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MedKoo Cat#: 329848 | Name: Tetrahydrozoline HCl
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Description:

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

Tetryzoline, also known as tetrahydrozoline, is a derivative of imidazoline, is found in over-the-counter eye drops and nasal sprays. Other derivatives include naphazoline, oxymetazoline, and xylometazoline. Tetrahydrozoline is an alpha agonist and its main mechanism of action is the constriction of conjunctival blood vessels. This serves to relieve the redness of the eye caused by minor ocular irritants. To treat allergic conjunctivitis, tetryzoline can be combined in a solution with antazoline.

Chemical Structure

Tetrahydrozoline HCl
CAS#522-48-5 (HCl)

Theoretical Analysis

MedKoo Cat#: 329848

Name: Tetrahydrozoline HCl

CAS#: 522-48-5 (HCl)

Chemical Formula: C13H17ClN2

Exact Mass:

Molecular Weight: 236.74

Elemental Analysis: C, 65.95; H, 7.24; Cl, 14.97; N, 11.83

Price and Availability

Size Price Availability Quantity
5g USD 285.00
10g USD 495.00
50g USD 1,650.00
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Related CAS #
84-22-0 (free base) 522-48-5 (HCl)
Synonym
Tetrahydrozoline HCl, Tetrahydrozoline hydrochloride; Tetryzoline; Tyzanol; Tyzine; Vasopos; Visine.
IUPAC/Chemical Name
1H-Imidazole, 4,5-dihydro-2-(1,2,3,4-tetrahydro-1-naphthalenyl)-, hydrochloride (1:1)
InChi Key
BJORNXNYWNIWEY-UHFFFAOYSA-N
InChi Code
InChI=1S/C13H16N2.ClH/c1-2-6-11-10(4-1)5-3-7-12(11)13-14-8-9-15-13;/h1-2,4,6,12H,3,5,7-9H2,(H,14,15);1H
SMILES Code
[H]Cl.C1(C2CCCC3=C2C=CC=C3)=NCCN1
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
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 236.74 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: Euwema MS, Swanson TJ. Toxicity, Deadly Single Dose Agents. 2017 Jul 4. StatPearls [Internet]. Treasure Island (FL): StatPearls Publishing; 2017 Jun-. Available from http://www.ncbi.nlm.nih.gov/books/NBK441849/ PubMed PMID: 28722879. 2: Nowakowska D, Raszewski Z, Ziętek M, Saczko J, Kulbacka J, Więckiewicz W. The Setting Time of Polyether Impression Materials after Contact with Conventional and Experimental Gingival Margin Displacement Agents. J Prosthodont. 2016 Jun 22. doi: 10.1111/jopr.12471. [Epub ahead of print] PubMed PMID: 27333590. 3: AlAani H, Alnukkary Y. Stability-Indicating HPLC Method for Simultaneous Determination of Chloramphenicol, Dexamethasone Sodium Phosphate and Tetrahydrozoline Hydrochloride in Ophthalmic Solution. Adv Pharm Bull. 2016 Mar;6(1):137-41. doi: 10.15171/apb.2016.020. Epub 2016 Mar 17. PubMed PMID: 27123429; PubMed Central PMCID: PMC4845542. 4: Gumustas M, Alshana U, Ertas N, Goger NG, Ozkan SA, Uslu B. Determination of antazoline and tetrahydrozoline in ophthalmic solutions by capillary electrophoresis and stability-indicating HPLC methods. J Pharm Biomed Anal. 2016 May 30;124:390-8. doi: 10.1016/j.jpba.2016.02.032. Epub 2016 Feb 27. PubMed PMID: 26952922. 5: El-Bagary RI, Fouad MA, El-Shal MA, Tolba EH. Stability-Indicating RP-HPLC Methods for the Determination of Fluorometholone in Its Mixtures with Sodium Cromoglycate and Tetrahydrozoline Hydrochloride. J Chromatogr Sci. 2016 Jul;54(6):923-33. doi: 10.1093/chromsci/bmw022. Epub 2016 Feb 26. PubMed PMID: 26921897. 6: Abdel-Halim LM, Abd-El Rahman MK, Ramadan NK, El Sanabary HF, Salem MY. Comparative study between recent methods manipulating ratio spectra and classical methods based on two-wavelength selection for the determination of binary mixture of antazoline hydrochloride and tetryzoline hydrochloride. Spectrochim Acta A Mol Biomol Spectrosc. 2016 Apr 15;159:98-105. doi: 10.1016/j.saa.2016.01.014. Epub 2016 Jan 13. PubMed PMID: 26836449. 7: Lotfy HM, Saleh SS, Hassan NY, Salem H. Development and validation of impurity-profiling UPLC method for the determination of sodium cromoglicate and tetryzoline hydrochloride: Application on rabbit aqueous humor. J Chromatogr B Analyt Technol Biomed Life Sci. 2015 Dec 1;1006:121-129. doi: 10.1016/j.jchromb.2015.10.020. Epub 2015 Oct 29. PubMed PMID: 26547297. 