Details
Stereochemistry | ACHIRAL |
Molecular Formula | C5H11Cl2NO |
Molecular Weight | 172.053 |
Optical Activity | NONE |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
C[N+]([O-])(CCCl)CCCl
InChI
InChIKey=AFLXUQUGROGEFA-UHFFFAOYSA-N
InChI=1S/C5H11Cl2NO/c1-8(9,4-2-6)5-3-7/h2-5H2,1H3
DescriptionSources: https://www.drugs.com/pro/mustargen.htmlCurator's Comment: Description was created based on several sources, including http://www.drugbank.ca/drugs/DB00888 and http://chemocare.com/chemotherapy/drug-info/Mechlorethamine.aspx
Sources: https://www.drugs.com/pro/mustargen.html
Curator's Comment: Description was created based on several sources, including http://www.drugbank.ca/drugs/DB00888 and http://chemocare.com/chemotherapy/drug-info/Mechlorethamine.aspx
Mechlorethamine Oxide was approved by the FDA in 1949 for the treatment of hematologic malignancies, alkylating agents are the oldest class of anticancer agents. A biologic alkylating agent exerts its cytotoxic effects by forming DNA adducts and DNA interstrand crosslinks, thereby inhibiting rapidly proliferating cells. Mechlorethamine Oxide is an antineoplastic agent used to treat Hodgkin desease and Lymphoma. Known under the brand names of Mustargen and Valchlor in USA. The FDA granted marketing approval for the orphan drug Valchlor (mechlorethamine) gel on August 23, 2013 for the topical treatment of stage IA and IB mycosis fungoides-type cutaneous T-cell lymphoma (CTCL) in patients who have received prior skin-directed therapy. Each tube of Valchlor contains 0.016% of mechlorethamine which is equivalent to 0.02% mechlorethamine HCL.
Originator
Approval Year
Targets
Primary Target | Pharmacology | Condition | Potency |
---|---|---|---|
Target ID: DNA Sources: https://www.ncbi.nlm.nih.gov/pubmed/25997534 |
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Target ID: GO:0006663 Sources: https://www.ncbi.nlm.nih.gov/pubmed/7924570 |
6.34 nM [IC50] | ||
Target ID: GO:0006927 Sources: https://www.ncbi.nlm.nih.gov/pubmed/11251184 |
Conditions
Condition | Modality | Targets | Highest Phase | Product |
---|---|---|---|---|
Palliative | Mustargen Approved UseMustargen, administered intravenously, is indicated for the palliative treatment of Hodgkin’s disease (Stages III and IV), lymphosarcoma, chronic myelocytic or chronic lymphocytic leukemia, polycythemia vera, mycosis fungoides, and bronchogenic carcinoma.
Mustargen, administered intrapleurally, intraperitoneally, or intrapericardially, is indicated for the palliative treatment of metastatic carcinoma resulting in effusion. Launch Date1949 |
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Palliative | Mustargen Approved UseMustargen, administered intravenously, is indicated for the palliative treatment of Hodgkin’s disease (Stages III and IV), lymphosarcoma, chronic myelocytic or chronic lymphocytic leukemia, polycythemia vera, mycosis fungoides, and bronchogenic carcinoma.
Mustargen, administered intrapleurally, intraperitoneally, or intrapericardially, is indicated for the palliative treatment of metastatic carcinoma resulting in effusion. Launch Date1949 |
|||
Palliative | Mustargen Approved UseMustargen, administered intravenously, is indicated for the palliative treatment of Hodgkin’s disease (Stages III and IV), lymphosarcoma, chronic myelocytic or chronic lymphocytic leukemia, polycythemia vera, mycosis fungoides, and bronchogenic carcinoma.
Mustargen, administered intrapleurally, intraperitoneally, or intrapericardially, is indicated for the palliative treatment of metastatic carcinoma resulting in effusion. Launch Date1949 |
Sample Use Guides
In Vivo Use Guide
Sources: https://www.drugs.com/pro/mustargen.html
Curator's Comment: Mustargen, administered intrapleurally, intraperitoneally, or intrapericardially, is indicated for the palliative treatment of metastatic carcinoma resulting in effusion.
A total dose of 0.4 mg/kg of body weight for each course usually is given either as a single dose or in divided doses of 0.1 to 0.2 mg/kg per day.
Route of Administration:
Intravenous
In Vitro Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/11428641
Extensive cell loss (>90%) was observed in rat neuronal and SY5Y neuroblastoma cell cultures treated with 10 uM Mechlorethamine oxide
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DTXSID7020976
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141949
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m7117
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PRIMARY | Merck Index |
SUBSTANCE RECORD