MedKoo Cat#: 319658 | Name: Lerimazoline

Description:

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

Lerimazoline, also known as Trimazoline, Trimizoline and ST-71, is a chemical that is used in the form of tramazoline hydrochloride in nasal decongestant preparations. It is an α-adrenergic receptor agonist that inhibits secretion of nasal mucus. It causes hypertension.

Chemical Structure

Lerimazoline
Lerimazoline
CAS#54765-26-3( free base)

Theoretical Analysis

MedKoo Cat#: 319658

Name: Lerimazoline

CAS#: 54765-26-3( free base)

Chemical Formula: C13H18N2

Exact Mass: 202.1470

Molecular Weight: 202.30

Elemental Analysis: C, 77.18; H, 8.97; N, 13.85

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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Synonym
ST-71; ST71; ST 71; Trimazoline; Trimizoline; Lerimazoline.
IUPAC/Chemical Name
2-(2,4,6-trimethylbenzyl)-4,5-dihydro-1H-imidazole
InChi Key
DUHARNKZLBMPBS-UHFFFAOYSA-N
InChi Code
InChI=1S/C13H18N2/c1-9-6-10(2)12(11(3)7-9)8-13-14-4-5-15-13/h6-7H,4-5,8H2,1-3H3,(H,14,15)
SMILES Code
CC1=C(CC2=NCCN2)C(C)=CC(C)=C1
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 202.30 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: Katona G, Sultész M, Farkas Z, Gyimesi A, Hirschberg A, Huszka J, Radvánszky F, Simon Á, Fülöp G, Láng J, Ablonczy M, Nirnberger G, Holm C. Treatment of acute rhinitis with a nasal spray containing tramazoline and essential oils: a multicenter, uncontrolled, observational trial. Clin Transl Allergy. 2015 Nov 4;5:38. doi: 10.1186/s13601-015-0084-5. eCollection 2015. PubMed PMID: 26539289; PubMed Central PMCID: PMC4632331. 2: Zhang JX, Li ZY, Zhao L, Li G, Cao GL, Zhang CY. A Prospective Randomized Trial to Compare the Efficacy of Tramazoline and Cocaine for Nasal Vasoconstriction before Nasal Surgery. Drug Res (Stuttg). 2015 Dec;65(12):672. doi: 10.1055/s-0034-1387769. Epub 2014 Sep 4. PubMed PMID: 25188610. 3: Koutsourelakis I, Minaritzoglou A, Zakynthinos G, Vagiakis E, Zakynthinos S. The effect of nasal tramazoline with dexamethasone in obstructive sleep apnoea patients. Eur Respir J. 2013 Oct;42(4):1055-63. doi: 10.1183/09031936.00142312. Epub 2013 Feb 8. PubMed PMID: 23397296. 4: Antoniou CG, Markopoulou CK, Kouskoura MG, Koundourellis JE. Study and development of reversed-phase HPLC systems for the determination of 2-imidazolines in the presence of preservatives in pharmaceutical preparations. J AOAC Int. 2011 May-Jun;94(3):703-12. PubMed PMID: 21796997. 5: Spiliotopoulos C, Mastronikolis NS, Petropoulos IK, Mela EK, Goumas PD, Gartaganis SP. The effect of nasal steroid administration on intraocular pressure. Ear Nose Throat J. 2007 Jul;86(7):394-5. PubMed PMID: 17702318. 6: Finsterer J, Fröhlinger W. Tramazoline turns asymptomatic into symptomatic hyper-CK-emia. Eur J Neurol. 2007 Mar;14(3):e7. PubMed PMID: 17355540. 7: Sichletidis L, Chloros D, Tsiotsios I, Gioulekas D, Kyriazis G, Spyratos D, Charalambidou O, Goutsikas S. The prevalence of allergic asthma and rhinitis in children of Polichni, Thessaloniki. Allergol Immunopathol (Madr). 2004 Mar-Apr;32(2):59-63. PubMed PMID: 15087091. 8: Verse T, Sikora C, Rudolph P, Klöcker N. [The tolerability of nasal drugs with special regard to preservatives and physico-chemical parameters]. Laryngorhinootologie. 2003 Nov;82(11):782-9. German. PubMed PMID: 14634896. 9: Hayasaka Y, Hayasaka S, Zhang XY, Nagaki Y. Effects of topical mydriatics and vasoconstrictors on prostaglandin-E2-induced aqueous flare elevation in pigmented rabbits. Ophthalmic Res. 2003 Sep-Oct;35(5):256-60. PubMed PMID: 12920338. 10: Hochban W, Althoff H, Ziegler A. Nasal decongestion with imidazoline derivatives: acoustic rhinometry measurements. Eur J Clin Pharmacol. 1999 Mar;55(1):7-12. PubMed PMID: 10206078. 11: González-Peñas E, Aldana I, Esteras A, Bruseghini L, Gazzaniga A, Gianesello W. Absorption of sodium diclofenac after ocular administration in rabbit. Arzneimittelforschung. 1998 Sep;48(9):931-4. PubMed PMID: 9793621. 12: Takeno S, Kawamoto H, Hirata S, Fukushima N, Yazin K. [Decongesting effect of tramazoline on nasal airway patency and nasal symptoms as evaluated by acoustic rhinometry: an objective study in 30 allergic and six non-allergic subjects]. Nihon Jibiinkoka Gakkai Kaiho. 1998 Jul;101(7):900-7. Japanese. PubMed PMID: 9745265. 13: Yamagiwa M. Acoustic evaluation of the efficacy of medical therapy for allergic nasal obstruction. Eur Arch Otorhinolaryngol. 1997;254 Suppl 1:S82-4. PubMed PMID: 9065635. 14: Schött D, Ulmer WT. [Clinical investigation of the action of tramazoline inpatients with chronic obstructive bronchitis. The importance of mucosal swelling]. Arzneimittelforschung. 1996 Dec;46(12):1127-30. German. PubMed PMID: 9065316. 15: Peng N, Meng QC, King K, Oparil S, Wyss JM. Acute hypertension increases norepinephrine release in the anterior hypothalamic area. Hypertension. 1995 Apr;25(4 Pt 2):828-33. PubMed PMID: 7721439. 16: Sakuta H, Okamoto K. Inhibition by imidazoline and imidazolidine derivatives of glibenclamide-sensitive K+ currents in Xenopus oocytes. Eur J Pharmacol. 1994 Jul 11;259(3):223-31. PubMed PMID: 7982448. 17: Berger ME, Golub MS, Chang CT, al-Kharouf JA, Nyby MD, Hori M, Brickman AS, Tuck ML. Flavonoid potentiation of contractile responses in rat blood vessels. J Pharmacol Exp Ther. 1992 Oct;263(1):78-83. PubMed PMID: 1403805. 18: Pi F, García-Sevilla JA. Alpha 2-autoreceptor-mediated modulation of tyrosine hydroxylase activity in noradrenergic regions of the rat brain in vivo. Naunyn Schmiedebergs Arch Pharmacol. 1992 Jun;345(6):653-60. PubMed PMID: 1353254. 19: Hikasa Y, Ogasawara S, Takase K. Alpha adrenoceptor subtypes involved in the emetic action in dogs. J Pharmacol Exp Ther. 1992 May;261(2):746-54. PubMed PMID: 1349647. 20: Wikberg JE, Uhlén S. Further characterization of the guinea pig cerebral cortex idazoxan receptor: solubilization, distinction from the imidazole site, and demonstration of cirazoline as an idazoxan receptor-selective drug. J Neurochem. 1990 Jul;55(1):192-203. PubMed PMID: 1972387.