Details
Stereochemistry | ACHIRAL |
Molecular Formula | C3H4O3 |
Molecular Weight | 88.0621 |
Optical Activity | NONE |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
CC(=O)C(O)=O
InChI
InChIKey=LCTONWCANYUPML-UHFFFAOYSA-N
InChI=1S/C3H4O3/c1-2(4)3(5)6/h1H3,(H,5,6)
Molecular Formula | C3H4O3 |
Molecular Weight | 88.0621 |
Charge | 0 |
Count |
|
Stereochemistry | ACHIRAL |
Additional Stereochemistry | No |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 0 |
Optical Activity | NONE |
CTI-01 (ethyl pyruvate) is an investigational anti-inflammatory agent for the treatment of critical inflammatory conditions. CTI-01 was developed by Critical Therapeutics as a stable prodrug of pyruvate, a potent antioxidant, and a free radical scavenger. The drug showed an anti-inflammatory and tissue protection activity in animal models of pancreatitis, ischemia-reperfusion injury, sepsis, renal injury, and endotoxemia. CTI-01 was investigated in phase 2 clinical trials on patients undergoing cardiac surgery with cardiopulmonary bypass, but despite positive results in animal models, administration of EP does not appear to confer any benefit to cardiac surgical patients undergoing cardiopulmonary bypass. Besides clinical applications, ethyl pyruvate is long used as an additive to pharmaceutical preparations and foods, including candy, beverages, and baked goods. It is generally recognized as safe by the FDA.
Approval Year
Targets
Primary Target | Pharmacology | Condition | Potency |
---|---|---|---|
Target ID: WP1290 Sources: https://www.ncbi.nlm.nih.gov/pubmed/27995262 |
|||
Target ID: WP408 |
Conditions
Condition | Modality | Targets | Highest Phase | Product |
---|---|---|---|---|
Inactive ingredient | Rejuvesol Approved UseRejuvesol ® Solution is intended only to be used as an in vitro processing solution for the rejuvenation of a unit of RBC. Launch Date1997 |
|||
Palliative | Unknown Approved UseUnknown |
PubMed
Title | Date | PubMed |
---|---|---|
Future strategies in the treatment of acute renal failure: growth factors, stem cells, and other novel therapies. | 2005 Apr |
|
[Effects of ethyl pyruvate on cell-mediated immune function in rats with delayed resuscitation after burn injury]. | 2005 Jan |
|
Ethyl pyruvate ameliorates liver ischemia-reperfusion injury by decreasing hepatic necrosis and apoptosis. | 2005 Jan 27 |
|
Ethyl pyruvate protects PC12 cells from dopamine-induced apoptosis. | 2005 Jan 31 |
|
[Effects of ethyl pyruvate on splenocyte proliferation and apoptosis in burn rats with delayed resuscitation]. | 2005 Jul |
|
Dendrimer-enhanced MRI as a diagnostic and prognostic biomarker of sepsis-induced acute renal failure in aged mice. | 2005 Jun |
|
The ethyl pyruvate analogues, diethyl oxaloproprionate, 2-acetamidoacrylate, and methyl-2-acetamidoacrylate, exhibit anti-inflammatory properties in vivo and/or in vitro. | 2005 Nov 25 |
|
The cytokine activity of HMGB1--extracellular escape of the nuclear protein. | 2005 Oct |
|
Inhibition of the cerebral ischemic injury by ethyl pyruvate with a wide therapeutic window. | 2005 Oct |
|
Neonicotinoid nitroguanidine insecticide metabolites: synthesis and nicotinic receptor potency of guanidines, aminoguanidines, and their derivatives. | 2005 Sep |
|
Ethyl pyruvate improves systemic and hepatosplanchnic hemodynamics and prevents lipid peroxidation in a porcine model of resuscitated hyperdynamic endotoxemia. | 2005 Sep |
|
Treatment of severe sepsis: where next? Current and future treatment approaches after the introduction of drotrecogin alfa. | 2006 |
