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Details

Stereochemistry ACHIRAL
Molecular Formula C23H26ClNO5
Molecular Weight 431.909
Optical Activity UNSPECIFIED
Defined Stereocenters 2 / 2
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of RALINEPAG

SMILES

OC(=O)COC[C@H]1CC[C@H](COC(=O)N(C2=CC=CC=C2)C3=CC=C(Cl)C=C3)CC1

InChI

InChIKey=NPDKXVKJRHPDQT-IYARVYRRSA-N
InChI=1S/C23H26ClNO5/c24-19-10-12-21(13-11-19)25(20-4-2-1-3-5-20)23(28)30-15-18-8-6-17(7-9-18)14-29-16-22(26)27/h1-5,10-13,17-18H,6-9,14-16H2,(H,26,27)/t17-,18-

HIDE SMILES / InChI

Molecular Formula C23H26ClNO5
Molecular Weight 431.909
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 2 / 2
E/Z Centers 0
Optical Activity UNSPECIFIED

Ralinepag is a cyclohexyl amide derivative patented by Arena Pharmaceuticals, Inc. as agonists of the human prostacyclin (PGI2) receptor useful for the treatment of pulmonary arterial hypertension. Ralinepag shows selectivity in both binding and functional assays with respect to most members of the prostanoid receptor family and a more modest 30-50-fold selectivity over the EP3 receptor. Ralinepag had an excellent PK profile across species. Enterohepatic recirculation most probably contributes to a concentration-time profile after oral administration in the cynomolgus monkey that showed a very low peak-to-trough ratio. Phase III clinical trial is currently ongoing.

Approval Year

PubMed

PubMed

TitleDatePubMed
Discovery of 2-(((1r,4r)-4-(((4-Chlorophenyl)(phenyl)carbamoyl)oxy)methyl)cyclohexyl)methoxy)acetate (Ralinepag): An Orally Active Prostacyclin Receptor Agonist for the Treatment of Pulmonary Arterial Hypertension.
2017 Feb 9
Patents

Sample Use Guides

50, 250, and 400 mcg titrated to the highest tolerated dose (maximum dose of 1450 mcg)
Route of Administration: Oral
Substance Class Chemical
Created
by admin
on Thu Jul 06 15:36:32 UTC 2023
Edited
by admin
on Thu Jul 06 15:36:32 UTC 2023
Record UNII
CQY12ZJN6E
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
RALINEPAG
INN   USAN   WHO-DD  
USAN   INN  
Official Name English
RALINEPAG [USAN]
Common Name English
2-[[trans-4-[[[(4-Chlorophenyl)(phenyl)carbamoyl]oxy]methyl]cyclohexyl]methoxy]acetic acid
Systematic Name English
APD811
Code English
Ralinepag [WHO-DD]
Common Name English
ACETIC ACID, 2-((TRANS-4-(((((4-CHLOROPHENYL)PHENYLAMINO)CARBONYL)OXY)METHYL)CYCLOHEXYL)METHOXY)-
Systematic Name English
ralinepag [INN]
Common Name English
APD-811
Code English
Classification Tree Code System Code
EU-Orphan Drug EU/3/18/2130
Created by admin on Thu Jul 06 15:36:32 UTC 2023 , Edited by admin on Thu Jul 06 15:36:32 UTC 2023
FDA ORPHAN DRUG 440214
Created by admin on Thu Jul 06 15:36:32 UTC 2023 , Edited by admin on Thu Jul 06 15:36:32 UTC 2023
NCI_THESAURUS C29707
Created by admin on Thu Jul 06 15:36:32 UTC 2023 , Edited by admin on Thu Jul 06 15:36:32 UTC 2023
Code System Code Type Description
CAS
1187856-49-0
Created by admin on Thu Jul 06 15:36:32 UTC 2023 , Edited by admin on Thu Jul 06 15:36:32 UTC 2023
PRIMARY
SMS_ID
100000177897
Created by admin on Thu Jul 06 15:36:32 UTC 2023 , Edited by admin on Thu Jul 06 15:36:32 UTC 2023
PRIMARY
INN
10029
Created by admin on Thu Jul 06 15:36:32 UTC 2023 , Edited by admin on Thu Jul 06 15:36:32 UTC 2023
PRIMARY
NCI_THESAURUS
C152148
Created by admin on Thu Jul 06 15:36:32 UTC 2023 , Edited by admin on Thu Jul 06 15:36:32 UTC 2023
PRIMARY
ChEMBL
CHEMBL3301604
Created by admin on Thu Jul 06 15:36:32 UTC 2023 , Edited by admin on Thu Jul 06 15:36:32 UTC 2023
PRIMARY
EVMPD
SUB193414
Created by admin on Thu Jul 06 15:36:32 UTC 2023 , Edited by admin on Thu Jul 06 15:36:32 UTC 2023
PRIMARY
FDA UNII
CQY12ZJN6E
Created by admin on Thu Jul 06 15:36:32 UTC 2023 , Edited by admin on Thu Jul 06 15:36:32 UTC 2023
PRIMARY
USAN
BC-39
Created by admin on Thu Jul 06 15:36:33 UTC 2023 , Edited by admin on Thu Jul 06 15:36:33 UTC 2023
PRIMARY
PUBCHEM
44219292
Created by admin on Thu Jul 06 15:36:32 UTC 2023 , Edited by admin on Thu Jul 06 15:36:32 UTC 2023
PRIMARY
DRUG BANK
DB12462
Created by admin on Thu Jul 06 15:36:32 UTC 2023 , Edited by admin on Thu Jul 06 15:36:32 UTC 2023
PRIMARY
Related Record Type Details
TARGET -> AGONIST
SALT/SOLVATE -> PARENT
SALT/SOLVATE -> PARENT
Related Record Type Details
ACTIVE MOIETY