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Ethyl pyruvate - 98%, high purity , CAS No.617-35-6

3 Citations

≥98%

CAS#: 617-35-6
Formula: C₅H₈O₃
Molecular Weight: 116.12
Beilstein Registry Number: 1071466
EC Number: 210-511-2
MDL number: MFCD00009123
PubChem CID: 12041

Item Number

E113332

Grouped product items
SKU	Size	Availability	Price
E113332-25g	25g	Available within 4-8 weeks(?) Items will be manufactured post-order and can take 4-8 weeks. Thank you for your patience!	$17.90
E113332-100g	100g	Available within 4-8 weeks(?) Items will be manufactured post-order and can take 4-8 weeks. Thank you for your patience!	$39.90
E113332-500g	500g	Available within 4-8 weeks(?) Items will be manufactured post-order and can take 4-8 weeks. Thank you for your patience!	$119.90

View related series

Carboxylate Non heterocyclic block

Basic Description

Synonyms	Ethyl methylglyoxylate \| 2-oxopropanoic acid ethyl ester \| Ethyl 2-oxopropanoate \| Ethyl 2-oxopropionate \| Methyl ethoxycarbonyl ketone \| Pyruvic Acid Ethyl Ester
Specifications & Purity	≥98%
Storage Temp	Store at 2-8°C,Argon charged
Shipped In	Wet ice

Mechanisms of Action

Mechanism of Action	Action Type	target ID	Target Name	Target Type	Target Organism	Binding Site Name	References

Names and Identifiers

IUPAC Name	ethyl 2-oxopropanoate
INCHI	InChI=1S/C5H8O3/c1-3-8-5(7)4(2)6/h3H2,1-2H3
InChi Key	XXRCUYVCPSWGCC-UHFFFAOYSA-N
Canonical SMILES	CCOC(=O)C(=O)C
Isomeric SMILES	CCOC(=O)C(=O)C
WGK Germany	3
PubChem CID	12041
UN Number	3272
Molecular Weight	116.12
Beilstein	1071466
Reaxy-Rn	1071466

Certificates

Certificate of Analysis(COA)

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7 results found

Lot Number	Certificate Type	Date	Item
H2421502	Certificate of Analysis	Aug 12, 2024	E113332
H2421503	Certificate of Analysis	Aug 12, 2024	E113332
H2421504	Certificate of Analysis	Aug 12, 2024	E113332
C2323010	Certificate of Analysis	Jun 07, 2022	E113332
F2223165	Certificate of Analysis	Jun 07, 2022	E113332
F2223241	Certificate of Analysis	Jun 07, 2022	E113332
F2223242	Certificate of Analysis	Jun 07, 2022	E113332

Chemical and Physical Properties

Solubility	Miscible with water, ethanol and ether.
Sensitivity	Moisture & heat sensitive.
Refractive Index	1.4052
Flash Point(°F)	114.8 °F
Flash Point(°C)	45℃
Boil Point(°C)	155°C
Melt Point(°C)	-50°C

Safety and Hazards(GHS)

Pictogram(s)	GHS02
Signal	Danger
Hazard Statements	H226:Flammable liquid and vapor
Precautionary Statements	P280:Wear protective gloves/protective clothing/eye protection/face protection. P370+P378:In case of fire: Use ... to extinguish. P210:Keep away from heat, hot surface, sparks, open flames and other ignition sources. - No smoking. P501:Dispose of contents/container to ... P233:Keep container tightly closed. P240:Ground/bond container and receiving equipment. P403+P235:Store in a well-ventilated place. Keep cool. P303+P361+P353:IF ON SKIN (or hair): Take off Immediately all contaminated clothing. Rinse SKIN with water [or shower]. P241:Use explosion-proof [electrical/ventilating/lighting/.../] equipment. P242:Use only non-sparking tools. P243:Take precautionary measures against static discharge.
WGK Germany	3
Reaxy-Rn	1071466
Merck Index	8021

Alternative Products

Citations of This Product

How to Cite Aladdin Scientific Products?

