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MedKoo Cat#: 540098 | Name: Dapiprazole HCl
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Description:

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

Dapiprazole HCl is an α1-Adrenergic receptor antagonist used to reverse mydriasis. It also decreases mean intraocular pressure, suppresses pigment shedding, and increases outflow facility.

Chemical Structure

Dapiprazole HCl
Dapiprazole HCl
CAS#72822-13-0 (HCl)

Theoretical Analysis

MedKoo Cat#: 540098

Name: Dapiprazole HCl

CAS#: 72822-13-0 (HCl)

Chemical Formula: C19H28ClN5

Exact Mass: 361.2033

Molecular Weight: 361.91

Elemental Analysis: C, 63.06; H, 7.80; Cl, 9.80; N, 19.35

Price and Availability

Size Price Availability Quantity
10mg USD 250.00 2 Weeks
25mg USD 450.00 2 Weeks
50mg USD 750.00 2 Weeks
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Related CAS #
72822-12-9 (free base) 72822-13-0 (HCl)
Synonym
AF 2139; AF2139; AF-2139; Dapiprazole HCl; Rev-Eyes; Reversil; Glamidolo
IUPAC/Chemical Name
3-(2-(4-(o-tolyl)piperazin-1-yl)ethyl)-5,6,7,8-tetrahydro-[1,2,4]triazolo[4,3-a]pyridine hydrochloride
InChi Key
ZIODNPFQZIHCOE-UHFFFAOYSA-N
InChi Code
InChI=1S/C19H27N5.ClH/c1-16-6-2-3-7-17(16)23-14-12-22(13-15-23)11-9-19-21-20-18-8-4-5-10-24(18)19;/h2-3,6-7H,4-5,8-15H2,1H3;1H
SMILES Code
CC1=CC=CC=C1N2CCN(CCC3=NN=C4CCCCN43)CC2.[H]Cl
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
Product Data
Product Data
Instruction
View handling instruction
Biological target:
Dapiprazole hydrochloride is a potent α-adrenergic blocking drug, which is used to reverse mydriasis after eye examination and inhibits amphetamine toxicity and alcohol and morphine withdrawal syndromes, produces sedation, blocks conditioned avoidance reflexes and reduces the response to noxious stimuli.
In vitro activity:
TBD
In vivo activity:
TBD
Solvent mg/mL mM
Solubility
DMSO 18.0 49.74
Ethanol 51.0 140.92
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 361.91 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
Formulation protocol:
TBD
In vitro protocol:
TBD
In vivo protocol:
TBD
1: Molinari JF, Carter JH, Johnson ME. Dapiprazole's effect upon accommodative recovery: is it due entirely to changes in depth of field? Optom Vis Sci. 1995 Aug;72(8):552-6. doi: 10.1097/00006324-199508000-00003. PMID: 8539022. 2: Bartlett JD, Classé JG. Dapiprazole: will it affect the standard of care for pupillary dilation? Optom Clin. 1992;2(4):113-20. PMID: 1363078. 3: Johnson ME, Molinari JF. Efficacy of dapiprazole. Optom Vis Sci. 1993 Oct;70(10):818-21. doi: 10.1097/00006324-199310000-00007. PMID: 7902553. 4: Doughty MJ, Lyle WM. A review of the clinical pharmacokinetics of pilocarpine, moxisylyte (thymoxamine), and dapiprazole in the reversal of diagnostic pupillary dilation. Optom Vis Sci. 1992 May;69(5):358-68. doi: 10.1097/00006324-199205000-00005. PMID: 1350669. 5: Molinari JF, Johnson ME, Carter J. Dapiprazole clinical efficiency for counteracting tropicamide 1%. Optom Vis Sci. 1994 May;71(5):319-22. doi: 10.1097/00006324-199405000-00003. PMID: 7915025. 6: Alster Y, Loewenstein A, Baumwald T, Lipshits I, Lazar M. Dapiprazole for patients with night haloes after excimer keratectomy. Graefes Arch Clin Exp Ophthalmol. 1996 Aug;234 Suppl 1:S139-41. doi: 10.1007/BF02343063. PMID: 8871165. 