Details
| Stereochemistry | ACHIRAL |
| Molecular Formula | C6H12Cl3N.ClH |
| Molecular Weight | 240.986 |
| Optical Activity | NONE |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
Cl.ClCCN(CCCl)CCCl
InChI
InChIKey=VEAUDLLZYJVHRI-UHFFFAOYSA-N
InChI=1S/C6H12Cl3N.ClH/c7-1-4-10(5-2-8)6-3-9;/h1-6H2;1H
DescriptionCurator's Comment: The description was created based on several sources, including
https://monographs.iarc.fr/ENG/Monographs/vol50/mono50-11.pdf | https://www.ncbi.nlm.nih.gov/pubmed/2615874 | https://www.ncbi.nlm.nih.gov/pubmed/6188044
Curator's Comment: The description was created based on several sources, including
https://monographs.iarc.fr/ENG/Monographs/vol50/mono50-11.pdf | https://www.ncbi.nlm.nih.gov/pubmed/2615874 | https://www.ncbi.nlm.nih.gov/pubmed/6188044
Trichlormethine is a nitrogen mustard vesicant that has application in chemical warfare and has been used as a cytostatic alkylating agent in leukemia and lymphoma therapy. Trichlormethine was tested for carcinogenicity by subcutaneous injection in mice and rats. The study in mice was inadequate for evaluation. In rats, trichlormethine induced a high incidence of sarcomas (mostly spindle-cell type) in animals of each sex at the site of subcutaneous injection, as well as a few intestinal adenocarcinomas; neither tumor type was seen in controls. Trichlormethine caused vomiting, anorexia and blood-containing feces in dogs a few hours after a single intravenous injection of 1 mg/kg BW. Decreased peripheral lymphocyte counts were observed in rabbits injected intravenously and in mice injected subcutaneously with trichlormethine. Trichlormethine was tested for carcinogenicity by subcutaneous injection in mice and rats. ln rats, trichlormethine induced a high incidence of sarcomas (mostly spindle-cell type) in animals of each sex at the site of subcutaneous injection, as well as a few intestinal adenocarcinomas; neither tumor type was seen in controls. Trichlormethine is possibly carcinogenic to humans (Group 2B).
Originator
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| Quantitation of biomarkers of exposure to nitrogen mustards in urine from rats dosed with nitrogen mustards and from an unexposed human population. | 2004 Jul-Aug |
|
| Sulfur mustard research--strategies for the development of improved medical therapy. | 2008 Jun 10 |
|
| Poly[[{μ(3)-tris-[2-(4-phenyl-1,2,3-triazol-1-yl)eth-yl]amine}silver(I)] hexa-fluorido-phosphate]. | 2008 Sep 13 |
|
| Development history and concept of an oral anticancer agent S-1 (TS-1): its clinical usefulness and future vistas. | 2009 Jan |
|
| [Study on the influence factors of human peripheral blood B lymphocyte transformation by Epstein-Barr virus]. | 2009 Sep |
|
| Chemotherapy for early-stage breast cancer: a brief history. | 2009 Sep |
|
| The role of funding and policies on innovation in cancer drug development. | 2010 |
|
| Biology-driven cancer drug development: back to the future. | 2010 Apr 12 |
|
| Ameliorative effect of DRDE 07 and its analogues on the systemic toxicity of sulphur mustard and nitrogen mustard in rabbit. | 2010 Sep |
Patents
Sample Use Guides
A group of 20 mice (age, strain and sex unspeified) received weekly
subcutaneous injections of trichlormethine (purity unspeified) at 1mg/kg bw in aqueous solution for ten weeks, afer which time only four mice were alive and treatment was terminated.
Route of Administration:
Other
About 2 x 10^6 exponentially growing V79 cells (3.5 x l0^4 cells/cm 2) were treated with 0-10 mkg TS160/ml. (TSl60 was diluted in complete medium, in a medium without serum or in PBS buffer.) Then the cells were washed, resuspended by means of 0.025% trypsin in 0.02% EDTA and tested for their growth activity, plating efficiency, the course of macromolecular syntheses and for the presence of 6-thioguanine-resistant (6-TGr) mutants. The treated cells were plated on a series of Petri dishes, diameter 5 cm (4 x 10^4 cells per dish) and incubated at 37°C. At 24-h intervals, the cells were removed from individual Petri dishes and the numbers of cells/dish were counted. The cytostatic agent TSt60 inhibited DNA synthesis in V79 cells while the course of RNA synthesis and protein synthesis were not changed significantly.
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ACTIVE MOIETY
SUBSTANCE RECORD
