MedKoo Biosciences, Inc.
Tel:   +1-919-636-5577    Fax:   +1-919-980-4831    Email:   sales@medkoo.com
Search
Login Register
Search
MedKoo Cat#: 584320 | Name: Phentolamine

Description:

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

Phentolamine is a nonselective alpha-adrenergic antagonist. It is used in the treatment of hypertension and hypertensive emergencies, pheochromocytoma, vasospasm of RAYNAUD DISEASE and frostbite, clonidine withdrawal syndrome, impotence, and peripheral vascular disease.

Chemical Structure

Phentolamine
Phentolamine
CAS#50-60-2 (free base)

Theoretical Analysis

MedKoo Cat#: 584320

Name: Phentolamine

CAS#: 50-60-2 (free base)

Chemical Formula: C17H19N3O

Exact Mass: 281.1528

Molecular Weight: 281.36

Elemental Analysis: C, 72.57; H, 6.81; N, 14.94; O, 5.69

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.
Bulk Inquiry
Related CAS #
73-05-2 (HCl) 50-60-2 (free base) 65-28-1 (mesylate)
Synonym
Phentolamine; C 7337; C 7337 Ciba; HSDB 3382
IUPAC/Chemical Name
Phenol, 3-(((4,5-dihydro-1H-imidazol-2-yl)methyl)(4-methylphenyl)amino)-
InChi Key
MRBDMNSDAVCSSF-UHFFFAOYSA-N
InChi Code
InChI=1S/C17H19N3O/c1-13-5-7-14(8-6-13)20(12-17-18-9-10-19-17)15-3-2-4-16(21)11-15/h2-8,11,21H,9-10,12H2,1H3,(H,18,19)
SMILES Code
OC1=CC=CC(N(CC2=NCCN2)C3=CC=C(C)C=C3)=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
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
Solvent mg/mL mM comments
Solubility
Soluble in DMSO 0.0 100.00
Note: There can be variations in solubility for the same chemical from different vendors or different batches from the same vendor. The following factors can affect the solubility of the same chemical: solvent used for crystallization, residual solvent content, polymorphism, salt versus free form, degree of hydration, solvent temperature. Please use the solubility data as a reference only. Warming and sonication will facilitate dissolving. Still have questions? Please contact our Technical Support scientists.