1. Chang-Qing Miao, Ni Wang, Yan-Ni Ling, Xia-Qing Ma, Yu-Xin Chen, Rui-Feng Wang, Li-Hua Hou, Yu-Peng Hua, Min-Yan Kang, Ming Fang. (2022) LnIII2 compounds constructing by polydentate Schiff base ligand and β-diketonate coligand: structures, magnetocaloric effect and SMMs behaviors. INORGANICA CHIMICA ACTA, 540 (121050). [PMID:] [10.1016/j.ica.2022.121050]
2. Jiequn Wu, Weiming Hua, Yinghong Yue, Zi Gao. (2020) Efficient Aerobic Oxidation of Ethyl Lactate to Ethyl Pyruvate over V2O5/g-C3N4 Catalysts. ACS Omega, 5 (26): (16200–16207). [PMID:32656442] [10.1021/acsomega.0c01822]
3. Qiong Shi, Yawen Wang, Wenjing Dong, Erqun Song, Yang Song. (2019) Polychlorinated biphenyl quinone-induced signaling transition from autophagy to apoptosis is regulated by HMGB1 and p53 in human hepatoma HepG2 cells. TOXICOLOGY LETTERS, 306 (25). [PMID:30742880] [10.1016/j.toxlet.2019.02.002]

References

1. Mitchell P Fink. (2003-01-25) Ethyl pyruvate: a novel anti-inflammatory agent.. Critical care medicine, 31 ((1 Suppl)): (S51-S56). [PMID:12544977]
2. M P Fink. (2004-06-08) Ethyl pyruvate: a novel treatment for sepsis and shock.. Minerva anestesiologica, 70 ((5)): (365-371). [PMID:15181417]
3. Michael C Reade,Mitchell P Fink. (2005-12-17) Bench-to-bedside review: Amelioration of acute renal impairment using ethyl pyruvate.. Critical care (London, England), 9 ((6)): (556-560). [PMID:16356237]
4. Mitchell P Fink. (2008-04-30) Ethyl pyruvate.. Current opinion in anaesthesiology, 21 ((2)): (160-167). [PMID:18443482]
5. Yimin Yuan,Zhida Su,Yingyan Pu,Xiujie Liu,Jingjing Chen,Feng Zhu,Yanling Zhu,Han Zhang,Cheng He. (2011-12-07) Ethyl pyruvate promotes spinal cord repair by ameliorating the glial microenvironment.. British journal of pharmacology, 166 ((2)): (749-763). [PMID:22142175]
6. Xiao-xing Tian,Chuan-xin Wu,Hang Sun,Jian-ping Gong,Qi Liu,Hui Guo. (2011-12-14) [Ethyl pyruvate inhibited HMGB1 expression induced by LPS in macrophages].. Xi bao yu fen zi mian yi xue za zhi = Chinese journal of cellular and molecular immunology, 27 ((12)): (1304-1307). [PMID:22152811]
7. Jing Zhang,Jin-Shui Zhu,Zhou Zhou,Wei-Xiong Chen,Ni-Wei Chen. (2012-01-17) Inhibitory effects of ethyl pyruvate administration on human gastric cancer growth via regulation of the HMGB1-RAGE and Akt pathways in vitro and in vivo.. Oncology reports, 27 ((5)): (1511-1519). [PMID:22246223]
8. Runkuan Yang,Xiaoping Zou,Marja-Leena Koskinen,Jyrki Tenhunen. (2012-01-18) Ethyl pyruvate reduces liver injury at early phase but impairs regeneration at late phase in acetaminophen overdose.. Critical care (London, England), 16 ((1)): (R9-R9). [PMID:22248080]
9. Ender Onur,Berkant Akalin,Kemal Memisoglu,Aziz Bora Karip,Mehmet Timucin Aydin,Hasan Altun,Baki Ekci. (2012-02-03) Ethyl pyruvate improves healing of colonic anastomosis in a rat model of peritonitis.. Surgical innovation, 19 ((4)): (394-398). [PMID:22298750]
10. Florian Wagner,Pierre Asfar,Michael Georgieff,Peter Radermacher,Katja Wagner. (2012-02-22) Ethyl pyruvate for the treatment of acetaminophen intoxication: alternative to N-acetylcysteine?. Critical care (London, England), 16 ((1)): (112-112). [PMID:22348679]
