Mitomycin C

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Mitomycin C
Category Antibiotics
Catalog number BBF-02559
CAS 50-07-7
Molecular Weight 334.33
Molecular Formula C15H18N4O5
Purity Assay ≥ 970 mg/g Mitomycin

Ordering Information

Catalog Number Size Price Stock Quantity
BBF-02559 250 mg $299 In stock
BBF-02559 1 g $524 In stock

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Description

Mitomycin C is a quinone mitomycin antibiotic produced by Str. caespitosus NRRL 2564. It has antibacterial, antimycobacterial and antiviral activities. And it has an inhibitory effect on tumors.

Specification

Synonyms Mitiromycin E; Mutamycin; Ametycine; Zilimeisu
Storage 2-8°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
Canonical SMILES CC1=C(C(=O)C2=C(C1=O)N3CC4C(C3(C2COC(=O)N)OC)N4)N
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
InChI Key NWIBSHFKIJFRCO-WUDYKRTCSA-N
Source Streptomyces sp.

Properties

Appearance Blue-violet, crystalline powder
Application Mitomycin C is also available as a a 4% mixture in NaCL. See "Mitomycin C+NaCL" Sample CoA
Antibiotic Activity Spectrum Gram-positive bacteria; Gram-negative bacteria; mycobacteria; neoplastics (Tumor); viruses
Boiling Point 581.8°C at 760 mmHg
Melting Point 360°C
Density 1.56 g/cm3
Solubility It is freely soluble in DMF, slightly soluble in water and in methanol, and very slightly soluble in ethanol (99.5).

Reference Reading

1. Mitomycin C: a clinical update
W T Bradner Cancer Treat Rev . 2001 Feb;27(1):35-50. doi: 10.1053/ctrv.2000.0202.
Mitomycin C was reviewed in this journal 25 years ago and an update of its clinical usefulness is appropriate. The current review is based on representative publications covering clinical trials performed throughout the world. Single agent activity in each of the major neoplastic diseases has been reassessed when possible and the most important combinations evaluated. It is concluded that mitomycin C has a definite place in the treatment of localized bladder cancer, is active, but needs to be redefined, in the context of newer regimens for breast, head and neck, and non-small cell lung cancers, is active in, but is being displaced by, other drugs in cervical, gastric and pancreatic cancers, and is probably no longer of therapeutic value in colon cancer. It is also recognized that as many newer treatments have clinical success, the therapeutic role of mitomycin C will require continuing re-investigation.
2. [Mitomycin C and excimer laser]
Maria Cristina Ventura Leoratti, Anelise Dutra Wallau, Mauro Campos Arq Bras Oftalmol . 2005 Nov-Dec;68(6):867-72. doi: 10.1590/s0004-27492005000600031.
Mitomycin C is an antimetabolite agent that blocks DNA and RNA replication and protein synthesis. It has been used in several ophthalmologic areas, and recently as a modulator of corneal wound healing in excimer laser surgeries. A single application of mitomycin C during surface corneal photoablative surgery seems a safe and efficient therapeutic option for eyes with corneal opacity and/or as prophylaxis in eyes with high risk for corneal opacity development. The use of this drug in photoablative surgery should be cautious until long-term safety results have been reported. The present text presents a review about corneal wound healing with the use of mitomycin C.
3. Topical versus interlesional mitomycin C in auricular keloids
Yasser Mandour, Mostafa Gomaa, Essam Akl, Esmael Mofty, Hossam Bake, Ahmed Elrefae, Eman Ramadan Acta Otorrinolaringol Esp (Engl Ed) . 2021 Sep-Oct;72(5):280-287. doi: 10.1016/j.otoeng.2020.06.006.
Background:The Keloid is an elevated fibrous scar that may extend beyond the borders of the original wound.Object:To compare between topical and intralesional mitomycin C in the treatment of auricular keloids.Patients and methods:Prospective randomized study in which 40 patients with auricular keloids were included. The patients were divided into 2 groups, Group I included 32 patients who underwent topical mitomycin C application after the surgical removal of the auricular keloids, while Group II included 8 cases who underwent intra-lesional injection of mitomycin C after surgical removal of the auricular keloids.Results:The two groups showed no significant difference regarding patient or lesion criteria (p>.05). VSS decreased significantly from 10.63 and 11.0 down to 1.38 and 3.0 after treatment in the topical and intra-lesional groups respectively (p<.001). However, greater improvement and satisfaction was detected in the topical group.Conclusion:Both topical and intra-lesional mitomycin C injection are effective methods in managing auricular keloids. However, better VSS scores and patient satisfaction are reported with topical administration.

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