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MedKoo Cat#: 318860 | Name: Thiethylperazine

Description:

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

Thiethylperazine is an antiemetic of the phenothiazine class. Though it was never licensed or used as an antipsychotic, it may have such effects. Thiethylperazine activates the transport protein ABCC1 that clears beta-amyloid from brains of mice.

Chemical Structure

Thiethylperazine
Thiethylperazine
CAS#1420-55-9

Theoretical Analysis

MedKoo Cat#: 318860

Name: Thiethylperazine

CAS#: 1420-55-9

Chemical Formula: C22H29N3S2

Exact Mass: 399.1803

Molecular Weight: 399.62

Elemental Analysis: C, 66.12; H, 7.32; N, 10.52; S, 16.05

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
Thiethylperazine; Torecan; Norzine.
IUPAC/Chemical Name
2-(ethylthio)-10-[3-(4-methylpiperazin-1-yl)propyl]-10H-phenothiazine
InChi Key
XCTYLCDETUVOIP-UHFFFAOYSA-N
InChi Code
InChI=1S/C22H29N3S2/c1-3-26-18-9-10-22-20(17-18)25(19-7-4-5-8-21(19)27-22)12-6-11-24-15-13-23(2)14-16-24/h4-5,7-10,17H,3,6,11-16H2,1-2H3
SMILES Code
CN1CCN(CCCN2C3=C(C=CC=C3)SC4=CC=C(SCC)C=C24)CC1
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

Preparing Stock Solutions

The following data is based on the product molecular weight 399.62 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: Majewska M, Kołodziej M, Szponar J, Drelich G, Danielewicz P, Kostek H. [Noncardiogenic pulmonary edema in the course of poisoning with clozapine, ketoprofen and thiethylperazine]. Przegl Lek. 2012;69(8):618-20. Polish. PubMed PMID: 23243946. 2: Rossetti G, Livio F, Roulet E, Hofer MF. Anaphylactic reaction and unrelated, subsequent, known side effects during therapy with thiethylperazine. Pediatr Allergy Immunol. 2005 Aug;16(5):453-5. PubMed PMID: 16101941. 3: Briani C, Cagnin A, Chierichetti F, Tiberio M, Battistin L, Pizzolato G. Thiethylperazine-induced parkinsonism: in vivo demonstration of dopamine D2 receptors blockade. Eur J Neurol. 2004 Oct;11(10):709-10. PubMed PMID: 15469457. 4: Czeizel AE, Vargha P. Case-control study of teratogenic potential of thiethylperazine, an anti-emetic drug. BJOG. 2003 May;110(5):497-9. PubMed PMID: 12742335. 5: Toll A, Campo-Pisa P, González-Castro J, Campo-Voegeli A, Azón A, Iranzo P, Lecha M, Herrero C. Subacute cutaneous lupus erythematosus associated with cinnarizine and thiethylperazine therapy. Lupus. 1998;7(5):364-6. PubMed PMID: 9696142. 6: Mendenhall A, Hoyt DB. Incompatibility of ketorolac tromethamine with haloperidol lactate and thiethylperazine maleate. Am J Hosp Pharm. 1994 Dec 1;51(23):2964. PubMed PMID: 7879809. 7: Budrewicz S, Ejma M. [Dyskinesis after a single dose of thiethylperazine during the first trimester of pregnancy]. Pol Tyg Lek. 1994 Feb 21-28;49(8-9):205-6. Polish. PubMed PMID: 8084830. 8: Lossos IS, Mevorach D, Oren R. Thiethylperazine treatment of gastroparesis diabeticorum. Ann Pharmacother. 1992 Jul-Aug;26(7-8):1016. PubMed PMID: 1504386. 9: Jiménez-Jiménez FJ, Vazquez A, Garcia-Ruiz P, Garcia-Urra D, De Seijas EV. Chronic hemidystonia following acute dystonic reaction to thiethylperazine. J Neurol Neurosurg Psychiatry. 1991 Jun;54(6):562. PubMed PMID: 1880525; PubMed Central PMCID: PMC488605. 10: Diaz-Rubio E, Martin M, Rosell R, Valerdi JJ, Gonzalez-Larriba JL, Barriga JJ. The antiemetic efficacy of thiethylperazine and methylprednisolone versus thiethylperazine and placebo in breast cancer patients treated with adjuvant chemotherapy (fluorouracil, doxorubicin and cyclophosphamide). A randomized, double-blind, cross-over trial. Acta Oncol. 1991;30(3):339-42. PubMed PMID: 2036244. 11: Brennum J. [Extrapyramidal side effects after long-term treatment with thiethylperazine]. Ugeskr Laeger. 1988 Nov 14;150(46):2827. Danish. PubMed PMID: 3206698. 12: Khanderia U. Recurrent dystonic reactions induced by thiethylperazine. Drug Intell Clin Pharm. 1985 Jul-Aug;19(7-8):550-1. PubMed PMID: 4028959. 13: Sulkava R. Thiethylperazine and tardive dyskinesia. Acta Neurol Scand. 1984 Nov;70(5):369-72. PubMed PMID: 6507047. 14: Corea RT. Dislocation of temporomandibular joints resulting from thiethylperazine maleate therapy. Ceylon Med J. 1984 Jun;29(2):117-8. PubMed PMID: 6529785. 15: Prusiński A, Kozubski W, Szymańska R, Mochecka-Thoelke A. [Neurological side effects after using thiethylperazine]. Pol Tyg Lek. 1983 Sep 26;38(39):1227-8. Polish. PubMed PMID: 6585781. 16: Vlachos P. Dystonic reactions following thiethylperazine in children. Toxicol Lett. 1982 Oct;13(3-4):183-4. PubMed PMID: 7147262. 17: [Tardive dyskinesia - metoclopramide and thiethylperazine]. Lakartidningen. 1981 Aug 5;78(32-33):2751-2. Swedish. PubMed PMID: 7278451. 18: Colls BM, Ferry DG, Gray AJ, Harvey VJ, McQueen EG. The antiemetic activity of tetrahydrocannabinol versus metoclopramide and thiethylperazine in patients undergoing cancer chemotherapy. N Z Med J. 1980 Jun 25;91(662):449-51. PubMed PMID: 6250106. 19: Lacouture PG, Mitchell AA, Lovejoy FH Jr. Thiethylperazine (Torecan)-associated dystonic reactions in children. Pediatrics. 1979 Dec;64(6):954-5. PubMed PMID: 514725. 20: Kief HK. [Dyskinesia tarda caused by long-term administration of thiethylperazine (Torecan) prescribed for "dizziness"]. Ned Tijdschr Geneeskd. 1979 Aug 25;123(34):1460-3. Dutch. PubMed PMID: 481619.