11. Joo-Hyun Shin,Seung-Woo Kim,Yinchuan Jin,Il-Doo Kim,Ja-Kyeong Lee. (2012-04-24) Ethyl pyruvate-mediated Nrf2 activation and hemeoxygenase 1 induction in astrocytes confer protective effects via autocrine and paracrine mechanisms.. Neurochemistry international, 61 ((1)): (89-99). [PMID:22521774]
12. Min Jung Lee,Minhee Jang,Hyuk-Sang Jung,Sung-Hoon Kim,Ik-Hyun Cho. (2012-05-30) Ethyl pyruvate attenuates formalin-induced inflammatory nociception by inhibiting neuronal ERK phosphorylation.. Molecular pain, 8 (40-40). [PMID:22640699]
13. Zheng-Gang Luan,Hao Zhang,Xiao-Chun Ma,Cheng Zhang,Ren-Xuan Guo. (2012-06-16) Therapeutic treatment with ethyl pyruvate attenuates the severity of liver injury in rats with severe acute pancreatitis.. Pancreas, 41 ((5)): (729-737). [PMID:22699144]
14. Li-Fu Li,Kuo-Chin Kao,Cheng-Ta Yang,Chung-Chi Huang,Yung-Yang Liu. (2012-06-21) Ethyl pyruvate reduces ventilation-induced neutrophil infiltration and oxidative stress.. Experimental biology and medicine (Maywood, N.J.), 237 ((6)): (720-727). [PMID:22715434]
15. Zheng-Gang Luan,Xiao-Chun Ma,Hao Zhang,Cheng Zhang,Ren-Xuan Guo. (2012-06-22) Protective effect of ethyl pyruvate on pancreas injury in rats with severe acute pancreatitis.. The Journal of surgical research, 181 ((1)): (76-84). [PMID:22717227]
16. May M Rabadi,Tammer Ghaly,Michael S Goligorksy,Brian B Ratliff. (2012-07-05) HMGB1 in renal ischemic injury.. American journal of physiology. Renal physiology, 303 ((6)): (F873-F885). [PMID:22759395]
17. Divya Gupta,Yiqin Du,Jordan Piluek,Adam M Jakub,Kristine Ann Buela,Akshar Abbott,Joel S Schuman,Nirmala SundarRaj. (2012-08-25) Ethyl pyruvate ameliorates endotoxin-induced corneal inflammation.. Investigative ophthalmology & visual science, 53 ((10)): (6589-6599). [PMID:22918642]
18. C Lei,S Lin,C Zhang,W Tao,W Dong,Z Hao,M Liu,B Wu. (2012-11-10) Effects of high-mobility group box1 on cerebral angiogenesis and neurogenesis after intracerebral hemorrhage.. Neuroscience, 229 (12-19). [PMID:23137544]
19. M-L Li,X-F Wang,Z-J Tan,P Dong,J Gu,J-H Lu,X-S Wu,L Zhang,Q-C Ding,W-G Wu,L-H Rao,J-S Mu,J-H Yang,H Weng,Q Ding,W-J Zhang,L Chen,Y-B Liu. (2013-01-10) Ethyl pyruvate administration suppresses growth and invasion of gallbladder cancer cells via downregulation of HMGB1-RAGE axis.. International journal of immunopathology and pharmacology, 25 ((4)): (955-965). [PMID:23298486]
20. Z-G Luan,J Zhang,X-H Yin,X-C Ma,R-X Guo. (2013-04-23) Ethyl pyruvate significantly inhibits tumour necrosis factor-α, interleukin-1β and high mobility group box 1 releasing and attenuates sodium taurocholate-induced severe acute pancreatitis associated with acute lung injury.. Clinical and experimental immunology, 172 ((3)): (417-426). [PMID:23600830]
21. Martin Baunacke,Lars-Christian Horn,Susanne Trettner,Kathrin M Y Engel,Nasr Y A Hemdan,Volker Wiechmann,Jens-Uwe Stolzenburg,Marina Bigl,Gerd Birkenmeier. (2013-10-10) Exploring glyoxalase 1 expression in prostate cancer tissues: targeting the enzyme by ethyl pyruvate defangs some malignancy-associated properties.. The Prostate, 74 ((1)): (48-60). [PMID:24105621]
