WARNING: This product is for research use only, not for human or veterinary use.
Hodoodo CAT#: H318911
CAS#: 84-96-8 (free base)
Description: Trimeprazine is a phenothiazine derivative that is used as an antipruritic (it prevents itching from causes such as eczema or poison ivy, by acting as an antihistamine). It also acts as a sedative, hypnotic, and antiemetic for prevention of motion sickness. Although it is structurally related to drugs such as chlorpromazine, it is not used as an antipsychotic.
Hodoodo Cat#: H318911
Name: Trimeprazine
CAS#: 84-96-8 (free base)
Chemical Formula: C18H22N2S
Exact Mass: 298.15
Molecular Weight: 298.446
Elemental Analysis: C, 72.44; H, 7.43; N, 9.39; S, 10.74
This product is not in stock, which may be available by custom synthesis.
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Related CAS #: 1936-51-2 (HCl) 84-96-8 (free base) 179167-82-9 (maleate) 4330-99-8 (Tartrate) 36506-71-5 (R-isomer maleate) 179463-08-2 (S-isomer maleate) 2256-27-1 (R-isomer)
Synonym: Trimeprazine, Alimemazine, Methylpromazine, Alimezine, Repetin, Teralen
IUPAC/Chemical Name: N,N,2-trimethyl-3-phenothiazin-10-ylpropan-1-amine
InChi Key: ZZHLYYDVIOPZBE-UHFFFAOYSA-N
InChi Code: InChI=1S/C18H22N2S/c1-14(12-19(2)3)13-20-15-8-4-6-10-17(15)21-18-11-7-5-9-16(18)20/h4-11,14H,12-13H2,1-3H3
SMILES Code: CC(CN1C2=C(C=CC=C2)SC3=CC=CC=C13)CN(C)C
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:
Biological target: | |
In vitro activity: | |
In vivo activity: |
The following data is based on the product molecular weight 298.45 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: | |
In vitro protocol: | |
In vivo protocol: |
1: Escuder-Gilabert L, Martín-Biosca Y, Perez-Baeza M, Sagrado S, Medina- Hernández MJ. Trimeprazine is enantioselectively degraded by an activated sludge in ready biodegradability test conditions. Water Res. 2018 Sep 15;141:57-64. doi: 10.1016/j.watres.2018.05.008. Epub 2018 May 9. PMID: 29775773.
2: Kuznetsova A, Yu Y, Hollister-Lock J, Opare-Addo L, Rozzo A, Sadagurski M, Norquay L, Reed JE, El Khattabi I, Bonner-Weir S, Weir GC, Sharma A, White MF. Trimeprazine increases IRS2 in human islets and promotes pancreatic β cell growth and function in mice. JCI Insight. 2016;1(3):e80749. doi: 10.1172/jci.insight.80749. Epub 2016 Mar 17. PMID: 27152363; PMCID: PMC4854304.
3: Genois A, Haig M, Des Roches A, Sirard A, Le May S, McCuaig CC. Case report of atopic dermatitis with refractory pruritus markedly improved with the novel use of clonidine and trimeprazine. Pediatr Dermatol. 2014 Jan-Feb;31(1):76-9. doi: 10.1111/j.1525-1470.2012.01756.x. Epub 2012 Jul 2. PMID: 22747704.
4: Bello LL. Factors affecting efficacy of oral trimeprazine sedation for dental procedures in children: A retrospective study. Saudi Dent J. 2011 Apr;23(2):87-90. doi: 10.1016/j.sdentj.2011.01.004. Epub 2011 Feb 3. PMID: 23960504; PMCID: PMC3723122.
5: Agrawal K, Wu HF. Drop-to-drop solvent microextraction coupled with gas chromatography/mass spectrometry for rapid determination of trimeprazine in urine and blood of rats: application to pharmacokinetic studies. Rapid Commun Mass Spectrom. 2007;21(20):3352-6. doi: 10.1002/rcm.3221. PMID: 17880040.
6: Kintz P, Villain M, Cirimele V. Determination of trimeprazine-facilitated sedation in children by hair analysis. J Anal Toxicol. 2006 Jul-Aug;30(6):400-2. doi: 10.1093/jat/30.6.400. PMID: 16872573.
