trofosfamide
- Product Name
- trofosfamide
- CAS No.
- 22089-22-1
- Chemical Name
- trofosfamide
- Synonyms
- A-4828;Ccris 4442;Brn 0532530;Asta Z 4828;trofosfamide;TROPHOSPHAMIDE;Trofosfamide,Bacterial,Inhibitor,inhibit;2H-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;3-(2-Chloroethyl)-2-(bis(2-chloroethyl)amino)tetrahydro-2H-1,3,2-oxazaphosphorin 2-oxide
- CBNumber
- CB3877124
- Molecular Formula
- C9H18Cl3N2O2P
- Formula Weight
- 323.58
- MOL File
- 22089-22-1.mol
trofosfamide Property
- Melting point:
- 47-49°C
- alpha
- D25 -28.6° (c = 2 in CH3OH)
- Boiling point:
- 104°C
- Density
- 1.35±0.1 g/cm3(Predicted)
- storage temp.
- -20°C Freezer
- solubility
- DMF: 50mg/mL; DMSO: 30mg/mL; Ethanol: 50mg/mL; PBS (pH 7.2): 10mg/mL
- form
- A crystalline solid
- pka
- -0.46±0.20(Predicted)
Safety
- Toxicity
- LD50 i.p. in mice: 212 mg/kg (Brock, Potel)
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Danger
- Hazard statements
-
H301Toxic if swalloed
H340May cause genetic defects
H350May cause cancer
H360May damage fertility or the unborn child
H372Causes damage to organs through prolonged or repeated exposure
H413May cause long lasting harmful effects to aquatic life
- Precautionary statements
-
P260Do not breathe dust/fume/gas/mist/vapours/spray.
P264Wash hands thoroughly after handling.
P264Wash skin thouroughly after handling.
P270Do not eat, drink or smoke when using this product.
P301+P310IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician.
P314Get medical advice/attention if you feel unwell.
P321Specific treatment (see … on this label).
P330Rinse mouth.
P405Store locked up.
P501Dispose of contents/container to..…
N-Bromosuccinimide Price
- Product number
- 21874
- Product name
- Trofosfamide
- Packaging
- 5mg
- Price
- $32
- Updated
- 2024/03/01
- Product number
- 21874
- Product name
- Trofosfamide
- Packaging
- 10mg
- Price
- $50
- Updated
- 2024/03/01
- Product number
- 21874
- Product name
- Trofosfamide
- Packaging
- 25mg
- Price
- $109
- Updated
- 2024/03/01
- Product number
- 21874
- Product name
- Trofosfamide
- Packaging
- 50mg
- Price
- $169
- Updated
- 2024/03/01
- Product number
- CS-0078076
- Product name
- Trofosfamide
- Purity
- >98.0%
- Packaging
- 5mg
- Price
- $50
- Updated
- 2021/12/16
trofosfamide Chemical Properties,Usage,Production
Chemical Properties
Off-White Low Melting Solid
Originator
Ixoten,Asta,W. Germany,1973
Uses
Antineoplastic; one derivative
Definition
ChEBI: Trofosfamide is a member of ifosfamides.
Manufacturing Process
259 g (1 mol) of N,N-bis-(2-chloroethyl)-phosphoric acid amide dichloride,
209 g (1.2 mols) of N-(2-chloroethyl)-N-(3-hydroxypropyl)-amine
hydrochloride (crude), 1,000 cc of ethylene dichloride and 344 g (3.4 mols) of
triethylamine are the reactants. N,N-bis-(2-chloroethyl)-phosphoric acid amide
dichloride is dissolved in the methylene dichloride. N-(2-chloroethyl)-N-(3-
hydroxypropyl)-amine hydrochloride is suspended in this solution and
triethylamine is added thereto dropwise with stirring. The temperature of the
solution rises to boiling, After the termination of the addition, the mixture is
heated to boiling for another 6 hours. Thereafter, the reaction mixture is
cooled down and allowed to stand overnight at about 0°C. The precipitated
triethylamine hydrochloride is filtered off with suction. The resulting solution is
evaporated, the residue (about 370 g) is triturated with about 3.2 liters of
ether and is heated to boiling for a short period of time.
The ethereal solution is decanted from the insolubles (about 90 g). The
solution is rendered to pH 6.5 to 7 by the addition of ethereal hydrochloric
acid and then is filtered over charcoal and thereafter is evaporated. During
evaporation, the temperature should not rise above 40°C. The residue is
dissolved in ether and in an amount corresponding to half of its weight (240 g
of residue, dissolved in 120 cc of ether), the ethereal solution is cooled to -
5°C and is inoculated. After standing for 25 hours, 140 g have been separated
by crystallization. After separation by filtration with suction, the mother liquor
is diluted with ether to 5 times its volume, the solution is filtered over
charcoal, is again evaporated and the residue is again dissolved in a volume
corresponding to half of the weight of the residue. Another cooling to -5°C
and inoculation produces further 18 g of the desired compound. MP: 50° to
51°C. Total yield: 161 g (50% of the theoretical)
Therapeutic Function
Cancer chemotherapy
Safety Profile
Poison by intraperitoneal, subcutaneous, and intravenous routes. Moderately toxic by ingestion. Human mutation data reported. Human systemic effects by unspecified routes: hematuria, leukopenia, and thrombocytopenia. When heated to decomposition it emits very toxic fumes of Cl-, NOx, and POx.
trofosfamide Preparation Products And Raw materials
Raw materials
Preparation Products
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