Epirubicin (IMI 28) HCl

Catalog No.S1223 Synonyms: NSC 256942, 4'-epidoxorubicin HCl

For research use only.

Epirubicin HCl (IMI 28, NSC 256942, 4'-epidoxorubicin), a semisynthetic L-arabino derivative of doxorubicin, is an antineoplastic agent by inhibiting Topoisomerase. Epirubicin induces apoptosis.

Epirubicin (IMI 28) HCl Chemical Structure

CAS No. 56390-09-1

Selleck's Epirubicin (IMI 28) HCl has been cited by 23 publications

Purity & Quality Control

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Biological Activity

Description Epirubicin HCl (IMI 28, NSC 256942, 4'-epidoxorubicin), a semisynthetic L-arabino derivative of doxorubicin, is an antineoplastic agent by inhibiting Topoisomerase. Epirubicin induces apoptosis.
Targets
Topoisomerase [1]
(Cell-free assay)
In vitro

Epirubicin, like doxorubicin, exerts its antitumor effects by complex with DNA, resulting in damage to DNA and interference with the synthesis of DNA, RNA, and proteins. Epirubicin may also affect the integrity and activity of cellular membranes. Maximal cell kill caused by Epirubicin occurs during the S phase of the cell cycle. With higher concentrations effects are also seen in early G2 as well as G1 and M phases. [1] Epirubicin display antineoplastic activity against most cancer cells. Epirubicin is cytotoxic to Hepatoma G2 cells with IC50 of 1.6 μg/mL at 24hr. 1.6 μg/mL Epirubicin induces apoptosis of Hep G2 cells, and higher activity of catalase by 50%, Se-dependent glutathione peroxidase by 110%, Cu, Zn-superoxide dismutase by 172% and Mn-superoxide dismutase by 135%. Epirbicin increases the cellular expression of NADPH-CYP 450 reductase, and reduces GST-π expression. [2]