Preparing Stock Solutions

The following data is based on the product molecular weight 281.36 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: Zhou K, Kumar U, Yuen VG, McNeill JH. The effects of phentolamine on fructose-fed rats. Can J Physiol Pharmacol. 2012 Aug;90(8):1075-85. doi: 10.1139/y2012-063. Epub 2012 Jul 11. PubMed PMID: 22783820. 2: Kan X, Zheng SL, Zhou CY. UPLC-MS/MS determination of phentolamine in human plasma and its application to a pharmacokinetic study. Drug Res (Stuttg). 2014 Nov;64(11):607-12. doi: 10.1055/s-0033-1364002. Epub 2014 Jan 22. PubMed PMID: 24452521. 3: Niaki AS, Bagherzadi K, Momenzadeh S, Shahriyari H, Dori MM. Intravenous regional block with phentolamine in the treatment of complex regional pain syndrome. Acta Med Iran. 2011;49(8):523-6. PubMed PMID: 22009808. 4: Xu F, Xu G, Su L, Feng E. Stability and compatibility of doxofylline with phentolamine mesilate in 0.9% sodium chloride or 5% dextrose injection for intravenous infusion. J Clin Pharm Ther. 2011 Feb;36(1):99-102. doi: 10.1111/j.1365-2710.2010.01160.x. Epub 2010 Oct 19. PubMed PMID: 21198724. 5: Gould L, Reddy CV. Phentolamine. Am Heart J. 1976 Sep;92(3):397-402. PubMed PMID: 949032. 6: Ho CH, Hsu JL, Liu SP, Hsu LC, Chang WL, Chao CC, Guh JH. Repurposing of phentolamine as a potential anticancer agent against human castration-resistant prostate cancer: A central role on microtubule stabilization and mitochondrial apoptosis pathway. Prostate. 2015 Sep;75(13):1454-66. doi: 10.1002/pros.23033. Epub 2015 Jul 14. PubMed PMID: 26180030. 7: Hersh EV, Lindemeyer RG. Phentolamine mesylate for accelerating recovery from lip and tongue anesthesia. Dent Clin North Am. 2010 Oct;54(4):631-42. doi: 10.1016/j.cden.2010.06.004. Review. PubMed PMID: 20831927. 8: Silva LF, Moraes MO, Santana GS, Frota Bezerra FA, De Nucci G, Moraes ME. Phentolamine bioequivalence study. Int J Clin Pharmacol Ther. 2004 Jan;42(1):43-9. PubMed PMID: 14756387. 9: Traish A, Gupta S, Gallant C, Huang YH, Goldstein I. Phentolamine mesylate relaxes penile corpus cavernosum tissue by adrenergic and non-adrenergic mechanisms. Int J Impot Res. 1998 Dec;10(4):215-23. PubMed PMID: 9884917. 10: Zorgniotti AW. Experience with buccal phentolamine mesylate for impotence. Int J Impot Res. 1994 Mar;6(1):37-41. PubMed PMID: 7517275. 11: Kalamidas SA, Kotoulas OB, Hann AC. Studies on glycogen autophagy: effects of phorbol myristate acetate, ionophore A23187, or phentolamine. Microsc Res Tech. 2002 Jun 15;57(6):507-11. PubMed PMID: 12112433. 12: Goldstein I. Oral phentolamine: an alpha-1, alpha-2 adrenergic antagonist for the treatment of erectile dysfunction. Int J Impot Res. 2000 Mar;12 Suppl 1:S75-80. Review. PubMed PMID: 10845768. 13: Gray GA, Hedley D, Pertwee RG. Enhancement of the hypothermic response of mice to delta-9-tetrahydrocannabinol by subhypothermic doses of chlorpromazine and phentolamine. Neuropharmacology. 1987 Feb-Mar;26(2-3):229-35. PubMed PMID: 3035414. 14: Pires OC, Ashmawi HA, Constantino E, Pelogia NC, Posso Ide P. Subarachnoid serotonergic and noradrenergic antagonists increase the pain response in rats. Rev Bras Anestesiol. 2011 Mar-Apr;61(2):202-5, 206-10, 108-12. doi: 10.1016/S0034-7094(11)70024-1. English, Portuguese, Spanish. PubMed PMID: 21474027. 15: Cunningham JG, Stephenson RB. Influence of phentolamine and propranolol on the length of tonus and clonus in pentylenetetrazol-induced seizures in dogs. Am J Vet Res. 1984 Apr;45(4):739-41. PubMed PMID: 6731988. 16: Hatzichristou DG, Apostolidis A, Tzortzis V, Hatzimouratidis K, Kouvelas D. Effects of oral phentolamine, taken before sleep, on nocturnal erectile activity: a double-blind, placebo-controlled, crossover study. Int J Impot Res. 2001 Oct;13(5):303-8. PubMed PMID: 11890519. 17: Martins AN, Newby N, Doyle TF, Kobrine AI, Ramirez A. Effect of intracisternal phentolamine on cerebral blood flow after subarachnoid injection of blood. J Neurosurg. 1976 Mar;44(3):353-8. PubMed PMID: 814210. 18: Gould L, Reddy CV, Blatt CJ, Gomprecht RF, Hayt DB. Effects of phentolamine on coronary blood flow in patients with recent myocardial infarction. Br Heart J. 1975 Jun;37(6):647-51. PubMed PMID: 1148064; PubMed Central PMCID: PMC482850. 19: Ekström B, Andersson KE, Mattiasson A. Urodynamic effects of intravesical instillation of atropine and phentolamine in patients with detrusor hyperactivity. J Urol. 1993 Jan;149(1):155-8. PubMed PMID: 8417203. 20: Silva LF, Nascimento NR, Fonteles MC, de Nucci G, Moraes ME, Vasconcelos PR, Moraes MO. Phentolamine relaxes human corpus cavernosum by a nonadrenergic mechanism activating ATP-sensitive K+ channel. Int J Impot Res. 2005 Jan-Feb;17(1):27-32. PubMed PMID: 15510188.