Ca-074Me

    WARNING: This product is for research use only, not for human or veterinary use.

MedKoo CAT#: 561713

CAS#: 147859-80-1

Description: Ca-074Me is a selective and cell-permeable inhibitor of cathepsin B.


Price and Availability

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Ca-074Me is not in stock, may be available through custom synthesis. For cost-effective reason, minimum 1 gram order is requested. The product will be characterized by NMR, HPLC and MS analysis. Purity (HPLC) is usually >98%. CoA, QC data, MSDS will be provided when product is successfully made. The estimated lead time is 2-3 months. Please send email to sales@medkoo.com to inquire quote.


Chemical Structure

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Theoretical Analysis

MedKoo Cat#: 561713
Name: Ca-074Me
CAS#: 147859-80-1
Chemical Formula: C19H30N2O6
Exact Mass: 382.2104
Molecular Weight: 382.45
Elemental Analysis: C, 59.67; H, 7.91; N, 7.32; O, 25.10


Synonym: Ca-074Me; Ca-074Me; Ca-074Me;

IUPAC/Chemical Name: N-(L-3-trans-Propylcarbonyl-oxirane-2-carbonyl)-L-isoleucyl-L-proline methyl ester

InChi Key: VYTVGOLUTMTRTE-AMSCCUFHSA-N

InChi Code: InChI=1S/C19H30N2O6/c1-5-8-13(22)15-16(27-15)17(23)20-14(11(3)6-2)18(24)21-10-7-9-12(21)19(25)26-4/h11-12,14-16H,5-10H2,1-4H3,(H,20,23)/t11-,12-,14-,15+,16-/m0/s1

SMILES Code: O=C(OC)[C@H]1N(C([C@H]([C@@H](C)CC)NC([C@H]2O[C@@H]2C(CCC)=O)=O)=O)CCC1


Technical Data

Appearance:
Solid powder

Purity:
>98% (or refer to the Certificate of Analysis)

Shipping Condition:
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition:
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility:
Soluble in DMSO

Shelf Life:
>2 years if stored properly

Drug Formulation:
This drug may be formulated in DMSO

Stock Solution Storage:
0 - 4 C for short term (days to weeks), or -20 C for long term (months).

Harmonized System Code:
293490


References

1: Yang Q, Zhang C, Wei H, Meng Z, Li G, Xu Y, Chen Y. Caspase-Independent Pathway is Related to Nilotinib Cytotoxicity in Cultured Cardiomyocytes. Cell Physiol Biochem. 2017;42(6):2182-2193. doi: 10.1159/000479993. Epub 2017 Aug 15. PubMed PMID: 28813698.

2: Wu Z, Ni J, Liu Y, Teeling JL, Takayama F, Collcutt A, Ibbett P, Nakanishi H. Cathepsin B plays a critical role in inducing Alzheimer's disease-like phenotypes following chronic systemic exposure to lipopolysaccharide from Porphyromonas gingivalis in mice. Brain Behav Immun. 2017 Oct;65:350-361. doi: 10.1016/j.bbi.2017.06.002. Epub 2017 Jun 10. PubMed PMID: 28610747.

3: Zhu YM, Gao X, Ni Y, Li W, Kent TA, Qiao SG, Wang C, Xu XX, Zhang HL. Sevoflurane postconditioning attenuates reactive astrogliosis and glial scar formation after ischemia-reperfusion brain injury. Neuroscience. 2017 Jul 25;356:125-141. doi: 10.1016/j.neuroscience.2017.05.004. Epub 2017 May 10. PubMed PMID: 28501505.

4: Wang L, Chen Y, Li X, Zhang Y, Gulbins E, Zhang Y. Enhancement of endothelial permeability by free fatty acid through lysosomal cathepsin B-mediated Nlrp3 inflammasome activation. Oncotarget. 2016 Nov 8;7(45):73229-73241. doi: 10.18632/oncotarget.12302. PubMed PMID: 27689324; PubMed Central PMCID: PMC5341975.

5: Li X, Wu Z, Ni J, Liu Y, Meng J, Yu W, Nakanishi H, Zhou Y. Cathepsin B Regulates Collagen Expression by Fibroblasts via Prolonging TLR2/NF-κB Activation. Oxid Med Cell Longev. 2016;2016:7894247. doi: 10.1155/2016/7894247. Epub 2016 Aug 28. PubMed PMID: 27648120; PubMed Central PMCID: PMC5018341.

6: Zuo X, Hou Q, Jin J, Zhan L, Li X, Sun W, Lin K, Xu E. Inhibition of Cathepsin B Alleviates Secondary Degeneration in Ipsilateral Thalamus After Focal Cerebral Infarction in Adult Rats. J Neuropathol Exp Neurol. 2016 Sep;75(9):816-26. doi: 10.1093/jnen/nlw054. Epub 2016 Jun 30. PubMed PMID: 27371711.

7: Fox C, Cocchiaro P, Oakley F, Howarth R, Callaghan K, Leslie J, Luli S, Wood KM, Genovese F, Sheerin NS, Moles A. Inhibition of lysosomal protease cathepsin D reduces renal fibrosis in murine chronic kidney disease. Sci Rep. 2016 Feb 2;6:20101. doi: 10.1038/srep20101. PubMed PMID: 26831567; PubMed Central PMCID: PMC4735715.

8: Xu Y, Wang J, Song X, Wei R, He F, Peng G, Luo B. Protective mechanisms of CA074-me (other than cathepsin-B inhibition) against programmed necrosis induced by global cerebral ischemia/reperfusion injury in rats. Brain Res Bull. 2016 Jan;120:97-105. doi: 10.1016/j.brainresbull.2015.11.007. Epub 2015 Nov 10. PubMed PMID: 26562519.

