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MedKoo Cat#: 561358 | Name: 5-Methylurapidil
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Description:

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

5-Methylurapidil is an alpha1A-adrenoceptor antagonist. It has also been used for competitive binding in radioligand binding assays.

Chemical Structure

5-Methylurapidil
5-Methylurapidil
CAS#34661-85-3

Theoretical Analysis

MedKoo Cat#: 561358

Name: 5-Methylurapidil

CAS#: 34661-85-3

Chemical Formula: C21H31N5O3

Exact Mass: 401.2427

Molecular Weight: 401.51

Elemental Analysis: C, 62.82; H, 7.78; N, 17.44; O, 11.95

Price and Availability

Size Price Availability Quantity
10mg USD 450.00 2 Weeks
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Synonym
5-Methylurapidil; 5Methylurapidil; 5 Methylurapidil; 5-Methyl-urapidil;
IUPAC/Chemical Name
6-[3-[4-(2-Methoxyphenyl)piperazin-1-yl]propylamino]-1,3,5-trimethylpyrimidine-2,4-dione
InChi Key
HIHZDNKKIUQQSC-UHFFFAOYSA-N
InChi Code
InChI=1S/C21H31N5O3/c1-16-19(23(2)21(28)24(3)20(16)27)22-10-7-11-25-12-14-26(15-13-25)17-8-5-6-9-18(17)29-4/h5-6,8-9,22H,7,10-15H2,1-4H3
SMILES Code
O=C1N(C)C(C(C)=C(NCCCN2CCN(C3=CC=CC=C3OC)CC2)N1C)=O
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
Certificate of Analysis
View CoA: current batch, Lot#M23P01S29
Safety Data Sheet (SDS)
View Safety Data Sheet (SDS)
Instruction
View handling instruction

