Details
| Stereochemistry | ABSOLUTE |
| Molecular Formula | C34H51N5O7 |
| Molecular Weight | 641.798 |
| Optical Activity | UNSPECIFIED |
| Defined Stereocenters | 5 / 5 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
CCCC[C@@H](NC(=O)[C@@H](CC1=CN(C(=O)OC)C2=C1C=CC=C2)NC(=O)[C@H](CC(C)(C)C)NC(=O)N3[C@@H](C)CCC[C@H]3C)C(O)=O
InChI
InChIKey=LPAHKJMGDSJDRG-DJYQTOCQSA-N
InChI=1S/C34H51N5O7/c1-8-9-16-25(31(42)43)35-29(40)26(18-23-20-38(33(45)46-7)28-17-11-10-15-24(23)28)36-30(41)27(19-34(4,5)6)37-32(44)39-21(2)13-12-14-22(39)3/h10-11,15,17,20-22,25-27H,8-9,12-14,16,18-19H2,1-7H3,(H,35,40)(H,36,41)(H,37,44)(H,42,43)/t21-,22+,25-,26-,27+/m1/s1
| Molecular Formula | C34H51N5O7 |
| Molecular Weight | 641.798 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ABSOLUTE |
| Additional Stereochemistry | No |
| Defined Stereocenters | 5 / 5 |
| E/Z Centers | 0 |
| Optical Activity | UNSPECIFIED |
BQ-788, a selective endothelin (ET) B-receptor antagonist, was developed by Banyu. This compound is widely used to demonstrate the role of ET-1 and ET(B) receptor subtypes in physiological and/or pathophysiological conditions. BQ-788 was studied against hypertension. However, this study was discontinued. Besides, was shown that BQ788 could protect against brain edema by inhibiting vascular endothelial growth factor-A-mediated decrease in claudin-5. The intralesional applications of BQ788 were well tolerated and showed signs of directly and indirectly reducing the viability of melanoma cells.
Originator
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| Endothelin-1 binding to endothelin receptors in the rat anterior pituitary gland: possible formation of an ETA-ETB receptor heterodimer. | 2002 Apr |
|
| Endothelin-1 and -3 diminish neuronal NE release through an NO mechanism in rat anterior hypothalamus. | 2002 Sep |
|
| Actions of endothelin and corticotropin releasing factor in the guinea-pig ileum: no evidence for an interaction with capsaicin-sensitive neurons. | 2003 Aug |
|
| Endothelin receptor blockade inhibits molecular effectors of Kaposi's sarcoma cell invasion and tumor growth in vivo. | 2003 Aug |
|
| High glucose-induced, endothelin-dependent fibronectin synthesis is mediated via NF-kappa B and AP-1. | 2003 Feb |
|
| Endothelin ET(A) but not ET(B) receptors mediate contraction of common bile duct. | 2003 May 15 |
|
| Modulatory effect of endothelin-1 and -3 on neuronal norepinephrine release in the rat posterior hypothalamus. | 2004 Apr 15 |
|
| Endothelin 1 and 3 enhance neuronal nitric oxide synthase activity through ETB receptors involving multiple signaling pathways in the rat anterior hypothalamus. | 2004 Jul |
|
| Obligatory role for endogenous endothelin in mediating the hypertrophic effects of phenylephrine and angiotensin II in neonatal rat ventricular myocytes: evidence for two distinct mechanisms for endothelin regulation. | 2004 Jul |
|
| Endothelin-3 induced mesenteric vasoconstriction and PMN infiltration in the rat small intestine: role of endothelin receptors. | 2004 Jun 15 |
|
| Ventricular nonmyocytes inhibit doxorubicin-induced myocyte apoptosis: involvement of endogenous endothelin-1 as a paracrine factor. | 2004 May |
|
| The endothelin/sarafotoxin-induced increase of the proliferation of undifferentiated and DMSO-differentiated GEM-81 goldfish erythrophoroma cells is mediated by ETB receptors. | 2004 Oct |
|
| Endothelins induce ETB receptor-mediated mechanical hypernociception in rat hindpaw: roles of cAMP and protein kinase C. | 2004 Oct 6 |
|
| Endothelin upregulates the expression of vasopressin V2 mRNA in the inner medullary collecting duct of the rat. | 2004 Sep |
|
| Endothelin-1-dependent up-regulation of leptin production in gastric mucosal injury by indomethacin. | 2005 |
|