7: Schindler R, Fielenbach T, Rave G. A comparative study on the effects of oral amiodarone and trimeprazine, two in vitro retinyl ester hydrolase inhibitors, on the metabolic availability of vitamin A in rats. Br J Nutr. 2005 Nov;94(5):675-83. doi: 10.1079/bjn20051495. PMID: 16277768.
8: Mohammadi R, Gaudoneix-Taieb M, Armand-Branger S, Beauverie P, Poisson N. Place de l'alimémazine parmi les hypnotiques dans un établissement de soins psychiatriques [Value of trimeprazine among hypnotics in a psychiatric facility]. Encephale. 2000 Sep-Oct;26(5):75-80. French. PMID: 11192808.
9: Lutka A, Koziara J. Interaction of trimeprazine with cyclodextrins in aqueous solution. Acta Pol Pharm. 2000 Sep-Oct;57(5):369-74. PMID: 11126028.
10: Guha Thakurta A, Mandal SK, Ganguly K, Dastidar SG, Chakrabarty AN. A new powerful antibacterial synergistic combination of trimethoprim and trimeprazine. Acta Microbiol Immunol Hung. 2000;47(1):21-8. PMID: 10735187.
11: France KG, Blampied NM, Wilkinson P. A multiple-baseline, double-blind evaluation of the effects of trimeprazine tartrate on infant sleep disturbance. Exp Clin Psychopharmacol. 1999 Nov;7(4):502-13. doi: 10.1037//1064-1297.7.4.502. PMID: 10609985.
12: Sauvage MF, Rousseau A, Marquet P, Dumeirain F, Raby C, Lachâtre G. In vitro and in vivo study of the antithyroid side effects of trimeprazine. Toxicol Appl Pharmacol. 1999 Jul 15;158(2):125-31. doi: 10.1006/taap.1999.8699. PMID: 10406927.
13: Roelofse JA, Louw LR, Roelofse PG. A double blind randomized comparison of oral trimeprazine-methadone and ketamine-midazolam for sedation of pediatric dental patients for oral surgical procedures. Anesth Prog. 1998 Winter;45(1):3-11. PMID: 9790003; PMCID: PMC2148942.
14: Mitchell V, Grange C, Black A, Train J. A comparison of midazolam with trimeprazine as an oral premedicant for children. Anaesthesia. 1997 May;52(5):416-21. doi: 10.1111/j.1365-2044.1997.120-az0122.x. PMID: 9165958.
15: Dastidar SG, Jairaj J, Mookerjee M, Chakrabarty AN. Studies on antimicrobial effect of the antihistaminic phenothiazine trimeprazine tartrate. Acta Microbiol Immunol Hung. 1997;44(3):241-7. PMID: 9468728.
16: Patel D, Meakin G. Oral midazolam compared with diazepam-droperidol and trimeprazine as premedicants in children. Paediatr Anaesth. 1997;7(4):287-93. doi: 10.1046/j.1460-9592.1997.d01-88.x. PMID: 9243685.
17: Harling DW. Trimeprazine tartrate and convulsions. Anaesthesia. 1995 Jan;50(1):97-8. doi: 10.1111/j.1365-2044.1995.tb04550.x. PMID: 7702180.
18: Cray SH, Hinton W. Sedation for investigations: prolonged effect of chloral and trimeprazine. Arch Dis Child. 1994 Aug;71(2):179. doi: 10.1136/adc.71.2.179-a. PMID: 7944549; PMCID: PMC1029960.
19: Pérez-Ruiz T, Martínez-Lozano C, Tomás V, Sidrach de Cardona C. Flow- injection fluorimetric determination of trimeprazine and trifluoperazine in pharmaceutical preparations. Talanta. 1993 Sep;40(9):1361-5. doi: 10.1016/0039-9140(93)80211-9. PMID: 18965791.
20: Sultan SM. Computer assisted optimization of a flow-injection method for the assay of promethazine, chlorpromazine and trimeprazine in drug formulations. Talanta. 1993 May;40(5):681-6. doi: 10.1016/0039-9140(93)80278-y. PMID: 18965686.