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Details

Stereochemistry ABSOLUTE
Molecular Formula C34H50N5O7.Na
Molecular Weight 663.7799
Optical Activity UNSPECIFIED
Defined Stereocenters 5 / 5
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of BQ-788

SMILES

[Na+].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=QCVIFBRTTLMEOV-FUKQNADPSA-M
InChI=1S/C34H51N5O7.Na/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);/q;+1/p-1/t21-,22+,25-,26-,27+;/m1./s1

HIDE SMILES / InChI
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.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
1.2 nM [IC50]
PubMed

PubMed

TitleDatePubMed
Endothelin-1 binding to endothelin receptors in the rat anterior pituitary gland: possible formation of an ETA-ETB receptor heterodimer.
2002 Apr
Actions of endothelin and corticotropin releasing factor in the guinea-pig ileum: no evidence for an interaction with capsaicin-sensitive neurons.
2003 Aug
Ventricular nonmyocytes inhibit doxorubicin-induced myocyte apoptosis: involvement of endogenous endothelin-1 as a paracrine factor.
2004 May
Endothelins induce ETB receptor-mediated mechanical hypernociception in rat hindpaw: roles of cAMP and protein kinase C.
2004 Oct 6
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
Patents

Patents

Sample Use Guides

Three patients received a single intralesional BQ788 application of 3 mg
Route of Administration: Other
Name Type Language
BQ-788
Code English
D-NORLEUCINE, N-(((2R,6S)-2,6-DIMETHYL-1-PIPERIDINYL)CARBONYL)-4-METHYL-L-LEUCYL-1-(METHOXYCARBONYL)-D-TRYPTOPHYL-, SODIUM SALT (1:1)
Systematic Name English
ENB-001
Code English
Classification Tree Code System Code
FDA ORPHAN DRUG 506215
Created by admin on Fri Dec 15 18:04:58 GMT 2023 , Edited by admin on Fri Dec 15 18:04:58 GMT 2023
Code System Code Type Description
FDA UNII
44OLL8XEJ4
Created by admin on Fri Dec 15 18:04:58 GMT 2023 , Edited by admin on Fri Dec 15 18:04:58 GMT 2023
PRIMARY
PUBCHEM
16759603
Created by admin on Fri Dec 15 18:04:58 GMT 2023 , Edited by admin on Fri Dec 15 18:04:58 GMT 2023
PRIMARY
CAS
156161-89-6
Created by admin on Fri Dec 15 18:04:58 GMT 2023 , Edited by admin on Fri Dec 15 18:04:58 GMT 2023
PRIMARY
WIKIPEDIA
BQ-788
Created by admin on Fri Dec 15 18:04:58 GMT 2023 , Edited by admin on Fri Dec 15 18:04:58 GMT 2023
PRIMARY
EPA CompTox
DTXSID40166053
Created by admin on Fri Dec 15 18:04:58 GMT 2023 , Edited by admin on Fri Dec 15 18:04:58 GMT 2023
PRIMARY