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254750-02-2,MFCD11840420
Catalog No.:AA00C4Q7

254750-02-2 | Emricasan

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Purity
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Price(USD)
Quantity
  
1mg
≥95%
in stock  
$39.00   $27.00
- +
5mg
≥95%
in stock  
$98.00   $68.00
- +
10mg
≥95%
in stock  
$175.00   $122.00
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25mg
≥95%
in stock  
$338.00   $236.00
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100mg
98%
in stock  
$437.00   $306.00
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  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
  • Request for Quotation
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  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
Technical Information
Catalog Number:
AA00C4Q7
Chemical Name:
Emricasan
CAS Number:
254750-02-2
Molecular Formula:
C26H27F4N3O7
Molecular Weight:
569.5021
MDL Number:
MFCD11840420
SMILES:
OC(=O)C[C@@H](C(=O)COc1c(F)c(F)cc(c1F)F)NC(=O)[C@@H](NC(=O)C(=O)Nc1ccccc1C(C)(C)C)C
Properties
Computed Properties
 
Complexity:
934  
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
2  
Heavy Atom Count:
40  
Hydrogen Bond Acceptor Count:
11  
Hydrogen Bond Donor Count:
4  
Rotatable Bond Count:
11  
XLogP3:
3.6  

Downstream Synthesis Route
CASUnavailable 
  254750-02-2 

[1]CurrentPatentAssignee:SUZHOUFUSHILAIPHARMACEUTICAL-CN105017061,2017,BLocationinpatent:Paragraph0041

[2]Linton,StevenD.;Aja,Teresa;Armstrong,RobertA.;Bai,Xu;Chen,Long-Shiuh;Chen,Ning;Ching,Brett;Contreras,Patricia;Diaz,Jose-Luis;Fisher,CraigD.;Fritz,LawrenceC.;Gladstone,Patricia;Groessl,Todd;Gu,Xin;Herrmann,Julia;Hirakawa,BradP.;Hoglen,NielC.;Jahangiri,KathyG.;Kalish,VincentJ.;Karanewsky,DonaldS.;Kodandapani,Lalitha;Krebs,Joseph;McQuiston,Jeff;Meduna,StevenP.;Nalley,Kip;Robinson,EdwardD.;Sayers,RobertO.;Sebring,Kristen;Spada,AlfredP.;Ternansky,RobertJ.;Tomaselli,KevinJ.;Ullman,BrettR.;Valentino,KarenL.;Weeks,Suzanne;Winn,David;Wu,JoeC.;Yeo,Pauline;Zhang,Cheng-Zhi[JournalofMedicinalChemistry,2005,vol.48,#22,p.6779-6782]

[3]CurrentPatentAssignee:HISTOGENINC-US2016/213736,2016,A1Locationinpatent:Paragraph0166

[4]CurrentPatentAssignee:HISTOGENINC-WO2017/117478,2017,A1Locationinpatent:Paragraph00165

CASUnavailable 
  254750-02-2 

[1]Linton,StevenD.;Aja,Teresa;Armstrong,RobertA.;Bai,Xu;Chen,Long-Shiuh;Chen,Ning;Ching,Brett;Contreras,Patricia;Diaz,Jose-Luis;Fisher,CraigD.;Fritz,LawrenceC.;Gladstone,Patricia;Groessl,Todd;Gu,Xin;Herrmann,Julia;Hirakawa,BradP.;Hoglen,NielC.;Jahangiri,KathyG.;Kalish,VincentJ.;Karanewsky,DonaldS.;Kodandapani,Lalitha;Krebs,Joseph;McQuiston,Jeff;Meduna,StevenP.;Nalley,Kip;Robinson,EdwardD.;Sayers,RobertO.;Sebring,Kristen;Spada,AlfredP.;Ternansky,RobertJ.;Tomaselli,KevinJ.;Ullman,BrettR.;Valentino,KarenL.;Weeks,Suzanne;Winn,David;Wu,JoeC.;Yeo,Pauline;Zhang,Cheng-Zhi[JournalofMedicinalChemistry,2005,vol.48,#22,p.6779-6782]