Cell Data
Cell Lines Assay Type Concentration Incubation Time Formulation Activity Description PMID
NCI-H460 M2DNbGN6fG:2b4jpZ4l1gSCjc4PhfS=> NV7aZ2V{PDhiaILz NHGxWnlEgXSxdH;4bYNqfHliYXfhbY5{fCCqdX3hckBPS0lvSES2NEBk\WyuczDh[pRmeiB2ODDodpMh[nliTWTUJIF{e2G7LDDJR|UxRTBwMENOwG0v Mnr4QIEhfGG{Z3X0QUdg[myjbnunJIhz\WZ;J3j0eJB{Qi9xcIXicYVlNm6lYnmucoxuNm6raD7nc5YwOjl5Nke5O|UoRjJ7N{[3PVc2RC:jPh?=
HepG2 M3HOTWN6fG:2b4jpZ4l1gSCjc4PhfS=> NVrsUFlnPDhiaILz NHH4Z5VEgXSxdH;4bYNqfHliYXfhbY5{fCCqdX3hckBJ\XCJMjDj[YxteyCjZoTldkA1QCCqcoOgZpkhVVSWIHHzd4F6NCCLQ{WwQVAvOc7:TT6= Mo[0QIEhfGG{Z3X0QUdg[myjbnunJIhz\WZ;J3j0eJB{Qi9xcIXicYVlNm6lYnmucoxuNm6raD7nc5YwOjl5Nke5O|UoRjJ7N{[3PVc2RC:jPh?=
MCF10A NVfZ[YNOS3m2b4TvfIlkcXS7IHHzd4F6 Mo[5OFghcHK| MnnFR5l1d3SxeHnjbZR6KGGpYXnud5QhcHWvYX6gUWNHOTCDIHPlcIx{KGGodHXyJFQ5KGi{czDifUBOXFRiYYPzZZktKEmFNUC9NE4y|ryPLh?= MUG8ZUB1[XKpZYS9K39jdGGwazegbJJm\j1paIT0dJM7Ny:ydXLt[YQvdmOkaT7ucI0vdmmqLnfvek8zQTd4N{m3OUc,Ojl5Nke5O|U9N2F-
NCI-H460 MkPrR5l1d3SxeHnjbZR6KGG|c3H5 MkLlOFghcHK| NV\rcpIxS3m2b4TvfIlkcXS7IHHnZYlve3RiaIXtZY4hVkOLLVi0OlAh[2WubIOgZZN{\XO|ZXSgZZMh\3Kxd4ToJIlvcGmkaYTpc44h[W[2ZYKgOFghcHK|IHL5JG1VXCCjc4PhfUwhUUN3ME2wMlEz|ryPLh?= NHPZSWI9[SC2YYLn[ZQ:L1:kbHHub{chcHKnZk2nbJR1eHN8Lz;weYJu\WRwbnPibU5vdG1wbnnoModwfi9{OEGxPVAzPid-MkixNVkxOjZ:L3G+
NCI-H460 NYDlelBoS3m2b4TvfIlkcXS7IHHzd4F6 MlTyO|IhcHK| MUnDfZRwfG:6aXPpeJkhcW5iaIXtZY4hVkOLLVi0OlAh[2WubIOgZZN{\XO|ZXSgZZMhemWmdXP0bY9vKGmwIHPlcIwhfmmjYnnsbZR6KGmwY4XiZZRm\CCob4KgO|IhcHK|IHL5JG1VXCCjc4PhfUwhUUN3ME2wMlEz|ryPLh?= MVS8ZUB1[XKpZYS9K39jdGGwazegbJJm\j1paIT0dJM7Ny:ydXLt[YQvdmOkaT7ucI0vdmmqLnfvek8{OTJ3MU[yNUc,OzF{NUG2NlE9N2F-
MCF10A NF:2RnFEgXSxdH;4bYNqfHliYYPzZZk> NXO2cJZQPDhiaILz NUDPNW04S3m2b4TvfIlkcXS7IHHnZYlve3RiaIXtZY4hVUOIMUDBJINmdGy|IHHzd4V{e2WmIHHzJIdzd3e2aDDpcohq[mm2aX;uJIFnfGW{IES4JIhzeyCkeTDNWHQh[XO|YYmsJGlEPTB;MD6xN:69VS5? NVXiV21PRGFidHHy[4V1RSehYnzhcosoKGi{ZX[9K4h1fHC|Oj:vdJVjdWWmLn7jZokvdmyvLn7pbE5od3ZxMkixNVkxOjZpPkK4NVE6ODJ4PD;hQi=>
MCF-7 NXPz[WlyTnWwY4Tpc44h[XO|YYm= MlHlR49ueG:3bnSge4F{KHSnc4Tl[EBnd3JiaYTzJJRwgGmlaYT5JIFo[Wmwc4SgbJVu[W5iYoLlZZN1KGOjbnPldkBk\WyuczjNR2YuPyluIFnDOVA:OC5{zszNMi=> MlvjQIEhfGG{Z3X0QUdg[myjbnunJIhz\WZ;J3j0eJB{Qi9xcIXicYVlNm6lYnmucoxuNm6raD7nc5YwQTV2OEiyNEc,QTV2OEiyNFww[T5?