| Endothelin receptors in lower esophageal sphincter circular smooth muscle. | 2005 Apr 15 |
|
| Role of endothelin-1-dependent up-regulation of leptin in oral mucosal repair. | 2005 Dec |
|
| Effects of an endothelin B receptor agonist on secretory phospholipase A2-IIA-induced apoptosis in cortical neurons. | 2005 Feb |
|
| Chronic endothelin exposure inhibits connexin43 expression in cultured cortical astroglia. | 2005 Feb 1 |
|
| Functional characterization and expression of endothelin receptors in rat carotid artery: involvement of nitric oxide, a vasodilator prostanoid and the opening of K+ channels in ETB-induced relaxation. | 2005 Nov |
|
| Involvement of nitric oxide pathways in short term modulation of tyrosine hydroxylase activity by endothelins 1 and 3 in the rat anterior hypothalamus. | 2005 Sep 2 |
|
| Leptin regulates cardiomyocyte contractile function through endothelin-1 receptor-NADPH oxidase pathway. | 2006 Feb |
|
| Endothelin-1 stimulates NO production and inhibits cAMP accumulation in rat inner medullary collecting duct through independent pathways. | 2006 Jun |
|
| Contribution of endothelin receptors and cyclooxygenase-derivatives to the altered response of the rabbit renal artery to endothelin-1 in diabetes. | 2006 Mar 18 |
|
| Mechanisms of direct peritoneal resuscitation-mediated splanchnic hyperperfusion following hemorrhagic shock. | 2007 Apr |
|
| Endothelin receptor B antagonists decrease glioma cell viability independently of their cognate receptor. | 2008 Nov 28 |
|
| Aldosterone induces interleukin-18 through endothelin-1, angiotensin II, Rho/Rho-kinase, and PPARs in cardiomyocytes. | 2008 Sep |
|
| Role of ET(A) and ET(B) endothelin receptors on endothelin-1-induced potentiation of nociceptive and thermal hyperalgesic responses evoked by capsaicin in rats. | 2009 Jul 3 |
|
| Antiviral effect of Bosentan and Valsartan during coxsackievirus B3 infection of human endothelial cells. | 2010 Aug |
|
| Simvastatin stimulates production of the antiapoptotic protein Bcl-2 via endothelin-1 and NFATc3 in SH-SY5Y cells. | 2010 Jun |
|
| Endothelins decrease the expression of aquaporins and plasma membrane water permeability in cultured rat astrocytes. | 2011 Mar |
|
| Celecoxib offsets the negative renal influences of cyclosporine via modulation of the TGF-β1/IL-2/COX-2/endothelin ET(B) receptor cascade. | 2014 Mar 1 |
|
| Celecoxib, but not indomethacin, ameliorates the hypertensive and perivascular fibrotic actions of cyclosporine in rats: role of endothelin signaling. | 2015 Apr 1 |
Patents
| Substance Class |
Chemical
Created
by
admin
on
Edited
Sat Dec 16 08:35:29 GMT 2023
by
admin
on
Sat Dec 16 08:35:29 GMT 2023
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| Record UNII |
6MB0YNA8DJ
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| Record Status |
Validated (UNII)
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| Record Version |
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-
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| Code System | Code | Type | Description | ||
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5311032
Created by
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173326-37-9
Created by
admin on Sat Dec 16 08:35:29 GMT 2023 , Edited by admin on Sat Dec 16 08:35:29 GMT 2023
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6MB0YNA8DJ
Created by
admin on Sat Dec 16 08:35:29 GMT 2023 , Edited by admin on Sat Dec 16 08:35:29 GMT 2023
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PRIMARY |
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LABELED -> NON-LABELED |
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SALT/SOLVATE -> PARENT |
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ACTIVE MOIETY |
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