PD 142893 | CAS#143037-36-9 | vasoconstriction antagonist

MedKoo Cat#: 598009 | Name: PD 142893

Description:

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

PD 142893 is a functional antagonist of endothelin-stimulated vasoconstriction.

Chemical Structure

PD 142893

CAS#143037-36-9

Theoretical Analysis

MedKoo Cat#: 598009

Name: PD 142893

CAS#: 143037-36-9

Chemical Formula: C50H65N7O10

Exact Mass: 923.4793

Molecular Weight: 924.10

Elemental Analysis: C, 64.99; H, 7.09; N, 10.61; O, 17.31

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

PD 142893; PD-142893; PD142893;

IUPAC/Chemical Name

(2S,5S,8S,11S,14S,17R)-2-((1H-indol-3-yl)methyl)-17-([1,1'-biphenyl]-4-ylmethyl)-5,8-di((S)-sec-butyl)-11-(carboxymethyl)-14-isobutyl-4,7,10,13,16,19-hexaoxo-3,6,9,12,15,18-hexaazaicosanoic acid

InChi Key

IFDNLSRYZKUGIR-KXXXQFFTSA-N

InChi Code

InChI=1S/C50H65N7O10/c1-8-29(5)43(48(64)55-41(50(66)67)25-35-27-51-37-18-14-13-17-36(35)37)57-49(65)44(30(6)9-2)56-47(63)40(26-42(59)60)54-45(61)38(23-28(3)4)53-46(62)39(52-31(7)58)24-32-19-21-34(22-20-32)33-15-11-10-12-16-33/h10-22,27-30,38-41,43-44,51H,8-9,23-26H2,1-7H3,(H,52,58)(H,53,62)(H,54,61)(H,55,64)(H,56,63)(H,57,65)(H,59,60)(H,66,67)/t29-,30-,38-,39+,40-,41-,43-,44-/m0/s1

SMILES Code

O=C(O)[C@H](CC1=CNC2=C1C=CC=C2)NC([C@H]([C@@H](C)CC)NC([C@H]([C@@H](C)CC)NC([C@H](CC(O)=O)NC([C@H](CC(C)C)NC([C@@H](CC3=CC=C(C4=CC=CC=C4)C=C3)NC(C)=O)=O)=O)=O)=O)=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

>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

Instruction

View handling instruction

Preparing Stock Solutions

The following data is based on the product molecular weight 924.10 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.

