Improsulfan
Structural Formula Vector Image
Title: Improsulfan
CAS Registry Number: 13425-98-4
CAS Name: 3,3¢-Iminobis-1-propanol dimethanesulfonate (ester)
Additional Names: N,N-bis(3-methylsulfonyloxypropyl)amine; bis(3-mesyloxypropyl)amine
Molecular Formula: C8H19NO6S2
Molecular Weight: 289.37
Percent Composition: C 33.21%, H 6.62%, N 4.84%, O 33.17%, S 22.16%
Literature References: Alkylating agent related to busulfan, q.v. Prepn and antitumor activity of the hydrochloride: M. M. El-Merzabani, Y. Sakurai, Gann 56, 589 (1965), C.A. 64, 8793b (1965); Y. Sakurai, JP 67 26616 (1967), C.A. 69, 51596f (1968). Prepn of the tosylate: M. Nakanishi et al., DE 2059377 (1971 to Yoshitomi), C.A. 75, 63127r (1972). Absorption, distribution, excretion, metabolism: Y. Kato et al., Yakugaku Zasshi 94, 1107 (1974), C.A. 82, 38441a (1975). Pharmacology: N. Brock, J. Kuhlmann, Arzneim.-Forsch. 24, 1139 (1974); H. Imamura et al., Oyo Yakuri 9, 861 (1975), C.A. 84, 12492j (1976). Antitumor effect: T. Okumoto et al., Chem. Pharm. Bull. 25, 3003 (1977); T. Iwaguchi, H. Kitagawa, Gann 69, 123 (1968), C.A. 89, 157282 (1978). Clinical study: S. J. Altman et al., Cancer 35, 1145 (1975). Toxicity study: N. Rakieten et al., U.S. NTIS Report PB-196468 (1970) 17 pp, C.A. 75, 47359n (1971). Mutagenicity study: W. F. Benedict et al., Cancer Res. 37, 2209 (1977).
 
Derivative Type: Hydrochloride
CAS Registry Number: 3458-22-8
Manufacturers' Codes: Yoshi 864; NSC-102627
Molecular Formula: C8H19NO6S2.HCl
Molecular Weight: 325.83
Percent Composition: C 29.49%, H 6.19%, N 4.30%, O 29.46%, S 19.68%, Cl 10.88%
Properties: Crystals, mp 94-95°. LD50 i.v. in rats: 75 mg/kg (Brock, Kuhlmann).
Melting point: mp 94-95°
Toxicity data: LD50 i.v. in rats: 75 mg/kg (Brock, Kuhlmann)
 
Derivative Type: Tosylate
CAS Registry Number: 32784-82-0
Manufacturers' Codes: 864T; NSC-140117
Trademarks: Protecton (Yoshitomi)
Molecular Formula: C8H19NO6S2.C7H8O3S
Molecular Weight: 461.57
Percent Composition: C 39.03%, H 5.90%, N 3.03%, O 31.20%, S 20.84%
Properties: White crystals, mp 113-118°. Faint, characteristic odor and bitter taste. Sol in water, methanol, acetonitrile. Slightly sol in chloroform.
Melting point: mp 113-118°
 
Therap-Cat: Antineoplastic.
Keywords: Antineoplastic; Alkylating Agents; Alkyl Sulfonates.

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