22. Vitali Alexeev,Elizabeth Lash,April Aguillard,Laura Corsini,Avi Bitterman,Keith Ward,Adam P Dicker,Alban Linnenbach,Ulrich Rodeck. (2014-11-16) Radiation protection of the gastrointestinal tract and growth inhibition of prostate cancer xenografts by a single compound.. Molecular cancer therapeutics, 13 ((12)): (2968-2977). [PMID:25398830]
23. Chunyan Lei,Bo Wu,Tian Cao,Shuting Zhang,Ming Liu. (2014-12-30) Activation of the high-mobility group box 1 protein-receptor for advanced glycation end-products signaling pathway in rats during neurogenesis after intracerebral hemorrhage.. Stroke, 46 ((2)): (500-506). [PMID:25538203]
24. Netsanet Worku,August Stich,Arwid Daugschies,Iris Wenzel,Randy Kurz,Rene Thieme,Susanne Kurz,Gerd Birkenmeier. (2015-09-05) Ethyl Pyruvate Emerges as a Safe and Fast Acting Agent against Trypanosoma brucei by Targeting Pyruvate Kinase Activity.. PloS one, 10 ((9)): (e0137353-e0137353). [PMID:26340747]
25. Jiawen Zhao,Jiwen Cheng,Chengyang Li,Mingbin Xu,Chenjun Ma,Lei Qin,Kai Yi,Naikai Liao. (2018-10-24) Ethyl Pyruvate Attenuates CaCl2-Induced Tubular Epithelial Cell Injury by Inhibiting Autophagy and Inflammatory Responses.. Kidney & blood pressure research, 43 ((5)): (1585-1595). [PMID:30352436]
26. Deepti Sharma,Anju Singh,Shrikant Kukreti,Mallika Pathak,Lajpreet Kaur,Vinod Kaushik,Himanshu Ojha. (2019-11-19) Protection by ethyl pyruvate against gamma radiation induced damage in bovine serum albumin.. International journal of biological macromolecules, 150 (1053-1060). [PMID:31739068]
27. Yan Sun,Shiting Dai,Jin Tao,Yunlong Li,Ziqi He,Quan Liu,Jiawen Zhao,Yaoliang Deng,Juening Kang,Xuepei Zhang,Sixing Yang,Yunlong Liu. (2020-09-16) Taurine suppresses ROS-dependent autophagy via activating Akt/mTOR signaling pathway in calcium oxalate crystals-induced renal tubular epithelial cell injury.. Aging, 12 ((17)): (17353-17366). [PMID:32931452]
28. M P Fink. (2007-03-30) Ethyl pyruvate: a novel anti-inflammatory agent.. Journal of internal medicine, 261 ((4)): (349-362). [PMID:17391109]
29. Mitchell P Fink. (2007-04-14) Ethyl pyruvate: a novel treatment for sepsis.. Current drug targets, 8 ((4)): (515-518). [PMID:17430122]
30. In Hye Lee,Liu Cao,Raul Mostoslavsky,David B Lombard,Jie Liu,Nicholas E Bruns,Maria Tsokos,Frederick W Alt,Toren Finkel. (2008-02-26) A role for the NAD-dependent deacetylase Sirt1 in the regulation of autophagy.. Proceedings of the National Academy of Sciences of the United States of America, 105 ((9)): (3374-3379). [PMID:18296641]
31. Xuemei Li,Junwu Su,Xizhong Cui,Yan Li,Amisha Barochia,Peter Q Eichacker. (2009-06-27) Can we predict the effects of NF-kappaB inhibition in sepsis? Studies with parthenolide and ethyl pyruvate.. Expert opinion on investigational drugs, 18 ((8)): (1047-1060). [PMID:19555300]