|
Bench-to-bedside review: critical illness-associated cognitive dysfunction--mechanisms, markers, and emerging therapeutics. | 2006 |
|
Oxidative damage to lens in culture: reversibility by pyruvate and ethyl pyruvate. | 2006 |
|
Ethyl pyruvate exerts combined anti-inflammatory and anticoagulant effects on human monocytic cells. | 2006 Dec |
|
Introduction to serial reviews on redox signaling in immune function and cellular responses in lung injury and diseases. | 2006 Jul 1 |
|
Pyruvate is an endogenous anti-inflammatory and anti-oxidant molecule. | 2006 May |
|
[Relation between level of expression of high mobility group protein B1 in hepatic tissue with the severity and prognosis of sepsis in rat]. | 2006 Nov |
|
Haemodynamic and metabolic effects of resuscitation with Ringer's ethyl pyruvate in the acute phase of porcine endotoxaemic shock. | 2006 Nov |
|
Ethyl pyruvate attenuates kainic acid-induced neuronal cell death in the mouse hippocampus. | 2006 Nov 15 |
|
Is pyruvate an endogenous anti-inflammatory molecule? | 2006 Sep |
|
Bench-to-bedside review: High-mobility group box 1 and critical illness. | 2007 |
|
Ethyl pyruvate: a novel treatment for sepsis. | 2007 |
|
HMGB1 as a potential therapeutic target. | 2007 |
|
Ethyl pyruvate: a novel treatment for sepsis. | 2007 Apr |
|
Ethyl pyruvate: a novel anti-inflammatory agent. | 2007 Apr |
|
Ethyl pyruvate induces necrosis-to-apoptosis switch and inhibits high mobility group box protein 1 release in A549 lung adenocarcinoma cells. | 2007 Aug |
|
Role of guiding groups in cinchona-modified platinum for controlling the sense of enantiodifferentiation in the hydrogenation of ketones. | 2007 Aug 29 |
|
Oxidative damage in rat erythrocyte membranes following ethanol intake: effect of ethyl pyruvate. | 2007 Aug 30 |
|
Beneficial effects of ethyl pyruvate in septic shock from peritonitis. | 2007 Feb |
|
Enantioselective hydrogenation of ethyl pyruvate over diop modified Pt nanoclusters. Determination of geometry of the ligand adsorption mode via DRIFTS. | 2007 Feb 21 |
|
Promising therapeutic agents for sepsis. | 2007 Jan |
|
Intrapulmonary delivery of ethyl pyruvate attenuates lipopolysaccharide- and lipoteichoic acid-induced lung inflammation in vivo. | 2007 Nov |
|
A major ingredient of green tea rescues mice from lethal sepsis partly by inhibiting HMGB1. | 2007 Nov 7 |
|
Protective effect of ethyl pyruvate on msP rat leukocytes damaged by alcohol intake. | 2007 Nov-Dec |
|
Sulfur mustard toxicity following dermal exposure: role of oxidative stress, and antioxidant therapy. | 2007 Oct 30 |
|
[Effect of ethyl pyruvate on renal high mobility group box-1 protein expression and acute kidney injury in rats with delayed resuscitation after thermal injury]. | 2007 Sep 1 |
|
Ethyl pyruvate. | 2008 Apr |
|
Targeting the lipopolysaccharides: still a matter of debate? | 2008 Apr |
|
Ethyl pyruvate reduces germ cell-specific apoptosis and oxidative stress in rat model of testicular torsion/detorsion. | 2008 Apr |
|
Bull's eye missed by the magic bullet: preclinical investigations, publication bias, and promising new interventions. | 2008 Apr |
|
Sepsis: from bench to bedside. | 2008 Feb |
|
Protective effects of ethyl pyruvate treatment on paraquat-intoxicated rats. | 2008 Jan |
|
[Effect of ethyl pyruvate on indices of tissue oxygenation and perfusion in dogs with septic shock]. | 2008 Jan |
|
The effect of ethyl pyruvate on oxidative stress in intestine and bacterial translocation after thermal injury. | 2008 Jan |
|