[1]Linton,StevenD.;Aja,Teresa;Armstrong,RobertA.;Bai,Xu;Chen,Long-Shiuh;Chen,Ning;Ching,Brett;Contreras,Patricia;Diaz,Jose-Luis;Fisher,CraigD.;Fritz,LawrenceC.;Gladstone,Patricia;Groessl,Todd;Gu,Xin;Herrmann,Julia;Hirakawa,BradP.;Hoglen,NielC.;Jahangiri,KathyG.;Kalish,VincentJ.;Karanewsky,DonaldS.;Kodandapani,Lalitha;Krebs,Joseph;McQuiston,Jeff;Meduna,StevenP.;Nalley,Kip;Robinson,EdwardD.;Sayers,RobertO.;Sebring,Kristen;Spada,AlfredP.;Ternansky,RobertJ.;Tomaselli,KevinJ.;Ullman,BrettR.;Valentino,KarenL.;Weeks,Suzanne;Winn,David;Wu,JoeC.;Yeo,Pauline;Zhang,Cheng-Zhi[JournalofMedicinalChemistry,2005,vol.48,#22,p.6779-6782]

[2]CurrentPatentAssignee:HISTOGENINC-US2016/213736,2016,A1

[3]CurrentPatentAssignee:HISTOGENINC-WO2017/117478,2017,A1

[1]Linton,StevenD.;Aja,Teresa;Armstrong,RobertA.;Bai,Xu;Chen,Long-Shiuh;Chen,Ning;Ching,Brett;Contreras,Patricia;Diaz,Jose-Luis;Fisher,CraigD.;Fritz,LawrenceC.;Gladstone,Patricia;Groessl,Todd;Gu,Xin;Herrmann,Julia;Hirakawa,BradP.;Hoglen,NielC.;Jahangiri,KathyG.;Kalish,VincentJ.;Karanewsky,DonaldS.;Kodandapani,Lalitha;Krebs,Joseph;McQuiston,Jeff;Meduna,StevenP.;Nalley,Kip;Robinson,EdwardD.;Sayers,RobertO.;Sebring,Kristen;Spada,AlfredP.;Ternansky,RobertJ.;Tomaselli,KevinJ.;Ullman,BrettR.;Valentino,KarenL.;Weeks,Suzanne;Winn,David;Wu,JoeC.;Yeo,Pauline;Zhang,Cheng-Zhi[JournalofMedicinalChemistry,2005,vol.48,#22,p.6779-6782]

[2]CurrentPatentAssignee:HISTOGENINC-US2016/213736,2016,A1

[3]CurrentPatentAssignee:HISTOGENINC-WO2017/117478,2017,A1

[1]Linton,StevenD.;Aja,Teresa;Armstrong,RobertA.;Bai,Xu;Chen,Long-Shiuh;Chen,Ning;Ching,Brett;Contreras,Patricia;Diaz,Jose-Luis;Fisher,CraigD.;Fritz,LawrenceC.;Gladstone,Patricia;Groessl,Todd;Gu,Xin;Herrmann,Julia;Hirakawa,BradP.;Hoglen,NielC.;Jahangiri,KathyG.;Kalish,VincentJ.;Karanewsky,DonaldS.;Kodandapani,Lalitha;Krebs,Joseph;McQuiston,Jeff;Meduna,StevenP.;Nalley,Kip;Robinson,EdwardD.;Sayers,RobertO.;Sebring,Kristen;Spada,AlfredP.;Ternansky,RobertJ.;Tomaselli,KevinJ.;Ullman,BrettR.;Valentino,KarenL.;Weeks,Suzanne;Winn,David;Wu,JoeC.;Yeo,Pauline;Zhang,Cheng-Zhi[JournalofMedicinalChemistry,2005,vol.48,#22,p.6779-6782]

[2]CurrentPatentAssignee:HISTOGENINC-US2016/213736,2016,A1

[3]CurrentPatentAssignee:HISTOGENINC-WO2017/117478,2017,A1

Literature

Title: Identification of small-molecule inhibitors of Zika virus infection and induced neural cell death via a drug repurposing screen.