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: Zimmermann M, Vatter H, Weyrauch E, Lange BN, Krishnan R, Raabe A, Seifert V. Characterization of the potent combined endothelin(A/B)-antagonist PD 142893 on cerebral vessels. Neurol Res. 2004 Sep;26(6):692-7. PubMed PMID: 15327761. 2: Warner TD, Allcock GH, Mickley EJ, Corder R, Vane JR. Comparative studies with the endothelin receptor antagonists BQ-123 and PD 142893 indicate at least three endothelin receptors. J Cardiovasc Pharmacol. 1993;22 Suppl 8:S117-20. PubMed PMID: 7509920. 3: Schroeder RL, Keiser JA, Cheng XM, Haleen SJ. PD 142893, SB 209670, and BQ 788 selectively antagonize vascular endothelial versus vascular smooth muscle ET(B)-receptor activity in the rat. J Cardiovasc Pharmacol. 1998 Dec;32(6):935-43. PubMed PMID: 9869499. 4: Warner TD, Allcock GH, Corder R, Vane JR. Use of the endothelin antagonists BQ-123 and PD 142893 to reveal three endothelin receptors mediating smooth muscle contraction and the release of EDRF. Br J Pharmacol. 1993 Oct;110(2):777-82. PubMed PMID: 8242251; PubMed Central PMCID: PMC2175921. 5: Zaretsky DV, Zaretskaia MV, Kalenikova EI, Grafov MA. Endothelin antagonism does not affect adrenal catecholamine secretion and system haemodynamics during acute stress in Wistar rats. J Cardiovasc Pharmacol. 2000 Nov;36(5 Suppl 1):S374-6. PubMed PMID: 11078424. 6: Hammond TR, Gadea A, Dupree J, Kerninon C, Nait-Oumesmar B, Aguirre A, Gallo V. Astrocyte-derived endothelin-1 inhibits remyelination through notch activation. Neuron. 2014 Feb 5;81(3):588-602. doi: 10.1016/j.neuron.2013.11.015. Erratum in: Neuron. 2014 Mar 19;81(6):1442. PubMed PMID: 24507193; PubMed Central PMCID: PMC3935216. 7: Warner TD, Allcock GH, Mickley EJ, Vane JR. Characterization of endothelin receptors mediating the effects of the endothelin/sarafotoxin peptides on autonomic neurotransmission in the rat vas deferens and guinea-pig ileum. Br J Pharmacol. 1993 Oct;110(2):783-9. PubMed PMID: 8242252; PubMed Central PMCID: PMC2175961. 8: Doherty AM, Cody WL, He JX, DePue PL, Cheng XM, Welch KM, Flynn MA, Reynolds EE, LaDouceur DM, Davis LS, et al. In vitro and in vivo studies with a series of hexapeptide endothelin antagonists. J Cardiovasc Pharmacol. 1993;22 Suppl 8:S98-102. PubMed PMID: 7510009. 9: Wang WZ, Anderson G, Acland RD, Barker J. Endothelin-1 does not contribute to ischemia/reperfusion-induced vasoconstriction in skeletal muscle. J Reconstr Microsurg. 1997 Aug;13(6):439-47. PubMed PMID: 9273907. 10: Stewart BH, Reyner EL, Tse E, Hayes RN, Werness S, He JX, Cody WL, Doherty AM. In vitro assessment of oral delivery for hexapeptide endothelin antagonists. Life Sci. 1996;58(12):971-82. PubMed PMID: 8786709. 11: Cody WL, He JX, Reily MD, Haleen SJ, Walker DM, Reyner EL, Stewart BH, Doherty AM. Design of a potent combined pseudopeptide endothelin-A/endothelin-B receptor antagonist, Ac-DBhg16-Leu-Asp-Ile-[NMe]Ile-Trp21 (PD 156252): examination of its pharmacokinetic and spectral properties. J Med Chem. 1997 Jul 4;40(14):2228-40. PubMed PMID: 9216842. 12: Wilasrusmee C, Ondocin P, Bruch D, Shah G, Kittur S, Wilasrusmee S, Kittur DS. Amelioration of cyclosporin A effect on microvasculature by endothelin inhibitor. Surgery. 2003 Aug;134(2):384-9. PubMed PMID: 12947345. 13: Flynn MA, Haleen SJ, Welch KM, Cheng XM, Reynolds EE. Endothelin B receptors on human endothelial and smooth-muscle cells show equivalent binding pharmacology. J Cardiovasc Pharmacol. 1998 Jul;32(1):106-16. PubMed PMID: 9676729. 14: Brunner F. Interaction of nitric oxide and endothelin-1 in ischemia/reperfusion injury of rat heart. J Mol Cell Cardiol. 1997 Sep;29(9):2363-74. PubMed PMID: 9299360. 15: Laursen M, Bodelsson G, Stjernquist M. Atypical receptors mediate the response to endothelin-1 and sarafotoxin S6b in the human umbilical artery. Eur J Pharmacol. 1998 Dec 4;362(2-3):167-72. PubMed PMID: 9874167. 16: Monti LD, Valsecchi G, Costa S, Sandoli EP, Phan CV, Pontiroli AE, Pozza G, Piatti PM. Effects of endothelin-1 and nitric oxide on glucokinase activity in isolated rat hepatocytes. Metabolism. 2000 Jan;49(1):73-80. PubMed PMID: 10647067. 17: Davis LS, Haleen SJ, Doherty AM, Cody WL, Keiser JA. Effects of selective endothelin antagonists on the hemodynamic response to cyclosporin A. J Am Soc Nephrol. 1994 Jan;4(7):1448-54. PubMed PMID: 8161726. 18: Venugopal CS, Holmes EP, Koch CE, Curtis LA, Holm AS, Moore RM. In vitro pharmacologic effect of two endothelin-1 antagonists on equine colonic arteries and veins. Am J Vet Res. 2001 Feb;62(2):154-9. PubMed PMID: 11212019. 19: Cody WL, He JX, DePue PL, Waite LA, Leonard DM, Sefler AM, Kaltenbronn JS, Haleen SJ, Walker DM, Flynn MA, et al. Structure-activity relationships of the potent combined endothelin-A/endothelin-B receptor antagonist Ac-DDip16-Leu-Asp-Ile-Ile-Trp21: development of endothelin-B receptor selective antagonists. J Med Chem. 1995 Jul 21;38(15):2809-19. PubMed PMID: 7636842. 20: Hoang D, Macarthur H, Gardner A, Westfall TC. Endothelin-induced modulation of neuropeptide Y and norepinephrine release from the rat mesenteric bed. Am J Physiol Heart Circ Physiol. 2002 Oct;283(4):H1523-30. Epub 2002 Jun 20. PubMed PMID: 12234805.