CAS 184036-34-8 Sitaxentan (HCID 216235)

基本情報

CAS: 184036-34-8
標準SMILES: Cc1cc2c(cc1CC(=O)c1sccc1S(=O)(=O)Nc1onc(C)c1Cl)OCO2
InChIKey: PHWXUGHIIBDVKD-UHFFFAOYSA-N
分子式: C18H15ClN2O6S2
平均分子量: 454.9 g/mol
単同位体質量: 454.0060062

名称と識別子

優先名称: Sitaxentan
IUPAC: N-(4-chloro-3-methyl-1,2-oxazol-5-yl)-2-[2-(6-methyl-1,3-benzodioxol-5-yl)acetyl]thiophene-3-sulfonamide
現地名: シタクセンタン
英語名: N-(4-chloro-3-methyl-oxazol-5-yl)-2-[2-(6-methylbenzo[1,3]dioxol-5-yl)acetyl]thiophene-3-sulfonamide
分子式: C18H15ClN2O6S2
分子量: 0

名称と別名

SitaxsentanSitaxentan184036-34-8TBC-11251TBC11251TBC 11251DTXSID0057673N-(4-chloro-3-methyl-1,2-oxazol-5-yl)-2-[2-(6-methyl-1,3-benzodioxol-5-yl)acetyl]thiophene-3-sulfonamideIPI 1040IPI-1040J9QH779MEMDTXCID1031462

名称をさらに表示

シタクセンタンシタクスセンタン2-[(6-メチル-1,3-ベンゾジオキソール-5-イル)アセチル]-N-(4-クロロ-3-メチルイソオキサゾール-5-イル)-3-チオフェンスルホンアミドN-(4-クロロ-3-メチル-1,2-オキサゾール-5-イル)-2-[2-(6-メチル-2H-1,3-ベンゾジオキソール-5-イル)アセチル]チオフェン-3-スルホンアミドUnii-J9qh779memSitaxentan [INN]3-Thiophenesulfonamide, N-(4-chloro-3-methyl-5-isoxazolyl)-2-((6-methyl-1,3-benzodioxol-5-yl)acetyl)-N-(4-Chloro-3-methyl-5-isoxazolyl)-2-((2-methyl-4,5-methylenedioxyphenyl)acetyl)thiophene-3-sulfonamideN-(4-Chloro-3-methyl-5-isoxazolyl)-2-((3,4-(methylenedioxy)-6-methylphenyl)acetyl)-3-thiophenesulfonamide

N-(4-Chloro-3-methyl-5-isoxazolyl)-2-((4,5-(methylenedioxy)-o-toly)acetyl)-3-thiophenesulfonamideN-(4-chloro-3-methyl-5-isoxazolyl)-2-(3,4-(methylenedioxy)-6-methyl)phenylacetyl-3-thiophenesulfonamideN-(4-chloro-3-methyl-1,2-oxazol-5-yl)-2-[2-(6-methyl-2H-1,3-benzodioxol-5-yl)acetyl]thiophene-3-sulfonamidesitaxentanumN-(4-chloro-3-methyl-1,2-oxazol-5-yl)-2-(2-(6-methyl-1,3-benzodioxol-5-yl)acetyl)thiophene-3-sulfonamideN-(4-chloro-3-methyl-1,2-oxazol-5-yl)-2-(2-(6-methyl-2H-1,3-benzodioxol-5-yl)acetyl)thiophene-3-sulfonamideRefChem:886377C02KX03

データベース識別子

CAS: 184036-34-8、210421-64-0
PubChem CID: 216235
DTXSID: DTXSID0057673
ChEMBL: CHEMBL282724
ChEBI: CHEBI:135736
UNII: J9QH779MEM
Nikkaji: J851.117I

物性

構造計算による物性

XLogP: 3.7
極性表面積: 144 Å²
水素結合供与体数: 1
水素結合受容体数: 9
回転可能結合数: 6
重原子数: 29
形式電荷: 0
複雑度: 720

実験および物理化学的性質

Physical DescriptionSolid

安全と法規制

毒性情報

Drug Induced Liver Injury · 6 件

Drug Induced Liver Injury Rank (DILIrank 2.0)

Sitaxsentan

vMost-DILI-concern

Withdrawn

DOI:10.1016/j.drudis.2016.02.015

化学と産業

薬理情報

ATC Code · 2 件

C - Cardiovascular system；C02 - Antihypertensives；C02K - Other antihypertensives；C02KX - Antihypertensives for pulmonary arterial hypertension；C02KX03 - Sitaxentan

QC - Cardiovascular system；QC02 - Antihypertensives；QC02K - Other antihypertensives；QC02KX - Antihypertensives for pulmonary arterial hypertension；QC02KX03 - Sitaxentan

Protein Binding99% +

Pharmacodynamics · 1 件

Sitaxentan belongs to a class of drugs known as endothelin receptor antagonists (ERAs). Patients with PAH have elevated levels of endothelin, a potent blood vessel constrictor, in their plasma and lung tissue. Sitaxentan blocks the binding of endothelin to its receptors, thereby negating endothelin's deleterious effects.

Mechanism of Action · 1 件

Sitaxentan is a competitive antagonist of endothelin-1 at the endothelin-A (ET-A) and endothelin-B (ET-B) receptors. Under normal conditions, endothelin-1 binding of ET-A or ET-B receptors causes pulmonary vasoconstriction. By blocking this interaction, Sitaxentan decreases pulmonary vascular resistance. Sitaxentan has a higher affinity for ET-A than ET-B.

Biological Half-Life10 hours

Metabolism/MetabolitesHepatic (CYP2C9- and CYP3A4-mediated)

用途と製造

化合物ノート

読み込み中…

シタクセンタン