U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ACHIRAL
Molecular Formula C14H15NO5S2
Molecular Weight 341.403
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of LINOTROBAN

SMILES

OC(=O)COC1=CC=C(CCNS(=O)(=O)C2=CC=CC=C2)S1

InChI

InChIKey=ISSKMEQROMFEHL-UHFFFAOYSA-N
InChI=1S/C14H15NO5S2/c16-13(17)10-20-14-7-6-11(21-14)8-9-15-22(18,19)12-4-2-1-3-5-12/h1-7,15H,8-10H2,(H,16,17)

HIDE SMILES / InChI
Linotroban is a potent and selective thromboxane (TXA2) receptor antagonist. It is known as a novel antithrombotic agent. Linotroban ingestion reduced significantly the thrombus volume. The coagulation, as measured by fibrin deposition and FPA plasma levels, was not significantly affected by Linotroban. It appears that the thromboxane A2 receptor antagonist linotroban reduces the thrombotic response by primarily impairing the platelet function at arterial blood flow conditions, and particularly at high wall shear rates. Linotroban had been in phase II clinical trial for the treatment of thrombosis. But this research was discontinued.

Approval Year

PubMed

PubMed

TitleDatePubMed
HN-11500--a novel thromboxane A2 receptor antagonist with antithrombotic activity in humans at arterial blood flow conditions.
1994 Jan
Role of ADP and thromboxanes in human thrombus formation in ex vivo models.
1997
Thromboxane A2 does not mediate angiotensin II-dependent nonischemic peripheral vasoconstriction in healthy men: a pilot study.
1997 Feb
Cisplatin-induced renal effects and thromboxane A2 receptor blockade.
1997 Oct
Effects of the novel thromboxane (TXA2) receptor antagonist linotroban on inulin and para-aminohippuric acid clearances in the conscious male and female rat.
1997 Sep
Determination of efficacy of linotroban by inducing a reduction of renal inulin/para-aminohippuric acid clearances with the thromboxane A2 mimetic U-46619 in the conscious female rat.
2000 Sep
[Design, synthesis of novel N, N'-bis-(halogenophenyl)-4- methoxybenzene-1, 3-disulfonamides and evaluation of their anti-platelet aggregation activity].
2015 Feb
Name Type Language
LINOTROBAN
INN  
INN  
Official Name English
((5-(2-BENZENESULFONAMIDOETHYL)-2-THIENYL)OXY)ACETIC ACID
Systematic Name English
linotroban [INN]
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C29750
Created by admin on Sat Dec 16 15:46:50 GMT 2023 , Edited by admin on Sat Dec 16 15:46:50 GMT 2023
Code System Code Type Description
SMS_ID
100000082318
Created by admin on Sat Dec 16 15:46:50 GMT 2023 , Edited by admin on Sat Dec 16 15:46:50 GMT 2023
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EVMPD
SUB08523MIG
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INN
7067
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PUBCHEM
65940
Created by admin on Sat Dec 16 15:46:50 GMT 2023 , Edited by admin on Sat Dec 16 15:46:50 GMT 2023
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FDA UNII
6O2O36OL57
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ChEMBL
CHEMBL1742437
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CAS
120824-08-0
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EPA CompTox
DTXSID4046103
Created by admin on Sat Dec 16 15:46:50 GMT 2023 , Edited by admin on Sat Dec 16 15:46:50 GMT 2023
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MESH
C086833
Created by admin on Sat Dec 16 15:46:50 GMT 2023 , Edited by admin on Sat Dec 16 15:46:50 GMT 2023
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NCI_THESAURUS
C66016
Created by admin on Sat Dec 16 15:46:50 GMT 2023 , Edited by admin on Sat Dec 16 15:46:50 GMT 2023
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