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Details

Stereochemistry ABSOLUTE
Molecular Formula C50H66Cl4N8O10S2
Molecular Weight 1145.049
Optical Activity UNSPECIFIED
Defined Stereocenters 2 / 2
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of TENAPANOR

SMILES

CN1C[C@@H](C2=CC=CC(=C2)S(=O)(=O)NCCOCCOCCNC(=O)NCCCCNC(=O)NCCOCCOCCNS(=O)(=O)C3=CC(=CC=C3)[C@@H]4CN(C)CC5=C4C=C(Cl)C=C5Cl)C6=C(C1)C(Cl)=CC(Cl)=C6

InChI

InChIKey=DNHPDWGIXIMXSA-CXNSMIOJSA-N
InChI=1S/C50H66Cl4N8O10S2/c1-61-31-43(41-27-37(51)29-47(53)45(41)33-61)35-7-5-9-39(25-35)73(65,66)59-15-19-71-23-21-69-17-13-57-49(63)55-11-3-4-12-56-50(64)58-14-18-70-22-24-72-20-16-60-74(67,68)40-10-6-8-36(26-40)44-32-62(2)34-46-42(44)28-38(52)30-48(46)54/h5-10,25-30,43-44,59-60H,3-4,11-24,31-34H2,1-2H3,(H2,55,57,63)(H2,56,58,64)/t43-,44-/m0/s1

HIDE SMILES / InChI

Molecular Formula C50H66Cl4N8O10S2
Molecular Weight 1145.049
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry
Defined Stereocenters 2 / 2
E/Z Centers 0
Optical Activity UNSPECIFIED

Description

Tenapanor is an inhibitor of the sodium-proton (Na(+)/H(+)) exchanger NHE3 and reduces sodium absorption in the GI tract, thus increasing intestinal fluid. Ardelyx has completed Phase 3 development of tenapanor for the treatment of irritable bowel syndrome with constipation (IBS-C) and submitted a new drug application to the U.S. Food and Drug Administration for the treatment of patients with IBS-C. In addition, tenapanor successfully completed phase III clinical trial for the treatment of hyperphosphatemia in people with end-stage renal disease who are on dialysis and RDX013, a potassium secretagogue program for the potential treatment of high potassium, or hyperkalemia, a problem among certain patients with kidney and/or heart disease.

Originator

Approval Year

PubMed

PubMed

TitleDatePubMed
Intestinal inhibition of the Na+/H+ exchanger 3 prevents cardiorenal damage in rats and inhibits Na+ uptake in humans.
2014 Mar 12
Tenapanor hydrochloride for the treatment of constipation-predominant irritable bowel syndrome.
2015
Current and emerging treatments for irritable bowel syndrome with constipation and chronic idiopathic constipation: focus on prosecretory agents.
2015 Jun
Tenapanor Treatment of Patients With Constipation-Predominant Irritable Bowel Syndrome: A Phase 2, Randomized, Placebo-Controlled Efficacy and Safety Trial.
2017 May
Patents

Sample Use Guides

In Vivo Use Guide
twice-daily oral tenapanor (3, 10, or 30 mg [the latter down-titrated, if needed]) for 8 weeks
Route of Administration: Oral
Substance Class Chemical
Created
by admin
on Tue Oct 22 01:19:56 UTC 2019
Edited
by admin
on Tue Oct 22 01:19:56 UTC 2019
Record UNII
WYD79216A6
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
TENAPANOR
INN   USAN   WHO-DD  
INN   USAN  
Official Name English
RDX-013 COMPONENT TENAPANOR
Common Name English
TENAPANOR COMPONENT OF RDX013
Common Name English
TENAPANOR [INN]
Common Name English
TENAPANOR [WHO-DD]
Common Name English
TENAPANOR [USAN]
Common Name English
N,N'-(10,17,-DIOXO-3,6,21,24-TETRAOXA-9,11,16,18-TETRAAZAHEXACOSANE-1,26-DIYL)BIS(((4S)-6,8-DICHLORO-2-METHYL-1,2,3,4-TETRAHYDROISOQUINOLIN-4-YL)BENZENESULFONAMIDE)
Common Name English
AZD-1722
Code English
TENAPANOR COMPONENT OF RDX-013
Common Name English
12,15-DIOXA-2,7,9-TRIAZAHEPTADECANAMIDE, 17-(((3-((4S)-6,8-DICHLORO-1,2,3,4-TETRAHYDRO-2-METHYL-4-ISOQUINOLINYL)PHENYL)SULFONYL)AMINO)-N-(2-(2-(2-(((3-((4S)-6,8-DICHLORO-1,2,3,4-TETRAHYDRO-2-METHYL-4-ISOQUINOLINYL)PHENYL)SULFONYL)AMINO)ETHOXY)ETHOXY)ETHY
Systematic Name English
RDX013 COMPONENT TENAPANOR
Common Name English
AZD1722
Code English
Classification Tree Code System Code
NCI_THESAURUS C78276
Created by admin on Tue Oct 22 01:19:56 UTC 2019 , Edited by admin on Tue Oct 22 01:19:56 UTC 2019
Code System Code Type Description
NCI_THESAURUS
C152555
Created by admin on Tue Oct 22 01:19:56 UTC 2019 , Edited by admin on Tue Oct 22 01:19:56 UTC 2019
PRIMARY
INN
9652
Created by admin on Tue Oct 22 01:19:56 UTC 2019 , Edited by admin on Tue Oct 22 01:19:56 UTC 2019
PRIMARY
CAS
1234423-95-0
Created by admin on Tue Oct 22 01:19:56 UTC 2019 , Edited by admin on Tue Oct 22 01:19:56 UTC 2019
PRIMARY
PUBCHEM
71587953
Created by admin on Tue Oct 22 01:19:56 UTC 2019 , Edited by admin on Tue Oct 22 01:19:56 UTC 2019
PRIMARY
EPA CompTox
1234423-95-0
Created by admin on Tue Oct 22 01:19:56 UTC 2019 , Edited by admin on Tue Oct 22 01:19:56 UTC 2019
PRIMARY
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SALT/SOLVATE -> PARENT
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ACTIVE MOIETY