7: Valeri P, Palmery M, Severini G, Piccinelli D, Catanese B. Ocular pharmacokinetics of dapiprazole. Pharmacol Res Commun. 1986 Dec;18(12):1093-105. doi: 10.1016/0031-6989(86)90025-1. PMID: 2882525. 8: Bonomi L, Marchini G, Pagello P, Simonazzi A, Durando L, Ciarniello MG. Effects of intraocular dapiprazole in the rabbit eye. J Cataract Refract Surg. 1989 Nov;15(6):681-4. doi: 10.1016/s0886-3350(89)80037-9. PMID: 2614713. 9: Nencini P, Valeri P, Morrone LA. Dapiprazole, a selective alpha-1 adrenoceptor antagonist, inhibits diuresis but not polydipsia produced by amphetamine in rats. Brain Res Bull. 1990 Nov;25(5):765-7. doi: 10.1016/0361-9230(90)90055-5. PMID: 1981172. 10: Giakoumaki SG, Hourdaki E, Grinakis V, Theou K, Bitsios P. Effects of peripheral sympathetic blockade with dapiprazole on the fear-inhibited light reflex. J Psychopharmacol. 2005 Mar;19(2):139-48. doi: 10.1177/0269881105048994. PMID: 15728435. 11: Mastropasqua L, Carpineto P, Ciancaglini M, Lobefalo L, Costagliola C, Gallenga PE. Effect of dapiprazole, an alpha-adrenergic blocking agent, on aqueous humor dynamics in pigmentary glaucoma. Ophthalmic Res. 1996;28(5):312-8. doi: 10.1159/000267920. PMID: 8979280. 12: Marx-Gross S, Krummenauer F, Dick HB, Pfeiffer N. Brimonidine versus dapiprazole: Influence on pupil size at various illumination levels. J Cataract Refract Surg. 2005 Jul;31(7):1372-6. doi: 10.1016/j.jcrs.2004.12.064. PMID: 16105609. 13: Geyer O, Loewenstein A, Shalmon B, Neudorfer M, Lazar M. The additive miotic effects of dapiprazole and pilocarpine. Graefes Arch Clin Exp Ophthalmol. 1995 Jul;233(7):448-51. doi: 10.1007/BF00180951. PMID: 7557512. 14: Nyman N, Keates EU. Effects of dapiprazole on the reversal of pharmacologically induced mydriasis. Optom Vis Sci. 1990 Sep;67(9):705-9. doi: 10.1097/00006324-199009000-00009. PMID: 1978275. 15: Mastropasqua L, Carpineto P, Ciancaglini M, Gallenga PE. The effectiveness of dapiprazole in preventing exercise-induced IOP increase in patients with pigmentary dispersion syndrome. Int Ophthalmol. 1995-1996;19(6):359-62. doi: 10.1007/BF00130855. PMID: 8970870. 16: Valeri P, Martinelli B, Pimpinella G, Severini C. Effects of dapiprazole, clonidine and yohimbine on the development of dependence and withdrawal behaviour in mice. Drug Alcohol Depend. 1989 Jan;23(1):73-7. doi: 10.1016/0376-8716(89)90036-7. PMID: 2920669. 17: Hogan TS, McDaniel DD, Bartlett JD, Hart KK, Paggiarino DA. Dose-response study of dapiprazole HCl in the reversal of mydriasis induced by 2.5% phenylephrine. J Ocul Pharmacol Ther. 1997 Aug;13(4):297-302. doi: 10.1089/jop.1997.13.297. PMID: 9261765. 18: Ponte F, Cillino S, Faranda F, Casanova F, Cucco F. Intraocular dapiprazole for the reversal of mydriasis after extracapsular cataract extraction with intraocular lens implantation. Part II: Comparison with acetylcholine. J Cataract Refract Surg. 1991 Nov;17(6):785-9. doi: 10.1016/s0886-3350(13)80412-9. PMID: 1685533. 19: Leccisotti A. Dapiprazole for night halos caused by angle-supported phakic intraocular lenses. J Refract Surg. 2004 Sep-Oct;20(5):489. doi: 10.3928/1081-597X-20040901-13. PMID: 15523962. 20: Ramesh T, Rao PN, Rao RN. Development of LC-MS/MS method for the determination of dapiprazole on dried blood spots and urine: application to pharmacokinetics. Biomed Chromatogr. 2014 May;28(5):615-20. doi: 10.1002/bmc.3079. PMID: 24847516.