WIN 64338 hydrochloride | CAS#163727-74-0 | CAS#151039-63-3 | Bradykinin Receptor Antagonist

MedKoo Cat#: 532971 | Name: WIN 64338 hydrochloride

Featured

Description:

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

WIN 64338 hydrochloride is a potent, non-peptide, competitive bradykinin B2 receptor antagonist.WIN 64338 inhibits [3H]-bradykinin binding on guinea pig trachea with nanomolar affinity but is not active in the rabbit aorta (the classical bradykinin B1 preparation).

Chemical Structure

WIN 64338 hydrochloride

CAS#163727-74-0

Theoretical Analysis

MedKoo Cat#: 532971

Name: WIN 64338 hydrochloride

CAS#: 163727-74-0

Chemical Formula: C45H69Cl2N4OP

Exact Mass: 0.0000

Molecular Weight: 783.95

Elemental Analysis: C, 68.95; H, 8.87; Cl, 9.04; N, 7.15; O, 2.04; P, 3.95

Price and Availability

Size	Price	Availability	Quantity
10mg	USD 500.00

Bulk Inquiry

Buy Now

Add to Cart

Related CAS #

163727-74-0 (HCl) 151039-63-3(free)

Synonym

WIN 64338 hydrochloride; WIN 64338 HCl; WIN 64338; WIN64338; WIN-64338.

IUPAC/Chemical Name

(S)-4-[2-[Bis(cyclohexylamino)methyleneamino]-3-(2-naphthalenyl)-1-oxopropylamino]benzyl tributyl phosphonium chloride hydrochloride

InChi Key

YYJGBEZPVOUBMJ-KRFCICRISA-N

InChi Code

InChI=1S/C45H67N4OP.2ClH/c1-4-7-30-51(31-8-5-2,32-9-6-3)35-36-25-28-42(29-26-36)46-44(50)43(34-37-24-27-38-18-16-17-19-39(38)33-37)49-45(47-40-20-12-10-13-21-40)48-41-22-14-11-15-23-41;;/h16-19,24-29,33,40-41,43H,4-15,20-23,30-32,34-35H2,1-3H3,(H2-,46,47,48,49,50);2*1H/t43-;;/m0../s1

SMILES Code

CCCC[P+](CCCC)(CC1=CC=C(NC([C@@H](/N=C(NC2CCCCC2)/NC3CCCCC3)CC4=CC=C5C=CC=CC5=C4)=O)C=C1)CCCC.[H]Cl.[Cl-]