Journal: Nature medicine 20161001

Title: Caspase inhibitor IDN6556 facilitates marginal mass islet engraftment in a porcine islet autotransplant model.

Journal: Transplantation 20120715

Title: Synthesis and evaluation of novel prodrugs of caspase inhibitors.

Journal: Bioorganic & medicinal chemistry letters 20120101

Title: The caspase inhibitor IDN-6556 (PF3491390) improves marginal mass engraftment after islet transplantation in mice.

Journal: Surgery 20110701

Title: Clinical trial: the efficacy and safety of oral PF-03491390, a pancaspase inhibitor - a randomized placebo-controlled study in patients with chronic hepatitis C.

Journal: Alimentary pharmacology & therapeutics 20100501

Title: Orally-administered caspase inhibitor PF-03491390 is retained in the liver for prolonged periods with low systemic exposure, exerting a hepatoprotective effect against alpha-fas-induced liver injury in a mouse model.

Journal: Journal of pharmacological sciences 20071001

Title: Oral IDN-6556, an antiapoptotic caspase inhibitor, may lower aminotransferase activity in patients with chronic hepatitis C.

Journal: Hepatology (Baltimore, Md.) 20070801

Title: A caspase inhibitor, IDN-6556, ameliorates early hepatic injury in an ex vivo rat model of warm and cold ischemia.

Journal: Liver transplantation : official publication of the American Association for the Study of Liver Diseases and the International Liver Transplantation Society 20070301

Title: New therapies: oral inhibitors and immune modulators.

Journal: Clinics in liver disease 20061101

Title: Thiol proteases: inhibitors and potential therapeutic targets.

Journal: Current medicinal chemistry 20060101

Title: First-in-class pan caspase inhibitor developed for the treatment of liver disease.

Journal: Journal of medicinal chemistry 20051103

Title: Characterization of IDN-6556 (3-[2-(2-tert-butyl-phenylaminooxalyl)-amino]-propionylamino]-4-oxo-5-(2,3,5,6-tetrafluoro-phenoxy)-pentanoic acid): a liver-targeted caspase inhibitor.

Journal: The Journal of pharmacology and experimental therapeutics 20040501

Title: Gracia-Sancho J, et al. Emricasan Ameliorates Portal Hypertension and Liver Fibrosis in Cirrhotic Rats Through a Hepatocyte-Mediated Paracrine Mechanism. Hepatol Commun. 2019 Apr 22;3(7):987-1000.

Title: Barreyro FJ, et al. The pan-caspase inhibitor Emricasan (IDN-6556) decreases liver injury and fibrosis in a murine model of non-alcoholic steatohepatitis. Liver Int. 2015 Mar;35(3):953-66.

Title: Hoglen NC, et al. Characterization of IDN-6556 (3--(2-tert-butyl-phenylaminooxalyl)-amino-propionylamino-4-oxo-5-(2,3,5,6-te trafluoro-phenoxy)-pentanoic acid): a liver-targeted caspase inhibitor. J Pharmacol Exp Ther. 2004 May;309(2):634-40.

Title: McCall M, et al. The caspase inhibitor IDN-6556 (PF3491390) improves marginal mass engraftment after islet transplantation in mice. Surgery. 2011 Jul;150(1):48-55.

Title: Tian J, et al. Combination of Emricasan with AP24534 Synergistically Reduces Ischemia/Reperfusion Injury in Rat Brain Through Simultaneous Prevention of Apoptosis and Necroptosis. Transl Stroke Res. 2017 Nov 4.

Title: Xu M, et al. Identification of small-molecule inhibitors of Zika virus infection and induced neural cell death via a drug repurposing screen. Nat Med. 2016 Oct;22(10):1101-1107.

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