Sign Into View Organizational & Contract Pricing
About This Item
Linear Formula:
C4H11Cl2N2O2P · C6H13N
CAS Number:
MDL number:
UNSPSC Code:
12352209
NACRES:
NA.22
Quality Level
Assay
≥95% (HPLC)
form
solid
storage temp.
-10 to -25°C
SMILES string
ClCCN(P(N)(O)=O)CCCl.NC1CCCCC1
InChI
1S/C6H13N.C4H11Cl2N2O2P/c7-6-4-2-1-3-5-6;5-1-3-8(4-2-6)11(7,9)10/h6H,1-5,7H2;1-4H2,(H3,7,9,10)
InChI key
BGTIPRUDEMNRIP-UHFFFAOYSA-N
General description
Phosphoramide mustard cyclohexanamine, a potent cytotoxic metabolite derived from the anticancer drug cyclophosphamide, acts as a remarkable alkylating agent. It is generated from cyclophosphamide through the ring-opened tautomer of the cytochrome P450 (CYP) isoform-formed intermediate 4-hydroxycyclophosphamide. This metabolite exerts its cytotoxic effects by inducing DNA crosslinking, guanine alkylation, and the formation of DNA-protein conjugates. In a concentration-dependent manner, it specifically targets HT-1080 human fibrosarcoma cells, triggering DNA damage. An essential contributor to Cyclophosphamide′s anticancer activity, Phosphoramide Mustard Cyclohexanamine exhibits great promise for cancer research, as it has the potential to induce DNA adduct formation and activate the ovarian DNA repair response in granulosa cells.
Application
Used in the development of chemotherapeutic drugs that are known to treat cancer.
Biochem/physiol Actions
Phosphoramide mustard cyclohexanamine induces cytotoxicity by forming cross-linked DNA adducts that hinder DNA strand separation during replication. This compound destroys rapidly dividing cells and leads to DNA damage. In a study with rat ovarian granulosa cells (SIGCs), it reduced cell viability and increased DNA damage response (DDR) gene expression and protein levels. In animal models, it exhibited significant anticancer activity by inhibiting tumor growth. These findings highlight the potential of Phosphoramide mustard cyclohexanamine in cancer research
Features and Benefits
- High quality compound suitable for multiple research applications
- Compatible with a wide variety of chromatographic and spectrometry techniques
Other Notes
For additional information on our range of Biochemicals, please complete this form.
This product is intended for research purposes only, and it is not meant for human consumption.
Storage Class Code
11 - Combustible Solids
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Choose from one of the most recent versions:
Certificates of Analysis (COA)
Lot/Batch Number
It looks like we've run into a problem, but you can still download Certificates of Analysis from our Documents section.
If you need assistance, please contact Customer Support
Already Own This Product?
Find documentation for the products that you have recently purchased in the Document Library.
Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.
Contact Technical Service