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MedKoo Cat#: 562800 | Name: Apcin
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Description:

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

Apcin is an inhibitor of the anaphase-promoting complex/cyclosome (APC/C). It acts by blocking mitotic exit and being synergistically amplified by co-addition of Ts-Arg-OMe.

Chemical Structure

Apcin
Apcin
CAS#300815-04-7

Theoretical Analysis

MedKoo Cat#: 562800

Name: Apcin

CAS#: 300815-04-7

Chemical Formula: C13H14Cl3N7O4

Exact Mass: 437.0173

Molecular Weight: 438.65

Elemental Analysis: C, 35.60; H, 3.22; Cl, 24.24; N, 22.35; O, 14.59

Price and Availability

Size Price Availability Quantity
25mg USD 250.00 2 Weeks
50mg USD 450.00 2 Weeks
100mg USD 750.00 2 Weeks
200mg USD 1,250.00 2 Weeks
500mg USD 2,650.00 2 Weeks
1g USD 3,950.00 2 Weeks
2g USD 5,650.00 2 Weeks
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Related CAS #
No Data
Synonym
Apcin;
IUPAC/Chemical Name
2-(2-methyl-5-nitro-1H-imidazol-1-yl)ethyl (2,2,2-trichloro-1-(pyrimidin-2-ylamino)ethyl)carbamate
InChi Key
ZEXHXVOGJFGTRX-UHFFFAOYSA-N
InChi Code
InChI=1S/C13H14Cl3N7O4/c1-8-19-7-9(23(25)26)22(8)5-6-27-12(24)21-10(13(14,15)16)20-11-17-3-2-4-18-11/h2-4,7,10H,5-6H2,1H3,(H,21,24)(H,17,18,20)
SMILES Code
CC1=NC=C([N+]([O-])=O)N1CCOC(NC(C(Cl)(Cl)Cl)NC2=NC=CC=N2)=O
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).
HS Tariff Code
2934.99.9001
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 438.65 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
1: Ding Y, Zhang C, He L, Song X, Zheng C, Pan Y, Yu S. Apcin inhibits the growth and invasion of glioblastoma cells and improves glioma sensitivity to temozolomide. Bioengineered. 2021 Dec;12(2):10791-10798. doi: 10.1080/21655979.2021.2003927. PMID: 34753395; PMCID: PMC8810058. 2: Bhuniya R, Yuan X, Bai L, Howie KL, Wang R, Li W, Park F, Yang CY. Design, Synthesis, and Biological Evaluation of Apcin-Based CDC20 Inhibitors. ACS Med Chem Lett. 2022 Jan 18;13(2):188-195. doi: 10.1021/acsmedchemlett.1c00544. PMID: 35178174; PMCID: PMC8842116. 3: Schrock MS, Stromberg BR, Scarberry L, Summers MK. APC/C ubiquitin ligase: Functions and mechanisms in tumorigenesis. Semin Cancer Biol. 2020 Dec;67(Pt 2):80-91. doi: 10.1016/j.semcancer.2020.03.001. Epub 2020 Mar 9. PMID: 32165320; PMCID: PMC7483777. 4: Guo C, Kong F, Lv Y, Gao N, Xiu X, Sun X. CDC20 inhibitor Apcin inhibits embryo implantation in vivo and in vitro. Cell Biochem Funct. 2020 Aug;38(6):810-816. doi: 10.1002/cbf.3550. Epub 2020 May 26. PMID: 32458533; PMCID: PMC7496523. 5: Gao Y, Zhang B, Wang Y, Shang G. Cdc20 inhibitor apcin inhibits the growth and invasion of osteosarcoma cells. Oncol Rep. 2018 Aug;40(2):841-848. doi: 10.3892/or.2018.6467. Epub 2018 May 30. PMID: 29901174. 6: Wang L, Zhang J, Wan L, Zhou X, Wang Z, Wei W. Targeting Cdc20 as a novel cancer therapeutic strategy. Pharmacol Ther. 2015 Jul;151:141-51. doi: 10.1016/j.pharmthera.2015.04.002. Epub 2015 Apr 4. PMID: 25850036; PMCID: PMC4457591. 7: He Y, Le X, Hu G, Li Q, Chen Z. Discovery of Ureido-Based Apcin Analogues as Cdc20-specific Inhibitors against Cancer. Pharmaceuticals (Basel). 2023 Feb 15;16(2):304. doi: 10.3390/ph16020304. PMID: 37259447; PMCID: PMC9964651. 8: Huang P, Le X, Huang F, Yang J, Yang H, Ma J, Hu G, Li Q, Chen Z. Discovery of a Dual Tubulin Polymerization and Cell Division Cycle 20 Homologue Inhibitor via Structural Modification on Apcin. J Med Chem. 2020 May 14;63(9):4685-4700. doi: 10.1021/acs.jmedchem.9b02097. Epub 2020 Apr 27. PMID: 32290657. 