. 2018 May 1;133:429-439. doi: 10.1016/j.neuropharm.2018.02.030. Epub 2018 Feb 27. PubMed PMID: 29499271. 15: Scaglione F, Vampini C, Parrino L, Zanetti O. [Managing insomnia in the elderly patient: from pharmacology to subthreshold depression]. Riv Psichiatr. 2018 Jan-Feb;53(1):5-17. doi: 10.1708/2866.28919. Italian. PubMed PMID: 29493650. 16: Atkin T, Comai S, Gobbi G. Drugs for Insomnia beyond Benzodiazepines: Pharmacology, Clinical Applications, and Discovery. Pharmacol Rev. 2018 Apr;70(2):197-245. doi: 10.1124/pr.117.014381. Review. PubMed PMID: 29487083. 17: Ide AH, Nogueira JMF. New-generation bar adsorptive microextraction (BAμE) devices for a better eco-user-friendly analytical approach-Application for the determination of antidepressant pharmaceuticals in biological fluids. J Pharm Biomed Anal. 2018 May 10;153:126-134. doi: 10.1016/j.jpba.2018.02.001. Epub 2018 Feb 5. PubMed PMID: 29477928. 18: Cipriani A, Furukawa TA, Salanti G, Chaimani A, Atkinson LZ, Ogawa Y, Leucht S, Ruhe HG, Turner EH, Higgins JPT, Egger M, Takeshima N, Hayasaka Y, Imai H, Shinohara K, Tajika A, Ioannidis JPA, Geddes JR. Comparative efficacy and acceptability of 21 antidepressant drugs for the acute treatment of adults with major depressive disorder: a systematic review and network meta-analysis. Lancet. 2018 Apr 7;391(10128):1357-1366. doi: 10.1016/S0140-6736(17)32802-7. Epub 2018 Feb 21. PubMed PMID: 29477251; PubMed Central PMCID: PMC5889788. 19: Dassanayake AF, Canales JJ. Replacement treatment during extinction training with the atypical dopamine uptake inhibitor, JHW-007, reduces relapse to methamphetamine seeking. Neurosci Lett. 2018 Apr 3;671:88-92. doi: 10.1016/j.neulet.2018.02.025. Epub 2018 Feb 13. PubMed PMID: 29452175. 20: Reichl B, Himmelsbach M, Emhofer L, Klampfl CW, Buchberger W. Uptake and metabolism of the antidepressants sertraline, clomipramine, and trazodone in a garden cress (Lepidium sativum) model. Electrophoresis. 2018 Feb 10. doi: 10.1002/elps.201700482. [Epub ahead of print] PubMed PMID: 29427324.