Sertraline HCl | CAS#79559-97-0 | Serotonin Uptake Inhibitor

MedKoo Cat#: 318692 | Name: Sertraline HCl

Description:

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

Sertraline, also known as , is a selective serotonin uptake inhibitor that is used in the treatment of depression. Sertraline is primarily a serotonin reuptake inhibitor (SRI) with a binding affinity towards the serotonin transporter of Ki=2.8 nM or in that range. Sertraline is also a dopamine reuptake inhibitor, (<50 nmol/L). However, this is not considered a tight binding, and this action is only 10% of its potency as a monoamine reuptake inhibitor. It is a σ1 receptor agonist with 5% of its SRI potency, and an α1-adrenoreceptor antagonist with 1–10% of its SRI potency.

Chemical Structure

Sertraline HCl

CAS# 79559-97-0 (HCl)

Theoretical Analysis

MedKoo Cat#: 318692

Name: Sertraline HCl

CAS#: 79559-97-0 (HCl)

Chemical Formula: C17H18Cl3N

Exact Mass: 0.0000

Molecular Weight: 342.69

Elemental Analysis: C, 59.58; H, 5.29; Cl, 31.04; N, 4.09

Price and Availability

Size	Price	Availability
1g	USD 90.00	Ready to ship
2g	USD 150.00	Ready to ship
5g	USD 350.00	2 weeks
10g	USD 550.00	2 Weeks
20g	USD 950.00	2 Weeks

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Related CAS #

79559-97-0 (HCl) 79617-96-2 (free base)

Synonym

Sertraline Hydrochloride; Sertraline HCl; Sealdin; Adjuvin; Atruline; CP 51,974-1; Cp-51,974-1; CP 51,974; CP51,974; CP-51,974; Gladem; Tatig; Tresleen; Zoloft.

IUPAC/Chemical Name

(1S,4S)-4-(3,4-dichlorophenyl)-N-methyl-1,2,3,4-tetrahydronaphthalen-1-amine hydrochloride

InChi Key

BLFQGGGGFNSJKA-UHFFFAOYSA-N

InChi Code

InChI=1S/C17H17Cl2N.ClH/c1-20-17-9-7-12(13-4-2-3-5-14(13)17)11-6-8-15(18)16(19)10-11;/h2-6,8,10,12,17,20H,7,9H2,1H3;1H

SMILES Code

CNC1CCC(C2=CC=CC=C12)C3=CC(=C(C=C3)Cl)Cl.Cl

Appearance

White to off-white 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, 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

More Info

Related CAS# 79617-96-2 (Sertraline free base) 79559-97-0 (Sertraline Hydrochloride)

Product Data

Product Data

Certificate of Analysis

View CoA: current batch, Lot#TCI70118

Safety Data Sheet (SDS)

View Safety Data Sheet (SDS)

Instruction

View handling instruction

Biological target:

Sertraline is selective for serotonin transporter (SERT) over the norepinephrine and dopamine transporters (IC50s = 520 and 720 nM, respectively).

In vitro activity:

Sertraline shows a promise as a potential therapeutic option for breast cancer (BC), particularly in triple-negative BC, because of its ability to inhibit TCTP expression and enhance chemotherapeutic response. Sertraline treatment reduced translationally controlled tumor protein expression in BC cell lines, significantly impacting cell viability, clonogenicity, and migration. Sertraline sensitized triple-negative BC cell lines to cytotoxic chemotherapeutic drugs (doxorubicin and cisplatin). Reference: Adv Med Sci. 2023 Sep;68(2):227-237. https://pubmed.ncbi.nlm.nih.gov/37379765/

In vivo activity:

Sertraline significantly ameliorated depression-like behaviors in Toxoplasma gondii-infected mice and inhibited T. gondii proliferation. Toxoplasma significantly inhibited the activation of microglia and decreased levels of pro-inflammatory cytokines by down-regulating tumor necrosis factor receptor 1/nuclear factor-kappa B signaling pathway, thereby ameliorating the depression-like behaviors induced by T. gondii infection. Reference: Parasite Immunol. 2021 Dec;43(12):e12893. https://pubmed.ncbi.nlm.nih.gov/34637545/

Preparing Stock Solutions

The following data is based on the product molecular weight 342.69 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

Formulation protocol:

