Trofosfamide
Title: Trofosfamide
CAS Registry Number: 22089-22-1
CAS Name: N,N,3-Tris(2-chloroethyl)tetrahydro-2H-1,3,2-oxazaphosphorin-2-amine 2-oxide
Additional Names: 2-[bis(2-chloroethyl)amino]-3-(2-chloroethyl)tetrahydro-2H-1,3,2-oxaphosphorine 2-oxide; N,N,N¢-tris(2-chloroethyl)-N¢,O-propylene phosphoric acid ester diamide; trilophosphamide; trophosphamide
Manufacturers' Codes: NSC-109723; Z-4828
Trademarks: Ixoten (Baxter)
Molecular Formula: C9H18Cl3N2O2P
Molecular Weight: 323.58
Percent Composition: C 33.41%, H 5.61%, Cl 32.87%, N 8.66%, O 9.89%, P 9.57%
Literature References: The 3-(2-chloroethyl) deriv of cyclophosphamide, q.v. Prepn: GB 1188159, C.A. 73, 44892d (1970); Arnold et al., DE 2107936, C.A. 77, 152238m (1972) (1970, 1972 both to Asta-Werke); K. Pankiewicz et al., J. Am. Chem. Soc. 101, 7712 (1979). Pharmacology: N. Brock, Int. Congr. Chemother., Proc. 5th, K. H. Spitzy, H. Haschek, Eds. (Verlag Wiener Med. Akad., Vienna, 1967) II(1), pp 155-161; J. Potel, N. Brock, Arzneim.-Forsch. 21, 1250 (1971); N. Brock, J. Potel, ibid. 24, 1149 (1974); Harrison, Fuquay, Proc. Soc. Exp. Biol. Med. 139, 957 (1972). Crystal and molecular structure: A. Perales, S. Garcia-Blanco, Acta Crystallogr. 33B, 1939 (1977).
Properties: Crystals from ether, mp 50-51°. [a]D25 -28.6° (c = 2 in CH3OH). LD50 i.p. in mice: 212 mg/kg (Brock, Potel).
Melting point: mp 50-51°
Optical Rotation: [a]D25 -28.6° (c = 2 in CH3OH)
Toxicity data: LD50 i.p. in mice: 212 mg/kg (Brock, Potel)
Therap-Cat: Antineoplastic.
Keywords: Antineoplastic; Alkylating Agents; Nitrogen Mustards.

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