9: Ni J, Wu Z, Peterts C, Yamamoto K, Qing H, Nakanishi H. The Critical Role of Proteolytic Relay through Cathepsins B and E in the Phenotypic Change of Microglia/Macrophage. J Neurosci. 2015 Sep 9;35(36):12488-501. doi: 10.1523/JNEUROSCI.1599-15.2015. PubMed PMID: 26354916.

10: Gicquel T, Robert S, Loyer P, Victoni T, Bodin A, Ribault C, Gleonnec F, Couillin I, Boichot E, Lagente V. IL-1β production is dependent on the activation of purinergic receptors and NLRP3 pathway in human macrophages. FASEB J. 2015 Oct;29(10):4162-73. doi: 10.1096/fj.14-267393. Epub 2015 Jun 26. PubMed PMID: 26116704.

11: Wang Z, Cheng X, Meng Q, Wang P, Shu B, Hu Q, Hu M, Zhong G. Azadirachtin-induced apoptosis involves lysosomal membrane permeabilization and cathepsin L release in Spodoptera frugiperda Sf9 cells. Int J Biochem Cell Biol. 2015 Jul;64:126-35. doi: 10.1016/j.biocel.2015.03.018. Epub 2015 Apr 4. PubMed PMID: 25849458.

12: Brojatsch J, Lima H Jr, Palliser D, Jacobson LS, Muehlbauer SM, Furtado R, Goldman DL, Lisanti MP, Chandran K. Distinct cathepsins control necrotic cell death mediated by pyroptosis inducers and lysosome-destabilizing agents. Cell Cycle. 2015;14(7):964-72. doi: 10.4161/15384101.2014.991194. PubMed PMID: 25830414; PubMed Central PMCID: PMC4614982.

13: Bian B, Mongrain S, Cagnol S, Langlois MJ, Boulanger J, Bernatchez G, Carrier JC, Boudreau F, Rivard N. Cathepsin B promotes colorectal tumorigenesis, cell invasion, and metastasis. Mol Carcinog. 2016 May;55(5):671-87. doi: 10.1002/mc.22312. Epub 2015 Mar 25. PubMed PMID: 25808857; PubMed Central PMCID: PMC4832390.

14: Moriwaki K, Bertin J, Gough PJ, Orlowski GM, Chan FK. Differential roles of RIPK1 and RIPK3 in TNF-induced necroptosis and chemotherapeutic agent-induced cell death. Cell Death Dis. 2015 Feb 12;6:e1636. doi: 10.1038/cddis.2015.16. PubMed PMID: 25675296; PubMed Central PMCID: PMC4669795.

15: Steverding D. Evaluation of trypanocidal activity of combinations of anti-sleeping sickness drugs with cysteine protease inhibitors. Exp Parasitol. 2015 Apr-May;151-152:28-33. doi: 10.1016/j.exppara.2015.01.016. Epub 2015 Feb 4. PubMed PMID: 25662707.

16: Patel N, Nizami S, Song L, Mikami M, Hsu A, Hickernell T, Chandhanayingyong C, Rho S, Compton JT, Caldwell JM, Kaiser PB, Bai H, Lee HG, Fischer CR, Lee FY. CA-074Me compound inhibits osteoclastogenesis via suppression of the NFATc1 and c-FOS signaling pathways. J Orthop Res. 2015 Oct;33(10):1474-86. doi: 10.1002/jor.22795. Epub 2015 Aug 20. PubMed PMID: 25428830.

17: Zhang L, Fu XH, Yu Y, Shui RH, Li C, Zeng HY, Qiao YL, Ni LY, Wang Q. Treatment with CA-074Me, a Cathepsin B inhibitor, reduces lung interstitial inflammation and fibrosis in a rat model of polymyositis. Lab Invest. 2015 Jan;95(1):65-77. doi: 10.1038/labinvest.2014.135. Epub 2014 Nov 10. PubMed PMID: 25384123.

18: Hussain S, Sangtian S, Anderson SM, Snyder RJ, Marshburn JD, Rice AB, Bonner JC, Garantziotis S. Inflammasome activation in airway epithelial cells after multi-walled carbon nanotube exposure mediates a profibrotic response in lung fibroblasts. Part Fibre Toxicol. 2014 Jun 10;11:28. doi: 10.1186/1743-8977-11-28. PubMed PMID: 24915862; PubMed Central PMCID: PMC4067690.

19: Tong B, Wan B, Wei Z, Wang T, Zhao P, Dou Y, Lv Z, Xia Y, Dai Y. Role of cathepsin B in regulating migration and invasion of fibroblast-like synoviocytes into inflamed tissue from patients with rheumatoid arthritis. Clin Exp Immunol. 2014 Sep;177(3):586-97. doi: 10.1111/cei.12357. PubMed PMID: 24749816; PubMed Central PMCID: PMC4137842.

20: Fischer S, Ronellenfitsch MW, Thiepold AL, Harter PN, Reichert S, Kögel D, Paschke R, Mittelbronn M, Weller M, Steinbach JP, Fulda S, Bähr O. Hypoxia enhances the antiglioma cytotoxicity of B10, a glycosylated derivative of betulinic acid. PLoS One. 2014 Apr 17;9(4):e94921. doi: 10.1371/journal.pone.0094921. eCollection 2014. PubMed PMID: 24743710; PubMed Central PMCID: PMC3990545.