[Protective effect of ethyl pyruvate on barrier function of intestinal mucosa in dogs with septic shock]. | 2008 Mar |
|
Ethyl pyruvate inhibits hypoxic pulmonary vasoconstriction and attenuates pulmonary artery cytokine expression. | 2008 Mar |
|
Synthesis and biological activity of functionalized indole-2-carboxylates, triazino- and pyridazino-indoles. | 2008 May |
|
The role of high mobility group box1 in pulmonary fibrosis. | 2008 Oct |
|
Relationship between high-mobility group box 1 protein release and T-cell suppression in rats after thermal injury. | 2008 Oct |
Sample Use Guides
In Vivo Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/18835526
In a clinical trial, 7,500 mg of ethyl pyruvate was administered intravenously starting after the induction of general anesthesia followed by 5 more doses of 7,500 mg administered every 6 hours. As an additive to pharmaceutical products and foods, ethyl pyruvate is administered orally
Route of Administration:
Other
Substance Class |
Chemical
Created
by
admin
on
Edited
Fri Dec 15 15:06:18 GMT 2023
by
admin
on
Fri Dec 15 15:06:18 GMT 2023
|
Record UNII |
8558G7RUTR
|
Record Status |
Validated (UNII)
|
Record Version |
|
-
Download
Name | Type | Language | ||
---|---|---|---|---|
|
Official Name | English | ||
|
Systematic Name | English | ||
|
Code | English | ||
|
Common Name | English | ||
|
Systematic Name | English | ||
|
Code | English | ||
|
Systematic Name | English | ||
|
Common Name | English | ||
|
Systematic Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Common Name | English |
Classification Tree | Code System | Code | ||
---|---|---|---|---|
|
DSLD |
1576 (Number of products:31)
Created by
admin on Fri Dec 15 15:06:18 GMT 2023 , Edited by admin on Fri Dec 15 15:06:18 GMT 2023
|
||
|
CFR |
21 CFR 862.1655
Created by
admin on Fri Dec 15 15:06:18 GMT 2023 , Edited by admin on Fri Dec 15 15:06:18 GMT 2023
|
||
|
LOINC |
14122-6
Created by
admin on Fri Dec 15 15:06:18 GMT 2023 , Edited by admin on Fri Dec 15 15:06:18 GMT 2023
|
||
|
LOINC |
2550-2
Created by
admin on Fri Dec 15 15:06:18 GMT 2023 , Edited by admin on Fri Dec 15 15:06:18 GMT 2023
|
||
|
LOINC |
51751-6
Created by
admin on Fri Dec 15 15:06:18 GMT 2023 , Edited by admin on Fri Dec 15 15:06:18 GMT 2023
|
||
|
LOINC |
59048-9
Created by
admin on Fri Dec 15 15:06:18 GMT 2023 , Edited by admin on Fri Dec 15 15:06:18 GMT 2023
|
||
|
LOINC |
2908-2
Created by
admin on Fri Dec 15 15:06:18 GMT 2023 , Edited by admin on Fri Dec 15 15:06:18 GMT 2023
|
||
|
JECFA EVALUATION |
PYRUVIC ACID
Created by
admin on Fri Dec 15 15:06:18 GMT 2023 , Edited by admin on Fri Dec 15 15:06:18 GMT 2023
|
||
|
LOINC |
54309-0
Created by
admin on Fri Dec 15 15:06:18 GMT 2023 , Edited by admin on Fri Dec 15 15:06:18 GMT 2023
|
||
|
LOINC |
14121-8
Created by
admin on Fri Dec 15 15:06:18 GMT 2023 , Edited by admin on Fri Dec 15 15:06:18 GMT 2023
|
||
|
LOINC |
2906-6
Created by
admin on Fri Dec 15 15:06:18 GMT 2023 , Edited by admin on Fri Dec 15 15:06:18 GMT 2023
|
||
|
LOINC |
25132-2
Created by
admin on Fri Dec 15 15:06:18 GMT 2023 , Edited by admin on Fri Dec 15 15:06:18 GMT 2023
|
||
|
LOINC |
13805-7
Created by
admin on Fri Dec 15 15:06:18 GMT 2023 , Edited by admin on Fri Dec 15 15:06:18 GMT 2023
|
||
|
LOINC |
32338-6
Created by
admin on Fri Dec 15 15:06:18 GMT 2023 , Edited by admin on Fri Dec 15 15:06:18 GMT 2023
|
||
|
FDA ORPHAN DRUG |
140900
Created by
admin on Fri Dec 15 15:06:18 GMT 2023 , Edited by admin on Fri Dec 15 15:06:18 GMT 2023
|
||
|
LOINC |
12247-3
Created by
