MC-DM1 - CAS 1375089-56-7

MC-DM1 - CAS 1375089-56-7 Catalog number: BADC-00848

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MC-DM1 is a drug-linker conjugate composed of a potent microtubule-disrupting agent DM1 and a linker MC to make antibody drug conjugate (ADC).

Category
ADCs Cytotoxin
Product Name
MC-DM1
CAS
1375089-56-7
Catalog Number
BADC-00848
Molecular Formula
C42H55ClN4O12
Molecular Weight
843.36
Purity
≥95%

Ordering Information

Catalog Number Size Price Quantity
BADC-00848 -- $-- Inquiry
Description
MC-DM1 is a drug-linker conjugate composed of a potent microtubule-disrupting agent DM1 and a linker MC to make antibody drug conjugate (ADC).
Synonyms
[(1S,2R,3S,5S,6S,16Z,18Z,20R,21S)-11-Chloro-21-hydroxy-12,20-dimethoxy-2,5,9,16-tetramethyl-8,23-dioxo-4,24-dioxa-9,22-diazatetracyclo[19.3.1.110,14.03,5]hexacosa-10,12,14(26),16,18-pentaen-6-yl] (2S)-2-[6-(2,5-dioxopyrrol-1-yl)hexanoyl-methylamino]propanoate
IUPAC Name
[(1S,2R,3S,5S,6S,16Z,18Z,20R,21S)-11-chloro-21-hydroxy-12,20-dimethoxy-2,5,9,16-tetramethyl-8,23-dioxo-4,24-dioxa-9,22-diazatetracyclo[19.3.1.110,14.03,5]hexacosa-10,12,14(26),16,18-pentaen-6-yl] (2S)-2-[6-(2,5-dioxopyrrol-1-yl)hexanoyl-methylamino]propanoate
Canonical SMILES
CO[C@@H]1\C=C/C=C(C)\Cc2cc(OC)c(Cl)c(c2)N(C)C(=O)C[C@H](OC(=O)[C@H](C)N(C)C(=O)CCCCCN2C(=O)C=CC2=O)[C@]2(C)O[C@H]2[C@H](C)[C@@H]2C[C@@]1(O)NC(=O)O2 |c:3,42,t:5|
InChI
InChI=1S/C42H55ClN4O12/c1-24-13-12-14-31(56-8)42(54)23-30(57-40(53)44-42)25(2)38-41(4,59-38)32(22-36(51)46(6)28-20-27(19-24)21-29(55-7)37(28)43)58-39(52)26(3)45(5)33(48)15-10-9-11-18-47-34(49)16-17-35(47)50/h12-14,16-17,20-21,25-26,30-32,38,54H,9-11,15,18-19,22-23H2,1-8H3,(H,44,53)/b14-12-,24-13-/t25-,26+,30+,31-,32+,38+,41+,42+/m1/s1
InChIKey
UGBPANNIQRLRII-MYFUOFFMSA-N
Solubility
10 mm in DMSO
Shelf Life
0-4°C for short term (days to weeks), or -20°C for long term (months).
Shipping
Room temperature, or blue ice upon request.
Storage
Store at 4 °C

MC-DM1 is a pivotal innovation in the field of targeted cancer therapies, specifically in the realm of antibody-drug conjugates (ADCs). An ADC is designed to deliver cytotoxic drugs directly to cancer cells, minimizing the impact on healthy tissue and reducing systemic toxicity typically associated with conventional chemotherapy. MC-DM1 achieves this targeted delivery through its conjugation to monoclonal antibodies that selectively bind to antigens expressed on cancer cells. This targeted approach enhances the precision of cancer treatment, promising improved outcomes for patients with various malignancies.

One of the most significant applications of MC-DM1 is in the treatment of HER2-positive breast cancer, a subtype characterized by the overexpression of the human epidermal growth factor receptor 2 (HER2). Traditional treatments for HER2-positive cancers often include chemotherapy and the monoclonal antibody trastuzumab. However, resistance to these therapies can develop. MC-DM1, sold under the brand name Kadcyla (ado-trastuzumab emtansine), combines trastuzumab with the potent cytotoxic agent DM1. This combination not only targets HER2-expressing cancer cells but also delivers a strong chemotherapeutic response, leading to its approval for use in metastatic breast cancer patients who have previously been treated with trastuzumab and a taxane.

The mechanism of action of MC-DM1 involves the binding of the trastuzumab component to the HER2 receptors on cancer cells. Upon binding, the ADC is internalized by the cell and trafficked to the lysosome, where it is digested, releasing DM1. This release facilitates the disruption of microtubules, crucial components of the cell’s cytoskeleton, thereby inhibiting cell division and inducing apoptosis. The specificity provided by the antibody component allows for higher concentrations of the drug to reach the target cells, thereby increasing its efficacy while minimizing adverse effects on normal, healthy cells.

Beyond its application in breast cancer, ongoing research is exploring the potential of MC-DM1 in treating other cancers that exhibit overexpression of HER2, such as certain gastric and lung cancers. Furthermore, studies are investigating its use in combination therapies with other anti-cancer agents to enhance its efficacy and counteract resistance mechanisms. These research efforts underscore the potential for MC-DM1 to serve as a cornerstone in the personalization of cancer treatment, where therapeutic strategies are tailored to the molecular profile of a patient's tumor.

The molarity calculator equation

Mass (g) = Concentration (mol/L) × Volume (L) × Molecular Weight (g/mol)

The dilution calculator equation

Concentration (start) × Volume (start) = Concentration (final) × Volume (final)

This equation is commonly abbreviated as: C1V1 = C2V2

Historical Records: MC-DM1
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