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HepG2 NIfyfm1EgXSxdH;4bYNqfHliYYPzZZk> MYW0PEBpenN? NYW0VFR7S3m2b4TvfIlkcXS7IHHnZYlve3RiaIXtZY4hUGWyR{KgZ4VtdHNiYYPz[ZN{\WRiYYOg[5Jwf3SqIHnubIljcXSrb36gZYZ1\XJiNEigbJJ{KGK7IF3UWEBie3OjeTygTWM2OD1yLkOy{txONg>? MorlQIEhfGG{Z3X0QUdg[myjbnunJIhz\WZ;J3j0eJB{Qi9xcIXicYVlNm6lYnmucoxuNm6raD7nc5YwOjhzMUmwNlYoRjJ6MUG5NFI3RC:jPh?=
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HCT116 NVHPe3VVS3m2b4TvfIlkcXS7IHHzd4F6 MXO0PEBpenN? NFzoWYpEgXSxdH;4bYNqfHliYXfhbY5{fCCqdX3hckBJS1RzMU[gZ4VtdHNiYX\0[ZIhPDhiaILzJIJ6KE2WVDDhd5NigSxiSVO1NF0xNjUQvF2u M3TYWVxiKHSjcnfleF0oZ2KuYX7rK{BpemWoPTfoeJRxezpxL4D1Zo1m\C6wY3LpMo5tdS6waXiu[493NzJ7N{[3PVc2Lz5{OUe2O|k4PTxxYU6=
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HEK293T M1TsPGN6fG:2b4jpZ4l1gSCjc4PhfS=> M3rPblczKGi{cx?= M2fSS2N6fG:2b4jpZ4l1gSCjZ3HpcpN1KEiHS{K5N3Qh[2WubIOgZZN{\XO|ZXSgZZMh\GWlcnXhd4UhcW5iY3XscEB3cWGkaXzpeJkh[W[2ZYKgO|IhcHK|IHL5JG1VWyCjc4PhfUwhUUN3ME2wMlQ4|ryPLh?= MkPqQIEhfGG{Z3X0QUdg[myjbnunJIhz\WZ;J3j0eJB{Qi9xcIXicYVlNm6lYnmucoxuNm6raD7nc5YwOjd3NkC2PVUoRjJ5NU[wOlk2RC:jPh?=
A549 NYTJbGg4S3m2b4TvfIlkcXS7IHHzd4F6 MWm3NkBpenN? M4LKU2N6fG:2b4jpZ4l1gSCjZ3HpcpN1KGi3bXHuJGE2PDliY3XscJMh[XO|ZYPz[YQh[XNiZHXjdoVie2ViaX6gZ4VtdCC4aXHibYxqfHliYX\0[ZIhPzJiaILzJIJ6KE2WUzDhd5NigSxiSVO1NF0xNjZ|zszNMi=> NVXQWo1URGFidHHy[4V1RSehYnzhcosoKGi{ZX[9K4h1fHC|Oj:vdJVjdWWmLn7jZokvdmyvLn7pbE5od3ZxMke1OlA3QTVpPkK3OVYxPjl3PD;hQi=>
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HCT116 MkixR5l1d3SxeHnjbZR6KGG|c3H5 NWi2SHRxPiCmYYnz MVjDfZRwfG:6aXPpeJkh[WejaX7zeEBpfW2jbjDIR3QyOTZiY3XscJMh[W[2ZYKgOkBl[Xm|IHL5JG1VXCCjc4PhfUwhUUN3ME2wMlgz|ryPLh?= NF;UNo49[SC2YYLn[ZQ:L1:kbHHub{chcHKnZk2nbJR1eHN8Lz;weYJu\WRwbnPibU5vdG1wbnnoModwfi9{MkK3OlY4QSd-MkKyO|Y3Pzl:L3G+
MDA-MB-231 NXfuTFB1S3m2b4TvfIlkcXS7IHHzd4F6 NEfWfmY1QCCqcoO= MW\DfZRwfG:6aXPpeJkh[WejaX7zeEBpfW2jbjDNSGEuVUJvMkOxJINmdGy|IHHmeIVzKDR6IHjyd{BjgSCPVGSgZZN{[XluIFnDOVA:OC57zszNMi=> MVy8ZUB1[XKpZYS9K39jdGGwazegbJJm\j1paIT0dJM7Ny:ydXLt[YQvdmOkaT7ucI0vdmmqLnfvek8zQTd4N{m3OUc,Ojl5Nke5O|U9N2F-
Hep3B NFL0fHZEgXSxdH;4bYNqfHliYYPzZZk> NFzsVJY3KGSjeYO= NHy3PWhEgXSxdH;4bYNqfHliYXfhbY5{fCCqdX3hckBJ\XB|QjDj[YxteyCjZoTldkA3KGSjeYOgZpkhVVSWIHHzd4F6NCCLQ{WwQVAvQTcQvF2u MXm8ZUB1[XKpZYS9K39jdGGwazegbJJm\j1paIT0dJM7Ny:ydXLt[YQvdmOkaT7ucI0vdmmqLnfvek8zOjJ5Nk[3PUc,OjJ{N{[2O|k9N2F-