32. Kenneth K Kao,Mitchell P Fink. (2010-03-17) The biochemical basis for the anti-inflammatory and cytoprotective actions of ethyl pyruvate and related compounds.. Biochemical pharmacology, 80 ((2)): (151-159). [PMID:20230800]
33. Xiaorong Hu,Wenwen Fu,Hong Jiang. (2012-01-14) HMGB1: a potential therapeutic target for myocardial ischemia and reperfusion injury.. International journal of cardiology, 155 ((3)): (489-489). [PMID:22240761]
34. T J Percival,T E Rasmussen. (2012-03-28) Reperfusion strategies in the management of extremity vascular injury with ischaemia.. The British journal of surgery, 99 Suppl 1 (66-74). [PMID:22441858]
35. Chunhong Wang,Guangru Fei,Zhongmin Liu,Qinchuan Li,Zengguang Xu,Tao Ren. (2012-05-24) HMGB1 was a pivotal synergistic effecor for CpG oligonucleotide to enhance the progression of human lung cancer cells.. Cancer biology & therapy, 13 ((9)): (727-736). [PMID:22617774]
36. M Zeki Durak,John J Churey,Matthew Gates,Gavin L Sacks,Randy W Worobo. (2012-06-14) Decontamination of green onions and baby spinach by vaporized ethyl pyruvate.. Journal of food protection, 75 ((6)): (1012-1022). [PMID:22691467]
37. Suha Turkmen,Ahmet Mentese,Ersagun Karaguzel,Yunus Karaca,Adem Kucuk,Aysegul Uzun,Esin Yulug,Suleyman Turedi. (2012-06-22) A comparison of the effects of\xa0N-acetylcysteine and ethyl pyruvate on experimental testicular ischemia-reperfusion injury.. Fertility and sterility, 98 ((3)): (626-631). [PMID:22717346]
38. H Akkoc,I Kelle,S Tunik,S Bahceci,L Sencar,E Ayaz,Y Nergiz,L Erdinc,M Erdinc. (2012-10-23) Protective effect of ethyl pyruvate on liver injury in streptozotocin-induced diabetic rats.. Acta gastro-enterologica Belgica, 75 ((3)): (336-341). [PMID:23082705]
39. Yingyan Wang,Ping Yin,Shanying Huang,Jiwen Wang,Ruopeng Sun. (2013-01-03) Ethyl pyruvate protects against lipopolysaccharide-induced white matter injury in the developing rat brain.. International journal of developmental neuroscience : the official journal of the International Society for Developmental Neuroscience, 31 ((3)): (181-188). [PMID:23280059]
40. Alessandra di Penta,Beatriz Moreno,Stephanie Reix,Begoña Fernandez-Diez,Maite Villanueva,Oihana Errea,Nagore Escala,Koen Vandenbroeck,Joan X Comella,Pablo Villoslada. (2013-02-23) Oxidative stress and proinflammatory cytokines contribute to demyelination and axonal damage in a cerebellar culture model of neuroinflammation.. PloS one, 8 ((2)): (e54722-e54722). [PMID:23431360]
41. Yingyan Wang,Baomin Li,Zhen Li,Shanying Huang,Jiwen Wang,Ruopeng Sun. (2013-03-09) Improvement of hypoxia-ischemia-induced white matter injury in immature rat brain by ethyl pyruvate.. Neurochemical research, 38 ((4)): (742-752). [PMID:23471594]
42. Amin Famili,David A Ammar,Malik Y Kahook. (2013-06-28) Ethyl pyruvate treatment mitigates oxidative stress damage in cultured trabecular meshwork cells.. Molecular vision, 19 (1304-1309). [PMID:23805037]
43. Katherine H Parker,Pratima Sinha,Lucas A Horn,Virginia K Clements,Huan Yang,Jianhua Li,Kevin J Tracey,Suzanne Ostrand-Rosenberg. (2014-08-29) HMGB1 enhances immune suppression by facilitating the differentiation and suppressive activity of myeloid-derived suppressor cells.. Cancer research, 74 ((20)): (5723-5733). [PMID:25164013]
