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Details

Stereochemistry ABSOLUTE
Molecular Formula C10H14N2O2S
Molecular Weight 226.295
Optical Activity UNSPECIFIED
Defined Stereocenters 2 / 2
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of AZD-9684

SMILES

C[C@@H](S)[C@@H](CC1=CN=C(N)C=C1)C(O)=O

InChI

InChIKey=GYIYAOUGKJSCCG-HTRCEHHLSA-N
InChI=1S/C10H14N2O2S/c1-6(15)8(10(13)14)4-7-2-3-9(11)12-5-7/h2-3,5-6,8,15H,4H2,1H3,(H2,11,12)(H,13,14)/t6-,8-/m1/s1

HIDE SMILES / InChI

Molecular Formula C10H14N2O2S
Molecular Weight 226.295
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 2 / 2
E/Z Centers 0
Optical Activity UNSPECIFIED

Approval Year

PubMed

PubMed

TitleDatePubMed
Evaluation of the enantioselectivity of glycogen-based dual chiral selector systems towards basic drugs in capillary electrophoresis.
2010-11-05
The biosynthesis of papaverine proceeds via (S)-reticuline.
2010-08
Determination of atracurium, cisatracurium and mivacurium with their impurities in pharmaceutical preparations by liquid chromatography with charged aerosol detection.
2010-02-19
Laudanosine has no effects on respiratory activity but induces non-respiratory excitement activity in isolated brainstem-spinal cord preparation of neonatal rats.
2010
Use of intrathecal and intravenous clonidine in a case of severe tetanus with acute renal failure.
2009-04
Bis-tetrahydroisoquinoline derivatives: AG525E1, a new step in the search for non-quaternary non-peptidic small conductance Ca(2+)-activated K(+) channel blockers.
2008-06-01
Applicability of ultra-performance liquid chromatography-tandem mass spectrometry for heroin profiling.
2008-04-25
[Absorption of papaverine, laudanosine and cepharanthine across human intestine by using human Caco-2 cells monolayers model].
2008-02
Synthesis of carbon-11 labeled 1-(3,4-dimethoxybenzyl)-2,2-dimethyl-1,2,3,4-tetrahydroisoquinolinium derivatives as new potential PET SKCa channel imaging agents.
2008-02
Clinical review: Drug metabolism and nonrenal clearance in acute kidney injury.
2008
Bioactive constituents of the roots of Polyalthia cerasoides.
2007-09
Simultaneous determination of atracurium and its metabolite laudanosine in post-mortem fluids by liquid chromatography/multiple-stage mass spectrometry on an ion trap.
2007
Anesthesiologist suicide with atracurium.
2006-03
Chiral separation of norlaudanosoline, laudanosoline, laudanosine, chlorthalidone, and three benzoin derivatives using amino acid based molecular micelles.
2006-02
SK channels control the firing pattern of midbrain dopaminergic neurons in vivo.
2005-12
Evaluation of benzyltetrahydroisoquinolines as ligands for neuronal nicotinic acetylcholine receptors.
2005-09
Perinatal neuroprotection by muscle relaxants against hypoxic-ischemic lesions: is it a possible hypothesis?
2005-08
Synthesis and biological evaluation of N-methyl-laudanosine iodide analogues as potential SK channel blockers.
2005-02-15
Transformation of opium poppy (Papaver somniferum L.) with antisense berberine bridge enzyme gene (anti-bbe) via somatic embryogenesis results in an altered ratio of alkaloids in latex but not in roots.
2004-12
The efficient synthesis of morphinandienone alkaloids by using a combination of hypervalent iodine(III) reagent and heteropoly acid.
2004-10-11
Instability of pancuronium in postmortem blood and liver taken after a fatal intramuscular Pavulon injection.
2004-07-16
The insulin pump as murder weapon: a case report.
2004-06
The GC-MS detection and characterization of reticuline as a marker of opium use.
2004-05-28
The GC-MS detection and characterization of reticuline as a marker of opium use.
2004-03-10
Identification and quantitation of six non-depolarizing neuromuscular blocking agents by LC-MS in biological fluids.
