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MedKoo Cat#: 598186 | Name: Dilevalol

Description:

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

Dilevalol is the RR-stereoisomer of labetalol. Dilevalol is a non-cardioselective beta-adrenoceptor antagonist with substantial partial beta 2-agonist and negligible alpha 1-blocking activity.

Chemical Structure

Dilevalol
CAS#75659-07-3

Theoretical Analysis

MedKoo Cat#: 598186

Name: Dilevalol

CAS#: 75659-07-3

Chemical Formula: C19H24N2O3

Exact Mass: 328.1787

Molecular Weight: 328.41

Elemental Analysis: C, 69.49; H, 7.37; N, 8.53; O, 14.61

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 #
No Data
Synonym
Dilevalol; Dilevalolum;
IUPAC/Chemical Name
2-hydroxy-5-((R)-1-hydroxy-2-(((R)-4-phenylbutan-2-yl)amino)ethyl)benzamide
InChi Key
SGUAFYQXFOLMHL-ACJLOTCBSA-N
InChi Code
InChI=1S/C19H24N2O3/c1-13(7-8-14-5-3-2-4-6-14)21-12-18(23)15-9-10-17(22)16(11-15)19(20)24/h2-6,9-11,13,18,21-23H,7-8,12H2,1H3,(H2,20,24)/t13-,18+/m1/s1
SMILES Code
O=C(N)C1=CC([C@@H](O)CN[C@H](C)CCC2=CC=CC=C2)=CC=C1O
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
>3 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
2934.99.03.00
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 328.41 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: Chrisp P, Goa KL. Dilevalol. A review of its pharmacodynamic and pharmacokinetic properties, and therapeutic potential in hypertension. Drugs. 1990 Feb;39(2):234-63. Review. PubMed PMID: 2184002. 2: Chodosh S, Tuck J, Blasucci DJ. The effects of dilevalol, metoprolol, and placebo on ventilatory function in asthmatics. J Cardiovasc Pharmacol. 1988;11 Suppl 2:S18-24. PubMed PMID: 2464094. 3: Donnelly R, Macphee GJ. Clinical pharmacokinetics and kinetic-dynamic relationships of dilevalol and labetalol. Clin Pharmacokinet. 1991 Aug;21(2):95-109. Review. PubMed PMID: 1884570. 4: Bellissant E, Annane D, Thuillez C, Giudicelli JF. Comparison of the effects of dilevalol and propranolol on systemic and regional haemodynamics in healthy volunteers at rest and during exercise. Eur J Clin Pharmacol. 1994;47(1):39-47. PubMed PMID: 7988622. 5: Frishman WH, Schoenberger JA, Gorwit JI, Bedsole GD, Cubbon J, Poland MP. Multicenter comparison of dilevalol to placebo in patients with mild hypertension. Am J Hypertens. 1988 Jul;1(3 Pt 3):295S-299S. PubMed PMID: 3046631. 6: Wallin JD, Frishman WH. Dilevalol: a selective beta-2 adrenergic agonist vasodilator with beta adrenergic blocking activity. J Clin Pharmacol. 1989 Dec;29(12):1057-68. Review. PubMed PMID: 2693499. 7: Lalonde RL, Tenero DM, Kazierad DJ. Dilevalol: an overview of its clinical pharmacology and therapeutic use in hypertension. Pharmacotherapy. 1990;10(1):15-28. Review. PubMed PMID: 2179899. 8: Tenero DM, Bottorff MB, Given BD, Kramer WG, Affrime MB, Patrick JE, Lalonde RL. Pharmacokinetics and pharmacodynamics of dilevalol. Clin Pharmacol Ther. 1989 Dec;46(6):648-56. PubMed PMID: 2598569. 9: Radwanski E, Nagabhushan N, Affrime MB, Perentesis G, Symchowicz S, Patrick JE. Secretion of dilevalol in breast milk. J Clin Pharmacol. 1988 May;28(5):448-53. PubMed PMID: 2899094. 10: Kramer WG, Nagabhushan N, Affrime MB, Perentesis GP, Symchowicz S, Patrick JE. Pharmacokinetics and bioavailability of dilevalol in normotensive volunteers. J Clin Pharmacol. 1988 Jul;28(7):644-8. PubMed PMID: 3216030. 11: Kotegawa T, Fujimura A, Ebihara A. Clinical pharmacology of dilevalol (i.v.). Influence of hepatic and renal functions on the disposition of dilevalol and atenolol in hypertensive subjects. J Clin Pharmacol. 1990 May;30(5):404-8. PubMed PMID: 2347954. 12: Glover DR, Tarbit WJ. Overview of clinical trials of dilevalol in essential hypertension. J Hum Hypertens. 1990 Jun;4 Suppl 2:49-53. PubMed PMID: 2142508. 13: Fujimura A, Ohashi K, Tsuru M, Ebihara A, Kondo K. Clinical pharmacology of dilevalol (I). Comparison of the pharmacokinetic and pharmacodynamic properties of dilevalol and labetalol after a single oral administration in healthy subjects. J Clin Pharmacol. 1989 Jul;29(7):635-42. PubMed PMID: 2668352. 14: Rodriguez-Saavedra M, Zannad FM, Guerrero-Sierra J, Sack DW, Renaud H, Guiducci U, Edwards LD. Comparison of dilevalol and enalapril administered once daily for mild hypertension. Am J Cardiol. 1989 Jun 5;63(19):50I-53I. PubMed PMID: 2543201. 15: Given BD, Perentesis G, Christopher JD, Herron J, Patrick JE, Kramer WG, Affrime MB. Antihypertensive effect of dilevalol is directly related to dose and plasma concentrations. Am J Cardiol. 1989 Jun 5;63(19):12I-16I. PubMed PMID: 2729123. 16: Sybertz EJ Jr, Watkins RW. Preclinical pharmacologic properties of dilevalol, an antihypertensive agent possessing selective beta 2 agonist-mediated vasodilation and beta antagonism. Am J Cardiol. 1989 Jun 5;63(19):3I-6I. Review. PubMed PMID: 2567112. 17: Silagy CA, McNeil JJ, Farish S, McGrath BP. A comparison of dilevalol and placebo in the management of isolated systolic hypertension using ambulatory monitoring. Br J Clin Pharmacol. 1990 Nov;30(5):657-64. PubMed PMID: 2271366; PubMed Central PMCID: PMC1368164. 18: Riddell JG. The pharmacodynamics of dilevalol. J Hum Hypertens. 1990 Jun;4 Suppl 2:39-44. PubMed PMID: 2370642. 19: Howes LG, Rowe PR, Krum H, Louis WJ. The effects of a single dose of dilevalol on [3H]-noradrenaline plasma kinetics and plasma lipoprotein cholesterol concentrations. Br J Clin Pharmacol. 1990 Mar;29(3):281-7. PubMed PMID: 2310652; PubMed Central PMCID: PMC1380127. 20: Maria VA, Victorino RM. Hypersensitivity immune reaction as a mechanism for dilevalol-associated hepatitis. Ann Pharmacother. 1992 Jul-Aug;26(7-8):924-6. PubMed PMID: 1504402.