HepG2 NYDHbHU6S3m2b4TvfIlkcXS7IHHzd4F6 NIfZZZY4OiCqcoO= NXTUVJY3S3m2b4TvfIlkcXS7IHHnZYlve3RiaIXtZY4hUGWyR{KgZ4VtdHNiYYPz[ZN{\WRiYYOg[IVkemWjc3WgbY4h[2WubDD2bYFjcWyrdImgZYZ1\XJiN{KgbJJ{KGK7IF3UV{Bie3OjeTygTWM2OD1zLkROwG0v MW[8ZUB1[XKpZYS9K39jdGGwazegbJJm\j1paIT0dJM7Ny:ydXLt[YQvdmOkaT7ucI0vdmmqLnfvek8zPzV4ME[5OUc,Ojd3NkC2PVU9N2F-
HepG2 MU\DfZRwfG:6aXPpeJkh[XO|YYm= MYS2JIRigXN? M{nPNWN6fG:2b4jpZ4l1gSCjZ3HpcpN1KGi3bXHuJGhmeEd{IHPlcIx{KGGodHXyJFYh\GG7czDifUBOXFRiYYPzZZktKEmFNUC9NU43Pc7:TT6= NGjV[YE9[SC2YYLn[ZQ:L1:kbHHub{chcHKnZk2nbJR1eHN8Lz;weYJu\WRwbnPibU5vdG1wbnnoModwfi9{MkK3OlY4QSd-MkKyO|Y3Pzl:L3G+
SNB19 M2fXNWN6fG:2b4jpZ4l1gSCjc4PhfS=> NF3iWXk4OiCqcoO= NEflcpdEgXSxdH;4bYNqfHliaX6gbJVu[W5iU17CNVkh[2WubIOgZZN{\XO|ZXSgZZMhemWmdXP0bY9vKGmwIHPlcIwhfmmjYnnsbZR6KGmwY4XiZZRm\CCob4KgO|IhcHK|IHL5JG1VXCCjc4PhfUwhUUN3ME2yMlPPxE1w NWLmfmoyRGFidHHy[4V1RSehYnzhcosoKGi{ZX[9K4h1fHC|Oj:vdJVjdWWmLn7jZokvdmyvLn7pbE5od3ZxM{GyOVE3OjFpPkOxNlUyPjJzPD;hQi=>
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T47D MkH5RY51cXC{b3zp[oVz[XSrdnWgZZN{[Xl? NEPUOlg1QCCqcoO= NEfG[mJCdnSrcILvcIln\XKjdHn2[UBi[3Srdnn0fUBi\2GrboP0JIh2dWGwIGS0O2Qh[2WubIOgZYZ1\XJiNEigbJJ{KGK7IF3UWEBie3OjeTygTWM2OD12LkROwG0v M2\3UlxiKHSjcnfleF0oZ2KuYX7rK{BpemWoPTfoeJRxezpxL4D1Zo1m\C6wY3LpMo5tdS6waXiu[493NzJ|Mki3NFU4Lz5{M{K4O|A2PzxxYU6=
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MDA-MB-231 NHXiSo9CdnSrcILvcIln\XKjdHn2[UBie3OjeR?= NXr5eXNnPDhiaILz NH\6NGhCdnSrcILvcIln\XKjdHn2[UBi[3Srdnn0fUBi\2GrboP0JIh2dWGwIF3ERU1OSi1{M{GgZ4VtdHNiYX\0[ZIhPDhiaILzJIJ6KE2WVDDhd5NigSxiSVO1NF02NjcQvF2u NHzNWpM9[SC2YYLn[ZQ:L1:kbHHub{chcHKnZk2nbJR1eHN8Lz;weYJu\WRwbnPibU5vdG1wbnnoModwfi9{M{K4O|A2Pyd-MkOyPFcxPTd:L3G+
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RD MlXZdWhVWyCjc4PhfS=> NH;TdmlyUFSVIH;mJJBm\GmjdILpZ{Bk[W6lZYKgZ4VtdCCuaX7ld{B1dyCrZHXueIlngSCvdXz0bZBt\SCxcIDvdpR2dmm2aXXzJIZweiCmcoXnJJJmeHW{cH;zbY5oQiCRcoToc4dwdmGuIEPEJJZq[WKrbHn0fUB{[3KnZX6g[o9zKFKGIHPlcIx{ MVm8ZUB1[XKpZYS9K39jdGGwazegbJJm\j1paIT0dJM7Ny:ydXLt[YQvdmOkaT7ucI0vdmmqLnfvek8zQTR|NUGzPUc,Ojl2M{WxN|k9N2F-
