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

Details

Stereochemistry ABSOLUTE
Molecular Formula C21H23NO5S
Molecular Weight 401.476
Optical Activity UNSPECIFIED
Defined Stereocenters 2 / 2
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of RILMAKALIM

SMILES

CC1(C)OC2=C(C=C(C=C2)S(=O)(=O)C3=CC=CC=C3)[C@H]([C@@H]1O)N4CCCC4=O

InChI

InChIKey=LKAQWOWWTKFLNX-UXHICEINSA-N
InChI=1S/C21H23NO5S/c1-21(2)20(24)19(22-12-6-9-18(22)23)16-13-15(10-11-17(16)27-21)28(25,26)14-7-4-3-5-8-14/h3-5,7-8,10-11,13,19-20,24H,6,9,12H2,1-2H3/t19-,20+/m1/s1

HIDE SMILES / InChI

Molecular Formula C21H23NO5S
Molecular Weight 401.476
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 2 / 2
E/Z Centers 0
Optical Activity UNSPECIFIED

Rilmakalim (HOE-234) is a potassium channel activator and dilator of bronchial and vascular smooth muscles. An animal study showed that rilmakalim is effective against contractile response induced by asthma mediators in guinea pig airways and has the potential to act against asthma attacks, because it acts on acute bronchospasm. The activation of ATP-sensitive potassium channels is likely to be involved in the smooth muscle relaxation produced by rilmakalim in human airways. This drug has been investigated for use in asthma and coronary disorders, but development has been discontinued.

Originator

Approval Year

Substance Class Chemical
Created
by admin
on Sat Dec 16 17:50:24 GMT 2023
Edited
by admin
on Sat Dec 16 17:50:24 GMT 2023
Record UNII
47Y56T6LEI
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
RILMAKALIM
INN  
INN  
Official Name English
rilmakalim [INN]
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C270
Created by admin on Sat Dec 16 17:50:24 GMT 2023 , Edited by admin on Sat Dec 16 17:50:24 GMT 2023
Code System Code Type Description
ChEMBL
CHEMBL275758
Created by admin on Sat Dec 16 17:50:24 GMT 2023 , Edited by admin on Sat Dec 16 17:50:24 GMT 2023
PRIMARY
CAS
132014-21-2
Created by admin on Sat Dec 16 17:50:24 GMT 2023 , Edited by admin on Sat Dec 16 17:50:24 GMT 2023
PRIMARY
FDA UNII
47Y56T6LEI
Created by admin on Sat Dec 16 17:50:24 GMT 2023 , Edited by admin on Sat Dec 16 17:50:24 GMT 2023
PRIMARY
EPA CompTox
DTXSID60157307
Created by admin on Sat Dec 16 17:50:24 GMT 2023 , Edited by admin on Sat Dec 16 17:50:24 GMT 2023
PRIMARY
NCI_THESAURUS
C75239
Created by admin on Sat Dec 16 17:50:24 GMT 2023 , Edited by admin on Sat Dec 16 17:50:24 GMT 2023
PRIMARY
MESH
C075012
Created by admin on Sat Dec 16 17:50:24 GMT 2023 , Edited by admin on Sat Dec 16 17:50:24 GMT 2023
PRIMARY
INN
6817
Created by admin on Sat Dec 16 17:50:24 GMT 2023 , Edited by admin on Sat Dec 16 17:50:24 GMT 2023
PRIMARY
PUBCHEM
65966
Created by admin on Sat Dec 16 17:50:24 GMT 2023 , Edited by admin on Sat Dec 16 17:50:24 GMT 2023
PRIMARY
EVMPD
SUB10314MIG
Created by admin on Sat Dec 16 17:50:24 GMT 2023 , Edited by admin on Sat Dec 16 17:50:24 GMT 2023
PRIMARY
SMS_ID
100000080563
Created by admin on Sat Dec 16 17:50:24 GMT 2023 , Edited by admin on Sat Dec 16 17:50:24 GMT 2023
PRIMARY
Related Record Type Details
ACTIVE MOIETY