EDONENTAN

Details

Stereochemistry	ACHIRAL
Molecular Formula	C28H32N4O5S.H2O
Molecular Weight	554.658
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

O.CN(CC1=CC(=CC=C1C2=C(C=CC=C2)S(=O)(=O)NC3=NOC(C)=C3C)C4=NC=CO4)C(=O)CC(C)(C)C

InChI

InChIKey=VRUJTPHFVRXEPB-UHFFFAOYSA-N

InChI=1S/C28H32N4O5S.H2O/c1-18-19(2)37-30-26(18)31-38(34,35)24-10-8-7-9-23(24)22-12-11-20(27-29-13-14-36-27)15-21(22)17-32(6)25(33)16-28(3,4)5;/h7-15H,16-17H2,1-6H3,(H,30,31);1H2

HIDE SMILES / InChI

Molecular Formula	C28H32N4O5S
Molecular Weight	536.642
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Molecular Formula	H2O
Molecular Weight	18.0153
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/12502366 | https://www.ncbi.nlm.nih.gov/pubmed/12186267 | https://www.ncbi.nlm.nih.gov/pubmed/18703610 | https://adisinsight.springer.com/drugs/800015788

Edonentan (BMS 207940) is a highly selective biphenylsulfonamide endothelin A receptor antagonist. (11)C- and (18)F-labeled analogs of edonentan were evaluated of novel PET radioligands for imaging the endothelin-A receptor. Edonentan was in clinical trials for the treatment of heart failure however its development has been discontinued.

Originator

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Endothelin-1 receptor 6 Target ID: P25101\|\|\|Q16433 Gene ID: 1909.0 Gene Symbol: EDNRA Target Organism: Homo sapiens (Human) Sources: https://www.ncbi.nlm.nih.gov/pubmed/12502366	Antagonist 2778		10.0 pM [Ki]

PubMed

Title	Date	PubMed
BMS-193884 and BMS-207940 Bristol-Myers Squibb.	2002 Jul	12186267
Biphenylsulfonamide endothelin receptor antagonists. 4. Discovery of N-[[2'-[[(4,5-dimethyl-3-isoxazolyl)amino]sulfonyl]-4-(2-oxazolyl)[1,1'-biphenyl]- 2-yl]methyl]-N,3,3-trimethylbutanamide (BMS-207940), a highly potent and orally active ET(A) selective antagonist.	2003 Jan 2	12502366
Simulation of the impact of atropisomer interconversion on plasma exposure of atropisomers of an endothelin receptor antagonist.	2004 Jul	15199072
Characterization of the in vitro atropisomeric interconversion rates of an endothelin A antagonist by enantioselective liquid chromatography.	2005 Jun 17	16007983
Endothelin receptor antagonists.	2006 Jun	16219361
Synthesis and in vivo evaluation of novel PET radioligands for imaging the endothelin-A receptor.	2008 Sep	18703610

Substance Class	Chemical Created by `admin` on `Fri Dec 15 15:29:52 GMT 2023` Edited by `admin` on `Fri Dec 15 15:29:52 GMT 2023`
Record UNII	2CCC8CH216
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

EDONENTAN

Official Name

English

BUTANAMIDE, N-((2'-(((4,5-DIMETHYL-3-ISOXAZOLYL) AMINO)SULFONYL)-4-(2-OXAZOLYL) (1,1'-BIPHENYL)-2-YL)METHYL)-N,3,3-TRIMETHYL-, MONOHYDRATE

Common Name

English

EDONENTAN [USAN]

Common Name

English

N-[2-[2-[(4,5-Dimethylisoxazol-3-yl)sulfamoyl]phenyl]-5-(oxazol-2-yl)benzyl]-N,3,3-trimethylbutanamide, monohydrate

Systematic Name

English

BMS-207940-02

Code

English

Classification Tree Code System Code

NCI_THESAURUS

C29707