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MedKoo Cat#: 318866 | Name: Thiothixene
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Description:

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

Tiotixene or Thiothixene is a typical antipsychotic drug of the thioxanthene class used in the treatment of psychoses like schizophrenia. It was introduced on July 24, 1967 by Pfizer. NSC 108165

Chemical Structure

Thiothixene
Thiothixene
CAS#3313-26-6 (Z-isomer)

Theoretical Analysis

MedKoo Cat#: 318866

Name: Thiothixene

CAS#: 3313-26-6 (Z-isomer)

Chemical Formula: C23H29N3O2S2

Exact Mass: 443.1701

Molecular Weight: 443.62

Elemental Analysis: C, 62.27; H, 6.59; N, 9.47; O, 7.21; S, 14.45

Price and Availability

Size Price Availability Quantity
5mg USD 325.00 2 Weeks
25mg USD 650.00 2 Weeks
100mg USD 1,650.00 2 Weeks
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Related CAS #
3313-26-6 (Z-isomer) 5591-45-7 (E-isomer) 3285-50-5 (maleate) 3285-54-9 (oxalate) 22189-31-7 (HCl)
Synonym
CP 12,252-1; NSC 108165; P 4657B; Navane; Navan; Navaron; Orbinamo; Tiotixeno; Thixit; Thiothixene; Tiotixene; (Z)-Thiothixene; cis-​Thiothixene;
IUPAC/Chemical Name
(Z)-N,N-dimethyl-9-(3-(4-methylpiperazin-1-yl)propylidene)-9H-thioxanthene-2-sulfonamide
InChi Key
GFBKORZTTCHDGY-UWVJOHFNSA-N
InChi Code
InChI=1S/C23H29N3O2S2/c1-24(2)30(27,28)18-10-11-23-21(17-18)19(20-7-4-5-9-22(20)29-23)8-6-12-26-15-13-25(3)14-16-26/h4-5,7-11,17H,6,12-16H2,1-3H3/b19-8-
SMILES Code
O=S(C1=CC(/C2=C\CCN3CCN(C)CC3)=C(SC4=C2C=CC=C4)C=C1)(N(C)C)=O
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, 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
Solvent mg/mL mM
Solubility
Soluble in DMSO, not in water 0.0 100.00
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 443.62 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: Drugs and Lactation Database (LactMed®) [Internet]. Bethesda (MD): National Institute of Child Health and Human Development; 2006–. Thiothixene. 2024 Jul 15. PMID: 30000171. 2: Paracha A, Durrani U, Vasireddy S, Abid A, Waheed F, Thomure M. Determining Ideal Management for Patients With Coexisting Prolactinomas and Psychiatric Symptoms: A Systematic Review. J Psychiatr Pract. 2024 May 1;30(3):200-211. doi: 10.1097/PRA.0000000000000783. PMID: 38819244. 3: Storck W, de Laportalière TT, Yrondi A, Javelot H, Berna F, Montastruc F. Withdrawal syndrome after antipsychotics discontinuation: an analysis of the WHO database of spontaneous reports (Vigibase) between 2000 and 2022. Psychopharmacology (Berl). 2024 Jun;241(6):1205-1212. doi: 10.1007/s00213-024-06554-4. Epub 2024 Feb 20. PMID: 38376511. 4: McCall KL, Doughty BJ, Piper BJ, Naik H, Bange S, Leppien EE. First generation antipsychotic-associated serious adverse events in women: a retrospective analysis of a pharmacovigilance database. Int J Clin Pharm. 2024 Apr;46(2):515-521. doi: 10.1007/s11096-023-01693-8. Epub 2024 Feb 5. PMID: 38315306. 5: Huhn M, Arndt T, Schneider-Thoma J, Leucht S. Effects of antipsychotics on heart rate in treatment of schizophrenia: a systematic review and meta-analysis. Ther Adv Psychopharmacol. 2022 Jun 24;12:20451253221097261. doi: 10.1177/20451253221097261. PMID: 35774251; PMCID: PMC9237927. 6: Mühlbauer V, Möhler R, Dichter MN, Zuidema SU, Köpke S, Luijendijk HJ. Antipsychotics for agitation and psychosis in people with Alzheimer's disease and vascular dementia. Cochrane Database Syst Rev. 2021 Dec 17;12(12):CD013304. doi: 10.1002/14651858.CD013304.pub2. PMID: 34918337; PMCID: PMC8678509. 