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MedKoo Cat#: 318907 | Name: Triflupromazine

Description:

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

Triflupromazine is a phenothiazine that binds to muscarinic receptors and inhibits serotonin (5-HT) uptake by synaptosomes. Formulations containing triflupromazine were previously used as antipsychotics.

Chemical Structure

Triflupromazine
Triflupromazine
CAS#146-54-3 (free base)

Theoretical Analysis

MedKoo Cat#: 318907

Name: Triflupromazine

CAS#: 146-54-3 (free base)

Chemical Formula: C18H19F3N2S

Exact Mass: 352.1221

Molecular Weight: 352.42

Elemental Analysis: C, 61.35; H, 5.43; F, 16.17; N, 7.95; S, 9.10

Price and Availability

This product was removed for the commercial reasons.
Related CAS #
146-54-3 (free base) 1098-60-8 (HCl) 17146-88-2 (maleate)
Synonym
Triflupromazine, Fluopromazine, Siquil, Vesprin, Trifluopromazine, Adazine
IUPAC/Chemical Name
N,N-dimethyl-3-[2-(trifluoromethyl)phenothiazin-10-yl]propan-1-amine
InChi Key
XSCGXQMFQXDFCW-UHFFFAOYSA-N
InChi Code
InChI=1S/C18H19F3N2S/c1-22(2)10-5-11-23-14-6-3-4-7-16(14)24-17-9-8-13(12-15(17)23)18(19,20)21/h3-4,6-9,12H,5,10-11H2,1-2H3
SMILES Code
FC(C(C=C1N2CCCN(C)C)=CC=C1SC3=C2C=CC=C3)(F)F
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 352.42 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: Kitamura K, Takegami S, Tanaka R, Omran AA, Kitade T. Effect of long-chain Fatty acids on the binding of triflupromazine to human serum albumin: a spectrophotometric study. Sci Pharm. 2013 Dec 28;82(2):233-45. doi: 10.3797/scipharm.1310-23. eCollection 2014 Jun. PubMed PMID: 24959397; PubMed Central PMCID: PMC4065120. 2: Kunciw DL, Liechty JJ, Mitchell MO, Wan B, Franzblau SG. Structural requirements for the antitubercular quaternized triflupromazine pharmacophore. Bioorg Med Chem Lett. 2012 Sep 1;22(17):5679-80. doi: 10.1016/j.bmcl.2012.06.095. Epub 2012 Jul 6. PubMed PMID: 22850215. 3: Kitamura K, Omran AA, Nagata C, Kamijima Y, Tanaka R, Takegami S, Kitade T. Effects of inorganic ions on the binding of triflupromazine and chlorpromazine to bovine serum albumin studied by spectrometric methods. Chem Pharm Bull (Tokyo). 2006 Jul;54(7):972-6. PubMed PMID: 16819214. 4: Sharma AK, Kumar N, Dimri U, Hoque M, Maiti SK, Gupta OP, Shahi A. Romifidine-ketamine anaesthesia in atropine and triflupromazine pre-medicated buffalo calves. J Vet Med A Physiol Pathol Clin Med. 2004 Dec;51(9-10):420-4. PubMed PMID: 15610485. 5: Dastidar SG, Debnath S, Mazumdar K, Ganguly K, Chakrabarty AN. Triflupromazine: a microbicide non-antibiotic compound. Acta Microbiol Immunol Hung. 2004;51(1-2):75-83. PubMed PMID: 15362289. 6: Saller R, Hellenbrecht D. [Benefit and risk of high-dose metoclopramide in comparison to high-dose haloperidol or triflupromazine in cisplatin-induced vomiting]. Klin Wochenschr. 1985 May 2;63(9):428-32. German. PubMed PMID: 4039775. 7: Shirsat PH, Clarke G. High-performance liquid chromatographic determination of triflupromazine hydrochloride in tablets and injections. Analyst. 1980 Aug;105(1253):823-6. PubMed PMID: 7416490. 8: Paul AK, Bhattacharya B. Influence of premedication with diazepam, prochlorperazine and triflupromazine on blood glucose level. J Indian Med Assoc. 1978 Sep 16;71(6):144-6. PubMed PMID: 750616. 9: Thurmon JC, Nelson DR, Kumar A. Etorphine and triflupromazine as immobilizing agents in the goat. J Am Vet Med Assoc. 1974 Jul 15;165(2):168-71. PubMed PMID: 4837825. 10: Ray VA, Holden HE, Ellis JH, Hyneck ML. A study of triflupromazine in dominant-lethal, cytogenetic and host-mediated assays. Mutat Res. 1973 Jun;18(3):301-9. PubMed PMID: 4712310. 11: Antani JA, Srinivas HV. A case report of akathisia due to triflupromazine. J Assoc Physicians India. 1971 Apr;19(4):339-40. PubMed PMID: 5558821. 12: Maroske D, Oehmig H, Arndt C. [Effect of triflupromazine, dimenhydrinate and fluphenazine on the circulation during controlled hypoxia and periodic electric vagus-stimulation during anesthesia]. Z Prakt Anasth. 1971 Feb;6(1):40-8. German. PubMed PMID: 4255679. 13: Brimblecombe RW, Green DM, Aldous FA, Thompson PB. Central and peripheral actions of anticholinergic drugs when administered with triflupromazine. Neuropharmacology. 1971 Jan;10(1):93-101. PubMed PMID: 5569310. 14: Green S, Palmer KA, Legator MS. In vitro cytogenetic investigation of calcium cyclamate, cyclohexylamine and triflupromazine. Food Cosmet Toxicol. 1970 Dec;8(6):617-23. PubMed PMID: 5499998. 15: Huang CL, Yeh JZ, Muni IA. Comparative distribution, excretion, and metabolism of 14C-labeled quaternary ammonium compounds of promazine, chlorpromazine, and triflupromazine. J Pharm Sci. 1970 Aug;59(8):1114-8. PubMed PMID: 5457327. 16: Loch EG, Liekfeld H. [Triflupromazine in obstetrics]. Z Geburtshilfe Gynakol. 1970 Apr;172(2):149-59. German. PubMed PMID: 5516068. 17: Brimblecombe RW, Green DM. The effect of triflupromazine on the peripheral and central actions of some anticholinergic drugs. Br J Pharmacol. 1969 Feb;35(2):P364-6. PubMed PMID: 5774061; PubMed Central PMCID: PMC1703218. 18: Ippen H, Hofmann N. [Double photoallergization to chlorpromazine and triflupromazine]. Berufsdermatosen. 1966 Jun;14(3):159-64. German. PubMed PMID: 5987416. 19: Bayer R. [Sedation and labor acceleration with triflupromazine]. Med Klin. 1966 May 6;61(18):726-8. German. PubMed PMID: 5987570. 20: Kushner T. Short-term treatment of psychosis with individualized doses of fluphenazine and of triflupromazine. Dis Nerv Syst. 1966 Mar;27(3):197-201. PubMed PMID: 5953763.