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MedKoo Cat#: 527502 | Name: Phenoprolamine Hydrochloride

Description:

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

Phenoprolamine Hydrochloride, also known as DDPH, is an adrenergic α1 receptor antagonist potentially for the treatment of hypertension. Phenoprolamine Hydrochloride is potent antihypertensive, neuroprotective and cardioprotective effects. Phenoprolamine Hydrochloride inhibited CYP2D and CYP3A activities and down-regulated their protein expression and mRNA transcription. Phenoprolamine Hydrochloride can efficiently penetrate through blood brain barrier and inhibit the contraction of vascular smooth muscle in the brain.

Chemical Structure

Phenoprolamine Hydrochloride
Phenoprolamine Hydrochloride
CAS#93933-71-2 (HCl)

Theoretical Analysis

MedKoo Cat#: 527502

Name: Phenoprolamine Hydrochloride

CAS#: 93933-71-2 (HCl)

Chemical Formula: C21H30ClNO3

Exact Mass:

Molecular Weight: 379.93

Elemental Analysis: C, 66.39; H, 7.96; Cl, 9.33; N, 3.69; O, 12.63

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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Related CAS #
93933-71-2 (HCl) 113346-50-2 (free base)
Synonym
Phenoprolamine Hydrochloride; phenoprolamine; DDPH
IUPAC/Chemical Name
N-(3,4-dimethoxyphenethyl)-1-(2,6-dimethylphenoxy)propan-2-amine hydrochloride
InChi Key
KNMNNEPMKDJBDW-UHFFFAOYSA-N
InChi Code
InChI=1S/C21H29NO3.ClH/c1-15-7-6-8-16(2)21(15)25-14-17(3)22-12-11-18-9-10-19(23-4)20(13-18)24-5;/h6-10,13,17,22H,11-12,14H2,1-5H3;1H
SMILES Code
COC1=CC=C(CCNC(C)COC2=C(C)C=CC=C2C)C=C1OC.[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