8: Mohamed GG, Rizk MS, Zaky Frag EY. Spectrophotometric Determination of Distigmine Bromide, Cyclopentolate HCl, Diaveridine HCl and Tetrahydrozoline HCl via Charge Transfer Complex Formation with TCNQ and TCNE Reagents. Iran J Pharm Res. 2015 Summer;14(3):701-14. PubMed PMID: 26330858; PubMed Central PMCID: PMC4518098. 9: Lotfy HM, Saleh SS, Hassan NY, Salem H. Computation of geometric representation of novel spectrophotometric methods used for the analysis of minor components in pharmaceutical preparations. Spectrochim Acta A Mol Biomol Spectrosc. 2015;151:628-43. doi: 10.1016/j.saa.2015.06.103. Epub 2015 Jul 2. PubMed PMID: 26163786. 10: Chaudhari J, Prajapati P, Patel J, Sethuraman R, Naveen YG. Comparative evaluation of the amount of gingival displacement produced by three different gingival retraction systems: An in vivo study. Contemp Clin Dent. 2015 Apr-Jun;6(2):189-95. doi: 10.4103/0976-237X.156043. PubMed PMID: 26097353; PubMed Central PMCID: PMC4456740. 11: Salem H, Lotfy HM, Hassan NY, El-Zeiny MB, Saleh SS. A comparative study of different aspects of manipulating ratio spectra applied for ternary mixtures: derivative spectrophotometry versus wavelet transform. Spectrochim Acta A Mol Biomol Spectrosc. 2015 Jan 25;135:1002-10. doi: 10.1016/j.saa.2014.07.078. Epub 2014 Aug 8. PubMed PMID: 25171050. 12: Saleh SS, Lotfy HM, Hassan NY, Salem H. A comparative study of progressive versus successive spectrophotometric resolution techniques applied for pharmaceutical ternary mixtures. Spectrochim Acta A Mol Biomol Spectrosc. 2014 Nov 11;132:239-48. doi: 10.1016/j.saa.2014.05.004. Epub 2014 May 13. PubMed PMID: 24873889. 13: Pemberton JD, MacIntosh PW, Zeglam A, Fay A. Naphazoline as a confounder in the diagnosis of carotid artery dissection. Ophthal Plast Reconstr Surg. 2015 Mar-Apr;31(2):e33-5. doi: 10.1097/IOP.0000000000000059. PubMed PMID: 24807801. 14: Al-Abri SA, Yang HS, Olson KR. Unintentional pediatric ophthalmic tetrahydrozoline ingestion: case files of the medical toxicology fellowship at the University of California, San Francisco. J Med Toxicol. 2014 Dec;10(4):388-91. doi: 10.1007/s13181-014-0400-9. PubMed PMID: 24760708; PubMed Central PMCID: PMC4252297. 15: Lowry JA, Brown JT. Significance of the imidazoline receptors in toxicology. Clin Toxicol (Phila). 2014 Jun;52(5):454-69. doi: 10.3109/15563650.2014.898770. Epub 2014 Mar 25. Review. PubMed PMID: 24666288. 16: Lotfy HM, Saleh SS, Hassan NY, Salem H. A comparative study of novel spectrophotometric methods based on isosbestic points; application on a pharmaceutical ternary mixture. Spectrochim Acta A Mol Biomol Spectrosc. 2014 May 21;126:112-21. doi: 10.1016/j.saa.2014.01.130. Epub 2014 Feb 12. PubMed PMID: 24589996. 17: Nowakowska D, Saczko J, Bieżuńska-Kusiak K, Choromańska A, Dubińska-Magiera M, Ziętek M, Kulbacka J. The influence of retraction agents on cytoskeleton reorganization and oxidative stress in primary human gingival fibroblasts (HGFs). Arch Oral Biol. 2014 Mar;59(3):341-8. doi: 10.1016/j.archoralbio.2013.12.011. Epub 2014 Jan 8. PubMed PMID: 24581858. 18: Kostić I, Mihailović D, Najman S, Stojanović S, Kostić M. The rabbit gingival tissue response to retraction liquids and tetrahydrozoline. Vojnosanit Pregl. 2014 Jan;71(1):46-51. PubMed PMID: 24516990. 19: Nowakowska D, Raszewski Z, Saczko J, Kulbacka J, Więckiewicz W. Polymerization time compatibility index of polyvinyl siloxane impression materials with conventional and experimental gingival margin displacement agents. J Prosthet Dent. 2014 Aug;112(2):168-75. doi: 10.1016/j.prosdent.2013.09.024. Epub 2014 Jan 23. PubMed PMID: 24461950. 20: Ozgurhan EB, Kara N, Bozkurt E, Gencer B, Agca A, Alkin Z, Demirok A. Effect of fluorometholone/tetrahydrozoline fixed combination on conjunctival autograft morphology after primary pterygium excision. Biomed Res Int. 2013;2013:481843. doi: 10.1155/2013/481843. Epub 2013 Jun 20. PubMed PMID: 23865053; PubMed Central PMCID: PMC3705815.

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