Appearance

White to off-white 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

Instruction

View handling instruction

Preparing Stock Solutions

The following data is based on the product molecular weight 783.95 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: Sharif NA, Kulkarni-Chitnis M, Okolie A, Njie-Mbye YF, Ohia SE. Kinin B1- and B2-Receptor Subtypes Contract Isolated Bovine Ciliary Muscle: Their Role in Ocular Lens Function and Intraocular Pressure Reduction. Pharmaceuticals (Basel). 2024 Nov 8;17(11):1501. doi: 10.3390/ph17111501. PMID: 39598412; PMCID: PMC11597478. 2: Marceau F, Bachelard H. A Robust Bioassay of the Human Bradykinin B2 Receptor that Extends Molecular and Cellular Studies: The Isolated Umbilical Vein. Pharmaceuticals (Basel). 2021 Feb 24;14(3):177. doi: 10.3390/ph14030177. PMID: 33668382; PMCID: PMC7996148. 3: Rouhiainen A, Kulesskaya N, Mennesson M, Misiewicz Z, Sipilä T, Sokolowska E, Trontti K, Urpa L, McEntegart W, Saarnio S, Hyytiä P, Hovatta I. The bradykinin system in stress and anxiety in humans and mice. Sci Rep. 2019 Dec 19;9(1):19437. doi: 10.1038/s41598-019-55947-5. PMID: 31857655; PMCID: PMC6923437. 4: Sharif NA, Katoli P, Scott D, Li L, Kelly C, Xu S, Husain S, Toris C, Crosson C. FR-190997, a nonpeptide bradykinin B2-receptor partial agonist, is a potent and efficacious intraocular pressure lowering agent in ocular hypertensive cynomolgus monkeys. Drug Dev Res. 2014 Jun;75(4):211-23. doi: 10.1002/ddr.21174. Epub 2014 May 2. PMID: 24796320. 5: Sharif NA, Wang Y, Katoli P, Xu S, Kelly CR, Li L. Human non-pigmented ciliary epithelium bradykinin B2-receptors: receptor localization, pharmacological characterization of intracellular Ca(2+) mobilization, and prostaglandin secretion. Curr Eye Res. 2014 Apr;39(4):378-89. doi: 10.3109/02713683.2013.816324. Epub 2013 Jul 25. PMID: 24624903. 6: Sharif NA, Katoli P, Kelly CR, Li L, Xu S, Wang Y, Klekar L, Earnest D, Yacoub S, Hamilton G, Jacobson N, Shepard AR, Ellis D. Trabecular meshwork bradykinin receptors: mRNA levels, immunohistochemical visualization, signaling processes pharmacology, and linkage to IOP reduction. J Ocul Pharmacol Ther. 2014 Feb;30(1):21-34. doi: 10.1089/jop.2013.0105. Epub 2013 Nov 16. PMID: 24236827. 7: Gross GJ, Hsu A, Gross ER, Falck JR, Nithipatikom K. Factors mediating remote preconditioning of trauma in the rat heart: central role of the cytochrome p450 epoxygenase pathway in mediating infarct size reduction. J Cardiovasc Pharmacol Ther. 2013 Jan;18(1):38-45. doi: 10.1177/1074248412437586. Epub 2012 Mar 9. PMID: 22407888; PMCID: PMC3449041. 8: Yu S, Ouyang A. TRPA1 in bradykinin-induced mechanical hypersensitivity of vagal C fibers in guinea pig esophagus. Am J Physiol Gastrointest Liver Physiol. 2009 Feb;296(2):G255-65. doi: 10.1152/ajpgi.90530.2008. Epub 2008 Nov 25. PMID: 19033534. 9: Cheuk BL, Ko WH, Wong PY. COX-dependent and -independent pathways in bradykinin-induced anion secretion in rat epididymis. J Cell Physiol. 2002 May;191(2):217-26. doi: 10.1002/jcp.10086. PMID: 12064465. 10: Heitsch H. Non-peptide antagonists and agonists of the bradykinin B(2) receptor. Curr Med Chem. 2002 May;9(9):913-28. doi: 10.2174/0929867024606722. PMID: 11966453. 11: Dodson AM, Rhoden KJ. Bradykinin increases Na(+)-K(+) pump activity in cultured guinea-pig tracheal smooth muscle cells. Br J Pharmacol. 2001 Aug;133(8):1339-45. doi: 10.1038/sj.bjp.0704198. PMID: 11498520; PMCID: PMC1621150. 12: Altamura M, Meini S, Quartara L, Maggi CA. Nonpeptide antagonists for kinin receptors. Regul Pept. 1999 Mar 17;80(1-2):13-26. doi: 10.1016/s0167-0115(99)00003-8. PMID: 10235630. 13: Paquet JL, Luccarini JM, Fouchet C, Defrêne E, Loillier B, Robert C, Bélichard P, Cremers B, Pruneau D. Pharmacological characterization of the bradykinin B2 receptor: inter-species variability and dissociation between binding and functional responses. Br J Pharmacol. 1999 Mar;126(5):1083-90. doi: 10.1038/sj.bjp.0702403. PMID: 10204994; PMCID: PMC1565879. 14: Scherrer D, Schmidlin F, Lach E, Da Silva A, Landry Y, Gies JP. Effect of WIN 64338, a B2 bradykinin receptor antagonist on guinea-pig tracheal smooth muscle cells in culture. Fundam Clin Pharmacol. 1998;12(2):188-93. doi: 10.1111/j.1472-8206.1998.tb00940.x. PMID: 9565773. 15: Gessi S, Rizzi A, Calò G, Agnello G, Jorizzo G, Mollica G, Borea PA, Regoli D. Human vascular kinin receptors of the B2 type characterized by radioligand binding. Br J Pharmacol. 1997 Dec;122(7):1450-4. doi: 10.1038/sj.bjp.0701536. PMID: 9421294; PMCID: PMC1565092. 16: Nsa Allogho S, Gobeil F, Pheng LH, Nguyen-Le XK, Neugebauer W, Regoli D. Antagonists for kinin B1 and B2 receptors in the mouse. Can J Physiol Pharmacol. 1997 Jun;75(6):558-62. doi: 10.1139/cjpp-75-6-558. PMID: 9276128. 17: Regoli D, Rizzi A, Calo G, Nsa Allogho S, Gobeil F. B1 and B2 kinin receptors in various species. Immunopharmacology. 1997 Jun;36(2-3):143-7. doi: 10.1016/s0162-3109(97)00013-1. PMID: 9228538. 18: Wohlfart P, Dedio J, Wirth K, Schölkens BA, Wiemer G. Different B1 kinin receptor expression and pharmacology in endothelial cells of different origins and species. J Pharmacol Exp Ther. 1997 Feb;280(2):1109-16. PMID: 9023330. 19: Dear JW, Wirth K, Scadding GK, Foreman JC. Characterization of the bradykinin receptor in the human nasal airway using the binding of [125I]-Hoe 140. Br J Pharmacol. 1996 Nov;119(5):1054-62. doi: 10.1111/j.1476-5381.1996.tb15777.x. PMID: 8922758; PMCID: PMC1915934. 20: Gobeil F, Filteau C, Pheng LH, Nguyen-Le XK, Regoli D. In vivo characterization of B2 receptors mediating hypotension in anesthetized rabbits and guinea pigs. Immunopharmacology. 1996 Jun;33(1-3):284-6. doi: 10.1016/0162-3109(96)00042-2. PMID: 8856163.