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

Molecular Formula C14H15NO5S2
Molecular Weight 341.403
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

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
[Design, synthesis of novel N, N'-bis-(halogenophenyl)-4- methoxybenzene-1, 3-disulfonamides and evaluation of their anti-platelet aggregation activity].
2015-02
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.
2000-09
Cisplatin-induced renal effects and thromboxane A2 receptor blockade.
1997-10
Effects of the novel thromboxane (TXA2) receptor antagonist linotroban on inulin and para-aminohippuric acid clearances in the conscious male and female rat.
1997-09
Thromboxane A2 does not mediate angiotensin II-dependent nonischemic peripheral vasoconstriction in healthy men: a pilot study.
1997-02
Role of ADP and thromboxanes in human thrombus formation in ex vivo models.
1997
HN-11500--a novel thromboxane A2 receptor antagonist with antithrombotic activity in humans at arterial blood flow conditions.
1994-01
Substance Class Chemical
Created
by admin
on Wed Apr 02 06:51:44 GMT 2025
Edited
by admin
on Wed Apr 02 06:51:44 GMT 2025
Record UNII
6O2O36OL57
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
HN-11500
Preferred Name English
LINOTROBAN
INN  
INN  
Official Name English
((5-(2-BENZENESULFONAMIDOETHYL)-2-THIENYL)OXY)ACETIC ACID
Systematic Name English
HN11500
Code English
linotroban [INN]
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C29750
Created by admin on Wed Apr 02 06:51:44 GMT 2025 , Edited by admin on Wed Apr 02 06:51:44 GMT 2025
Code System Code Type Description
SMS_ID
100000082318
Created by admin on Wed Apr 02 06:51:44 GMT 2025 , Edited by admin on Wed Apr 02 06:51:44 GMT 2025
PRIMARY
EVMPD
SUB08523MIG
Created by admin on Wed Apr 02 06:51:44 GMT 2025 , Edited by admin on Wed Apr 02 06:51:44 GMT 2025
PRIMARY
INN
7067
Created by admin on Wed Apr 02 06:51:44 GMT 2025 , Edited by admin on Wed Apr 02 06:51:44 GMT 2025
PRIMARY
PUBCHEM
65940
Created by admin on Wed Apr 02 06:51:44 GMT 2025 , Edited by admin on Wed Apr 02 06:51:44 GMT 2025
PRIMARY
FDA UNII
6O2O36OL57
Created by admin on Wed Apr 02 06:51:44 GMT 2025 , Edited by admin on Wed Apr 02 06:51:44 GMT 2025
PRIMARY
ChEMBL
CHEMBL1742437
Created by admin on Wed Apr 02 06:51:44 GMT 2025 , Edited by admin on Wed Apr 02 06:51:44 GMT 2025
PRIMARY
CAS
120824-08-0
Created by admin on Wed Apr 02 06:51:44 GMT 2025 , Edited by admin on Wed Apr 02 06:51:44 GMT 2025
PRIMARY
EPA CompTox
DTXSID4046103
Created by admin on Wed Apr 02 06:51:44 GMT 2025 , Edited by admin on Wed Apr 02 06:51:44 GMT 2025
PRIMARY
MESH
C086833
Created by admin on Wed Apr 02 06:51:44 GMT 2025 , Edited by admin on Wed Apr 02 06:51:44 GMT 2025
PRIMARY
NCI_THESAURUS
C66016
Created by admin on Wed Apr 02 06:51:44 GMT 2025 , Edited by admin on Wed Apr 02 06:51:44 GMT 2025
PRIMARY
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