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Details

Stereochemistry RACEMIC
Molecular Formula C31H32N4O3
Molecular Weight 508.6108
Optical Activity ( + / - )
Defined Stereocenters 0 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of PD-123319, (±)-

SMILES

CN(C)C1=C(C)C=C(CN2C=NC3=C2CC(N(C3)C(=O)C(C4=CC=CC=C4)C5=CC=CC=C5)C(O)=O)C=C1

InChI

InChIKey=YSTVFDAKLDMYCR-UHFFFAOYSA-N
InChI=1S/C31H32N4O3/c1-21-16-22(14-15-26(21)33(2)3)18-34-20-32-25-19-35(28(31(37)38)17-27(25)34)30(36)29(23-10-6-4-7-11-23)24-12-8-5-9-13-24/h4-16,20,28-29H,17-19H2,1-3H3,(H,37,38)

HIDE SMILES / InChI

Molecular Formula C31H32N4O3
Molecular Weight 508.6108
Charge 0
Count
Stereochemistry RACEMIC
Additional Stereochemistry No
Defined Stereocenters 0 / 1
E/Z Centers 0
Optical Activity ( + / - )

PD123319 is a potent, selective AT2 angiotensin II receptor antagonist with IC50 of 34 nM.PD123319 had been in phase I clinical trials by Pfizer for the treatment of hypertension. However, this research has been discontinued.

CNS Activity

Curator's Comment: PD123319, administered peripherally, can cross the blood brain barrier to inhibit central AT2 receptors.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
34.0 nM [IC50]
Conditions
PubMed

PubMed

TitleDatePubMed
Vasoactive role for angiotensin II type 2 receptors in human radial artery.
2014-03-29
Effects of intravenous PD 123319 on haemodynamic and arterial stiffness indices in healthy volunteers.
2005-09
Increase in systemic blood pressure during intra-arterial PD123319 infusion: evidence for functional expression of angiotensin type 2 receptors in normal volunteers.
2004
Role of angiotensin type 2 receptors in human forearm vascular responses of normal volunteers.
2001-09
Induction of angiotensin II subtype 2 receptor-mediated blood pressure regulation in synthetic diet-fed rats.
2000-09
Synthesis and structure-activity relationships of a novel series of non-peptide angiotensin II receptor binding inhibitors specific for the AT2 subtype.
1991-11
Patents

Sample Use Guides

In Vivo Use Guide
Curator's Comment: Can also be used i.p. in rats (0.3mg/kg) https://www.ncbi.nlm.nih.gov/pubmed/25562714 and s.c in rats (1 mg/kg/day) https://www.ncbi.nlm.nih.gov/pubmed/19038235
Sixteen normal subjects received an intravenous infusion of PD123319 (10 mcg/minute for 5 minutes) and placebo, separated by one week.
Route of Administration: Intravenous
The addition of 10(-6)M PD122319 to human arteries twenty minutes before the stimulation of vasoconstriction by angiotensin II caused a small but significant inhibition of vasoconstriction by 20%. In other arteries, the addition of 10(-6)M PD122319 twenty minutes before the stimulation of vasoconstriction by angiotensin II significantly enhanced vasoconstriction, maximally by 60%.
Substance Class Chemical
Created
by admin
on Wed Apr 02 21:02:43 GMT 2025
Edited
by admin
on Wed Apr 02 21:02:43 GMT 2025
Record UNII
C2PJT3V6N6
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
1-[[4-(Dimethylamino)-3-methylphenyl]methyl]-5-(2,2-diphenylacetyl)-4,5,6,7-tetrahydro-1H-imidazo[4,5-c]pyridine-6-carboxylic acid
Preferred Name English
PD-123319, (±)-
Common Name English
1-[[4-(dimethylamino)-3-methylphenyl]methyl]-5-(2,2-diphenylacetyl)-6,7-dihydro-4H-imidazo[4,5-c]pyridine-6-carboxylic acid
Systematic Name English
1H-Imidazo[4,5-c]pyridine-6-carboxylic acid, 1-[[4-(dimethylamino)-3-methylphenyl]methyl]-5-(2,2-diphenylacetyl)-4,5,6,7-tetrahydro-
Systematic Name English
Code System Code Type Description
FDA UNII
C2PJT3V6N6
Created by admin on Wed Apr 02 21:02:43 GMT 2025 , Edited by admin on Wed Apr 02 21:02:43 GMT 2025
PRIMARY
PUBCHEM
4701
Created by admin on Wed Apr 02 21:02:43 GMT 2025 , Edited by admin on Wed Apr 02 21:02:43 GMT 2025
PRIMARY
CAS
114785-14-7
Created by admin on Wed Apr 02 21:02:43 GMT 2025 , Edited by admin on Wed Apr 02 21:02:43 GMT 2025
PRIMARY
Related Record Type Details
ENANTIOMER -> RACEMATE
ENANTIOMER -> RACEMATE