7: Rao S, Sunkara A, Ashwath A, Srivastava N, Albert E. Lupus Cerebritis Refractory to Guideline-Directed Therapy: A Case Report. J Investig Med High Impact Case Rep. 2021 Jan-Dec;9:23247096211008708. doi: 10.1177/23247096211008708. PMID: 33843326; PMCID: PMC8042542. 8: Noori Tahneh A, Bagheri Novir S, Balali E. Density functional theory study of structural and electronic properties of trans and cis structures of thiothixene as a nano-drug. J Mol Model. 2017 Nov 25;23(12):356. doi: 10.1007/s00894-017-3522-6. PMID: 29177682. 9: Bryan EJ, Purcell MA, Kumar A. Zuclopenthixol dihydrochloride for schizophrenia. Cochrane Database Syst Rev. 2017 Nov 16;11(11):CD005474. doi: 10.1002/14651858.CD005474.pub2. PMID: 29144549; PMCID: PMC6486001. 10: Sagreiya H, Chen YR, Kumarasamy NA, Ponnusamy K, Chen D, Das AK. Differences in Antipsychotic-Related Adverse Events in Adult, Pediatric, and Geriatric Populations. Cureus. 2017 Feb 26;9(2):e1059. doi: 10.7759/cureus.1059. PMID: 28465867; PMCID: PMC5409818. 11: Jakobsen KD, Skyum E, Hashemi N, Schjerning O, Fink-Jensen A, Nielsen J. Antipsychotic treatment of schizotypy and schizotypal personality disorder: a systematic review. J Psychopharmacol. 2017 Apr;31(4):397-405. doi: 10.1177/0269881117695879. Epub 2017 Mar 14. PMID: 28347257. 12: da Silva BA, Krishnamurthy M. The alarming reality of medication error: a patient case and review of Pennsylvania and National data. J Community Hosp Intern Med Perspect. 2016 Sep 7;6(4):31758. doi: 10.3402/jchimp.v6.31758. PMID: 27609720; PMCID: PMC5016741. 13: Koch J, Modesitt T, Palmer M, Ward S, Martin B, Wyatt R, Thomas C. Review of pharmacologic treatment in cluster A personality disorders. Ment Health Clin. 2016 Mar 8;6(2):75-81. doi: 10.9740/mhc.2016.03.75. PMID: 29955451; PMCID: PMC6007578. 14: Slawson MH, Johnson-Davis KL. Quantitation of Haloperidol, Fluphenazine, Perphenazine, and Thiothixene in Serum or Plasma Using Liquid Chromatography- Tandem Mass Spectrometry (LC-MS/MS). Methods Mol Biol. 2016;1383:49-57. doi: 10.1007/978-1-4939-3252-8_6. PMID: 26660173. 15: Leung JG, Dare FY, Flowers LM, Murphy LL, Sukiennik EM, Philbrick KL, Rasmussen KG. Thiothixene in the Management of Delirium: A Case Series. Psychosomatics. 2015 Sep-Oct;56(5):542-6. doi: 10.1016/j.psym.2015.02.003. Epub 2015 Feb 16. PMID: 26002225. 16: Parikh T, Goyal D, Scarff JR, Lippmann S. Antipsychotic drugs and safety concerns for breast-feeding infants. South Med J. 2014 Nov;107(11):686-8. doi: 10.14423/SMJ.0000000000000190. PMID: 25365434. 17: Mousavi SG, Rostami H, Sharbafchi MR, Boroujeni AS, Mahaki B. Onset of action of atypical and typical antipsychotics in the treatment of acute psychosis. J Res Pharm Pract. 2013 Oct;2(4):138-44. doi: 10.4103/2279-042X.128142. PMID: 24991622; PMCID: PMC4076925. 18: Xin C, Lihong W, Qiuyuan L, Hongzhuo L. Injectable long-term control- released in situ gels of hydrochloric thiothixene for the treatment of schizophrenia: preparation, in vitro and in vivo evaluation. Int J Pharm. 2014 Jul 20;469(1):23-30. doi: 10.1016/j.ijpharm.2014.04.044. Epub 2014 Apr 18. PMID: 24751344. 19: Klinger G, Stahl B, Fusar-Poli P, Merlob P. Antipsychotic drugs and breastfeeding. Pediatr Endocrinol Rev. 2013 Mar-Apr;10(3):308-17. PMID: 23724438. 20: Juenke JM, Brown PI, Urry FM, Johnson-Davis KL, McMillin GA. Simultaneous UPLC-MS/MS assay for the detection of the traditional antipsychotics haloperidol, fluphenazine, perphenazine, and thiothixene in serum and plasma. Clin Chim Acta. 2013 Aug 23;423:32-4. doi: 10.1016/j.cca.2013.04.014. Epub 2013 Apr 23. PMID: 23618971.