admin on Fri Dec 15 15:06:18 GMT 2023 , Edited by admin on Fri Dec 15 15:06:18 GMT 2023
|
||
|
LOINC |
44400-0
Created by
admin on Fri Dec 15 15:06:18 GMT 2023 , Edited by admin on Fri Dec 15 15:06:18 GMT 2023
|
||
|
LOINC |
2907-4
Created by
admin on Fri Dec 15 15:06:18 GMT 2023 , Edited by admin on Fri Dec 15 15:06:18 GMT 2023
|
||
|
CFR |
21 CFR 172.515
Created by
admin on Fri Dec 15 15:06:18 GMT 2023 , Edited by admin on Fri Dec 15 15:06:18 GMT 2023
|
||
|
LOINC |
2905-8
Created by
admin on Fri Dec 15 15:06:18 GMT 2023 , Edited by admin on Fri Dec 15 15:06:18 GMT 2023
|
||
|
LOINC |
30481-6
Created by
admin on Fri Dec 15 15:06:18 GMT 2023 , Edited by admin on Fri Dec 15 15:06:18 GMT 2023
|
||
|
LOINC |
51750-8
Created by
admin on Fri Dec 15 15:06:18 GMT 2023 , Edited by admin on Fri Dec 15 15:06:18 GMT 2023
|
Code System | Code | Type | Description | ||
---|---|---|---|---|---|
|
DB00119
Created by
admin on Fri Dec 15 15:06:18 GMT 2023 , Edited by admin on Fri Dec 15 15:06:18 GMT 2023
|
PRIMARY | |||
|
8558G7RUTR
Created by
admin on Fri Dec 15 15:06:18 GMT 2023 , Edited by admin on Fri Dec 15 15:06:18 GMT 2023
|
PRIMARY | |||
|
32816
Created by
admin on Fri Dec 15 15:06:18 GMT 2023 , Edited by admin on Fri Dec 15 15:06:18 GMT 2023
|
PRIMARY | |||
|
72031
Created by
admin on Fri Dec 15 15:06:18 GMT 2023 , Edited by admin on Fri Dec 15 15:06:18 GMT 2023
|
ALTERNATIVE | |||
|
816
Created by
admin on Fri Dec 15 15:06:18 GMT 2023 , Edited by admin on Fri Dec 15 15:06:18 GMT 2023
|
PRIMARY | |||
|
15361
Created by
admin on Fri Dec 15 15:06:18 GMT 2023 , Edited by admin on Fri Dec 15 15:06:18 GMT 2023
|
PRIMARY | |||
|
1060
Created by
admin on Fri Dec 15 15:06:18 GMT 2023 , Edited by admin on Fri Dec 15 15:06:18 GMT 2023
|
PRIMARY | |||
|
179
Created by
admin on Fri Dec 15 15:06:18 GMT 2023 , Edited by admin on Fri Dec 15 15:06:18 GMT 2023
|
PRIMARY | |||
|
PYRUVIC ACID
Created by
admin on Fri Dec 15 15:06:18 GMT 2023 , Edited by admin on Fri Dec 15 15:06:18 GMT 2023
|
PRIMARY | |||
|
D019289
Created by
admin on Fri Dec 15 15:06:18 GMT 2023 , Edited by admin on Fri Dec 15 15:06:18 GMT 2023
|
PRIMARY | |||
|
SUB15069MIG
Created by
admin on Fri Dec 15 15:06:18 GMT 2023 , Edited by admin on Fri Dec 15 15:06:18 GMT 2023
|
PRIMARY | |||
|
35161
Created by
admin on Fri Dec 15 15:06:18 GMT 2023 , Edited by admin on Fri Dec 15 15:06:18 GMT 2023
|
PRIMARY | |||
|
204-824-3
Created by
admin on Fri Dec 15 15:06:18 GMT 2023 , Edited by admin on Fri Dec 15 15:06:18 GMT 2023
|
PRIMARY | |||
|
100000079122
Created by
admin on Fri Dec 15 15:06:18 GMT 2023 , Edited by admin on Fri Dec 15 15:06:18 GMT 2023
|
PRIMARY | |||
|
127-17-3
Created by
admin on Fri Dec 15 15:06:18 GMT 2023 , Edited by admin on Fri Dec 15 15:06:18 GMT 2023
|
PRIMARY | |||
|
8558G7RUTR
Created by
admin on Fri Dec 15 15:06:18 GMT 2023 , Edited by admin on Fri Dec 15 15:06:18 GMT 2023
|
PRIMARY | |||
|
DTXSID2021650
Created by
admin on Fri Dec 15 15:06:18 GMT 2023 , Edited by admin on Fri Dec 15 15:06:18 GMT 2023
|
PRIMARY | |||
|
m9405
Created by
admin on Fri Dec 15 15:06:18 GMT 2023 , Edited by admin on Fri Dec 15 15:06:18 GMT 2023
|
PRIMARY | Merck Index |
Related Record | Type | Details | ||
---|---|---|---|---|
|
SALT/SOLVATE -> PARENT | |||
|
TRANSPORTER -> SUBSTRATE |
|
||
|
SALT/SOLVATE -> PARENT | |||
|
LABELED -> NON-LABELED | |||
|
SALT/SOLVATE -> PARENT | |||
|
TRANSPORTER -> SUBSTRATE | |||
|
METABOLIC ENZYME -> SUBSTRATE | |||
|
LABELED -> NON-LABELED |
|
Related Record | Type | Details | ||
---|---|---|---|---|
|
ACTIVE MOIETY |