Basic information
- CAS
22089-22-1- Standard SMILES
O=P1(N(CCCl)CCCl)OCCCN1CCCl- InChIKey
UMKFEPPTGMDVMI-UHFFFAOYSA-N- Molecular formula
- C9H18Cl3N2O2P
- Average molar mass
- 323.6 g/mol
- Monoisotopic mass
- 322.017148
Overview
Trofosfamide is a member of ifosfamides.
Names & identifiers
- Preferred name
- Trofosfamide
- IUPAC
- N,N,3-tris(2-chloroethyl)-2-oxo-1,3,2λ5-oxazaphosphinan-2-amine
- English name
- trofosfamide
- Molecular formula
- C9H18Cl3N2O2P
- Molecular weight
- 323.58
Names & synonyms
Trofosfamide22089-22-1IxotenTrophosphamideTrofosfamidTrilophosphamideTrofosfamidaTrofosfamidumA-4828Z 4828H64JRU6GJ0Z-4828
Show more names
Ccris 4442Brn 0532530Asta Z 4828Trofosfamide, 10 mM in DMSOTrofosfamide,Bacterial,Inhibitor,inhibit2H-1,3,2-Oxazaphosphorin-2-amine, N,N,3-tris(2-chloroethyl)tetrahydro-, 2-oxide (9ci)3-(2-Chloroethyl)-2-(bis(2-chloroethyl)amino)perhydro-2H-1,3,2-oxazaphosphorine 2-oxide
NSC-109723N,N,3-Tris(2-chloroethyl)tetrahydro-2H-1,3,2-oxazaphosphorin-2-amine 2-oxideN,N-3'-Tris(2-chloroethyl)tetrahydro-2H-1,3,2-oxazaphosphorin-2-amine, 2-oxideNSC109723N,N,N'-Tris(2-chloroethyl)-N',O-propylene phosphoric acid ester diamideGenoxal TrofosfamidaRefChem:900655N,N,N'-tris(2-chloroethyl)-N'-O-propylene phosphoric acid ester diamide
Database identifiers
- CAS
22089-22-1、72282-84-9、72282-85-0- PubChem CID
- 65702
- DTXSID
DTXSID60865031
Properties
Computed structural properties
- XLogP
- 1.8
- Topological polar surface area
- 32.8 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 4
- Rotatable bonds
- 7
- Heavy atoms
- 17
- Formal charge
- 0
- Complexity
- 265
Experimental & physicochemical properties
DrugsPharmaceuticals
Physicochemical properties
- Melting point
- 47 · 47-49°C
- alpha
- 25 · D25 -28.6° (c = 2 in CH3OH)
- Boiling point
- 104 °C · 104°C
- Density
- 1.35 · 1.35±0.1 g/cm3(Predicted)
- storage temp.
- -20 °C · -20°C Freezer
- solubility
- 50 mg/mL; · DMF: 50mg/mL; DMSO: 30mg/mL; Ethanol: 50mg/mL; PBS (pH 7.2): 10mg/mL
- form
- A crystalline solid
- pka
- -0.46 · -0.46±0.20(Predicted)
- color
- White to off-white
- EWG's Food Scores
- 1 · 1
- FDA UNII
- 64 JRU6GJ0 · H64JRU6GJ0
- NCI Drug Dictionary
- trofosfamide
- ATC code
- 1 AA07 · L01AA07
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
Danger
H301 (100%): Toxic if swallowed [Danger Acute toxicity, oral]
P203, P260, P264, P270, P273, P280, P301+P316, P318, P319, P321, P330, P405, and P501 (click each P-code to see the statement)
The GHS information provided by 1 company from 1 notification to the ECHA C&L Inventory.
Hazard information
Hazard Classes and CategoriesAcute Tox. 3 (100%)
Safety data
- Toxicity
- LD50 i.p. in mice: 212 mg/kg (Brock, Potel)
- Signal word
- Danger
- Symbol(GHS)
- GHS08,GHS06
- Hazard statements
- H372-H301-H413-H340-H360-H350
- Precautionary statements
- P260-P264-P270-P314-P501-P264-P270-P301+P310-P321-P330-P405-P501
Chemistry & industry
Pharmacology
ATC Code
L - Antineoplastic and immunomodulating agents
QL - Antineoplastic and immunomodulating agents
MeSH Pharmacological Classification
Agents that suppress immune function by one of several mechanisms of action. Classical cytotoxic immunosuppressants act by inhibiting DNA synthesis. Others may act through activation of T-CELLS or by inhibiting the activation of HELPER CELLS. While immunosuppression has been brought about in the past primarily to prevent rejection of transplanted organs, new applications involving mediation of the effects of INTERLEUKINS and other CYTOKINES are emerging.
Chemical agents that increase the rate of genetic mutation by interfering with the function of nucleic acids. A clastogen is a specific mutagen that causes breaks in chromosomes.
A class of drugs that differs from other alkylating agents used clinically in that they are monofunctional and thus unable to cross-link cellular macromolecules. Among their common properties are a requirement for metabolic activation to intermediates with antitumor efficacy and the presence in their chemical structures of N-methyl groups, that after metabolism, can covalently modify cellular DNA. The precise mechanisms by which each of these drugs acts to kill tumor cells are not completely understood. (From AMA, Drug Evaluations Annual, 1994, p2026)
Uses & manufacturing
UsesUse (kg; approx.) in Germany (2009): >25
Applications
UsesAntineoplastic; one derivative
Upstream & downstream products
Upstream raw materials
Suppliers
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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