Preparing Stock Solutions

The following data is based on the product molecular weight 401.51 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
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PubMed PMID: 27258143; PubMed Central PMCID: PMC4892533. 4: Ahmad A, Sattar MA, Azam M, Abdulla MH, Khan SA, Hashmi F, Abdullah NA, Johns EJ. Cystathione gamma lyase/Hydrogen Sulphide Pathway Up Regulation Enhances the Responsiveness of α1A and α1B-Adrenoreceptors in the Kidney of Rats with Left Ventricular Hypertrophy. PLoS One. 2016 May 18;11(5):e0154995. doi: 10.1371/journal.pone.0154995. eCollection 2016. PubMed PMID: 27191852; PubMed Central PMCID: PMC4871510. 5: Wang S, Min XY, Pang SS, Qian J, Xu D, Guo Y. Adrenergic regulation of the rapid component of delayed rectifier K+ currents in guinea pig cardiomyocytes. J Thorac Dis. 2014 Dec;6(12):1778-84. doi: 10.3978/j.issn.2072-1439.2014.12.27. PubMed PMID: 25589973; PubMed Central PMCID: PMC4283310. 6: Aono Y, Taguchi H, Saigusa T, Uchida T, Takada K, Takiguchi H, Shirakawa T, Shimizu N, Koshikawa N, Cools AR. Simultaneous activation of the α1A-, α1B- and α1D-adrenoceptor subtypes in the nucleus accumbens reduces accumbal dopamine efflux in freely moving rats. Behav Pharmacol. 2015 Feb;26(1-2):73-80. doi: 10.1097/FBP.0000000000000113. PubMed PMID: 25438092. 7: Villamil-Hernández MT, Alcántara-Vázquez O, Sánchez-López A, Centurión D. Pharmacological identification of α1- and α2-adrenoceptor subtypes involved in the vasopressor responses induced by ergotamine in pithed rats. Eur J Pharmacol. 2013 Sep 5;715(1-3):262-9. doi: 10.1016/j.ejphar.2013.05.011. Epub 2013 May 22. PubMed PMID: 23707349. 8: Sato S, Hatanaka T, Yuyama H, Ukai M, Noguchi Y, Ohtake A, Taguchi K, Sasamata M, Miyata K. Tamsulosin potently and selectively antagonizes human recombinant α(1A/1D)-adrenoceptors: slow dissociation from the α(1A)-adrenoceptor may account for selectivity for α(1A)-adrenoceptor over α(1B)-adrenoceptor subtype. Biol Pharm Bull. 2012;35(1):72-7. PubMed PMID: 22223340. 9: Park SH, Bahk JH, Oh AY, Gil NS, Huh J, Lee JH. Gender difference and change of α(1)-adrenoceptors in the distal mesenteric arteries of streptozotocin-induced diabetic rats. Korean J Anesthesiol. 2011 Nov;61(5):419-27. doi: 10.4097/kjae.2011.61.5.419. Epub 2011 Nov 23. PubMed PMID: 22148092; PubMed Central PMCID: PMC3229022. 10: Witt KM, Bockman CS, Dang HK, Gruber DD, Wangemann P, Scofield MA. Molecular and pharmacological characteristics of the gerbil α(1a)-adrenergic receptor. Hear Res. 2012 Jan;283(1-2):144-50. doi: 10.1016/j.heares.2011.11.002. Epub 2011 Nov 10. PubMed PMID: 22101021; PubMed Central PMCID: PMC4030439. 11: Gotoh Y, Andoh T, Kuraishi Y. Noradrenergic regulation of itch transmission in the spinal cord mediated by α-adrenoceptors. Neuropharmacology. 2011 Sep;61(4):825-31. doi: 10.1016/j.neuropharm.2011.05.030. Epub 2011 Jun 7. PubMed PMID: 21664915. 12: Lee JH, Bahk JH, Park SH, Huh J. The diabetes-induced functional and distributional changes of the alpha 1-adrenoceptor of the abdominal aorta and distal mesenteric artery from streptozotocin-induced diabetic rats. Korean J Anesthesiol. 2011 Apr;60(4):272-81. doi: 10.4097/kjae.2011.60.4.272. Epub 2011 Apr 26. PubMed PMID: 21602978; PubMed Central PMCID: PMC3092963. 13: Du H, Ren J, Wang S, He L. Cell membrane chromatography competitive binding analysis for characterization of α1A adrenoreceptor binding interactions. Anal Bioanal Chem. 2011 Jul;400(10):3625-33. doi: 10.1007/s00216-011-5026-z. Epub 2011 May 5. PubMed PMID: 21544540. 14: Abdulla MH, Sattar MA, Johns EJ, Abdullah NA, Khan MA. Evidence for the role of α1A-adrenoceptor subtype in the control of renal haemodynamics in fructose-fed Sprague-Dawley rat. Eur J Nutr. 2011 Dec;50(8):689-97. doi: 10.1007/s00394-011-0180-9. Epub 2011 Mar 4. PubMed PMID: 21373947. 15: Chen Q, Li P, Yang H, Li B, Zhu J, Peng L. Nonaqueous capillary electrophoresis conditions for the simultaneous separation of eight alpha-adrenergic blocking agents. Anal Bioanal Chem. 2010 Sep;398(2):937-42. doi: 10.1007/s00216-010-3973-4. Epub 2010 Jul 11. PubMed PMID: 20623269. 16: Khan MA, Sattar MA, Abdullah NA, Abdulla MH, Salman IM, Kazi RN, Swarup KR, Rathore HA, Basri F, Hussain NM, Dewa A, Johns EJ. Functional subtypes of renal alpha1-adrenoceptor in spontaneously hypertensive rats with streptozotocin-induced experimental diabetic nephropathy. Kidney Blood Press Res. 2009;32(5):349-59. doi: 10.1159/000249149. Epub 2009 Oct 20. PubMed PMID: 19844130. 17: Shieh JP, Chu CC, Wang JJ, Lin MT. Epinephrine, phenylephrine, and methoxamine induce infiltrative anesthesia via alpha1-adrenoceptors in rats. Acta Pharmacol Sin. 2009 Sep;30(9):1227-36. doi: 10.1038/aps.2009.129. PubMed PMID: 19730427; PubMed Central PMCID: PMC4007178. 18: Park KE, Sohn JT, Jeong YS, Sung HJ, Shin IW, Lee HK, Chung YK. Inhibitory effect of fentanyl on phenylephrine-induced contraction of the rat aorta. Yonsei Med J. 2009 Jun 30;50(3):414-21. doi: 10.3349/ymj.2009.50.3.414. Epub 2009 Jun 24. PubMed PMID: 19568605; PubMed Central PMCID: PMC2703766. 19: Gómez-Zamudio JH, Villalobos-Molina R. Adventitia removal does not modify the alphaID-adrenoceptors response in aorta during hypertension and ageing. Auton Autacoid Pharmacol. 2009 Jul;29(3):117-33. doi: 10.1111/j.1474-8673.2009.00432.x. PubMed PMID: 19566752. 20: Zeng A, Yuan B, Wang C, Yang G, He L. Frontal analysis of cell-membrane chromatography for determination of drug-alpha(1D) adrenergic receptor affinity. J Chromatogr B Analyt Technol Biomed Life Sci. 2009 Jul 1;877(20-21):1833-7. doi: 10.1016/j.jchromb.2009.05.021. Epub 2009 May 18. PubMed PMID: 19493707.