44. Emel Kiyak Caglayan,Kasim Caglayan,Ayse Yesim Göcmen,Hamza Cinar,Levent Seckin,Selda Seckin,Bülent Güngör,Muhammet Fevzi Polat. (2014-10-08) Protective effect of ethyl pyruvate on ischemia-reperfusion injury in rat ovary: biochemical and histopathological evaluation.. European journal of obstetrics, gynecology, and reproductive biology, 182 (154-159). [PMID:25291349]
45. Qian Kong,Lu-Hong Xu,Wei Xu,Jian-Pei Fang,Hong-Gui Xu. (2015-05-09) HMGB1 translocation is involved in the transformation of autophagy complexes and promotes chemoresistance in leukaemia.. International journal of oncology, 47 ((1)): (161-170). [PMID:25954971]
46. Ismael Francisco Mota Siqueira Guarda,Cristiano Jesus Correia,Ana Cristina Breithaupt-Faloppa,Sueli Gomes Ferreira,Ana Carolina Ramos Moreno,Marina Baquerizo Martinez,Mauricio Rocha-e-Silva,Paulina Sannomiya. (2015-07-30) Effects of ethyl pyruvate on leukocyte-endothelial interactions in the mesenteric microcirculation during early sepsis treatment.. Clinics (Sao Paulo, Brazil), 70 ((7)): (508-514). [PMID:26222821]
47. Lin Sun,Man Li,Xun Ma,Li Zhang,Junlai Song,Cong Lv,Yajun He. (2018-06-23) Inhibiting High Mobility Group Box-1 Reduces Early Spinal Cord Edema and Attenuates Astrocyte Activation and Aquaporin-4 Expression after Spinal Cord Injury in Rats.. Journal of neurotrauma, 36 ((3)): (421-435). [PMID:29929431]
48. Na Dong,Xinyao Xu,Chenyu Xue,Chensi Wang,Xinran Li,Anshan Shan,Li Xu,Deshan Li. (2019-03-23) Ethyl pyruvate protects against Salmonella intestinal infection in mice through down-regulation of pro-inflammatory factors and inhibition of TLR4/MAPK pathway.. International immunopharmacology, 71 (155-163). [PMID:30901678]
49. Zhen Wang,Chenghui Yang,Lili Li,Xiaoyan Jin,Zhigang Zhang,Haiyan Zheng,Jun Pan,Liyun Shi,Zhou Jiang,Ke Su,Baizhou Li,Xuan Shao,Fuming Qiu,Jun Yan,Jian Huang. (2020-09-19) Tumor-derived HMGB1 induces CD62Ldim neutrophil polarization and promotes lung metastasis in triple-negative breast cancer.. Oncogenesis, 9 ((9)): (82-82). [PMID:32943604]
50. Chang-Qing Miao, Ni Wang, Yan-Ni Ling, Xia-Qing Ma, Yu-Xin Chen, Rui-Feng Wang, Li-Hua Hou, Yu-Peng Hua, Min-Yan Kang, Ming Fang. (2022) LnIII2 compounds constructing by polydentate Schiff base ligand and β-diketonate coligand: structures, magnetocaloric effect and SMMs behaviors. INORGANICA CHIMICA ACTA, 540 (121050). [PMID:] [10.1016/j.ica.2022.121050]
51. Jiequn Wu, Weiming Hua, Yinghong Yue, Zi Gao. (2020) Efficient Aerobic Oxidation of Ethyl Lactate to Ethyl Pyruvate over V2O5/g-C3N4 Catalysts. ACS Omega, 5 (26): (16200–16207). [PMID:32656442] [10.1021/acsomega.0c01822]
52. Qiong Shi, Yawen Wang, Wenjing Dong, Erqun Song, Yang Song. (2019) Polychlorinated biphenyl quinone-induced signaling transition from autophagy to apoptosis is regulated by HMGB1 and p53 in human hepatoma HepG2 cells. TOXICOLOGY LETTERS, 306 (25). [PMID:30742880] [10.1016/j.toxlet.2019.02.002]

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