SGC7901 NUewTWRUTnWwY4Tpc44h[XO|YYm= MX2xJIFv\CBzMDD1US=> NF32ZoMzPCC2bzC3NkBpenN? MVrJcoR2[3Srb36gc4YhdW:{cHjvcI9ocWOjbDDjbIFv\2W|IHnuJIh2dWGwIGPHR|c6ODFiY3XscJMh[XO|ZYPz[YQh[XNiaX7keYN1cW:wIH;mJINmdGxiYoLlZYsh[XRiMTDhcoQhOTBidV2gZYZ1\XJiMkSgeI8hPzJiaILzJIJ6KGmwdnXyeIVlKG2rY4Lvd4NweGmlIHHuZYx6e2m| MVi8ZUB1[XKpZYS9K39jdGGwazegbJJm\j1paIT0dJM7Ny:ydXLt[YQvdmOkaT7ucI0vdmmqLnfvek8zQTlyM{[2Nkc,Ojl7MEO2OlI9N2F-
C6 MVLD[YxtKGO7Y3zlJIF{e2G7 MYWyOEBpenN? MnO3R4VtdCCleXPs[UBienKnc4SgbY4hemG2IFO2JINmdGy|IHHzd4V{e2WmIHHzJIlv[3KnYYPlJIlvKGOnbHygdI9xfWyjdHnvckBifCC|dXKgS|AheGijc3WgcYVie3W{ZXSgZYZ1\XJiMkSgbJJ{KGK7IIDyc5Bq\Gm3bTDpc4Rq\GVic4ThbY5qdmdiYnHz[YQh\myxdzDjfZRwdWW2comgZY5idHm|aYO= M1;ZOlxiKHSjcnfleF0oZ2KuYX7rK{BpemWoPTfoeJRxezpxL4D1Zo1m\C6wY3LpMo5tdS6waXiu[493NzNzNES3NFgzLz5|MUS0O|A5OjxxYU6=
C6 M4G5OGNmdGxiY4njcIUh[XO|YYm= NHj4N|MzPCCqcoO= M3WwRmNmdGxiY4njcIUh[XK{ZYP0JIlvKHKjdDDDOkBk\WyuczDhd5Nme3OnZDDhd{Bl\WO{ZXHz[UBqdiClZXzsJJBweHWuYYTpc44h[XRiR{KvUUBxcGG|ZTDt[YF{fXKnZDDh[pRmeiB{NDDodpMh[nlicILvdIllcXWvIHnv[Ill\SC|dHHpcolv\yCkYYPl[EBndG:5IHP5eI9u\XS{eTDhcoFtgXOrcx?= MUe8ZUB1[XKpZYS9K39jdGGwazegbJJm\j1paIT0dJM7Ny:ydXLt[YQvdmOkaT7ucI0vdmmqLnfvek8{OTR2N{C4Nkc,OzF2NEewPFI9N2F-
C6 MnfrR4VtdCCleXPs[UBie3OjeR?= MUOyOEBpenN? MlPIR4VtdCCleXPs[UBienKnc4SgbY4hemG2IFO2JINmdGy|IHHzd4V{e2WmIHHzJIRm[3KnYYPlJIlvKGOnbHygdI9xfWyjdHnvckBifCCVIIDoZZNmKG2nYYP1doVlKGGodHXyJFI1KGi{czDifUBxem:yaXTpeY0hcW:maXTlJJN1[WmwaX7nJIJie2WmIH\sc5ch[3m2b33leJJ6KGGwYXz5d4l{ M2DIV|xiKHSjcnfleF0oZ2KuYX7rK{BpemWoPTfoeJRxezpxL4D1Zo1m\C6wY3LpMo5tdS6waXiu[493NzNzNES3NFgzLz5|MUS0O|A5OjxxYU6=
Assay
Methods Test Index PMID
Western blot PARP / E2F1 / p-E2F1 / p-MK2 / p-Chk2 ; E2F1 / p-p53 / p53 / Caspase-7 ; FOXM1 / Cyclin B1 / PLK ; HIF-1α / GLUT1 / PDK1 22802261 21518729 28339028
Growth inhibition assay Cell death 24158003
In vivo Epirubicin are clinically active against a broad range of tumor types, including breast cancer, malignant lymphomas, soft tissue sarcomas, lung cancer, pleural mesothelioma, gastrointestinal cancer, head and neck cancer, ovarian cancer, prostatic carcinoma, transitional bladder carcinoma and so on. [3] Epirubicin at a dose of 3.5 mg/kg suppresses tumor mass of human breast tumor xenograft R-27 by 74.4 %. [4]

