Mitomycin C

  • CAT Number: A000102
  • CAS Number: 50-07-7
  • Molecular Formula: C15H18N4O5
  • Molecular Weight: 334.3
  • Purity: ≥95%
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Mitomycine C (CAS 50-07-7) is a methylazirinopyrroloindoledione antineoplastic antibiotic isolated from the bacterium Streptomyces caespitosus and other Streptomyces bacterial species. Bioreduced mitomycin C generates oxygen radicals, alkylates DNA, and produces interstrand DNA cross-links, thereby inhibiting DNA synthesis. Preferentially toxic to hypoxic cells, mitomycin C also inhibits RNA and protein synthesis at high concentrations. Check for active clinical trials or closed clinical trials using this agent. (NCI Thesaurus). It is used as cancer therapy. 

Catalog Number A000102
CAS Number 50-07-7
Molecular Formula

C15H18N4O5

Purity 95%
Target Apoptosis Inducers
Solubility >16.7mg/mL in DMSO
Storage Store at 4°C
IUPAC Name [(4S,6S,7R,8S)-11-amino-7-methoxy-12-methyl-10,13-dioxo-2,5-diazatetracyclo[7.4.0.02,7.04,6]trideca-1(9),11-dien-8-yl]methyl carbamate
InChI InChI=1S/C15H18N4O5/c1-5-9(16)12(21)8-6(4-24-14(17)22)15(23-2)13-7(18-13)3-19(15)10(8)11(5)20/h6-7,13,18H,3-4,16H2,1-2H3,(H2,17,22)/t6-,7+,13+,15-/m1/s1
InChIKey NWIBSHFKIJFRCO-WUDYKRTCSA-N
SMILES CC1=C(C(=O)C2=C(C1=O)N3CC4C(C3(C2COC(=O)N)OC)N4)N
Reference

1: Kaya E, Kibar Y, Yilmaz S, Ozcan A, Kopru B, Ebiloglu T, Irkılata HC. The histopathological effects of intracavernosal mitomycin-C injection in a rat Peyronie/&#39;s disease model. Can Urol Assoc J. 2017 Nov 11. doi: 10.5489/cuaj.4489. [Epub ahead of print] PubMed PMID: 29072564.<br />
2: Zhang RX, Zhang T, Chen K, Cheng J, Lai P, Rauth AM, Pang KS, Wu XY. Sample Extraction and Simultaneous Chromatographic Quantitation of Doxorubicin and Mitomycin C Following Drug Combination Delivery in Nanoparticles to Tumor-bearing Mice. J Vis Exp. 2017 Oct 5;(128). doi: 10.3791/56159. PubMed PMID: 29053672.<br />
3: Almobarak FA, Alharbi AH, Morales J, Aljadaan I. The influence of mitomycin C concentration on the outcome of trabeculectomy in uveitic glaucoma. Int Ophthalmol. 2017 Oct 14. doi: 10.1007/s10792-017-0737-6. [Epub ahead of print] PubMed PMID: 29032434.<br />
4: Shanmughapriya V, Richard S, Nagarajan T, Munavar MH. Ascribing a novel role for tmRNA of Escherichia coli in resistance to mitomycin C. Future Microbiol. 2017 Oct 13. doi: 10.2217/fmb-2016-0148. [Epub ahead of print] PubMed PMID: 29027471.<br />
5: Feferman Y, Bhagwandin S, Kim J, Aycart SN, Feingold D, Labow DM, Sarpel U. Conflicting Data on the Incidence of Leukopenia and Neutropenia After Heated Intraperitoneal Chemotherapy with Mitomycin C. Ann Surg Oncol. 2017 Dec;24(13):3831-3836. doi: 10.1245/s10434-017-6112-z. Epub 2017 Oct 12. PubMed PMID: 29027153.<br />
6: Lange KN, McKay D, Gentry BG, Franko J. Antimicrobial Properties of Perfusate Fluid After Cytoreductive Surgery and Hyperthermic Intraperitoneal Chemotherapy (CS-HIPEC) with Mitomycin C. Ann Surg Oncol. 2017 Dec;24(13):3837-3841. doi: 10.1245/s10434-017-6113-y. Epub 2017 Oct 10. PubMed PMID: 29019106.<br />
7: Wasielica-Poslednik J, Schmeisser J, Hoffmann EM, Weyer-Elberich V, Bell K, Lorenz K, Pfeiffer N. Fluctuation of intraocular pressure in glaucoma patients before and after trabeculectomy with mitomycin C. PLoS One. 2017 Oct 4;12(10):e0185246. doi: 10.1371/journal.pone.0185246. eCollection 2017. PubMed PMID: 28977004; PubMed Central PMCID: PMC5627910.<br />
8: Wilson SS, Crawford ED. Fewer Recurrences with Immediate versus Delayed Intravesical Mitomycin C: A Prospective Randomized European Trial. Eur Urol. 2017 Sep 26. pii: S0302-2838(17)30778-9. doi: 10.1016/j.eururo.2017.09.014. [Epub ahead of print] PubMed PMID: 28967551.<br />
9: Antonietta Blasi M, Maceroni M, Grazia Sammarco M, Pagliara MM. Mitomycin C or interferon as adjuvant therapy to surgery for ocular surface squamous neoplasia: comparative study. Eur J Ophthalmol. 2017 Sep 11:0. doi: 10.5301/ejo.5001035. [Epub ahead of print] PubMed PMID: 28967069.<br />
10: Zhou QM, Sun Y, Lu YY, Zhang H, Chen QL, Su SB. Curcumin reduces mitomycin C resistance in breast cancer stem cells by regulating Bcl-2 family-mediated apoptosis. Cancer Cell Int. 2017 Sep 26;17:84. doi: 10.1186/s12935-017-0453-3. eCollection 2017. PubMed PMID: 28959140; PubMed Central PMCID: PMC5615796.

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