9: Richeson KV, Bodrug T, Sackton KL, Yamaguchi M, Paulo JA, Gygi SP, Schulman BA, Brown NG, King RW. Paradoxical mitotic exit induced by a small molecule inhibitor of APC/CCdc20. Nat Chem Biol. 2020 May;16(5):546-555. doi: 10.1038/s41589-020-0495-z. Epub 2020 Mar 9. PMID: 32152539; PMCID: PMC7289404. 10: Douglas P, Ye R, Radhamani S, Cobban A, Jenkins NP, Bartlett E, Roveredo J, Kettenbach AN, Lees-Miller SP. Nocodazole-Induced Expression and Phosphorylation of Anillin and Other Mitotic Proteins Are Decreased in DNA-Dependent Protein Kinase Catalytic Subunit-Deficient Cells and Rescued by Inhibition of the Anaphase-Promoting Complex/Cyclosome with proTAME but Not Apcin. Mol Cell Biol. 2020 Jun 15;40(13):e00191-19. doi: 10.1128/MCB.00191-19. PMID: 32284347; PMCID: PMC7296215. 11: Sackton KL, Dimova N, Zeng X, Tian W, Zhang M, Sackton TB, Meaders J, Pfaff KL, Sigoillot F, Yu H, Luo X, King RW. Synergistic blockade of mitotic exit by two chemical inhibitors of the APC/C. Nature. 2014 Oct 30;514(7524):646-9. doi: 10.1038/nature13660. Epub 2014 Aug 24. PMID: 25156254; PMCID: PMC4214887. 12: Chen Y, Yang P, Wang J, Gao S, Xiao S, Zhang W, Zhu M, Wang Y, Ke X, Jing H. p53 directly downregulates the expression of CDC20 to exert anti-tumor activity in mantle cell lymphoma. Exp Hematol Oncol. 2023 Mar 7;12(1):28. doi: 10.1186/s40164-023-00381-7. PMID: 36882855; PMCID: PMC9990225. 13: He W, Meng J. CDC20: a novel therapeutic target in cancer. Am J Transl Res. 2023 Feb 15;15(2):678-693. PMID: 36915766; PMCID: PMC10006751. 14: Song C, Lowe VJ, Lee S. Inhibition of Cdc20 suppresses the metastasis in triple negative breast cancer (TNBC). Breast Cancer. 2021 Sep;28(5):1073-1086. doi: 10.1007/s12282-021-01242-z. Epub 2021 Apr 3. PMID: 33813687. 15: Gao Y, Guo C, Fu S, Cheng Y, Song C. Downregulation of CDC20 suppressed cell proliferation, induced apoptosis, triggered cell cycle arrest in osteosarcoma cells, and enhanced chemosensitivity to cisplatin. Neoplasma. 2021 Mar;68(2):382-390. doi: 10.4149/neo_2020_200614N629. Epub 2020 Oct 30. PMID: 33118830. 16: Bruno S, Ghelli Luserna di Rorà A, Napolitano R, Soverini S, Martinelli G, Simonetti G. CDC20 in and out of mitosis: a prognostic factor and therapeutic target in hematological malignancies. J Exp Clin Cancer Res. 2022 Apr 30;41(1):159. doi: 10.1186/s13046-022-02363-9. PMID: 35490245; PMCID: PMC9055704. 17: He S, Liu D, Chen Z. REC8 inhibits proliferation, migration and invasion of breast cancer cells by targeting CDC20. Mol Med Rep. 2022 Jul;26(1):235. doi: 10.3892/mmr.2022.12751. Epub 2022 May 26. PMID: 35616161; PMCID: PMC9178687. 18: Lub S, Maes A, Maes K, De Veirman K, De Bruyne E, Menu E, Fostier K, Kassambara A, Moreaux J, Hose D, Leleu X, King RW, Vanderkerken K, Van Valckenborgh E. Inhibiting the anaphase promoting complex/cyclosome induces a metaphase arrest and cell death in multiple myeloma cells. Oncotarget. 2016 Jan 26;7(4):4062-76. doi: 10.18632/oncotarget.6768. PMID: 26716651; PMCID: PMC4826190. 19: Liu N, Wang X, Zhu Z, Li D, Lv X, Chen Y, Xie H, Guo Z, Song D. Selected ideal natural ligand against TNBC by inhibiting CDC20, using bioinformatics and molecular biology. Aging (Albany NY). 2021 Oct 22;13(20):23702-23725. doi: 10.18632/aging.203642. Epub 2021 Oct 22. PMID: 34686627; PMCID: PMC8580355. 20: Iglesias Pastrana C, Delgado Bermejo JV, Sgobba MN, Navas González FJ, Guerra L, Pinto DCGA, Gil AM, Duarte IF, Lentini G, Ciani E. Camel (Camelus spp.) Urine Bioactivity and Metabolome: A Systematic Review of Knowledge Gaps, Advances, and Directions for Future Research. Int J Mol Sci. 2022 Nov 30;23(23):15024. doi: 10.3390/ijms232315024. PMID: 36499353; PMCID: PMC9740287.

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VS-II-173

VS-II-173