2004-03
Aporphine alkaloids from Guatteria spp. with leishmanicidal activity.
2003-07
The possible neuroprotective effect of laudanosine, an atracurium and cisatracurium metabolite.
2003-07
Cerebrospinal fluid concentrations of atracurium, laudanosine and vecuronium following clinical subarachnoid hemorrhage.
2002-11
Methyl-laudanosine: a new pharmacological tool to investigate the function of small-conductance Ca(2+)-activated K(+) channels.
2002-09
Pharmacodynamics and atracurium and laudanosine concentrations during a fixed continuous infusion of atracurium in mechanically ventilated patients with acute respiratory distress syndrome.
2002-08
Colominic acid: a novel chiral selector for capillary electrophoresis of basic drugs.
2002-07-12
Laudanosine, an atracurium and cisatracurium metabolite.
2002-07
Does ester hydrolysis change the in vitro degradation rate of cisatracurium and atracurium?
2002-04
Concentration-effect relationship of cisatracurium at three different dose levels in the anesthetized patient.
2001-08
The pharmacokinetics of cisatracurium in patients with acute respiratory distress syndrome.
2001-08
Inhibitory effects of ethaverine, a homologue of papaverine, on monoamine oxidase activity in mouse brain.
2001-07
Blockade and activation of the human neuronal nicotinic acetylcholine receptors by atracurium and laudanosine.
2001-04
Pharmacokinetic-pharmacodynamic modeling of atracurium in intensive care patients.
2001-01
Laudanosine and atracurium concentrations in a patient receiving long-term atracurium infusion.
1998-01
Substance Class Chemical
Created
by admin
on Tue Apr 01 18:44:12 GMT 2025
Edited
by admin
on Tue Apr 01 18:44:12 GMT 2025
Record UNII
84KQ4M4N8B
Record Status Validated (UNII)
Record Version
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Name Type Language
(2S,3R)-2-((6-AMINO-3-PYRIDYL)METHYL)-3-SULFANYL-BUTANOIC ACID
Preferred Name English
AZD-9684
Code English
3-PYRIDINEPROPANOIC ACID, 6-AMINO-.ALPHA.-((1R)-1-MERCAPTOETHYL)-, (.ALPHA.S)-
Systematic Name English
(.ALPHA.S)-6-AMINO-.ALPHA.-((1R)-1-MERCAPTOETHYL)-3-PYRIDINEPROPANOIC ACID
Systematic Name English
AZD9684
Code English
Code System Code Type Description
PUBCHEM
87609775
Created by admin on Tue Apr 01 18:44:12 GMT 2025 , Edited by admin on Tue Apr 01 18:44:12 GMT 2025
PRIMARY
DRUG BANK
DB05712
Created by admin on Tue Apr 01 18:44:12 GMT 2025 , Edited by admin on Tue Apr 01 18:44:12 GMT 2025
PRIMARY
FDA UNII
84KQ4M4N8B
Created by admin on Tue Apr 01 18:44:12 GMT 2025 , Edited by admin on Tue Apr 01 18:44:12 GMT 2025
PRIMARY
CAS
775274-06-1
Created by admin on Tue Apr 01 18:44:12 GMT 2025 , Edited by admin on Tue Apr 01 18:44:12 GMT 2025
PRIMARY
Related Record Type Details
ACTIVE MOIETY
2.3.9 AZD-9684 (carboxypeptidase U inhib-Astr, CPU inhibitor-AstraZeneca) AZD-9684 (carboxypeptidase U inhib-Astr, CPU inhibitor- AstraZeneca; AstraZeneca), a carboxypeptidase U (CPU) inhibitor, was under development for the treatment of thrombosis. AZD-9684 inhibits CPU, which removes C-terminal lysines from partially degraded thrombin and impairs plasminogen activation and subsequent fibrinolysis. Phase II development was underway however,development has been discontinued.
ACTIVE MOIETY
Fifty-eight patients with confirmed PE were randomized to receive AZD9684 or placebo, on top of once-daily dalteparin for 57 days. In the patient group receiving AZD9684, fibrinolysis biomarkers in plasma were higher and sustained for a longer period of time, implying that inhibition of CPU by AZD9684 stimulates endogenous fibrinolysis. Moreover, lung deficiency scintigraphy scores improved over the treatment period. In addition, no difference in the occurrence of adverse effects was seen between both treatment groups.