Preparing Stock Solutions

The following data is based on the product molecular weight 379.93 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: Zhao L, Hu J, Chang Q, Ke Q, Xu R, Gu S, Chen H, Zeng F. A simple and sensitive HPLC method for quantitation of low phenoprolamine hydrochloride concentrations in human plasma and its pharmacokinetic application. Biomed Chromatogr. 2008 Mar;22(3):333-8. PubMed PMID: 18059052. 2: Zhao L, Yang X, Xu R, Wu J, Gu S, Zhang L, Gong P, Chen H, Zeng F. Safety, tolerability and pharmacokinetics of phenoprolamine hydrochloride floating sustained-release tablets in healthy Chinese subjects. Int J Pharm. 2009 Jul 30;377(1-2):99-104. doi: 10.1016/j.ijpharm.2009.05.010. PubMed PMID: 19446622. 3: Ding L, Zhang ZX, Ni PZ, Wang GJ, An DK. [Study on the phase II metabolites of phenoprolamine hydrochloride in rat bile by LC/DAD/MSD]. Yao Xue Xue Bao. 2001 Jun;36(6):440-3. Chinese. PubMed PMID: 12585129. 4: Ding L, Zhang ZX, Ni PZ, Wang GJ, An DK. [Study on the phase I metabolites of phenoprolamine hydrochloride in rat bile by LC/DAD/MSD]. Yao Xue Xue Bao. 2001 Mar;36(3):205-9. Chinese. PubMed PMID: 12580089. 5: Wang R, Li X, Wan B, Chu Y. Pharmacokinetic study of Guanfu base G in rats by LC-ESI-MS. J Chromatogr Sci. 2014 Oct;52(9):1016-20. doi: 10.1093/chromsci/bmt145. PubMed PMID: 24132670. 6: Xu Y, Zhi F, Xu G, Tang X, Lu S, Wu J, Hu Y. Overcoming multidrug-resistance in vitro and in vivo using the novel P-glycoprotein inhibitor 1416. Biosci Rep. 2012 Dec;32(6):559-66. doi: 10.1042/BSR20120020. PubMed PMID: 22757751; PubMed Central PMCID: PMC3497725. 7: Huang Q, Wang GJ, Sun JG, A JY, Zha WB, Zhang Y, Zhang JW, Yan B, Gu SH, Ren HC, Liu LS. Simultaneous determination of GFA and its active metabolites in human plasma by liquid chromatography electrospray ionization mass spectrometry and its application to pharmacokinetic studies. J Pharm Biomed Anal. 2008 Mar 13;46(4):728-36. doi: 10.1016/j.jpba.2007.11.033. PubMed PMID: 18191932. 1: Xi BM, Jiang ZZ, Zou JW, Ni PZ, Chen WH. Drug metabolism-based design, synthesis, and bioactivities of 1-(2,6-dimethylphenoxy)-2-(3,4-dimethoxyphenylethylamino)propane hydrochloride (DDPH) analogs as α₁-adrenoceptors antagonists. Bioorg Med Chem. 2011 Jan 15;19(2):783-8. doi: 10.1016/j.bmc.2010.12.020. PubMed PMID: 21215646. 2: Zhu Y, Hu J, He W, Gao X, Ren P, Chen H. DDPH, a novel antihypertensive agent, is a potential dual inhibitor of hepatic CYP2D and CYP3A. Chem Biol Interact. 2016 Mar 5;247:55-63. doi: 10.1016/j.cbi.2016.01.019. PubMed PMID: 26827781. 3: Qu L, Wang WT, Guo LJ, Wang F, Lü Q, Qian JQ. [Protective effects of 1-(2,6-dimethylphenoxy)-2-(3,4-dimethoxyphenylethylamino) propane hydrochloride(DDPH) on brain ischemia injury in rats]. Yao Xue Xue Bao. 2003 Oct;38(10):725-7. Chinese. PubMed PMID: 14730891. 4: Sun L, Li Q, Wang WT, Chen YH, Guo LJ. Enhancing hippocampal blood flow after cerebral ischemia and vasodilating basilar arteries: in vivo and in vitro neuroprotective effect of antihypertensive DDPH. Neural Regen Res. 2015 Apr;10(4):589-93. doi: 10.4103/1673-5374.155432. PubMed PMID: 26170819; PubMed Central PMCID: PMC4424751. 5: He Z, Huang L, Wu Y, Wang J, Wang H, Guo L. DDPH: improving cognitive deficits beyond its alpha 1-adrenoceptor antagonism in chronic cerebral hypoperfused rats. Eur J Pharmacol. 2008 Jul 7;588(2-3):178-88. doi: 10.1016/j.ejphar.2008.03.060. PubMed PMID: 18502414. 6: He Z, Lu Q, Xu X, Huang L, Chen J, Guo L. DDPH ameliorated oxygen and glucose deprivation-induced injury in rat hippocampal neurons via interrupting Ca2+ overload and glutamate release. Eur J Pharmacol. 2009 Jan 28;603(1-3):50-5. doi: 10.1016/j.ejphar.2008.12.010. PubMed PMID: 19105952. 7: Wang CJ, Gao MT, Wu YJ, Liu JT. Protective effect of 1-(2,6-dimethylphenoxy)-2-(3,4-dimethoxyphenylethylamino) propane hydrochloride on myocardial ischemia-reperfusion injury in rats. Pharmazie. 2005 Dec;60(12):934-8. PubMed PMID: 16398271. 8: Yuan Y, Che D, Xiong M. [Effects of DDPH on proliferation and immunophenotypes of the pulmonary vascular pericytes]. Zhonghua Jie He He Hu Xi Za Zhi. 2001 Feb;24(2):101-4. Chinese. PubMed PMID: 11802950. 9: Zhong N, Fang QZ, Zhang Y, Xia JS, Qian JQ, Zhou ZN. Inhibitory effects of DDPH on two components of delayed rectifier potassium current in guinea pig ventricular cells. Acta Pharmacol Sin. 2002 Jul;23(7):601-8. PubMed PMID: 12100752. 10: Yuan Y, Che D, Xiong M. Effects of DDPH on HECCM-induced proliferation and immunophenotypes of the pulmonary vascular pericytes. J Tongji Med Univ. 2001;21(3):184-7. PubMed PMID: 12539571.