1. Baldissera AB, Boia-Ferreira M, Basílio ABC, Resende JSS, Castro MAA, Chaim OM, Gremski LH, Veiga SS, Senff-Ribeiro A. Sertraline as a potential cancer therapeutic approach: Biological relevance of TCTP in breast cancer cell lines and tumors. Adv Med Sci. 2023 Sep;68(2):227-237. doi: 10.1016/j.advms.2023.06.001. Epub 2023 Jun 26. PMID: 37379765. 2. Matsushima Y, Terada K, Kamei C, Sugimoto Y. Sertraline inhibits nerve growth factor-induced neurite outgrowth in PC12 cells via a mechanism involving the sigma-1 receptor. Eur J Pharmacol. 2019 Jun 15;853:129-135. doi: 10.1016/j.ejphar.2019.03.032. Epub 2019 Mar 19. PMID: 30902656. 3. Zhou S, Ye D, Xia H, Xu H, Tang W, Tang Q, Bi F. Sertraline inhibits stress-induced tumor growth through regulating CD8 + T cell-mediated anti-tumor immunity. Anticancer Drugs. 2022 Oct 1;33(9):935-942. doi: 10.1097/CAD.0000000000001383. Epub 2022 Sep 5. PMID: 36066403. 4. Lan HW, Lu YN, Zhao XD, Jin GN, Lu JM, Jin CH, Ma J, Jin X, Xu X, Piao LX. New role of sertraline against Toxoplasma gondii-induced depression-like behaviours in mice. Parasite Immunol. 2021 Dec;43(12):e12893. doi: 10.1111/pim.12893. Epub 2021 Oct 20. PMID: 34637545.

In vitro protocol:

In vivo protocol:

1. Zhou S, Ye D, Xia H, Xu H, Tang W, Tang Q, Bi F. Sertraline inhibits stress-induced tumor growth through regulating CD8 + T cell-mediated anti-tumor immunity. Anticancer Drugs. 2022 Oct 1;33(9):935-942. doi: 10.1097/CAD.0000000000001383. Epub 2022 Sep 5. PMID: 36066403. 2. Lan HW, Lu YN, Zhao XD, Jin GN, Lu JM, Jin CH, Ma J, Jin X, Xu X, Piao LX. New role of sertraline against Toxoplasma gondii-induced depression-like behaviours in mice. Parasite Immunol. 2021 Dec;43(12):e12893. doi: 10.1111/pim.12893. Epub 2021 Oct 20. PMID: 34637545.

