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

MedKoo CAT#: 561358

CAS#: 34661-85-3

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


Price and Availability

Size
Price

10mg
USD 220
Size
Price

50mg
USD 510
Size
Price

5-Methylurapidil, purity > 98%, is in stock. Current shipping out time is about 2 weeks after order is received. CoA, QC data and MSDS documents are available in one week after order is received.


Chemical Structure

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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


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


Technical Data

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).

Harmonized System Code:
293490


References

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2: Kazi RN, Sattar MA, Johns EJ. Antidiuretic and antinatriuretic response to high salt load in normotensive Wistar-Kyoto rats: Role of alpha-1A-adrenoreceptors. Auton Autacoid Pharmacol. 2017 Jan;37(1):13-18. doi: 10.1111/aap.12053. PubMed PMID: 28332265.

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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.