Protocol (from reference)

Cell Research:[2]
  • Cell lines: Human hepatocellular carcinoma cell Hep G2
  • Concentrations: 0.05-12 μg/mL
  • Incubation Time: 1 days
  • Method: Hep G2 cells (500 cells/well, monolayer) are plated in a 96-well plate. The next day the cells are treated with Epirubicin in the medium. At the end of the incubation periods, 15% volume of MTT dye solution is added. After 1 hr of incubation at 37℃, an equal volume of solubilization/stop solution (dimethylsul-foxide) is added to each well for an additional 1 hr incubation. The absorbance of the reaction solution at 570 nm is recorded.
  • (Only for Reference)
Animal Research:[4]
  • Animal Models: Human breast tumor xenograft R-27
  • Dosages: 3.5 mg/kg
  • Administration: i.v. every 4 day for 3 times
  • (Only for Reference)

Solubility (25°C)

In vitro

DMSO 100 mg/mL
(172.41 mM)
Water 100 mg/mL warmed
(172.41 mM)
Ethanol Insoluble

* Please note that Selleck tests the solubility of all compounds in-house, and the actual solubility may differ slightly from published values. This is normal and is due to slight batch-to-batch variations.

Chemical Information

Molecular Weight 579.98
Formula

C27H29NO11.HCl

CAS No. 56390-09-1
Storage 3 years -20°C powder
2 years -80°C in solvent
Smiles CC1C(C(CC(O1)OC2CC(CC3=C2C(=C4C(=C3O)C(=O)C5=C(C4=O)C(=CC=C5)OC)O)(C(=O)CO)O)N)O.Cl

In vivo Formulation Calculator (Clear solution)

Step 1: Enter information below (Recommended: An additional animal making an allowance for loss during the experiment)

mg/kg g μL

Step 2: Enter the in vivo formulation (This is only the calculator, not formulation. Please contact us first if there is no in vivo formulation at the solubility Section.)

% DMSO % % Tween 80 % ddH2O
%DMSO %

Calculation results:

Working concentration: mg/ml;

Method for preparing DMSO master liquid: mg drug pre-dissolved in μL DMSO ( Master liquid concentration mg/mL, Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug. )

Method for preparing in vivo formulation: Take μL DMSO master liquid, next addμL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O, mix and clarify.

Method for preparing in vivo formulation: Take μL DMSO master liquid, next add μL Corn oil, mix and clarify.

Note: 1. Please make sure the liquid is clear before adding the next solvent.
2. Be sure to add the solvent(s) in order. You must ensure that the solution obtained, in the previous addition, is a clear solution before proceeding to add the next solvent. Physical methods such
as vortex, ultrasound or hot water bath can be used to aid dissolving.

Molarity Calculator

Mass Concentration Volume Molecular Weight

Clinical Trial Information

NCT Number Recruitment Interventions Conditions Sponsor/Collaborators Start Date Phases
NCT05128617 Recruiting Drug: Epirubicin-cyclophosphamide|Drug: Paclitaxel Breast Cancer Institut de cancérologie Strasbourg Europe|Université de Strasbourg - Unité de Recherche 3072 - Mitochondries Stress oxydant Protection musculaire November 4 2021 --
NCT01740271 Recruiting Drug: Epirubicin Breast Neoplasms AHS Cancer Control Alberta December 2012 Phase 2

(data from https://clinicaltrials.gov, updated on 2022-01-17)

Tech Support

Answers to questions you may have can be found in the inhibitor handling instructions. Topics include how to prepare stock solutions, how to store inhibitors, and issues that need special attention for cell-based assays and animal experiments.

Handling Instructions

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