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MedKoo Cat#: 318884 | Name: Tolazoline
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Description:

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

Tolazoline is a non-selective competitive α-adrenergic receptor antagonist. It is a vasodilator that is used to treat spasms of peripheral blood vessels (as in acrocyanosis). It has also been used (in conjunction with Sodium nitroprusside) successfully as an antidote to reverse the severe peripheral vasoconstriction which can occur as a result of overdose with certain 5-HT2A agonist drugs such as 25I-NBOMe, DOB and Bromodragonfly (prolonged severe vasoconstriction can lead to gangrene if untreated).

Chemical Structure

Tolazoline
CAS#59-98-3

Theoretical Analysis

MedKoo Cat#: 318884

Name: Tolazoline

CAS#: 59-98-3

Chemical Formula: C10H12N2

Exact Mass: 160.1000

Molecular Weight: 160.22

Elemental Analysis: C, 74.97; H, 7.55; N, 17.48

Price and Availability

Size Price Availability Quantity
2g USD 150.00
5g USD 250.00
10g USD 450.00
20g USD 750.00
50g USD 1,650.00
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Related CAS #
No Data
Synonym
Tolazoline, Benzalolin, Divascol, Pridazole, Priscol, Priscoline
IUPAC/Chemical Name
2-benzyl-4,5-dihydro-1H-imidazole
InChi Key
JIVZKJJQOZQXQB-UHFFFAOYSA-N
InChi Code
InChI=1S/C10H12N2/c1-2-4-9(5-3-1)8-10-11-6-7-12-10/h1-5H,6-8H2,(H,11,12)
SMILES Code
C1(CC2=CC=CC=C2)=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, 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 160.22 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: Casbeer HC, Knych HK. Pharmacokinetics and pharmacodynamic effects of tolazoline following intravenous administration to horses. Vet J. 2013 Jun;196(3):504-9. doi: 10.1016/j.tvjl.2012.12.006. Epub 2013 Jan 12. PubMed PMID: 23321455. 2: Yokota S, Hikasa Y, Shimura I, Kusunose S. Effects of imidazoline and nonimidazoline alpha-adrenergic agents, including xylazine, medetomidine, yohimbine, tolazoline, and atipamezole, on aggregation of bovine and equine platelets. Am J Vet Res. 2013 Mar;74(3):395-402. doi: 10.2460/ajvr.74.3.395. PubMed PMID: 23438114. 3: Contreras CD, Ledesma AE, Zinczuk J, Brandán SA. Vibrational study of tolazoline hydrochloride by using FTIR-Raman and DFT calculations. Spectrochim Acta A Mol Biomol Spectrosc. 2011 Sep;79(5):1710-4. doi: 10.1016/j.saa.2011.05.041. Epub 2011 May 23. PubMed PMID: 21664861. 4: Mortenson JA, Robison JA. Tolazoline-induced apnea in mule deer (Odocoileus hemionus). J Zoo Wildl Med. 2011 Mar;42(1):105-7. PubMed PMID: 22946377. 5: Sommer CM, Radeleff BA. A novel approach for percutaneous treatment of massive nonocclusive mesenteric ischemia: tolazoline and glycerol trinitrate as effective local vasodilators. Catheter Cardiovasc Interv. 2009 Feb 1;73(2):152-5. doi: 10.1002/ccd.21811. PubMed PMID: 19156878. 6: Prado TM, DuBois WR, Ko JC, Mandsager RE, Morgan GL. A comparison of two combinations of xylazine-ketamine administered intramuscularly to alpacas and of reversal with tolazoline. Vet Anaesth Analg. 2008 May;35(3):201-7. doi: 10.1111/j.1467-2995.2007.00375.x. Epub 2008 Feb 18. PubMed PMID: 18282257. 7: DuBois WR, Prado TM, Ko JC, Mandsager RE, Morgan GL. A comparison of two intramuscular doses of xylazine-ketamine combination and tolazoline reversal in llamas. Vet Anaesth Analg. 2004 Apr;31(2):90-6. PubMed PMID: 15053746. 8: Nuntnarumit P, Korones SB, Yang W, Bada HS. Efficacy and safety of tolazoline for treatment of severe hypoxemia in extremely preterm infants. Pediatrics. 2002 May;109(5):852-6. PubMed PMID: 11986446. 9: Mpanduji DG, Bittegeko SB, Batamuzi EK, Mgasa MN, Shami CL. Comparison of the effects of atipamezole and tolazoline on analgesia, cardiopulmonary and rectal temperature changes induced by lumbosacral epidural injection of medetomidine in goats. Small Rumin Res. 2001 May;40(2):117-122. PubMed PMID: 11295393. 10: El Ries MA, Khalil S. Indirect atomic absorption determination of atropine, diphenhydramine, tolazoline, and levamisole based on formation of ion-associates with potassium tetraiodometrcurate. J Pharm Biomed Anal. 2001 Apr;25(1):3-7. PubMed PMID: 11274852. 11: Read MR, Duke T, Toews AR. Suspected tolazoline toxicosis in a llama. J Am Vet Med Assoc. 2000 Jan 15;216(2):227-9, 194. PubMed PMID: 10649759. 12: Paret G, Eyal O, Mayan H, Gilad E, Ben-Abraham R, Ezra D, Barzilay Z. Endotracheal tolazoline: pharmacokinetics and pharmacodynamics in dogs. Acta Paediatr. 1999 Sep;88(9):1020-3. PubMed PMID: 10519347. 13: Hercegová A, Sádecká J, Polonský J. Isotachophoretic determination of bisoprolol, clonidine, disopyramide and tolazoline in human fluids. Acta Pol Pharm. 1998 May-Jun;55(3):167-71. PubMed PMID: 9735699. 14: Lemke RP, al-Saedi SA, Belik J, Casiro O. Use of tolazoline to counteract vasospasm in peripheral arterial catheters in neonates. Acta Paediatr. 1996 Dec;85(12):1497-8. PubMed PMID: 9001665. 15: Lee TS, Hou X. Dual vasoactive effects of tolazoline on rabbit pulmonary arteries. J Cardiothorac Vasc Anesth. 1996 Apr;10(3):364-7. PubMed PMID: 8725418. 16: Curtis J, Palacino JJ, O'Neill JT. Production of pulmonary vasodilation by tolazoline, independent of nitric oxide production in neonatal lambs. J Pediatr. 1996 Jan;128(1):118-24. PubMed PMID: 8551401. 17: Cooper MJ, Zukin T. Tolazoline-assisted Doppler echocardiography confirming normal pulmonary venous return in a neonate with severe persistent pulmonary hypertension. Am J Perinatol. 1995 Sep;12(5):367-70. PubMed PMID: 8540945. 18: Welch JC, Bridson JM, Gibbs JL. Endotracheal tolazoline for severe persistent pulmonary hypertension of the newborn. Br Heart J. 1995 Jan;73(1):99-100. PubMed PMID: 7888273; PubMed Central PMCID: PMC483765. 19: Wilms G, Stockx L, Baert AL. Optimization of distal artery opacification in peripheral arteriography: comparison between nitroglycerin, tolazoline and buflomedyl. J Belge Radiol. 1993 Oct;76(5):311-3. PubMed PMID: 7907083. 20: Schranz D, Zepp F, Iversen S, Wippermann C, Huth R, Zimmer B, Jüngst BK, Oelert H. Effects of tolazoline and prostacyclin on pulmonary hypertension in infants after cardiac surgery. Crit Care Med. 1992 Sep;20(9):1243-9. PubMed PMID: 1521438.