1: Zhu Y, Yue J, Liu ZJ, Huang J, Bian TS, Wang JS, Zeng QQ. [Sertraline hydrochloride combined with four-spot caressing for primary premature ejaculation]. Zhonghua Nan Ke Xue. 2015 Dec;21(12):1116-20. Chinese. PubMed PMID: 26817306. 2: Dağ MS, Koruk İ, Aydınlı M, Çam H, Öztürk ZA, Kadayıfçı A. An unusual cause of esophageal ulcer; sertraline hydrochloride. Turk J Gastroenterol. 2014 Dec;25 Suppl 1:250-1. doi: 10.5152/tjg.2014.4646. PubMed PMID: 25910325. 3: De Long NE, Gutgesell MK, Petrik JJ, Holloway AC. Fetal Exposure to Sertraline Hydrochloride Impairs Pancreatic β-Cell Development. Endocrinology. 2015 Jun;156(6):1952-7. doi: 10.1210/en.2014-1779. Epub 2015 Mar 12. PubMed PMID: 25763636. 4: He Y, Zheng Y, Xu C, Yang H, Wang Z, Zhou L, Wan Y, Zheng D, Zhu J. Sertraline hydrochloride treatment for patients with stable chronic obstructive pulmonary disease complicated with depression: a randomized controlled trial. Clin Respir J. 2016 May;10(3):318-25. doi: 10.1111/crj.12219. Epub 2014 Nov 9. PubMed PMID: 25308771. 5: Lamichhane K, Garcia SN, Huggett DB, Deangelis DL, La Point TW. Exposures to a selective serotonin reuptake inhibitor (SSRI), sertraline hydrochloride, over multiple generations: changes in life history traits in Ceriodaphnia dubia. Ecotoxicol Environ Saf. 2014 Mar;101:124-30. doi: 10.1016/j.ecoenv.2013.11.026. Epub 2014 Jan 11. PubMed PMID: 24507137. 6: Xu G, Jiang HW, Fang J, Wen H, Gu B, Liu J, Zhang LM, Ding Q, Zhang YF. An improved dosage regimen of sertraline hydrochloride in the treatment for premature ejaculation: an 8-week, single-blind, randomized controlled study followed by a 4-week, open-label extension study. J Clin Pharm Ther. 2014 Feb;39(1):84-90. doi: 10.1111/jcpt.12115. Epub 2013 Dec 9. PubMed PMID: 24313633. 7: Vijaya R, Ruckmani K. In vitro and In vivo characterization of the transdermal delivery of sertraline hydrochloride Films. Daru. 2011;19(6):424-32. PubMed PMID: 23008688; PubMed Central PMCID: PMC3436079. 8: Dermiş S, Cay HY. Electrochemical behaviour of sertraline hydrochloride at a glassy carbon electrode and its determination in pharmaceutical products using osteryoung square wave voltammetry. Pharmazie. 2010 Mar;65(3):182-7. PubMed PMID: 20383937. 9: Minagh E, Hernan R, O'Rourke K, Lyng FM, Davoren M. Aquatic ecotoxicity of the selective serotonin reuptake inhibitor sertraline hydrochloride in a battery of freshwater test species. Ecotoxicol Environ Saf. 2009 Feb;72(2):434-40. doi: 10.1016/j.ecoenv.2008.05.002. Epub 2008 Jun 20. PubMed PMID: 18571724. 10: Harada Y, Kohara N, Imaeda T. [Pharmacological, pharmacokinetic, and clinical profile of sertraline hydrochloride (J ZOLOFT)]. Nihon Yakurigaku Zasshi. 2006 Dec;128(6):417-24. Review. Japanese. PubMed PMID: 17167216. 11: Arafa M, Shamloul R. Efficacy of sertraline hydrochloride in treatment of premature ejaculation: a placebo-controlled study using a validated questionnaire. Int J Impot Res. 2006 Nov-Dec;18(6):534-8. Epub 2006 Mar 23. PubMed PMID: 16554853. 12: Zhou MX, Foley JP. Analytical method for the quantitation of sertraline hydrochloride stereoisomers by electrokinetic chromatography. J Chromatogr A. 2004 Oct 15;1052(1-2):13-23. Review. PubMed PMID: 15527116. 13: Yalcin AU, Kudaiberdieva G, Sahin G, Gorenek B, Akcar N, Kuskus S, Bayrak F, Timuralp B. Effect of sertraline hydrochloride on cardiac autonomic dysfunction in patients with hemodialysis-induced hypotension. Nephron Physiol. 2003 Jan;93(1):P21-8. PubMed PMID: 12411727. 14: Yalcin AU, Sahin G, Erol M, Bal C. Sertraline hydrochloride treatment for patients with hemodialysis hypotension. Blood Purif. 2002;20(2):150-3. PubMed PMID: 11818677. 15: Davies TS, Kluwe WM. Preclinical toxicological evaluation of sertraline hydrochloride. Drug Chem Toxicol. 1998 Nov;21(4):521-37. PubMed PMID: 10048942. 16: McMahon CG. Treatment of premature ejaculation with sertraline hydrochloride. Int J Impot Res. 1998 Sep;10(3):181-4; discussion 185. PubMed PMID: 9788108. 17: McMahon CG. Treatment of premature ejaculation with sertraline hydrochloride: a single-blind placebo controlled crossover study. J Urol. 1998 Jun;159(6):1935-8. PubMed PMID: 9598491. 18: Davies TS, Klowe WM. Preclinical toxicological evaluation of sertraline hydrochloride. Drug Chem Toxicol. 1998 May;21(2):163-79. Corrected and republished in: Drug Chem Toxicol. 1998 Nov;21(4):521-37. PubMed PMID: 9598298. 19: Dheenan S, Venkatesan J, Grubb BP, Henrich WL. Effect of sertraline hydrochloride on dialysis hypotension. Am J Kidney Dis. 1998 Apr;31(4):624-30. PubMed PMID: 9531178. 20: Grubb BP, Samoil D, Kosinski D, Kip K, Brewster P. Use of sertraline hydrochloride in the treatment of refractory neurocardiogenic syncope in children and adolescents. J Am Coll Cardiol. 1994 Aug;24(2):490-4. PubMed PMID: 8034887.