MedKoo Cat#: 328021 | Name: Daglutril

Description:

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

Daglutril, also known as SLV-306, is NEP/ECE inhibitor potentially for the treatment of hypertension, heart failure andpulmonary. SLV-306 (daglutril) inhibits systemic conversion of big endothelin-1 in humans.

Chemical Structure

Daglutril
Daglutril
CAS#182821-27-8

Theoretical Analysis

MedKoo Cat#: 328021

Name: Daglutril

CAS#: 182821-27-8

Chemical Formula: C31H38N2O6

Exact Mass: 534.2730

Molecular Weight: 534.65

Elemental Analysis: C, 69.64; H, 7.16; N, 5.24; O, 17.95

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 #
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Synonym
Daglutril; SLV-306; SLV 306; SLV306.
IUPAC/Chemical Name
((3S)-3-{1-((2R)-2-Ethoxycarbonyl-4-phenylbutyl)cyclopentanecarboxamido}-2-oxo-2,3,4,5-tetrahydro-1H-1-benzazepin-1-yl)acetic acid
InChi Key
XMQODGUTLZXUGZ-RPBOFIJWSA-N
InChi Code
InChI=1S/C31H38N2O6/c1-2-39-29(37)24(15-14-22-10-4-3-5-11-22)20-31(18-8-9-19-31)30(38)32-25-17-16-23-12-6-7-13-26(23)33(28(25)36)21-27(34)35/h3-7,10-13,24-25H,2,8-9,14-21H2,1H3,(H,32,38)(H,34,35)/t24-,25+/m1/s1
SMILES Code
O=C(O)CN1C([C@@H](NC(C2(C[C@H](C(OCC)=O)CCC3=CC=CC=C3)CCCC2)=O)CCC4=CC=CC=C41)=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

Preparing Stock Solutions

The following data is based on the product molecular weight 534.65 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: Márquez DF, Ruiz-Hurtado G, Ruilope LM, Segura J. An update of the blockade of the renin angiotensin aldosterone system in clinical practice. Expert Opin Pharmacother. 2015;16(15):2283-92. doi: 10.1517/14656566.2015.1079623. Epub 2015 Sep 7. Review. PubMed PMID: 26389772. 2: Maguire JJ, Davenport AP. Endothelin@25 - new agonists, antagonists, inhibitors and emerging research frontiers: IUPHAR Review 12. Br J Pharmacol. 2014 Dec;171(24):5555-72. doi: 10.1111/bph.12874. Epub 2014 Nov 24. Review. PubMed PMID: 25131455; PubMed Central PMCID: PMC4290702. 3: Parvanova A, van der Meer IM, Iliev I, Perna A, Gaspari F, Trevisan R, Bossi A, Remuzzi G, Benigni A, Ruggenenti P; Daglutril in Diabetic Nephropathy Study Group. Effect on blood pressure of combined inhibition of endothelin-converting enzyme and neutral endopeptidase with daglutril in patients with type 2 diabetes who have albuminuria: a randomised, crossover, double-blind, placebo-controlled trial. Lancet Diabetes Endocrinol. 2013 Sep;1(1):19-27. doi: 10.1016/S2213-8587(13)70029-9. Epub 2013 Jun 13. PubMed PMID: 24622263. 4: Laurent S. Daglutril for treatment of renal damage in hypertensive patients with type 2 diabetes: disappointment or hope? Lancet Diabetes Endocrinol. 2013 Sep;1(1):2-3. doi: 10.1016/S2213-8587(13)70036-6. Epub 2013 Jun 13. PubMed PMID: 24622251. 5: Monge M, Lorthioir A, Bobrie G, Azizi M. New drug therapies interfering with the renin-angiotensin-aldosterone system for resistant hypertension. J Renin Angiotensin Aldosterone Syst. 2013 Dec;14(4):285-9. doi: 10.1177/1470320313513408. Epub 2013 Nov 12. Review. PubMed PMID: 24222656. 6: Seed A, Kuc RE, Maguire JJ, Hillier C, Johnston F, Essers H, de Voogd HJ, McMurray J, Davenport AP. The dual endothelin converting enzyme/neutral endopeptidase inhibitor SLV-306 (daglutril), inhibits systemic conversion of big endothelin-1 in humans. Life Sci. 2012 Oct 15;91(13-14):743-8. doi: 10.1016/j.lfs.2012.03.022. Epub 2012 Mar 28. PubMed PMID: 22480515. 7: Thöne-Reinke C, Simon K, Richter CM, Godes M, Neumayer HH, Thormählen D, Hocher B. Inhibition of both neutral endopeptidase and endothelin-converting enzyme by SLV306 reduces proteinuria and urinary albumin excretion in diabetic rats. J Cardiovasc Pharmacol. 2004 Nov;44 Suppl 1:S76-9. PubMed PMID: 15838365. 8: Emoto N. [Physiological and pathophysiological roles of the endothelin converting enzymes]. Nihon Rinsho. 2004 Sep;62 Suppl 9:636-9. Review. Japanese. PubMed PMID: 15506464. 9: Dickstein K, De Voogd HJ, Miric MP, Willenbrock R, Mitrovic V, Pacher R, Koopman PA. Effect of single doses of SLV306, an inhibitor of both neutral endopeptidase and endothelin-converting enzyme, on pulmonary pressures in congestive heart failure. Am J Cardiol. 2004 Jul 15;94(2):237-9. PubMed PMID: 15246912. 10: Bayes M, Rabasseda X, Prous JR. Gateways to clinical trials. Methods Find Exp Clin Pharmacol. 2003 May;25(4):317-40. PubMed PMID: 12808477. 11: Tabrizchi R. SLV-306. Solvay. Curr Opin Investig Drugs. 2003 Mar;4(3):329-32. Review. PubMed PMID: 12735234. 12: Gray GA, Battistini B, Webb DJ. Endothelins are potent vasoconstrictors, and much more besides. Trends Pharmacol Sci. 2000 Feb;21(2):38-40. PubMed PMID: 10733432.